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اپرپیتانت

Structure via PubChem · Public domain (PubChem)

EntityQ621834· pop 23· linked from 151 articles

اپرپیتانت

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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

Aprepitant, sold under the brand name Emend among others, is a medication used to prevent chemotherapy-induced nausea and vomiting and to prevent postoperative nausea and vomiting. It may be used together with ondansetron and dexamethasone. It is taken by mouth or administered by intravenous injection. A prodrug, fosaprepitant, is also available for intravenous administration.

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 Ų
H-bond donors
2
H-bond acceptors
12
Formal charge
0

via PubChem

Wikidata facts

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)

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