54028-76-1

Usage

Uses

Used in Pharmaceutical Industry:
3-METHYL-1,3,4,5-TETRAHYDRO-BENZO[B][1,4]DIAZEPIN-2-ONE is used as a psychoactive substance for its sedative and anxiolytic effects, primarily targeting the treatment of anxiety disorders and insomnia. Its action as a central nervous system depressant allows for its potential use in managing conditions that require calming and relaxation.
Used in Research and Development:
In the field of pharmacology and medicinal chemistry, 3-METHYL-1,3,4,5-TETRAHYDRO-BENZO[B][1,4]DIAZEPIN-2-ONE is utilized as a subject of study for its potential therapeutic applications. Researchers are interested in exploring its mechanisms of action and how it can be optimized for the treatment of various conditions related to anxiety and sleep disorders.

Upstream product

• 79-41-4 poly(methacrylic acid) 
• 95-54-5 1,2-diamino-benzene 
• 88-74-4 2-nitro-aniline 
• 54028-72-7 2-Methyl-3-(2-nitro-phenylamino)-propionic acid 

Downstream Products

• 104310-02-3 3-Methyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]diazepine-1-carbaldehyde 
• 202537-04-0 5-Benzyl-3-methyl-1,3,4,5-tetrahydro-benzo[b][1,4]diazepin-2-one 
• 202537-08-4 5-Benzyl-3-methyl-1,3,4,5-tetrahydro-benzo[b][1,4]diazepine-2-thione 
• 119483-60-2 5-Benzyl-3-methyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]diazepine-1-carbaldehyde 
• 347344-45-0 5-benzoyl-3-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one 
• 1470406-93-9 5-benzoyl-3-methyl-1-(2-nitrobenzoyl)-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one 
• 1470407-08-9 N-{3-[(5-benzoyl-3-methyl-2-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-1-yl)carbonyl]-4-nitrophenyl}acetamide 

Relevant academic research and scientific papers

Atropisomerism in the 2,3,4,5-Tetrahydro-1 H -1,5-benzodiazepine Nucleus: Effects of Central Chirality at C3 on the N-Mesylation Reaction

The mesylation reaction of the 1,3-dimethyl-2,3,4,5-tetrahydro-1 H -1,5-benzodiazepine nucleus was investigated in detail. Two diastereomers (A and B) of 5-mesyl-1,3-dimethyl-2,3,4,5-tetrahydro-1 H -1,5-benzodiazepines, originating from chirality at C3 and at the Ar-N(SO 2) axis were formed, among which isomers of the derivative with a methyl group at C6 (R = CH 3) were separable at room temperature. A and B had chair-like and boat-like conformations, respectively, in which the C3-methyl group adopts a pseudoequatorial arrangement. Furthermore, A and B were shown to be the thermodynamically and kinetically controlled products, respectively.

Reaction of 4-substituted 1,2-phenylenediamine with chloroacetic acid and α, β-unsaturated carboxylic acids: Determination of the structure of the isomers formed using long-range carbon-proton coupling

The reaction between 4-chloro-1,2-phenylenediamine with sodium salt of chloroacetic acid yields 8-chlorotetrahydroquinoxalin-2-one, o-Phenylenediamines substituted at position-4 yield a single benzodiazepinone on reaction with α,β-unsaturated aliphatic carboxylic acids.The structures of the products formed are established from 13C NMR of the products and their acyl derivatives, sometimes, using long range carbon-proton couplings.

Nuclear Magnetic Resonance Spectra of Psychotherapeutic Agents. V*-Conformational Analysis of 1,3,4,5-Tetrahydro-2H-1,5-benzodiazepin-2-ones

The conformational analysis of biologically active lofendazam (7-chloro-5-phenyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one) is carried out by means of lanthanide shift reagent assisted 1H NMR spectroscopy: the lanthanide induced shift computer simulation suggests that in deuteriochloroform the heterocyclic ring of lofendazam assumes a cycloheptene-like chair conformation, where 1-N moves away from trigonal stereochemistry to a very flattened pyramidal structure.At room temperature the conformational equilibrium is markedly shifted (85percent) towards the conformer showing pseudoaxial H-1 and 5-Ph.The remarkable influence of steric requirements is controlling conformation, and the importance of 3- and/or 4-methyl groups in hindering the ring inversion at room temperature, have been verified by conformational analysis of suitable analogous 1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-ones.

Triazolobenzodiazepines

A novel class of 4H-5,6-dihydro-[4,3-a]-s-triazolo-1,5-benzodiazepines is disclosed the members of which possess pharmacological activity, particularly analgesic or anti-inflammatory activity, likely to render them of value in the therapeutic field. Inter