5822. Melinamide

Nomenclature

CAS number: 14417-88-0
(Z,Z)-N-(1-Phenylethyl)-9,12-octadecadienamide; N-(α-methylbenzyl)linoleamide; MBLA; AC-223; Artes (Sumitomo).
C26H41NO; mol wt 383.61.
C 81.41%, H 10.77%, N 3.65%, O 4.17%.

Description and references

Linoleic acid derivative. Prepn and use in lowering blood cholesterol levels: FR 1476596; T. Seki et al., US 3621043 (1967, 1971 both to Sumitomo). Physical properties and effect on cholesterol levels in rabbits: K. Toki et al., J. Atheroscler. Res. 7, 708 (1967). Comparative activity of melinamide and its optical isomers: H. Fukushima, K. Nakatani, ibid. 9, 65 (1969); H. Fukushima et al., ibid. 10, 403 (1969). Mechanism of action studies: D. Kritchevsky, S. A. Tepper, Arzneim.-Forsch. 21, 1024 (1971); D. Kritchevsky et al., Lipids 12, 16 (1977); K. Natori et al., Jpn. J. Pharmacol. 42, 517 (1986). Metabolism: A. Hirohashi et al., Xenobiotica 6, 329 (1976).

Chemical structure

Properties

Oil. mp <4°. bp0.03 200-215°; bp0.07 200-204°. nD23 1.5050; nD30 1.4863. Saponification value 0.9. Iodine value 127.0.

Therapeutic Category

Antilipemic.

Keywords

Antilipemic