Therapeutic substituted beta-lactams

Abstract

A compound having a structure is disclosed herein. Therapeutic methods, compositions, and medicaments related thereto are also disclosed.

What is claimed is: 
     
         1 . A compound represented by a structural formula: 
       
         
           
           
               
               
           
         
         or a pharmaceutically acceptable salt thereof; 
         wherein a dashed line represents the presence or absence of a bond; 
         Y has from 0 to 14 carbon atoms and is: an organic acid functional group, or an amide or ester thereof; hydroxymethyl or an ether thereof; or a tetrazolyl functional group; 
         A is —(CH 2 ) 6 —, cis —CH 2 CH═CH—(CH 2 ) 3 —, or —CH 2 C≡C—(CH 2 ) 3 —, wherein 1 or 2 carbon atoms may be replaced by S or O; or A is —(CH 2 ) m —Ar—(CH 2 ) o — wherein Ar is interarylene or heterointerarylene, the sum of m and o is 1, 2, 3, or 4, and wherein 1 —CH 2 — may be replaced by S or O, and 1 —CH 2 —CH 2 — may be replaced by —CH═CH— or —C≡C—; 
         J is hydrogen, OH, O, SH, S, C 1-6  alkyl, —O—(C 1-6  alkyl), —S—(C 1-6  alkyl), F, Cl, Br, I, CN, or CF 3 , and 
         B is aryl or heteroaryl. 
       
     
     
         2 . The compound of  claim 1  wherein Y is selected from CO 2 R 2 , CON(R 2 ) 2 , CON(OR 2 )R 2 , CON(CH 2 CH 2 OH) 2 , CONH(CH 2 CH 2 OH), CH 2 OH, P(0)(OH) 2 , CONHSO 2 R 2 , SO 2 N(R 2 ) 2 , SO 2 NHR 2 , 
       
         
           
           
               
               
           
         
         wherein R 2  is independently H, C 1 -C 6  alkyl, unsubstituted phenyl, or unsubstituted biphenyl. 
       
     
     
         3 . The compound of  claim 2  wherein B is substituted phenyl. 
     
     
         4 . The compound of  claim 3  further represented by a structural formula: 
       
         
           
           
               
               
           
         
         wherein X is CH or N; 
         Z is —(CH 2 ) 3 —, —CH═CH—CH 2 , —O(CH 2 ) 2 —, —CH 2 OCH 2 —, —(CH 2 ) 2 O—, —S(CH 2 ) 2 —, —CH 2 SCH 2 —, or —(CH 2 ) 2 S—; and 
         R is C 4-8  alkyl or C 4-8  hydroxyalkyl. 
       
     
     
         5 . The compound of  claim 1  wherein J is OH. 
     
     
         6 . The compound of  claim 1  wherein J is F. 
     
     
         7 . The compound of  claim 1  wherein J is Cl. 
     
     
         8 . The compound of  claim 1  wherein J is CN. 
     
     
         9 . The compound of  claim 1  wherein J is CF 3 . 
     
     
         10 . The compound of  claim 2  wherein B is substituted pyridinyl. 
     
     
         11 . The compound of  claim 1  wherein Y is an ester. 
     
     
         12 . The compound of  claim 13  wherein Y is an isopropyl ester. 
     
     
         13 . The compound of  claim 12  wherein B is substituted pyridinyl having from 1 to 3 substituents, wherein one substituent is alkyl or hydroxyalkyl having from 3 to 10 carbon atoms, and the other substituents are independently selected from: F, Cl, Br, I, CF 3 , CH 3 , OH, OCH 3 , CN, CH 2 OH, and NO 2 . 
     
     
         14 . The compound of  claim 3  wherein B is substituted phenyl having from 1 to 3 substituents, wherein one substituent is alkyl or hydroxyalkyl having from 3 to 10 carbon atoms, and the other substituents are independently selected from: F, Cl, Br, I, CF 3 , CH 3 , OH, OCH 3 , CN, CH 2 OH, and NO 2 . 
     
     
         15 . The compound of  claim 1  wherein B is substituted or unsubstituted furyl, thienyl, imidazole, thiazole, or oxazole. 
     
     
         16 . The compound of  claim 1  wherein J is hydrogen. 
     
     
         17 . A method of reducing intraocular pressure comprising administering a therapeutically effective amount of a compound according to  claim 1  to a mammal in need thereof. 
     
     
         18 . A kit comprising a composition comprising compound according to  claim 1 , a container, and instructions for administration of said composition to a mammal for the treatment of glaucoma or ocular hypertension. 
     
     
         19 . A composition comprising a compound according to  claim 1 , wherein said composition is a liquid which is ophthalmically acceptable. 
     
     
         20 . A method of growing hair or improving the appearance of hair comprising administering a therapeutically effective amount of a compound according to  claim 1  to a mammal in need thereof.