78756-36-2

Usage

Uses

Used in Pharmaceutical Research and Drug Development:
7-Bromo-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione is used as a research compound for studying its psychoactive and anxiolytic properties. Its structural similarity to other benzodiazepines makes it a promising candidate for the development of new drugs with potential therapeutic applications.
Used in Medicinal Chemistry:
7-Bromo-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione is used as a chemical entity in medicinal chemistry to explore its potential as a therapeutic agent for various neurological and psychiatric disorders. Its effects on the central nervous system and its interactions with other molecules can provide valuable insights for the development of novel treatments.
Used in Neuroscience:
7-Bromo-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione is used in neuroscience research to investigate its potential effects on the central nervous system. Understanding its mechanisms of action and interactions with neurotransmitters can contribute to the advancement of knowledge in the field and the discovery of new therapeutic approaches for neurological and psychiatric conditions.

InChI:InChI=1/C10H9BrN2O2/c1-13-5-9(14)12-8-3-2-6(11)4-7(8)10(13)15/h2-4H,5H2,1H3,(H,12,14)

Upstream product

• 3415-35-8 4-methyl-3H-1,4-benzodiazepine-2,5-(1H,4H)-dione 
• 118-48-9 isatoic anhydride 
• 4692-98-2 5-bromoisatoic anhydride 
• 107-97-1 sarcosine 
• 67-68-5 dimethyl sulfoxide 

Downstream Products

• 78756-37-3 ethyl 8-bromo-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate 
• 1286792-27-5 C₂F₃O₂^(1-)*C₂₁H₁₉IN₃O₃⁽¹⁺⁾ 
• 646066-59-3 XLi-093 

Relevant academic research and scientific papers

The synthesis and anti-inflammatory evaluation of 1,2,3-triazole linked isoflavone benzodiazepine hybrids

Copper catalyzed azide-alkyne cycloaddition was used for the first time to access a small series of eight novel 1,2,3-triazole linked isoflavone benzodiazepine hybrids. As part of this work, a previously unreported alkyne substituted pyrrolo[1,4]benzodiaz

Synthesis of Phenols: Organophotoredox/Nickel Dual Catalytic Hydroxylation of Aryl Halides with Water

A highly effective hydroxylation reaction of aryl halides with water under synergistic organophotoredox and nickel catalysis is reported. The OH group of the resulting phenols originates from water, following deprotonation facilitated by an intramolecular base group on the ligand. Significantly, aryl bromides as well as less reactive aryl chlorides served as effective substrates to afford phenols with a wide range of functional groups. Without the need for a strong inorganic base or an expensive noble-metal catalyst, this process can be applied to the efficient preparation of diverse phenols and enables the hydroxylation of multifunctional pharmaceutically relevant aryl halides.

Enhanced copper-mediated 18F-fluorination of aryl boronic esters provides eight radiotracers for PET applications

[18F]FMTEB, [18F]FPEB, [18F]flumazenil, [18F]DAA1106, [18F]MFBG, [18F]FDOPA, [18F]FMT and [18F]FDA are prepared from the corresponding arylboronic esters and [18

METHOD FOR PREPARATION OF FLUORINE-18-LABELED FLUMAZENIL USING DIARYLIODONIUM SALT PRECURSOR

Disclosed is the synthesis of [18F]flumazenil that is useful in imaging epileptic lesions by PET (positron emission tomography). A method for preparing [18F]flumazenil by reacting a diaryliodonium salt precursor with the positron-emi

PREPARATION METHOD OF FLUMAZENIL LABELED WITH FLUORINE-18 USING DIARYL IODONIUM SALT PRECURSOR

Disclosed is the synthesis of [18F]flumazenil that is useful in imaging epileptic lesions by PET (positron emission tomography). A method for preparing [18F]flumazenil by reacting a diaryliodonium salt precursor with the positron-emi

AUTOMATED RADIOSYNTHESIS

The present invention provides a method to obtain radiofluorinated compounds useful for in vivo imaging GABAA receptors. The method of the invention is high-yielding and may conveniently be carried out on an automated synthesizer such as FastlabTM. A further aspect of the invention is a cassette suitable for carrying out the automated method of synthesis of the invention. Novel precursor compounds useful in the method of the invention are also provided, as are a number of novel compounds obtained by the method of the invention.

[18 F] - LABELLED ANALOGUES OF FLUMAZENIL AS IN VIVO IMAGING AGENTS

The present invention provides radiofluorinated compounds useful for in vivo imaging GABAA receptors. Also provided by the present invention is a method of synthesis for the radiofluorinated compounds of the invention, in particular an automate

GABAERGIC AGENTS TO TREAT MEMORY DEFICITS

The present invention provides molecules and methods for the prevention and/or treatment of memory deficit related conditions and/or enhancement of cognizance. In a preferred embodiment, the invention includes compounds, salts and prodrugs thereof for the prevention and/or treatment of these conditions.

Synthesis, in Vitro Affinity, and Efficacy of a Bis 8-Ethynyl-4H-imidazo[1,5a]-[1,4]benzodiazepine Analogue, the First Bivalent α5 Subtype Selective BzR/GABAA Antagonist

The synthesis and in vitro affinity of the α5β3γ2 (α5) subtype selective BzR/GABAA antagonist 7 is described. This ligand is selective for α5 subtypes in vitro and is a potent antagonist of the effects of diazepam only at α5β3γ2 subtypes (oocytes). Ligands such as 7 will be important in the determination of which physiological function(s) are subserved by this GABAA α5 subtype.

Synthesis and Evaluation of Imidazobenzodiazepine Esters with High Affinities and Selectivities at "Diazepam-Insensitive" Benzodiazepine Receptors

A series of imidazobenzodiazepine esters have been synthesized with varying esters side chains and 8-position substituents.The affinities of these compounds were evaluated at both "diazepam-insensitive" (DI) and diazepam-sensitive (DS) subtypes of the benzodiazepine receptor (BZR).A profound steric effect of the 3-position ester side chain moiety was observed on ligand affinity at DI.In contrast ester size had a less robust effect on ligand affinity at DS.The tert-butyl ester compound 8 displayed the highest affinity (Ki = 1.7 nM) for DI within a series of a 8-chloro esters.Furthermore, halogens at the 8-position resulted in an enhancement of both ligand affinity and selectivity at DI among the series of tert-butyl esters examined.The 8-nitro derivative 23 and 8-isothiocyanato congener 25 had high affinities for both DI and DS but exhibited little subtype selectivity (10.8 and 2.7 nM at DI versus 14 and 3.7 nM at DS, respectively).The 8- azido tert-butyl ester 29 exhibited a significantly higher affinity (Ki = 0.43 nM) and selectivity (DI/DS ratio of 0.2) than the corresponding ethyl ester, the prototypic DI ligand 1 (Ro 15-4513).Among the compounds synthesized, 29 is the highest affinity ligand for DI described to date while its 8-bromo analog 18 is the most selective ligand (DI/DS ratio of 0.17) for this novel BZR subtype.