106013-01-8

Basic information

• Product Name: 1-acetyl-10-chloro-5,11b-dihydro-6-methylamino-2,11b-diphenylisoxazolo<2,3-d><1,4>benzodiazepine
• CAS NO: 106013-01-8
• Molecular Weight: 443.933
• Mol File: 106013-01-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-acetyl-10-chloro-5,11b-dihydro-6-methylamino-2,11b-diphenylisoxazolo<2,3-d><1,4>benzodiazepine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-acetyl-10-chloro-5,11b-dihydro-6-methylamino-2,11b-diphenylisoxazolo<2,3-d><1,4>benzodiazepine(106013-01-8)
• EPA Substance Registry System: 1-acetyl-10-chloro-5,11b-dihydro-6-methylamino-2,11b-diphenylisoxazolo<2,3-d><1,4>benzodiazepine(106013-01-8)

Safety Data

• Hazardous Substances Data: 106013-01-8(Hazardous Substances Data)

Upstream product

• 58-25-3 chlordiazepoxide 
• 1817-57-8 4-phenyl-3-butyne-2-one 

Relevant articles and documents

Cycloaddition of Benzodiazepine Nitrones to Alkynes: Synthesis and X-Ray Analysis of Some Tricyclic Quinoxalines.

7-Chloro-2-methylamino-5-phenyl-3H-benzodiazepine 4-oxide (chlordiazepoxide) undergoes 1,3-dipolar cycloaddition to electron-deficient alkynes yielding condensed 4-isoxazoline benzodiazepine and pyrrole-fused quinoxaline derivatives.The structure of the reaction products was determined by analytical and spectroscopic methods with the application of LIS and X-ray analysis.The overall process involves an initial addition step, the rate determing one, followed by ring-opening of the 4-isoxazoline intermediate, ring-contraction of the seven-membered nucleus to the quinoxaline system, and subsequent condensation to the tricyclic derivatives.The suitable stereochemistry and the N-O vinylic functionality, forming a good leaving group in the 4-isoxazolines, drive the 1,2-bond migration from carbon to the electron-deficient nitrogen atom of the benzodiazepine ring.The energetics of the condensation steps are discussed on the basis of thermochemical considerations postulating a kinetic effect for the pyrrole-ring closure due to the extended delocalization of the enolate intermediate.