Patent ID: 6444670
Filing Date: 2002-09-03
Classification: C07D

Abstract:
A compound of formula I having the structure A is hydrogen, halogen, or OH; B and D are each, independently, hydrogen, halogen, CN, alkyl of 1-6 carbon atoms, aryl, aralkyl of 6-12 carbon atoms, hydroxyalkyl of 1-6 carbon atoms, hydroxyaralkyl of 6-12 carbon atoms, cycloalkyl of 3-8 carbon atoms, nitro, amino, â€”NR1R1a, â€”NR1COR1a, â€”NR1CO2R1a, cycloalkylamino of 3-8 carbon atoms, morpholino, furan-2-yl, furan-3-yl, thiophen-2-yl, thiophen-3-yl, â€”COR1b or OR; R is hydrogen, alkyl of 1-6 carbon atoms, â€”COR1, â€”(CH2)nCO2R1, â€”CH(R1a)CO2R1, â€”SO2R1, â€”(CH2)mCH(OH)CO2R1, â€”(CH2)mCOCO2R1, â€”(CH2)mCH&boxH;CHCO2R1, or â€”(CH2)mO(CH2)oCO2R1; R1 is hydrogen, alkyl of 1-6 carbon atoms, aralkyl of 6-12 carbon atoms, aryl, or CH2CO2R1â€²; R1â€² is hydrogen or alkyl of 1-6 carbon atoms E is NR1c; X is hydrogen, halogen, alkyl of 1-6 carbon atoms, alkenyl of 2-7 carbon atoms, CN, aryl, aralkyl of 6-12 carbon atoms, hydroxyalkyl of 1-6 carbon atoms, hydroxyaralkyl of 6-12 carbon atoms, perfluoroalkyl of 1-6 carbon atoms, alkoxy of 1-6 carbon atoms, aryloxy; arylalkoxy, nitro, amino, NR2R2a, NR2COR2a, cycloalkylamino of 3-8 carbon atoms, morpholino, alkylsulfanyl of 1-6 carbon atoms, arylsulfanyl, pyridylsulfanyl, 2-N,N-dimethylaminoethylsulfanyl, â€”OCH2CO2R2b or â€”COR2c; Y is hydrogen, halogen, alkyl of 1-6 carbon atoms, aryl, aralkyl of 6-12 carbon atoms, hydroxyalkyl of 1-6 carbon atoms, hydroxyaralkyl of 6-12 carbon atoms, â€”OR3, SR3, NR3R3a, â€”COR3b, morpholine or piperidine; R1a, R1c, R2, R2a R3, R3a are each, independently, hydrogen, alkyl of 1-6 carbon atoms, aralkyl of 6-12 carbon atoms, or aryl; R1b is alkyl of 1-6 carbon atoms or aryl; R2b is hydrogen, alkyl of 1-6 carbon atoms; R2c and R3b are each, independently, alkyl of 1-6 carbon atoms, aryl, or aralkyl of 6-12 carbon atoms; C is hydrogen, halogen or OR4; R4 is hydrogen, alkyl of 1-6 carbon atoms,â€”CH(R5)W, â€”C(CH3)2CO2R6, 5-thiazolidine-2,4-dione, â€”CH(R7)(CH2)mCO2R6, â€”COR6, â€”PO3(R6)2, â€”SO2R6, â€”(CH2)pCH(OH)CO2R6, â€”(CH2)pCOCO2R6, â€”(CH2)pCH&boxH;CHCO2R6, or â€”(CH2)pO(CH2)qCO2R6; R5 is hydrogen, alkyl of 1-6 carbon atoms, aralkyl of 6-12 carbon atoms, aryl, â€”CH2(1H-imidazol-4-yl), â€”CH2(3- 1H-indolyl), â€”CH2CH2(1,3-dioxo-1,3-dihydro-isoindol-2-yl), â€”CH2CH2(1-oxo-1,3-dihydro-isoindol-2-yl), â€”CH2(3-pyridyl), â€”CH2CO2H, or â€”(CH2)nG; G is NR6aR7a, NR6aCOR7a, W is CO2R6, CONH2, CONHOH, CN, CONH(CH2)2CN, 5-tetrazole, â€”PO3(R6)2, â€”CH2OH, â€”CONR6bCHR7b, â€”CH2NR6bCHR7bCO2R6, â€”CH2OCHR7bCO2R6 â€”CH2Br, or â€”CONR6bCHR7bCO2R6; R6, R6a, R7, R7a are each, independently, is hydrogen, alkyl of 1-6 carbon atoms, or aryl; R6b is hydrogen or â€”COR6c; R6c is alkyl of 1-6 carbon atoms or aryl; R7b is hydrogen, alkyl of 1-6 carbon atoms, or hydroxyalkyl of 1-6 carbon atoms; Z1 and Z2 are each, independently, hydrogen, halogen, CN, alkyl of 1-6 carbon atoms, aryl, aralkyl of 6-12 carbon atoms, cycloalkyl of 3-8 carbon atoms, nitro, amino, â€”NR1R1a, â€”NR1COR1a, cycloalkylamino of 3-8 carbon atoms, morpholino, or OR8, or Z1 and Z2 may be taken together as a diene unit having the formula â€”CH&boxH;CR9â€”CR10&boxH;CR11â€”; R8 is hydrogen, alkyl of 1-6 carbon atoms, or aryl; R9, R10, and R11 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, aryl, halogen, hydroxy, or alkoxy of 1-6 carbon atoms m is 1 to 4 n is 1 or 2; p is 1 to 4; q is 1 to 4; or a pharmaceutically acceptable salt thereof.