4-azasteroid derivatives as androgen receptor modulators

Abstract

Compounds of structural formula I are modulators of the androgen receptor (AR) in a tissue selective manner. They are useful as agonists of the androgen receptor in bone and/or muscle tissue while antagonizing the AR in the prostate of a male patient or in the uterus of a female patient. These compounds are therefore useful in the treatment of conditions caused by androgen deficiency or which can be ameliorated by androgen administration, including osteoporosis, osteopenia, glucocorticoid-induced osteoporosis, periodontal disease, bone fracture, bone damage following bone reconstructive surgery, sarcopenia, frailty, aging skin, male hypogonadism, postmenopausal symptoms in women, atherosclerosis, hypercholesterolemia, hyperlipidemia, obesity, aplastic anemia and other hematopoietic disorders, inflammatory arthritis and joint repair, HIV-wasting, prostate cancer, cancer cachexia, Alzheimer s disease, muscular dystrophies, premature ovarian failure, and autoimmune disease, alone or in combination with other active agents.

1 . A compound of structural formula I:  
       
         
           
           
               
               
           
         
         or an enantiomer or a pharmaceutically acceptable salt thereof; wherein  
         n is 0, 1 or 2;  
         a-b represents CH═CH or CH 2 CH 2 ;  
         “c” represents a double bond;  
         R 1  is selected from 
 hydrogen,  
 hydroxy,  
 C 1-4  alkoxy,  
 hydroxymethyl, and  
 C 1-3  alkyl, unsubstituted or substituted with one to seven fluorine atoms;  
 
         R 4  is selected from 
 halogen,  
 C 1-6  alkyl, wherein alkyl is unsubstituted or substituted with one to three substituents independently selected from cyano, carboxy, halogen, hydroxy, oxo, C 1-4  alkoxy, and C 1-4  alkylthio,  
 
         C 2-6  alkenyl,  
         C 2-6  alkynyl, 
 (CH 2 ) n -phenyl, and  
 (CH 2 ) n -naphthyl;  
 or R 4  together with the carbon atom to which it is attached form a carbonyl or cyclopropyl group, with the proviso that when R 4  together with the carbon atom to which it is attached form a carbonyl or cyclopropyl group, then “c” represents a single bond;  
 
         or R 1  and R 4  together with the atoms to which they are attached form a 5- or 6-membered ring system optionally containing an additional heteroatom selected from O, S, and NC 1-4  alkyl;  
         R 2  is hydrogen or C 1-4  alkyl;  
         R 3  is selected from 
 C 1-4  alkyl, wherein said C 1-4  alkyl is optionally substituted with one or more substituents independently selected from halogen, hydroxy, C 1-4  alkoxy, and C 1-4  alkylamino, and  
 (CH 2 ) n -aryl, wherein said aryl is selected from:  
 (3) phenyl, 
 (2) naphthyl,  
 (3) benzimidazolyl,  
 (4) benzofuranyl,  
 (5) benzothiophenyl,  
 (6) benzoxazolyl,  
 (7) benzothiazolyl,  
 (8) benzodihydrofuranyl,  
 (9) 1,3-benzodioxolyl,  
 (10) 2,3-dihydro-1,4-benzodioxinyl,  
 (11) indolyl,  
 (12) quinolyl,  
 (13) isoquinolyl,  
 (14) furanyl,  
 (15) thienyl,  
 (16) imidazolyl,  
 (17) oxazolyl,  
 (18) thiazolyl,  
 (19) isoxazolyl,  
 (20) isothiazolyl,  
 (21) pyrazolyl,  
 (22) pyrrolyl,  
 (23) pyridyl,  
 (24) pyrimidyl,  
 (25) pyrazinyl,  
 (26) thiadiazolyl,  
 (27) oxadiazolyl,  
 (28) triazolyl,  
 (29) imidizopyridinyl,  
 (30) tetrazolyl, and  
 (31) indanyl;  
 
 
         wherein the aryl group as defined in items (1) to (31) is unsubstituted or substituted with one to three groups independently selected from halogen, phenyl, C 1-8  alkyl, C 3-8  cycloalkyl, C 3-8  cycloheteroalkyl, phenyl-C 1-6  alkyl, amino-C 0-6  alkyl, C 1-6  alkylamino-C 0-6  alkyl, (C 1-6  alkyl) 2 amino-C 0-6  alkyl, phenyl-C 0-6  alkylamino-C 0-6  alkyl, (phenyl-C 0-6  alkyl) 2 amino-C 0-6  alkyl, C 1-6  alkylthio, phenyl-C 0-6  alkylthio, C 1-6  alkylsulfinyl, phenyl-C 0-6  alkylsulfinyl, C 1-6  alkylsulfonyl, phenyl-C 0-6  alkylsulfonyl, C 1-6  alkoxy-C 0-6  alkyl, phenyl-C 0-6  alkoxy-C 0-6  alkyl, hydroxycarbonyl-C 0-6  alkyl, C 1-6  alkoxycarbonyl-C 0-6  alkyl, phenyl-C 0-6  alkoxycarbonyl-C 0-6  alkyl, hydroxycarbonyl-C 1-6  alkyloxy, hydroxy-C 0-6  alkyl, cyano, nitro, perfluoro-C 1-4  alkyl, perfluoro-C 1-4  alkoxy, C 1-6  alkylcarbonyloxy, phenyl-C 0-6  alkylcarbonyloxy, C 1-6  alkylcarbonylamino, phenyl-C 0-6  alkylcarbonylamino, C 1-6  alkylsulfonylamino, phenyl-C 0-6  alkylsulfonylamino, C 1-6  alkoxycarbonylamino, phenyl-C 0-6  alkoxycarbonylamino, C 1-6  alkylaminocarbonylamino, phenyl-C 0-6  alkylaminocarbonylamino, (C 1-6  alkyl) 2  aminocarbonylamino, (phenyl-C 0-6  alkyl) 2  aminocarbonylamino, (C 1-6  alkyl) 2  aminocarbonyloxy, and (phenyl-C 0-6  alkyl) 2  aminocarbonyloxy;  
         the alkyl group is unsubstituted or substituted with one to three substituents independently selected from halogen, hydroxy, and C 1-4  alkoxy;  
         and wherein any methylene (CH 2 ) carbon atom in (CH 2 ) n  is unsubstituted or substituted with one to two groups independently selected from halogen, hydroxy, and C 1-4  alkyl; or two substituents when on the same methylene (CH 2 ) group are taken together with the carbon atom to which they are attached to form a cyclopropyl group;  
         or R 2  and R 3  together form a 5- or 6-membered saturated ring fused with a 5- or 6-membered aromatic ring system having 0, 1, or 2 heteroatoms selected from N, O, and S.  
       
