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US 2003/0144279 A1Published application
5-Heterocyclo-pyrazoles
AssigneePfizer Inc.
InventorsMartha L. Minich, Subas M. Sakya
Life of this patent
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Abstract
The present invention relates to 5-heterocyclo-pyrazoles of the formula I: 1 wherein ring W, m, n, and R1 through R5 are as defined in the specification, to pharmaceutical compositions containing them and to their medicinal use. The compounds of the invention are useful in the treatment or alleviation of inflammation and other inflammation associated disorders, such as arthritis, colon cancer, and Alzheimer's disease in mammals, preferably humans, dogs, cats and livestock animals.
Claims21
A compound of formula I:
- 14
- or a pharmaceutically acceptable salt thereof;
- wherein m is 0, 1 or 3;
- n is 1, 2, or 3;
- wherein ring W is connected to the pyrazole ring through a nitrogen atom and is a radical selected from the group consisting of:
- a) a saturated, partially saturated or aromatic (3- to 7-membered)-heterocyclyl ring optionally containing one to four ring heteroatoms independently selected from the groups consisting of —N═, —NH—, —O—, and —S—;
- b) a saturated, partially saturated or aromatic (3- to 7-membered)-heterocyclyl ring optionally containing one to four ring heteroatoms independently selected from the groups consisting of —N═, —NH—, —O—, and —S—;
- wherein said saturated, partially saturated or aromatic (3- to 7-membered)-heterocyclyl is fused to a a saturated, partially saturated or aromatic (3- to 7-membered)-carbocyclic ring;
- and
- c) a saturated, partially saturated or aromatic (3- to 7-membered)-heterocyclyl ring optionally containing one to four ring heteroatoms independently selected from the groups consisting of —N═, —NH—, —O—, and —S—;
- wherein said saturated, partially saturated or aromatic (3- to 7-membered)-heterocyclyl is fused to a saturated, partially saturated or aromatic (3- to 7-membered)-heterocyclyl containing one to two ring heteroatoms independently selected from the group consisting of —N═, —NH—, —S— and —O—;
- R1 is a radical selected from the group consisting of H, —NO2, —CN, (C1-C6)alkyl, (C1-C6)alkyl-SO2—, (C6-C10)aryl-SO2—, H—(C═O)—, (C1-C6)alkyl-(C═O)—, (C1-C6)alkyl-O—(C═O)—, (C1-C9)heteroaryl-(C═O)—, (C1-C9)heterocyclyl-(C═O)—, H2N—(C═O)—, (C1-C6)alkyl-NH—(C═O)—, [(C1-C6)alkyl]2—N—(C═O)—, [(C6-C10)aryl]-NH—(C═O)—, f(C1-C6)alkyl]-[((C6-C10)aryl)-N]—(C═O)—, HO—NH—(C═O)—, and (C1-C6)alkyl-O—NH—(C═O)—;
