Substituted morpholines as modulators for the calcium sensing receptor

Abstract

Compounds of Formula (I) along with processes for their preparation that are useful for treating, managing and/or lessening the diseases, disorders, syndromes or conditions associated with the modulation of calcium sensing (CaSR) receptors. Methods of treating, managing and/or lessening the diseases, disorders, syndromes or conditions associated with the modulation of calcium sensing (CaSR) receptors of Formula (I).

1 .- 23 . (canceled) 
     
     
         24 . A method of treating, managing and/or lessening diseases or disorders, syndromes or conditions associated with the modulation of calcium sensing receptor (CaSR) in a subject in need thereof wherein the method comprises administering to the subject a therapeutically effective amount of a compound of Formula (I) or a pharmaceutically acceptable salt thereof. 
       
         
           
           
               
               
           
         
         wherein,
 Q is hydrogen or 
 
       
       
         
           
           
               
               
           
         
         R a  is selected from 
       
       
         
           
           
               
               
           
         
         hydrogen, halogen, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl and substituted or unsubstituted haloalkyl; 
         R b  is selected from hydrogen, halogen, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl and substituted or unsubstituted haloalkyl; 
         or R a  and R b  together attached on the same carbon form C(O) or C(S); provided that, when Q is 
       
       
         
           
           
               
               
           
         
         then 
         R a  is selected from hydrogen, halogen, substituted or unsubstituted alkyl, cyano, substituted or unsubstituted cycloalkyl and substituted or unsubstituted haloalkyl; or 
         R a  and R b  together attached on the same carbon atom form C(O) or C(S);
 when Q is hydrogen then R a  is 
 
       
       
         
           
           
               
               
           
         
         
           L is selected from a bond, —(CR c R d ) m , —C(O)—, —C(S)—, —C(O)NR 7 —, —S(O) 2 —, —S(O) 2 —NR 7 , —C(O)CH 2 —, —CH 2 C(O)— and —C(O)O—; 
         
         R c  and R d , which may be same or different at each occurrence, are independently selected from hydrogen, halogen, substituted or unsubstituted alkyl and substituted or unsubstituted haloalkyl;
 R 1  is selected from 
 
       
       
         
           
           
               
               
           
         
       
       substituted or unsubstituted alkyl, —(CR e R f ) 1-3 —C(O)OR 6 , substituted or unsubstituted haloalkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted cycloalkyl and substituted or unsubstituted cycloalkenyl;
 ring Ar is phenyl or naphthyl; 
 ring Het is heteroaryl or heterocyclyl; 
 R, which may be same or different at each occurrence, is independently selected from
 halogen, nitro, cyano, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted haloalkyl, substituted or unsubstituted hydroxyalkyl, substituted or unsubstituted cycloalkyl, —OR 6 , —C(O)R 6 , —(CR e R f ) 0-3 —C(O)OR 6 , —(CR e R f ) 1-2 cycloalkylene-C(O)OR 6 , -cycloalkylene (CR e R f ) 0-2 —C(O)OR 6 , —O(CR e R f ) 0-3 —C(O)OR 6 , —O-cycloalkylene-C(O)OR 6 , —C(O)NR 7 —(CR e R f ) 1-2 —C(O)OR 6 , —C(O)NR 7 R 8 , —S(O) 0-2 R 6 , and —S(O) 2 NR 7 R 8 ; 
 
