6,7-Dimethyl-2-phenylquinoxaline

Base Information

• Chemical Name: 6,7-Dimethyl-2-phenylquinoxaline
• CAS No.: 71897-07-9
• Molecular Formula: C16H14N2
• Molecular Weight: 234.301
• Hs Code.: 2933990090
• NSC Number: 380341
• UNII: FWH2FYS649
• DSSTox Substance ID: DTXSID10274351
• Nikkaji Number: J600.111D
• Wikidata: Q27074334
• NCI Thesaurus Code: C2031
• ChEMBL ID: CHEMBL7724
• Mol file: 71897-07-9.mol

Synonyms:6,7-dimethoxy-2-phenylquinoxaline;AG 1295;AG-1295;AG1295

Chemical Property of 6,7-Dimethyl-2-phenylquinoxaline

Chemical Property:

• Vapor Pressure: 3.42E-06mmHg at 25°C
• Melting Point: 121 °C
• Boiling Point: 398.3°Cat760mmHg
• PKA: 1.29±0.30(Predicted)
• Flash Point: 172.4°C
• PSA: 25.78000
• Density: 1.127g/cm³
• LogP: 3.91360
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 234.115698455
• Heavy Atom Count: 18
• Complexity: 272

Purity/Quality:

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

TYRPHOSTIN AG-1295 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=NC=C(N=C2C=C1C)C3=CC=CC=C3
• Description: Protein tyrosine kinase (PTK) inhibitors are potential antiproliferative agents for diseases caused by the hyperactivity of PTKs. Tyrphostins are a class of antiproliferative compounds which act as PTK blockers. PTK inhibitors specific for platelet-derived growth factor (PDGF) receptor kinase could help in the treatment of atherosclerosis, restenosis, pulmonary fibrosis, and gliomas. AG-1295 is a quinoxaline-type tyrphostin that acts as a potent and selective inhibitor of PDGF receptor kinase in vitro and in Swiss 3T3 cells (IC50s range from 0.3-1 μM). It inhibits PDGF-stimulated DNA synthesis with an IC50 value of 2.5 μM without affecting activity of the EGF receptor.
• Uses: AG-1295 is a protein tyrosine kinase inhibitor. Antiproliferative agent used in the treatment of atherosclerosis, pulmonary fibrosis, and gliomas.

Technology Process of 6,7-Dimethyl-2-phenylquinoxaline

There total 42 articles about 6,7-Dimethyl-2-phenylquinoxaline 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: 98.0%

4,5-dimethyl-1,2-phenylenediamine (3171-45-7) + α-bromoacetophenone (70-11-1) → AG1295 (71897-07-9)

Guidance literature:

With 1-methyl-3-(4-sulfobutyl)-1H-imidazol-3-ium hydrogensulfate; at 70 ℃; for 0.983333h; Green chemistry;

DOI:10.4067/S0717-97072016000100018

Reference yield: 97.9%

4,5-dimethyl-2-nitrobenzenamine (6972-71-0) + (1,2-dibromoethyl)benzene (102921-26-6,93-52-7) → AG1295 (71897-07-9)

Guidance literature:

With N-hexylpyridine hexafluorophosphate; cisplatine; 4,7-Dimethyl-1,10-phenanthroline; diisopropanolamine; In toluene; at 120 ℃; for 8h; Reagent/catalyst; Inert atmosphere;

Reference yield: 96.0%

1-phenyl-2-hydroxyethanone (582-24-1) + 4,5-dimethyl-1,2-phenylenediamine (3171-45-7) → AG1295 (71897-07-9)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(II) acetate monohydrate; In N,N-dimethyl-formamide; at 110 ℃; for 0.5h; Microwave irradiation;

DOI:10.1080/00397911.2015.1022660

upstream raw materials:

2-phenyl-3-(toluene-4-sulfonyl)-oxirane

4,5-dimethyl-1,2-phenylenediamine

phenylglyoxal hydrate

2,2-di-(4-methylanilino)-1-phenylethanone

Downstream raw materials:

C₁₈H₁₆N₂O₂

(S)-6,7-dimethyl-2-phenyl-1,2,3,4-tetrahydroquinoxaline

2-(dimethoxymethyl)-6,7-dimethyl-3-phenylquinoxaline

2-(2-fluorophenyl)-6,7-dimethylquinoxaline