1038. Benexate Hydrochloride

Nomenclature

CAS number: 78718-25-9
2-[[[trans-4-[[(Aminoiminomethyl)amino]methyl]cyclohexyl]carbonyl]oxy]benzoic acid phenylmethyl ester monohydrochloride; benzyl salicylate trans-4-(guanidinomethyl)cyclohexanecarboxylate hydrochloride; (2′-benzyloxycarbonyl)phenyl trans-4-(guanidinomethyl)cyclohexanecarboxylate hydrochloride.
C23H28ClN3O4; mol wt 445.94.
C 61.95%, H 6.33%, Cl 7.95%, N 9.42%, O 14.35%.

Description and references

Synthetic protease inhibitor with antiulcer activity. Prepn: BE 885263; M. Muramatsu et al., US 4348410 (1981, 1982 to Nippon Chemiphar; Teikoku Chem. Ind.). Prepn and protease inhibition: T. Satoh et al., Chem. Pharm. Bull. 33, 647 (1985). Prepn of the clathrate compound with β-cyclodextrin: JP Kokai 83 38250; M. Shinoda et al., US 4478995 (1983, 1984 both to Teikoku Chem. Ind.). Effect on gastric secretion and exptl ulcers in rats: S. Okabe et al., Oyo Yakuri 27, 829 (1984), C.A. 101, 143881c (1984); I. Tanaka, H. Tagami, Nippon Yakurigaku Zasshi 85, 167 (1985), C.A. 103, 64660t (1985); F. Hirose et al., Yakuri to Chiryo 15, 4749 (1987), C.A. 108, 137769a (1988).

Chemical structure

Properties

Crystals from methanol + ether, mp 83°.

Derivative

Compd with β-cyclodextrin (1:1).

Nomenclature

CAS number: 91574-91-3
Benexate-CD; TA-903; Lonmiel (Teikoku); Ulgut (Shionogi).
C65H98ClN3O39; mol wt 1580.92.
C 49.38%, H 6.25%, Cl 2.24%, N 2.66%, O 39.47%.

Therapeutic Category

Antiulcerative.

Keywords

Antiulcerative; Cytoprotectant (Gastric)