Ergometrine

Ergometrine

Clinical data

AHFS/Drugs.com
Monograph

Pregnancy
category

X

Routes of
administration
by mouth

ATC code
G02AB03 (WHO)

Legal status

Legal status

CA: Schedule VI
List I precursor (US)

Pharmacokinetic data

Metabolism
Liver (partly CYP3A4)

Biological half-life
2-phase (10 min; 2 hrs)

Excretion
Biliary

Identifiers

IUPAC name

(6aR,9R)-N-((S)-1-Hydroxypropan- 2-yl)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide

Synonyms
Ergonovine, d-lysergic acid beta-propanolamide

CAS Number
60-79-7 Y

PubChem (CID)
443884

IUPHAR/BPS
148

DrugBank
DB01253 Y

ChemSpider
391970 Y

UNII
WH41D8433D Y

KEGG
D07905 Y

ChEBI
CHEBI:4822 Y

ChEMBL
CHEMBL119443 Y

ECHA InfoCard
100.000.441

Chemical and physical data

Formula
C19H23N3O2

Molar mass
325.41 g/mol

3D model (Jmol)
Interactive image

SMILES

O=C(N[C@@H](C)CO)[C@@H]3/C=C2/c4cccc1c4c(cn1)C[[email protected]]2N(C3)C

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 Y

Key:WVVSZNPYNCNODU-XTQGRXLLSA-N Y

  (verify)

Ergometrine also known as ergonovine, is a medication used to cause contractions of the uterus to treat heavy vaginal bleeding after childbirth.[1] It can be used either by mouth, by injection into a muscle, or injection into a vein. It begins working within 15 min when taken by mouth and is faster in onset when used by injection. Effects last between 45 and 180 minutes.[1]
Common side effect include high blood pressure, vomiting, seizures, headache, and low blood pressure. Other serious side effects include ergotism.[1] It was originally made from the rye ergot fungus but can also be made from lysergic acid.[2][3] Due to it being possible to make lysergic acid diethylamide (LSD) from ergometrine it is regulated.[4]
Ergometrine was discovered in 1932.[2] It is on the World Health Organization’s List of Essential Medicines, the most effective and safe medicines needed in a health system.[5] The wholesale cost in the developing world is between 0.12 and 0.41 USD for an injectable dose and 0.01 USD for a pill as of 2014.[6][7] In the United States it is about 1.75 USD per dose.[1]

Contents

1 Medical use
2 Side effects
3 Mechanism of action
4 History
5 Legal status
6 See also
7 References

Medical use[edit]
It has a medical use in obs
써니넷