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T182

Sigma-Aldrich

Tyrphostin A9

solid

Sinônimo(s):

Malonoben, [[3,5-bis(1,1-Dimethylethyl)-4-hydroxyphenyl]methylene]propanedinitrile

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About This Item

Fórmula empírica (Notação de Hill):
C18H22N2O
Número CAS:
10537-47-0
Peso molecular:
282.38
Número MDL:
MFCD00209853
Código UNSPSC:
51111800
ID de substância PubChem:
24278069
NACRES:
NA.77

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fonte biológica

synthetic (organic)

Ensaio

≥98% (HPLC)

Formulário

solid

cor

yellow

pf

139-140 °C

solubilidade

ethanol: 20 mg/mL
DMSO: <25 mg/mL
H2O: insoluble

cadeia de caracteres SMILES

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

chave InChI

MZOPWQKISXCCTP-UHFFFAOYSA-N

Informações sobre genes

human ... EGFR(1956) , ORAI1(84876) , PDGFRA(5156) , PDGFRB(5159)
mouse ... Eef2k(13631) , Prkaca(18747) , Prkca(18750) , Src(20779)

Aplicação

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].

Ações bioquímicas/fisiológicas

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].

Características e benefícios

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.

Nota de preparo

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.

Pictogramas

Skull and crossbones
GHS06

Palavra indicadora

Danger

Frases de perigo

H301 + H311

Classificações de perigo

Acute Tox. 3 Dermal - Acute Tox. 3 Oral

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number
MKCV7328
MKCT9315
MKCS3755
MKCR8771
MKCH0037

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Naveen Kumar et al.
Antimicrobial agents and chemotherapy, 55(12), 5553-5559 (2011-09-21)
We have previously reported that two receptor tyrosine kinase inhibitors (RTKIs), called AG879 and tyrphostin A9 (A9), can each block the replication of influenza A virus in cultured cells. In this study, we further characterized the in vitro antiviral efficacies
G E Bilder et al.
The American journal of physiology, 260(4 Pt 1), C721-C730 (1991-04-01)
Tyrphostins are low-molecular-weight synthetic inhibitors of protein tyrosine kinase, which block cell proliferation. Since platelet-derived growth factor (PDGF) is thought to figure prominently in disorders of vascular smooth muscle cells (VSMC), such as atherosclerosis, hypertension, and restenosis, we examined whether
Tyrphostins as molecular tools and potential antiproliferative drugs.
A Levitzki et al.
Trends in pharmacological sciences, 12(5), 171-174 (1991-05-01)
Manuel Fischer et al.
Molecular biology of the cell, 24(14), 2160-2170 (2013-05-17)
Oxidation of cysteine residues to disulfides drives import of many proteins into the intermembrane space of mitochondria. Recent studies in yeast unraveled the basic principles of mitochondrial protein oxidation, but the kinetics under physiological conditions is unknown. We developed assays
M Zhao et al.
Leukemia, 14(3), 374-378 (2000-03-17)
Somatic mutation of the FLT3 gene, in which the juxtamembrane domain has an internal tandem duplication, is found in 20% of human acute myeloid leukemias and causes constitutive tyrosine phosphorylation of the products. In this study, we observed that the
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