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CHEBI:5537 - granisetron

ChEBI IDCHEBI:5537
ChEBI Namegranisetron
Stars
DefinitionA monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 1-methyl-1H-indazole-3-carboxylic acid with the primary amino group of (3-endo)-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine. A selective 5-HT3 receptor antagonist, it is used (generally as the monohydrochloride salt) to manage nausea and vomiting caused by cancer chemotherapy and radiotherapy, and to prevent and treat postoperative nausea and vomiting.
Last Modified23 February 2017
DownloadsMolfile
FormulaC18H24N4O
Net Charge0
Average Mass312.417
Monoisotopic Mass312.19501
SMILESCN1[C@@H]2CCC[C@H]1C[C@@H](NC(=O)c1nn(C)c3ccccc13)C2
InChIInChI=1S/C18H24N4O/c1-21-13-6-5-7-14(21)11-12(10-13)19-18(23)17-15-8-3-4-9-16(15)22(2)20-17/h3-4,8-9,12-14H,5-7,10-11H2,1-2H3,(H,19,23)/t12-,13+,14-
InChIKeyMFWNKCLOYSRHCJ-BTTYYORXSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
Applications:
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
antiemetic  A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
ChEBI Ontology
Outgoing Relation(s)
granisetron (CHEBI:5537) has role antiemetic (CHEBI:50919)
granisetron (CHEBI:5537) has role serotonergic antagonist (CHEBI:48279)
granisetron (CHEBI:5537) is a indazoles (CHEBI:38769)
granisetron (CHEBI:5537) is a monocarboxylic acid amide (CHEBI:29347)
granisetron (CHEBI:5537) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
1-methyl-N-[(3-endo)-9-methyl-9-azabicyclo[3.3.1]non-3-yl]-1H-indazole-3-carboxamide
INNs  Source
granisetronWHO MedNet
granisetrónWHO MedNet
granisétronWHO MedNet
granisetronumWHO MedNet
Synonyms  Source
1-methyl-N-(9-methyl-endo-9-azabicyclo(3.3.1)non-3-yl)-1H-indazole-3-carboxamideChemIDplus
APF 530ChemIDplus
APF530ChemIDplus
BRL 43694ChemIDplus
Brand Names  Source
KevatrilChemIDplus
SancusoChemIDplus
SancusoKEGG DRUG
SustolChemIDplus
Manual XrefsDatabases
1329DrugCentral
C07023KEGG COMPOUND
CWBPDBeChem
D04370KEGG DRUG
DB00889DrugBank
EP200444Patent
GranisetronWikipedia
HMDB0015026HMDB
US4886808Patent
Registry NumbersSources
Reaxys:3655275Reaxys
CAS:109889-09-0ChemIDplus
CAS:109889-09-0KEGG COMPOUND
Citations