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Merck
CN

T182

酪氨酸激酶抑制剂A9

solid

别名:

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

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关于此项目

经验公式（希尔记法）:
C18H22N2O
化学文摘社编号:
10537-47-0
分子量:
282.38
NACRES:
NA.77
PubChem Substance ID:
24278069
UNSPSC Code:
51111800
MDL number:
MFCD00209853

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产品名称

酪氨酸激酶抑制剂A9, solid

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

SMILES string

CC(C)(C)c1cc(\C=C(\C#N)C#N)cc(c1O)C(C)(C)C

InChI key

MZOPWQKISXCCTP-UHFFFAOYSA-N

biological source

synthetic (organic)

assay

≥98% (HPLC)

form

solid

color

yellow

mp

139-140 °C

solubility

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

Quality Level

100

Gene Information

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

相关类别

Application

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

Biochem/physiol Actions

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

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.

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral

存储类别

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

法规信息

农药列管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCV7328
MKCT9315
MKCS3755
MKCR8771
MKCH0037

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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)
Yan-Jun Xu et al.
Journal of cellular and molecular medicine, 12(3), 942-954 (2008-05-23)
Although lysophosphatidic acid (LPA) is known to increase intracellularfree calcium concentration ([Ca(2+)](i)) in different cell types, the effect of LPA on the skeletal muscle cells is not known. The present study was therefore undertaken to examine the effect of LPA
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
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
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