US 2001/0041710 A1Published application

2-oxo-imidazolidine-4-carboxylic acid hydroxamide compounds that inhibit matrix metalloproteinases

AssigneePfizer Inc.

InventorsRalph P. Robinson, Ellen R. Laird

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Abstract

The present invention relates to a compound of the formula 1 wherein R1, R2, R3 and R4 are as defined above, and pharmaceutically acceptable salts and solvates thereof, that are useful, for example, as matrix metalloproteinase inhibitors. The present invention is also directed to pharmaceutical compositions comprising such compounds and methods of treatment for diseases such as osteoarthritis, rheumatoid arthritis, cancer, osteoporosis, tissue ulceration, restinosis, periodontal disease, inflammation, epidermolysis bullosa, scleritis, stroke, Alzheimer's disease, and the like, characterized by inappropriate matrix metalloproteinase activity. Processes for the synthesis of compounds of formula (I) are also disclosed.

Claims28

Dependent claims

A compound according to formula (I)

10
or a pharmaceutically acceptable salt or solvate thereof, wherein
R1 is (C6-C10)aryl, (C1-C9)heteroaryl, (C6-C10)aryl(C1-C6)alkyl, (C1-C9)heteroaryl(C1-C6)alkyl, (C6-C10)aryl(C6-C10)aryl, (C1-C9)heteroaryl(C6-C10)aryl, (C6-C10)aryl(C1-C9)heteroaryl, (C1-C9)heteroaryl(C1-C9)heteroaryl, (C6-C10)aryloxy(C6-C10)aryl, (C1-C9)heteroaryloxy(C6-C10)aryl, (C6-C10)aryloxy(C1-C9)heteroaryl, (C1-C9)heteroaryloxy(C1-C9)heteroaryl, (C6-C10)aryloxy(C1-C6)alkyl, (C1-C9)heteroaryloxy(C1-C6)alkyl, (C6-C10)aryl(C1-C6)alkyl(C6-C10)aryl, (C1-C9)heteroaryl(C1-C6)alkyl(C6-C10)aryl, (C6-C10)aryl(C1-C6)alkyl(C1-C9)heteroaryl, (C1-C9)heteroaryl(C1-C6)alkyl (C1-C9)heteroaryl, (C6-C10)aryl(C1-C6)alkoxy(C6-C10)aryl, (C1-C9)heteroaryl(C1-C6)alkoxy(C6-C10)aryl, (C6-C10)aryl (C1-C6)alkoxy(C1-C9)heteroaryl, (C1-C9)heteroaryl(C1-C6)alkoxy(C1-C9)heteroaryl, (C6-C10)aryloxy(C1-C6)alkyl(C6-C10)aryl, (C1-C9)heteroaryloxy(C1-C6)alkyl(C6-C10)aryl, (C6-C10)aryloxy(C1-C6)alkyl (C1-C9)heteroaryl, (C1-C9)heteroaryloxy(C1-C6)alkyl(C1-C9)heteroaryl, (C6-C10)aryl(C6-C10)aryl (C1-C6)alkyl, (C1-C9)heteroaryl(C6-C10)aryl(C1-C6)alkyl, (C6-C10)aryl(C1-C9)heteroaryl(C1-C6)alkyl, (C1-C9)heteroaryl(C1-C9)heteroaryl(C1-C6)alkyl, (C6-C10)aryl(C1-C6)alkoxy(C1-C6)alkyl, or (C1-C9)heteroaryl(C1-C6)alkoxy(C1-C6)alkyl,
wherein, independently, each of the ring carbon atoms of said (C6-C10)aryl and (C1-C9)heteroaryl moieties that is capable of forming an additional bond is optionally substituted by a group selected from fluoro, chloro, bromo, (C1-C6)alkyl, (C1-C6)alkoxy, and perfluoro(C1-C3)alkyl, and perfluoro(C1-C3)alkoxy;
R2 and R3 are each independently selected from hydrogen and (C1-C6)alkyl, or taken together form a spiro ring of the formula
11
wherein X is a bond, CH2, O, S, NH or N(C1-C6)alkyl, n is independently 1 or 2, and m is independently 1 or 2;
and
R4 is hydrogen or (C1-C6)alkyl.

6 more elements

Dependencies are inferred from the claim text.

Facts

Application: 09/730,302Filed 5 Dec 2000
Priority: 13 Mar 2000
Published: 15 Nov 2001
Term ends: Not estimatedThe source records don’t support an estimate.

Classification32 codes

C07D 233/32
Oxygen or sulfur atoms: one oxygen atom
A61P 1/00
Drugs for disorders of the alimentary tract or the digestive system
A61P 1/02
Drugs for disorders of the alimentary tract or the digestive system: stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
A61P 1/04
Drugs for disorders of the alimentary tract or the digestive system: for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of…

Family

Application60/188,892Us provisional application · filed 13 Mar 2000
US 6,458,822 B2Related patent
US 2001/0041710 A1This patent

From the US filing history. Foreign family members aren’t listed.

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