Base Information
- Chemical Name:1H-1,5-Benzodiazepine
- CAS No.:265-02-1
- Molecular Formula:C9H8N2
- Molecular Weight:144.17300
- Hs Code.:
Synonyms:1,5-benzodiazepine;
Synonyms:1,5-benzodiazepine;
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The study focuses on the crystalline properties of benzodiazepines, a class of organic compounds known for their pharmacological properties, including antifungal, antibacterial, analgesic, tranquilizing, and anti-convulsant activities. The research specifically examines the molecular structures of four 1,5-benzodiazepine derivatives, which are 4-(2-hydroxyphenyl)-2-phenyl-2,3-dihydro-1H-1,5-benzodiazepine (I), 2-(2,3-dimethoxyphenyl)-4-(2-hydroxyphenyl)-2,3-dihydro-1H-1,5-benzodiazepine (II), 2-(3,4-dimethoxyphenyl)-4-(2-hydroxyphenyl)-2,3-dihydro-1H-1,5-benzodiazepine (III), and 2-(2,5-dimethoxyphenyl)-4-(2-hydroxyphenyl)-2,3-dihydro-1,5-benzodiazepine (IV). These compounds were selected due to their potential in supramolecular chemistry, where they can form ladder or brick structures through hydrogen-bonding networks. The study aims to understand the influence of intermolecular interactions on the supramolecular packing of these compounds, which is crucial for their performance in various pharmaceutical applications.
The study focuses on the synthesis, characterization, and evaluation of novel 1,5-benzodiazepine derivatives (compounds 2-7) for their potential applications in corrosion inhibition and antibacterial activities. The chemicals used in the study include 1-ethyl-4-phenyl-1,5-benzodiazepine-2-thione, phosphorus pentasulfide, hydrazine hydrate, carbon disulfide, and various alkylating agents such as propargyl bromide, benzyl chloride, and ethyl bromoacetate. These chemicals served the purpose of synthesizing the target benzodiazepine derivatives through a series of reactions including sulfurization, condensation, and alkylation. The synthesized compounds were then characterized using spectroscopic techniques and single-crystal X-ray crystallography. The study aimed to determine the molecular and crystal structures of these compounds, analyze their intermolecular interactions through Hirshfeld surface analysis, and evaluate their potential as corrosion inhibitors for aluminum, copper, and iron in acidic media using Monte Carlo simulations. Additionally, the antibacterial activity of these compounds against Gram-positive and Gram-negative bacteria was assessed, with the results indicating their potential as antibacterial agents.
The research details the flash vacuum pyrolysis (FVP) of 1,5-benzodiazepines, specifically the 2,4-diphenyl- and 2,4-dimethyl-1,5-benzodiazepines (compounds 3 and 4), at temperatures ranging from 800-850°C. The purpose of this study was to investigate the thermal decomposition of these compounds under gas-phase conditions and to understand the products and mechanisms involved in their pyrolysis. The research concluded that the majority of the products formed were initiated by the cleavage of the 2,3-bond, leading to a diradical intermediate, and that benzodiazepines are more thermally stable compared to their 2,3-dihydro-1,4-diazepines counterparts. The study also highlighted the significant chemical differences between 2,3-dihydro-1,4-diazepines and 1,5-benzodiazepines, with the latter being more stable in gas-phase conditions. Key products identified from the pyrolysis included quinoxalines, indole, benzimidazole, and pyrazole derivatives. The research underscored the complexity of the pyrolysis process and the diversity of products formed, which ranged from 1-15% yield.
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