Methysergide

CHEBI:CHEBI_584020

Definition

A synthetic ergot alkaloid, structurally related to the oxytocic agent methylergonovine and to the potent hallucinogen LSD and used prophylactically to reduce the frequency and intensity of severe vascular headaches.

Chemical Information

Molecular Formula
C21H27N3O2
Molecular Mass
353.45810
Charge
0
SMILES
[H][C@@]12Cc3cn(C)c4cccc(C1=C[C@H](CN2C)C(=O)NC(CC)CO)c34
InChI
InChI=1S/C21H27N3O2/c1-4-15(12-25)22-21(26)14-8-17-16-6-5-7-18-20(16)13(10-23(18)2)9-19(17)24(3)11-14/h5-8,10,14-15,19,25H,4,9,11-12H2,1-3H3,(H,22,26)/t14-,15?,19-/m1/s1
InChIKey
KPJZHOPZRAFDTN-NQUBZZJWSA-N

Alternative Names

  • (+)-9,10-Didehydro-N-(1-(hydroxymethyl)propyl)-1,6-dimethylergoline-8beta-carboxamide
  • (+)-N-(1-(Hydroxymethyl)propyl)-1-methyl-D-lysergamide
  • (8R)-N-[1-hydroxymethyl(propyl)]-1,6-dimethyl-9,10-didehydroergoline-8-carboxamide
  • 1-Methyl-D-lysergic acid butanolamide
  • 1-Methyl-dextro-lysergic acid (+)-1-hydroxy-2-butylamide
  • 1-Methyllysergic acid butanolamide
  • 1-Methylmethylergonovine
  • 9,10-Didehydro-N-(1-(hydroxymethyl)propyl)-1,6-dimethylergoline-8-carboxamide
  • methysergide
  • Methysergide
  • methysergidum
  • metisergida
  • N-(1-(Hydroxymethyl)propyl)-1-methyl-dextro-(+)-lysergamide

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
6911
oboInOwl#hasDbXref
Patent:US3113133
core#notation
CHEBI:584020

Additional References

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
6911
oboInOwl#hasDbXref
Patent:US3113133
oboInOwl#id
CHEBI:584020
core#notation
CHEBI:584020
oboInOwl#hasAlternativeId
CHEBI:6893
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_48279
chebi#has_parent_hydride
http://purl.obolibrary.org/obo/CHEBI_38484
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_109418
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect29185
owl#annotatedSource
t252573
owl#someValuesFrom
t2910678