64605-23-8

Basic information

• Product Name: Ethanone, 1-(2-aminophenyl)-2-chloro- (9CI)
• Synonyms: Ethanone, 1-(2-aminophenyl)-2-chloro- (9CI);1-(2-Aminophenyl)-2-chloroethanone;1-(2-aMinophenyl)-2-chloroethan-1-one;Ethanone, 1-(2-Aminophenyl)-2-Chloro;Ethanone, 1-(2-Aminophenyl)-2-Chloro(WX631029)
• CAS NO: 64605-23-8
• Molecular Formula: C₈H₈ClNO
• Molecular Weight: 169.60822
• Product Categories: ACETYLHALIDE
• Mol File: 64605-23-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 112-113 °C
• Boiling Point: 300.1 °C at 760 mmHg
• Flash Point: 135.3 °C
• Appearance: /
• Density: 1.259 g/cm³
• Vapor Pressure: 0.00115mmHg at 25°C
• Refractive Index: 1.588
• PKA: -0.30±0.10(Predicted)
• CAS DataBase Reference: Ethanone, 1-(2-aminophenyl)-2-chloro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(2-aminophenyl)-2-chloro- (9CI)(64605-23-8)
• EPA Substance Registry System: Ethanone, 1-(2-aminophenyl)-2-chloro- (9CI)(64605-23-8)

Safety Data

• Hazardous Substances Data: 64605-23-8(Hazardous Substances Data)

Usage

General Description

Ethanone, 1-(2-aminophenyl)-2-chloro- (9CI), also known as 2-Acetyl-3-amino-2-chloroaniline, is a chemical compound with the molecular formula C8H8ClNO. It is a pale yellow to brown solid, with a molecular weight of 169.61 g/mol. Ethanone, 1-(2-aminophenyl)-2-chloro- (9CI) is commonly used in the production of various pharmaceuticals and dyes. It is also used as an intermediate in organic synthesis, as well as a reagent in chemical reactions. 2-Acetyl-3-amino-2-chloroaniline is considered to be a hazardous substance, and proper safety precautions should be taken when handling it.

InChI:InChI=1/C8H8ClNO/c9-5-8(11)6-3-1-2-4-7(6)10/h1-4H,5,10H2

Upstream product

• 142-04-1 aniline hydrochloride 
• 107-14-2 chloroacetonitrile 
• 62-53-3 aniline 
• 7664-93-9 sulfuric acid 
• 113337-37-4 2-chloro-2'-nitroacetophenone 

Downstream Products

• 817209-39-5 3-chloro-1H-cinnolin-4-one 
• 175657-72-4 2-acetylamino-2-<2-(2-amino-phenyl)-2-oxo-ethyl>-malonic acid diethyl ester 
• 54491-43-9 3-phenylthioindole 
• 1210054-34-4 3-[(4-fluorophenyl)thio]-1H-indole 
• 32884-73-4 3-((4-chlorophenyl)thio)-1H-indole 
• 116757-20-1 3-<(4-methoxyphenyl)thio>indole 
• 85677-00-5 3-(phenylselenyl)-1H-indole 
• 38072-53-6 (Z)-2-(4-(dimethylamino)benzylidene)indolin-3-one 
• 38073-42-6 (2Z)-2-(phenylmethylidene)-2,3-dihydro-1H-indol-3-one 

Relevant articles and documents

COMPOUNDS FOR USE IN THE TREATMENT OF BACTERIAL INFECTIONS

The present invention relates to a compound which can be used in the treatment of infections with pathogenic bacteria, in particular pathogens mediating pathogenicity by quinolone dependent production of virulence factors, such as e.g. Pseudomonas aeruginosa and species of the genus Burkholderia, and which can be used for treating bacterial or chronic infections or can be used in combination with other anti-bacterial agents, such as antibiotics, to increase sensitivity of the bacteria for treatment of e.g. multiresistant strains in e.g. mammals.

Synergistic Cooperative Effect of Sodium borohydride-Iodine Towards Cascade C?N and C?S/Se Bond Formation: One-pot Regioselective Synthesis of 3-Sulfenyl/selenyl Indoles and Mechanistic Insight

In this work, a new strategy to synthesize 3-sulfenyl/selenyl indole is reported wherein LC?MS reveals a novel insight into synergistic cooperative effect of NaBH4-I2 which allows cascade C?N and C?S/C?Se bond formations via reduction-nucleophilic cyclization-chalcogenylation, three steps in one-pot, towards regioselective synthesis of diverse 3-chalcogenyl indoles including 5-bromo-3-[(3,4,5-trimethoxyphenyl)thio]-1H-indole, a known lead anticancer compound, directly from 2-amino-phenacylchlorides and thiophenols or disulfides/diselenides in aqueous dioxane under transition-metal-free condition. (Figure presented.).

Probing the Azaaurone Scaffold against the Hepatic and Erythrocytic Stages of Malaria Parasites

The potential of azaaurones as dual-stage antimalarial agents was investigated by assessing the effect of a small library of azaaurones on the inhibition of liver and intraerythrocytic lifecycle stages of the malaria parasite. The whole series was screened against the blood stage of a chloroquine-resistant Plasmodium falciparum strain and the liver stage of P. berghei, yielding compounds with dual-stage activity and sub-micromolar potency against erythrocytic parasites. Studies with genetically modified parasites, using a phenotypic assay based on the P. falciparum Dd2-ScDHODH line, which expresses yeast dihydroorotate dehydrogenase (DHODH), showed that one of the azaaurone derivatives has the potential to inhibit the parasite mitochondrial electron-transport chain. The global urgency in finding new therapies for malaria, especially against the underexplored liver stage, associated with chemical tractability of azaaurones, warrants further development of this chemotype. Overall, these results emphasize the azaaurone chemotype as a promising scaffold for dual-stage antimalarials.