13-08227. Rescimetol [Archived]

Nomenclature

CAS number: 73573-42-9
[3β,16β,17α,18β,20α]-18-[[(2E)-3-(4-Hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl]oxy]-11,17-dimethoxyyohimban-16-carboxylic acid methyl ester; methyl O-(4-hydroxy-3-methoxycinnamoyl)reserpate; CD-3400; WHO-4939; Toscarna (Nippon Chemiphar).
C33H38N2O8; mol wt 590.66.
C 67.10%, H 6.48%, N 4.74%, O 21.67%.

Description and references

Analog of rescinnamine. Prepn: BE 782661 corresp to T. Kametani, US 3898215 (1972, 1975 both to Nippon Chemiphar); T. Kametani et al., J. Med. Chem. 15, 686 (1972). Mass spectrum: eidem, J. Chem. Soc. Perkin Trans. 1 1975, 932. Antihypertensive activity: H. Kato et al., Jpn. J. Pharmacol. 27, 87 (1977). Effects on respiration, cardiovascular system, renal function: T. Kamishiro et al., Oyo Yakuri 20, 441 (1980), C.A. 96, 28430w (1982). Toxicity study: T. Fukuda et al., ibid. 18, 71 (1979), C.A. 92, 104392v (1980).

Chemical structure

Properties

Pale yellow needles from methanol, mp 259-260°.

Therapeutic Category

Antihypertensive.

Keywords

Antihypertensive

Status

This monograph has been retired and is no longer subject to revision or update.