12-05283. Julocrotine [Archived]

Nomenclature

CAS number: 492-87-5
N-[2,6-Dioxo-1-(2-phenylethyl)-3-piperidinyl]-2-methylbutanamide; yulocrotine; β-phenylethylimide of N-α-methylbutyrylglutamic acid.
C18H24N2O3; mol wt 316.39.
C 68.33%, H 7.65%, N 8.85%, O 15.17%.

Description and references

Isoln from root of Julocroton montevideensis Klotzsch, Euphorbiaceae: Anastasi, An. Asoc. Quim. Argent. 23, 348 (1925), C.A. 20, 2332 (1926). Structure: Nakano et al., J. Org. Chem. 26, 1184 (1961).

Chemical structure

Properties

Crystals from ether + petr ether, mp 108-109°. [α]D 9° (c = 1.24 in chloroform), 50.1° (c = 1.19 in methanol). uv max (ethanol): 252, 258, 264, 268 nm (log ε 2.43, 2.44, 2.30, 2.18). Sol in alc, benzene, chloroform, ether, slightly in petr ether.

Status

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