Pharmaceutically active imidazole derivatives
AssigneeBurroughs Wellcome Co.
InventorPeter B. Thorogood
Life of this patent
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Abstract
The invention relates to a class of imidazoles substituted by cycloalkyl or cycloalkenyl which have pharmacological properties making them useful in medicine, in particular in the prophylaxis and treatment of thrombo-embolic disorders.
Claims76
A method for the treatment or prophylaxis of a thrombo-embolic disorder of a mammal or a mammalian tissue comprising the administration to the mammal or mammalian tissue of a non-toxic, anti-thrombo-embolic amount of an imidazole of the formula ##STR8## in which A is a straight or branched, saturated or unsaturated acyclic hydrocarbon radical of from 1 to 3 carbon atoms, n is 0 or 1, and R is a cycloalkyl or cycloalkenyl radical of from 4 to 9 carbon atoms and optionally substituted by one two, three or more alkyl radicals each containing from 1 to 4 carbon atoms, or, when n is 1, A and R together form an alkyl radical of from 4 to 7 carbon atoms or an alkenyl or alkynyl radical of from 4 to 9 carbon atoms, the imidazole being the free base or a pharmaceutically acceptable salt thereof.
A method for the treatment or prophylaxis of a thrombo-embolic disorder of a mammal including man comprising the administration to the mammal of a non-toxic, anti-thrombo-embolic amount of 1-cyclooctylmethylimidazole or a pharmaceutically acceptable acid addition salt thereof.
A pharmaceutical formulation, for the treatment or prophylaxis of a thrombo-embolic disorder in a mammal comprising a non-toxic, anti-thrombo-embolic amount of an imidazole of the formula ##STR9## in which A is a straight or branched, saturated or unsaturated acyclic hydrocarbon radical of from 1 to 3 carbon atoms, n is 0 or 1, and R is a cycloalkyl or cycloalkenyl radical of from 4 to 9 carbon atoms and optionally substituted by one, two, three or more alkyl radicals and containing from 1 to 4 carbon atoms, or, when n is 1, A and R together form n alkyl radical of from 4 to 7 carbon atoms or an alkenyl or alkynyl radical from 4 to 9 carbon atoms, the imidazole being the free base or a pharmaceutically acceptable salt thereof, together with a pharmaceutically acceptable carrier therefor.
A pharmaceutical formulation for the treatment or prophylaxis of a thrombo-embolic disorder in a mammal comprising a non-toxic, anti-thrombo-embolic amount of 1-cyclooctylmethylimidazole or a pharmaceutically acceptable acid addition salt thereof, in association with a pharmaceutically acceptable carrier therefor.
A tablet for the treatment or prophylaxis of a thrombo-embolic disorder in a mammal having a non-toxic, anti-thrombo-embolic amount of 1-cyclooctylmethylimidazole or a pharmaceutically acceptable salt thereof.
A pharmaceutical formulation for the treatment or prophylaxis of a thromo-embolic disorder in a mammal comprising a non-toxic, anti-thrombo-embolic amount 1-Cyclooctylvinylimidazole or a pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier therefor.
A pharmaceutical formulation for the treatment or prophylaxis of a thromo-embolic disorder in a mammal comprising a non-toxic, anti-thromo-embolic amount 1-Cyclooctylethyl) or a pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier therefor.
A pharmaceutical formulation for the treatment or prophylaxis of a thromo-embolic disorder in a mammal comprising a non-toxic, anti-thromo-embolic amount 1-(2-Cycoolctylethyl) imidazole or a pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier therefor.
A pharmaceutical formulation for the treatment or prophylaxis of a thromo-embolic disorder in a mammal comprising a non-toxic, anti-thromo-embolic amount 1-(3-Cyclooctylpropyl) imidazole or a pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier therefor.
A pharmaceutical formulation for the treatment or prophylaxis of a thromo-embolic disorder in a mammal comprising a non-toxic, anti-thromo-embolic amount 1-Cyclononylmethylimidazole or a pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier therefor.
A pharmaceutical formulation for the treatment or prophylaxis of a thromo-embolic disorder in a mammal comprising a non-toxic, anti-thromo-embolic amount 1-(Cyclobutylmethyl) imidazole or a pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier therefor.
A pharmaceutical preparation in dosage unit form adapted for administration to obtain an anti-thrombo-embolic effect, comprising, per dosage unit, an anti-thrombo-embolic-effective non-toxic amount of a compound selected from the group consisting of
- 1-Cyclooctylmethylimidazole
- 1-Cyclohex-3-enylmethylimidazole
- 1-Cyclohexylethylimidazole
- 1-Cyclopentylmethylimidazole
- 1-Cyclooctylvinylimidazole
- 1-(1-Cyclooctylethyl)imidazole
- 1-(2-Cyclooctylethyl)imidazole
- 1-(3-Cyclooctylpropyl)imidazole
- 1-(Cycloheptylmethyl)imidazole
- 1(Cyclohept-2-enylmethyl)imidazole
- 1-Cyclonoylmethylimidazole
- 1-(4-Methylcyclohexylmethyl)imidazole
- 1-(Cyclobutylmethyl)Imidazole
- 1-Cycloheptylimidazole
- 1-Cyclopentylimidazole
- 1-Cyclohexylmethylimidazole
- 1-n-Butylimidazole
- 1-n-Pentylimidazole
- 1-n-Hexylimidazole
- 1-Pent-2-enylimidazole
- 1-Pent-4-enylimidazole
- 1-(3-Methylbutyl)imiazole
- and pharmaceutically acceptable salts thereof and a pharmaceutically acceptable carrier.
A pharmaceutical preparation in dosage unit form adapted for administration to obtain an anti-thrombo-embolic effec, comprising, per dosage unit, an anti-thrombo-embolic-effective non-toxic amount of an compound selected from the group consisting of an imidazole of the formula ##STR10## in which A is a straight or branched, saturated or unsaturated acyclic hydrocarbon radical of form 1 to 3 carbon atoms, n is 0 or 1, and R is a cycloalkyl or cycloalkenyl radical of from 4 to 9 carbon atoms and optionally substituted by one, two, three or more alkyl radicals each containing from 1 to 4 carbon atoms, or, when n is 1, A and R together form an alkyl radical of from 4 to 7 carbon atoms or an alkenyl or alkynyl radical of from 4 to 9 carbon atoms, the imidazole being the free base and pharmaceutically acceptable salts thereof and a pharmaceutically acceptable carrier.
A pharmaceutical formulation for the treatment or prophylaxis of a thromo-embolic disorder in a mammal comprising a non-toxic, anti thromo embolic amount 1-Cyclohex-e-enylmethylimidazole or a pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier therefor.
A pharmaceutical formulation for the treatment or prophylaxis of a thromo-embolic disorder in a mammal comprising a non-toxic, anti-thromo-embolic amount 1-(Cyclohept-2-enylmethyl) imidazole or a pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier therefor.
A pharmaceutical formulation for the treatment or prophylaxis of a thromo-embolic disorder in a mammal comprising a non-toxic, anti-thromo-embolic amount 1-cyclopentylimidazole or a pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier therefor.
A pharmaceutical formulation for the treatment or prophylaxis of a thromo-embolic disorder in a mammal comprising a non-toxic, anti-thromo-embolic amount 1-cycloheptylimidazole or a pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier therefor.
Dependencies are inferred from the claim text.