479676-59-0

Basic information

• Product Name: 7-chloro-2-oxo-5-phenyl-3-propyl-2,3-dihydro-1H-1,4-benzodiazepin-4-ium-4-olate
• Synonyms: 7-chloro-2-oxo-5-phenyl-3-propyl-2,3-dihydro-1H-1,4-benzodiazepin-4-ium-4-olate
• CAS NO: 479676-59-0
• Molecular Weight: 328.798
• Mol File: 479676-59-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 7-chloro-2-oxo-5-phenyl-3-propyl-2,3-dihydro-1H-1,4-benzodiazepin-4-ium-4-olate(CAS DataBase Reference)
• NIST Chemistry Reference: 7-chloro-2-oxo-5-phenyl-3-propyl-2,3-dihydro-1H-1,4-benzodiazepin-4-ium-4-olate(479676-59-0)
• EPA Substance Registry System: 7-chloro-2-oxo-5-phenyl-3-propyl-2,3-dihydro-1H-1,4-benzodiazepin-4-ium-4-olate(479676-59-0)

Safety Data

• Hazardous Substances Data: 479676-59-0(Hazardous Substances Data)

Upstream product

• 15185-66-7 (2-amino-5-chlorophenyl)(phenyl)methanone oxime 
• 42768-45-6 2-bromopentanoyl chloride 

Downstream Products

• 40918-49-8 7-chloro-5-phenyl-3-propyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one 

Relevant articles and documents

Synthesis and evaluation of N1-substituted-3-propyl-1,4-benzodiazepine-2-ones as cholecystokinin (CCK2) receptor ligands

A novel synthetic approach towards N1-alkylated 3-propyl-1,4-benzodiazepines was developed in five synthetic steps from 2-amino-4-chlorobenzophenone, in which the N-oxide 4 served as a key intermediate. The structure-activity relationship optimization of this 3-prophyl-1,4-benzodiazepine template was carried out on the N1-position by selective alkylation reactions and resulted in a ligand with an improved affinity on the cholecystokinin (CCK2) receptor. The N-allyl-3-propyl-benzodiazepine 6d displayed an affinity towards the CCK2 (CCK-B) receptor of 170 nM in a radiolabelled receptor-binding assay. The anxiolytic activity of this allyl-3-propyl-1,4-benzodiazepine 6d was subsequently determined in in-vivo psychotropic assays. This novel ligand had ED50 values of 4.7 and 5.2 mg kg-1 in the black and white box test and the x-maze, respectively, and no significant sedation/muscle relaxation was observed.