66367-05-3

Usage

Uses

Used in Pharmaceutical Industry:
7-CHLORO-3,4-DIHYDRO-1H-QUINOXALIN-2-ONE is used as a sedative and hypnotic agent for the treatment of alcohol withdrawal, aiming to alleviate the symptoms associated with alcohol dependence and withdrawal syndrome. Its application in this context is due to its ability to enhance GABAergic neurotransmission, which helps in reducing anxiety and tension.
7-CHLORO-3,4-DIHYDRO-1H-QUINOXALIN-2-ONE is also used as an anxiolytic medication to reduce anxiety and tension in patients experiencing stress or anxiety disorders. 7-CHLORO-3,4-DIHYDRO-1H-QUINOXALIN-2-ONE's mechanism of action involves the modulation of GABAergic signaling, which contributes to its calming and relaxing effects on the body.

InChI:InChI=1/C8H7ClN2O/c9-5-1-2-6-7(3-5)11-8(12)4-10-6/h1-3,10H,4H2,(H,11,12)

Upstream product

• 66367-04-2 N-4-chloro-2-nitrophenylglycine 
• 95-83-0 4-Chloro-1,2-phenylenediamine 
• 79-11-8 chloroacetic acid 
• 89-63-4 4-Chloro-2-nitroaniline 
• 96-32-2 bromoacetic acid methyl ester 

Downstream Products

• 59489-31-5 2,7-dichloroquinoxaline 
• 59489-30-4 7-chloroquinoxaline-2(1H)-one 

Relevant academic research and scientific papers

Synthesis and crystal structure Of 7-chloro-4-dichloroacetyl-3,4- dihydro-quinoxalin-2-one

A new compound, 7-chloro-4-dichloroacetyl-3,4-dihydro-quinoxalin-2-one (3) was synthesized via reduction, cyclization and acylation reactions. The X-ray structure determination confirmed the structure and the product was further characterized by IR, 1H NMR, MS and elemental analysis. The crystal structure was stabilized by intermolecular hydrogen bond N(2)-H(21)...O(2).

New synthesis of diazepino[3,2,1-ij]quinoline and pyrido[1,2,3-de] quinoxalines via addition-elimination followed by cycloacylation

This paper describes a convenient and efficient synthesis of new fused tricyclic diazepino[3,2,1-ij]quinolines and substituted pyrido[1,2,3-de] quinoxalines. o-Phenylenediamines are transformed in the tricycle nucleus in only a few-step synthetic sequence

Reaction of 4-substituted 1,2-phenylenediamine with chloroacetic acid and α, β-unsaturated carboxylic acids: Determination of the structure of the isomers formed using long-range carbon-proton coupling

The reaction between 4-chloro-1,2-phenylenediamine with sodium salt of chloroacetic acid yields 8-chlorotetrahydroquinoxalin-2-one, o-Phenylenediamines substituted at position-4 yield a single benzodiazepinone on reaction with α,β-unsaturated aliphatic carboxylic acids.The structures of the products formed are established from 13C NMR of the products and their acyl derivatives, sometimes, using long range carbon-proton couplings.