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T182

Sigma-Aldrich

Tyrphostin A9

solid

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C18H22N2O
CAS-Nummer:
10537-47-0
Molekulargewicht:
282.38
MDL-Nummer:
MFCD00209853
UNSPSC-Code:
51111800
PubChem Substanz-ID:
24278069
NACRES:
NA.77

Biologische Quelle

synthetic (organic)

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

solid

Farbe

yellow

mp (Schmelzpunkt)

139-140 °C

Löslichkeit

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

InChIKey

MZOPWQKISXCCTP-UHFFFAOYSA-N

Angaben zum Gen

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

Anwendung

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. Wirkung

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.

Leistungsmerkmale und Vorteile

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Angaben zur Herstellung

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.

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

H-Sätze

H301 + H311

Gefahreneinstufungen

Acute Tox. 3 Dermal - Acute Tox. 3 Oral

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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

Analysenzertifikate (COA)

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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
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
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
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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