Methylergonovine

Methylergonovine

Clinical data
Synonyms	Methylergonovine
Legal status
Legal status	Prescription Only Medicine
Identifiers
IUPAC name 9,10-didehydro-N-[1-(hydroxymethyl)-propyl]-D-lysergamide
CAS Number	113-42-8
PubChem CID	8226
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C20H25N3O2
Molar mass	339.432 g/mol
3D model (JSmol)	Interactive image
Melting point	172 °C (341.6 °F)
SMILES CC[C@@H](CO)NC(=O)[C@@H]2/C=C1/c3cccc4N\C=C(\C[C@H]1N(C)C2)c34

Methylergonovine, also known as methylergometrine, methylergobasin, and d-lysergic acid 1-butanolamide, is a synthetic analogue of ergonovine, a psychedelic alkaloid found in ergot, and many species of morning glory. It is a member of the ergoline family and chemically similar to LSD, ergine, ergonovine, and lysergic acid. Due to its oxytocic properties, it has a medical use in obstetrics. According to Jonathan Ott, methylergonovine has LSD-like actions above 2 milligrams. Clinical dosages are ten times lower.

Obstetric Use

Methergine (methylergonovine maleate) is a blood vessel constrictor and smooth muscle agonist most commonly used to prevent or control excessive bleeding following childbirth and spontaneous or elective abortion. It also causes uterine contractions to aid in expulsion of retained products of conception after a missed abortion (miscarriage in which all or part of the fetus remains in the uterus) and to help deliver the placenta after childbirth. It is available as tablets or injection (IM or IV) or in liquid form to be taken orally.

Side Effects

• cholinergic effects such as nausea, vomiting, and diarrhea
• cramping
• dizziness.

Contraindications

• hypertension
• pregnancy

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