T182

Tyrphostin A9

solid

• Synonym(s): Malonoben, [[3,5-bis(1,1-Dimethylethyl)-4-hydroxyphenyl]methylene]propanedinitrile
• Empirical Formula (Hill Notation): C₁₈H₂₂N₂O
• CAS Number: 10537-47-0
• Molecular Weight: 282.38
• NACRES: NA.77
• PubChem Substance ID: 24278069
• UNSPSC Code: 51111800
• MDL number: MFCD00209853
• Assay: ≥98% (HPLC)
• Form: solid

Properties

• biological source: synthetic (organic)
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: solid
• color: yellow
• mp: 139-140 °C
• solubility: ethanol: 20 mg/mL, DMSO: <25 mg/mL, H₂O: insoluble
• SMILES string: CC(C)(C)c1cc(\C=C(\C#N)C#N)cc(c1O)C(C)(C)C
• InChI: 1S/C18H22N2O/c1-17(2,3)14-8-12(7-13(10-19)11-20)9-15(16(14)21)18(4,5)6/h7-9,21H,1-6H3
• InChI key: MZOPWQKISXCCTP-UHFFFAOYSA-N
• Gene Information: human ... EGFR(1956), ORAI1(84876), PDGFRA(5156), PDGFRB(5159) ; mouse ... Eef2k(13631), Prkaca(18747), Prkca(18750), Src(20779)

Description

Application

Tyrphostin A9 can be used for inhibiting tyrosine kinase functions in C2C12 cells[1]. It has also been used to disrupt membrane potential in mammalian cells[2].

Biochem/physiol Actions

Tyrphostin A9 is a PDGF receptor tyrosine kinase inhibitor that can induce apoptosis in cancer cells[3], inhibit the growth of vascular smooth cells[4] and block calcium release-dependent phosphorylations[5].

Features and Benefits

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Preparation Note

Tyrphostin A9 is soluble in ethanol at 20 mg/ml, in DMSO at a concentration less than 25 mg/ml. It is insoluble in water.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301 + H311
• pcodes: P280 - P301 + P310 + P330 - P302 + P352 + P312
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges