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Carfilzomib information


Carfilzomib
Clinical data
Trade namesKyprolis
Other namesPX-171-007
AHFS/Drugs.comMonograph
MedlinePlusa612031
License data
  • US DailyMed: Carfilzomib
Pregnancy
category
  • AU: C
Routes of
administration
Intravenous
ATC code
  • L01XG02 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)[1]
  • CA: ℞-only[2]
  • UK: POM (Prescription only)
  • US: ℞-only[3]
  • EU: Rx-only
Pharmacokinetic data
Protein binding97%[3]
MetabolismExtensive; CYP plays a minor role
Identifiers
IUPAC name
  • (2S)-4-Methyl-N-[(2S)-1-[[(2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]-2-[[(2S)-2-[(2-morpholin-4-ylacetyl)amino]-4-phenylbutanoyl]amino]pentanamide
CAS Number
  • 868540-17-4
PubChem CID
  • 11556711
IUPHAR/BPS
  • 7420
DrugBank
  • DB08889
ChemSpider
  • 9731489
UNII
  • 72X6E3J5AR
KEGG
  • D08880
ChEBI
  • CHEBI:65347
ChEMBL
  • ChEMBL451887
CompTox Dashboard (EPA)
  • DTXSID4048690 Edit this at Wikidata
ECHA InfoCard100.219.957 Edit this at Wikidata
Chemical and physical data
FormulaC40H57N5O7
Molar mass719.924 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C(N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)[C@@]1(OC1)C)CC(C)C)Cc2ccccc2)CC(C)C)CCc3ccccc3)CN4CCOCC4
InChI
  • InChI=1S/C40H57N5O7/c1-27(2)22-32(36(47)40(5)26-52-40)42-39(50)34(24-30-14-10-7-11-15-30)44-38(49)33(23-28(3)4)43-37(48)31(17-16-29-12-8-6-9-13-29)41-35(46)25-45-18-20-51-21-19-45/h6-15,27-28,31-34H,16-26H2,1-5H3,(H,41,46)(H,42,50)(H,43,48)(H,44,49)/t31-,32-,33-,34-,40+/m0/s1
  • Key:BLMPQMFVWMYDKT-NZTKNTHTSA-N

Carfilzomib, sold under the brand name Kyprolis, is an anti-cancer medication acting as a selective proteasome inhibitor. Chemically, it is a tetrapeptide epoxyketone and an analog of epoxomicin.[4] It was developed by Onyx Pharmaceuticals.

The US Food and Drug Administration (FDA) approved it in July 2012.[5][6]

  1. ^ "Prescription medicines: registration of new chemical entities in Australia, 2016". Therapeutic Goods Administration (TGA). 21 June 2022. Retrieved 10 April 2023.
  2. ^ "Health Canada New Drug Authorizations: 2016 Highlights". Health Canada. 14 March 2017. Retrieved 7 April 2024.
  3. ^ a b "Kyprolis- carfilzomib injection, powder, lyophilized, for solution". DailyMed. 26 August 2020. Retrieved 13 November 2020.
  4. ^ "NCI Drug Dictionary". National Cancer Institute. Retrieved 13 November 2020.
  5. ^ "FDA Approves Kyprolis for Some Patients with Multiple Myeloma". FDA. 2012-07-20. Archived from the original on 2013-01-28. Retrieved 2013-07-23.
  6. ^ "Drug Approval Package: Kyprolis (carfilzomib) for Injection NDA #202714". U.S. Food and Drug Administration (FDA). 20 August 2012. Retrieved 10 April 2023.

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