(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.

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)

Biological Activity

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.

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.