75220-84-7

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 956-02-5 4'-chlorochalcone 
• 22966-22-9 (E)-1-(4-chlorophenyl)-3-phenyl-2-propen-1-one 
• 99-91-2 para-chloroacetophenone 
• 100-52-7 benzaldehyde 
• 944551-28-4 3-(4-chlorophenyl)-1-phenylprop-2-yn-1-ol 

Downstream Products

• 716-79-0 2-phenyl-1H-benzoimidazole 

Relevant academic research and scientific papers

Design, synthesis and neuropharmacological evaluation of new 2,4-disubstituted-1,5-benzodiazepines as CNS active agents

Benzodiazepines (BZDs) represent a class of privilege scaffold in the modern era of medicinal chemistry as CNS active agents and BZD based drugs are used to treat different psychotic disorders. Inspired from the therapeutic potential of BZDs as promising CNS active agents, in the present work three different series of 1,5-benzodiazepines bearing various substitutions at position 2 and 4 of the benzodiazepine core were synthesized by condensing different substituted chalcones with o-phenylenediamine in the presence of piperidine as a base catalyst. Structural characterization of title compounds was done by using various analytical techniques such as IR, NMR, elemental analysis and mass spectral data. All the synthesized compounds (9a-d, 10a-e and 11a-c) were subjected to in vivo neuropharmacological studies to evaluate their CNS depressant and antiepileptic activity. Results of in vivo evaluation data showed that analogue 11b exhibited potent CNS depressant activity which was comparable to the standard drug diazepam. Compounds 10b and 10c displayed significant antiepileptic activity however they were less potent than the standard drug phenobarbitone. Molecular docking studies were performed using MOE software to find the interaction pattern and binding mode at the GABAA receptor (PDB Id: 6HUP). The results of the docking studies were in good agreement with the observed in vivo activity and revealed the satisfactory binding mode of the compounds within the binding site of the protein. The docking scores for the most promising candidates 10c, 11b and Diazepam were found to be ?9.18, ?9.46 and ?9.88, respectively. Further, the compounds showed compliance with the Lipinski's ‘rule of five’ and exhibited favourable drug-likeness scores. The identified leads can be explored further for the design and development of new BZD based psychotropic agents.

Graphite oxide: A metal free highly efficient carbocatalyst for the synthesis of 1,5-benzodiazepines under room temperature and solvent free heating conditions

Graphite Oxide (GO), an attractive metal free carbocatalyst, was employed as a green and highly efficient catalytic system for the synthesis of 1,5-benzodiazepines. The reaction was studied at room temperature as well as at 80°C under solvent free heating

Synthesis and biological screening of some new 1,5-benzodiazepine derivatives as promising antibacterial and antitubercular agents

In this study, various substituted 1,5-benzodiazepines were synthesized by condensing different substituted chalcones with o-phenylenediamine in methanol using piperidine as a base under refluxing conditions and were obtained in good yield after purificat

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.

A new and efficient one-pot solid-supported synthesis of 1,2,4,6-tetraaryl-1,4-dihydropyridines

1,2,4,6-Tetraaryl-1,4-dihydropyridines were obtained by the one-pot reaction of chalcones and substituted anilines on the surface of Bi(III)nitrate-Al2O3. The reaction seems to proceed via β-oxygenation of Bi(III) enolised chalcones followed by Michael addition and heteroannulation with simultaneous retro aldol disproportionation. The presence of the ring-activating groups at ortho and para positions in the aniline seems to be essential for the reaction.

Protic acidic ionic liquids promoted formation of 1,5-benzodiazepines: Remarkable effects of cations and anions on their performances

A series of protic acidic ionic liquids have been used as solvents and catalysts for the synthesis of 1,5-benzodiazepines. Success of the condensation appears to lie in the choice of cation-anion combinations and the ionic liquid [HBIm]CF3SOsu

Solvent-free synthesis of 1,5-benzothiazepines and benzodiazepines on inorganic supports

1,5-Benzothiazepines and 1,5-benzodiazepines have been synthesized in solvent-free conditions from chalcones and o-aminothiophenol or o-phenylenediamine in the presence of inorganic support. Silica gel was found to be an effective support for the synthesi

NEW ASPECTS OF THE CHEMISTRY OF 2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE

Under basic catalysis conditions the reaction of 4- and 4'-substituted chalcones with o-phenylenediamine leads to 2,3-dihydro-2,4-diaryl-1H-1,5-benzodiazepines; β-amino adducts, the ability of which to undergo intramolecular condensation increases as the