Benzimidazole derivatives, a process for their manufacture and use as a medicine

A compound of the formula (I):

• wherein:
• R1 represents C1-C10-alkyl or C3-C6-cycloalkyl, each optionally substituted once, twice or three times by any one or more of the following groups:
• C1-C4-alkoxy, phenoxy, hydroxyphenoxy, C1-C4-alkoxy-phenoxy, C3-C6-cycloalkyl, —NH2, —NH(C1-C4-alkyl), —N(C1-C4-alkyl)2, —NH—CO—(C1-C4-alkyl), —CO—NH2, —CO—NH—(C1-C4-alkyl) or —NH—CO-benzyl, or
• represents phenyl-C1-C4-alkyl, in which the phenyl ring may be optionally substituted once, twice or three times by any one or more of the following radicals:
• C1-C4-alkyl, CF3, fluorine, chlorine, bromine, COOH or COO—C1-C4-alkyl,
• R2 is —C(═NH)NH2 or —CH2-NH2;
• X1 is —CO—;
• A together with the adjacent nitrogen forms a piperidine or piperazine ring;
• R3 represents a radical selected from the groups (a), (b) and (c):
• (a) is —NR4R5;
• ·in which
• R4 is hydrogen or a radical of the formula:
• B-(CH2)r—X2—
• wherein:
• B represents a C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkinyl, C1-C6-alkoxy-C1-C6-alkyl, C3-C8-cycloalkyl, phenyl, naphthyl, in which the phenyl, naphthyl group can be substituted by any one or more groups selected from halogen, nitro, cyano, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-alkyl-SO2—, C1-C4-alkyl-PO2—O—, C1-C5-alkanoyl, C1-C4-alkoxycarbonyl, C1-C4-haloalkyl, C1-C4-haloalkoxy, C1-C4-haloalkylthio, C1-C4-cyanoalkyl, C1-C4-hydroxyalkyl, C1-C4-alkoxy-C1-C4-alkyl, carboxy, amino, C1-C4-alkylamino, di-(C1-C4-alkyl)-amino, aminosulfonyl, phenyl and hydroxy, or
• B represents a phenyl group in which two adjacent carbon atoms are jointly substituted by a C1-C4-alkylenedioxy;
• X2 represents CO, NH—CO, SO2, NH—SO2, or a single bond, and
• r is 0 or a whole number from 1 to 4,
• R5 represents hydrogen or a radical of the formula
• D—(CH2)t—,
• in which
• D represents C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C6-alkyl, C3-C8-cycloalkyl, phenyl, naphthyl, in which each phenyl, naphthyl group can be substituted by any one or more of the groups selected from:
• halogen, nitro, cyano, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-alkyl-SO2—, C1-C4-alkyl-PO2—O—, C1-C5-alkanoyl, C1-C4-alkoxycarbonyl, C1-C4-haloalkyl, C1-C4-haloalkoxy, C1-C4-haloalkylthio, C1-C4-cyanoalkyl, C1-C4-hydroxyalkyl, C1-C4-alkoxy-C1-C4-alkyl, carboxy, amino, C1-C4-alkylamino, di-(C1-C4-alkyl)-amino, aminosulphonyl, phenyl and hydroxy, or
• D represents a phenyl group, in which two adjacent carbon atoms are jointly substituted by C1-C4-alkylenedioxy;
• and
• t is 0 or a whole number from 1 to 4;
• (b) is —E-phenyl,
• in which
• E stands for —CH2CH2— or —CH═CH—;
• (c) is phenyl, which is substituted by any one or more substituents selected from halogen, trifluoromethyl and nitro;
• or a tautomer, racemate, enantiomer, diastereoisomer or mixture thereof,
• or a pharmacologically unobjectionable acid-addition salt thereof.