Thiophenopyrimidines

US6255310A · kind A · utility

Assignee

• Neurocrine Biosciences, Inc. · US

Inventors

• Thomas R. Webb · Olivenhain, US
• Chen Chen · San Diego, US
• James R. McCarthy · Solana Beach, US
• Terence Moran · San Diego, US

Key dates

• Filing date: Dec 28, 1998
• Grant date: Jul 3, 2001
• Expiry date: Dec 28, 2018

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P25/24
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

This invention concerns compounds of formula ##STR1## including the stereoisomers and the pharmaceutically acceptable acid addition salt forms thereof, wherein X is S, SO or SO.sub.2 ; R.sup.1 is NR.sup.4 R.sup.5 or OR.sup.5 ; R.sup.2 is C.sub.1-6 alkyl, C.sub.1-6 alkyloxy or C.sub.1-6 alkylthio; R.sup.3 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkylsulfonyl, C.sub.1-6 alkylsulfoxy or C.sub.1-6 alkylthio; R.sup.4 is hydrogen, C.sub.1-6 alkyl, mono- or di(C.sub.3-6 cycloalkyl)methyl, C.sub.3-6 cycloalkyl, C.sub.3-6 alkenyl, hydroxyC.sub.1-6 alkyl, C.sub.1-6 alkylcarbonyloxyC.sub.1-6 alkyl or C.sub.1-6 alkyloxyC.sub.1-6 alkyl; R.sup.5 is C.sub.1-8 alkyl, mono- or di(C.sub.3-6 cycloalkyl)methyl, Ar.sup.1 CH.sub.2, C.sub.1-6 alkyloxy-C.sub.1-6 alkyl, hydroxyC.sub.1-6 alkyl, C.sub.3-6 alkenyl, thienylmethyl, furanylmethyl, C.sub.1-6 alkylthioC.sub.1-6 alkyl, morpholinyl, mono- or di(C.sub.1-6 alkyl)aminoC.sub.1-6 alkyl, di(C.sub.1-6 alkyl)amino, C.sub.1-6 alkylcarbonylC.sub.1-6 alkyl, C.sub.1-6 alkyl substituted with imidazolyl; or a radical of formula --Alk--O--CO--Ar.sup.1 ; or R.sup.4 and R.sup.5 taken together with the nitrogen atom to which they are attached may form an optionally s…