Claims
- 1. A compound of the formula ##STR8## in which one of the radicals R.sub.1 and R.sub.2 is pyridyl which is unsubstituted of C-substituted by lower alkyl having 1 to 4 C atoms, lower alkoxy having 1 to 4 C atoms, halogen having an atomic number of not more than 35, nitro, amino or N,N-di-lower alkylamino having 1 to 4 C atoms in each alkyl moiety and the other is phenyl which is unsubstituted or substituted by lower alkyl having 1 to 4 C atoms, lower alkoxy having 1 to 4 C atoms, halogen having an atomic number of not more than 35, nitro, amino or N,N-di-lower alkylamino having 1 to 4 C atoms in each alkyl moiety, R.sub.3 is hydrogen or lower alkyl having 1 to 4 C atoms, and R.sub.4 is lower alkyl having 1 to 7 C atoms which is unsubstituted or substituted by phenyl which is unsubstituted or substituted by lower alkyl having 1 to 4 C atoms, lower alkoxy having 1 to 4 C atoms, halogen having an atomic number of not more than 35, nitro, amino or N,N-di-lower alkylamino having 1 to 4 C atoms in each alkyl moiety or, in a position higher than the a-position, by lower alkoxy or lower alkylthio having 1 to 4 C atoms, or by a phenoxy or phenylthio radical which is unsubstituted or substituted by lower alkyl having 1 to 4 C atoms, lower alkoxy having 1 to 4 C atoms, halogen having an atomic number of not more than 35, nitro, amino or N,N-di-lower alklyamino having 1 to 4 C atoms in each alkyl moiety, or is a lower alkenyl or lower alkynyl radical having 2 to 4 C atoms which is unsubstituted or substituted by phenyl which is unsubstituted or substituted by lower alkyl having 1 to 4 C atoms, lower alkoxy having 1 to 4 C atoms, halogen having an atomic number of not more than 35, nitro, amino or N,N-di-lower alkylamino having 1 to 4 C atoms in each alkyl moiety, or a pharmaceutically acceptable acid addition salt thereof.
- 2. A compound according to claim 1, in which one of the radicals R.sub.1 and R.sub.2 is pyridyl and the other is phenyl, and these radicals independently or one another can be C-substituted by lower alkyl having 1 to 4 C atoms, lower alkoxy having 1 to 4 C atoms, halogen having an atomic number of not more than 35 and/or N,N-di-lower alkylamino having 1 to 4 C atoms in each alkyl moiety, R.sub.3 is hydrogen or lower alkyl having 1 to 4 C atoms, and R.sub.4 is lower alkyl having 1 to 4 C atoms, lower alkenyl having 2 to 4 C atoms, phenyl-lower alkyl which has 1 to 4 C atoms in the alkyl moiety and is unsubstituted or substituted by lower alkyl having 1 to 4 C atoms, lower alkoxy having 1 to 4 C atoms and/or halogen having an atomic number of not more than 35, lower alkoxy- or lower alkylthio-lower alkyl, which has 1 to 4 C atoms in each alkyl moiety and carries the alkoxy or alkylthio group in a position higher than the .alpha.-position, or a pharmaceutically acceptable acid addition salt thereof.
- 3. A compound according to claim 1, in which one of the radicals R.sub.1 and R.sub.2 is unsubstituted pyridyl and the other is unsubstituted phenyl or phenyl substituted by lower alkyl having 1 to 4 C atoms, lower alkoxy having 1 to 4 atoms and/or halogen having an atomic number of not more than 35, R.sub.3 is hydrogen or lower alkyl having 1 to 4 C atoms, and R.sub.4 is lower alkyl having 1 to 4 C atoms, or a pharmaceutically acceptable acid addition salt thereof.
- 4. A compound according to claim 1, in which one of the radicals R.sub.1 and R.sub.2 is pyridyl and the other is phenyl, R.sub.3 is hydrogen, and R.sub.4 is lower alkyl having 1 to 4 C atoms, or pharmaceutically acceptable acid addition salt thereof.
- 5. A compound as claimed in claim 1 being 2-methylthio-4(5)-phenyl-5(4)-(3-pyridyl)-imidazole or a pharmaceutically acceptable acid addition salt thereof.
- 6. A compound as claimed in claim 1 being 2-ethylthio-4(5)-phenyl-5(4)-(3-pyridyl)-imidazole or a pharmaceutically acceptable acid addition salt thereof.
- 7. A compound as claimed in claim 1 being 2-ethylthio-4(5)-phenyl-5(4)-(3-pyridyl)-imidazole-bis-methanesulfonate.
- 8. A compound as claimed in claim 1 being 2-ethylthio-4(5)-phenyl-5(4)-(3-pyridyl)-imidazole-bis-hydrochloride.
