19579-83-0

Basic information

• Product Name: 5H-Dibenz[b,f]azepine-10,11-dione
• Synonyms: 5H-Dibenz[b,f]azepine-10,11-dione;Dibenzazepine-10,11-dione;Dibenzazepinodione;Oxcarbazepine IMpurity (5H-Dibenz[b,f]azepine-10,11-dione);Oxcarbazepine Impurity 7;Oxcarbazepine EP Impurity D
• CAS NO: 19579-83-0
• Molecular Formula: C₁₄H₉NO₂
• Molecular Weight: 223.23
• Mol File: 19579-83-0.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly)
• CAS DataBase Reference: 5H-Dibenz[b,f]azepine-10,11-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5H-Dibenz[b,f]azepine-10,11-dione(19579-83-0)
• EPA Substance Registry System: 5H-Dibenz[b,f]azepine-10,11-dione(19579-83-0)

Safety Data

• Hazardous Substances Data: 19579-83-0(Hazardous Substances Data)

Usage

Uses

Used in Optoelectronic Applications:
5H-Dibenz[b,f]azepine-10,11-dione is used as a reagent in the preparation of bifunctional dipolar electroluminescent templates. These templates are crucial for the development of advanced optoelectronic devices, which are essential in various industries, including telecommunications, display technology, and lighting.
Used in Pharmaceutical Industry:
As an impurity of Oxcarbazepine (O869250), 5H-Dibenz[b,f]azepine-10,11-dione plays a role in the pharmaceutical industry. Oxcarbazepine is a medication used to treat certain types of epilepsy, and the presence of 5H-Dibenz[b,f]azepine-10,11-dione may affect the drug's efficacy and safety. Therefore, its control and management are essential in the manufacturing process of Oxcarbazepine.

Upstream product

• 494-19-9 9,10-dihydrodibenzazepine 
• 13080-75-6 5-acetyliminodibenzyl 
• 28721-07-5 oxcarbazepine 
• 256-96-2 dibenzoazepine 
• 56211-73-5 10,11-dihydro-5H-dibenzo[b,f]azepine-10,11-diol 
• 866181-35-3 11-hydroxy-5,11-dihydro-dibenzo[b,f]azepin-10-one 
• 127-08-2 potassium acetate 
• 579-92-0 Vanadox 
• 88-65-3 2-bromobenzoic-acid 
• 118-92-3 anthranilic acid 
• 49579-63-7 diphenylamine-2,2′-dicarboxaldehyde 
• 89023-35-8 2,2'-iminobis(hydroxymethylbenzene) 
• 34069-89-1 methyl 2‐[2‐(methoxycarbonyl)phenylamino]benzoate 
• 298-46-4 carbamazepin 

Relevant articles and documents

N-Heterocyclic carbene (NHC)-catalyzed intramolecular benzoin condensation-oxidation

NHC-Catalyzed intramolecular benzoin condensation-oxidation is developed for the expedient synthesis of diverse cyclic 1,2-diketones incorporated in dibenzo-fused seven-membered heterocycles in good to excellent yields, under ambient conditions. The prese

Oxidation of carbamazepine by lipopathic Mn(VII), cetyltrimethylammonium permanganate: A mechanistic study

In this contribution, we report the oxidation of an established anticonvulsant and antiepileptic drug, carbamazepine, by a lipopathic oxidant, cetyltrimethylammonium permanganate (CTAP), in a nonpolar medium. 1H-Dibenzo[b,f]azepine-4,5-dione is found to be the major product of the oxidation reaction. The kinetics of the reaction is studied in organic media spectrophotometrically by monitoring the disappearance of Mn(VII) at 530 nm. The reaction is found to be fractional order with respect to carbamazepine and first order with respect to CTAP. Based on the experimental findings, a suitable ionic mechanism is proposed where carbamazepine reacts with CTAP in a slow rate-determining step to form a hypomanganate ester intermediate through a nonpolar cyclic transition state. Subsequently, the intermediate decomposes and hydrolyzes in fast steps to the dicarbonyl product. The proposed reaction mechanism is also supported by the effect of solvent and temperature on the rate of the reaction. The addition of ionic surfactants increases the rate of reaction, and the catalyzing effect is explained through the possible formation of mixed reverse micellar aggregates where carbamazepine is partitioned more to the interfacial region in the vicinity of the permanganate anion.

A novel porphyrazine ligand tailored to homogeneous metal catalyzed transformations

A novel centrosymmetric porphyrazine (Pz) 1 decorated with pyrazino-dibenzo[b,f]azepine units have been prepared via Linstead macrocyclization reaction of a dinitrile precursor. Accordingly, the peripheral azepine nitrogen offers a chemical handle for sub

Complementation of biotransformations with chemical C-H oxidation: Copper-catalyzed oxidation of tertiary amines in complex pharmaceuticals

The isolation, quantitation, and characterization of drug metabolites in biological fluids remain challenging. Rapid access to oxidized drugs could facilitate metabolite identification and enable early pharmacology and toxicity studies. Herein, we compared biotransformations to classical and new chemical C-H oxidation methods using oxcarbazepine, naproxen, and an early compound hit (phthalazine 1). These studies illustrated the low preparative efficacy of biotransformations and the inability of chemical methods to oxidize complex pharmaceuticals. We also disclose an aerobic catalytic protocole (CuI/air) to oxidize tertiary amines and benzylic CH's in drugs. The reaction tolerates a broad range of functionalities and displays a high level of chemoselectivity, which is not generally explained by the strength of the C-H bonds but by the individual structural chemotype. This study represents a first step toward establishing a chemical toolkit (chemotransformations) that can selectively oxidize C-H bonds in complex pharmaceuticals and rapidly deliver drug metabolites.

Doubly ortho-linked quinoxaline/triarylamine hybrid as a bifunctional, dipolar electroluminescent template for optoelectronic applications

The titled hybrid (Q-H) works as a clippable optoelectronic unit. Q-spacer-Q systems function as efficient orange emitters reaching EL intensities (L) of up to 6840 cd m-2 with ηext of 0.77% and operation efficiencies of 1.60 cd Asu