 R e  and R f , which may be same or different at each occurrence, are independently selected from hydrogen, halogen, hydroxy, cyano, nitro, substituted or unsubstituted alkyl, substituted or unsubstituted haloalkyl and substituted or unsubstituted cycloalkyl; or R e  and R f  together with the carbon atom to which they are attached, form a substituted or unsubstituted 3 to 7 membered saturated carbocyclic ring; 
 R 2  is selected from substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl and substituted or unsubstituted heterocyclyl; 
 R 3  and R 4 , which may be same or different at each occurrence, are independently selected from hydrogen, halogen, substituted or unsubstituted alkyl, substituted or unsubstituted haloalkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkoxy, substituted or unsubstituted haloalkoxy and substituted or unsubstituted cycloalkyl; 
 R 5  is substituted or unsubstituted alkyl or substituted or unsubstituted haloalkyl; 
 R 6 , which may be same or different at each occurrence, is independently selected from hydrogen, substituted or unsubstituted alkyl and substituted or unsubstituted haloalkyl; 
 R 7  and R 8 , which may be same or different at each occurrence, are independently selected from hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkylalkyl, substituted or unsubstituted aryl, substituted or unsubstituted arylalkyl, substituted or unsubstituted heteroaryl, substituted or unsubstituted heteroarylalkyl, substituted or unsubstituted heterocyclyl, and substituted or unsubstituted heterocyclylalkyl; or R 7  and R 8 , together with the nitrogen atom to which they are attached, form a substituted or unsubstituted 4 to 12 membered cyclic ring, where the cyclic ring is heteroaryl or heterocyclyl; 
 Z is selected from —CR g R h , —C(O), and —C(S); 
 R g  and R h  are independently selected from hydrogen, halogen, cyano, nitro, substituted or unsubstituted alkyl and substituted or unsubstituted haloalkyl; 
 ‘m’ is an integer ranging from 1 to 3, both inclusive; 
 ‘n’ is an integer ranging from 1 to 3, both inclusive; and 
 ‘q’ is an integer ranging from 0 to 4, both inclusive; 
 or its pharmaceutically acceptable salt thereof. 
 
     
     
