Ergotamine



Ergotamine
Systematic (IUPAC) name
Ergotaman-3',6',18-trione, 12'-hydroxy-2'-methyl-5'-(phenylmethyl)-, (5'-alpha)- (9CI)
Identifiers
CAS number 113-15-5
ATC code N02CA02
PubChem 9787
Chemical data
O5 
Mol. mass 581.66 g/mol
Pharmacokinetic data
Bioavailability  ?
Metabolism hepatic
Half life  ?
Excretion renal
Therapeutic considerations
Pregnancy cat.

?

Legal status

Prescription Only (S4)(AU) ℞-only(US)

Routes Oral

Ergotamine is an ergopeptine and part of the medicinally for migraine prevention (sometimes in combination with caffeine), and to induce childbirth and prevent post-partum haemorrhage.

Mechanism of action

The mechanism of action of ergotamine is complex. The molecule shares similarity with neurotransmitters such as noradrenaline receptors. It is its action on the D2 dopamine and 5-HT1A receptors that can cause some side effects. [1]

Biosynthesis

Ergotamine is a isomerizations at selected residues precede, and give rise to, formation of ergotamine.[2]

Illegal uses

Ergotamine is also a precursor of LSD, lysergic acid diethylamide.

See also

  • Cafergot, a preventative migraine treatment with ergotamine and caffeine.

References

  1. ^ Tfelt-Hansen P, Saxena PR, Dahlof C, Pascual J, Lainez M, Henry P, Diener H, Schoenen J, Ferrari MD, Goadsby PJ (2000). "Ergotamine in the acute treatment of migraine: a review and European consensus". Brain 123: 9-18. PMID 10611116.
  2. ^ Schardl CL, Panaccione DG, Tudzynski P (2006). "Ergot alkaloids--biology and molecular biology". Alkaloids Chem. Biol. 63: 45-86. PMID 17133714.
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Antimigraine preparations (Clonidine • Iprazochrome • Dimetotiazine • Oxetorone
 
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