908863-01-4

Basic information

• Product Name: 2-chloro-N-(5-chloro-2-hydroxy-3-nitro-phenyl)-acetamide
• Synonyms: 2-chloro-N-(5-chloro-2-hydroxy-3-nitro-phenyl)-acetamide
• CAS NO: 908863-01-4
• Molecular Weight: 265.053
• Mol File: 908863-01-4.mol

Chemical Properties

• CAS DataBase Reference: 2-chloro-N-(5-chloro-2-hydroxy-3-nitro-phenyl)-acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-N-(5-chloro-2-hydroxy-3-nitro-phenyl)-acetamide(908863-01-4)
• EPA Substance Registry System: 2-chloro-N-(5-chloro-2-hydroxy-3-nitro-phenyl)-acetamide(908863-01-4)

Safety Data

• Hazardous Substances Data: 908863-01-4(Hazardous Substances Data)

Upstream product

• 95-85-2 2-hydroxy-5-chloro-aniline 
• 35588-38-6 2-chloro-N-(5-chloro-2-hydroxyphenyl)acetamide 

Downstream Products

• 321126-82-3 8-amino-2H-benzo[b][1,4]oxazin-3(4H)-one 
• 870064-73-6 6-chloro-8-nitro-2H-benzo[b][1,4]oxazin-3(4H)-one 

Relevant articles and documents

FUNCTIONALLY SELECTIVE LIGANDS OF DOPAMINE D2 RECEPTORS

The present invention relates to novel functionally selective ligands of dopamine D2 receptors, including agonists, antagonists, and inverse agonists. The invention further relates to the use of these compounds for treating central nervous system disorders related to D2 receptors.

Synthesis, structure-activity relationships, and biological properties of 1-heteroaryl-4-[ω-(1H-indol-3-yl)alkyl]piperazines, novel potential antipsychotics combining potent dopamine D2 receptor antagonism with potent serotonin reuptake inhibition

A series of novel bicyclic 1-heteroaryl-4-[ω-(1H-indol-3-yl)alkyl] piperazines was synthesized and evaluated on binding to dopamine D2 receptors and serotonin reuptake sites. This class of compounds proved to be potent in vitro dopamine D2 receptor antagonists and in addition were highly active as serotonin reuptake inhibitors. Some key representatives showed potent pharmacological in vivo activities after oral dosing in both the antagonism of apomorphine-induced climbing and the potentiation of 5-HTP-induced behavior in mice. On the basis of the preclinical data, 8-{4-[3-(5-fluoro-1H- indol-3-yl)propyl]piperazin-1-yl}-4H-benzo[1,4]oxazin-(R)-2-methyl-3-one (45c, SLV314) was selected for clinical development. In vitro and in vivo studies revealed that 45c has favorable pharmacokinetic properties and a high CNS plasma ratio. Molecular modeling studies showed that the bifunctional activity of 45c can be explained by its ability to adopt two different conformations fitting either the dopamine D2 receptor pharmacophore or the serotonin transporter pharmacophore.