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فوس‌آپرپیتانت

Structure via PubChem · Public domain (PubChem)

EntityQ5473324· pop 9· linked from 128 articles

فوس‌آپرپیتانت

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Also known as Ivemend®, MK-0517, L-758,298, L-758298, Fosaprepitantum, Fosaprepitant

Fosaprepitant, sold under the brand names Emend (US) and Ivemend (EU) among others, is an antiemetic medication, administered intravenously. It is a prodrug of aprepitant.

Chemical data

Formula
C23H22F7N4O6P
Molecular weight
614.4 g/mol
IUPAC name
[5-[[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]methyl]-3-oxo-1H-1,2,4-triazol-2-yl]phosphonic acid
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=NC(=O)N(N3)P(=O)(O)O)C4=CC=C(C=C4)F
InChIKey
BARDROPHSZEBKC-OITMNORJSA-N
XLogP
1
Polar surface area
124 Ų
H-bond donors
3
H-bond acceptors
14
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
2008
Admin. routes
parenteral
Indications
Chemotherapy-induced nausea and vomiting, multiple myeloma, Nausea and vomiting, brain injury

via ChEMBL · EBI

Wikidata facts

Mass
614.117
Has use
medication
Show 6 more facts
chemical formula
C₂₃H₂₂F₇N₄O₆P
Commons category
Fosaprepitant
canonical SMILES
CC(C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F)OC2C(N(CCO2)CC3=NC(=O)N(N3)P(=O)(O)O)C4=CC=C(C=C4)F
isomeric 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=NC(=O)N(N3)P(=O)(O)O)C4=CC=C(C=C4)F
World Health Organisation international non-proprietary name
fosaprepitant
subject has role
NK1 receptor antagonists
Sources (3)

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via Wikidata sitelinks · CC0