SMB01404

Sorafenib N-oxide

≥95%

• Synonym(s): 4-(4-(3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido)phenoxy)-2-(methylcarbamoyl)pyridine 1-oxide
• Empirical Formula (Hill Notation): C₂₁H₁₆ClF₃N₄O₄
• CAS Number: 583840-03-3
• Molecular Weight: 480.82
• MDL number: MFCD25974057
• UNSPSC Code: 12352100
• form: powder or crystals
• solubility: DMSO: soluble; methanol: soluble

Properties

• biological source: synthetic
• Quality Level: 100
• Assay: ≥95%
• form: powder or crystals
• color: white to off-white
• solubility: DMSO: soluble; methanol: soluble
• application(s): clinical research; general analytical; life science and biopharma; metabolomics
• storage temp.: −20°C
• SMILES string: CNC(=O)C1=[N+](C=CC(=C1)OC2=CC=C(C=C2)NC(=O)NC3=CC(=C(C=C3)Cl)C(F)(F)F)[O-]
• 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

Description

General description

Sorafenib N-Oxide is an active metabolite of Sorafenib and belongs to the class of organic compounds known as diarylethers. Sorafenib is a derivative of niacinamide and phenylurea, primarily known for inhibiting several intracellular and cell surface kinases that are crucial to angiogenesis, including RAF kinases and VEGF receptors. Research indicates that Sorafenib N-Oxide also effectively inhibits FLT3 with internal tandem duplication (ITD) mutations, which helps block the proliferation of MV4-11 acute myeloid leukemia (AML) cells that express FLT3-ITD. Notably, it is selective for AML cell lines with FLT3-ITD mutations, differentiating it from cell lines with the wild-type FLT3. In addition, Sorafenib N-Oxide functions as a linear-mixed inhibitor of the CYP3A4 enzyme, with a Ki value of 15 µM in human liver microsomes. This inhibitory action impacts drug metabolism through the cytochrome P450 (CYP) pathway, specifically CYP3A4, which plays a key role in processing various medications. Due to its selective inhibition and efficacy, Sorafenib N-Oxide is considered a promising candidate for cancer treatment, particularly in the therapeutic management of AML.

Application

Sorafenib N-oxide finds application in metabolomics, biochemical and life science related research.

Features and Benefits

Versatile and adaptable for wide variety of research and metabolomics applications.

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable