Patent ID: 6642251
Filing Date: 2003-11-04
Classification: A61P,C07D

Abstract:
A 2-indolinone having the chemical structure I, II, or III: or a physiologically acceptable salt of the compound, wherein:R1 is selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, alkynyl, aryl, hydroxy, alkoxy, â€”C(&boxH;O)ORâ€³, Râ€³C(&boxH;O)Oâ€”, C-amido, C-thioamido, acetyl, â€”S(&boxH;O)2Râ€³, and trihalomethylsulfonyl, wherein Râ€³ is selected from the group consisting of hydrogen alkyl, cycloalkyl, aryl, heteroaryl (bonded through a ring carbon), and heteroalicyclic (bonded through a ring carbon); A, B, D and E are independently selected from the group consisting of carbon and nitrogen, with the proviso that at least one of A, B, D, or E is nitrogen; wherein when A, B, D or E is nitrogen, R2, R3, R4 or R5, respectively does not exist; F, G, J and K are independently selected from the group consisting of carbon, nitrogen, oxygen and sulfur, wherein when n is 1 and F, G, J or K is an atom other than carbon, R6, R7, R8 or R9, respectively, does not exist; when n is 0 and F, G or K is oxygen or sulfur, R6, R8 or R9, respectively, does not exist; R2, R3, R4, R5 R6, R7, R8 and R9 are independently selected from the group consisting of hydrogen, alkyl, trihaloalkyl, cycloalkyl, alkenyl, alkynyl, aryl, heteroaryl, heteroalicyclic, hydroxy, alkoxy, aryloxy, mercapto, alkylthio, arylthio, â€”S(&boxH;O)Râ€³, â€”S(&boxH;O)2Râ€³, S-sulfonamido, N-sulfonamido, N-trihalomethanesulfonamido, â€”C(&boxH;O)Râ€³, â€”C(&boxH;O)ORâ€³, Râ€³C(&boxH;O)Oâ€”, cyano, nitro, halo, cyanato, isocyanato, thiocyanato, isothiocyanato, O-carbamyl, N-carbamyl, O-thiocarbamyl, N-thiocarbamyl, C-amido, N-amido, amino and â€”NR13R14; R2 and R3 or R3 and R4 or R4 and R5 or R6 and R7 or R7 and R8 or R8 and R9 may combine to form a methylenedioxy or an ethylenedioxy group; R13 and R14 are independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, aryl, heteroaryl, heteroalicyclic, â€”C(&boxH;O)Râ€³, acetyl, â€”S(O)2Râ€³, trihalomethanesulfonyl and, combined, a five-member or a six-member heteroalicyclic ring; R10, R11 and R12 are independently selected from the group consisting of alkyl, cycloalkyl, alkenyl, alkynyl, aryl, heteroaryl, halo, cyano, trihalomethyl, hydroxy, alkoxy, alkylthio, aryloxy, arylthio, Râ€³C(&boxH;O)Oâ€”, â€”C(&boxH;O)ORâ€³, â€”C(&boxH;O)Oâˆ’M+, â€”(CH2)rC(&boxH;O)ORâ€³, â€”(CH2)rC(&boxH;O)Oâˆ’M+, C-amido, N-amido, cyanato, isocyanato, thiocyanato, isothiocyanato, amino, â€”S(&boxH;O)Râ€³, â€”S(&boxH;O)2Râ€³, nitro and â€”NR13R14; R10 and R11 or R12 and R12 may combine to form an endo double bond; Z is selected from the group consisting of oxygen and sulfur; r is 1, 2, 3, 4, 5 or 6; and, n is 0 or 1; it being understood that when n is 0, there are no more than 2 double bonds within the ring comprising F, G and K.