Nomenclature
CAS number: 511-10-4
Ergokryptinine.
C
32H
41N
5O
5; mol wt 575.70.
C 66.76%, H 7.18%, N 12.16%, O 13.90%.
Description and references
Alkaloid pair isomeric with α- and β-ergocryptine,
resp., but differing by an α-configuration at C-8. The literature
prior to 1967 refers to α-ergocryptinine as ergocryptinine. Isolation,
structure, separation and purification see ergocryptine. Production: Abe et al., US 2835675 (1958). Prepn of β-ergocryptinine
from β-ergocryptine: Schlientz et al., Experientia 23, 991 (1967). Synthesis
of α- and β-ergocryptinin: Stadler et al., Helv. Chim. Acta 52, 1549 (1969).
Derivative
α-Ergocryptinine.
Nomenclature
12′-Hydroxy-2′-(1-methylethyl)-5′α-(2-methylpropyl)-8α-ergotaman-3′,6′,18-trione. Properties
Crystallizes solvent-free, unlike ergocryptine
which tends to retain the solvent of crystn. Fine needles from methanol,
dec 240-242°. [α]D20 +408° (chloroform); +485° (c = 0.5 in pyridine). uv max (methanol):
241.5, 312.5 nm (log ε 4.30, 3.94). Sol
in 20 parts boiling ethanol, 50 parts boiling methanol; freely sol
in acetone, chloroform; almost insol in water. Does not seem to form
salts.Derivative
β-Ergocryptinine.
Properties
Colorless needles from methylene chloride-methanol, mp 217-218° (dec). [α]D20 +421° (chloroform); +497° (pyridine). uv max (methanol): 240.5, 312 nm (log ε 4.31, 3.94). Differs from the α-isomer by the
1-methylpropyl group at the 5′-position.