         25 . The method of  claim 24  for treating a disease or disorder by administering a therapeutically effective amount of a compound which is selected from:
 (1R)-1-(Naphthalen-1-yl)-N-((4-phenylmorpholin-3-yl)methyl)ethanamine hydrochloride; 
 (1R)-1-(Naphthalen-1-yl)-N-((4-(3-(trifluoromethyl)phenyl)morpholin-3-yl)methyl) ethanamine; 
 (1R)—N-((4-(3-Fluorophenyl)morpholin-2-yl)methyl)-1-(naphthalen-1-yl)ethanamine hydrochloride; 
 (1R)-1-(3-Methoxy phenyl)-N-((4-(3-(trifluoromethyl)phenyl)morpholin-3-yl)methyl)ethanamine; 
 (1R)—N-((4-(3-Methoxyphenyl)morpholin-3-yl)methyl)-1-(naphthalen-1-yl)ethanamine hydrochloride; 
 (1R)-1-(3-Methoxy phenyl)-N-((4-(3-methoxyphenyl)morpholin-3-yl)methyl) ethanamine; 
 (1R)-1-(Naphthalen-1-yl)-N-((4-(p-tolyl) morpholin-3-yl) methyl)ethanamine; 
 (1R)-1-(3-Methoxy phenyl)-N-((4-(p-tolyl)morpholin-3-yl)methyl)ethanamine; 
 (1R)—N-((4-(3-Fluorophenyl)morpholin-3-yl)methyl)-1-(naphthalen-1-yl)ethanamine hydrochloride; 
 (1R)-1-(3-Methoxyphenyl)-N-((4-(m-tolyl)morpholin-3-yl)methyl)ethanamine hydrochloride; 
 (1R)-1-(3-Methoxy phenyl)-N-((4-phenylmorpholin-3-yl)methyl) ethanamine hydrochloride; 
 (1R)—N-((4-(3,4-Difluorophenyl)morpholin-3-yl)methyl)-1-(3-methoxyphenyl) ethanamine hydrochloride; 
 (1R)-1-(3-Methoxyphenyl)-N-((4-(3-methoxyphenyl)morpholin-3-yl)methyl) ethanamine; 
 (1R)—N-((4-(4-Fluorophenyl)morpholin-3-yl)methyl)-1-(3-methoxyphenyl)ethanamine hydrochloride; 
 (1R)—N-((4-(3-Fluorophenyl)morpholin-3-yl)methyl)-1-(3-methoxyphenyl)ethanamine hydrochloride; 
 (1R)—N-((4-(3-Fluoro-4-methoxyphenyl)morpholin-3-yl)methyl)-1-(3-methoxyphenyl) ethanamine hydrochloride; 
 (1R)—N-((4-(4-Fluorophenyl)morpholin-3-yl)methyl)-1-(naphthalen-1-yl)ethanamine hydrochloride; 
 N,N-Dimethyl-3-(3-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino) benzamide hydrochloride; 
 N-Methyl-3-(3-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino) benzamide hydrochloride; 
 Methyl 4-(3-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoate hydrochloride; 
 4-(3-((((R)-1-(Naphthalen-1-yl)ethyl)amino) methyl)morpholino)benzoic acid hydrochloride; 
 (1R)-1-(Naphthalen-1-yl)-N-((4-(3-(trifluoromethyl)phenyl)morpholin-2-yl)methyl)ethanamine; 
 (1R)-1-(3-Methoxyphenyl)-N-((4-(3-methoxyphenyl)morpholin-2-yl)methyl)ethanamine; 
 (1R)-1-(3-Methoxyphenyl)-N-((4-(3-(trifluoromethyl)phenyl)morpholin-2-yl)methyl) ethanamine; 
 (1R)—N-((4-(3-Methoxyphenyl)morpholin-2-yl)methyl)-1-(naphthalen-1-yl)ethanamine hydrochloride; 
 (1R)-1-(Naphthalen-1-yl)-N-((4-phenylmorpholin-2-yl)methyl)ethanamine hydrochloride; 
 (1R)-1-(Naphthalen-1-yl)-N-((4-(p-tolyl)morpholin-2-yl)methyl)ethanamine hydrochloride; 
 (1R)—N-((4-(4-Fluorophenyl)morpholin-2-yl)methyl)-1-(naphthalen-1-yl)ethanamine hydrochloride; 
 (1R)—N-((4-(2-Fluorophenyl)morpholin-2-yl)methyl)-1-(naphthalen-1-yl)ethanamine hydrochloride; 
 (1R)—N-((4-(4-Fluoro-3-methoxyphenyl)morpholin-2-yl)methyl)-1-(naphthalen-1-yl) ethanamine hydrochloride; 
 (1R)—N-((4-(3-Fluorophenyl)morpholin-2-yl)methyl)-1-(3-methoxyphenyl) ethanamine dihydrochloride; 
 (1R)-1-(3-Methoxyphenyl)-N-((4-(3-(trifluoromethyl) phenyl)morpholin-2-yl)methyl) ethanamine hydrochloride; 
 (1R)-1-(Naphthalen-1-yl)-N-((4-(4-(trifluoromethyl)phenyl)morpholin-2-yl)methyl) ethanamine hydrochloride; 
 (1R)—N-((4-(2,4-difluorophenyl)morpholin-2-yl)methyl)-1-(3-methoxyphenyl) ethanamine hydrochloride; 
 (1R)-1-(Naphthalen-1-yl)-N-((4-(3-(trifluoromethyl)benzyl)morpholin-3-yl)methyl) ethanamine; 
 (1R)—N-((4-Benzylmorpholin-3-yl)methyl)-1-(naphthalen-1-yl)ethanamine; 
 (1R)—N-((4-Benzylmorpholin-3-yl)methyl)-1-(3-methoxyphenyl)ethanamine; 
 (1R)-1-(Naphthalen-1-yl)-N-((4-(4-(trifluoromethyl)benzyl)morpholin-3-yl)methyl) ethanamine; 
 (3-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)(phenyl)methanone; 
 (3-((((R)-1-(3-Methoxyphenyl)ethyl)amino)methyl)morpholino)(phenyl)methanone; 
 3-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-N-phenylmorpholine-4-carboxamide hydrochloride; 
 3-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-N-(3-(trifluoromethyl) phenyl) morpholine-4-carboxamide hydrochloride; 
