Patent ID: 9745302
Date: 2017-08-29
CPC Classifications: A01N,A61K,A61L,A61P,A61Q,C07D,C11D

Claim:
1. A compound having the formula (1): where I) only 1 R1, R2, R3, or R4 radical is an organic radical having: a) at least two uncharged, protonatable nitrogen atoms not bonded directly to the isoalloxazine ring, or b) at least two positively charged nitrogen atoms not bonded directly to the isoalloxazine ring, and where each of the R1, R2, R3 and R4 radicals which is not an organic radical having a) at least two uncharged, protonatable nitrogen atoms not bonded directly to the isoalloxazine ring, or b) at least two positively charged nitrogen atoms not bonded directly to the isoalloxazine ring, is the same or different and is independently hydrogen, halogen, hydroxyl, thiol, nitro, carboxylate, aldehyde having 1 to 20 carbon atoms, ketone having 2 to 20 carbon atoms, O-alkyl having 1 to 20 carbon atoms, S-alkyl having 1 to 20 carbon atoms, O-alkenyl having 2 to 20 carbon atoms, S-alkenyl having 2 to 20 carbon atoms, O-aryl having 5 to 20 carbon atoms, S-aryl having 5 to 20 carbon atoms, carboxylic ester having 1 to 20 carbon atoms, carboxamide having 1 to 20 carbon atoms, thioester having 1 to 20 carbon atoms, alkyl having 1 to 20 carbon atoms, alkenyl having 2 to 20 carbon atoms, cycloalkyl having 3 to 20 carbon atoms, cycloalkenyl having 3 to 20 carbon atoms, aryl having 5 to 20 carbon atoms or heteroaryl having 4 to 20 carbon atoms, which does not contain any nitrogen atoms, and where each of the R5 and R6 radicals is the same or different and is independently hydrogen, alkyl having 1 to 20 carbon atoms, alkenyl having 2 to 20 carbon atoms, cycloalkyl having 3 to 20 carbon atoms, cycloalkenyl having 3 to 20 carbon atoms, aryl having 5 to 20 carbon atoms or heteroaryl having 4 to 20 carbon atoms, which does not contain any nitrogen atoms, or wherein R5 can be acyclic polyol radical selected from the group consisting of arabityl, ribityl, xylityl, erythrityl, threityl, lactityl, mannityl and sorbityl, or an ether, ester or acetal thereof with the proviso that the R3 radical is not an aminomethyl radical, where the nitrogen atom may be unsubstituted or substituted, and excluding compounds in which the R1, R4 and R6 radicals are hydrogen, the R2 radical is hydrogen, alkyl having 1 to 8 carbon atoms or cycloalkyl having 3 to 7 carbon atoms, the R3 radical is hydrogen, halogen, alkyl having 1 to 8 carbon atoms, O-alkyl having 1 to 8 carbon atoms or a heterocyclic radical having 4 to 7 carbon atoms, and the R5 radical is an alkyl radical which has 1 to 8 carbon atoms and is substituted by at least by a radical of the formula —N(R additionally excluding compounds in which the R1 and R4 radicals are hydrogen, the R6 radical is hydrogen or a radical having the general formula —C excluding 10-butyl-7,8-dimethyl-3-[2-oxo-2-(1,4,7,10-tetrazacyclododec-1-yl)ethyl]benzo[g]pteridine-2,4-dione and 10-[2-(2-methoxyethoxy)ethyl]-7,8-dimethyl-3-[2-oxo-2-(1,4,7,10-tetrazacyclododec-1-yl)ethyl]benzo[g]pteridine-2,4-dione, or where II) only 1 R1, R2, R3, or R4 radical is an organic radical having: a) at least one uncharged, protonatable nitrogen atom not bonded directly to the isoalloxazine ring, and b) at least one positively charged nitrogen atom not bonded directly to the isoalloxazine ring, wherein the organic radical having a) at least one uncharged protonatable nitrogen atom not bound directly to the isoalloxazine ring, and b) at least one positively charged nitrogen atom not bonded directly to the isoalloxazine ring, is a radical of the formula (2), (3) or (4): where h is an integer from 1 to 20 and k and 1 are each independently an integer from 0 to 6, and where D and E are each independently hydrogen, halogen, hydroxyl, O—R where the radical having the formula (4) is a heteroaromatic system which is bonded to the isoalloxazine ring via a carbon atom of the heteroaromatic system and which contains at least one selected from the group consisting of a) at least one uncharged, protonatable nitrogen atom and b) at least one positively charged nitrogen atom and where each of the R1, R2, R3 