Orally active heparin salts containing multivalent cationic unit

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Carbohydrate doai

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514 58, 514822, 536 21, A61K 31725, A61K 31715, C08B 3710

Patent

active

047030429

ABSTRACT:
The invention provides novel orally active salts of the formula ##STR1## in which .circle. is the skeleton of a polyol, n is the number of OH's in the polyol (3 to 24); p is .gtoreq.3 and .ltoreq.n; r is the available valence of the heparin unit and .gtoreq.3 and .ltoreq.7; sr is equal to pv; and R.sup.+ is ##STR2## in which R.sup.iv is C.sub.1 -C.sub.3 alkyl; R' and R" are C.sub.1 -C.sub.7 alkyl, the same or different, or combined so that --NR'R" represents the residue of a saturated monocyclic secondary amine; R"' is identical to the corresponding portion of a natural amino acid; the alkylene groups contain 1 to 3 carbon atoms; and R.sup.v is H, --CONH.sub.2 or --COO(C.sub.1 -C.sub.7 alkyl). The salts are stable lipoidal "ion pairs" or complexes which can be absorbed through the gastrointestional wall and which slowly release heparinic acid to achieve long-lasting anticoagulant activity. Novel quaternary salts which are intermediates to the heparin salts of the invention are also disclosed.

REFERENCES:
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patent: 3835112 (1974-09-01), Mardiguian et al.
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patent: 4020160 (1977-04-01), Bernstein et al.
patent: 4247535 (1981-01-01), Lewis et al.
patent: 4415490 (1983-11-01), Joh
patent: 4510135 (1985-04-01), Teng
Hara et al., . . . Polyelectrolyte Complex of Heparin with . . . Poly(Vinyl Alcohol), Chem. Abstracts 88:121874p (1978).

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