9-substituted adenine derivatives as prodrug regulators of cell and tissue function

US7045309B2 · kind B2 · utility

Assignee

• The Research Foundation of the State University of New York · US

Inventors

• Roger A. Johnson · Mukilteo, US
• Praveen Pande · Holbrook, US
• Wolfgang Laux · Paris, FR
• Gilles Gosselin · Montpellier, FR

Key dates

• Filing date: Jul 6, 2001
• Grant date: May 16, 2006
• Expiry date: Nov 22, 2021

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P9/00
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention relates to 9-substituted adenine derivatives represented by formula (I) wherein W is selected from the group consisting of H, halogen, azido and amino group; X is selected from the group consisting of O, S, N(H), CH2, CH and C; Y is selected from the group consisting of H, hydroxy, C1-4 alkyl, C1-4 alkoxy and halogen; R is selected from the group consisting of H, hydroxymethyl, C1-4 alkyl, and C1-4 alkoxy; R1is selected from the group consisting of O, NH and CH2; R2represents a radical selected from the group consisting of —(CH2)n—S—C(O)—R4 and —(CH2)n—S—S—R4, where n=1-4 and R4is a C1-4-alkyl or aryl group and R4 is optionally substituted with a halogen, amino, N-alkylamino, N, N-dialkylamino or C1-4 alkoxy group and wherein each of the R2radicals may be the same or different; and R3is O or S. The derivatives are useful as prodrugs for inhibiting adenylyl cyclase and lowering 3′:5′-cAMP in cells, thereby inhibiting adenylyl cyclase dependent effects within cells.