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QuickView for Dihydroergotamine (compound)


PubChem
Name: Dihydroergotamine
PubChem Compound ID: 10531
Description: A 9,10alpha-dihydro derivative of ERGOTAMINE. It is used as a vasoconstrictor, specifically for the therapy of MIGRAINE DISORDERS.
Molecular formula: C33H37N5O5
Molecular weight: 583.678 g/mol
Synonyms:
DHE; NINDS_000592; Dihidroergotamina [INN-Spanish]; KBio3_001429; SPBio_001235; KBio1_000592; Diidroergotamina [DCIT]; KBio2_006673; Spectrum4_000958; BRN 5720196.
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DrugBank
Identification
Name: Dihydroergotamine
Name (isomeric): DB00320
Drug Type: small molecule
Description: A 9,10alpha-dihydro derivative of ERGOTAMINE. It is used as a vasoconstrictor, specifically for the therapy of MIGRAINE DISORDERS.
Synonyms:
Dihydroergotaminum [INN-Latin]; Dihydroergotamine mesylate; 9,10-dihydro-ergotamine; Dihydroergotamine monomethanesulfonate; Dihidroergotamina [INN-Spanish]; Dihydroergotamine methanesulfonate
Brand: DHE-45, Angionorm, Diergo, Endophleban, Ergotonin, Dergotamine, Ikaran, D.H.E., Dihydergot, DET MS, Orstanorm, Agit, D.H.E. 45, Ergont, Tonopres, Morena, Verladyn, Migranal, Dirgotarl, Ergomimet
Category: Sympatholytics, Analgesics, Non-Narcotic, Vasoconstrictor Agents, Analgesics, Dopamine Agonists, Anti-migraine Agents
CAS number: 6190-39-2
Pharmacology
Indication: For the acute treatment of migraine headaches with or without aura and the acute treatment of cluster headache episodes.
Pharmacology:
Dihydroergotamine is indicated for the acute treatment of migraine headaches with or without aura and the acute treatment of cluster headache episodes. Dihydroergotamine binds with high affinity to 5-HT1Da and 5-HT1Db receptors. It also binds with high affinity to serotonin 5-HT1A, 5-HT2A, and 5-HT2C...
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Mechanism of Action:
Two theories have been proposed to explain the efficacy of 5-HT1D receptor agonists in migraine: 1) activation of 5-HT1D receptors located on intracranial blood vessels, including those on arterio-venous anastomoses, leads to vasoconstriction, which correlates with the relief of migraine headache and 2) activation of 5-HT...
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Absorption: Interpatient variable and may be dependent on the administration technique
Protein binding: 93% (to plasma proteins)
Biotransformation: Hepatic
Route of elimination: The major excretory route of dihydroergotamine is via the bile in the feces. Only 6%-7% of unchanged dihydroergotamine is excreted in the urine after intramuscular injection.
Half Life: 9 hours
Clearance: 1.5 L/min
Toxicity: Side effects include abdominal pain, abnormal speech, coma, confusion, convulsions, hallucinations, increase and/or decrease in blood pressure, nausea, numbness, tingling, pain, and a bluish color of your fingersand toes, slowed breathing, vomiting
Affected organisms: Humans and other mammals
Interactions
Drug interaction:
RizatriptanPossible severe and prolonged vasoconstriction
TramadolIncreased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
BetaxololIschemia with risk of gangrene
TrimipramineIncreased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
AmprenavirAmprenavir may increase the serum concentration of dihydroergotamine. Concomitant therapy is contraindicated.
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