740842-86-8

Basic information

• Product Name: 7-BROMO-2,3,4,5-TETRAHYDRO-1H-BENZO[D]AZEPINE
• Synonyms: 7-BROMO-2,3,4,5-TETRAHYDRO-1H-BENZO[D]AZEPINE;7-bromo-2,3,4,5-tetrahydro-1H-3-Benzazepine
• CAS NO: 740842-86-8
• Molecular Formula: C₁₀H₁₂BrN
• Molecular Weight: 226.11298
• Mol File: 740842-86-8.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-BROMO-2,3,4,5-TETRAHYDRO-1H-BENZO[D]AZEPINE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-BROMO-2,3,4,5-TETRAHYDRO-1H-BENZO[D]AZEPINE(740842-86-8)
• EPA Substance Registry System: 7-BROMO-2,3,4,5-TETRAHYDRO-1H-BENZO[D]AZEPINE(740842-86-8)

Safety Data

• Hazardous Substances Data: 740842-86-8(Hazardous Substances Data)

Upstream product

• 740842-84-6 7-bromo-1,3,4,5-tetrahydro-2H-benzo[d]azepin-2-one 
• 107393-73-7 2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine 
• 4133-35-1 6-bromo-2-tetralone 
• 75-75-2 methanesulfonic acid 

Downstream Products

• 740842-89-1 tert-butyl 7-bromo-2,3,4,5-tetrahydro-2H-benzo[c]azepine-2-carboxylate 
• 740842-88-0 tert-butyl 7-bromo-1,2,4,5-tetrahydro-3H-benzo[d]azepine-3-carboxylate 
• 1608496-69-0 C₂₀H₂₂N₂O 
• 1608496-70-3 C₂₀H₂₁ClN₂O 
• 1608496-71-4 C₂₀H₂₃ClN₂ 

Relevant articles and documents

Discovery of novel N-sulfonamide-tetrahydroquinolines as potent retinoic acid receptor-related orphan receptor γt inverse agonists for the treatment of autoimmune diseases

Targeting the nuclear receptor RORγt is thought to be effective in autoimmune disorders. Tertiary sulfonamide 1 was found to be a potent RORγt inverse agonist previously. However, the high hepatic clearance value limits its druggability. In this study, we designed and synthesized a series of N-sulfonamide-tetrahydroquinolines by molecular modeling and scaffold hopping strategy, aiming at improving the metabolic stabilities. Detailed SAR exploration led to identification of potent RORγt inverse agonists such as 13 with moderate binding affinity and inhibitory activity of Th17 cell differentiation. Binding mode of 13 with RORγt-LBD was revealed by molecular docking. Moreover, 13 showed lower intrinsic clearance in mouse liver microsomes compared with 1 and potent in vivo efficacy and safety in psoriasis models, which can be used as a good starting point for the further optimization.

TETRAHYDRO-BENZO[D]AZEPINE DERIVATIVES AS GPR120 MODULATORS

Novel tetrahydroisoquinoline and tetrahydrobenzazepine compounds of formula (I) capable of modulating the G-protein-coupled receptor GPR120, compositions comprising the compounds, and methods for their use for controlling insulin levelsin vivoand for the treatment of conditions such as of diabetes, inflammation, obesity and metabolic diseases. (I)

Potent histone deacetylase inhibitors derived from 4-(aminomethyl)-N- hydroxybenzamide with high selectivity for the HDAC6 isoform

A screen for HDAC6 inhibitors identified acyl derivatives of 4-(aminomethyl)-N-hydroxybenzamide as potent leads with unexpected selectivity over the other subtypes. We designed and synthesized constrained heterocyclic analogues such as tetrahydroisoquinolines that show further enhanced HDAC6 selectivity and inhibitory activity in cellular assays. Selectivity may be attributed to the benzylic spacer more effectively accessing the wider channel of HDAC6 compared to other HDAC subtypes as well as hydrophobic capping groups interacting with the protein surface near the rim of the active site.