13-03721. Erythrophleine [Archived]

Nomenclature

CAS number: 36150-73-9
(1S,4aR,4bS,7E,8R,8aS,9S,10aR)-Tetradecahydro-9-hydroxy-1,4a,8-trimethyl-7-[2-[2-(methylamino)ethoxy]-2-oxoethylidene]-1-phenanthrenecarboxylic acid methyl ester; norcassamidine.
C24H39NO5; mol wt 421.57.
C 68.38%, H 9.32%, N 3.32%, O 18.98%.

Description and references

From the bark of Erythrophleum guineense G. Don., Leguminosae. Isoln: Harnack, Arch. Pharm. 234, 561 (1896). Structural studies: Blount et al., J. Chem. Soc. 1940, 286. Revised structure and identity with norcassamidine: Friedrich-Fiechtl, Spiteller, Ber. 104, 3538 (1971). Activity: Flacke, J. Pharmacol. Exp. Ther. 125, 49 (1959).

Chemical structure

Properties

Solid from ethanol-ether, mp 115°. [α]D20 22.5° (c = 0.65 in ethanol). Sol in water and alcohol.

Therapeutic Category

Cardiotonic.

Keywords

Cardiotonic

Status

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