5973-20-6

Usage

Class

Benzodiazepine derivatives
The compound belongs to a group of chemical substances that are structurally and pharmacologically related to benzodiazepines.

Psychoactive drug

Sedative, anxiolytic, and muscle relaxant properties
The drug has an effect on the central nervous system, helping to induce relaxation, reduce anxiety, and promote sleep.

Mechanism of action

Enhances the effects of gamma-aminobutyric acid (GABA)
The drug interacts with the neurotransmitter GABA, increasing its effectiveness, which in turn leads to the desired therapeutic effects.

Common uses

Treatment of anxiety, insomnia, and epilepsy
The drug is primarily used to alleviate symptoms of anxiety, improve sleep quality, and control seizures in patients with epilepsy.

Potential for abuse and addiction

Classified as a controlled substance in many countries
Due to the risk of misuse and dependency, the drug is regulated in various countries to prevent abuse and addiction.

Upstream product

• 118-48-9 isatoic anhydride 
• 5118-94-5 1,4-benzodiazepine-2,5-dione 
• 100-39-0 benzyl bromide 
• 35710-05-5 N-benzylisatoic anhydride 
• 56-40-6 glycine 

Downstream Products

• 174196-98-6 5-benzyl-2-methyl-4H,5H-[1,3]oxazolo[4,5-c]quinolin-4-one 
• 1422029-29-5 5-benzyl-2-propyl-4H,5H-[1,3]oxazolo[4,5-c]quinolin-4-one 
• 1422029-30-8 5-benzyl-2-(propan-2-yl)-4H,5H-[1,3]oxazolo[4,5-c]quinolin-4-one 
• 1422029-31-9 5-benzyl-2-phenyl-4H,5H-[1,3]oxazolo[4,5-c]quinolin-4-one 

Relevant academic research and scientific papers

Scaffold hopping via a transannular rearrangement-encompassing cascade

A novel reaction cascade for converting benzodiazepinediones into oxazoloquinolinones using carboxylic acid anhydrides in the presence of base has been developed using flow methods. Products are obtained in yields up to 98%.

A novel solid-phase synthetic method for 1,4-benzodiazepine-2,5-dione derivatives

Utilizing polymer-bound anthranilic acid derivatives 1, we were able to obtain the 1,4-benzodiazepine-2,5-dione derivatives 3 (R3 = H, R 4 = H, MeO, Cl) through an unprecedented reaction sequence, reductive alkylation-N-protected amino acid coupling-deprotective cyclization, in 28-71% five-step overall isolated yields and 95-99% purities from Wang resin 4. Applying the novel protocol to the resin 2, the 7-benzamido-1,4-benzodiazepine- 2,5-dione derivatives 3 (R1 = Bn, R4 = 7-BzNH) could be obtained in 19-42% seven- or eight-step overall isolated yields and 92-98% purities from AMEBA resin 7. Thieme Stuttgart.

A Versatile Synthesis of 3H-1(H),4(H)-Benzodiazepin-2,5-diones

Reaction of isatoic anhydrides (1) and α-amino acids (2) in glacial acetic acid under reflux gave 3H-1(H),4(H)-benzodiazepin-2,5-diones (3) in good yields.These compounds have been characterised by UV, IR, mass, PMR and 13C-NMR spectra.