74002-26-9

Basic information

• Product Name: Benzenamine, 2-chloro-N-(2-nitrophenyl)-
• CAS NO: 74002-26-9
• Molecular Formula: C12H9ClN2O2
• Molecular Weight: 248.669
• Mol File: 74002-26-9.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Benzenamine, 2-chloro-N-(2-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 2-chloro-N-(2-nitrophenyl)-(74002-26-9)
• EPA Substance Registry System: Benzenamine, 2-chloro-N-(2-nitrophenyl)-(74002-26-9)

Safety Data

• Hazardous Substances Data: 74002-26-9(Hazardous Substances Data)

Upstream product

• 88-73-3 2-Chloronitrobenzene 
• 95-51-2 o-chloroaniline 
• 577-19-5 2-nitrophenyl bromide 
• 1493-27-2 ortho-nitrofluorobenzene 
• 528-29-0 1,2-Dinitrobenzene 
• 694-80-4 2-bromo-1-chlorobenzene 
• 88-74-4 2-nitro-aniline 
• 615-41-8 2-iodochlorobenzene 

Downstream Products

• 1207629-88-6 N₁-(2-chlorophenyl)-N₁-methylbenzene-1,2-diamine 
• 1207629-89-7 N₁-(2-chlorophenyl)-N₁-methyl-N₂-(2-nitrophenyl)benzene-1,2-diamine 
• 1207629-91-1 N₁-(2-chlorophenyl)-N₁,N₂-dimethyl-N₂-(2-nitrophenyl)benzene-1,2-diamine 
• 1207629-92-2 N₁-(2-aminophenyl)-N₂-(2-chlorophenyl)-N₁,N₂-dimethylbenzene-1,2-diamine 
• 1429049-19-3 N-methyl-2-(10-methylphenazin-5(10H)-yl)aniline tosylate 
• 1429049-12-6 N¹-(2-aminophenyl)-N¹-butyl-N²-(2-chlorophenyl)-N²-methylbenzene-1,2-diamine 
• 1429049-07-9 N¹-butyl-N²-(2-chlorophenyl)-N²-methyl-N¹-(2-nitrophenyl)benzene-1,2-diamine 
• 1429049-16-0 N-butyl-2-(10-methylphenazin-5(10H)-yl)aniline 
• 1429049-15-9 N-methyl-2-(10-methylphenazin-5(10H)-yl)aniline 
• 1207630-03-2 1,4-dimethyltribenzo[b,e,h][1,4,7]triazacyclonona-2,5,8-triene 
• 1207629-87-5 2-chloro-N-methyl-N-(2-nitrophenyl)aniline 
• 2622-67-5 1,2-diphenyl-1H-benzoimidazole 
• 81568-76-5 1-(2-chlorophenyl)-2-phenyl-1H-benzo[d]imidazole 
• 57492-47-4 2-(2-chlorophenyl)-1-phenylbenzimidazole 

Relevant articles and documents

ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME

The present application relates to an organic electroluminescent compound represented by chemical formula 1, and an organic electroluminescent device comprising the same. By comprising the organic electroluminescent compound of the present application having good thermal stability, it is possible to provide the organic electroluminescent device having lower driving voltage, high luminous efficiency and/or long lifespan characteristics compared with an existing organic electroluminescent device.COPYRIGHT KIPO 2020

Design, synthesis and biological evaluation of novel 4-phenoxyquinoline derivatives containing 3-oxo-3,4-dihydroquinoxaline moiety as c-Met kinase inhibitors

A series of novel 4-phenoxyquinoline derivatives containing 3-oxo-3,4-dihydroquinoxaline moiety were synthesized and evaluated for their c-Met kinase inhibitory activity and antiproliferative activity against five cancer cell lines (HT-29, H460, A549, MKN-45 and U87MG) in vitro. Most of the compounds exhibited moderate-to-significant cytotoxicity as compared with foretinib. The most promising compound 41 (with c-Met IC50 value of 0.90?nM) showed remarkable cytotoxicity against HT-29, H460, A549, MKN-45 and U87MG cell lines with IC50 values of 0.06?μM, 0.05?μM, 0.18?μM, 0.023?μM and 0.66?μM, respectively, and thus it was 1.22- to 3.50-fold more potent than foretinib. Their preliminary structure-activity relationships (SARs) studies indicate that electron-withdrawing groups on the terminal phenyl rings are beneficial for improving the antitumor activity.

Apparent alkyl transfer and phenazine formation via an aryne intermediate

Treatment of chlorotriaryl derivatives 3a and 3d or fluorotriaryl derivatives 3b and 3e with potassium diisopropylamide afforded alkyl-shifted phenazine derivatives 5a/5b, rather than the expected 9-membered triazaorthocyclophane 2a. The phenazine derivatives were isolated in 78-98% yield depending on the halogen and alkyl group present. In the absence of the halogen (chloro or fluoro), the apparent alkyl shift proceeds more slowly and cannot proceed via the intermediacy of the aryne intermediate. Mechanistic possibilities include intramolecular nucleophilic attack on an aryne intermediate leading to a zwitterionic intermediate and alkyl transfer via a 5-endo-tet process, or via a Smiles rearrangement.