3488. Ecabapide

Nomenclature

CAS number: 104775-36-2
3-[[2-[[2-(3,4-Dimethoxyphenyl)ethyl]amino]-2-oxoethyl]amino]-N-methylbenzamide; m-[[[(3,4-dimethoxyphenethyl)carbamoyl]methyl]amino]-N-methylbenzamide; ecabamide; DQ-2511.
C20H25N3O4; mol wt 371.43.
C 64.67%, H 6.78%, N 11.31%, O 17.23%.

Description and references

α2-Adrenoceptor agonist; reduces vagally-induced gastric acid secretion. Prepn: T. Miki et al., EP 185368; eidem, US 4985595 (1986, 1991 both to Daiichi); T. Hosokami et al., Chem. Pharm. Bull. 40, 2712 (1992). Pharmacology: K. Yokotani et al., Jpn. J. Pharmacol. 48, 299 (1988); M. Hirohashi et al., Arzneim.-Forsch. 43, 569 (1993). Efficacy in exptl ulcers: M Asano et al., ibid. 40, 276 (1990). Metabolism studies: Y. Fujimaki et al., Xenobiotica 25, 501 (1995).

Chemical structure

Properties

Colorless needles from methanol/diethyl ether, mp 93-96.5°; recrystallized as colorless prisms from abs methanol, mp 133-134.5°. Soly (mg/ml) in water: 5.31 at 25°, 8.55 at 37°.

Therapeutic Category

Antiulcerative.

Keywords

α-Adrenergic Agonist; Antiulcerative