268566-09-2

Basic information

• Product Name: IBE
• Synonyms: 4H-Imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid, 5,6-dihydro-8-iodo-5-methyl-6-oxo-, ethyl ester
• CAS NO: 268566-09-2
• Molecular Formula: C₁₅H₁₄IN₃O₃
• Molecular Weight: 411.19443
• Mol File: 268566-09-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: IBE(CAS DataBase Reference)
• NIST Chemistry Reference: IBE(268566-09-2)
• EPA Substance Registry System: IBE(268566-09-2)

Safety Data

• Hazardous Substances Data: 268566-09-2(Hazardous Substances Data)

Usage

Chemical compound

8-Iodo-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid ethyl ester

Classification

Benzodiazepine

Structure

Imidazo and benzodiazepine ring system, iodo and methyl substituent

Medicinal applications

Potential to modulate the central nervous system, sedative, anxiolytic, anticonvulsant properties

Use in research

Medicinal chemistry research, drug development

Form

Ethyl ester form for improved bioavailability and pharmacokinetic properties

Potential treatments

Anxiety, epilepsy, sleep disorders

Upstream product

• 1350523-27-1 (3-(ethoxycarbonyl)-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepin-8-yl)(4-methylphenyl)iodonium tosylate 
• 1350523-17-9 (3-(ethoxycarbonyl)-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepin-8-yl)(phenyl)iodonium tosylate 
• 1350523-19-1 (3-(ethoxycarbonyl)-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepin-8-yl)(2-thiophenyl)iodonium tosylate 
• 1350523-21-5 (3-(ethoxycarbonyl)-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepin-8-yl)(3-thiophenyl)iodonium tosylate 
• 1350523-23-7 (3-(ethoxycarbonyl)-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepin-8-yl)(4-methoxyphenyl)iodonium tosylate 
• 1350523-25-9 (3-(ethoxycarbonyl)-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepin-8-yl)(3-methoxyphenyl)iodonium tosylate 

Relevant articles and documents

Facile aromatic radiofluorination of [18F]flumazenil from diaryliodonium salts with evaluation of their stability and selectivity

Aromatic radiofluorination of the diaryliodonium tosylate precursor with [18F]fluoride ions has been applied successfully to access [ 18F]flumazenil in high radiochemical yields of 67.2 ± 2.7% (decay corrected). The stability and reactivity of the diaryliodonium tosylate precursor plays a key role in increasing the production of 18F- labelled molecules under the fluorine-18 labelling condition. Various conditions were explored for the preparation of [18F]flumazenil from different diaryliodonium tosylate precursors. Optimum incorporation of [ 18F]fluoride ions in the 4-methylphenyl-mazenil iodonium tosylate precursor (5f) was achieved at 150°C for 5 min by utilizing 4 mg of the precursor, K2.2.2/K2CO3 complex, and the radical scavenger in N,N-dimethylformamide. This approach was extended to a viable method for use in automated synthesis with a radiochemical yield of 63.5 ± 3.2% (decay corrected, n = 26) within 60.0 ± 1.1 min. [ 18F]Flumazenil was isolated by preparative HPLC after the reaction was conducted under improved conditions and exhibited sufficient specific activity of 370-450 GBq μmol-1, with a radiochemical purity of >99%, which will be suitable for human PET studies. The Royal Society of Chemistry 2011.