1131-47-1

Usage

Uses

Used in Pharmaceutical Industry:
2,4-dimethyl-3H-1,5-benzodiazepine is used as a therapeutic agent for the treatment of anxiety disorders, panic disorders, and insomnia. It is valued for its ability to induce a calming effect on the central nervous system by enhancing the effects of GABA, thereby reducing brain activity and promoting relaxation.
Used in Medical Applications:
In the medical field, 2,4-dimethyl-3H-1,5-benzodiazepine is utilized as a sedative and hypnotic agent to help patients with sleep disturbances or to provide a sense of calm before medical procedures that may cause anxiety.
Used in Substance Abuse Prevention:
While 2,4-dimethyl-3H-1,5-benzodiazepine has legitimate medical uses, it is also recognized for its potential for abuse due to its sedative and hypnotic properties. Efforts are made in the medical and regulatory fields to prevent its misuse and ensure that it is prescribed and used responsibly.

Upstream product

• 815-68-9 3-acetylpentane-2,4-dione 
• 95-54-5 1,2-diamino-benzene 
• 123-54-6 acetylacetone 
• 70769-79-8 (Z)-4-phenylthiopent-3-en-2-one 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 64-19-7 acetic acid 

Downstream Products

• 14926-36-4 2,4-distyryl-3H-benzo[b][1,4]diazepine 
• 58414-04-3 2r,4c-dimethyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine 
• 40358-37-0 (+/-)-2r,4t-dimethyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine 
• 80948-03-4 4a,6-dimethyl-2,3-diphenyl-4a,11b-dihydro-1H,5H-1,3-oxazino<3,2-a>-1,5-benzodiazepin-1-on 
• 80955-82-4 4a,5a-dimethyl-2,3,7,8-tetraphenyl-4a,5a,9a,13b-tetrahydro-1H,5H,9H-bis(1,3-oxazino<3,2-a>)-1,5-benzodiazepin-1,9-dion 
• 106366-71-6 3a,4a-Dimethyl-1,3,5,7-tetraphenyl-3a,4,4a,5-tetrahydro-3H-bis<1,2,4-triazolo><4,3-a:3',4'-d><1,5>benzodiazepine 
• 95-20-5 2-methyl-1H-indole 
• 2379-55-7 2,3-dimethylquinoxaline 
• 37920-99-3 2-ethyl-3-methylquinoxaline 
• 104910-79-4 2-vinyl-3-methylquinoxaline 
• 101731-01-5 2-methyl-4-trans-styryl-3H-benzo[b][1,4]diazepine 
• 95-54-5 1,2-diamino-benzene 
• 40358-37-0 2,4-dimethyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine 
• 1393093-19-0 2,4-dimethyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine 

Relevant academic research and scientific papers

Ultrasound enhanced synthesis of 1,5-benzodiazepinic heterocyclic rings

1,5-Benzodiazepines are synthesized by a reaction of o-phenylenediamines with a diketone or ketones series by ultrasound irradiation in presence of APTS. The condensation occurred in a mild condition with good to excellent yields.

An efficient synthesis of 3H-1,5-benzodiazepine derivatives catalyzed by heteropolyacids as a heterogeneous recyclable catalyst

3H-1,5-benzodiazepines were synthesized by the condensation of o-phenylendiamine and various 1,3-diketones in the presence of various heteropolyacid (HPA) catalysts under mild conditions in very good yields and with high selectivity.

A facile synthesis of substituted benzodiazepines using solid support

An easy and convenient synthetic procedure for the preparation of benzodiazepines by coupling microwaves with the solvent technique have been elaborated.

Enantioselective synthesis of tunable chiral pyridine-aminophosphine ligands and their applications in asymmetric hydrogenation

A small library of tunable chiral pyridine-aminophosphine ligands were enantioselectively synthesized based on chiral 2-(pyridin-2-yl)-substituted 1,2,3,4-tetrahydroquinoline scaffolds, which were obtained in high yields and with excellent enantioselectivities via ruthenium-catalyzed asymmetric hydrogenation of 2-(pyridin-2-yl)quinolines. The protocol features a wide substrate scope and mild reaction conditions, enabling scalable synthesis. These chiral P,N ligands were successfully applied in the Ir-catalyzed asymmetric hydrogenation of benchmark olefins and challenging seven-membered cyclic imines including benzazepines and benzodiazepines. Excellent enantio- and diastereoselectivity (up to 99% ee and >20:1 dr), and/or unprecedented chemoselectivity were obtained in the asymmetric hydrogenation of 2,4-diaryl-3H-benzo[b]azepines and 2,4-diaryl-3H-benzo[b][1,4]diazepines.

