Identification | More | [Name]
TYRPHOSTIN A9 | [CAS]
10537-47-0 | [Synonyms]
[[3,5-BIS(1,1-DIMETHYLETHYL)-4-HYDROXYPHENYL]METHYLENE]-PROPANEDINITRILE 3,5-DI-T-BUTYL-4-HYDROXY-BENZYLIDENEMALONONITRILE 3,5-DI-TERT-BUTYL-4-HYDROXYBENZYLIDENEMALONONITRILE AG 17 ALPHA-CYANO-(3,5-DI-T-BUTYL-4-HYDROXY)CINNAMONITRILE CHEMBRDG-BB 5272363 MALONABEN MALONOBEN NSC 242557 RARECHEM AL BX 0198 RG 50872 SF 6847 TYRPHOSTIN 9 TYRPHOSTIN A9 TYRPHOSTIN AG 17 TYRPHOSTIN RG 50872 ((3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl)methylene)-propanedinitril 2-((3,5-bis(1,1-dimethyl)-4-hydroxyphenyl)methylene)propanedinitrile 3,5-di-tert-butyl-4-hydroxybenzylidene-malononitril ent27910 | [Molecular Formula]
C18H22N2O | [MDL Number]
MFCD00209853 | [Molecular Weight]
282.38 | [MOL File]
10537-47-0.mol |
Chemical Properties | Back Directory | [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
| [pka]
7.55±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 Reference]
10537-47-0(CAS DataBase Reference) | [EPA Substance Registry System]
Malonoben (10537-47-0) |
Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [RTECS ]
OO3737000
| [HS Code ]
2926.90.5050 | [HazardClass ]
6.1 |
Hazard Information | Back Directory | [Description]
Tyrphostin 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 | [Uses]
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. | [Uses]
Selective inhibitor of PDGF receptor tyrosine kinase | [Uses]
SF 6847 is an inhibitor of EGFR with IC50 of 460 μM. | [Definition]
ChEBI: Malonoben is an alkylbenzene. It has a role as a geroprotector. | [General Description]
A 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 Activity]
Potent uncoupler of oxidative phosphorylation. | [Biochem/physiol Actions]
Cell permeable: yes | [storage]
Store at -20°C | [References]
1) 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 |
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