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CHEBI:85155 - netupitant

ChEBI IDCHEBI:85155
ChEBI Namenetupitant
Stars
DefinitionA monocarboxylic acid amide obtained by formal condensation of the carboxy group of 2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoic acid with the secondary amino group of N-methyl-4-(2-methylphenyl)-6-(4-methylpiperazin-1-yl)pyridin-3-amine; an antiemetic used in combination with palonosetron hydrochloride (under the trade name Akynzeo) to treat nausea and vomiting in patients undergoing cancer chemotherapy.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC30H32F6N4O
Net Charge0
Average Mass578.601
Monoisotopic Mass578.24803
SMILESCc1ccccc1-c1cc(N2CCN(C)CC2)ncc1N(C)C(=O)C(C)(C)c1cc(C(F)(F)F)cc(C(F)(F)F)c1
InChIInChI=1S/C30H32F6N4O/c1-19-8-6-7-9-23(19)24-17-26(40-12-10-38(4)11-13-40)37-18-25(24)39(5)27(41)28(2,3)20-14-21(29(31,32)33)16-22(15-20)30(34,35)36/h6-9,14-18H,10-13H2,1-5H3
InChIKeyWAXQNWCZJDTGBU-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
neurokinin-1 receptor antagonist  An antagonist at the neurokinin-1 receptor.
Application:
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)
netupitant (CHEBI:85155) has role antiemetic (CHEBI:50919)
netupitant (CHEBI:85155) has role neurokinin-1 receptor antagonist (CHEBI:55350)
netupitant (CHEBI:85155) is a N-alkylpiperazine (CHEBI:46845)
netupitant (CHEBI:85155) is a N-arylpiperazine (CHEBI:46848)
netupitant (CHEBI:85155) is a aminopyridine (CHEBI:38207)
netupitant (CHEBI:85155) is a monocarboxylic acid amide (CHEBI:29347)
netupitant (CHEBI:85155) is a organofluorine compound (CHEBI:37143)
netupitant (CHEBI:85155) is a toluenes (CHEBI:27024)
Incoming Relation(s)
Akynzeo (CHEBI:85154) has part netupitant (CHEBI:85155)
IUPAC Name 
2-[3,5-bis(trifluoromethyl)phenyl]-N,2-dimethyl-N-[4-(2-methylphenyl)-6-(4-methylpiperazin-1-yl)pyridin-3-yl]propanamide
INN  Source
netupitantKEGG DRUG
Manual XrefsDatabases
4898DrugCentral
D05152KEGG DRUG
Registry NumbersSources
Reaxys:10314678Reaxys
CAS:290297-26-6KEGG DRUG
CAS:290297-26-6ChemIDplus
Citations