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
-
obsolete Jamestown Canyon encephalitisView Disease →
DOID:0050170
-
eosinophilic meningitisView Disease →
DOID:10361
-
benign shuddering attacksView Disease →
DOID:1713
Drug Classification
-
ergot alkaloidView Class →
CHEBI:23943
-
Ergot AlkaloidsView Class →
CHEBI:23943
-
monocarboxylic acid amideView Class →
CHEBI:29347
-
t251343
-
t251445
-
t251722
-
t252185
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