     
     
         2 . A compound of  claim 1 , wherein: 
 n is 0, 1 or 2;    a-b represents CH═CH or CH 2 CH 2 ;    “c” represents a double bond;    R 1  is selected from 
 hydrogen,  
 hydroxy,  
 C 1-4  alkoxy,  
 hydroxymethyl, and  
 C 1-3  alkyl, unsubstituted or substituted with one to seven fluorine atoms;  
   R 4  is selected from 
 halogen,  
 C 1-6  alkyl, wherein alkyl is unsubstituted or substituted with one to three substituents independently selected from cyano, carboxy, halogen, hydroxy, oxo, C 1-4  alkoxy, and C 1-4  alkylthio,  
 C 2-6  alkenyl,  
 C 2-6  alkynyl,  
 (CH 2 ) n -phenyl, and  
 (CH 2 ) n -naphthyl;  
 or R 4  together with the carbon atom to which it is attached form a carbonyl or cyclopropyl group, with the proviso that when R 4  together with the carbon atom to which it is attached form a carbonyl or cyclopropyl group, then “c” represents a single bond;  
   or R 1  and R 4  together with the atoms to which they are attached form a 5- or 6-membered ring system optionally containing an additional heteroatom selected from O, S, and NC 1-4  alkyl;    R 2  is hydrogen or C 1-4  alkyl;    R 3  is selected from 
 C 1-4  alkyl, wherein said C 1-4  alkyl is optionally substituted with one or more substituents independently selected from halogen, hydroxy, C 1-4  alkoxy, and C 1-4  alkylamino, and  
 (CH 2 ) n -aryl, wherein said aryl is selected from: 
 (4) phenyl,  
 (2) naphthyl,  
 (3) benzimidazolyl,  
 (4) benzofuranyl,  
 (5) benzothiophenyl,  
 (6) benzoxazolyl,  
 (7) benzothiazolyl,  
 (8) benzodihydrofuranyl,  
 (9) 1,3-benzodioxolyl,  
 (10) 2,3-dihydro-1,4-benzodioxinyl,  
 (11) indolyl,  
 (12) quinolyl,  
 (13) isoquinolyl,  
 (14) furanyl,  
 (15) thienyl,  
 (16) imidazolyl,  
 (17) oxazolyl,  
 (18) thiazolyl,  
 (19) isoxazolyl,  
 (20) isothiazoyl,  
 (21) pyrazolyl,  
 (22) pyrrolyl,  
 (23) pyridyl,  
 (24) pyrimidyl,  
 (25) pyrazinyl,  
 (26) thiadiazolyl,  
 (27) oxadiazolyl,  
 (28) triazolyl,  
 (29) tetrazolyl, and  
 (30) indanyl;  
 
