Claims
- 1. A compound of the formula
- 2. A compound of the formula I according to claim 1, wherein
Ra denotes an ethyl group which is substituted in the I position
by a 2,5-dihydropyrrolocarbonyl group optionally substituted by a methyl group and by an amino group which is substituted by a C1-4-alkoxycarbonyl-C1-4-alkyl group, by a carboxy-C1-4alkyl, cyclohexyloxycarbonyl-C1-4-alkyl or tetrazolyl-C1-4-alkyl group, or by a C1-3-alkyl group which is terminally substituted by an N-(carboxy-C1-3alkylaminocarbonyl)-amino or N-(C1-3alkoxycarbonyl-C1-3-alkylaminocarbonyl)-amino group optionally substituted at one or both amino nitrogen atoms by a C1-3-alkyl group, by a carboxy-C1-3-alkoxy, C13-alkoxycarbonyl-C1-3alkoxy, N-(C1-3-alkyl)-N-(carboxy-C1-3-alkyl)-amino, N-(C1-3-alkyl)-N-(C1-3alkoxycarbonyl-C1-3alkyl)-amino, N-(C1-3alkyl)-N-(carboxy-C1-3alkylsulphonyl)-amino or N-(C1-3-alkyl)-N-(C1-3-alkoxycarbonyl-C1-3alkylsulphonyl)-amino or tetrazolyl-C1-3alkyl group, Rb denotes a methyl group and Rc denotes an amidino group optionally substituted by a benzoyl, methylbenzoyl or fluorobenzoyl group or Ra denotes an ethyl group which is substituted in the 1 position
by a pyrrolidinocarbonyl group and by an amino group, whilst the amino group is substituted by an ethoxycarbonylmethyl group, by a carboxymethyl, propyloxycarbonylmethyl, isopropyloxycarbonylmethyl, isobutyloxycarbonylmethyl, cyclohexyloxycarbonylmethyl, 3-(C2-3-alkoxycarbonyl)-propyl or tetrazolylmethyl group, Rb denotes a methyl group and Rc denotes an amidino group substituted by a benzoyl, methylbenzoylor fluorobenzoyl group or Ra denotes an ethyl group which is substituted in the 1 position
by a pyrrolidinocarbonyl group substituted in the 2 position by a methyl group and by an amino group, whilst the amino group is substituted by a carboxymethyl or ethoxycarbonylmethyl group, Rb denotes a methyl group and Rc denotes an amidino group or Ra denotes an ethyl group which is substituted in the 1 position
by a pyrrolidinocarbonyl group and by an amino group substituted by a carboxymethyl or C3-4-alkoxycarbonylmethyl group or by a methyl group, whilst the methyl group is substituted by a carboxymethoxy, ethoxycarbonylmethoxy, ethoxycarbonylmethylamino, N-(2-carboxyethyl)-N-methyl-amino, N-[2-(C1-3-alkoxycarbonyl)-ethyl]-N-methyl-amino, N-(carboxymethylaminocarbonyl)-N-methyl-amino, N-(C1-3-alkoxycarbonylmethylaminocarbonyl)-N-methyl-amino, N-(carboxymethylsulphonyl)-N-methyl-amino or N-(C1-3alkoxycarbonylmethylsulphonyl)-N-methyl-amino group, Rb denotes a methyl group and Rc denotes an amidino group, or a tautomer or salt thereof.
- 3. A compound selected from the group consisting of:
(a) (R)-2-[4-[N-(4-trifluoromethyl-phenylcarbonyl)amidino]-phenylaminomethyl]-1-methyl-5-[1-(ethoxycarbonylmethylamino)-1-(pyrrolidinocarbonyl)-ethyl]-benzimidazole, (b) (R)-2-[4-(N-n-hexyloxycarbonylamidino)-phenylaminomethyl]-1-methyl-5-[1-(n-propyloxycarbonylmethylamino)-1-(pyrrolidinocarbonyl)-ethyl]-benzimidazole, (c) (R)-2-[4-(N-phenylcarbonylamidino)-phenylaminomethyl]-1-methyl-5-[1-(2-methoxy-ethyloxycarbonylmethylamino)-1-(pyrrolidinocarbonyl)-ethyl]-benzimidazole, (d) (R)-2-[4-(N-phenylcarbonylamidino)-phenylaminomethyl]-1-methyl-5-[1-(2-dimethylamino-ethyloxycarbonylmethylamino)-1-(pyrrolidinocarbonyl)-ethyl]-benzimidazole, (e) (R)-2-[4-(N-phenylcarbonylamidino)-phenylaminomethyl]-1-methyl-5-[1-(2-(2-methylphenyl)-ethyloxycarbonylmethylamino)-1-(pyrrolidinocarbonyl)-ethyl]-benzimidazole and (f) 2-(4-amidinophenylaminomethyl)-1-methyl-5-[1-(1H-tetrazol-5-yl-methyl)-1-(pyrrolidinocarbonyl)-ethyl]-benzimidazole, or a tautomer or physiologically acceptable salt thereof.
- 4. A physiologically acceptable salt of a compound according to claim 1 or 2, wherein Rc denotes an amidino group.
- 5. A pharmaceutical composition containing a compound according to claim 1 or 2, wherein Rc denotes an amidino group, or a physiologically acceptable salt thereof, or a compound according to claim 3, and a pharmaceutically acceptable carrier.
- 6. A method for inhibiting the formation of thromboses or for treating thromboses which method comprises administering to a host in need of such treatment an antithrombotic amount of a compound according to claim 1 or 2, wherein Rc denotes an amidino group, or a physiologically acceptable salt thereof, or a compound according to claim 3.
Priority Claims (1)
Number |
Date |
Country |
Kind |
199 62 329 |
Dec 1999 |
DE |
|
RELATED APPLICATIONS
[0001] This is a continuation of Ser. No. 09/735,159, filed Dec. 12, 2000, now allowed.
Provisional Applications (1)
|
Number |
Date |
Country |
|
60175163 |
Jan 2000 |
US |
Continuations (1)
|
Number |
Date |
Country |
Parent |
09735159 |
Dec 2000 |
US |
Child |
10188952 |
Jul 2002 |
US |