20927-57-5

Usage

Uses

Used in Pharmaceutical Research:
4-PHENYL-2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE is utilized as a research chemical to study the effects and mechanisms of benzodiazepines in the central nervous system. Its use aids in understanding the role of GABAergic systems in anxiety and sedation, contributing to the development of new therapeutic agents.
Used in Forensic Analysis:
In forensic science, 4-PHENYL-2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE is employed for the identification and analysis of substances in cases related to substance abuse or illegal drug trade. Its detection can be crucial in legal proceedings and substance control measures.

InChI:InChI=1/C15H14N2/c1-2-6-12(7-3-1)13-10-11-16-14-8-4-5-9-15(14)17-13/h1-9,16H,10-11H2

Upstream product

• 936-59-4 3-chloropropiophenone 
• 3320-86-3 2-nitrophenyl isocyanate 
• 5409-66-5 3-benzoyl-4-hydroxy-1-methyl-4-phenylpiperidine 
• 95-54-5 1,2-diamino-benzene 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 879-72-1 3-(dimethylamino)propiophenone hydrochloride 

Relevant academic research and scientific papers

Solid Phase Synthesis of Quinoxalines

A versatile method for the solid phase synthesis of quinoxalines has been developed. Polymer-linked 2-nitrophenyl carbamate is treated with α-bromoketones followed by reduction of the nitro group, which underwent spontaneous intramolecular cyclization to afford polymer bound quinoxalines. Finally acidolytic cleavage gave the desired compounds via aerial oxidation in high yields and good purities.

Construction of the 1,5-Benzodiazepine Skeleton from o-Phenylendiamine and Propargylic Alcohols via a Domino Gold-Catalyzed Hydroamination/Cyclization Process

The gold-catalyzed reaction of o-phenylendiamine with propargylic alcohols affords 1,5-benzodiazepines bearing different substituents on the 2 and 4 positions. The method allows even for the selective preparation of 4-substituted 1,5-benzodiazepine derivatives.

1-Alkyl- and azeto[1,2-a][1,5]benzodiazepine derivatives in the reaction of o-phenylenediamine with 3-(dimethylamino)propiophenones

The reaction of o-phenylenediamine (4) with one, two or three equivalents of p-substituted 3-dimethylaminopropiophenone hydrochlorides 5a-e was studied. 4-Aryl-2,3-dihydro-1H-1,5-benzodiazepine derivatives 6a-e were obtained in good yields, along with the 1:2-adducts 7c-e and the unexpected l:3-adducts rac-8c-e. The type of adduct formed is determined by the molar ratio of the reactants 4 and 5 and by the nature of the substituent in the para position of the propiophenone 5.