9790. Troxipide

Nomenclature

CAS number: 99777-81-8
3,4,5-Trimethoxy-N-3-piperidinylbenzamide; 3-(3,4,5-trimethoxybenzamido)piperidine; KU-54; Aplace (Kyorin).
C15H22N2O4; mol wt 294.35.
C 61.21%, H 7.53%, N 9.52%, O 21.74%.

Description and references

Prepn: BE 736840; T. Irikura et al., US 3647805 (1969, 1972 both to Kyorin). Anti-ulcer activity: T. Irikura, K. Kasuga, J. Med. Chem. 14, 357 (1971). Pharmacokinetics in man: T. Irikura et al., Iyakuhin Kenkyu 12, 971 (1981), C.A. 96, 79377s (1982). Effect on gastric mucosa in rats: Y. Abe et al., Nippon Yakurigaku Zasshi 83, 317 (1984), C.A. 101, 456g (1984); on glucosamine synthetase: Y. Abe et al., Oyo Yakuri 27, 521 (1984), C.A. 101, 17001c (1984). Metabolism in rats: K. Tagaki et al., ibid. 1151, C.A. 101, 103555t (1984); K. Tagaki, K. Endo, ibid. 1167, C.A. 101, 103556u (1984). Toxicity: T. Irikura et al., Kiso to Rinsho 12, 3422 (1978).

Chemical structure

Properties

Needles from acetonitrile, mp 179-181.5°. Sol in ethanol. LD50 in male, female rats, male, female mice (mg/kg): 500, 2100, 2200, 2000 orally; >4150, >4150, 1600, 1550 s.c.; 340, 340, 300, 305 i.p. (Irikura, 1978).

Derivative

Hydrochloride hemihydrate.
C15H22N2O4.HCl. 1/2 H2O; mol wt 339.81.
C 53.02%, H 7.12%, N 8.24%, O 21.19%, Cl 10.43%.

Properties

Needles from acetonitrile, mp 206-209°. Sol in ethanol.

Therapeutic Category

Antiulcerative.

Keywords

Antiulcerative; Cytoprotectant (Gastric)