Nomenclature
CAS number: 479-00-5
[8α(
S)]-9,10-Didehydro-
N-(2-hydroxy-1-methylethyl)-6-methylergolinecarboxamide;
d-lysergic acid
d-propanolamide; ergonovinine.
C
19H
23N
3O
2; mol wt 325.40.
C 70.13%, H 7.12%, N 12.91%, O 9.83%.
Description and references
An alkaloid isomeric with ergonovine, q.v. Ergometrinine and ergonovine
can be interconverted by simple chemical procedures: Smith, Timmis, J. Chem. Soc. 1936, 1166. Chromatographic
determn in cereal grains: G. H. Ware et al., J. Assoc. Off. Anal. Chem. 69, 697 (1986).
Properties
Stout prisms from acetone, dec 196°. [α]D20 +416° (c = 0.45 in chloroform). pK 7.3. Freely sol in pyridine, moderately
in chloroform; slightly sol in alcohol, acetone. Nearly insol in
water.Derivative
Hydrobromide monohydrate.
C
19H
24BrN
3O
2.H
2O; mol wt 424.33.
C 53.78%, H 6.18%, Br 18.83%, N 9.90%, O 11.31%.
Properties
Needles from aq acetone + ether, dec 190°.Derivative
Hydrochloride monohydrate.
C
19H
24ClN
3O
2.H
2O; mol wt 379.88.
C 60.07%, H 6.90%, Cl 9.33%, N 11.06%, O 12.64%.
Properties
Needles, dec 175-180°.Derivative
Mononitrate.
C
19H
24N
4O
5; mol wt 388.42.
C 58.75%, H 6.23%, N 14.42%, O 20.60%.
Properties
Stout prisms from aq MeOH + ether, dec 235°. [α]D20 +282° (c = 1).Derivative
Perchlorate.
C
19H
24ClN
3O
6; mol wt 425.86.
C 53.59%, H 5.68%, Cl 8.33%, N 9.87%, O 22.54%.
Properties
Needles, dec 225° (brown at 210°).