19553-22-1

Basic information

• Product Name: trans-3,3-benzylidene-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione
• Synonyms: trans-3,3-benzylidene-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione
• CAS NO: 19553-22-1
• Molecular Weight: 278.31
• Mol File: 19553-22-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: trans-3,3-benzylidene-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: trans-3,3-benzylidene-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione(19553-22-1)
• EPA Substance Registry System: trans-3,3-benzylidene-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione(19553-22-1)

Safety Data

• Hazardous Substances Data: 19553-22-1(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 3415-35-8 4-methyl-3H-1,4-benzodiazepine-2,5-(1H,4H)-dione 
• 127-09-3 sodium acetate 
• 81245-93-4 2-bromo-N-(methoxymethyl)-N-aniline 
• 81255-43-8 2-bromo-N-aniline 
• 81245-95-6 1-(methoxymethyl)-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione 
• 81245-94-5 2-bromo-N-(methoxymethyl)-N-(N-methylglycyl)aniline 
• 108-24-7 acetic anhydride 

Downstream Products

• 19357-57-4 4-methyl-3't-phenyl-(2'rN)-1H-spiro[benzo[e][1,4]diazepine-3,2'-oxirane]-2,5-dione 

Relevant articles and documents

Structure of the Dioxygenase AsqJ: Mechanistic Insights into a One-Pot Multistep Quinolone Antibiotic Biosynthesis

Multienzymatic cascades are responsible for the biosynthesis of natural products and represent a source of inspiration for synthetic chemists. The FeII/α-ketoglutarate-dependent dioxygenase AsqJ from Aspergillus nidulans is outstanding because it stereoselectively catalyzes both a ferryl-induced desaturation reaction and epoxidation on a benzodiazepinedione. Interestingly, the enzymatically formed spiro epoxide spring-loads the 6,7-bicyclic skeleton for non-enzymatic rearrangement into the 6,6-bicyclic scaffold of the quinolone alkaloid 4′-methoxyviridicatin. Herein, we report different crystal structures of the protein in the absence and presence of synthesized substrates, surrogates, and intermediates that mimic the various stages of the reaction cycle of this exceptional dioxygenase.

Stereospecific synthesis of dl-cyclopenin and dl-cyclopenol.

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