Sorafenib N-oxide

Sorafenib N-oxide is an active metabolite of sorafenib (BAY 43-9006, Cay-10009644), an inhibitor of Raf-1, B-RAF, and receptor tyrosine kinases. Sorafenib N-oxide inhibits FLT3 that contains the internal tandem duplication mutation (FLT3-ITD, Kd = 70 nM) and inhibits proliferation of MV4-11 acute myeloid leukemia (AML) cells expressing FLT3-ITD (IC50 = 25.8 nM). It is selective for AML cell lines containing FLT3-ITD over lines containing wild-type FLT3 (IC50s = 3.9-13.3 µM). Sorafenib N-oxide is also a linear-mixed inhibitor of the cytochrome P450 (CYP) isoform CYP3A4 (Ki = 15 µM in human liver microsomes).Formal Name: 4-[4-[[[[4-chloro-3-(trifluoromethyl)phenyl]amino]carbonyl]amino]phenoxy]-N-methyl-2-pyridinecarboxamide, 1-oxide. CAS Number: 583840-03-3. Synonyms: BAY 67-3472. Molecular Formula: C21H16ClF3N4O4. Formula Weight: 480.8. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMSO: Soluble, Methanol: Very slightly soluble (warmed). SMILES: ClC1=C(C(F)(F)F)C=C(NC(NC2=CC=C(OC(C=C3C(NC)=O)=CC=[N]3=O)C=C2)=O)C=C1. InChi Code: InChI=1S/C21H16ClF3N4O4/c1-26-19(30)18-11-15(8-9-29(18)32)33-14-5-2-12(3-6-14)27-20(31)28-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,27,28,31). InChi Key: BQAZCCVUZDIZDC-UHFFFAOYSA-N.