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Structure via PubChem · Public domain (PubChem)
casopitant
Sign in to saveCasopitant (), former tentative trade names Rezonic (U.S.) and Zunrisa (Europe), is an NK1 receptor antagonist which was undergoing research for the treatment of chemotherapy-induced nausea and vomiting. It was under development by GlaxoSmithKline. In July 2008, the company filed a marketing authorisation application with the European Medicines Agency. The application was withdrawn and development was discontinued in September 2009 because GlaxoSmithKline decided that further safety assessment was necessary. However, a 2022 review listed casopitant as under development as a potential novel ant
Chemical data
- Formula
- C30H35F7N4O2
- Molecular weight
- 616.6 g/mol
- IUPAC name
- (2R,4S)-4-(4-acetylpiperazin-1-yl)-N-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl]-2-(4-fluoro-2-methylphenyl)-N-methylpiperidine-1-carboxamide
- SMILES
- CC1=C(C=CC(=C1)F)[C@H]2C[C@H](CCN2C(=O)N(C)[C@H](C)C3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F)N4CCN(CC4)C(=O)C
- InChIKey
- XGGTZCKQRWXCHW-WMTVXVAQSA-N
- XLogP
- 5.3
- Polar surface area
- 47.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 10
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- Nausea, insomnia, post operative nausea and vomiting, Chemotherapy-induced nausea and vomiting
via ChEMBL · EBI
Research
60 papersvia PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 616.2648239
Show 5 more facts
- chemical formula
- C₃₀H₃₅F₇N₄O₂
- subject has role
- NK1 receptor antagonists
- isomeric SMILES
- CC1=C(C=CC(=C1)F)[C@H]2C[C@H](CCN2C(=O)N(C)[C@H](C)C3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F)N4CCN(CC4)C(=O)C
- canonical SMILES
- CC1=C(C=CC(=C1)F)C2CC(CCN2C(=O)N(C)C(C)C3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F)N4CCN(CC4)C(=O)C
- Commons category
- Casopitant
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
1 sectionsContents
- References
{{Drugbox | Watchedfields = changed | verifiedrevid = 447887505 | IUPAC_name = (2S,4S)-4-(4-Acetyl-1-piperazinyl)-N-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl]-2-(4-fluoro-2-methylphenyl)-N-methyl-1-piperidinecarboxamide | image = Casopitant.svg | image_class = skin-invert-image | width = 275
| tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status =
Excerpted from Wikipedia’s “casopitant” article, available under the CC BY-SA 4.0 licence.