7458-08-4

Usage

Uses

Used in Pharmaceutical Industry:
N-nitrosodihydrodibenzazepine is used as an antidepressant for treating various forms of depression. It is derived from Imipramine, a well-known tricyclic antidepressant, and may exhibit similar therapeutic effects in modulating neurotransmitter levels and alleviating depressive symptoms.
Additionally, N-nitrosodihydrodibenzazepine is used as an antiepileptic agent for managing epilepsy and seizure disorders. Its potential to modulate neuronal activity and reduce seizure frequency makes it a valuable compound in the development of new antiepileptic medications.
Used in Analytical Chemistry:
10,11-Dihydro-5H-dibenzo[b,f]azepine, the parent compound of N-nitrosodihydrodibenzazepine, is used as a chromogenic probe for the quantification of hydrogen peroxide and glucose. Its ability to change color in the presence of these analytes allows for accurate and sensitive detection, making it a valuable tool in analytical chemistry and research applications.

InChI:InChI=1/C14H12N2O/c17-15-16-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)16/h1-8H,9-10H2

Upstream product

• 494-19-9 9,10-dihydrodibenzazepine 
• 110-46-3 isopentyl nitrite 

Downstream Products

• 77533-92-7 2-nitro-5-(3'-dimethylaminopropyl)-10,11-dihydro-5H-dibenzazepine 

Relevant academic research and scientific papers

Rhodium(iii)-catalyzed indole synthesis at room temperature using the transient oxidizing directing group strategy

Rh-catalyzed reactions of N-alkyl anilines with internal alkynes at room temperature have been developed using an in situ generated N-nitroso group as a transient oxidizing directing group. Due to mild reaction conditions, this method enabled synthesis of a broad range of N-alkyl indoles, including even two indole-based medicinal compounds. Our work disclosed the feasibility of the transient oxidizing directing group strategy in C-H functionalization reactions, which possesses the potential to enhance overall step-economy and impart new reactivity patterns to substrates.

Traceless directing strategy: Efficient synthesis of N-alkyl indoles via redox-neutral C-H activation

A general protocol for the synthesis of N-alkyl indoles has been developed via a redox neutral C-H activation strategy using a traceless nitroso directing group. A broad scope of substituted N-alkyl indoles has been prepared in good to excellent yields using a very simple Rh catalyst system in the absence of an external oxidant or any other additive. Good to excellent regioselectivity has been achieved for asymmetrically disubstituted acetylenes.

PS-SNAP, a practical polymer-supported nitrosation reagent in organic synthesis

PS-SNAP was designed and evaluated as a practical nitrosating polymer-supported reagent for the nitrosation of sec-amines. Nitrosated dialkyl amines, alkyl anilines, and bis-anilines were obtained in good yields and high purities after shaking the corresponding amines in the presence of an excess of the newly described reagent followed by simple filtration and removal of solvents.

Novel nitrosation polymer in organic synthesis

The present invention relates to a novel nitrosation polymer of the formula in which X, Y, R1, R2 and R3 are as defined in claim 1. The invention also relates to a process for the preparation of the said polymer.