Benzimidazole derivatives

US6495583B1 · kind B1 · utility

Assignee

• Synaptic Pharmaceutical Corporation · US

Inventors

• Yoon Jeon · Montgomery, US
• Charles Gluchowski · Mission Viejo, US

Key dates

• Filing date: May 6, 2002
• Grant date: Dec 17, 2002
• Expiry date: May 6, 2022

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D403/12
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

This invention provides compounds having the structure: wherein each of R1, R2, R3 and R9 is independently H; straight chain or branched, substituted or unsubstituted C1-C7 alkyl, C2-C7 alkenyl or alkynyl; C3-C7 cycloalkyl or cycloalkenyl; acyl, phenyl, substituted phenyl, or heteroaryl; wherein each dashed line represents a single bond or a double bond with the proviso that if R1 is present, R3 is absent and there is a double bond between N at position 3 and C at position 2 and a single bond between C at position 2 and N at position 1 and if R3 is present, R1 is absent and there is a double bond between N at position 1 and C at position 2 and a single bond between C at position 2 and N at position 3; wherein each of R4, R5 and R6 is independently H, F, Cl, Br, I; straight chain or branched, substituted or unsubstituted C1-C7 alkyl, C2-C7 alkenyl or alkynyl; C3-C7 cycloalkyl or cycloalkenyl; phenyl, substituted phenyl, heteroaryl, —OH, —OR,, —CN, —COR,, —CO2R7, —CON(R7)2, —OCOR7, —SR7, —N(R7)2, —NR7COR7, —(CH2)nOR7, —(CH2)nN(R7)2, —(CH2)nNR7COR7, wherein n is an integer from 1 to 4; and wherein each of R7…