 3-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-N-(p-tolyl)morpholine-4-carboxamide hydrochloride; 
 N-(4-Fluorophenyl)-3-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholine-4-carboxamide hydrochloride; 
 N-(3-Methoxyphenyl)-3-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholine-4-carboxamide hydrochloride; 
 3-((((R)-1-(3-Methoxyphenyl)ethyl)amino)methyl)-N-(3-(trifluoromethyl)phenyl) morpholine-4-carboxamide hydrochloride; 
 4-Benzyl-5-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholin-3-one; 
 4-Benzyl-5-((((R)-1-(3-methoxyphenyl)ethyl)amino)methyl)morpholin-3-one hydrochloride; 
 6-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-4-phenylmorpholin-3-one hydrochloride; 
 4-(3-Fluoro-4-methoxyphenyl)-6-((((R)-1-(3-methoxyphenyl)ethyl)amino)methyl) morpholin-3-one; 
 6-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-4-(m-tolyl)morpholin-3-one hydrochloride; 
 4-(3-Fluorophenyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholin-3-one hydrochloride; 
 3-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-5-oxomorpholino) benzoic acid hydrochloride; 
 4-(2,3-Difluorophenyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholin-3-one hydrochloride; 
 6-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-4-(4-(trifluoromethyl)phenyl) morpholin-3-one hydrochloride; 
 2-Fluoro-5-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)-5-oxomorpholino) benzoic acid hydrochloride; 
 4-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-5-oxomorpholino) benzoic acid hydrochloride; 
 2-(3-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-5-oxomorpholino) phenoxy) acetic acid hydrochloride; 
 4-(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino) methyl)morpholin-3-one hydrochloride; 
 2-(4-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-5-oxomorpholino) phenyl)acetic acid hydrochloride; 
 4-(3-Fluoro-4-methoxyphenyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholin-3-one hydrochloride; 
 4-(3,4-Difluorophenyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholin-3-one hydrochloride; 
 6-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-4-(3-(trifluoromethyl)phenyl) morpholin-3-one hydrochloride; 
 3-(2-((((R)-1-(3-Methoxyphenyl)ethyl)amino)methyl)-5-oxomorpholino)-N,N-dimethylbenzamide hydrochloride; 
 4-(2-((((R)-1-(3-Methoxyphenyl)ethyl)amino)methyl)-5-oxomorpholino)benzoic acid hydrochloride; 
 3-(2-((((R)-1-(3-Methoxyphenyl)ethyl)amino)methyl)-5-oxomorpholino)benzoic acid hydrochloride; 
 4-(3,4-Difluorophenyl)-6-((((R)-1-(3-methoxyphenyl)ethyl)amino)methyl) morpholin-3-one hydrochloride; 
 6-((((R)-1-(4-Fluoro-3-methoxyphenyl)ethyl)amino)methyl)-4-(3-fluoro-4-methoxy phenyl) morpholin-3-one hydrochloride; 
 4-(Cyclopentylmethyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholin-3-one; 
 6-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-4-(3-(trifluoromethyl)benzyl) morpholin-3-one hydrochloride; 
 6-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-4-(2,4, 5-trifluorobenzyl) morpholin-3-one hydrochloride; 
 4-(2, 5-Difluorobenzyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino) methyl) morpholin-3-one hydrochloride; 
 4-((2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-5-oxomorpholino) methyl)benzoic acid hydrochloride; 
 2-(4-((2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-5-oxomorpholino) methyl) benzamido)acetic acid hydrochloride; 
 4-(2,6-Difluorobenzyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholin-3-one hydrochloride; 
 4-Cyclopentyl-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholin-3-one hydrochloride; 
 4-Ethyl-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholin-3-one hydrochloride; 
 2-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-5-oxomorpholino)acetic acid hydrochloride; 
 6-((((R)-1-(Naphthalen-1-yl)ethyl)amino) methyl)-4-(4-(trifluoromethyl)benzyl) morpholin-3-one hydrochloride; 
 3-((2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-5-oxomorpholino) methyl)benzoic acid hydrochloride; 
 4-(2,3-Difluorobenzyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholin-3-one hydrochloride; 
