59939-75-2

Usage

Uses

Used in Pharmaceutical Industry:
(1,4-diazepan-1-yl)(phenyl)methanone is utilized as a central nervous system depressant for its sedative, hypnotic, and anxiolytic properties. It is commonly prescribed by healthcare professionals for the treatment of anxiety disorders, insomnia, and seizures.
However, due to its potential for abuse and dependence, as well as side effects such as drowsiness, dizziness, and impaired coordination, the use of (1,4-diazepan-1-yl)(phenyl)methanone must be carefully monitored and regulated by healthcare professionals to ensure patient safety and effectiveness.

Upstream product

• 98-88-4 benzoyl chloride 
• 112275-50-0 tert-butyl 1,4-diazepine-1-carboxylate 
• 65-85-0 benzoic acid 
• 505-66-8 1,4-Diazacycloheptane 
• 10364-94-0 1-benzoylimidazole 
• 5769-36-8 homopiperazine dihydrochloride 
• 93-97-0 benzoic acid anhydride 
• 613-90-1 benzoyl cyanide 

Downstream Products

• 1190955-48-6 C₂₂H₂₀FN₃O₃ 

Relevant academic research and scientific papers

Synthesis, Cytotoxicity Evaluation, and Computational Insights of Novel 1,4-Diazepane-Based Sigma Ligands

Among several potential applications, sigma receptor ligands can be used as antipsychotics, antiamnesics, and against other neurodegenerative disorders as well as neuroprotective agents. We present herein a new series of diazepane-containing derivatives as σR ligands obtained by a conformational expansion approach of our previously synthesized piperidine-based compounds. The best results were reached by benzofurane 2c, 3c and quinoline 2d, 3d-substituted diazepane derivatives, which showed the highest σR affinity. The cytotoxic activities of synthesized compounds were evaluated against two cancer cell lines, and the results indicated that none of the compounds induced significant toxicity in these cells. We also evaluated the antioxidant activity by radical scavenging capacity of our best compounds on ABTS and H2O2. The results obtained reveal that our new derivatives possess an excellent antioxidant profile and could be protective for the cells. Overall, the benzofurane derivative 2c due to its strong interaction with the active site of the receptor, as confirmed by molecular dynamic simulations, emerged as the optimum compound with high σ1R affinity, low cytotoxicity, and a potent antioxidant activity.

PYRIMIDYL-DI(DIAZASPIRO-ALKANES) WITH ANTIVIRAL ACTIVITY

The invention relates to novel pyrimidyl-di(diazaspiro-alkane) derivatives of formula (I) or a pharmaceutically acceptable acid additive salt thereof. The compounds exhibit a wide spectrum of antiviral activity against herpes virus, human immunodeficiency

Efficient and continuous monoacylation with superior selectivity of symmetrical diamines in microreactors

Efficient and continuous monoacylation of symmetrical diamines performed in microreactors yielded superior selectivity to that predicted by statistical considerations. It is highly valuable that the kinetically controlled product in high yields was achieved without any special catalyst at ambient temperature.

CDI-mediated monoacylation of symmetrical diamines and selective acylation of primary amines of unsymmetrical diamines

A highly efficient and green protocol for monoacylation of symmetrical diamines and chemoselective acylation of primary amines of unsymmetrical diamines has been developed.

Mono-acylation of piperazine and homopiperazine via ionic immobilization

A method for the selective mono-acylation of piperazine and homopiperazine has been developed. In a flow system, initially the diamine is ionically immobilized on a sulfonic acid funtionalized silica gel, acylated with an appropriate reagent and finally liberated with ammonic methanol. Examples with high yield and purity are presented.

Selective Monoacylation of Symmetrical Diamines via Prior Complexation with Boron

(Equation presented) Pretreatment of a symmetrical primary or secondary diamine with 9-BBN prior to the addition of an acyl chloride significantly suppressed undesired diacylation, and the product of monoacylation predominated. The reactive preference is interpreted as the result of a selective deactivation of one nitrogen atom of the diamine by 9-BBN.