   wherein the aryl group as defined in items (1) to (31) is unsubstituted or substituted with one to three groups independently selected from halogen, phenyl, C 1-8  alkyl, C 3-8  cycloalkyl, C 3-8  cycloheteroalkyl, phenyl-C 1-6  alkyl, amino-C 0-6  alkyl, C 1-6  alkylamino-C 0-6  alkyl, (C 1-6  alkyl) 2 amino-C 0-6  alkyl, phenyl-C 0-6  alkylamino-C 0-6  alkyl, (phenyl-C 0-6  alkyl) 2 amino-C 0-6  alkyl, C 1-6  alkylthio, phenyl-C 0-6  alkylthio, C 1-6  alkylsulfinyl, phenyl-C 0-6  alkylsulfinyl, C 1-6  alkylsulfonyl, phenyl-C 0-6  alkylsulfonyl, C 1-6  alkoxy-C 0-6  alkyl, phenyl-C 0-6  alkoxy-C 0-6  alkyl, hydroxycarbonyl-C 0-6  alkyl, C 1-6  alkoxycarbonyl-C 0-6  alkyl, phenyl-C 0-6  alkoxycarbonyl-C 0-6  alkyl, hydroxycarbonyl-C 1-6  alkyloxy, hydroxy-C 0-6  alkyl, cyano, nitro, perfluoro-C 1-4  alkyl, perfluoro-C 1-4  alkoxy, C 1-6  alkylcarbonyloxy, phenyl-C 0-6  alkylcarbonyloxy, C 1-6  alkylcarbonylamino, phenyl-C 0-6  alkylcarbonylamino, C 1-6  alkylsulfonylamino, phenyl-C 0-6  alkylsulfonylamino, C 1-6  alkoxycarbonylamino, phenyl-C 0-6  alkoxycarbonylamino, C 1-6  alkylaminocarbonylamino, phenyl-C 0-6  alkylaminocarbonylamino, (C 1-6  alkyl) 2  aminocarbonylamino, (phenyl-C 0-6  alkyl) 2  aminocarbonylamino, (C 1-6  alkyl) 2  aminocarbonyloxy, and (phenyl-C 0-6  alkyl) 2  aminocarbonyloxy;    the alkyl group is unsubstituted or substituted with one to three substituents independently selected from halogen, hydroxy, and C 1-4  alkoxy;    and wherein any methylene (CH 2 ) carbon atom in (CH 2 ) n  is unsubstituted or substituted with one to two groups independently selected from halogen, hydroxy, and C 1-4  alkyl; or two substituents when on the same methylene (CH 2 ) group are taken together with the carbon atom to which they are attached to form a cyclopropyl group;    or R 2  and R 3  together form a 5- or 6-membered saturated ring fused with a 5- or 6-membered aromatic ring system having 0, 1, or 2 heteroatoms selected from N, O, and S;    or an enantiomer or a pharmaceutically acceptable salt thereof.    
     
     
         3 . A compound of  claim 1 , wherein R 1  is hydrogen or C 1-3  alkyl, unsubstituted or substituted with one to seven fluorine atoms.  
     
     
         4 . A compound of  claim 3 , wherein R 1  is hydrogen or methyl.  
     
     
         5 . A compound of  claim 1 , wherein a-b represents CH 2 CH 2 .  
     
     
         6 . A compound of  claim 1 , wherein a-b represents CH═CH.  
     
     
         7 . A compound of  claim 4 , wherein R 4  is selected from C 1-4  alkyl.  
     
     
         8 . A compound of  claim 7 , wherein R 4  is methyl.  
     
     
         9 . A compound of  claim 8 , wherein R 1  is methyl.  
     
     
         10 . A compound of  claim 4 , wherein R 4  together with the carbon atom to which it is attached form a carbonyl or cyclopropyl group.  
     
     
         11 . A compound of  claim 10 , wherein R 4  together with the carbon atom to which it is attached is a cyclopropyl group.  
     
     
         12 . A compound of  claim 11 , wherein R 1  is hydrogen or methyl.  
     
     
         13 . A compound of  claim 1 , wherein R 1  and R 4  together with the atoms to which they are attached form a 5- or 6-membered ring system optionally containing an additional heteroatom selected from O, S, and NC 1-4  alkyl.  
     
     
         14 . A compound of  claim 1 , wherein R 2  is hydrogen.  
     
     
         15 . A compound of  claim 14 , wherein R 3  is (CH 2 ) n -aryl.  
     
     
         16 . A compound of  claim 15 , wherein R 3  is (CH 2 ) n -aryl and n is selected from 0 and 1, and aryl is selected from: phenyl, imidazopyridinyl, benzimidazolyl, benzothiophenyl, indolyl, quinolyl, isoquinolyl, thienyl, imidazolyl, thiazolyl, pyrazolyl, pyrrolyl, pyridyl, pyrimidyl, pyrazinyl, thiadiazolyl, triazolyl, and indanyl.  
     
     
         17 . A compound of  claim 16 , wherein aryl is selected from: phenyl, benzimidazolyl, benzothiophenyl, indolyl, pyrazolyl, pyrrolyl, pyridyl, pyrimidyl, pyrazinyl, thiadiazolyl, imidazopyridinyl, and triazolyl.  
     
     
         18 . A compound of  claim 17 , wherein R 1  is methyl.  
     
     
         19 . A compound of  claim 18 , wherein R 4  is selected from C 1-4  alkyl, wherein alkyl is unsubstituted or substituted with one to three substituents independently selected from cyano, carboxy, halogen, hydroxy, oxo, C 1-4  alkoxy, and C 1-4  alkylthio, (CH 2 ) n -phenyl, and halogen.  
     
     
         20 . A compound of  claim 19 , wherein R 4  is a methyl group.  
     
     
         21 . A compound of  claim 17 , wherein R 4  together with the carbon atom to which it is attached form a cyclopropyl group, and R 1  is selected from hydrogen and methyl.  
     