 4-(4-Fluoro-2-(trifluoromethyl)benzyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino) methyl)morpholin-3-one hydrochloride; 
 6-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-4-(3-(trifluoromethyl)phenethyl) morpholin-3-one hydrochloride; 
 4-(3-Chlorophenethyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholin-3-one hydrochloride; 
 4-(3-Methoxyphenethyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholin-3-one hydrochloride; 
 4-(4-Fluorobenzyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholin-3-one hydrochloride; 
 4-(4-Fluoro-3-(trifluoromethyl)benzyl)-6-((((R)-1-(naphthalen-1-yl)ethyl) amino)methyl)morpholin-3-one; 
 4-(1-(4-Fluorophenyl)ethyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholin-3-one hydrochloride; 
 4-(1-(3,4-Difluorophenyl)ethyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholin-3-one hydrochloride; 
 4-(Cyclopentylmethyl)-6-((((R)-1-(4-fluoro-3-methoxyphenyl)ethyl)amino) methyl)morpholin-3-one hydrochloride; 
 4-(4-Fluoro-3-(trifluoromethyl)benzyl)-6-((((R)-1-(4-fluoro-3-methoxyphenyl) ethyl)amino)methyl)morpholin-3-one hydrochloride; 
 4-(2,3-Difluorobenzyl)-6-((((R)-1-(4-fluoro-3-methoxyphenyl)ethyl) amino)methyl) morpholin-3-one hydrochloride; 
 4-Isopropyl-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholin-3-one hydrochloride; 
 6-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-4-neopentylmorpholin-3-one hydrochloride; 
 4-Cyclopropyl-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholin-3-one hydrochloride; 
 4-Cyclopentyl-6-((((R)-1-(4-fluoro-3-methoxyphenyl)ethyl)amino)methyl) morpholin-3-one hydrochloride; 
 4-(Cyclopropylmethyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholin-3-one hydrochloride; 
 4-(4-Fluorophenethyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholin-3-one hydrochloride; 
 4-(3,4-Difluorobenzyl)-6-((((R)-1-(4-fluoro-3-methoxyphenyl)ethyl)amino) methyl) morpholin-3-one hydrochloride; 
 4-(3,4-Difluorobenzyl)-6-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholin-3-one hydrochloride; 
 6-((((R)-1-(4-Fluoro-3-methoxyphenyl)ethyl)amino)methyl)-4-(4-fluorobenzyl) morpholin-3-one hydrochloride; 
 2-(4-(2-(2-(((R)-1-(Naphthalen-1-yl)ethyl)amino)ethyl)morpholino)phenoxy) acetic acid hydrochloride; 
 2-Methyl-5-(2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)benzoic acid; 
 2-Methyl-4-(2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)benzoic acid; 
 (1R)-1-(Naphthalen-1-yl)-N-(2-(4-(4-(trifluoromethyl)phenyl)morpholin-2-yl)ethyl) ethanamine; 
 2-(2-Methyl-4-(2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino) phenoxy) acetic acid hydrochloride; 
 2-(2-Methyl-5-(2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino) phenoxy) acetic acid hydrochloride; 
 3-(2-Methyl-5-(2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino) phenyl) propanoic acid hydrochloride; 
 4-(2-(2-(((R)-1-(Naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-2-(trifluoromethyl) benzoic acid hydrochloride; 
 5-(2-(2-(((R)-1-(Naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-2-(trifluoromethyl) benzoic acid hydrochloride; 
 3-(2-(2-(((R)-1-(Naphthalen-1-yl)ethyl)amino)ethyl)morpholino)benzoicacid hydrochloride; 
 4-(2-(2-(((R)-1-(Naphthalen-1-yl)ethyl)amino)ethyl)morpholino)benzoicacid hydrochloride; 
 2-(3-(2-(2-(((R)-1-(Naphthalen-1-yl)ethyl)amino)ethyl)morpholino) phenoxy)acetic acid hydrochloride; 
 2,6-Dimethyl-3-(2-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino) benzoic acid; 
 4-((2-(2-(((R)-1-(Naphthalen-1-yl)ethyl)amino)ethyl)morpholino)methyl)benzoic acid hydrochloride; 
 3-((2-(2-(((R)-1-(Naphthalen-1-yl)ethyl)amino)ethyl) morpholino)methyl)benzoic acid dihydrochloride; 
 3-(3-(2-(((R)-1-(Naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl) benzoic acid hydrochloride; 
 2-Methyl-4-(3-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholino)benzoic acid hydrochloride; 
 2-Methyl-5-(3-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholino)benzoic acid hydrochloride; 
 (1R)-1-(Naphthalen-1-yl)-N-((4-(m-tolyl)morpholin-3-yl)methyl)ethanamine; 
 Methyl-3-(3-((((R)-1-(3-methoxyphenyl)ethyl)amino)methyl) morpholino)benzoate; 
