T3434

Tyrphostin AG 490

solid

• Synonym(s): 2-Cyano-3-(3,4-dihydroxyphenyl)-N-(benzyl)-2-propenamide, 2-Cyano-3-(3,4-dihydroxyphenyl)-N-(phenylmethyl)-2-propenamide
• Empirical Formula (Hill Notation): C₁₇H₁₄N₂O₃
• CAS Number: 133550-30-8
• Molecular Weight: 294.30
• NACRES: NA.77
• PubChem Substance ID: 24278732
• UNSPSC Code: 12352200
• MDL number: MFCD00236452
• Assay: ≥98% (HPLC)
• Form: solid

Properties

• biological source: synthetic (organic)
• Quality Segment: 200
• assay: ≥98% (HPLC)
• form: solid
• color: yellow
• solubility: DMSO: soluble 10 mg/ml, clear, yellow, ethanol: 5 mg/mL, H₂O: insoluble
• storage temp.: −20°C
• SMILES string: Oc1ccc(cc1O)\C=C(/C#N)C(=O)NCc2ccccc2
• InChI: 1S/C17H14N2O3/c18-10-14(8-13-6-7-15(20)16(21)9-13)17(22)19-11-12-4-2-1-3-5-12/h1-9,20-21H,11H2,(H,19,22)/b14-8+
• InChI key: TUCIOBMMDDOEMM-RIYZIHGNSA-N
• Gene Information: human ... EGFR(1956), ERBB2(2064), IL2(3558), JAK2(3717)

Description

Application

Tyrphostin AG has been used to block IL-6 cytokine signaling to study its effects on glial cell reactivity⁵. AG 490 has also been used as a JAK2 inhibitor in human umbilical vein endothelial cells⁶.

Biochem/physiol Actions

Jak-2 protein tyrosine kinase (PTK) inhibitor. Inhibits interleukin 2 (IL-2) driven mitogenesis and triggers apoptosis of tumor cells in Sezary syndrome, a leukemic variant of cutaneous T cell lymphoma.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the JAKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

Tyrphostin AG 490 is soluble in ethanol at 5 mg/ml and is insoluble in water. It is also soluble in DMSO at 10 mg/ml and yields a clear, yellow solution.

Disclaimer

Photosensitive

Safety Information

• wgk: WGK 3
• Storage Class: 11 - Combustible Solids