Phenylhydrazones, the manufacture thereof and therapeutic...

C - Chemistry – Metallurgy – 07 – C

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C07C 243/10 (2006.01) C07C 251/86 (2006.01) C07C 255/66 (2006.01) C07C 259/10 (2006.01) C07C 309/46 (2006.01) C07C 317/32 (2006.01) C07D 215/227 (2006.01) C07D 295/192 (2006.01) C07D 295/26 (2006.01) C07D 311/58 (2006.01) C07F 9/40 (2006.01)

Patent

CA 2009690

A Phenylhydrazone of formula I: Image in which R1, R2, and R3 are independently of one another hydrogen, halogen, C1-C4-alkyl, hydroxyl, C1-C4-alkoxy or acetoxy, R4 is hydrogen, hydroxyl, tert.-butyl, C1-C6-alkoxy or C2- C6-alkoxyalkyl, R5 is hydrogen or C1-C4-alkyl, or R4 and R5 together form a ring which is -C(CH3)2-A-C(CH3)2-(where A is -CH2CH2-, -CH(CH3)-, -CH2C(O)-or-CH2CHOH-) or is -(CH2)3C(CH3)2-, -OCH2CH2C(CH3)2-, -C(CH3)2CH(CH3)CH2C(CH3)2- or -NHC(O)CH2C(CH3)2-, where R4 and R5 together form a ring of the type specified or R4 is branched C4-C6-alkoxy or branched C4-C6-alkoxyalkyl when R1, R2 and R3 are each hydrogen, R6 is hydrogen, methyl, ethyl or cyclopropyl, m and n are different and denote 0 or 1, X is hydrogen, nitro, methoxy or nitrile, a sulfonic acid radical or -CONR7 OR7, -CO2R7, -PO(OR8)2, -S(O)n R8 where n is 0,1 or 2, -SO2-NR9R10 or -CONR9R10, where R7 is hydrogen, C1-C3-alkyl or phenyl, which may or may not be substituted by one or two amino, C1-C4-acylamino, C1-C4- alkyl or C1-C4-alkoxy groups, R8 is C1-C3-alkyl and R9 and R10 are independently of each other hydrogen or C1-C4-alkyl or together form a piperidine, piperazine, morpholine or thiomorpholine ring, where R4 and R5 together form a ring of the type specified or R3 and R5 are each isopropyl, isobutyl or tert.-butyl, when X is hydrogen, methoxy, nitrile or nitro or when X is carboxyl and R1 and R2 is hydroxyl, and R4 is not hydroxyl when m is 0, and their physiologically tolerated salts.

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