aprépitant

Also known as 3-(((2R,3S)-3-(p-fluorophenyl)-2-(((alphaR)-alpha-methyl-3,5-bis(trifluoromethyl)benzyl)oxy)morpholino)methyl)-Delta(2)-1,2,4-triazolin-5-one, 3-(((2R,3S)-3-(p-fluorophenyl)-2-(((alphar)-alpha-methyl-3,5-bis(trifluoromethyl)benzyl)oxy)morpholino)methyl)-delta(2)-1,2,4-triazolin-5-one

composé chimique

In the Vinony graph

Within Vinony's link graph, aprépitant is referenced by 151 other articles, and connects out to monoamine oxidase inhibitor, serotonin–norepinephrine reuptake inhibitor and tetracyclic antidepressant.

It is catalogued under topics including 1,2,4-Triazol-3-ones, 4-Fluorophenyl compounds and Antiemetics.

Its subject is documented across 22 Wikipedia language editions.

Chemical data

Formula: C23H21F7N4O3
Molecular weight: 534.4 g/mol
IUPAC name: 3-[[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]methyl]-1,4-dihydro-1,2,4-triazol-5-one
SMILES: C[C@H](C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F)O[C@@H]2[C@@H](N(CCO2)CC3=NNC(=O)N3)C4=CC=C(C=C4)F
InChIKey: ATALOFNDEOCMKK-OITMNORJSA-N
XLogP: 4.2
Polar surface area: 75.2 Å²
H-bond donors: 2
H-bond acceptors: 12
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2003
Admin. routes: oral, parenteral
Indications: multiple myeloma, non-small cell lung carcinoma, post operative nausea and vomiting, HIV infection

via ChEMBL · EBI

Research

1,461 papers

Aprepitant, fosaprepitant and risk of ifosfamide-induced neurotoxicity: a systematic review.Cancer chemotherapy and pharmacology · 2022
The efficacy of aprepitant for the prevention of postoperative nausea and vomiting: A meta-analysis.Medicine · 2023
Aprepitant--a novel NK1-receptor antagonist.Expert opinion on pharmacotherapy · 2003
Aprepitant and fosaprepitant drug interactions: a systematic review.British journal of clinical pharmacology · 2017
Aprepitant for the Treatment of Chronic Refractory Pruritus.BioMed research international · 2017

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 534.150188
Has use: medication

Show 8 more facts

subject has role: NK1 receptor antagonists
chemical formula: C₂₃H₂₁F₇N₄O₃
World Health Organisation international non-proprietary name: aprepitant
canonical SMILES: CC(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)OC2C(N(CCO2)CC3=NC(=O)NN3)c4ccc(cc4)F
isomeric SMILES: C[C@H](c1cc(cc(c1)C(F)(F)F)C(F)(F)F)O[C@@H]2[C@@H](N(CCO2)CC3=NC(=O)NN3)c4ccc(cc4)F
Commons category: Aprepitant
defined daily dose: 150
significant drug interaction: rac-warfarin

Sources (5)

via Wikidata · CC0

Article · Français

L'aprépitant est un médicament appartenant à la classe antiémétique antagoniste de la substance P. Il agit sur les récepteurs NK1 (récepteurs des tachykinines). Il est commercialisé par les Laboratoires Merck Sharp et Dohme-Chibret sous le nom de Emend. Il est utilisé comme antiémétique, dans la prévention des nausées-vomissements dus aux chimiothérapies émétisantes en association avec un corticoïde (dexaméthasone) et un sétron (ondansétron).

Abstract from DBpedia / Wikipedia · CC BY-SA