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SML1702 Sigma-Aldrich

SW203668 trifluoroacetate

≥98% (HPLC)

Synonym: 4-(Amino(phenyl)methyl)-N-(6-methoxybenzo[d]thiazol-2-yl)benzamide trifluoroacetate, 4-(Aminophenylmethyl)-N-(6-methoxy-2-benzothiazolyl)-benzamide trifluoroacetate

  • CAS Number 1673556-40-5 (free base)

  • Empirical Formula (Hill Notation) C22H19N3O2S · CF3CO2H

  • Molecular Weight 503.49

  •  PubChem Substance ID 329826027

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Drug and Xenobiotic Metabolism,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
color   white to beige
solubility   DMSO: 20 mg/mL, clear
storage temp.   2-8°C
SMILES string   FC(F)(C(O)=O)F.NC(C1=CC=CC=C1)C(C=C2)=CC=C2C(NC3=NC4=CC=C(OC)C=C4S3)=O
InChI   1S/C22H19N3O2S.C2HF3O2/c1-27-17-11-12-18-19(13-17)28-22(24-18)25-21(26)16-9-7-15(8-10-16)20(23)14-5-3-2-4-6-14;3-2(4,5)1(6)7/h2-13,20H,23H2,1H3,(H,24,25,26);(H,6,7)
InChI key   SIUPHFAIFLEFIT-UHFFFAOYSA-N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

SW203668 is activated in cell lines expressing cytochrome P450 (CYP) 4F11 to an irreversible inhibitor of stearoyl CoA desaturase. Stearoyl CoA desaturase is not essential in the liver where SW203668 activation takes place, but is necessary for many tumor cells, several of which also express high levels of CYP4F11. SW203668 inhibited growth of lung carcinoma cell line H2122 with IC50 values of 0.029 μM and 0.007 μM, respectively for the (+) and (-) enantiomers. SW203668 also substantially reduced growth rate in H2122-derived tumors in immunodeficient mice.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
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