     
         22 . A compound of  claim 1  selected from: 
 N-phenyl-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chlorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-chlorophenyl)4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-chlorophenyl)4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-az-5α-androst-5-en-17β-carboxamide,    N-(3-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-trifluoromethylphenyl)4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-methoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-methoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-methoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,2,2-trifluoroethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-fluorophenylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-fluorophenylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-fluorophenylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyridin-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,3-difluoro-4-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,5-difluoro-4-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-6-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-4-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-chloro-2-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,4-dichloro-5-methoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[4-(morpholin-4-yl)phenyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-trifluoromethoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-trifluoromethoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-trifluoromethoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5c-androst-5-en-17β-carboxamide,    N-[2-(piperidin-1-yl)phenyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-fluoro-pyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-fluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-methylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-methyl-pyridin-2-yl)4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-fluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-methylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-methylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-cyanophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyridin-3-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyridin-3-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-4-fluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichlorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-difluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,3,4,6-tetrafluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,3-dichlorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,5-dichlorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(thiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-chloro-4-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-chloro-2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-chloro-2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-acetyl-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-methyl-thiazol-2-yl-)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-chloro-2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,5-difluoro-4-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,4,5,6-tetrafluoro-4-dyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichloro-4-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3,4-dicyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,4-dichloro-6-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-4-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-fluoro-2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-trifluoromethyl-4-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3,5-dichloro-pyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-pyridin-3-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,5-dichloro-pyridin-3-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichloro-pyridin4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    3-{[(1,4a,6a,11-tetramethyl-2-oxo-2,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,10-tetradecahydro-1H-indeno[5,4-f]quinolin-7-yl)carbonyl]amino}-4-chlorobenzoic acid,    N-(4-chlorobenzothiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-Sα-androst-5-en-17β-carboxamide,    N-(benzothiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4,5-dimethylthiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,3,5-trichloro-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichloro-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-ethyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-methyl-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-6-trifluoromethyl-pyridin-3-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichloro-pyridin-3-yl)-4-methyl-6-methyl-3-oxo4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichloro-6′-trifluoro-pyridin-3-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-methyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-methyl-pyridin-2-yl)4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyrazin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(6-chloro-pyrazin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(benzimidazol-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-fluoro-6-chlorophenylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-((R)-phenylmethylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-((S)-phenylmethylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichlorophenylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3,4-dichlorophenylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1S,2S)-2-hydroxycyclohexyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3H-imidazo[4,5-b]pyridin-2-ylmethyl) )-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1R,2S)-2-hydroxycyclohexyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(1,3-thiazol-4-yl)-4-methyl-6-methyl-3-oxo4-aza-5α-androst-5-en-17β-carboxamide,    N-(1H-indol-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[2-(1H-benzimidazol-2-yl)ethyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[2-(6-chloro-1H-benzimidazol-2-yl)ethyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    tert-butyl 3-({[(1,4a,6a,11-tetramethyl-2-oxo-2,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,10-tetradecahydro-1H-indeno[5,4-f]quinolin-7-yl)carbonyl]amino}methyl)-1H-indole-1-carboxylate,    tert-butyl 3-(2-{[(1,4a,6a,11-tetramethyl-2-oxo-2,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,10-tetradecahydro-1H-indeno[5;4-f]quinolin-7-yl)carbonyl]amino}ethyl)-1H-indole-1-carboxylate,    N-(benzimidazol-2-ylmethylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamnide,    N-[2-(1-methyl-1H-benzimidazol-2-yl)ethyl]4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(imidazo[1,2-a]pyrimidin-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(1H-indol-5-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(6-chloro-1H-benzimidazol-2-yl)methyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(imidazo[1,2-a]pyridin-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-imidazo[1,2-a]pyridin-2-ylethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[2-(2-phenyl-1H-indol-3-yl)ethyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(1H-indol-7-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(1H-indol-4-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(imidazo[1,2-a]pyridin-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1-phenyl-1H-benzimidazol-2-yl)methyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyrazolo[1,5-a]pyridin-7-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyrazolo[1,5-a]pyridin-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1-methyl-2,3-dihydro-1H-indol-5-yl)methyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-piperidin-4-yl-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-piperidin-3-yl-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-ethylpyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1-methyl-1H-benzimidazol-2-yl)methyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-t-Butyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-methoxylpyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-ethoxylpyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-trifluoromethylpyridin-2-yl)4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4,6-dimethylpyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(6-methylpyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(7H-purin-2-yl) -4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-cyclopropyl-1H-pyrazol-3-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(6-methoxybenzimidazol-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,3-Difluoro-phenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2,6-dichlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-fluorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-fluoro-6-chlorophenyl)-6,6-Ethylene-3-oxo4-aza-5α-androst-17β-carboxamide,    N-(2-fluoro-6-fluorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-trifluoromethyl-6-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-fluoro-4-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-trifluoromethylphenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-fluoro-5-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-phenyl-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(5-ethyl-1,3,4-thiadiazol-2-yl) -6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(5-methyl-1,3,4-thiadiazol-2-yl)-6,6-Ethylene-3-oxo4-aza-5α-androst-17β-carboxamide,    N-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(pyridin-4-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-chloropyridin-4-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-methylpyridin-4-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-chloropyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-fluoropyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-chloropyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-methylpyridin-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-chloropyridin-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(benzimidazol-2-ylmethyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-((N-methylbenzimidazol-2-yl)methyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(3H-imidazo[4,5-b]pyridin-2-ylmethyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(pyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2,3-Difluoro-phenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2,6-dichlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-fluorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-fluoro-6-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2,6-difluorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl -5α-androst-17β-carboxamide,    N-(2-trifluoromethyl-6-chlorophenyl)-6,6-Ethylene-3-oxo4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-fluoro-4-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl -5α-androst-17β-carboxamide,    N-(2-trifluoromethylphenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl -5α-androst-17β-carboxamide,    N-(2-fluoro-5-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl -5α-androst-17β-carboxamide,    N-phenyl-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2,6-dichloro-4-cyanophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(1-methyl-6-trifluoromethyl-1H-benzimidazol-2-ylmethyl)4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide.    N-(2-methyl-3-chloro-pyridin-4yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17b-carboxamide,    enantiomers, and pharmaceutically acceptable salts thereof.    
     
