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(Z)-4EGI-1

Cat No.:V52830 Purity: ≥98%
(Z)-4EGI-1 is the Z-isomer of 4EGI-1 and is an inhibitor (blocker/antagonist) of eIF4E/eIF4G interaction and translation initiation.
(Z)-4EGI-1
(Z)-4EGI-1 Chemical Structure CAS No.: 901787-88-0
Product category: Eukaryotic Initiation Factor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
50mg
100mg
Other Sizes

Other Forms of (Z)-4EGI-1:

  • 4EGI-1
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
(Z)-4EGI-1 is the Z-isomer of 4EGI-1 and is an inhibitor (blocker/antagonist) of eIF4E/eIF4G interaction and translation initiation. (Z)-4EGI-1 effectively binds eIF4E with IC50 of 43.5 μM and a Kd of 8.74 μM. (Z)-4EGI-1 has anti-cancer activity.
Biological Activity I Assay Protocols (From Reference)
Targets
eIF4
ln Vitro
Housekeeping proteins like β Expression - actin and α-tubulin are unaffected by (Z)-4EGI-1 (15-30 μM; 6 hr; CRL-2813 melanoma cells) treatment, however the expression of regulatory proteins including cyclin D1, cyclin E, and survivin was drastically reduced [1]. With IC50 values of 15.3 μM and 11.6 μM for CRL-2351 breast cells and CRL-2813 melanoma cells, respectively, (Z)-4EGI-1 suppresses the growth of cancer cells [2].
Cell Assay
Western Blot Analysis[1]
Cell Types: CRL-2813 melanoma cells
Tested Concentrations: 15 µM, 30 µM
Incubation Duration: 6 hrs (hours)
Experimental Results: Markedly decreased the expressions of the regulatory proteins: cyclin D1, cyclin E, and Survivin.
References

[1]. Structure-activity Relationship Study of 4EGI-1, Small Molecule eIF4E/eIF4G Protein-Protein Interaction Inhibitors. Eur J Med Chem. 2014 Apr 22;77:361-77.

[2]. Synthesis of Rigidified eIF4E/eIF4G inhibitor-1 (4EGI-1) Mimetic and Their in Vitro Characterization as Inhibitors of Protein-Protein Interaction. J Med Chem. 2014 Jun 26;57(12):5094-111.

Additional Infomation
4EGI-1 is a dichlorobenzene, a member of 1,3-thiazoles, a C-nitro compound, a monocarboxylic acid and a hydrazone.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C18H12CL2N4O4S
Molecular Weight
451.28328037262
Exact Mass
449.995
CAS #
901787-88-0
Related CAS #
4EGI-1;315706-13-9
PubChem CID
5717952
Appearance
Light brown to gray solid powder
LogP
6.1
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
6
Heavy Atom Count
29
Complexity
636
Defined Atom Stereocenter Count
0
SMILES
N(C1SC=C(C2C=CC(Cl)=C(Cl)C=2)N=1)/N=C(\C(=O)O)/CC1C=CC=CC=1[N+](=O)[O-]
InChi Key
KFRKRECSIYXARE-HMAPJEAMSA-N
InChi Code
InChI=1S/C18H12Cl2N4O4S/c19-12-6-5-10(7-13(12)20)15-9-29-18(21-15)23-22-14(17(25)26)8-11-3-1-2-4-16(11)24(27)28/h1-7,9H,8H2,(H,21,23)(H,25,26)/b22-14-
Chemical Name
(2Z)-2-[[4-(3,4-dichlorophenyl)-1,3-thiazol-2-yl]hydrazinylidene]-3-(2-nitrophenyl)propanoic acid
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 : 50 mg/mL (110.80 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.54 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.2159 mL 11.0796 mL 22.1592 mL
5 mM 0.4432 mL 2.2159 mL 4.4318 mL
10 mM 0.2216 mL 1.1080 mL 2.2159 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.

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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
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
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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)
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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.

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