Carbocyclic nucleoside agents useful as selective inhibitors of proinflammatory cytokines

US6541482B2 · kind B2 · utility

Inventors

• Carl K. Edwards, III · Olathe, US
• David R. Borcherding · Overland Park, US

Key dates

• Filing date: Feb 3, 1995
• Grant date: Apr 1, 2003
• Expiry date: Aug 23, 2015

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D471/04
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The present invention relates to compounds of the formula whereinX is N3, NH2, NHR, N(R)2, CN, SH, SR, or OR1; R is C1-C4 alkyl or (CH2)n—&phgr;; n is an integer 0, 1, 2, 3 or 4; &phgr; is a phenyl group unsubstituted or substituted with from 1 to 3 substituents, each substituent is independently selected from the group consisting of C1-C4 alkyl, C1-C4 alkoxy, halogen, CF3, OCF3, OH, CN, NO2 or NH2; R1 is C1-C4 alkyl or (CH2)m—NR2R3; m is an integer 1, 2, 3 or 4; R2 and R3 are each independently C1-C4 fluorinated akyl or cycloalkyl;The X substituent on the cyclopentanyl ring is in the TRANS configuration relative to the bicyclic substituent;Y is nitrogen;Z1 and Z2 are each independently hydrogen, halogen or NH2; and---- represents a singe or double bond;or pharmaceutically acceptable salts thereof, compositions comprising such compounds, and methods of treatment comprising administering of such compounds.