Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Ester doai
Patent
1989-03-14
1994-06-14
Waddell, Frederick E.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Ester doai
514517, 514825, 514826, A61K 31255
Patent
active
053210450
DESCRIPTION:
DESCRIPTION
DESCRIPTION
The invention concerns the use of thiosulphinic acid derivatives for the treatment of diseases in which inflammatory processes are involved in the widest sense. To these diseases belong in particular the diseases of the rheumatic type, allergic diseases, asthma, inflammations which do not belong to those above mentioned, as well as thrombotic diseases.
It is generally known that the component materials of various plants from the Liliaceae family, especially the Allium genus, possess medicinally advantageous actions. Long since known to modern medicine are the antibacterial, antimycotic and cytostatic actions of garlic; it also lowers the blood pressure, as well as the sugar and lipid level.
From U.S. Pat. No. 2,554,088, it is known that garlic extracts possess an antibiotic action and that the antibiotic action is to be attributed to the compound allyl disulphide oxide. Furthermore, from U.S. Pat. No. 2,508,745, it is known that certain thiosulphinic acid esters possess antibacterial and fungicidal actions.
It has now been found that thiosulphinic acid derivatives of the general formula I possibly singly or multiple substituted alkyl radical, aryl radical, aralkyl radical, alicyclic radical or heterocyclic radical, which can either--insofar as they are onion component materials--be extracted from the juice of pressed onions (All. cepa) or be prepared in a chemical way, display generally inflammation-inhibiting properties not only in vitro but also in vivo.
The compounds of the general formula I are, in part, new materials but in part their structure belongs to no pharmacological usefulness in the state of the art (see e.g. Rec. Trav. Chim. Pays-Bas 73, 129 (1954)). It is common to all that these compounds possess an excellent anti-asthmatic, inflammation-inhibiting, anti-allergic, analgesic and also antipyretic action. They are also suitable for the prevention of tissue rejection reactions.
Therefore, according to the invention, there are made available thiosulphinic acid derivatives of the general formula ##STR1## wherein R.sub.1 and R.sub.2 have the above-given meanings, possibly in combination with a pharmacologically acceptable carrier, for use in the treatment or for use in the preparation of medicaments for the treatment of a disease of the above-mentioned type.
By an alkyl radical are to be understood straight-chained, branched, saturated and unsaturated alkyl radicals with 1 to 6 carbon atoms, for example a methyl, ethyl, n-propyl, isopropyl, alkyl, 1-propenyl radical, butyl, pentyl and hexyl radical. Methyl, ethyl, n-propyl, allyl and 1-propenyl radicals are especially preferred.
By an aryl radical or the aryl moiety of an aralkyl group is to be understood an aromatic hydrocarbon radical with 6 to 14 carbon atoms, for example a phenyl, naphthyl or anthryl radical, preferably a phenyl radical.
Straight-chained, branched, saturated or unsaturated alkylene radicals with 1 with 4 carbon atoms, such as methylene, ethylene, vinylene, propylene, propenylene, isopropylene, butylene or ethylethylene, form the alkylene moiety of the aralkyl groups.
The substituents possibly provided on the aryl and aralkyl radicals are preferably C.sub.1 to C.sub.6 -alkyl, C.sub.1 to C.sub.6 -alkoxy, C.sub.1 to C.sub.6 -alkylthio, halogen, hydroxyl, formyl, carboxyl, amino, nitro, cyano, aryloxy, aryl, aralkyl, whereby, by halogen is understood bromine, chlorine, fluorine or iodine, preferably chlorine or fluorine, aryloxy, for example phenoxy, naphthoxy or anthryloxy, preferably phenoxy, aryl has the above-given meaning and is preferably phenyl and aralkyl has the above-given meaning and preferably signifies benzyl.
By an alicyclic radical is to be understood a possibly unsaturated cycloaliphatic group with 6 to 10 carbon atoms, e.g. a cyclohexyl, cyclopentyl or cyclohexenyl radical, preferably a cyclohexyl radical.
By a heterocyclic radical is to be understood e.g. a pyridinyl, a piperidyl, morpholinyl or tetrahydropyranyl radical. Insofar as nothing otherwise is there stated, the above-mentioned radicals can
REFERENCES:
patent: 2508745 (1950-05-01), Cavallito et al.
patent: 3686324 (1972-08-01), Brodnitz et al.
Vanderhoek et al., Biochemical Pharmacology, 29, 1980, pp. 3169-3173.
Mohammed et al., Thrombosis Research, 44, 1986, pp. 793-806.
Harvard Health Letter, vol. 16, No. 7, May 1991, pp. 5-7.
New York Times Tuesday Mar. 26, 1991, C3.
American Health, May 1991, pp. 66-68 "Attacking Asthma".
Dorsch Walter
Wagner Hildebert
Boehringer Mannheim GmbH
Jordan Kimberly R.
Waddell Frederick E.
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