     
         23 . A compound of  claim 22  selected from: 
 N-(3H-imidazo[4,5-b]pyridin-2-ylmethyl) )-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(imidazo[1,2-a]pyrimidin-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(imidazo[1,2-a]pyridin-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-imidazo[1,2-a]pyridin-2-ylethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3H-imidazo[4,5-b]pyridin-2-ylmethyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    enantiomers, and pharmaceutically acceptable salts thereof.    
     
     
         24 . A compound of  claim 23  selected from: 
 N-(3H-imidazo[4,5-b]pyridin-2-ylmethyl) )-4-methyl-6-methyl-3-oxo4-aza-5α-androst-5-en-17β-carboxamide,    N-(imidazo[1,2-a]pyridin-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3H-imidazo[4,5-b]pyridin-2-ylmethyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    enantiomers, and pharmaceutically acceptable salts thereof.    
     
     
         25 . A compound of  claim 22  selected from: 
 N-phenyl-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chlorophenyl)4-methyl-6-methyl-3-oxo4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-chlorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5c-androst-5-en-17β-carboxamide,    N-(4-chlorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-trifiuoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-methoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-methoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-methoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,2,2-trifluoroethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamnide,    N-(2-fluorophenylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-fluorophenylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-fluorophenylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyridin-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamnide,    N-(2,3-difluoro-4-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,5-difluoro-4-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-6-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-4-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-chloro-2-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,4-dichloro-5-methoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[4-(morpholin-4-yl)phenyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-trifluoromethoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-trifluoromethoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-trifluoromethoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[2-(piperidin-1-yl)phenyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-fluoro-pyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-fluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-methylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-methyl-pyridin-2-yl)-4-methyl-6-methyl-3-oxo4-aza-5α-androst-S-en-17β-carboxamide,    N-(4-fluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-methylphenyl)-4-methyl-6-methyl-3-oxo4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-methylphenyl)-4-methyl-6-methyl-3-oxo4-aza-Sα-androst-5-en-17β-carboxamide,    N-(3-cyanophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyridin-3-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyridin-3-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-4-fluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichlorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-difluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,3,4,6-tetrafluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,3-dichlorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,5-dichlorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(thiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-chloro-4-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3chloro-2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-chloro-2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-acetyl-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-methyl-thiazol-2-yl-)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-chloro-2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,5-difluoro-4-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,4,5,6-tetrafluoro-4-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichloro-4-cyano-phenyl)-4-methyl-6-methyl-3-oxo4-aza-5α-androst-5-en-17β-carboxamide,    N-(3,4-dicyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,4-dichloro-6-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-4-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-fluoro-2-cyano-phenyl)4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-trifluoromethyl-4-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3,5-dichloro-pyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-pyridin-3-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,5-dichloro-pyridin-3-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichloro-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    3-{[(1,4a,6a,11-tetramethyl-2-oxo-2,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,10-tetradecahydro-1H-indeno[5,4-f]quinolin-7-yl)carbonyl]amino}-4-chlorobenzoic acid,    N-(4-chlorobenzothiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(benzothiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4,5-dimethylthiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide, N-(2,3,5-trichloro-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichloro-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-7α-androst-5-en-17β-carboxamide,    N-(5-ethyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-methyl-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-6-trifluoromethyl-pyridin-3-yl)-4-methyl-6-methyl-3-oxo4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichloro-pyridin-3-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichloro-6′-trifluoro-pyridin-3-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-methyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-methyl-pyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyrazin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(6-chloro-pyrazin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(benzimidazol-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-fluoro-6-chlorophenylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-((R)-phenylmethylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-((S)-phenylmethylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichlorophenylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3,4-dichlorophenylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1S,2S)-2-hydroxycyclohexyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1R,2S)-2-hydroxycyclohexyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(1,3-thiazol-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(1H-indol-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[2-(1H-benzimidazol-2-yl)ethyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[2-(6-chloro-1H-benzimidazol-2-yl)ethyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    tert-butyl 3-({[(1,4a,6a,11-tetramethyl-2-oxo-2,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,10-tetradecahydro-1H-indeno[5,4-f]quinolin-7-yl)carbonyl]amino}methyl)-1H-indole-1-carboxylate,    tert-butyl 3-(2-{[(1,4a,6a,11-tetramethyl-2-oxo-2,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,10-tetradecahydro-1H-indeno[5,4-f]quinolin-7-yl)carbonyl]amino}ethyl)-1H-indole-1-carboxylate,    N-(benzimidazol-2-ylmethylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[2-(1-methyl-1H-benzimidazol-2-yl)ethyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(1H-indol-5-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(6-chloro-1H-benzimidazol-2-yl)methyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[2-(2-phenyl-1H-indol-3-yl)ethyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(1H-indol-7-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(1H-indol-4-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1-phenyl-1H-benzimidazol-2-yl)methyl]-4-methyl-6-methyl-3-oxo4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyrazolo[1,5-a]pyridin-7-ylmethyl)4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyrazolo[1,5-a]pyridin-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1-methyl-2,3-dihydro-1H-indol-5-yl)methyl]-4-methyl-6-methyl-3-oxo-4-aza-5-androst-5-en-17β-carboxamide,    N-piperidin-4-yl-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-piperidin-3-yl-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-ethylpyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1-methyl-1H-benzimidazol-2-yl)methyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-t-Butyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-trifiuoromethyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-methoxylpyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-ethoxylpyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-trifluoromethylpyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4,6-dimethylpyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(6-methylpyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(7H-purin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-cyclopropyl-1H-pyrazol-3-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(6-methoxybenzimidazol-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(1-methyl-6-trifiuoromethyl-1H-benzimidazol-2-ylmethyl)4methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,3-Difluoro-phenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2,6-dichlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-fluorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-fluoro-6-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-fluoro-6-fluorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-trifluoromethyl-6-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-fluoro-4-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-trifluoromethylphenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-fluoro-5-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-phenyl-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(5-ethyl-1,3,4-thiadiazol-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(5-methyl-1,3,4-thiadiazol-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(pyridin-4-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-chloropyridin-4-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-methylpyridin-4-yl)-6,6-Ethylene-3-oxo4-aza-5α-androst-17β-carboxamide,    N-(2-chloropyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-fluoropyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-chloropyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-methylpyridin-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-chloropyridin-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(benzimidazol-2-ylmethyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-((N-methylbenzimidazol-2-yl)methyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(pyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2,3-Difluoro-phenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2,6-dichlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-fluorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-fluoro-6-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2,6-difluorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-trifluoromethyl-6-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-fluoro-4-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza4-methyl-5α-androst-17β-carboxamide,    N-(2-trifluoromethylphenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-fluoro-5-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-phenyl-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2,6-dichloro-4-cyanophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-methyl-3-chloro-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    enantiomers, and pharmaceutically acceptable salts thereof.    
     
