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| | 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 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 | | pka | 7.55±0.40(Predicted) | | color | yellow | | biological source | synthetic (organic) | | 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. | | 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 | | SMILES | CC(C)(C)c1cc(\C=C(\C#N)C#N)cc(c1O)C(C)(C)C | | CAS DataBase Reference | 10537-47-0(CAS DataBase Reference) | | EPA Substance Registry System | Malonoben (10537-47-0) |
| 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 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Dermal
Acute Tox. 3 Oral |
| | TYRPHOSTIN A9 Usage And Synthesis |
| 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 | Selective inhibitor of PDGF receptor tyrosine kinase | | Uses | SF 6847 is an inhibitor of EGFR with IC50 of 460 μM. | | 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. | | 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 | | References | [1] G E BILDER. Tyrphostins inhibit PDGF-induced DNA synthesis and associated early events in smooth muscle cells.[J]. American Journal of Physiology, 1991, 260 4 Pt 1: C721-30. DOI:10.1152/ajpcell.1991.260.4.c721
[2] TERADA H. The interaction of highly active uncouplers with mitochondria[J]. Biochimica et Biophysica Acta (BBA) - Reviews on Bioenergetics, 1981, 639 3: Pages 225-242. DOI:10.1016/0304-4173(81)90011-2
[3] A M BURGER. Tyrphostin AG17, [(3,5-Di-tert-butyl-4-hydroxybenzylidene)- malononitrile], inhibits cell growth by disrupting mitochondria.[J]. Cancer research, 1995, 55 13: 2794-2799.
[4] THYBERG J. Tyrphostin A9 and wortmannin perturb the Golgi complex and block proliferation of vascular smooth muscle cells[J]. European journal of cell biology, 1998, 76 1: Pages 33-42. DOI:10.1016/s0171-9335(98)80015-0 |
| | TYRPHOSTIN A9 Preparation Products And Raw materials |
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