4-aminoquinazoline derivatives

Details 4-aminoquinazoline derivatives 4-aminoquinazoline derivatives

C - Chemistry, Metallurgy

07

D

C07D 401/00 (2006.01) A61K 31/505 (2006.01) A61K 31/53 (2006.01) A61K 31/55 (2006.01) A61K 31/695 (2006.01) C07D 401/04 (2006.01) C07D 401/06 (2006.01) C07D 401/14 (2006.01) C07D 403/14 (2006.01) C07D 405/00 (2006.01) C07D 405/04 (2006.01) C07D 409/00 (2006.01) C07D 409/04 (2006.01) C07D 409/14 (2006.01) C07D 413/14 (2006.01) C07D 521/00 (2006.01) C07F 7/08 (2006.01) C07F 7/10 (2006.01)

Patent

CA 2100626

ABSTRACT 4-AMINOQUINAZOLINE DERIVATIVES The compounds of the formula: Image (I) wherein R1 is H or alkyl; Y is bond or alkylene; A is (i) -CyA-(R2)1, (ii) -O-R0 or -S(O)p-R0 or (iii) -NR16R17; in which R0 is hydrogen, C1-4 alkyl, hydroxy-C1-4 alkyl or -CyA-(R2)1; R16 and R17 independently are hydrogen or C1-4 alkyl; p is 0-2; CyA is (1) 3-7 membered monocyclic carbocyclic ring, (2) 4-7 membered monocyclic hetero ring containing as hetero atoms, one N atom, one N and one O atoms, two N and one O atoms, or one N and two O atoms, (3) 4-7 membered monocyclic hetero ring containing as hetero atoms, 1 or 2 O or S atoms; R2 is (1) H, (2) alkyl, (3) alkoxy, (4) -COOR5, in which R5 is H or alkyl, (5) -NR6R7, in which R6 and R7 independently are H or alkyl, (6) -SO2NR6R7, in which R6 and R7 are as hereinbefore defined, (7) halogen, (8) CF3, (9) NO2 or (10) CF3O; Z is bond, methylene, ethylene, vinylene or ethynylene; CyB is (1) 4-7 membered monocyclic hetero ring containing as hetero atoms, one to three N atoms, (2) 4-7 membered monocyclic hetero ring containing as hetero atoms, one or two O or S atoms; R3 is H, alkyl, alkoxy, halogen or CF3; R4 is (1) H, (2) alkyl, (3) alkoxy, (4) -COOR8, in which R8 is H or alkyl, (5) -NR9R10, in which R9 is hydrogen, C1-4 alkyl or phenyl(C1-4 alkyl) and R10 is H or alkyl, (6) -NHCOR11, in which R11 is alkyl, (7) -NHSO2R11, in which R11 is as hereinbefore defined, (8) SO2NR9R10, in which R9and R10 are as hereinbefore defined, (9) -OCOR11, in which R11 is as hereinbefore defined, (10) halogen, (11) CF3, (12) OH, (13) NO2, (14) CN or (15) SO2N=CHNR12R13 in which R12 is H or alkyl and R13 is alkyl, (16) -CONR14R15 in which R14 is H or alkyl or phenylalkyl and R15 is alkyl or (17) C1-4 alkylthio, (18) C1-4 alkyl-SO- or (19) C1-4 alkyl-SO2-, (20) ethynyl, (21) HOCH2-, (22) tri(C1-4 alkyl)silyl or (23) acetyl; and 1, m and n independently are 1 or 2; with the proviso that (1) the group of the formula: -CyA-(R2)1 is not a cyclopentyl and trifluoromethylphenyl group when Y is a bond, that (2) a CyB ring should not bond to Z through a nitrogen atom in the CyB ring when Z is vinylene or ethynylene, that (3) a CyB ring should not pyridine or thiophene when CyA is a ring of CyA-(7) and that (4) Y is not a single bond, when A is (ii) -O-R0 -S(O)p-R0 or (iii) -NR16R17; and acid addifion salts thereof, salts thereof, and hydrates thereof; have inhibitory effect on cGMP-PDE, or additionally on TXA2 synthetase.

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