13-01211. Bietaserpine [Archived]

Nomenclature

CAS number: 53-18-9
(3β,16β,17α,18β,20α)-1-[2-(Diethylamino)ethyl]-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylic acid methyl ester; 1-[2-(diethylamino)ethyl]-18β-hydroxy-11,17α-dimethoxy-3β,20α-yohimban-16β-carboxylic acid methyl ester, 3,4,5-trimethoxybenzoate ester; 1-[2-(diethylamino)ethyl]reserpine.
C39H53N3O9; mol wt 707.85.
C 66.17%, H 7.55%, N 5.94%, O 20.34%.

Description and references

Prepn: Buzas, Régnier, C.R. Hebd. Seances Acad. Sci. 250, 1340 (1960); Buzas et al., FR 1256524 (1961 to Dautreville & Lebas and Andre Buzas), C.A. 57, 2273e (1962); Buzas et al., FR M102 C.A. 58, 9159a (1963); GB 894866 (1961, 1962 both to Soc. Nogentaise de Prods. Chim. and Andre Buzas). Pharmacology: Garattini et al., J. Pharm. Pharmacol. 13, 548 (1961); Quevauviller et al., Therapie 18, 1429 (1963); Guerrin et al., C.R. Seances Soc. Biol. Ses Fil. 158, 1096 (1964); P. Berthaux, M. Neuman, Arzneim.-Forsch. 14, 1040 (1964).

Chemical structure

Properties

Free base, [α]D17 121° (c = 2 in CHCl3). Sol in dil acids and the usual organic solvents except cyclohexane and petr ether.

Derivative

Bitartrate.

Nomenclature

CAS number: 1111-44-0
DL-152; Tensibar (Clin-Comar-Byla).
C39H53N3O9.C4H6O6; mol wt 857.94.
C 60.20%, H 6.93%, N 4.90%, O 27.97%.

Properties

Dec 145-150°. LD50 in mice (mg/kg): 620 orally; 430 i.p.; 215 i.v. (Berthaux, Neuman).

Therapeutic Category

Antihypertensive.

Keywords

Antihypertensive; Reserpine Derivatives

Status

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