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US 2010/0168164 A1Published application
Antidiabetic Oxazolidinediones and Thiazolidinediones
AssigneeMerck Sharp & Dohme Corp.
InventorsJames F. Dropinski, Peter T. Meinke, Guo Q. Shi, Yong Zhang
Life of this patent
Estimating the term…
Abstract
Phenoxyphenyl and phenoxybenzyl oxazolidine-2,4-diones and thiazolidine-2,4-diones are agonists or partial agonists of PPAR gamma and are useful in the treatment and control of hyperglycemia that is symptomatic of type II diabetes, as well as dyslipidemia, hyperlipidemia, hypercholesterolemia, hypertriglyceridemia, and obesity that are often associated with type 2 diabetes.
Claims23
A compound of formula I:
- or a pharmaceutically acceptable salt thereof, wherein:
- A is O or S;
- X is a bond or —C(R7)2—;
- R1 is selected from the group consisting of H and C1-C3 alkyl, wherein C1-C3 alkyl is optionally substituted with 1-3 halogens;
- each R2 is independently selected from the group consisting of halogen, C1-C3 alkyl, and —OC1-C3 alkyl, wherein C1-C3 alkyl and —OC1-C3 alkyl are optionally substituted with 1-3 halogens;
- R3 is selected from the group consisting of
- Y is selected from the group consisting of ═O and ═N—OH;
- D and Z are each independently selected from the group consisting of ═C(R7)— and ═N—;
- B is selected from the group consisting of —N(R7)—, —O— and —S—;
- each R4 is independently selected from the group consisting of halogen, —OH, C1-C3 alkyl, —OC1-C3 alkyl, —OC(═O)C1-C3 alkyl, and —S(O)qC1-C3 alkyl, wherein C1-C3 alkyl, —OC1-C3 alkyl, —OC(═O)C1-C3 alkyl, and —S(O)qC1-C3 alkyl are optionally substituted with 1-5 halogens;
- each R5 is independently selected from the group consisting of halogen, C1-C3 alkyl, and —OC1-C3 alkyl, wherein C1-C3 alkyl and —OC1-C3 alkyl are optionally substituted with 1-3 halogens;
- R6 is selected from the group consisting of C2-C5 alkyl, —CH2Cyclopropyl, C3-C6 cycloalkyl, —OC2-C5 alkyl and —C(═O)C1-C3 alkyl, wherein the alkyl, cyclopropyl, and cycloalkyl groups of said R6 substituent are optionally substituted with 1-3 halogens;
- each R7 is independently selected from the group consisting of H and C1-C3 alkyl, wherein C1-C3 alkyl is optionally substituted with 1-3 F;
- m is an integer from 0-4;
- n is an integer from 0-5;
- p is an integer from 0-3;
- and
- q is an integer from 0-2.
15 more elements
(canceled)
(canceled)
Dependencies are inferred from the claim text.