 Methyl-3-(3-((((R)-1-(naphthalen-1-yl) ethyl)amino)methyl)morpholino)benzoate; 
 Methyl-4-(3-((((R)-1-(3-methoxyphenyl)ethyl)amino)methyl)morpholino) benzoate; 
 3-(3-((((R)-1-(3-Methoxyphenyl)ethyl)amino)methyl)morpholino)-N,N-dimethyl benzamide; 
 4-(3-((((R)-1-(3-Methoxyphenyl)ethyl)amino)methyl)morpholino)-N,N-dimethyl benzamide; 
 N,N-Dimethyl-4-(3-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholino) benzamide; 
 3-(3-((((R)-1-(3-Methoxyphenyl)ethyl)amino) methyl)morpholino)benzoic acid; 
 3-(3-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid; 
 4-(3-((((R)-1-(3-Methoxyphenyl)ethyl)amino) methyl)morpholino)benzoic acid; 
 3-Methoxy-4-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid hydrochloride; 
 4-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-2-(trifluoromethyl) benzoic acid hydrochloride; 
 3,5-Difluoro-4-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid hydrochloride; 
 (1R)-1-(3-Methoxyphenyl)-N-((4-(p-tolyl)morpholin-2-yl)methyl)ethanamine hydrochloride; 
 (1R)-1-(3-Methoxyphenyl)-N-((4-(m-tolyl)morpholin-2-yl)methyl)ethanamine hydrochloride; 
 (1R)—N-((4-(3,4-Difluorophenyl)morpholin-2-yl)methyl)-1-(3-methoxyphenyl)ethanamine hydrochloride; 
 2-Methyl-4-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholino)benzoic acid hydrochloride; 
 4-(2-((((R)-1-(3-Methoxyphenyl)ethyl)amino)methyl)morpholino)-N-methylbenzamide hydrochloride; 
 Methyl3-(2-((((R)-1-(3-methoxyphenyl)ethyl)amino)methyl)morpholino) benzoate; 
 Methyl 3-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoate; 
 Methyl 4-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoate; 
 3-(2-((((R)-1-(3-Methoxyphenyl)ethyl)amino)methyl)morpholino)-N,N-dimethyl benzamide; 
 N,N-Dimethyl-3-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholino) benzamide; 
 4-(2-((((R)-1-(3-Methoxyphenyl)ethyl)amino)methyl)morpholino)-N,N-dimethyl benzamide hydrochloride; 
 N,N-Dimethyl-4-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino) benzamide; 
 3-(2-((((R)-1-(3-methoxyphenyl)ethyl) amino)methyl)morpholino)benzoic acid hydrochloride; 
 3-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid hydrochloride; 
 4-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid hydrochloride; 
 4-(2-((((R)-1-(3-Methoxyphenyl)ethyl)amino)methyl)morpholino)benzoic acid hydrochloride; 
 2-(4-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)phenyl)acetic acid hydrochloride; 
 3-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-5-(trifluoromethyl) benzoic acid hydrochloride; 
 6-((((R)-1-Phenyl ethyl)amino)methyl)-4-(4-(trifluoromethyl)phenyl)morpholin-3-one hydrochloride; 
 4-(3,4-Difluorophenyl)-6-((((R)-1-(4-fluoro-3-methoxyphenyl) ethyl)amino)methyl) morpholin-3-one hydrochloride; 
 6-((((R)-1-(3-Methoxyphenyl)ethyl) amino)methyl)-4-phenylmorpholin-3-one; 
 Methyl 4-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)-5-oxomorpholino) benzoate; 
 3-(2-((((R)-1-(3-Methoxyphenyl)ethyl)amino)methyl)-5-oxomorpholino)-N-methyl benzamide; 
 N-Methyl-4-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)-5-oxomorpholino) benzamide; 
 4-(Cyclopropylmethyl)-6-((((R)-1-phenylethyl)amino)methyl)morpholin-3-one hydrochloride; 
 6-((((R)-1-(4-Fluoro-3-methoxyphenyl)ethyl)amino)methyl)-4-(4-fluorophenethyl) morpholin-3-one hydrochloride; 
 4-(2,6-Difluorobenzyl)-6-((((R)-1-(4-fluoro-3-methoxyphenyl)ethyl) amino)methyl) morpholin-3-one hydrochloride; 
 4-(2,5-Difluorobenzyl)-6-((((R)-1-(4-fluoro-3-methoxyphenyl)ethyl) amino)methyl) morpholin-3-one hydrochloride; 
 6-((((S)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-4-(4-(trifluoromethyl)phenyl) morpholin-3-one hydrochloride; 
 6-((((S)-1-(Naphthalen-1-yl)ethyl)amino)methyl)-4-(4-(trifluoromethyl)phenyl) morpholin-3-one hydrochloride; 
 (1R)—N-((4-(Cyclopentylmethyl)morpholin-2-yl)methyl)-1-(4-fluoro-3-methoxyphenyl) ethanamine hydrochloride; 
 2-Methyl-4-((2-((((R)-1-(naphthalen-1-yl)ethyl)amino) methyl) morpholino)methyl) benzoic acid hydrochloride; 
 3-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-5-(trifluoromethoxy) benzoic acid; 
 2-(3-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-5-(trifluoromethyl) phenoxy)acetic acid; 
