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CHEBI:50212 - pizotifen

ChEBI IDCHEBI:50212
ChEBI Namepizotifen
Stars
DefinitionA benzocycloheptathiophene that is 9,10-dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thiophene 4-ylidene)-1-methylpiperidine which is joined from the 4 position to the 4 position of an N-methylpiperidine moiety by a double bond. It is a sedating antihistamine, with strong serotonin antagonist and weak antimuscarinic activity. It is generally used as the malate salt for the treatment of migraine and the prevention of headache attacks during cluster periods.
Last Modified22 February 2017
SubmitterInma Spiteri
DownloadsMolfile
FormulaC19H21NS
Net Charge0
Average Mass295.451
Monoisotopic Mass295.13947
SMILESCN1CCC(=C2c3ccccc3CCc3sccc32)CC1
InChIInChI=1S/C19H21NS/c1-20-11-8-15(9-12-20)19-16-5-3-2-4-14(16)6-7-18-17(19)10-13-21-18/h2-5,10,13H,6-9,11-12H2,1H3
InChIKeyFIADGNVRKBPQEU-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
histamine antagonist  Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
Applications:
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
histamine antagonist  Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
ChEBI Ontology
Outgoing Relation(s)
pizotifen (CHEBI:50212) has functional parent piperidine (CHEBI:18049)
pizotifen (CHEBI:50212) has role histamine antagonist (CHEBI:37956)
pizotifen (CHEBI:50212) has role muscarinic antagonist (CHEBI:48876)
pizotifen (CHEBI:50212) has role serotonergic antagonist (CHEBI:48279)
pizotifen (CHEBI:50212) is a benzocycloheptathiophene (CHEBI:50219)
pizotifen (CHEBI:50212) is conjugate base of pizotifen(1+) (CHEBI:50318)
Incoming Relation(s)
pizotifen(1+) (CHEBI:50318) is conjugate acid of pizotifen (CHEBI:50212)
IUPAC Name 
4-(9,10-dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-ylidene)-1-methylpiperidine
INNs  Source
pizotifenKEGG DRUG
pizotifeneChemIDplus
pizotifenoChemIDplus
pizotifenumChemIDplus
Synonym  Source
PizotylineChemIDplus
Manual XrefsDatabases
D05523KEGG DRUG
BE636717Patent
US3272826Patent
PizotifenWikipedia
LSM-3695LINCS
2220DrugCentral
Registry NumbersSources
Reaxys:753534Reaxys
CAS:15574-96-6ChemIDplus