2894-61-3

Basic information

• Product Name: 7-bromo-5-phenyl-1,2-dihydro-2H-1,4-benzodiazepin-2-one
• Synonyms: 7-bromo-5-phenyl-1,2-dihydro-2H-1,4-benzodiazepin-2-one;5-Phenyl-7-bromo-1,3-dihydro-2H-1,4-benzodiazepine-2-one;7-Bromo-5-(phenyl)-1H-1,4-benzodiazepin-2(3H)-one;7-Bromo-5-phenyl-1H-1,4-benzodiazepine-2(3H)-one;7-bromo-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one;7-bromo-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one;7-Bromo-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one;7-Bromo-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
• CAS NO: 2894-61-3
• Molecular Formula: C₁₅H₁₁BrN₂O
• Molecular Weight: 315.18
• Mol File: 2894-61-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 220-221 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 464.8°Cat760mmHg
• Flash Point: 234.9°C
• Appearance: /
• Density: 1.51g/cm³
• Vapor Pressure: 8.13E-09mmHg at 25°C
• Refractive Index: 1.68
• PKA: 11.72±0.70(Predicted)
• CAS DataBase Reference: 7-bromo-5-phenyl-1,2-dihydro-2H-1,4-benzodiazepin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-bromo-5-phenyl-1,2-dihydro-2H-1,4-benzodiazepin-2-one(2894-61-3)
• EPA Substance Registry System: 7-bromo-5-phenyl-1,2-dihydro-2H-1,4-benzodiazepin-2-one(2894-61-3)

Safety Data

• Hazardous Substances Data: 2894-61-3(Hazardous Substances Data)

Usage

Description

Bromonordiazepam is the active metabolite of of the Soviet developed Gidazepam. Bromonordiazepam is closely related is to Diazepam in structure, has a very long half life and is exceptionally anxiolytic with limited non-therapeutic potential.

Uses

7-Bromo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one inhibits HIV-1 reverse transcription.

Application

Desalkylgidazepam is an analytical reference standard categorized as a benzodiazepine metabolite.Desalkylgidazepam is a metabolite of gidazepam. This product is intended for research and forensic applications.

InChI:InChI=1/C15H11BrN2O/c16-11-6-7-13-12(8-11)15(17-9-14(19)18-13)10-4-2-1-3-5-10/h1-8H,9H2,(H,18,19)

Upstream product

• 39859-36-4 2-amino-5-bromobenzophenone 
• 17972-71-3 N-(2-benzoyl-4-bromophenyl)-2-bromoacetamide 
• 5680-79-5 glycine ethyl ester hydrochloride 
• 106-40-1 4-bromo-aniline 
• 98-88-4 benzoyl chloride 
• 56-40-6 glycine 
• 34099-70-2 7-bromo-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepine-2-thione 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 14439-71-5 2'-benzoyl-2-bromo-acetanilide 
• 79-04-9 chloroacetyl chloride 
• 2898-08-0 2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one 
• 70890-58-3 5-Bromo-2-(chloroacetamido)benzophenone 
• 100-97-0 hexamethylenetetramine 

Downstream Products

• 2893-99-4 7-bromo-4-oxy-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one 
• 17972-72-4 7-bromo-5-phenyl-1,3,4,5-tetrahydro-2H-benzo[e][1,4]-diazepin-2-one 
• 313683-81-7 7-bromo-5-phenyl-4-propionyl-1,3,4,5-tetrahydro-2H-benzo[e][1,4]diazepin-2-one 

Relevant articles and documents

Facile and efficient one-pot protocol for synthesis of 5-phenyl-1,4- benzodiazepine-2-one derivatives

Several new derivatives of 5-pheny-1,4-benzodiazepine-2-ones were synthesized from 2-aminobenzophenone derivatives containing electron-withdrawing substituents in one pot with mild conditions using THF as a solvent with ammonium hydroxide solution and K2C

Retro-1-oligonucleotide conjugates. Synthesis and biological evaluation

Addition of small molecule Retro-1 has been described to enhance antisense and splice switching oligonucleotides. With the aim of assessing the effect of covalently linking Retro-1 to the biologically active oligonucleotide, three different derivatives of Retro-1 were prepared that incorporated a phosphoramidite group, a thiol or a 1,3-diene, respectively. Retro-1–oligonucleotide conjugates were assembled both on-resin (coupling of the phosphoramidite) and from reactions in solution (Michael-type thiol-maleimide reaction and Diels-Alder cycloaddition). Splice switching assays with the resulting conjugates showed that they were active but that they provided little advantage over the unconjugated oligonucleotide in the well-known HeLa Luc705 reporter system.

Synthesis, Chiral Separation, Absolute Configuration Assignment, and Biological Activity of Enantiomers of Retro-1 as Potent Inhibitors of Shiga Toxin

The Shiga toxin (Stx) family is composed of related protein toxins produced by the bacteria Shigella dysenteriae and certain pathogenic strains of E.coli. No effective therapies for Stx intoxication have been developed yet. However, inhibitors that act on the intracellular trafficking of these toxins may provide new options for the development of therapeutic strategies. This study reports the synthesis, chromatographic separation, and pharmacological evaluation of the two enantiomers of Retro-1, a compound active against Stx and other such protein toxins. Retro-1 works by inhibiting retrograde transport of these toxins inside cells. In vitro experiments proved that the configuration of the stereocenter at position 5 is not crucial for the activity of this compound. X-ray diffraction data revealed (S)-Retro-1 to be slightly more active than (R)-Retro-1.