 3-Methyl-5-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid; 
 3-Fluoro-5-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid; 
 2-(3-Methyl-5-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholino)phenoxy) acetic acid; 
 2-(3-Fluoro-5-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino) phenoxy)acetic acid; 
 3-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-4-(trifluoromethyl) benzoic acid; 
 5-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-2-(trifluoromethyl) benzoic acid; 
 4-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-2-(trifluoromethyl) benzoic acid; 
 2-(5-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-2-(trifluoromethyl) phenoxy)acetic acid; 
 2-(4-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-2-(trifluoromethyl)phenoxy)acetic acid; 
 2-(3-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-2-(trifluoromethyl) phenoxy)acetic acid; 
 2-(4-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-3-(trifluoromethyl) phenoxy)acetic acid; 
 2-(2-Fluoro-5-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino) phenoxy)acetic acid; 
 2-(2,6-Difluoro-3-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino) phenoxy)acetic acid; 
 2-(2-Fluoro-3-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino) phenoxy)acetic acid; 
 2-(4-Fluoro-3-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino) phenoxy)acetic acid; 
 2-Fluoro-5-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid; 
 2,6-Difluoro-3-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl) morpholino)benzoic acid; 
 2-Fluoro-3-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid; 
 4-Fluoro-3-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid; 
 2-Methyl-3-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid; 
 4-Methyl-3-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid; 
 2-Fluoro-4-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid; 
 3-Fluoro-4-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid; 
 3-Methyl-4-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino)benzoic acid; 
 2-(3-Methyl-4-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino) phenoxy) acetic acid; 
 2-(2-Methyl-4-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino) phenoxy) acetic acid; 
 2-(2-Methyl-5-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino) phenoxy) acetic acid; 
 2,3-Difluoro-5-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino) benzoic acid; 
 2,4-Difluoro-5-(2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino) benzoic acid; 
 6-Fluoro-2-methyl-3-(2-((((R)-1-(naphthalen-1-1)ethyl)amino)methyl)morpholino) benzoic acid; 
 3-(tert-butyl)-5-(2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino) benzoic acid; 
 3-((2-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)methyl)-5-(trifluoromethyl)benzoic acid; 
 3-Methyl-5-((2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)morpholino) methyl) benzoic acid; 
 3-(2-((((R)-1-(4-Fluoro-3-methoxyphenyl)ethyl)amino)methyl)morpholino)-5-(trifluoromethoxy)benzoic acid; 
 2-(3-(2-((((R)-1-(4-Fluoro-3-methoxyphenyl)ethyl)amino)methyl)morpholino)-5-(trifluoromethyl)phenoxy)acetic acid; 
 3-(2-((((R)-1-(4-Fluoro-3-methoxyphenyl)ethyl)amino)methyl)morpholino)-5-methylbenzoic acid; 
 3-Fluoro-5-(2-((((R)-1-(4-fluoro-3-methoxyphenyl)ethyl)amino)methyl) morpholino) benzoic acid; 
 5-(2-((((R)-1-(4-Fluoro-3-methoxyphenyl)ethyl)amino)methyl)morpholino)-2-(trifluoromethyl)benzoic acid; 
 4-(2-((((R)-1-(4-Fluoro-3-methoxyphenyl)ethyl)amino)methyl)morpholino)-2-(trifluoromethyl)benzoic acid; 
 3-(2-((((R)-1-(4-Fluoro-3-methoxyphenyl)ethyl)amino)methyl)morpholino)-5-(trifluoromethyl)benzoic acid; 
 3-(3-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-5-(trifluoromethyl) benzoic acid; 
 2-(3-(3-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-5-(trifluoromethyl) phenoxy)acetic acid; 
 4-(3-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-2-(trifluoromethyl) benzoic acid; and 
 5-(3-((((R)-1-(Naphthalen-1-yl)ethyl)amino)methyl)morpholino)-2-(trifluoromethyl) benzoic acid 
 or pharmaceutically acceptable salt thereof or a stereoisomer thereof. 
 