- R2 is a radical selected from the group consisting of H, —NO2, —CN, (C2-C6)alkenyl, (C2-C6)alkynyl, (C3-C7)cycloalkyl, (C6-C10)aryl, (C1-C9)heteroaryl, (C1-C9)heterocyclyl, (CG-C6)alkyl-O—, (C3-C7)cycloalkyl-O—, (C6-C10)aryl-O—, (C1-C9)heteroaryl-O—, (C1-C9)heterocyclyl-O—, H—(C═O)—, (C1-C6)alkyl-(C═O)—, (C3-C7)cycloalkyl-(C═O)—, (C6-C10)aryl-(C═O)—, (C1-C9)heteroaryl-(C═O)—, (C1-C9)heterocyclyl-(C═O)—, (C1-C6)alkyl-O—(C═O)—, (C3-C7)cycloalkyl-O—(C═O)—, (C6-C10)aryl-O—(C═O)—, (C1-C9)heteroaryl-O—(C═O)—, (C1-C9)heterocyclyl-O—(C═O)—, (C1-C6)alkyl-(C═O)—O—, (C3-C7)cycloalkyl-(C═O)—O—, (C6-C10)aryl-(C═O)—O—, (C1-C9)heteroaryl-(C═O)—O—, (C1-C9)heterocyclyl-(C═O)—O—, (C1-C6)alkyl-(C═O)—NH—, (C3-C7)cycloalkyl-(C═O)—NH—, (C6-C10)aryl-(C═O)—NH—, (C1-C9)heteroaryl-(C═O)—NH—, (C1-C9)heterocyclyl-(C═O)—NH—, (C1-C6)alkyl-O—(C═O)—NH—, (C1-C6)alkyl-NH, [(C1-C6)alkyl]2—N—, (C3-C7)cycloalkyl-NH—, [(C3-C7)cycloalkyl]2—N—, [(C6-C10)aryl]-NH—, [(C6-C10)aryl]2—N—, [(C1-C6)alkyl]-[((C6-C10)aryl)-N]—, [(C1-C9)heteroaryl]-NH—, [(C1-C9)heteroaryl]2—N—, [(C1-C9)heterocyclyl]-NH—, [(C1-C9)heterocyclyl]2—N—, H2N—(C═O)—, HO—NH—(C═O)—, (C1-C6)alkyl-O—NH—(C═O)—, [(C1-C6)alkyl]-NH—(C═O)—, [(C1-C6)alkyl]2—N—(C═O)—, [(C3-C7)cycloalkyl]-NH—(C═O)—, [(C3-C7)cycloalkyl]2—N—(C═O)—, [(C6-C10)aryl]-NH—(C═O)—, [(C6-C10)aryl]2—N—(C═O)—, [(C1-C6)alkyl]-[((C6-C10)aryl)-N]—(C═O)—, [(C1-C9)heteroaryl]-NH—(C═O)—, [(C1-C9)heteroaryl]2—N—(C═O)—, [(C1-C9)heterocyclyl]-NH—(C═O)—, (C1-C6)alkyl-S— and (C1-C6)alkyl optionally substituted by one —OH group or by one to four fluoro substituents;
- Each R3 is a radical independently selected from the group consisting of H, halo, —OH, —CN, —NO2, (C2-C6)alkenyl, (C2-C6)alkynyl, (C3-C7)cycloalkyl, (C6-C10)aryl, (C2-C9)heterocyclyl, (C1-C6)alkyl-O—, H—(C═O)—, (C1-C6)alkyl-(C═O)—, HO—(C═O)—, (C1-C6)alkyl-O—(C═O)—, —NH2, (C1-C6)alkyl-NH—, [(C1-C6)alkyl]2—N—, (C3-C7)cycloalkyl-NH—, (C6-C10)aryl-NH—, [(C1-C6)alkyl]-[((C6-C10)aryl)-N]—, (C1-C9)heteroaryl-NH—, H2N—(C═O)—, [(C1-C6)alkyl]-NH—(C═O)—, [(C1-C6)alkyl]2—N—(C═O)—, [(C6-C10)aryl]-NH—(C═O)—, [(C1-C6)alkyl]-[((C6-C10)aryl)-N]—(C═O)—, (C1-C6)alkyl-O—NH—(C═O)—, (C1-C6)alkyl-(C═O)—HN—, (C1-C6)alkyl-(C═O)—[(C1-C6)alkyl-N]—, —SH, (C1-C6)alkyl-S—, (C1-C6)alkyl-(S═O)—, (C1-C6)alkyl-SO2—, and (C1-C6)alkyl optionally substituted with one to four fluoro substituents;
- R4 is an (C1-C6)alkyl radical, wherein said (C1-C6)alkyl radical may optionally be substituted by one to four fluoro substituents;
- R5 is a radical selected from the group consisting of H, halo, —OH, (C1-C6)alkyl-O—, (C2-C6)alkenyl, (C2-C6)alkynyl, (C3-C7)cycloalkyl, —CN, H—(C═O)—, (C1-C6)alkyl-(C═O)—, (C1-C6)alkyl-(C═O)—O—, HO—(C═O)—, (C1-C6)alkyl-O—(C═O)—, (C1-C6)alkyl-NH—, [(C1-C6)alkyl]2—N—, (C3-C7)cycloalkyl-NH—, (C6-C10)aryl-NH—, [(C1-C6)alkyl]-[((C6-C10)aryl)-N]—, (C1-C9)heteroaryl-NH—, H2N—(C═O)—, (C1-C6)alkyl-NH—(C═O)—, [(C1-C6)alkyl]2—N—(C═O)—, (C6-C10)aryl-(C═O)—, [(C1-C6)alkyl]-[((C6-C10)aryl)-N]—(C═O)—, (C1-C6)alkyl-O—NH—(C═O)—, (C1-C6)alkyl-S—, and (C1-C6)alkyl optionally substituted with one to four fluoro substituents.
13 more elements
Dependencies are inferred from the claim text.