1298016-01-9

Basic information

• Product Name: (3S)-3-phenyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione
• Synonyms: (3S)-3-phenyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione;(S)-3-phenyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione
• CAS NO: 1298016-01-9
• Molecular Formula: C15H12N2O2
• Molecular Weight: 252.26798
• Mol File: 1298016-01-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 586.9±50.0 °C(Predicted)
• Appearance: /
• Density: 1.241±0.06 g/cm3(Predicted)
• PKA: 12.22±0.40(Predicted)
• CAS DataBase Reference: (3S)-3-phenyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-3-phenyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione(1298016-01-9)
• EPA Substance Registry System: (3S)-3-phenyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione(1298016-01-9)

Safety Data

• Hazardous Substances Data: 1298016-01-9(Hazardous Substances Data)

Upstream product

• 34897-85-3 o-azidobenzoyl chloride 
• 13226-98-7 amino-phenyl-acetic acid methyl ester; hydrochloride 
• 13226-98-7 amino-phenyl-acetic acid methyl ester; hydrochloride 
• 15028-40-7 DL-2-phenylglycine methyl ester hydrochloride 
• 118-48-9 isatoic anhydride 
• 2935-35-5 (S)-2-phenylglycine 
• 15028-39-4 L-2-phenylglycine methyl ester hydrochloride 
• 1115354-53-4 methyl (S)-2-(2-aminobenzamido)-2-phenylacetate 
• 2900-27-8 (2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid 
• 68790-38-5 2-(tert-butyloxycarbonylamino)benzoic acid 
• 3412-48-4 L-(+)-α-phenylglycine N-carboxy anhydride 

Relevant articles and documents

Fungal Dioxygenase AsqJ Is Promiscuous and Bimodal: Substrate-Directed Formation of Quinolones versus Quinazolinones

Previous studies showed that the FeII/α-ketoglutarate dependent dioxygenase AsqJ induces a skeletal rearrangement in viridicatin biosynthesis in Aspergillus nidulans, generating a quinolone scaffold from benzo[1,4]diazepine-2,5-dione substrates. We report that AsqJ catalyzes an additional, entirely different reaction, simply by a change in substituent in the benzodiazepinedione substrate. This new mechanism is established by substrate screening, application of functional probes, and computational analysis. AsqJ excises H2CO from the heterocyclic ring structure of suitable benzo[1,4]diazepine-2,5-dione substrates to generate quinazolinones. This novel AsqJ catalysis pathway is governed by a single substituent within the complex substrate. This unique substrate-directed reactivity of AsqJ enables the targeted biocatalytic generation of either quinolones or quinazolinones, two alkaloid frameworks of exceptional biomedical relevance.

BENZODIAZEPINE AND BENZOPIPERAZINE ANALOG INHIBITORS OF HISTONE DEACETYLASE

This invention relates to compounds for the inhibition of histone deacetylase More particularly, the invention provides for compounds of formula (I): wherein A, B, D, E, X1, X2, X3, X4 and n are as defined in the specification A method of inhibiting histone deacetylase in a cell, the method comprising contacting the cell with a compound of formula (I), in an amount sufficient to inhibit histone deacetylase, is also disclosed.

New routes to 1,4-benzodiazepin-2,5-diones

1,4-benzodiazepin-2,5-diones have been synthesized in good overall yields by two routes, the first one by cyclisation of dipeptides prepared from Boc anthranilic acid and α-amino acid methyl esters, the second one by reaction of N-carboxy α-amino acid anhydrides with Boc anthranilic acid.