     
     
         26 . The method of  claim 24 , wherein the diseases, disorders, syndromes or conditions associated with the modulation of calcium sensing receptor (CaSR) are selected from hyperparathyroidism, chronic renal failure (with or without dialysis), chronic kidney disease (with or without dialysis) and their complications. 
     
     
         27 . The method of  claim 26 , wherein hyperparathyroidism is primary hyperparathyroidism, secondary hyperparathyroidism or tertiary hyperparathyroidism. 
     
     
         28 . The method of  claim 24 , wherein the diseases, disorders, syndromes or conditions associated with the modulation of CaSR receptors are selected from the group consisting of parathyroid adenoma, parathyroid hyperplasia, parathyroid carcinoma, vascular & valvular calcification, abnormal calcium homeostasis, hypercalcemia, abnormal phosphorous homeostasis, hypophosphatemia, bone related diseases or complications arising due to hyperparathyroidism, chronic kidney disease or parathyroid carcinoma, bone loss post renal transplantation, osteitis fibrosa cystica, adynamic bone disease, renal bone diseases, cardiovascular complications arising due to hyperparathyroidism or chronic kidney disease, certain malignancies in which (Ca 2+ ) e  ions are abnormally high, cardiac, renal or intestinal dysfunctions, podocyte-related diseases, abnormal intestinal motility, diarrhea, augmenting gastrin or gastric acid secretion to directly or indirectly benefit in atrophic gastritis or to improve absorption of pharmacological compounds, drugs or supplements from gastro-intestinal tract by augmenting gastric acidity.