Quinoline type mevalonolactone inhibitors of cholesterol...

Details Quinoline type mevalonolactone inhibitors of cholesterol... Quinoline type mevalonolactone inhibitors of cholesterol...

C - Chemistry, Metallurgy

07

D

167/226, 260/277

C07D 215/14 (2006.01) A61K 31/47 (2006.01) C07D 215/18 (2006.01) C07D 215/20 (2006.01) C07D 221/18 (2006.01) C07D 405/06 (2006.01)

Patent

CA 1336714

A compound of the formula: Image (I) wherein R1, R2, R3, R4 and R6 are independently hydrogen, C1-6 alkyl, C1-6cycloalkyl, C1-3 alkoxy, n-botoxy, i-botoxy, sec-butoxy, R7R8N- (wherein R7 and R8 are independently hydrogen or C1-3 alkyl), trifluoromethyl, trifluoromethoxy, difluoromethoxy, fluoro, chloro, bromo, phenyl, phenoxy, benzyloxy, hydroxy, trimethylsilyloxy, diphenyl-t-butylsilyloxy, hydroxymethyl or -O(CH2)?OR19 (wherein R19 is hydrogen or C1-3 alkyl, and ? is 1,2 or 3); or when located at the ortho position to each other, R1 and R2, or R3 and R4 together form -CH=CH-CH=CH-; or when located at the ortho position to each other, R1 and R2 together form -OC(R15)(R16)O- (wherein R15 and R16 are independently hydrogen or C1-3 alkyl); Y is -CH2-, -CH2CH2-, -CH=CH-, -CH2-CH=CH- or -CH=CH-CH2-; and Z is -Q-CH2WCH2-CO2R12, Image or Image (wherein Q is -C(O)-, -C(OR13)2- or -CH(OH)-; W is -C(O)-, -C(OR13)2- or -C(R11)(OH)-; R11 is hydrogen atom or C1-3 alkyl; R12 is hydrogen or R14 (wherein R14 is physiologically hydrolyzable alkyl or M (wherein M is NH4, sodium, potassium, 1/2 calcium or a hydrate of lower alkyl amine, di-lower alkyl amine or tri-lower alkyl amine)); two R13 are independently primary or secondary C1-6 alkyl; or two R13 together form -(CH2)2- or -(CH2)3; R17 and R18 are independently hydrogen or C1-3 alkyl; and R5 is hydrogen, C1-6 alkyl, C2-3 alkenyl, C3-6 cycloalkyl, Image (wherein R9 is a hydrogen atom, C1-4 alkyl, C1-3 alkoxy, fluoro, chloro, bromo or trifluoromethyl), phenyl-(CH2)m- (wherein m is 1,2 or 3), -(CH2)nCH(CH3)-phenyl or phenyl-(CH2)nCH(CH3)- (wherein n is 0,1 or 2).

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