Patent ID: 6638925
Filing Date: 2003-10-28
Classification: A61P,C07D,Y02P

Abstract:
A compound of formula (1) in which R1, R2 either are the same or different and represent hydrogen, F, Cl, Br, I, CN, NC, OH, SH, NO2, SO3H, NH2, CF3, or straight or branched lower (C1-C6) alkyl or alkoxy or an amino group substituted by one or more straight or branched lower (C1-C6) alkyl or alkyl carbonyl or alkoxy carbonyl group or a COOH, COO alkyl, CONH2, CON(alkyl)2 group or R1-R2 may together form â€”CH&boxH;CHâ€”CH&boxH;CHâ€”, â€”Oâ€”(CH2)nâ€”Oâ€”, with n=1 to 3; R3 is the same as R1, or R2-R3 can jointly form: â€”Oâ€”(CH2)nâ€”Oâ€”, with n=1 to 3; R4, R5: are each independently hydrogen or an alkyl, alkenyl, alkinyl, or Sâ€”R8, wherein R8 is hydrogen or a straight or branched lower (C1-C10) alkyl group SOâ€”R8, SO2R8 OH, or OH substituted for H with an O-protective group Oâ€”CSâ€”Nâ€”R8 Oâ€”COâ€”Nâ€”R9, wherein R9 has the following meaning: â€ƒOâ€”COâ€”R8, or â€ƒR4, R5 may jointly be &boxH;Nâ€”NHâ€”R10, &boxH;Nâ€”NR10R11, or &boxH;Nâ€”Oâ€”R11, wherein R10 is hydrogen, straight or branched lower (C1-C6) alkyl or alkyl carbonyl or alkyl carbonyloxy group or â€”SO3H, and R11 is hydrogen, straight or branched lower (C1-C6) alkyl or alkyl carbonyl group, or â€”SO3H; R4 and R5 may also be: â€ƒwherein Y1 is O, S, NH or Nâ€”R10 and Y2 is â€”OH, â€”SH, â€”NH2 or â€”NHR10 G1, G2: jointly or separately have the meaning: â€”C(R13, R14)â€”, wherein R13, R14 can be hydrogen, OH, a straight or branched lower alkyl, aryl, alkoxy or aryloxy group or jointly as an alkyl spiro system (C3 to C7 spiro ring) G1 and G2 may jointly represent â€ƒwith m=1 to 7 G3: represents CH2 or &boxH;CO R6 represents a group â€”(G4)pâ€”(G5)qâ€”G6 with p, q=0-1, in which G4 satisfies the following definition â€”(CH2)râ€”, â€”C(R15R16)â€”(CR2)râ€”, with r=1 to 6 and R15, R16=hydrogen, or straight or branched lower alkyl, cycloalkyl, or aryl groups â€”Oâ€” or â€”NR15â€ƒwherein s=1-4, and t=0-4â€ƒwherein G7&boxH;NR15, O or S, G5 can be identical with or different from G4 and, in the event that p=1, additionally represents â€”Sâ€”, G6 fulfills the following definition: â€ƒwherein R17, R18, R19 and R20 individually or jointly are the same or different, and are hydrogen, straight or branched lower alkyl, cycloalkyl or aryl groups, where R17 and R18 and R19 and R20 can jointly form a cycloalkyl group (with a ring size of 3-8) G8&boxH;O, S, NH, NR21â€”(CH2)nâ€”, R21&boxH;CHO, COOR17 or a heteroaryl group selected from the group consisting of 2-pyridyl, 4-pyridyl, and 2-pyrimidinyl, which is unsubstituted or substituted identically or differently by one or several F, Cl, Br, I, NO2, OH, alkyl, alkyloxy, CN, NC or CF3, CHO, COOH, COO alkyl, SO3H, SH or S-alkyl groups, or a methyl group, which is substituted by 1-3 phenyl groups, which are unsubstituted or substituted identically or differently by one or more F, Cl, Br, I, NO2 alkyl, alkyloxy, CN, NC or CF3 groups, wherein G8 can also be: â€ƒâ€”CHO, COOR17, â€”CONR17 a straight or branched lower arylalkyl, arylalkenyl, arylalkinyl, cycloalkyl or aryl groups, â€”Oâ€”R17, â€”NR17R18, phthalamid o, â€”CN or â€”NC; R7 is identical with R6 or represents â€”Oâ€”(âˆ’) (N-oxide) or a free electron pair (e-pair), wherein R6 and R7 can also form a common ring, 3 to 8 carbon atoms in size and X exists only if, and represents an ion of a pharmacologically unstable inorganic or organic acid, where R6 and R7 are present and the nitrogen atom thus carries a positive charge; and Z&boxH;N or N+ in the event that R6 and R7 are present jointly and R7 is not Oâˆ’.