Structure via PubChem · Public domain (PubChem)
vemurafenib
Sign in to saveAlso known as PLX4032, RG7204, Zelboraf®, Zelboraf, BRAF(V600E) Kinase Inhibitor RO5185426, PLX 4032, N-[3-[[5-(4-Chlorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]carbonyl]-2,4-difluorophenyl]-1-propanesulfonamide
Vemurafenib (INN), sold under the brand name Zelboraf, is a medication used for the treatment of late-stage melanoma. It is an inhibitor of the B-Raf enzyme and was developed by Plexxikon.
Key facts
- Drug.IUPAC_name
- N-(3-{[5-(4-Chlorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]carbonyl}-2,4-difluorophenyl)propane-1-sulfonamide
- Drug.verifiedrevid
- 432742697
- Drug.image
- Vemurafenib structure.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Vemurafenib ball-and-stick model.png
- Drug.image_class2
- bg-transparent
- Drug.width
- 230
- Drug.tradename
- Zelboraf
- Drug.MedlinePlus
- a612009
- Drug.licence_EU
- yes
- Drug.licence_US
- Vemurafenib
- Drug.pregnancy_AU
- D
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- L01
- Drug.ATC_suffix
- XE15
- Drug.legal_AU
- S4
- Drug.legal_CA
- Rx-only
- Drug.legal_UK
- POM
via Wikipedia infobox
Chemical data
- Formula
- C23H18ClF2N3O3S
- Molecular weight
- 489.9 g/mol
- IUPAC name
- N-[3-[5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-2,4-difluorophenyl]propane-1-sulfonamide
- SMILES
- CCCS(=O)(=O)NC1=C(C(=C(C=C1)F)C(=O)C2=CNC3=C2C=C(C=N3)C4=CC=C(C=C4)Cl)F
- InChIKey
- GPXBXXGIAQBQNI-UHFFFAOYSA-N
- XLogP
- 5
- Polar surface area
- 100 Ų
- H-bond donors
- 2
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Research
3,274 papers- Vemurafenib.Recent results in cancer research. Fortschritte der Krebsforschung. Progres dans les recherches sur le cancer · 2018
- Vemurafenib.Recent results in cancer research. Fortschritte der Krebsforschung. Progres dans les recherches sur le cancer · 2014
- Vemurafenib-induced granulomatous hepatitis.Hepatology (Baltimore, Md.) · 2017
- Vemurafenib in melanoma.Expert review of anticancer therapy · 2013
- Vemurafenib.Nature reviews. Drug discovery · 2011
via PubMed
Wikidata facts
- Mass
- 489.073
Show 4 more facts
- chemical formula
- C₂₃H₁₈ClF₂N₃O₃S
- canonical SMILES
- CCCS(=O)(=O)NC1=C(C(=C(C=C1)F)C(=O)C2=CNC3=NC=C(C=C23)C4=CC=C(C=C4)Cl)F
- World Health Organisation international non-proprietary name
- vemurafenib
- Commons category
- Vemurafenib
via Wikidata · CC0
~6 min read
Article
10 sectionsContents
- Mechanism of action
- Resistance
- Side effects
- History
- Society and culture
- Legal status
- Research
- Treating Hairy Cell Leukemia (HCL)
- References
- Further reading
{{Infobox drug | IUPAC_name = N-(3-{[5-(4-Chlorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]carbonyl}-2,4-difluorophenyl)propane-1-sulfonamide | verifiedrevid = 432742697 | image = Vemurafenib structure.svg | image_class = skin-invert-image | image2 = Vemurafenib ball-and-stick model.png | image_class2 = bg-transparent | width = 230
| pronounce = | tradename = Zelboraf | Drugs.com = | MedlinePlus = a612009 | licence_EU = yes | licence_US = Vemurafenib | pregnancy_AU = D | pregnancy_AU_comment = | routes_of_administration = By mouth | ATC_prefix = L01 | ATC_suffix = XE15