Sulphorous derivatives of imidazole, and their use as medicament

Details Sulphorous derivatives of imidazole, and their use as medicament Sulphorous derivatives of imidazole, and their use as medicament

1992-07-24

1995-05-02

Springer, David B.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

5483251, C07D40310, C07D25704, A61K 31415, A61K 3141

Patent

active

054121019

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to new sulphurous derivatives of imidazole, their preparation process, the new intermediates obtained, their use as medicaments and the pharmaceutical compositions containing them.
A subject of the present invention is the products of formula (I.sub.B): ##STR2## in which:
R.sub.1 represents an alkyl, alkenyl, alkynyl, or alkylthio radical, each of these radicals being linear or branched and containing at most 10 carbon atoms, or a cycloalkyl radical containing 3 to 7 carbon atoms, all these radicals being optionally substituted by one or more identical or different radicals chosen from halogen atoms, and the following radicals, hydroxyl, alkoxy containing at most 6 carbon atoms, alkylthio, acyl, free, salified or esterified carboxy, cyano, nitro, amino optionally substituted by one or two identical or different alkyl radicals containing at most 6 carbon atoms, cycloalkyl containing 3 to 7 carbon atoms and aryl optionally substituted by one or more identical or different radicals chosen from halogen atoms, and the following radicals, hydroxyl, alkyl, alkenyl and alkoxy containing at most 6 carbon atoms, haloalkyl, alkylthio, haloalkylthio, haloalkoxy, aryloxy, arylalkoxy, carbamoyl, acyl, acyloxy, free, salified or esterified carboxy, tetrazolyl, cyano, nitro, amino optionally substituted by one or two identical or different alkyl radicals containing at most 6 carbon atoms and phenyl optionally substituted by one or more radicals chosen from halogen atoms, and the following radicals, hydroxyl, alkyl and alkoxy containing at most 4 carbon atoms, trifluoromethyl, free, salified or esterified carboxy and tetrazolyl,
R.sub.2B and R.sub.3B, identical or different, are chosen from: salified or esterified carboxy, nitro, cyano, --PO.sub.3 (R).sub.2 in which R represents a hydrogen atom, an alkyl or aryl radical, amino or carbamoyl radicals optionally substituted by one or two radicals chosen from the --(CH.sub.2).sub.m1 --S(O).sub.m2 --X--R.sub.10 group as defined below and alkyl and alkinyl radicals, having at most 4 carbon atoms, ##STR3## --OR.sub.4B in which:
n represents the values 0, I or 2,
X' represents an aryl radical optionally substituted by one or more identical or different radicals chosen from halogen atoms, the following radicals: hydroxyl, alkyl, alkenyl and alkoxy containing at most 6 carbon atoms, haloalkyl, alkylthio, haloalkylthio, haloalkoxy, aryloxy, arylalkoxy, carbamoyl, acyl, acyloxy, free, salified or esterified carboxy, tetrazolyl, cyano, nitro, amino optionally substituted by one or two identical or different alkyl radicals containing at most 6 carbon atoms and phenyl optionally substituted by one or more radicals chosen from halogen atoms, and the following radicals: hydroxyl, alkyl and alkoxy containing at most 4 carbon atoms, trifluoromethyl, free, salified or esterified carboxy and tetrazolyl, and either R.sub.4B represents a --(CH.sub.2).sub.m1 --S(O).sub.m2 --X--R.sub.10 radical in which m1 represents an integer from 0 to 4, m2 represents an integer from 0 to 2, preferably 2, and either when m1 is not 0,
X-R.sub.10 represents an amino radical optionally substituted by one or two alkyl radicals containing at most 6 carbon atoms,
X represents a single bond or the radicals --NH--, --NH--CO-- and --NH--CO--NH--, being optionally substituted by one or more different or identical radicals chosen from halogen atoms, and the following radicals: hydroxyl, alkoxy containing at most 6 carbon atoms, alkylthio, acyl, free, salified or esterified carboxy, cyano, nitro, amino optionally substituted by one or two identical or different alkyl radicals containing at most 6 carbon atoms, cycloalkyl containing 3 to 7 carbon atoms and aryl optionally substituted by one or more different or identical radicals chosen from halogen atoms, the radicals hydroxyl, alkyl, alkenyl and alkoxy containing at most 6 carbon atoms, haloalkyl, alkylthio, haloalkylthio, haloalkoxy, aryloxy, arylalkoxy, carbamoyl, acyl, acyloxy, free, salified or esterified carboxy, tetrazolyl, cyano, nitro

REFERENCES:
Oae, S. J. Org. Chem vol. 49 No. 12 (1984) pp. 2282-2284.

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