313398-25-3

Basic information

• Product Name: 3-acetyl-4-(4-chlorophenyl)quinolin-2(1H)-one
• Synonyms: 3-acetyl-4-(4-chlorophenyl)quinolin-2(1H)-one
• CAS NO: 313398-25-3
• Molecular Formula: C₁₇H₁₂ClNO₂
• Molecular Weight: 297.73568
• EINECS: -0
• Mol File: 313398-25-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-acetyl-4-(4-chlorophenyl)quinolin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-acetyl-4-(4-chlorophenyl)quinolin-2(1H)-one(313398-25-3)
• EPA Substance Registry System: 3-acetyl-4-(4-chlorophenyl)quinolin-2(1H)-one(313398-25-3)

Safety Data

• Hazardous Substances Data: 313398-25-3(Hazardous Substances Data)

Upstream product

• 118-48-9 isatoic anhydride 
• 133776-41-7 anthranilic acid N-methoxy-N-methylamide 
• 106-39-8 bromochlorobenzene 
• 104-88-1 4-chlorobenzaldehyde 
• 102-01-2 N-phenylacetoacetamide 
• 2894-51-1 2-amino-4'-chlorobenzophenone 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 1449373-11-8 (E)-4-(4-chlorophenyl)-3- [3-(4-chlorophenyl)acryloyl]quinolin-2(1H)-one 
• 1449373-38-9 (E)-4-(4-chlorophenyl)-3-[3-(4-fluorophenyl)acryloyl]quinolin-2(1H)-one 
• 1449373-40-3 (E)-3-[3-(4-bromophenyl)acryloyl]-4-(4-chlorophenyl)quinolin-2(1H)-one 
• 368860-57-5 4-(4-chlorophenyl)-3-cinnamoylquinolin-2(1H)-one 
• 1449373-56-1 4-(4-chlorophenyl)-3-[5-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]quinolin-2(1H)-one 
• 1449373-82-3 4-(4-chlorophenyl)-3-[5-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-3-yl]quinolin-2(1H)-one 
• 1449373-83-4 4-(4-chlorophenyl)-3-(5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)quinolin-2(1H)-one 
• 1449373-84-5 3-[5-(4-bromophenyl)-4,5-dihydro-1H-pyrazol-3-yl]-4-(4-chlorophenyl)quinolin-2(1H)-one 
• 1449373-99-2 4-{5-(4-chlorophenyl)-3-[4-(4-chlorophenyl)-2-oxo-1,2-dihydroquinolin-3-yl]-4,5-dihydro-1H-pyrazol-1-yl}-4-oxobutanoic acid 
• 1449374-00-8 4-{3-[4-(4-chlorophenyl)-2-oxo-1,2-dihydroquinolin-3-yl]-5-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl}-4-oxobutanoic acid 
• 1449374-01-9 4-{3-[4-(4-chlorophenyl)-2-oxo-1,2-dihydroquinolin-3-yl]-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl}-4-oxobutanoic acid 
• 1449374-39-3 4-(4-chlorophenyl)-3-[5-(4-chlorophenyl)-1-(4-hydroxybutanoyl)-4,5-dihydro-1H-pyrazol-3-yl]quinolin-2(1H)-one 
• 1449374-40-6 4-{5-(4-chlorophenyl)-3-[4-(4-chlorophenyl)-2-oxo-1,2-dihydroquinolin-3-yl]-4,5-dihydro-1H-pyrazol-1-yl}-4-oxobutanamide 
• 1449374-41-7 methyl 4-{5-(4-chlorophenyl)-3-[4-(4-chlorophenyl)-2-oxo-1,2-dihydroquinolin-3-yl]-4,5-dihydro-1H-pyrazol-1-yl}-butanoate 

Relevant articles and documents

GLUN2C/D SUBUNIT SELECTIVE ANTAGONISTS OF THE N-METHYL-D-ASPARTATE RECEPTOR

A compound according to Formula (I) or salts or prodrugs thereof and pharmaceutical formulations comprising the compound are provided herein for the treatment of neurological disorders. The disorders may include providing neuroprotection, preventing neurodegeneration, treating neuropathic pain or treating schizophrenia, psychoses or depression. Furthermore, the compounds may be used in combination with another active ingredient.

Structure-activity relationships and pharmacophore model of a noncompetitive pyrazoline containing class of GluN2C/GluN2D selective antagonists

Here we describe the synthesis and structure-activity relationship for a class of pyrazoline-containing dihydroquinolone negative allosteric modulators of the NMDA receptor that show strong subunit selectivity for GluN2C- and GluN2D-containing receptors over GluN2A- and GluN2B-containing receptors. Several members of this class inhibit NMDA receptor responses in the nanomolar range and are more than 50-fold selective over GluN1/GluN2A and GluN1/GluN2B NMDA receptors, as well as AMPA, kainate, GABA, glycine, nicotinic, serotonin, and purinergic receptors. Analysis of the purified enantiomers of one of the more potent and selective compounds shows that the S-enantiomer is both more potent and more selective than the R-enantiomer. The S-enantiomer had an IC 50 of 0.17-0.22 μM at GluN2D- and GluN2C-containing receptors, respectively, and showed over 70-fold selectivity over other NMDA receptor subunits. The subunit selectivity of this class of compounds should be useful in defining the role of GluN2C- and GluN2D-containing receptors in specific brain circuits in both physiological and pathophysiological conditions.