CAS 60-79-7
:Ergometrine
Description:
Ergometrine, also known as ergonovine, is a naturally occurring alkaloid derived from the fungus Claviceps purpurea, which infects rye and other grasses. It is primarily used in medicine for its uterotonic properties, particularly to prevent or treat postpartum hemorrhage by inducing uterine contractions. The chemical formula of ergometrine is C19H25N3O2, and it has a molecular weight of approximately 325.43 g/mol. This compound is characterized by its complex structure, which includes a bicyclic ring system and a nitrogen-containing side chain. Ergometrine acts primarily as an agonist at serotonin and adrenergic receptors, influencing vascular smooth muscle contraction. It is typically administered via injection due to its poor oral bioavailability. While effective, ergometrine can have side effects, including hypertension and nausea, and its use is contraindicated in certain conditions, such as during pregnancy unless specifically indicated. Proper handling and dosage are crucial, as it is a potent agent with significant physiological effects.
Formula:C19H23N3O2
InChI:InChI=1S/C19H23N3O2/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24)/t11-,13+,17+/m0/s1
InChI key:InChIKey=WVVSZNPYNCNODU-XTQGRXLLSA-N
SMILES:CN1[C@]2(C(C=3C=4C(C2)=CNC4C=CC3)=C[C@@H](C(N[C@H](CO)C)=O)C1)[H]
Synonyms:- (8β)-9,10-Didehydro-N-[(1S)-2-hydroxy-1-methylethyl]-6-methylergoline-8-carboxamide
- <span class="text-smallcaps">D</smallcap>-Lysergic acid-<smallcap>L</span>-propanolamide
- D-Lysergic acid-L-propanolamide
- Ergobasin
- Ergobasine
- Ergoklinine
- Ergoline-8-carboxamide, 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methyl-, [8β(S)]-
- Ergoline-8-carboxamide, 9,10-didehydro-N-[(1S)-2-hydroxy-1-methylethyl]-6-methyl-, (8β)-
- Ergoline-8β-carboxamide, 9,10-didehydro-N-((S)-2-hydroxy-1-methylethyl)-6-methyl-
- Ergometrin
- Ergometrina
- Ergonovine
- Ergonovine, Ergoline-8-carboxamide,9,10-didehydro-N-(2-hydroxy- 1-methylethyl)-6-methyl-,[8ß(S)]
- Ergostetrine
- Ergotocine
- Indolo[4,3-fg]quinoline, ergoline-8-carboxamide deriv.
- Lysergamide, N-[(S)-2-hydroxy-1-methylethyl]-
- N-(2-Hydroxy-1-methylethyl)-<span class="text-smallcaps">D</span>-(+)-lysergamide
- N-(2-Hydroxy-1-methylethyl)-D-(+)-lysergamide
- N-[1-(Hydroxymethyl)ethyl]-<span class="text-smallcaps">D</span>-lysergamide
- N-[1-(Hydroxymethyl)ethyl]-D-lysergamide
- N-[α-(Hydroxymethyl)ethyl]-<span class="text-smallcaps">D</span>-lysergamide
- N-[α-(Hydroxymethyl)ethyl]-D-lysergamide
- (8beta)-N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-9,10-didehydroergoline-8-carboxamide
- ergometrine
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