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Tyrphostin B44, (+) enantiomer

EGFR-kinase inhibitor CAS# 133550-37-5

Tyrphostin B44, (+) enantiomer

2D Structure

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3D structure

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Tyrphostin B44, (+) enantiomer

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Chemical Properties of Tyrphostin B44, (+) enantiomer

Cas No. 133550-37-5 SDF Download SDF
PubChem ID 5328769 Appearance Powder
Formula C18H16N2O3 M.Wt 308.34
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble to 30 mM in DMSO
Chemical Name (E)-2-cyano-3-(3,4-dihydroxyphenyl)-N-[(1S)-1-phenylethyl]prop-2-enamide
SMILES CC(C1=CC=CC=C1)NC(=O)C(=CC2=CC(=C(C=C2)O)O)C#N
Standard InChIKey UMGQVUWXNOJOSJ-DGGAMASNSA-N
Standard InChI InChI=1S/C18H16N2O3/c1-12(14-5-3-2-4-6-14)20-18(23)15(11-19)9-13-7-8-16(21)17(22)10-13/h2-10,12,21-22H,1H3,(H,20,23)/b15-9+/t12-/m0/s1
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.
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.
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.

Biological Activity of Tyrphostin B44, (+) enantiomer

DescriptionEpidermal growth factor receptor (EGFR) kinase inhibitor (IC50 = 0.86 μM). Slightly less active than the (-) enantiomer.

Tyrphostin B44, (+) enantiomer Dilution Calculator

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Tyrphostin B44, (+) enantiomer Molarity Calculator

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Preparing Stock Solutions of Tyrphostin B44, (+) enantiomer

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2432 mL 16.2159 mL 32.4317 mL 64.8635 mL 81.0793 mL
5 mM 0.6486 mL 3.2432 mL 6.4863 mL 12.9727 mL 16.2159 mL
10 mM 0.3243 mL 1.6216 mL 3.2432 mL 6.4863 mL 8.1079 mL
50 mM 0.0649 mL 0.3243 mL 0.6486 mL 1.2973 mL 1.6216 mL
100 mM 0.0324 mL 0.1622 mL 0.3243 mL 0.6486 mL 0.8108 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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References on Tyrphostin B44, (+) enantiomer

Tyrphostins. 2. Heterocyclic and alpha-substituted benzylidenemalononitrile tyrphostins as potent inhibitors of EGF receptor and ErbB2/neu tyrosine kinases.[Pubmed:1676428]

J Med Chem. 1991 Jun;34(6):1896-907.

We have previously described a novel series of low molecular weight protein tyrosine kinase inhibitors which we named tyrphostins. The characteristic active pharmacophore of these compounds was the hydroxy-cis-benzylidenemalononitrile moiety. In this article we describe three novel groups of tyrphostins: (i) one group has the phenolic moiety of the cis-benzylidenemalononitrile replaced either with other substituted benzenes or with heteroaromatic rings, (ii) another is a series of conformationally constrained derivatives of hydroxy-cis-benzylidenemalononitriles in which the malononitrile moiety is fixed relative to the aromatic ring, and (iii) two groups of compounds in which the position trans to the benzenemalononitrile has been substituted by ketones and amides. Among the novel tyrphostins examined we found inhibitors which discriminate between the highly homologous EGF receptor kinase (HER1) and ErbB2/neu kinase (HER2). These findings may lead to selective tyrosine kinase blockers for the treatment of diseases in which ErbB2/neu is involved.

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