Double sulfate salt of desoxyfructosyl serotonin and creatinine

Details Double sulfate salt of desoxyfructosyl serotonin and creatinine Double sulfate salt of desoxyfructosyl serotonin and creatinine

1985-07-17

1988-02-02

Chan, Nicky

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Carbohydrate doai

536 55, A61K 3170, C07H 706

Patent

active

047229233

ABSTRACT:
A double sulfate salt of 1-desoxy-(5-hydroxytryptamino)-D-fructose (DSF) and 1-methylhydantoin-2-imide (creatinine) represents a new solid crystalline phase of unit composition, pharmaceutical quality and remarkable stability.
It is prepared by glycosylation of serotonin with D-glucose, formation of the double salt by addition of sulfuric acid and creatinine and crystallization of the double salt in the presence of ethanol.
The DFS is preferably isolated from the reaction medium by way of the addition complex DFS.Ca(OH).sub.2 which is precipitated by the addition of calcium hydroxide. The calcium hydroxide is then eliminated by addition of sulfuric acid and the double salt is crystallized as described above.
DFS is the active principle of a medicament effective, in particular, in the treatment of leprosy.

REFERENCES:
J. E. Hodge, et al., "Amadori Rearrangement Products", Methods in Carbohydrate Chemistry, vol. II, 1963, pp. 99-107.
Chemical Abstracts, vol. 94, 1981, p. 102, 94:41940r.
P. Jayaraman, et al., "Inhibition of the Incorporation of [.sup.3 H]DOPA in Mycobacterium Leprae by Desoxyfructoserotonin", Biochemical Pharmacology, vol. 29, 1980, pp. 2526-2528.
WIPO Publication No. WO84/04310 (8, Nov. 1984).

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