(S,E)-3-(6-Bromopyridin-2-yl)-2-cyano-N-(1-phenylethyl)acrylamide

Base Information

• Chemical Name: (S,E)-3-(6-Bromopyridin-2-yl)-2-cyano-N-(1-phenylethyl)acrylamide
• CAS No.: 857064-38-1
• Molecular Formula: C17H14BrN3O
• Molecular Weight: 356.222
• Hs Code.: 2933399090
• European Community (EC) Number: 632-919-3
• UNII: 63V8AIE65T
• DSSTox Substance ID: DTXSID50235007
• Nikkaji Number: J2.235.566J
• Wikidata: Q27089227
• NCI Thesaurus Code: C111042
• Metabolomics Workbench ID: 153625
• ChEMBL ID: CHEMBL1923234
• Mol file: 857064-38-1.mol

Synonyms:WP1066

Chemical Property of (S,E)-3-(6-Bromopyridin-2-yl)-2-cyano-N-(1-phenylethyl)acrylamide

Chemical Property:

• PSA: 65.78000
• Density: 1.425
• LogP: 4.01938
• Storage Temp.: +2C to +8C
• Solubility.: Soluble in DMSO (up to at least 25 mg/ml)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 355.03202
• Heavy Atom Count: 22
• Complexity: 462

Purity/Quality:

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

WP1066 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)NC(=O)C(=CC2=NC(=CC=C2)Br)C#N
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)NC(=O)/C(=C/C2=NC(=CC=C2)Br)/C#N
• Recent ClinicalTrials: WP1066 and Radiation Therapy in Newly Diagnosed Glioblastoma Patients
• Description: WP1066 is a cell-permeable inhibitor of STAT3 that directs dephosphorylation and nuclear export of constitutively phosphorylated STAT3 in U87-MG and U373-MG malignant glioma cells when given at a concentration of 10 μM. It also induces apoptosis in U87-MG (IC50 = 5.6 μM) and U373-MG (IC50 = 3.7 μM) cells. WP1066 is orally bioavailable, crosses the blood-brain barrier, and demonstrates in vivo activity, including immune activation as indicated by the up-regulation of CD80 and CD86 and the induction of proliferation of effector T cells. In addition to inducing apoptosis in cancer cells, WP1066 suppresses vascular smooth muscle cell proliferation after vascular injury in mice and prevents seizures following brain injury in rats.
• Uses: WP1066 is a cell-permeable inhibitor of STAT3 that directs dephosphorylation and nuclear export of constitutively phosphorylated STAT3 in U87-MG and U373-MG malignant glioma cells.

Technology Process of (S,E)-3-(6-Bromopyridin-2-yl)-2-cyano-N-(1-phenylethyl)acrylamide

There total 2 articles about (S,E)-3-(6-Bromopyridin-2-yl)-2-cyano-N-(1-phenylethyl)acrylamide 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:

6-bromo-2-pyridinecarbaldehyde (34160-40-2) + C11H12N2O (1240041-69-3) → WP 1066 (857064-38-1)

Guidance literature:

With 3-amino propanoic acid; In ethanol; water;

DOI:10.1124/jpet.114.214619

Reference yield:

→ WP 1066 (857064-38-1)

Guidance literature:

upstream raw materials:

6-bromo-2-pyridinecarbaldehyde

C₁₁H₁₂N₂O

Refernces

• 1、 -. "COMPOUNDS FOR TREATMENT OF CELL PROLIFERATIVE DISEASES". Page/Page column 23-28. . Retrieved 2008/06/13.