Ergotamine tartrate (sublingual tablet): Difference between revisions

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__NOTOC__
{{Ergotamine}}
{{CMG}}; {{AE}}
'''''For patient information about Ergotamine, click [[Ergotamine (patient information)|here]].'''''
{{SB}}
==Overview==
{{drugbox |
{{drugbox |
| image = Ergotamine.png
| image = Ergotamine.png
| IUPAC_name = Ergotaman-3',6',18-trione, 12'-hydroxy-2'-methyl-5'-(phenylmethyl)-, (5'-alpha)- (9CI)
| IUPAC_name = Ergotaman-3',6',18-trione, 12'-hydroxy-2'-methyl-5'-(phenylmethyl)-, (5'-alpha)- (9CI)
| CAS_number = 113-15-5
| CAS_number = 113-15-5
| ATC_prefix = N02  
| ATC_prefix = N02
| ATC_suffix = CA02
| ATC_suffix = CA02
| C=33 | H=35| N=5| O=5
| C=33 | H=35| N=5| O=5
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| metabolism = hepatic
| metabolism = hepatic
| excretion = renal
| excretion = renal
| pregnancy_category =  
| pregnancy_category =
| PubChem=9787
| PubChem=9787
| pregnancy_AU =
| pregnancy_AU =
Line 20: Line 29:
| routes_of_administration = [[Wiktionary:oral|Oral]]
| routes_of_administration = [[Wiktionary:oral|Oral]]
}}
}}
'''Ergotamine''' is an [[ergopeptine]] and part of the [[ergot]] family of [[alkaloid]]s; it is structurally and biochemically closely related to [[ergoline]]. It possesses structural similarity to several [[neurotransmitter]]s, and has [[biological activity]] as a [[vasoconstrictor]]. It is used [[Pharmacology|medicinally]] for [[migraine]] prevention (sometimes in combination with [[caffeine]]), and to induce [[childbirth]] and prevent [[post-partum]] [[haemorrhage]].  
'''Ergotamine''' is an [[ergopeptine]] and part of the [[ergot]] family of [[alkaloid]]s; it is structurally and biochemically closely related to [[ergoline]]. It possesses structural similarity to several [[neurotransmitter]]s, and has [[biological activity]] as a [[vasoconstrictor]]. It is used [[Pharmacology|medicinally]] for [[migraine]] prevention (sometimes in combination with [[caffeine]]), and to induce [[childbirth]] and prevent [[post-partum]] [[haemorrhage]].
 
==Category==
Anti Migraine Drugs
 
==FDA Package Insert==
 
'''  [[Ergotamine indications and usage|Indications and Usage]]'''
'''| [[Ergotamine dosage and administration|Dosage and Administration]]'''
'''| [[Ergotamine dosage forms and strengths|Dosage Forms and Strengths]]'''
'''| [[Ergotamine contraindications|Contraindications]]'''
'''| [[Ergotamine warnings and precautions|Warnings and Precautions]]'''
'''| [[Ergotamine adverse reactions|Adverse Reactions]]'''
'''| [[Ergotamine drug interactions|Drug Interactions]]'''
'''| [[Ergotamine use in specific populations|Use in Specific Populations]]'''
'''| [[Ergotamine overdosage|Overdosage]]'''
'''| [[Ergotamine description|Description]]'''
'''| [[Ergotamine clinical pharmacology|Clinical Pharmacology]]'''
'''| [[Ergotamine nonclinical toxicology|Nonclinical Toxicology]]'''
'''| [[Ergotamine clinical studies|Clinical Studies]]'''
'''| [[Ergotamine how supplied storage and handling|How Supplied/Storage and Handling]]'''
'''| [[Ergotamine patient counseling information|Patient Counseling Information]]'''
'''| [[Ergotamine labels and packages|Labels and Packages]]'''


==Mechanism of action==
==Mechanism of action==

Revision as of 01:51, 11 February 2014

Ergotamine
ERGOMAR (ergotamine tartrate) tablet® FDA Package Insert
Indications and Usage
Dosage and Administration
Dosage Forms and Strengths
Contraindications
Warnings and Precautions
Adverse Reactions
Drug Interactions
Use in Specific Populations
Overdosage
Description
Clinical Pharmacology
Nonclinical Toxicology
Clinical Studies
How Supplied/Storage and Handling
Patient Counseling Information
Labels and Packages
Medihaler ergotamine (ergotamine tartrate) aerosol, metered® FDA Package Insert
Indications and Usage
Dosage and Administration
Dosage Forms and Strengths
Contraindications
Warnings and Precautions
Adverse Reactions
Drug Interactions
Use in Specific Populations
Overdosage
Description
Clinical Pharmacology
Nonclinical Toxicology
Clinical Studies
How Supplied/Storage and Handling
Patient Counseling Information
Labels and Packages
Clinical Trials on Medihaler ergotamine (ergotamine tartrate) aerosol, metered
ClinicalTrials.gov

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]; Associate Editor(s)-in-Chief:

For patient information about Ergotamine, click here.

Synonyms / Brand Names:

Overview

Ergotamine tartrate (sublingual tablet)
Clinical data
Routes of
administration
Oral
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Metabolismhepatic
Excretionrenal
Identifiers
CAS Number
PubChem CID
E number{{#property:P628}}
ECHA InfoCard{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
FormulaC33H35N5O5
Molar mass581.66 g/mol

Ergotamine is an ergopeptine and part of the ergot family of alkaloids; it is structurally and biochemically closely related to ergoline. It possesses structural similarity to several neurotransmitters, and has biological activity as a vasoconstrictor. It is used medicinally for migraine prevention (sometimes in combination with caffeine), and to induce childbirth and prevent post-partum haemorrhage.

Category

Anti Migraine Drugs

FDA Package Insert

Indications and Usage | Dosage and Administration | Dosage Forms and Strengths | Contraindications | Warnings and Precautions | Adverse Reactions | Drug Interactions | Use in Specific Populations | Overdosage | Description | Clinical Pharmacology | Nonclinical Toxicology | Clinical Studies | How Supplied/Storage and Handling | Patient Counseling Information | Labels and Packages

Mechanism of action

The mechanism of action of ergotamine is complex. The molecule shares similarity with neurotransmitters such as serotonin, dopamine, and adrenaline and can thus bind to several cell receptors acting both as agonist and antagonist in signal transduction within cellular tissues. The anti-migraine effect is due to constriction of the intercranial extracerebral blood vessels through the 5-HT1B receptor, and by inhibiting trigeminal neurotransmission by 5-HT1D receptors. Ergotamine also has effects on the dopamine and 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 secondary metabolite (natural product) and the principal alkaloid produced by the ergot fungus, Claviceps purpurea, and related fungi in the family Clavicipitaceae. Its biosynthesis in these fungi requires the amino acid, L-tryptophan, and dimethylallyl diphosphate. These precursor compounds are the substrates for the enzyme, dimethylally-tryptophan (DMAT) synthase, catalyzing the first step in ergot alkaloid biosynthesis, i.e., the prenylation of L-tryptophan. Further reactions, involving methyltransferase and oxygenase enzymes, yield the ergoline, lysergic acid. Lysergic acid (LA) is the substrate of lysergyl peptide synthetase, a nonribosomal peptide synthetase, which covalently links LA to the amino acids, L-alanine, L-proline, and L-phenylalanine. Enzyme-catalyzed or spontaneous cyclizations, oxygenations/oxidations, and 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

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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