AG555

Alias: AG555; AG 555; AG-555
Cat No.:V7601 Purity: ≥98%
AG 555 (Tyrphostin AG 555) is a potent antiretroviral active molecule and a potent and specific EGFR inhibitor that blocks Cdk2 activation.
AG555 Chemical Structure CAS No.: 133550-34-2
Product category: EGFR
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description
AG 555 (Tyrphostin AG 555) is a potent antiretroviral active molecule and a potent and specific EGFR inhibitor that blocks Cdk2 activation.
Biological Activity I Assay Protocols (From Reference)
Targets
EGFR (IC50 = 0.7 μM)
ln Vitro
AG 555 (100 μM) inhibits the virus's ability to integrate and synthesise viral proteins at both early and late stages of its life cycle[1].
Tyrphostins AG555 are very effective at stopping the growth of EGFR overexpressor cells because they block Cdk2 activation, which causes growth arrest of immortalized cells at G1-S and early S[2].
Tyrphostin AG 555 can bind phosphorylated Jun/ATF-2 at a novel intragenic regulatory sequence and activate the MAP kinase pathway to selectively suppress BPV-1 transcription[3].
Cell Assay
Cell Line: NIH/3T3 uninfected cells and NIH/3T3-Mo-MuLV chronically infected cells.
Concentration: 100 μM.
Incubation Time: 1 hour.
Result: Inhibited Mo-MuLV proviral DNA integration.
References

[1]. Tyrphostin AG-555 inhibits early and late stages of Moloney murine leukemia virus replication cycle. International Journal of Oncology. 1997.

[2]. Tyrphostin AG494 blocks Cdk2 activation Nir Osherov. FEBS Letters 410 (1997) 187-190.

[3]. Tyrphostin AG 555 Inhibits Bovine Papillomavirus Transcription by Changing the Ratio between E2 Transactivator/Repressor Function. Vol. 278, No. 39, Issue of September 26, pp. 37306–37313, 2003.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H18N2O3
Molecular Weight
322.364
Exact Mass
322.1317
Elemental Analysis
C, 70.79; H, 5.63; N, 8.69; O, 14.89
CAS #
133550-34-2
Related CAS #
133550-34-2
Appearance
Solid powder
SMILES
C1=CC=C(C=C1)CCCNC(=O)/C(=C/C2=CC(=C(C=C2)O)O)/C#N
InChi Key
GSQOBTOAOGXIFL-LFIBNONCSA-N
InChi Code
InChI=1S/C19H18N2O3/c20-13-16(11-15-8-9-17(22)18(23)12-15)19(24)21-10-4-7-14-5-2-1-3-6-14/h1-3,5-6,8-9,11-12,22-23H,4,7,10H2,(H,21,24)/b16-11+
Chemical Name
(E)-2-cyano-3-(3,4-dihydroxyphenyl)-N-(3-phenylpropyl)prop-2-enamide
Synonyms
AG555; AG 555; AG-555
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~64 mg/mL (~198.5 mM)
Ethanol: ~64 mg/mL (~198.5 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.76 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (7.76 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.1021 mL 15.5106 mL 31.0212 mL
5 mM 0.6204 mL 3.1021 mL 6.2042 mL
10 mM 0.3102 mL 1.5511 mL 3.1021 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Down-regulation of BPV-1 mRNA by AG 555. Vol. 278, No. 39, Issue of September 26, pp. 37306–37313, 2003.
  • Effect of AG 555 on cell cycle distribution and Cdk activity. Vol. 278, No. 39, Issue of September 26, pp. 37306–37313, 2003.
  • AG 555 activates the MAP kinase pathway. Vol. 278, No. 39, Issue of September 26, pp. 37306–37313, 2003.
  • Blockage of the diverse BPV-1/c-Jun transcriptional regulation after AG 555 by simultaneous treatment with the p38 MAP kinase inhibitor SB 203580. Vol. 278, No. 39, Issue of September 26, pp. 37306–37313, 2003.
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