CHEBI:85155 - netupitant

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ChEBI Name netupitant
ChEBI ID CHEBI:85155
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C30H32F6N4O
Net Charge 0
Average Mass 578.59170
Monoisotopic Mass 578.24803
InChI InChI=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
InChIKey WAXQNWCZJDTGBU-UHFFFAOYSA-N
SMILES CN(C(=O)C(C)(C)c1cc(cc(c1)C(F)(F)F)C(F)(F)F)c1cnc(cc1-c1ccccc1C)N1CCN(C)CC1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): neurokinin-1 receptor antagonist
An antagonist at the neurokinin-1 receptor.
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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
netupitant KEGG DRUG
Manual Xrefs Databases
4898 DrugCentral
D05152 KEGG DRUG
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Registry Numbers Types Sources
10314678 Reaxys Registry Number Reaxys
290297-26-6 CAS Registry Number ChemIDplus
290297-26-6 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017