Sunitinib, Free base

  • CAT Number: A000114
  • CAS Number: 557795-19-4
  • Molecular Formula: C22H27FN4O2
  • Molecular Weight: 398.482
  • Purity: ≥95%
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Sunitinib free base is an oral, small-molecule, multi-targeted receptor tyrosine kinase (RTK) inhibitor. Sunitinib malate salt was approved by the FDA for the treatment of renal cell carcinoma (RCC) and imatinib-resistant gastrointestinal stromal tumor (GIST) on January 26, 2006. Sunitinib inhibits cellular signaling by targeting multiple receptor tyrosine kinases (RTKs). The simultaneous inhibition of these targets therefore reduces tumor vascularization and tiggers cancer cell apoptosis and thus results in tumor shrinkage. Sunitinib also inhibits CD117 (c-KIT), the receptor tyrosine kinase that (when improperly activated by mutation) drives the majority of gastrointestinal stromal cell tumors.

Catalog Number A000114
CAS Number 557795-19-4
Molecular Formula

C22H27FN4O2

Purity 95%
Target PDGFR
Solubility >19.9mg/mL in DMSO
Storage Store at -20°C
IUPAC Name N-[2-(diethylamino)ethyl]-5-[(Z)-(5-fluoro-2-oxo-1H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide
InChI InChI=1S/C22H27FN4O2/c1-5-27(6-2)10-9-24-22(29)20-13(3)19(25-14(20)4)12-17-16-11-15(23)7-8-18(16)26-21(17)28/h7-8,11-12,25H,5-6,9-10H2,1-4H3,(H,24,29)(H,26,28)/b17-12-
InChIKey WINHZLLDWRZWRT-ATVHPVEESA-N
SMILES CCN(CC)CCNC(=O)C1=C(NC(=C1C)C=C2C3=C(C=CC(=C3)F)NC2=O)C
Reference

1: Faivre S, Demetri G, Sargent W, Raymond E. Molecular basis for sunitinib
efficacy and future clinical development. Nat Rev Drug Discov. 2007
Sep;6(9):734-45. Review. PubMed PMID: 17690708.
<br>

2: MacIntyre J. Pharmacologic application of sunitinib malate in the management
of gastrointestinal stromal tumors. Clin J Oncol Nurs. 2007 Apr;11(2):237-41.
Review. PubMed PMID: 17573273.
<br>

3: Reddy K. Phase III study of sunitinib malate (SU11248) versus interferon-alpha
as first-line treatment in patients with metastatic renal cell carcinoma. Clin
Genitourin Cancer. 2006 Jun;5(1):23-5. Review. PubMed PMID: 16859575.
<br>

4: Cabebe E, Wakelee H. Sunitinib: a newly approved small-molecule inhibitor of
angiogenesis. Drugs Today (Barc). 2006 Jun;42(6):387-98. Review. PubMed PMID:
16845442.

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