     
         26 . A compound of  claim 25  selected from: 
 N-phenyl-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-chlorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-methoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,3-difluoro-4-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,5-difluoro-4-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-trifluoromethoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-fluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-methylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-cyanophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-difluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-Sα-androst-5-en-17β-carboxamide,    N-(2,3,4,6-tetrafluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(thiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-chloro-2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-methyl-thiazol-2-yl-)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-chloro-2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-4-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-fluoro-2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3 ,5-dichloro-pyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4,5-dimethylthiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,3,5-trichloro-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichloro-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-ethyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-methyl-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-methyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(6-chloro-pyrazin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(benzimidazol-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1S,2S)-2-hydroxycyclohexyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1R,2S)-2-hydroxycyclohexyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    tert-butyl 3-({[(1,4a,6a,11-tetramethyl-2-oxo-2,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,10-tetradecahydro-1H-indeno[5,4-f]quinolin-7-yl)carbonyl]amino}methyl)-1H-indole-1-carboxylate,    N-[(6-chloro-1H-benzimidazol-2-yl)methyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(1-methyl-6-trifluoromethyl-1H-benzimidazol-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-ethylpyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1-methyl-1H-benzimidazol-2-yl)methyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-t-Butyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-methoxylpyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-methyl-3-chloro-pyridin-4-yl)4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    enantiomers, and pharmaceutically acceptable salts thereof.    
     
     
         27 . A compound of  claim 26  selected from: 
 N-phenyl-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-chlorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-methoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,3-difluoro-4-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,5-difluoro-4-trifluoromethylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-trifluoromethoxyphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-fluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-methylphenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-cyanophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-difluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,3,4,6-tetrafluorophenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-chloro-2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-chloro-2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-chloro-4-cyano-phenyl)4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3-fluoro-2-cyano-phenyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(benzimidazol-2-ylmethyl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1S,2S)-2-hydroxycyclohexyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1R,2S)-2-hydroxycyclohexyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    tert-butyl 3-({[(1,4a,6a,11-tetramethyl-2-oxo-2,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,10-tetradecahydro-1H-indeno[5,4-f]quinolin-7-yl)carbonyl]amino}methyl)-1H-indole-1-carboxylate,    N-[(6-chloro-1H-benzimidazol-2-yl)methyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(1-methyl-6-trifluoromethyl-1H-benzimidazol-2-ylmethyl)4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-[(1-methyl-1H-benzimidazol-2-yl)methyl]-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    enantiomers, and pharmaceutically acceptable salts thereof.    
     
     
         28 . A compound of  claim 26  selected from: 
 N-(thiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-methyl-thiazol-2-yl-)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4,5-dimethylthiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-ethyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-t-Butyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-trifluoromethyl-1,3 ,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(5-methyl-1,3,4-thiadiazol-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    enantiomers, and pharmaceutically acceptable salts thereof.    
     
     
         29 . A compound of  claim 26  selected from: 
 N-(2-chloro-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(3,5-dichloro-pyridin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,3,5-trichloro-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2,6-dichloro-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(4-methyl-pyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(6-chloro-pyrazin-2-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-ethylpyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    N-(2-methoxylpyridin-4-yl)-4-methyl-6-methyl-3-oxo-4-aza-5α-androst-5-en-17β-carboxamide,    enantiomers, and pharmaceutically acceptable salts thereof.    
     
