Ergocryptine

Title: Ergocryptine
Additional Names: Ergokryptine
Molecular Formula: C32H41N5O5
Molecular Weight: 575.70
Percent Composition: C 66.76%, H 7.18%, N 12.16%, O 13.90%
Literature References: Two closely related isomers of the ergotoxine group which differ in the peptide portion of the molecule; a-ergocryptine yielding L-leucine upon hydrolysis, b-ergocryptine yielding L-isoleucine. The ergocryptine discussed in the literature prior to 1967 is now referred to as a-ergocryptine. Isoln from ergot: Stoll, Hofmann, Helv. Chim. Acta 26, 1570 (1943). Structure: Stoll et al., ibid. 34, 1544 (1951). Separation and purification: Stoll, Hofmann, US 2447214 (1948 to Sandoz). Separation of b-ergocryptine from a-ergocryptine: Schlientz et al., Experientia 23, 991 (1967); see also eidem, Pharm. Acta Helv. 43, 497 (1968). Synthesis of a- and b-ergocryptine: Stadler et al., Helv. Chim. Acta 52, 1549 (1969).
Derivative Type: a-Ergocryptine
CAS Registry Number: 511-09-1
CAS Name: (5¢a)-12¢-Hydroxy-2¢-(1-methylethyl)-5¢-(2-methylpropyl)ergotaman-3¢,6¢,18-trione
Properties: Solvated prisms from acetone, benzene, methanol. With MeOH of crystn, mp 212° (dec). [a]D20 -120° (pyridine); -198° (chloroform). uv max (methanol): 241, 312.5 nm (log e 4.31, 3.95). Freely sol in alcohol, chlorofom. Almost insol in water.
Melting point: mp 212° (dec)
Optical Rotation: [a]D20 -120° (pyridine); -198° (chloroform)
Absorption maximum: uv max (methanol): 241, 312.5 nm (log e 4.31, 3.95)
Derivative Type: b-Ergocryptine
CAS Registry Number: 20315-46-2
CAS Name: [5¢a(S)]-12¢-Hydroxy-2¢-(1-methylethyl)-5¢-(1-methylpropyl)ergotaman-3¢,6¢,18-trione
Properties: Rectangular plates from benzene, mp 173° (dec). [a]D20 -98° (c = 0.5 in pyridine); -179° (c = 0.5 in chloroform). uv max (methanol): 312 (log e 3.93).
Melting point: mp 173° (dec)
Optical Rotation: [a]D20 -98° (c = 0.5 in pyridine); -179° (c = 0.5 in chloroform)
Absorption maximum: uv max (methanol): 312 (log e 3.93)
Therap-Cat: See Ergot.
Keywords: Antimigraine.
Ergocryptinine Ergoflavin Ergoloid Mesylates Ergometrinine Ergonovine

alpha-Ergocryptine
Ergocryptine.svg
Clinical data
Legal status  ?
Identifiers
CAS number 511-09-1 YesY
ATC code  ?
PubChem CID 134551
ChemSpider 118591 N
Chemical data
Formula C32H41N5O5 
Mol. mass 575.698 g/mol
 N (what is this?)  (verify)

Ergocryptine is an ergopeptine and one of the ergot alkaloids. It is isolated from ergot or fermentation broth and it serves as starting material for the production of bromocriptine.[1]