12-06237. Metoserpate [Archived]

Nomenclature

CAS number: 1178-28-5
(3β,16β,17α,18α,20α)-11,17,18-Trimethoxyyohimban-16-carboxylic acid methyl ester; O-methyl-18-epireserpic acid methyl ester; 18-epi-O-methylreserpic acid methyl ester; methyl 18-epi-O-methylreserpate; methyl O-methyl-18-epireserpate.
C24H32N2O5; mol wt 428.52.
C 67.27%, H 7.53%, N 6.54%, O 18.67%.

Description and references

Prepn: M. M. Robison et al., Experientia 17, 14 (1961); eidem, J. Am. Chem. Soc. 83, 2694 (1961); R. A. Lucas et al., US 3120532; US 3126390; M. M. Robison, R. A. Lucas, US 3151117 (all 1964 to Ciba); Ziegler, US 3264303 (1966 to Ciba).

Chemical structure

Properties

Crystals from benzene + cyclohexane, dec 248.5-251.5°, also reported as 239-241°. [α]D26 -37.5° (CHCl3).

Derivative

Hydrochloride.

Nomenclature

CAS number: 1178-29-6
Su-9064; Avicalm (Squibb); Pacitran (obsolete) (Squibb).
C24H32N2O5.HCl; mol wt 464.98.
C 61.99%, H 7.15%, N 6.02%, O 17.20%, Cl 7.62%.

Properties

Solid, dec 240-242°. Sol in water.

Therapeutic Category (Veterinary)

Sedative.

Status

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