7124-93-8

Usage

Uses

Used in Pharmaceutical Industry:
1-Benzazocine, 1,2,3,4,5,6-hexahydrois used as a scaffold for drug design in the pharmaceutical industry due to its unique structural features and potential pharmacological properties. Its ability to act as an analgesic and a potential treatment for opioid addiction makes it a valuable building block for the synthesis of various biologically active molecules.
Used in Pain Management:
1-Benzazocine, 1,2,3,4,5,6-hexahydrois used as an analgesic agent for pain management. Its potential pharmacological properties make it a promising candidate for the development of new pain relief medications.
Used in Opioid Addiction Treatment:
1-Benzazocine, 1,2,3,4,5,6-hexahydrois used as a potential treatment for opioid addiction. Its unique structural features and pharmacological properties make it a promising candidate for the development of new therapies to help individuals struggling with opioid dependence.
Used in Mood Disorder Treatment:
1-Benzazocine, 1,2,3,4,5,6-hexahydrois used in the research and development of treatments for mood disorders. Its potential role in this area makes it a valuable compound for further investigation and synthesis of new therapeutic agents.
Used in Neurodegenerative Disease Treatment:
1-Benzazocine, 1,2,3,4,5,6-hexahydrois used in the study and development of treatments for neurodegenerative diseases. Its potential role in this field highlights its importance in the search for new therapeutic options for patients suffering from such conditions.

Upstream product

• 22246-75-9 3,4,5,6-tetrahydro-1-benzazocin-2(1H)-one 
• 90695-87-7 benzosuberone oxime 
• 826-73-3 1-Benzosuberone 
• 1304141-70-5 N-(6,7,8,9-tetrahydro-5H-benzocyclohepten-5-yl)hydroxylamine 

Downstream Products

• 137975-47-4 (4-Amino-phenyl)-(3,4,5,6-tetrahydro-2H-benzo[b]azocin-1-yl)-methanone 

Relevant academic research and scientific papers

Conformations and Conformational Processes of Hexahydrobenzazocines by NMR and DFT Studies

Conformational processes that occur in hexahydrobenzazocines have been studied with the 1H and 13C dynamic nuclear magnetic resonance (DNMR) spectroscopy. The coalescence effects are assigned to two different conformational processes: the ring-inversion of the ground-state conformations and the interconversion between two different conformers. The barriers for these processes are in the range of 42-52 and 42-43 kJ mol-1, respectively. Molecular modeling on the density functional theory (DFT) level and the gauge invariant atomic orbitals (GIAO)-DFT calculations of isotropic shieldings and coupling constants for the set of low-energy conformations were compared with the experimental NMR data. The ground-state of all compounds in solution is the boat-chair (BC) conformation. The BC form adopts two different conformations because the nitrogen atom can be in the boat or chair parts of the BC structure. These two conformers are engaged in the interconversion process.

DIACYLGLYCEROL KINASE MODULATING COMPOUNDS

The present disclosure provides diacylglycerol kinase modulating compounds, and pharmaceutical compositions thereof, for treating cancer, including solid tumors, and viral infections, such as HIV or hepatitis B virus infection. The compounds can be used alone or in combination with other agents.

Ring-expansion reaction of oximes with aluminum reductants

The ring-expansion reactions of heterocyclic ketoximes and carbocyclic ketoximes with several reductants such as AlHCl2, AlH3 (alane), LiAlH4, LiAlH(OtBu)3, and (MeOCH 2CH2O)2AlH2Na (Red-Al) were examined. Among reductants, AlHCl2 (LiAlH4:AlCl 3 = 1:3) in cyclopentyl methyl ether (CPME) has been found to be a suitable reagent for the reaction, and the rearranged cyclic secondary amines were obtained in good to excellent yields.

Regiospecific rearrangement of hydroxylamines to secondary amines using diisobutylaluminum hydride

A systematic investigation of a reductive ring-expansion reaction of N-monosubstituted hydroxylamines with diisobutylaluminum hydride (DIBALH) was carried out. The reaction regiospecifically provided a variety of bicyclic or tricyclic heterocycles or linear secondary amines containing nitrogen attached to an aromatic ring. The Japan Institute of Heterocyclic Chemistry.

Regioselective synthesis of heterocycles containing nitrogen neighboring an aromatic ring by reductive ring expansion using diisobutylaluminum hydride and studies on the reaction mechanism

(Chemical Equation Presented) A systematic investigation of the reductive ring-expansion reaction of cyclic ketoximes fused to aromatic ringswith diisobutylaluminum hydride (DIBALH) is described. This reaction regioselectively afforded a variety of five- to eight-membered bicyclic heterocycles or tricyclic heterocycles containing nitrogen neighboring an aromatic ring, including indoline, 1,2,3,4,5,6-hexahydrobenz[b]azocine, 3,4-dihydro-2H-benzo[b] [1,4]oxazine, 2,3,4,5-tetrahydrobenzo[b][1,4]thiazepine, 1,2,3,4,5,6- hexahydroazepino[3,2-b]-indole, 2,3,4,5-tetrahydro-1H-benzothieno[2,3-b]azepine, 2,3,4,5-tetrahydro-1H-benzothieno[3,2-b]-azepine, 5,6-dihydrophenanthridine, and 5,6,11,12-tetrahydrodibenz[b, f]azocine. The reaction mechanism leading to the rearrangement was investigated on the basis of the restricted Becke three-parameter plus Lee-Yang-Parr (B3LYP) density functional theory (DFT) with the 6-31G (d) basis set. It was found that the reaction proceeds through a three-centered transition state via a stepwise mechanism because the potential energy curve along the intrinsic reaction coordinate (IRC) had twomaxima (saddle points; TS1 and TS2) and the partial phenonium cation intermediate C. In addition to cyclic ketoximes fused to aromatic rings, the reactions of various cyclic and acyclic ketoximeswere examined to investigate preference of migrating group. It was found that themore electron-rich group migrated preferentially to give the corresponding secondary amines.

Regiospecific synthesis of unsubstituted basic skeletons of heterocycles containing nitrogen neighboring an aromatic ring by the reductive ring expansion reaction using diisobutylaluminum hydride

A systematic investigation of reductive ring expansion reaction of oximes with diisobutylaluminum hydride (DIBAH) was performed. The reaction regiospecifically provided a variety of unsubstituted bicyclic heterocycles 3a-3g or tricyclic heterocycles 3h, 3j-3l that contained nitrogen attached to an aromatic ring.