and R4 radicals which is not an organic radical having a) at least one uncharged, protonatable nitrogen atom not bonded directly to the isoalloxazine ring, or b) at least one positively charged nitrogen atom not bonded directly to the isoalloxazine ring, is the same or different and is independently hydrogen, halogen, hydroxyl, thiol, nitro, carboxylate, aldehyde having 1 to 20 carbon atoms, ketone having 2 to 20 carbon atoms, O-alkyl having 1 to 20 carbon atoms, S-alkyl having 1 to 20 carbon atoms, O-alkenyl having 2 to 20 carbon atoms, S-alkenyl having 2 to 20 carbon atoms, O-aryl having 5 to 20 carbon atoms, S-aryl having 5 to 20 carbon atoms, carboxylic ester having 1 to 20 carbon atoms, carboxamide having 1 to 20 carbon atoms, thioester having 1 to 20 carbon atoms, alkyl having 1 to 20 carbon atoms, alkenyl having 2 to 20 carbon atoms, cycloalkyl having 3 to 20 carbon atoms, cycloalkenyl having 3 to 20 carbon atoms, aryl having 5 to 20 carbon atoms or heteroaryl having 4 to 20 carbon atoms, which does not contain any nitrogen atoms, or where each of the R5 and R6 radicals is the same or different and is independently hydrogen, alkyl having 1 to 20 carbon atoms, alkenyl having 2 to 20 carbon atoms, cycloalkyl having 3 to 20 carbon atoms, cycloalkenyl having 3 to 20 carbon atoms, aryl having 5 to 20 carbon atoms or heteroaryl having 4 to 20 carbon atoms, which does not contain any nitrogen atoms, or wherein R5 can be acyclic polyol radical selected from the group consisting of arabityl, ribityl, xylityl, erythrityl, threityl, lactityl, mannityl and sorbityl, or an ether, ester or acetal thereof or where III) at least 2 R1, R2, R3, or R4 radicals are an organic radical having at least one selected from the group consisting of: a) at least one uncharged, protonatable nitrogen atom not bonded directly to the isoalloxazine ring, and b) at least one positively charged, preferably quaternary, nitrogen atom not bonded directly to the isoalloxazine ring, and where each of the R1, R2, R3 and R4 radicals which is not an organic radical having a) at least one uncharged, protonatable nitrogen atom not bonded directly to the isoalloxazine ring, or b) at least one positively charged nitrogen atom not bonded directly to the isoalloxazine ring, is the same or different and is independently hydrogen, halogen, hydroxyl, thiol, nitro, carboxylate, aldehyde having 1 to 20 carbon atoms, ketone having 2 to 20 carbon atoms, O-alkyl having 1 to 20 carbon atoms, S-alkyl having 1 to 20 carbon atoms, O-alkenyl having 2 to 20 carbon atoms, S-alkenyl having 2 to 20 carbon atoms, O-aryl having 5 to 20 carbon atoms, S-aryl having 5 to 20 carbon atoms, carboxylic ester having 1 to 20 carbon atoms, carboxamide having 1 to 20 carbon atoms, thioester having 1 to 20 carbon atoms, alkyl having 1 to 20 carbon atoms, alkenyl having 2 to 20 carbon atoms, cycloalkyl having 3 to 20 carbon atoms, cycloalkenyl having 3 to 20 carbon atoms, aryl having 5 to 20 carbon atoms or heteroaryl having 4 to 20 carbon atoms, which does not contain any nitrogen atoms, and where each of the R5 and R6 radicals is the same or different and is independently hydrogen, alkyl having 1 to 20 carbon atoms, alkenyl having 2 to 20 carbon atoms, cycloalkyl having 3 to 20 carbon atoms, cycloalkenyl having 3 to 20 carbon atoms, aryl having 5 to 20 carbon atoms or heteroaryl having 4 to 20 carbon atoms, which does not contain any nitrogen atoms, or wherein R5 can be acyclic polyol radical selected from the group consisting of arabityl, ribityl, xylityl, erythrityl, threityl, lactityl, mannityl and sorbityl, or an ether, ester or acetal thereof and excluding the compound having the formula (20): and wherein in variants I), II) and III) of the compound of formula (1), the alkyl radicals and alkenyl radicals may be straight-chain or branched and be either unsubstituted or substituted by at least one radical selected from the group consisting of hydroxyl, sulfanyl, alkyloxy, alkylsulfanyl, alkanoyloxy, amino, alkylamino having 1 to 4 carbon atoms, dialkylamino having 2 to 8 carbon atoms, trialkylammonio having 3 to 12 carbon atoms, and guanidine.