Methylergometrine
Chemistry
- Formula
- C20H25N3O2
- Molar mass
- 339.4 g/mol
- IUPAC name
- (6aR,9R)-N-[(2S)-1-hydroxybutan-2-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
- InChIKey
- UNBRKDKAWYKMIV-QWQRMKEZSA-N
Chemistry from PubChem CID 8226.
Also known as
- methylergonovine
- Methylergobasin
- Methylergobasine
- Methylergobrevin
- Methylergometrin
- Methylergonovin
- 113-42-8
- Partergin
Stereoisomers
8 distinct stereoisomers are registered for this structure.
- Methylergometrine this area CID 8226
- Methylergometrinine CID 689113
- N-[(2S)-1-Hydroxybutan-2-yl]-6-methyl-5alpha-9,10-didehydroergoline-8alpha-carboxamide CID 933784
- Methylergonovine Enantiomer CID 933785
- (6aR,9S)-N-[(2R)-1-hydroxybutan-2-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide CID 1268304
- Lopac-M-2776 CID 6603921
- (8beta)-9,10-Didehydro-N-[(1R)-1-(hydroxymethyl)propyl]-6-methylergoline-8-carboxamide CID 6713934
- (6aS,9R)-N-[(2S)-1-hydroxybutan-2-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide CID 124338909
- Isomethergine mixture CID 4140
Attribution
Semisynthetic homologue of ergometrine made from lysergic acid and (S)-2-amino-1-butanol by Stoll and Hofmann, Helv. Chim. Acta 26, 944-965 (1943) - the same paper series that first described LSD-25. Marketed by Sandoz as Methergine for postpartum haemorrhage; US approval 1946. It remains on the WHO essential medicines list.
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