Compounds containing carbon-carbon linker as GPR120 agonists
AssigneePiramal Enterprises Limited
InventorsRajiv Sharma, Sanjay Kumar, Vishal Mahajan, Komal Bajaj, Pallavi Godse
Life of this patent
Estimating the term…
Abstract
The present invention relates to compound of Formula (I) containing carbon-carbon linker, a stereoisomer, a tautomer, a pharmaceutically acceptable salt, a pharmaceutically acceptable solvate, a prodrug, a polymorph, N-oxide, S-oxide, or a carboxylic acid isostere thereof; processes for their preparation; pharmaceutical compositions comprising said compounds; and their use for the treatment of the diseases or disorders mediated by GPR120 receptor.
Claims13
A compound of formula (I);
- wherein,
- Ring A and Ring C are pyridyl;
- Ring B is a (C6-C10)aryl;
- X is at least one of
- wherein represents a point of attachment;
- R is hydrogen or a (C1-C6)alkyl;
- R1, R2, and R3 at each occurrence are independently selected from the group consisting of hydrogen, a halogen, a (C1-C6)alkyl, a halo(C1-C6)alkyl, and a 3- to 10-membered cycloalkyl;
- R4 and R7 are independently selected from hydrogen and a (C1-C6)alkyl;
- R5 and R6 are independently selected from the group consisting of hydrogen, a halogen, and a (C1-C6)alkyl;
- and
- m, n and p are each an integer independently selected from 1, 2 and 3;
- wherein,
- the (C1-C6)alkyl is unsubstituted or substituted with one or more groups independently selected from the group consisting of a halogen, hydroxy, cyano, nitro, (C1-C6)alkyl, halo(C1-C6)alkyl, —O(C1-C6)alkyl, (C3-C5)cycloalkyl, and (C6-C10)aryl;
- the cycloalkyl is a 3- to 10-membered ring, which is unsubstituted or substituted with one or more groups independently selected from the group consisting of (C1-C6)alkyl, halogen, hydroxy, —O-(C1-C6)alkyl, (C3-C10)cycloalkyl, (C6-C10)aryl, amino, and cyano;
- and
- the halogen is selected from chlorine, bromine, iodine, and fluorine.
A compound of Formula IA;
- wherein,
- Ring A and Ring C are pyridyl;
- Ring B is a (C6-C10)aryl;
- R is hydrogen or a (C1-C6)alkyl;
- R1, R2, and R3 at each occurrence are independently selected from the group consisting of hydrogen, a halogen, a (C1-C6)alkyl, a halo(C1-C6)alkyl, and a 3- to 10-membered cycloalkyl;
- and
- m, n and p are each an integer independently selected from 1, 2 and 3;
- wherein,
- the (C1-C6)alkyl is unsubstituted or substituted with one or more groups independently selected from the group consisting of halogen, hydroxy, cyano, nitro, (C1-C6)alkyl, halo(C1-C6)alkyl, —O(C1-C6)alkyl, (C3-C10)cycloalkyl, (C6-C10)aryl;
- the cycloalkyl is a 3- to 10-membered ring, which is unsubstituted or substituted with one or more groups independently selected from the group consisting of (C1-C6)alkyl, halogen, hydroxy, —O-(C1-C6)alkyl, (C3-C10)cycloalkyl, (C6-C10)aryl, amino, and cyano;
- and
- the halogen is selected from chlorine, bromine, iodine, and fluorine.
A compound of Formula IB;
- Ring A and Ring C are pyridyl;
- Ring B is a (C6-C10)aryl;
- R is hydrogen or a (C1-C6)alkyl;
- R1, R2, and R3 at each occurrence are independently selected from the group consisting of hydrogen, a halogen, a (C1-C6)alkyl, a halo(C1-C6)alkyl, and a 3- to 10-membered cycloalkyl;
- R4 is independently selected from hydrogen and a (C1-C6)alkyl;
- R5 is independently selected from hydrogen, halogen, and a (C1-C6)alkyl;
- and
- m, n and p are each an integer independently selected from 1, 2 and 3;
- wherein,
- the (C1-C6)alkyl is unsubstituted or substituted with one or more groups independently selected from the group consisting of halogen, hydroxy, cyano, nitro, (C1-C6)alkyl, halo(C1-C6)alkyl, —O(C1-C6)alkyl, (C3-C10)cycloalkyl, and (C6-C10)aryl;
- the cycloalkyl is a 3- to 10-membered ring, which is unsubstituted or substituted with one or more groups independently selected from the group consisting of (C1-C6)alkyl, halogen, hydroxy, —O-(C1-C6)alkyl, (C3-C10)cycloalkyl, (C6-C10)aryl, amino, and cyano;
- and
- the halogen is selected from chlorine, bromine, iodine, and fluorine.
A compound of Formula IC;
- wherein,
- Ring A and Ring C are pyridyl;
- Ring B is a (C6-C10)aryl;
- R is hydrogen or a (C1-C6)alkyl;
- R1, R2, and R3 at each occurrence is independently selected from the group consisting of hydrogen, a halogen, a (C1-C6)alkyl, a halo(C1-C6)alkyl, and a 3- to 10-membered cycloalkyl;
- R4 and R7 are independently selected from hydrogen and a (C1-C6)alkyl;
- R5 and R6 are independently selected from the group consisting of hydrogen, a halogen, and a (C1-C6)alkyl;
- and
- m, n and p are each an integer independently selected from 1, 2 or 3;
- wherein,
- the (C1-C6)alkyl is unsubstituted or substituted with one or more groups independently selected from the group consisting of halogen, hydroxy, cyano, nitro, (C1-C6)alkyl, halo(C1-C6)alkyl, —O(C1-C6)alkyl, (C3-C10)cycloalkyl, and (C6-C10)aryl;
- the cycloalkyl is a 3- to 10-membered ring, which is unsubstituted or substituted with one or more groups independently selected from the group consisting of (C1-C6)alkyl, halogen, hydroxy, —O-(C1-C6)alkyl, (C3-C10)cycloalkyl, (C6-C10)aryl, amino, and cyano;
- and
- the halogen is selected from chlorine, bromine, iodine, and fluorine.
A compound of Formula ID;
- wherein,
- Ring A and Ring C are pyridyl;
- Ring B is a (C6-C10)aryl;
- X is at least one of
- wherein represents a point of attachment;
- R is hydrogen or a (C1-C6)alkyl;
- R1, R2, and R3 at each occurrence are independently selected from the group consisting of hydrogen, a halogen, a (C1-C6)alkyl, a halo(C1-C6)alkyl, and a 3- to 10-membered cycloalkyl;
- R4 and R7 are independently selected from the group consisting of hydrogen and (C1-C6)alkyl;
- R5 and R6 are independently selected from the group consisting of hydrogen, a halogen, and a (C1-C6)alkyl;
- and
- m, n and p are each an integer independently selected from 1, 2 and 3;
- wherein,
- the (C1-C6)alkyl is unsubstituted or substituted with one or more groups independently selected from the group consisting of halogen, hydroxy, cyano, nitro, (C1-C6)alkyl, halo(C1-C6)alkyl, —O(C1-C6)alkyl, (C3-C5)cycloalkyl, and (C6-C10)aryl;
- the cycloalkyl is a 3- to 10-membered ring, which is unsubstituted or substituted with one or more groups independently selected from the group consisting of (C1-C6)alkyl, halogen, hydroxy, —O-(C1-C6)alkyl, (C3-C10)cycloalkyl, (C6-C10)aryl, amino, and cyano;
- and
- the halogen is selected from chlorine, bromine, iodine, and fluorine.
Dependencies are inferred from the claim text.