6353. Nafronyl

Nomenclature

CAS number: 31329-57-4
Tetrahydro-α-(1-naphthalenylmethyl)-2-furanpropanoic acid 2-(diethylamino)ethyl ester; tetrahydro-α-(1-naphthylmethyl)-2-furanpropionic acid 2-(diethylamino)ethyl ester; 3-(1-naphthyl)-2-tetrahydrofurfurylpropionic acid 2-(diethylamino)ethyl ester; α-tetrahydrofurfuryl-1-naphthalenepropionic acid 2-(diethylamino)ethyl ester; N-diethylaminoethyl β-(1-naphthyl)-β-tetrahydrofuryl isobutyrate; naftidrofuryl; Dubimax (Oberval); Gevatran (Anphar-Rolland).
C24H33NO3; mol wt 383.52.
C 75.16%, H 8.67%, N 3.65%, O 12.52%.

Description and references

Prepn: Szarvasi, Bayssat, FR 1363948 corresp to US 3334096 (1964, 1967 both to LIPHA); Szarvasi et al., Compt. Rend. 260, 3095 (1965); eidem, Bull. Soc. Chim. Fr. 1966, 1838. Activity studies: Fontaine et al., C. R. Seances Acad. Sci. Ser. D 262, 719 (1966). Metabolism and toxicology: Fontaine et al., Chim. Ther. 4, 44 (1969); Fontaine et al., J. Eur. Toxicol. 11, 40 (1969). Acute toxicity: P. Bessin et al., Eur. J. Med. Chem. 10, 291 (1975). Clinical studies: C. A. Clyne et al., Br. J. Surg. 67, 347 (1980); R. M. Greenhalgh, ibid. 68, 265 (1981).

Chemical structure

Properties

bp0.5 190°. d431 1.0465. nD29 1.5513. LD50 in mice (mg/kg): 365 orally (Bessin).

Derivative

Acid oxalate.

Nomenclature

CAS number: 3200-06-4
EU-1806; LS-121; Citoxid (Disprovent); Di-Actane (Menarini); Dusodril (Roland); Praxilene (Lipha).
C24H33NO3.C2H2O4; mol wt 473.56.
C 65.94%, H 7.45%, N 2.96%, O 23.65%.

Properties

Crystals from ethyl acetate, mp 110-111°. Slightly hygroscopic, sol in water.

Therapeutic Category

Vasodilator.

Keywords

Vasodilator (Cerebral); Vasodilator (Peripheral)