TYRPHOSTIN A9

TYRPHOSTIN A9 Basic information
Product Name:TYRPHOSTIN A9
Synonyms:ALPHA-CYANO-(3,5-DI-T-BUTYL-4-HYDROXY)CINNAMONITRILE;TYRPHOSTIN A9 \ SELECTIVE PDGF TYROSINE;TYRPHOSTIN A9 99+%;Malonobene;2-(3,5-di-tert-butyl-4-hydroxybenzylidene)Malononitrile;Tyrphostin 9 (SF 6847);Propanedinitrile, 2-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-;[[3,5-BIS(1,1-DIMETHYLETHYL)-4-HYDROXYPHENYL]METHYLENE]-PROPANEDINITRILE
CAS:10537-47-0
MF:C18H22N2O
MW:282.38
EINECS:
Product Categories:Inhibitors
Mol File:10537-47-0.mol
TYRPHOSTIN A9 Structure
TYRPHOSTIN A9 Chemical Properties
Melting point 141-143℃ (ethanol )
Boiling point 424.99°C (rough estimate)
density 1.0741 (rough estimate)
refractive index 1.5700 (estimate)
storage temp. Inert atmosphere,Room Temperature
solubility ethanol: 20 mg/mL
form solid
pka7.55±0.40(Predicted)
color yellow
Stability:Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
CAS DataBase Reference10537-47-0(CAS DataBase Reference)
EPA Substance Registry SystemMalonoben (10537-47-0)
Safety Information
Hazard Codes T
Risk Statements 23/24/25
Safety Statements 36/37/39-45
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS OO3737000
HS Code 2926.90.5050
HazardClass 6.1
MSDS Information
ProviderLanguage
SigmaAldrich English
TYRPHOSTIN A9 Usage And Synthesis
DescriptionTyrphostin 9 (10537-47-0) inhibits PDGF receptor tyrosine kinase (IC50?= 1.2 μM)1and is a potent (10 nM) inhibitor of oxidative phosphorylation2. Inhibits cell growth by disrupting mitochondria.3 Tyrphostin 9 perturbs the golgi complex and blocks proliferation of vascular smooth muscle cells.4
UsesTyrphostin A9 can be used for inhibiting tyrosine kinase functions in C2C12 cells. It has also been used to disrupt membrane potential in mammalian cells.
UsesSF 6847 is an inhibitor of EGFR with IC50 of 460 μM.
UsesSelective inhibitor of PDGF receptor tyrosine kinase
DefinitionChEBI: Malonoben is an alkylbenzene. It has a role as a geroprotector.
General DescriptionA selective, cell-permeable, reversible, and substrate competitive inhibitor of the platelet-derived growth factor receptor tyrosine kinase (IC50 = 500 nM). Anti-proliferative agent. Uncoupler of oxidative phosphorylation. Induces apoptosis in vitro and cell growth arrest in NHL cell lines.
Biological ActivityPotent uncoupler of oxidative phosphorylation.
Biochem/physiol ActionsCell permeable: yes
References1) Bilder?et al. (1991),?Tyrphostins inhibit PDGF-induced DNA synthesis and associated early events in smooth muscle cells; Am. J. Physiol.,?260?C721 2) Terada?et al. (1981),?The interaction of highly active uncouplers with mitochondria; Biochim. Biophys. Acta,?639?225 3) Burger?et al. (1995),?Tyrphostin AG17, [3,5-Ditert-butyl-4-hydroxybenzylidene)-malononitrile], inhibits cell growth by disrupting mitochondria; Cancer Res.,?55?2794 4) Thyberg?et al. (1998),?Tyrphostin A9 and wortmannin perturb the Golgi complex and block proliferation of vascular smooth muscle cells; Eur. J. Cell Biol.,?76?33
TYRPHOSTIN A9 Preparation Products And Raw materials
Raw materials3,5-Di-tert-butyl-4-hydroxybenzaldehyde-->Malononitrile
TYRPHOSTIN 25,TYRPHOSTIN A25 TYRPHOSTIN A23,TYRPHOSTIN 23,AG 18 (Tyrphostin A23) TYRPHOSTIN A10 TYRPHOSTIN 63,TYRPHOSTIN A63 TYRPHOSTIN A8,TYRPHOSTIN AG 10 2-Propenoic acid, 2-cyano-3-(3,4-dihydroxyphenyl)-, (2E)- (9CI) TYRPHOSTIN A9 TYRPHOSTIN A36 TYRPHOSTIN AG 1024 TYRPHOSTIN 8 AG 1295 (E)-N-(3''-PHENYLPROPYL-ALPHA-CYANO-3'-5'-DIISOPROPYL-4'-HYDROXYCINNAMAMIDE) TYRPHOSTIN A24 AG 556 (Tyrphostin AG 556) TYRPHOSTIN A50,TYRPHOSTIN AG 114 AG 490 I-OME-TYRPHOSTIN AG 538 AG 1478

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