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1. (WO1998049177) ANTI-VIRAL PYRIMIDINE NUCLEOSIDE ANALOGUES

Pub. No.:    WO/1998/049177    International Application No.:    PCT/GB1998/001222
Publication Date: Fri Nov 06 00:59:59 CET 1998 International Filing Date: Tue Apr 28 01:59:59 CEST 1998
IPC: C07H 19/04
C07H 19/06
Applicants: UNIVERSITY COLLEGE CARDIFF CONSULTANTS LIMITED
MCGUIGAN, Christopher
YARNOLD, Christopher
JONES, Garry
BALZARINI, Jan
DE CLERCQ, Erik
REGA FOUNDATION
Inventors: MCGUIGAN, Christopher
YARNOLD, Christopher
JONES, Garry
BALZARINI, Jan
DE CLERCQ, Erik
Title: ANTI-VIRAL PYRIMIDINE NUCLEOSIDE ANALOGUES
Abstract:
A compound having formula (I), wherein R is selected from the group comprising C5 to C20 alkyl, C5 to C20 cycloalkyl, halogens, aryl and alkylaryl; R' is selected from the group comprising hydrogen, alkyl, cycloalkyl, halogens, amino, alkylamino, dialkylamino, nitro, cyano, alkyoxy, aryloxy, thiol, alkylthiol, arythiol, alkyl; R'' is selected from the group comprising hydrogen, alkyl, cycloalkyl, halogens, alkyloxy, aryloxy and aryl; Q is selected from the group comprising O, S and CY2, where Y may be the same or different and is selected from H, alkyl and halogens; X is selected from the group comprising O, NH, S, N- alkyl, (CH2)n where n is 1 to 10, and CY2 where Y may be the same or different and is selected from hydrogen, alkyl and halogens; Z is selected from the group comprising O, S, NH, and N alkyl; U'' is H and U' is selected from H and CH2T, or U' and U'' are joined so as to form a ring moiety including Q wherein U'-U'' together is respectively selected from the group comprising -CTH-CT'T''- and -CT=CT- and -CT'=CT'-, so as to provide ring moieties selected from the group comprising formula (II) and (III) wherein T is selected from the group comprising OH, H, halogens, O-alkyl, O-acyl, O-aryl, CN, NH2 and N3; T' is selected from the group comprising H and halogens and where more than one T' is present they may be the same or different; T'' is selected from the group comprising H and halogens, and W is selected from the group comprising H, a phosphate group and a pharmacologically acceptable salt, derivative or prodrug thereof shows potent anti-viral activity against, for example, varicella zoster virus and cytomegalovirus.