     
         30 . A compound of  claim 25  selected from: 
 N-(2,3-Difluoro-phenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2,6-dichlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-fluorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-fluoro-6-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-fluoro-6-fluorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-trifluoromethyl-6-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-fluoro-4-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-trifluoromethylphenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-fluoro-5-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-phenyl-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(5-ethyl-1,3,4-thiadiazol-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(5-methyl-1,3,4-thiadiazol-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(pyridin-4-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-chloropyridin-4-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-methylpyridin-4-yl)-6,6-Ethylene-3-oxo4-aza-5α-androst-17β-carboxamide,    N-(2-chloropyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-fluoropyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-chloropyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-methylpyridin-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-chloropyridin-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(benzimidazol-2-ylmethyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-((N-methylbenzimidazol-2-yl)methyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(pyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2,3-Difluoro-phenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2,6-dichlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-fluorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-fluoro-6-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza4-methyl-5α-androst-17β-carboxamide,    N-(2,6-difluorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-trifluoromethyl-6-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-fluoro-4-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-trifluoromethylphenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-fluoro-5-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-phenyl-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2,6-dichloro-4-cyanophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    enantiomers, and pharmaceutically acceptable salts thereof.    
     
     
         31 . A compound of  claim 30  selected from: 
 N-(5-ethyl-1,3,4-thiadiazol-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(5-methyl-1,3,4-thiadiazol-2-yl)-6,6-Ethylene-3-oxo-4-aza-Sα-androst-17β-carboxamide,    N-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-6,6-Ethylene-3-oxo-4-aza-Sα-androst-17β-carboxamide,    enantiomers, and pharmaceutically acceptable salts thereof.    
     
     
         32 . A compound of  claim 30  selected from: 
 N-(pyridin-4-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-chloropyridin-4-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-methylpyridin-4-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2-chloropyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-fluoropyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-chloropyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-methylpyridin-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-chloropyridin-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(pyridin-3-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    enantiomers, and pharmaceutically acceptable salts thereof.    
     
     
         33 . A compound of  claim 30  selected from: 
 N-(2,3-Difluoro-phenyl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(4-methylpyridin-2-yl)-6,6-Ethylene-3-oxo-4-aza-5α-androst-17β-carboxamide,    N-(2,3-Difluoro-phenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    N-(2-fluoro-5-chlorophenyl)-6,6-Ethylene-3-oxo-4-aza-4-methyl-5α-androst-17β-carboxamide,    enantiomers, and pharmaceutically acceptable salts thereof.    
     
     
         34 . A method for modulating a function mediated by the androgen receptor in a mammal in need of such modulation comprising administering a therapeutically effective amount of a compound of  claim 1  or an enantiomer or a pharmaceutically acceptable salt thereof.  
     
     
         35 . A method of activating the function of the androgen receptor in a mammal in need of such activation comprising administering a therapeutically effective amount of a compound of  claim 1  or an enantiomeror a pharmaceutically acceptable salt thereof.  
     
     
         36 . A method of  claim 34 , wherein said function mediated by the androgen receptor is activated in bone and/or muscle tissue and blocked in the prostate or the uterus.  
     
     
         37 . A method of treating a condition in a mammal which is caused by androgen deficiency or which can be ameliorated by androgen replacement, which condition is selected from osteoporosis, osteopenia, glucocorticoid-induced osteoporosis, periodontal disease, bone fracture, bone damage following bone reconstructive surgery, sarcopenia, frailty, aging skin, male hypogonadism, postmenopausal symptoms in women, atherosclerosis, hypercholesterolemia, hyperlipidemia, obesity, aplastic anemia and other hematopoietic disorders, inflammatory arthritis and joint repair, HIV-wasting, prostate cancer, cancer cachexia, muscular dystrophies, Alzheimer's disease, premature ovarian failure, and autoimmune disease, comprising administering to the mammal in need of such treatment, a therapeutically effective amount of a compound of formula I or an enantiomer or a pharmaceutically acceptable salt thereof.  
     
     
         38 . A method according to  claim 37 , wherein said condition is osteoporosis.  
     
     
         39 . A method of treating osteoporosis in a mammal in need thereof, comprising administering a therapeutically effective amount of a compound according to  claim 1  or an enantiomer or a pharmaceutically acceptable salt thereof.  
     
     
         40 . A method of  claim 39  further comprising the administration of an agent selected from: 
 (a) an estrogen or an estrogen derivative, alone or in combination with a progestin or progestin derivative,    (b) a bisphosphonate,    (c) an antiestrogen or a selective estrogen receptor modulator,    (d) an αvβ3 integrin receptor antagonist,    (e) a cathepsin K inhibitor,    (f) an HMG-CoA reductase inhibitor,    (g) an osteoclast vacuolar ATPase inhibitor,    (h) an antagonist of VEGF binding to osteoclast receptors,    (i) an activator of peroxisome proliferator-activated receptor γ,    (j) calcitonin,    (k) a calcium receptor antagonist,    (l) parathyroid hormone or analog thereof,    (m) a growth hormone secretagogue,    (n) human growth hormone,    (o) insulin-like growth factor,    (p) a p38 protein kinase inhibitor,    (q) bone morphogenetic protein,    (r) an inhibitor of BMP antagonism,    (s) a prostaglandin derivative,    (t) vitamin D or vitamin D derivative,    (u) vitamin K or vitamin K derivative,    (v) ipriflavone,    (w) fluoride salts,    (x) dietary calcium supplement, and    (y) osteoprotegerin.    
     
