U0126

Base Information

• Chemical Name: U0126
• CAS No.: 109511-58-2
• Molecular Formula: C18H16N6S2
• Molecular Weight: 380.497
• Hs Code.: 2930909899
• UNII: 8027P94HLL
• DSSTox Substance ID: DTXSID10892034
• Nikkaji Number: J1.372.691D
• Wikipedia: U0126
• Wikidata: Q7863562
• NCI Thesaurus Code: C1825
• Metabolomics Workbench ID: 63235
• ChEMBL ID: CHEMBL34704
• Mol file: 109511-58-2.mol

Synonyms:Butanedinitrile,bis[amino[(2-aminophenyl)thio]methylene]- (9CI);Succinonitrile, bis[amino(o-aminophenylthio)methylene]-(6CI);(2Z,3Z)-bis{amino[(2-aminophenyl)sulfanyl]methylidene}butanedinitrile;(2Z,3Z)-Bis{amino[(2-aminophenyl)sulfanyl]methylene}succinonitrile;1,4-Diamino-2,3-dicyano-1,4-bis(2-aminophenylthio)butadiene;2,3-bis(Amino(2-aminophenylthio)methylene)succinonitrile;1,4-Diamino-2,3-dicyano-1,4-bis(o-aminophenylmercapto)butadiene;U0126;

Chemical Property of U0126

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 8.59E-13mmHg at 25°C
• Melting Point: approximate 154℃(dec.)
• Refractive Index: 1.762
• Boiling Point: 565.1 ºC at 760 mmHg
• PKA: 2.11±0.10(Predicted)
• Flash Point: 295.6 ºC
• PSA: 202.26000
• Density: 1.44 g/cm³
• LogP: 5.68616
• Storage Temp.: Desiccate at +4°C
• Solubility.: Soluble in DMSO (up to 200 mg/ml).
• Water Solubility.: Soluble in DMSO. Poorly soluble in ethanol and water
• XLogP3: 2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 380.08778688
• Heavy Atom Count: 26
• Complexity: 610

Purity/Quality:

98%,99%, ^*data from raw suppliers

U 0126 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N)SC(=C(C#N)C(=C(N)SC2=CC=CC=C2N)C#N)N
• Isomeric SMILES: C1=CC=C(C(=C1)N)S/C(=C(/C(=C(/SC2=CC=CC=C2N)\N)/C#N)\C#N)/N
• Description: U-0126 is a MEK inhibitor with IC50 values of 72 nM and 58 nM for MEK1 and MEK2, respectively. It is noncompetitive with respect adenosine triphosphate (ATP) and its phosphorylation target ERK and it shows little to no inhibition against a number of other kinases including PKC, Ab1, Raf, MEKK, ERK, JNK, MKK-3, MKK-4, MKK-6, Cdk2, and Cdk4. However, U-0126 does phosphorylate and activate AMP-activated protein kinase (AMPK) in a dose-dependent manner (EC50 = 15 μM in HEK293 cells). It increases the ratios of ADP to ATP and AMP to ATP and increases phosphorylation of the AMPK target acetyl-CoA carboxylase (ACC).
• Uses: A chemically synthesized and highly selective inhibitor of both MEK1 and MEK2 with IC50s of 70 nM and 60 nM, respectively. U0126 is a MEK inhibitor.

Technology Process of U0126

There total 2 articles about U0126 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1,1,2,2,-tetracyanoethane (14778-29-1) + 2-amino-benzenethiol (137-07-5) → U0126 (109511-58-2) + 1,4-diamino-2,3-dicyano-1,4-bis-(2-aminophenylthio)butadiene + (2E,3Z)-2,3-bis[amino-(2-aminophenyl)sulfanylmethylidene]butanedinitrile

Guidance literature:

With sodium hydroxide; In acetone; at 25 ℃;

DOI:10.1016/S0960-894X(98)00522-8

Reference yield:

1,1,2,2,-tetracyanoethane (14778-29-1) + 2-amino-benzenethiol (137-07-5) → U0126 (109511-58-2)

Guidance literature:

Reference yield: 27.0%

U0126 (109511-58-2) → 2-[1-Amino-1-(2-amino-phenylsulfanyl)-meth-(Z)-ylidene]-3-[3H-benzothiazol-(2Z)-ylidene]-succinonitrile

Guidance literature:

With trifluorormethanesulfonic acid; at 25 ℃; for 24h;

DOI:10.1016/S0960-894X(98)00522-8

upstream raw materials:

1,1,2,2,-tetracyanoethane

2-amino-benzenethiol

Refernces