dihydroergotamine
Sign in to saveAlso known as DHE111, D.H.E. 45®, Migranal®, 5'-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxo-9,10-dihydroergotaman, 9,10-dihydro-12'-hydroxy-2'-methyl-5'-(phenylmethyl)ergotoman-3',6',18-trione, 9,10-dihydroergotamine, (2R,4R,7R)-N-[(1S,2S,4R,7S)-7-benzyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),9,12,14-tetraene-4-carboxamide, Dihydroergotamin
Dihydroergotamine (DHE), sold under the brand names D.H.E. 45 and Migranal among others, is an ergot alkaloid used to treat migraines. It is a derivative of ergotamine. It is administered as a nasal spray or injection and has an efficacy similar to that of sumatriptan. Nausea is a common side effect.
Key facts
- Drug.image
- Dihydroergotamine.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200px
- Drug.image2
- Dihydroergotamine 3D.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 225px
- Drug.tradename
- D.H.E. 45, others
- Drug.MedlinePlus
- a603022
- Drug.DailyMedID
- Dihydroergotamine
- Drug.routes_of_administration
- Nasal, subcutaneous, intramuscular, intravenous
- Drug.ATC_prefix
- N02
- Drug.ATC_suffix
- CA01
- Drug.legal_BR
- D1
- Drug.legal_US
- Rx-only
- Drug.bioavailability
- 32% (nasal spray)
- Drug.elimination_half life
- 9 hours
- Drug.excretion
- Bile duct
- Drug.index2_label
- mesylate
via Wikipedia infobox
Research
2,055 papersvia PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 583.279
- Has use
- medication
Show 10 more facts
- significant drug interaction
- ritonavir
- Commons category
- Dihydroergotamine
- chemical formula
- C₃₃H₃₇N₅O₅
- medical condition treated
- orthostatic hypotension
- World Health Organisation international non-proprietary name
- dihydroergotamine
- isomeric SMILES
- C[C@@]1(C(=O)N2[C@H](C(=O)N3CCC[C@H]3[C@@]2(O1)O)CC4=CC=CC=C4)NC(=O)[C@@H]5C[C@H]6[C@@H](CC7=CNC8=CC=CC6=C78)N(C5)C
- canonical SMILES
- CC1(C(=O)N2C(C(=O)N3CCCC3C2(O1)O)CC4=CC=CC=C4)NC(=O)C5CC6C(CC7=CNC8=CC=CC6=C78)N(C5)C
- subject has role
- dopamine agonist
- defined daily dose
- 4
- legal status (medicine)
- boxed warning
Sources (6)
via Wikidata · CC0
~5 min read
Encyclopedic overview
11 sectionsContents
- Medical uses
- Contraindications
- Side effects
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- History
- Society and culture
- Legal status
- Brand names
- References
Dihydroergotamine (DHE), sold under the brand names D.H.E. 45 and Migranal among others, is an ergot alkaloid used to treat migraines. It is a derivative of ergotamine. It is administered as a nasal spray or injection and has an efficacy similar to that of sumatriptan. Nausea is a common side effect.
It has similar actions to the triptans, acting as an agonist to the serotonin receptors and causing vasoconstriction of the intracranial blood vessels, but also interacts centrally with dopamine and adrenergic receptors. It can be used to treat acute intractable headache or withdrawal from analgesics.
Excerpted from Wikipedia’s “dihydroergotamine” article, available under the CC BY-SA 4.0 licence.