     
         41 . A method according to  claim 40 , wherein said agent is selected from: 
 (a) the estrogen or estrogen derivative, alone or in combination with a progestin or progestin derivative, is selected from conjugated estrogen, equine estrogen, 17β-estradiol, estrone, 17β-ethynyl estradiol, 17β-ethynyl estradiol with at least on compound selected from norethindrone and medroxyprogesterone acetate;    (b) the bisphosphonate is selected from alendronate, clodronate, etidronate, ibandronate, incadronate, minodronate, neridronate, olpadronate, pamidronate, piridronate, risedronate, tiludronate, and zoledronate;    (c) the antiestrogen or selective estrogen receptor modulator is selected from raloxifene, clomiphene, zuclomiphene, enclomiphene, nafoxidene, CI-680, CI-628, CN-55,945-27, Mer-25, U-11,555A, U-100A, tamoxifen, lasofoxifene, toremifene, azorxifene, EM-800, EM-652, TSE 424, droloxifene, idoxifene, and levormeloxifene;    (d) the HMG-CoA reductase inhibitor is selected from lovastatin, simvastatin, dihydroxy-open acid simvastatin, pravastatin, fluvastatin, atorvastatin, cerivastatin, rosuvastatin, pitavastatin, and nisvastatin;    (e) calcitonin is salmon calcitonin administered as a nasal spray;    (f) bone morphogenetic protein is selected from BMP 2, BMP 3, BMP 5, BMP 6, BMP 7, TGF beta, and GDF5;    (g) insulin-like growth factor is selected from IGF I and IGF II alone or in combination with IGF binding protein 3;    (h) the prostaglandin derivative is selected from agonists of prostaglandin receptors E P1, E P2, E P4, FP, and IP;    (i) the fibroblast growth factor is selected from aFGF and bFGF;    (j) parathyroid hormone (PTH) or PTH analog is selected from PTH subcutaneous injection, human PTH (1-84), human PTH (1-34), and other partial sequences, native or with substitutions;    (k) vitamin D or vitamin D derivative is selected from natural vitamin D, 25-OH-vitamin D3, 1μ,25(OH) 2  vitamin D3, 1μ,-OH-vitamin D3, 1μ-OH-vitamin D2, dihydrotachysterol, 26,27-F6-1μ,25(OH) 2  vitamin D3, 19-nor-1μ,25(OH) 2  vitamin D3, 22-oxacalcitriol, calcipotriol, 1μ,25(OH) 2 -16-ene-23-yne-vitamin D3 (Ro 23-7553), EB1089, 20-epi-1μ,25(OH) 2  vitamin D3, KH1060, ED71, 1μ,24(S)-(OH) 2  vitamin D3, and 1μ,24(R)-(OH) 2  vitamin D3;    (l) the dietary calcium supplement is selected from calcium carbonate, calcium citrate, and natural calcium salts; and    (m) the fluoride salts are selected from sodium fluoride and monosodium fluorophosphate (MPP);    and pharmaceutically acceptable salts or enantiomers thereof.    
     
     
         42 . A method of  claim 41 , wherein the bisphosphonate is alendronate monosodium trihydrate or alendronate monosodium monohydrate.  
     
     
         43 . A method of  claim 40 , wherein the agent is selected from: 
 (a) an estrogen or an estrogen derivative, alone or in combination with a progestin or progestin derivative,    (b) a bisphosphonate,    (c) an antiestrogen or a selective estrogen receptor modulator,    (d) an αvβ3 integrin receptor antagonist,    (e) a cathepsin K inhibitor,    (f) an osteoclast vacuolar ATPase inhibitor,    (g) calcitonin,    (h) parathyroid hormone or analog thereof,    (i) and osteoprotegerin.    
     
     
         44 . A pharmaceutical composition comprising a therapeutically effective amount of a compound of  claim 1  and a pharmaceutically acceptable carrier.  
     
     
         45 . A composition of  claim 44  which further comprises an active ingredient selected from: 
 (a) an estrogen or an estrogen derivative, alone or in combination with a progestin or progestin derivative;    (b) a bisphosphonate;    (c) an antiestrogen or a selective estrogen receptor modulator,    (d) an αvβ3 integrin receptor antagonist,    (e) a cathepsin K inhibitor,    (f) an HMG-CoA reductase inhibitor,    (g) an osteoclast vacuolar ATPase inhibitor,    (h) an antagonist of VEGF binding to osteoclast receptors,    (i) an activator of peroxisome proliferator-activated receptor γ,    (j) calcitonin,    (k) a calcium receptor antagonist,    (l) parathyroid hormone or analog thereof,    (m) a growth hormone secretagogue,    (n) human growth hormone,    (o) insulin-like growth factor,    (p) a p38 protein kinase inhibitor,    (q) bone morphogenetic protein,    (r) an inhibitor of BMP antagonism,    (s) a prostaglandin derivative;    (t) vitamin D or vitamin D derivative,    (u) vitamin K or vitamin K derivative,    (v) ipriflavone,    (w) fluoride salts,    (x) dietary calcium supplement, and    (y) osteoprotegerin.    
     
     
         46 . A composition of  claim 45 , wherein said bisphosphonate is alendronate monosodium trihydrate or alendronate monosodium monohydrate.  
     
     
         47 . A pharmaceutical composition made by combining a compound according to  claim 1  and a pharmaceutically acceptable carrier.  
     
     
         48 . A process for making a pharmaceutical composition comprising combining a compound according to  claim 1  and a pharmaceutically acceptable carrier.