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US 2003/0119885 A1Published application
CCR-3 receptor antagonists
AssigneeSyntex (U.S.A.) Inc.
InventorDaisy Joe Du Bois
Life of this patent
Estimating the term…
Abstract
The invention provides compounds of Formula (I): 1 wherein R1-R4 have any of the values defined in the specification that are CCR-3 receptor antagonists, pharmaceutical compositions containing them, methods for their use, and methods and intermediates useful for preparing them.
Claims32
A compound of Formula (I):
- 44
- wherein:
- R1 is hydrogen or alkyl;
- R2 is arylalkyl;
- R3 is hydrogen, alkyl, acyl, aryl, or arylalkyl;
- R4 is —W—X—Y—Z;
- W is absent or alkylene;
- X is absent, carbonyl, oxy, —S(O)n—, or —N(Ra)—;
- Y is arylene or heteroarylene;
- and
- Z is hydrogen, aryl, heteroaryl, aryloxy, heteroaryloxy, arylalkyl, or heteroarylalkyl;
- Ra is hydrogen, alkyl, acyl, aryl, arylalkyl, alkoxycarbonyl, or benzyloxycarbonyl;
- and
- each n is 0, 1, or 2;
- or a pharmaceutically acceptable salt thereof.
12 more elements
The compound (35 )-trans-N-{2-[3-(4-chlorophenyl)propylamino]-cyclopentyl}-2-[5-(3,4-dimethoxyphenyl)pyrimidin-2-ylsulfanyl]acetamide;
- (±)-trans-N-{2-[3-(4-chlorophenyl)propylamino]cyclopentyl}-4-methanesulfonylbenzamide;
- (±)-trans-1-{2-[3-(4-chlorophenyl)propylamino]-cyclopentyl}-3-(3,4,5-trimethoxyphenyl)urea;
- (±)-trans-N-{2-[2-(4-chlorophenyl)ethylamino]cyclopentyl}-4-methanesulfonylbenzamide;
- (±)-trans-1-(2-{[3-(4-chlorophenyl)propyl]methylamino}-cyclopentyl)-3-(3,4,5-trimethoxyphenyl)urea;
- (±)-trans-1-(2-{[2-(4-chlorophenyl)ethyl]methylamino}cyclopentyl)-3-(3,4,5-trimethoxyphenyl)urea;
- (±)-trans-N-(2-{[2-(4-chlorophenyl)ethyl]methylamino}-cyclopentyl)-4-methanesulfonylbenzamide;
- (±)-trans-N-(2-{[3-(4-chlorophenyl)propyl]methylamino}-cyclopentyl)-4-methanesulfonylbenzamide;
- (±)-trans-N-(2-{[3-(4-chlorophenyl)propyl]methylamino}-cyclopentyl)-2-[5-(3,4-dimethoxyphenyl)pyrimidin-2-ylsulfanyl]acetamide;
- (±)-trans-N-(2-{[2-(4-chlorophenyl)ethyl]methylamino}-cyclopentyl)-2-[5-(3,4-dimethoxyphenyl)pyrimidin-2-ylsulfanyl]acetamide;
- (±)-trans-1-{2-[2-(4-chlorophenyl)ethylamino]cyclopentyl}-3-(3,4,5-trimethoxyphenyl)urea;
- or
- (±)-trans-N-{2-[2-(4-chlorophenyl)ethylarmino]cyclopentyl}-2-[5-(3,4-dimethoxyphenyl)pyrimidin-2-ylsulfanyl]acetamide;
- or a pharmaceutically acceptable salt thereof.
10 more elements
A method for preparing a compound of Formula (III):
- 46
- wherein Pg is a nitrogen protecting group;
- R2 is arylalkyl;
- R3 is hydrogen, alkyl, acyl, aryl, or arylalkyl;
- R4 is —W—X—Y—Z;
- W is absent or alkylene;
- X is absent, carbonyl, oxy, —S(O)n—, or —N(Ra)—;
- Y is arylene or heteroarylene;
- Z is hydrogen, aryl, heteroaryl, aryloxy, heteroaryloxy, arylalkyl, or heteroarylalkylene;
- Ra is hydrogen, alkyl, acyl, aryl, arylalkyl, alkoxycarbonyl, or benzyloxycarbonyl;
- and n is independently 0, 1, or 2;
- comprising acylating a corresponding compound of Formula (IV):
- 47
- with the requisite carboxylic acid derivative R4—C(═O)—L where L is a leaving group.
11 more elements
Dependencies are inferred from the claim text.