Derivatives of imidazole, their preparation process, the new int

Details Derivatives of imidazole, their preparation process, the new int Derivatives of imidazole, their preparation process, the new int

1997-01-31

1999-01-05

Higel, Floyd D.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

514387, C07D23354, C07D40314, C07D 31415, A01K 0000

Patent

active

058565094

DESCRIPTION:

BRIEF SUMMARY
This application is a 371 of PCT/FR95/01033 filed Aug. 1, 1995.
The present invention relates to new derivatives of imidazole, their preparation process, the new intermediaries obtained, their use as medicaments and the pharmaceutical compositions containing them.
A subject of the invention is the products of formula (I): ##STR2## in which: R.sub.1 represents a hydrogen atom, a hydroxyl, alkoxyl, formyl, dioxol, an aryl, arylcarbonyl, arylthio, alkylcarbonyl radical in which the alkyl radical is linear or branched, containing at most 6 carbon atoms, the aryl and alkyl radicals in all the radicals which can be represented by R.sub.1 being optionally substituted by one or more identical or different radicals chosen from halogen atoms, the following radicals: hydroxyl, free, salified, esterified or amidified 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, alkyl, alkenyl and alkoxy containing at most 6 carbon atoms, haloalkyl, alkylthio, haloalkylthio, haloalkoxy, phenoxy, phenylalkoxy, optionally substituted carbamoyl, acyl, acyloxy, optionally salified tetrazolyl and phenyl optionally substituted by one or more radicals chosen from halogen atoms, hydroxyl radicals, alkyl and alkoxy radicals containing at most 4 carbon atoms, trifluoromethyl, cyano, free, salified or esterified carboxy and tetrazolyl radicals, R.sub.2 and R.sub.3, identical or different, are chosen from: carboxy, nitro, cyano radicals, and the --P(O)(OR).sub.2 radical in which R represents a hydrogen atom, an alkyl or phenyl radical, --X--R.sub.10 radical in which m1 represents an integer from 0 to 4, m2 represents an integer from 0 to 2 and --NR.sub.11 --CO--O--, --NR.sub.11 --CO--NR.sub.12 -- and --N.dbd.CR.sub.11 --NR.sub.12 -- radicals and R.sub.10 represents an alkyl, alkenyl or aryl radical these radicals being optionally substituted by one or more identical or different radicals chosen from halogen atoms, hydroxyl radicals, cycloalkyl radicals containing 3 to 7 carbon atoms, alkyl, alkoxy, haloalkyl, alkylthio, haloalkylthio and haloalkoxy radicals, linear or branched, containing at most 6 carbon atoms, phenoxy, phenylalkoxy, optionally substituted carbamoyl, acyl, acyloxy, free, salified or esterified carboxy, tetrazolyl, cyano, nitro radicals, amino radicals optionally substituted by one or two identical or different alkyl radicals containing at most 6 carbon atoms and aryl radicals optionally substituted by one or more radicals chosen from halogen atoms, hydroxyl radicals, alkyl and alkoxy radicals containing at most 4 carbon atoms, trifluoromethyl, free, salified or esterified carboxy and tetrazolyl radicals, and R.sub.11 and R.sub.12, identical or different, are chosen from the hydrogen atom and the values defined for R.sub.10, acyl radical, these radicals being linear or branched, containing at most 6 carbon atoms, and being optionally interrupted by one or more heteroatoms chosen from sulphur, oxygen or nitrogen atoms; an amino or carbamoyl radical optionally substituted by one or two identical or different alkyl or alkenyl radicals containing at most 6 carbon atoms or the (CH.sub.2).sub.m1 --S(O).sub.m2 --XR.sub.10 radical as defined above; a cycloalkyl radical containing 3 to 6 carbon atoms or an aryl radical, the alkyl, alkenyl and aryl radicals of all the radicals which are represented by R.sub.4 being optionally substituted by one or more identical or different radicals chosen from: acyl, acyloxy, acylthio, haloalkylthio, haloalkoxy radicals, these radicals containing at most 6 carbon atoms, aryl, arylalkyl, arylalkenyl, arylthio, aryloxy and arylalkoxy radicals in which the aryl radical is optionally substituted by one or more identical or different radicals chosen from halogen atoms, hydroxyl radicals, alkyl and alkoxy radicals containing at most 6 carbon atoms, haloalkyl, alkylthio, haloalkylthio, haloalkoxy radicals, optionally substituted carbamoyl, acyl, acyloxy, free, salified or ester

REFERENCES:
Chem Abstracts. Oct. 14, 1995, vol. 103, No. 15,C. Paul Bianchi #115 118v. Journal of Med. Chemistry, 1975, vol. 18, No. 8, 4 pgs. 833-836, Baggalby et al.
S. Farmaco, Edizione Scientifica, vol. 40, pp. 429-441 (1985) Stefancich et al.

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