Toceranib

Chemical compound used in the treatment of tumors
  • US DailyMed: Toceranib
Routes of
administrationBy mouthDrug classAntineoplastic agentATCvet code
  • QL01EX90 (WHO)
Legal statusLegal status
  • CA: ℞-only
  • US: ℞-only
Pharmacokinetic dataBioavailability77%Protein binding91%-93%Elimination half-life16 hIdentifiers
  • 5-[(5Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-N-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrole-3-carboxamide
CAS Number
  • 356068-94-5
  • as salt: 874819-74-6
PubChem CID
  • 5329106
  • as salt: 16034840
ChemSpider
  • 4486268
  • as salt: 13163443
UNII
  • 59L7Y0530C
  • as salt: 24F9PF7J3R
KEGG
  • D08503
  • as salt: D08544
ChEMBL
  • ChEMBL13608
  • as salt: ChEMBL2103833
PDB ligand
  • BWC (PDBe, RCSB PDB)
CompTox Dashboard (EPA)
  • DTXSID50189076 Edit this at Wikidata
Chemical and physical dataFormulaC22H25FN4O2Molar mass396.466 g·mol−13D model (JSmol)
  • Interactive image
  • Fc1ccc2c(c1)/C(C(=O)N2)=C/c4c(c(C(=O)NCCN3CCCC3)c([nH]4)C)C
  • InChI=1S/C22H25FN4O2/c1-13-19(12-17-16-11-15(23)5-6-18(16)26-21(17)28)25-14(2)20(13)22(29)24-7-10-27-8-3-4-9-27/h5-6,11-12,25H,3-4,7-10H2,1-2H3,(H,24,29)(H,26,28)/b17-12-
  • Key:SRSGVKWWVXWSJT-ATVHPVEESA-N

Toceranib is a receptor tyrosine kinase inhibitor and is used in the treatment[1] of canine mast cell tumor also called mastocytoma. Together with masitinib (Kinavet (US)/Masivet (EU/ROW) by AB Science), toceranib is the only dog-specific anti-cancer drug[2] approved by the U.S. Food and Drug Administration (FDA).[3][4] It is sold under the brand name Palladia as its phosphate salt, toceranib phosphate (INN) by Pfizer. It was developed by SUGEN as SU11654,[5] a sister compound to sunitinib, which was later approved for human therapies. Toceranib is likely to act mostly through inhibition of the kit tyrosine kinase, though it may also have an anti-angiogenic effect.

References

  1. ^ London CA, Malpas PB, Wood-Follis SL, et al. (June 2009). "Multi-center, Placebo-controlled, Double-blind, Randomized Study of Oral Toceranib Phosphate (SU11654), a Receptor Tyrosine Kinase Inhibitor, for the Treatment of Dogs with Recurrent (Either Local or Distant) Mast Cell Tumor Following Surgical Excision". Clin Cancer Res. 15 (11): 3856–65. doi:10.1158/1078-0432.CCR-08-1860. PMID 19470739.
  2. ^ CBS News FDA Approves First-Ever Dog Cancer Drug
  3. ^ "FDA: First Drug to Treat Cancer in Dogs Approved". U.S. Food and Drug Administration (FDA) (Press release). 3 June 2009. Archived from the original on 22 July 2010. Retrieved 2 October 2021.
  4. ^ "Palladia New Animal Drug Application" (PDF). U.S. Food and Drug Administration (FDA). 22 May 2009. Archived from the original (PDF) on 16 November 2010. Retrieved 2 October 2021.
  5. ^ "In Trials for New Cancer Drugs, Family Pets Are Benefiting, Too". The New York Times. 24 November 2006. Retrieved 2 October 2021.

External links

  • "Toceranib". Drug Information Portal. U.S. National Library of Medicine.
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CI monoclonal antibodies ("-mab")
Receptor tyrosine kinase
Others for solid tumors
Leukemia/lymphoma
Other
Tyrosine kinase inhibitors ("-nib")
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Angiopoietin
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  • Antibodies: Aprutumab
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  • Kinase inhibitors: BMS-754807
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  • Antibodies: Dusigitumab
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Others
  • Cleavage products/derivatives with unknown target: Glypromate (GPE, (1-3)IGF-1)
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  • Aptamers: Against NGF: RBM-004
  • Decoy receptors: LEVI-04 (p75NTR-Fc)
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Unsorted
  • Kinase inhibitors: Agerafenib
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  • See here instead.
Trk
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  • Negative allosteric modulators: VM-902A
  • Aptamers: Against NGF: RBM-004
  • Decoy receptors: ReN-1820 (TrkAd5)
TrkB
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Others


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