Structural Formula Vector Image
Title: Sunitinib
CAS Registry Number: 557795-19-4
CAS Name: N-[2-(Diethylamino)ethyl]-5-[(Z)-(5-fluoro-1,2-dihydro-2-oxo-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide
Additional Names: 5-[5-fluoro-2-oxo-1,2-dihydroindol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)amide
Molecular Formula: C22H27FN4O2
Molecular Weight: 398.47
Percent Composition: C 66.31%, H 6.83%, F 4.77%, N 14.06%, O 8.03%
Literature References: Tyrosine kinase inhibitor targeting VEGF-R2, PDGF-Rb, KIT and FLT3. Prepn: P. C. Tang et al., WO 0160814 (2001 to Sugen); eidem, US 6573293 (2003 to Sugen; Pharmacia & Upjohn); and kinase inhibition activity: L. Sun et al., J. Med. Chem. 46, 1116 (2003). Pharmacology: D. B. Mendel et al., Clin. Cancer Res. 9, 327 (2003). Clinical pharmacokinetics and evaluation in acute myeloid leukemia: A.-M. O'Farrell et al., ibid. 5465. LC-MS-MS determn in biological samples: S. Barattè et al., J. Chromatogr. A 1024, 87 (2004). Formulation development: A. Sistla et al., Drug Dev. Ind. Pharm. 30 19 (2004). Review of development and therapeutic potential: K. M. Sakamoto, Curr. Opin. Invest. Drugs 5, 1329-1339 (2004).
Properties: Orange solid. pKa 8.5. Log P (octanol/water): 3.1. Soly at 22° (mg/ml): 2582 in 20mM KCl/HCl buffer (pH 2); 364 in 20 mM phosphate buffer (pH 6).
pKa: pKa 8.5
Log P: Log P (octanol/water): 3.1
Derivative Type: Maleate
CAS Registry Number: 341031-54-7
Manufacturers' Codes: SU-11248
Trademarks: Sutent (Pfizer)
Molecular Formula: C22H27FN4O2.C4H6O5
Molecular Weight: 532.56
Percent Composition: C 58.64%, H 6.25%, F 3.57%, N 10.52%, O 21.03%
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Tyrosine Kinase Inhibitors.

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