{"ATC Code":"N - Nervous system","Abbreviation":["DHE"],"Aliases":["9,10-Dihydroergotamine","Dihidroergotamina","Dihydroergotaminum","Neomigran","Diidroergotamina","Agit","MAP0004","MAP-0004","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","Ergotaman-3',6',18-trione, 9,10-dihydro-12'-hydroxy-2'-methyl-5'-(phenylmethyl)-, (5'α,10α)-","(2R,4R,7R)-N-[(1S,2S,4R,7S)-7-benzyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraene-4-carboxamide","DHE","Von Ct, Ergotam","DHE Puren","(2R,4R,7R)-N-((1S,2S,4R,7S)-7-benzyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo(7.3.0.0^(2,6))dodecan-4-yl)-6-methyl-6,11-diazatetracyclo(7.6.1.0^(2,7).0^(12,16))hexadeca-1(16),9,12,14-tetraene-4-carboxamide","(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","(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","(6aR,9R,10aR)-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)-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo(4,3-fg)quinoline-9-carboxamide","Dihydroergotamine Sandoz","Dihydroergotamine-Sandoz","D Tamin retard L.U.T.","N02CA01","208-123-3","Levadex"],"Biological Half-Life":"DHE exhibits a biphasic elimination with half lives of 0.7-1 h and 10-13 h.","CAS":"511-12-6","ChEBI":"CHEBI:4562","ChEMBL":"CHEMBL1732","ChemicalClasses":[],"Chirality":"achiral","Drug Classes":"Breast Feeding; Lactation; Analgesics, Non-Narcotic; Dopamine Agonists; Vasoconstrictor Agents","Drug Indication":"Dihydroergotamine (DHE) in all formulations is indicated for the acute treatment of migraine with or without aura in adults. As an injection, DHE is also indicated for the acute treatment of cluster headache episodes.  DHE is not indicated for migraine prevention or the management of hemiplegic or basilar migraine.","EINECS":"208-123-3","Erowid Experience Reports":[],"Esters":[],"European Community (EC) Number":"208-123-3","FDA Pharmacological Classification":"436O5HM03C","Formating":[],"HMDB ID":"HMDB0014465","HeavyAtomCount":43,"Human Drugs":"Breast Feeding; Lactation; Analgesics, Non-Narcotic; Dopamine Agonists; Vasoconstrictor Agents","IUPACName":"(6aR,9R,10aR)-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]-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide","InChI":"InChI=1S/C33H37N5O5/c1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32/h3-6,8-11,17,21,23,25-27,34,42H,7,12-16,18H2,1-2H3,(H,35,39)/t21-,23-,25-,26+,27+,32-,33+/m1/s1","InChIKey":"LUZRJRNZXALNLM-JGRZULCMSA-N","MeSH Pharmacological Classification":"Drugs that bind to and activate dopamine receptors. (See all compounds classified as Dopamine Agonists.)","MolecularFormula":"C\u003csub\u003e33\u003c/sub\u003eH\u003csub\u003e37\u003c/sub\u003eN\u003csub\u003e5\u003c/sub\u003eO\u003csub\u003e5\u003c/sub\u003e","MolecularWeight":"583.7 g/mol","Pharmacodynamics":"DHE is indicated for the acute treatment of migraine headaches with or without aura and the acute treatment of cluster headache episodes. It is thought to exert its therapeutic effect through both neurological and vascular mechanisms. Its serotonin agonist activity may contribute to decreasing glutamatergic activity of the trigeminal system and subsequent cortical depolarization which is thought to participate in the neurological pathophysiology of migraine. The same serotonin agonist activity also contributes to vasoconstriction, producing both the characteristic side effect of chest tightness and potentially contributing to a therapeutic effect by counteracting the vasodilation due to calcitonin gene-related peptide (CGRP) release in migraine attacks.","Physical Description":"Solid","PubChemId":10531,"RefCount":2,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Dihydroergotamine","Name":"Dihydroergotamine","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/drugs/DB00320","Name":"Dihydroergotamine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/10531","Name":"Dihydroergotamine","Sub":false},{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/129697429","Name":"(R)-Dihydroergotamine","Sub":true}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1732","Name":"Dihydroergotamine","Sub":false}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:4562","Name":"Dihydroergotamine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=511-12-6","Name":"Dihydroergotamine","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0014465","Name":"Dihydroergotamine","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C07798","Name":"Dihydroergotamine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/436O5HM03C","Name":"Dihydroergotamine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID6045614","Name":"Dihydroergotamine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 10531, Dihydroergotamine. 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