Tyrphostin 9Selective EGFR/PDGFR inhibitor CAS# 10537-47-0 |
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 10537-47-0 | SDF | Download SDF |
| PubChem ID | 5614 | Appearance | Powder |
| Formula | C18H22N2O | M.Wt | 282.38 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Synonyms | AG 17; Tyrphostin 9; Malonoben | ||
| Solubility | DMSO : ≥ 100 mg/mL (354.13 mM) H2O : < 0.1 mg/mL (insoluble) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methylidene]propanedinitrile | ||
| SMILES | CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)C=C(C#N)C#N | ||
| Standard InChIKey | MZOPWQKISXCCTP-UHFFFAOYSA-N | ||
| Standard InChI | 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 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Potent uncoupler of oxidative phosphorylation. |
Tyrphostin 9 Dilution Calculator
Tyrphostin 9 Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.5413 mL | 17.7066 mL | 35.4133 mL | 70.8265 mL | 88.5332 mL |
| 5 mM | 0.7083 mL | 3.5413 mL | 7.0827 mL | 14.1653 mL | 17.7066 mL |
| 10 mM | 0.3541 mL | 1.7707 mL | 3.5413 mL | 7.0827 mL | 8.8533 mL |
| 50 mM | 0.0708 mL | 0.3541 mL | 0.7083 mL | 1.4165 mL | 1.7707 mL |
| 100 mM | 0.0354 mL | 0.1771 mL | 0.3541 mL | 0.7083 mL | 0.8853 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Tyrphostin 9 is an inhibitor of PDGFR with IC50 value of ~2.5μM [1].
Tyrphostin 9 is generated as specific inhibitor of PDGFR in 1991. It also has inhibitory effect on the proliferation of SMC. Tyrphostin 9 potently inhibits the PDGF-dependent SMC proliferation with IC50 value of 40nM and inhibits the PDGF-dependent autophosphorylation of PDGFR with IC50 value of ~2.5μM. Besides that, Tyrphostin 9 also affects the phosphorylation of PLCγ (IC50 value of about 2.5μM) and the PDGF-dependent c-fos expression. Moreover, Tyrphostin 9 is found to be an inhibitor of EGFR with IC50 value of 460μM [1, 2].
In the rat carotid artery injury model, treatment of Tyrphostin 9 significantly reduces neointimal hyperplasia through inhibiting the tyrosine phosphorylation in injured arteries [1].
References:
[1] Levitzki A. PDGF receptor kinase inhibitors for the treatment of restenosis. Cardiovascular research, 2005, 65(3): 581-586.
[2] Levitzki A. Tyrphostins—potential antiproliferative agents and novel molecular tools. Biochemical pharmacology, 1990, 40(5): 913-918.
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Some biochemical and physiochemical properties of the potent uncoupler SF 6847 (3,5-di-tert-butyl-4-hydroxybenzylidenemalononitrile).[Pubmed:237542]
Biochim Biophys Acta. 1975 Jun 17;387(3):519-32.
Various physicochemical and biochemical properties of the most potent uncoupler of oxidative phosphorylation known to date 3,5-di-tert-butyl-4-hydroxybenzylidenemalononitrile (SF 6847), such as pH dependence of the uncoupling activity and binding to mitochondria, spectral properties in the presence of different types of liposomes, biopolymers and mitochondria, and effects on model membrane systems have been investigated. From the results, it is concluded that the uncoupler most likely is localized in the phospholipid part of the membrane.