Application and developing of iron-doped multi-walled carbon nanotubes (Fe/MWCNTs) as an efficient and reusable heterogeneous nanocatalyst in the synthesis of heterocyclic compounds

Iron-doped multi-walled carbon nanotubes (Fe/MWCNTs) is an efficient, ecofriendly and reusable heterogeneous nanocatalyst for the one-pot synthesis of heterocyclic compounds including bis-spiro piperidines, piperidines, dihydro-2-oxopyrroles, pyrazoles and diazepines at room temperature with good to excellent yields. The heterogeneous nanocatalyst was fully characterized by scanning electron microscopy (SEM), X-ray diffraction (XRD), inductively coupled plasma (ICP) and FT-IR analysis. Also, the structures of all prepared compounds were characterized by 1H NMR, 13C NMR, FT-IR, mass spectrometry (MS) and elemental analysis. The major advantages of these protocols are mild and green reaction conditions, short reaction times, clean reaction, operational simplicity, easy purification and good to excellent yields with the reusable heterogeneous nanocatalyst. The catalyst was ten recycled without significant loss of activity.

Mixing with microwaves: Solvent-free and catalyst-free synthesis of pyrazoles and diazepines

A simple and facile condensation of hydrazines/hydrazides and diamines with 1,3-diketones/β-ketoester leads to the preparation of pyrazoles and diazepines in high yields. This eco-friendly protocol is accelerated by microwave heating and efficiently carried out without any reaction solvent or catalyst in as little as 5 min.

Asymmetric hydrogenation of 2,4-disubstituted 1,5-benzodiazepines using cationic ruthenium diamine catalysts: An unusual achiral counteranion induced reversal of enantioselectivity

BArFing it out the other way: A highly enantioselective hydrogenation of 2,4-disubstituted 1,5-benzodiazepines using chiral cationic ruthenium diamine catalysts (R,R)-1 has been developed (see scheme; BArF=tetrakis(3,5- bistrifluoromethylphenyl)borate). E

Zn[(l)proline]2 in water: A new easily accessible and recyclable catalytic system for the synthesis of pyrazoles

Zn[(l)proline]2 has been found to be an efficient catalyst for the synthesis of pyrazole derivatives in pure water at room temperature. Reaction afforded moderate to excellent yield within a lesser time. Various pyrazoles which could not be prepared by other methods can be easily prepared by this method efficiently. Catalyst exhibits recyclability up to five runs. Hence our present protocol is economical and clean comprise of green reagent, solvent and catalyst.

Room-temperature synthesis of pyrazoles, diazepines, β-enaminones, and β-enamino esters using silica-supported sulfuric acid as a reusable catalyst under solvent-free conditions

Silica-supported sulfuric acid (H2SO4·SiO2) has been utilized as a heterogeneous recyclable catalyst for a highly efficient regio- and chemoselective condensation of hydrazines/hydrazides, diamines, and primary amines with various β-dicarbonyl compounds at room temperature to afford pyrazoles, diazepines, and β-enaminones/β-enamino esters under solvent-free conditions within 5-15 min. Copyright Taylor & Francis Group, LLC.

Synthesis of pyrazoles, diazepines, enaminones, and enamino esters using 12-tungstophosphoric acid as a reusable catalyst in water

12-Tungstophosphoric acid (H3PW12O40) is found to be an efficient and recyclable catalyst in promoting a chemo- and regioselective condensation of hydrazines/hydrazides, diamines, and primary amines with various 1,3-dicarbonyl compounds in pure water at room temperature to afford pyrazoles, diazepines, and enaminones/enamino esters, respectively, in high yields. Georg Thieme Verlag Stuttgart.