- 9. A compound as claimed in claim 1 being 2-propylthio-4(5)-phenyl-5(4)-(3-pyridyl)-imidazole or a pharmaceutically acceptable acid addition salt thereof.
- 10. A compound as claimed in claim 1 being 2-isopropylthio-4(5)-phenyl-5(4)-(3-pyridyl)-imidazole or a pharmaceutically acceptable acid addition salt thereof.
- 11. A compound as claimed in claim 1 being 2-(2-methoxyethylthio)-4(5)-5(4)-(3-pyridyl)-imidazole or a pharmaceutically acceptable acid addition salt thereof.
- 12. A compound as claimed in claim 1 being 2-(2-methylthioethylthio)-4(5)-phenyl-5(4)-(3-pyridyl)-imidazole or a pharmaceutically acceptable acid addition salt thereof.
- 13. An analgesic, antiinflammatory and/or antithrombotic pharmaceutical preparation containing a therapeutically effective amount of a compound of the formula ##STR9## in which one of the radicals R.sub.1 and R.sub.2 is a pyridyl radical which is unsubstituted, C-substituted by lower alkyl having 1 to 4 C atoms, lower alkyl having 1 to 4 C atoms, halogen with an atomic number of not more than 35, nitro or N,N-di-lower alkylamino having 1 to 4 C atoms in each alkyl moiety and/or is N-substituted by oxy, and the other one denotes phenyl which is unsubstituted or substituted by lower alkyl having 1 to 4 C atoms, lower alkoxy having 1 to 4 C atoms, halogen with an atomic number of not more than 35, nitro or N,N-di-lower alklyamino having 1 to 4 C-atoms in each alkyl moiety, or, R.sub.3 is hydrogen or lower alkyl having 1 to 4 C atoms, and wherein either and R.sub.4 is an aliphatic hydrocarbon radical which has not more than 7 C atoms and is unsubstituted or substituted by phenyl, phenyl substituted by lower alkyl having 1 to 4 C atoms, lower alkoxy having 1 to 4 C atoms, halogen with an atomic number of not more than 35, nitro, amino or N,N-di-lower alkylamino having 1 to 4 C atoms in each alkyl moiety or, in a position higher than the alpha-position, by hydroxyl, lower alkoxy having 1 to 4 C atoms, lower alkylthio having 1 to 4 C atoms or a phenoxy or phenylthio group which is unsubstituted or substituted by lower alkyl having 1 to 4 C atoms, lower alkoxy having 1 to 4 C atoms, halogen with an atomic number of not more than 35, nitro, amino or N,N-di-lower alkylamino having 1 to 4 C atoms in each alkyl moiety, together with customary pharmaceutical adjuncts.
- 14. An analgesic, antiinflammatory and/or antithrombotic pharmaceutical preparation as claimed in claim 13, containing a therapeutically effective amount of 2-(2-hydroxyethylthio)-4(5)-phenyl-5(4)-(3-pyridyl)-imidazole or of a pharmaceutically acceptable acid addition salt thereof.
- 15. An analgesic, antiinflammatory and/or antithrombotic pharmaceutical preparation as claimed in claim 13 containing a therapeutically effective amount of 2-ethylthio-4(5)-phenyl-5(4)-(3-pyridyl)-imidazole or of a pharmaceutically acceptable acid addition salt thereof together with customary pharmaceutical adjuncts.
- 16. A method of treating pain or inflammation in a warm-blooded animal comprising administering to a warm-blooded animal in need of such administration an effective amount of a pharmaceutical preparation according to claim 13.
Priority Claims (1)
Number |
Date |
Country |
Kind |
79412 |
Apr 1978 |
LUX |
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Parent Case Info
This is a continuation of application Ser. No. 200,880 filed on Oct. 27, 1980 now abandoned, which is a continuation-in-part of application Ser. No. 134,802, filed Mar. 28, 1980, now abandoned, which in turn is a continuation-in-part of application Ser. No. 025,310, filed Mar. 30, 1979, now abandoned and is also a continuation-in-part of application Ser. No. 186,038 filed Sept. 11, 1980 now abandoned.
US Referenced Citations (5)
Number |
Name |
Date |
Kind |
4159338 |
Cherkofsky et al. |
Jun 1979 |
|
4175127 |
Bender et al. |
Nov 1979 |
|
4269847 |
Niedballa et al. |
May 1981 |
|
4308277 |
Ferrini et al. |
Dec 1981 |
|
4355039 |
Niedballa et al. |
Oct 1982 |
|
Foreign Referenced Citations (1)
Number |
Date |
Country |
2043631 |
Oct 1980 |
GBX |
Continuations (1)
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Number |
Date |
Country |
Parent |
200880 |
Oct 1980 |
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Continuation in Parts (2)
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Number |
Date |
Country |
Parent |
134802 |
Mar 1980 |
|
Parent |
025310 |
Mar 1979 |
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