313673-94-8

Basic information

• Product Name: 7-CHLORO-2,3,4,5-TETRAHYDRO-1H-BENZO[B]AZEPINE HYDROCHLORIDE
• Synonyms: 7-CHLORO-2,3,4,5-TETRAHYDRO-1H-BENZO[B]AZEPINE HYDROCHLORIDE;7-Chloro-2,3,4,5-tetrahydro-1H-benzo[b]azepine;7-chloro-2,3,4,5-tetrahydro-1H-1-benzazepine
• CAS NO: 313673-94-8
• Molecular Formula: C₁₀H₁₂ClN
• Molecular Weight: 218.12292
• Mol File: 313673-94-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 304.467°C at 760 mmHg
• Flash Point: 137.937°C
• Appearance: /
• Density: 1.121g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.546
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 7-CHLORO-2,3,4,5-TETRAHYDRO-1H-BENZO[B]AZEPINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-CHLORO-2,3,4,5-TETRAHYDRO-1H-BENZO[B]AZEPINE HYDROCHLORIDE(313673-94-8)
• EPA Substance Registry System: 7-CHLORO-2,3,4,5-TETRAHYDRO-1H-BENZO[B]AZEPINE HYDROCHLORIDE(313673-94-8)

Safety Data

• Hazardous Substances Data: 313673-94-8(Hazardous Substances Data)

Usage

General Description

7-Chloro-2,3,4,5-tetrahydro-1H-benzo[b]azepine hydrochloride is a chemical compound with potential anxiolytic and antidepressant effects. It belongs to the class of heterocyclic compounds and is structurally related to tricyclic antidepressants. 7-CHLORO-2,3,4,5-TETRAHYDRO-1H-BENZO[B]AZEPINE HYDROCHLORIDE acts by modulating the levels of certain neurotransmitters in the brain, such as serotonin and norepinephrine, which are known to regulate mood and anxiety. It is commonly used in the pharmaceutical industry for the production of medication for the treatment of anxiety and mood disorders.

InChI:InChI=1/C10H12ClN/c11-9-4-5-10-8(7-9)3-1-2-6-12-10/h4-5,7,12H,1-3,6H2

Upstream product

• 22344-77-0 7-Chlor-1,3,4,5-tetrahydro-2H-benzazepin-2-on 
• 160129-45-3 7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one 
• 193686-76-9 7-chloro-1-(4-methylbenzenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 68253-36-1 1-tetralone oxime 
• 313673-93-7 7-chloro-1-toluenesulfonyl-2,3,4,5-tetrahydro-1H-1-benzazepine 
• 4424-80-0 2,3,4,5-tetrahydro-1H-1-benzo[b]azepin-2-one 

Downstream Products

• 879999-67-4 7-chloro-1-(phenylsulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine 

Relevant articles and documents

Design, synthesis and biological evaluation of brain penetrant benzazepine-based histone deacetylase 6 inhibitors for alleviating stroke-induced brain infarction

Histone deacetylase 6 (HDAC6) has become a promising therapeutic target for central nervous system diseases due to its more complex protein structure and biological functions. However, low brain penetration of reported HDAC6 inhibitors limits its clinical application in neurological disorders. Therefore, the benzazepine, a brain-penetrant rigid fragment, was utilized to design a series of selective HDAC6 inhibitors to improve brain bioavailability. Various synthetic strategies were applied to assemble the tetrahydro-benzazepine ring, and 22 compounds were synthesized. Among them, compound 5 showed low nanomolar potency and strong isozyme selectivity for the inhibition of HDAC6 (IC50 = 1.8 nM, 141-fold selectivity over HDAC1) with efficient binding patterns like coordination with the zinc ion and π-π stacking effect. Western blot results showed it could efficiently transport into SH-SY5Y cells and selectively enhance the acetylation level of α-tubulin with a moderate effect on Histone H3. Notably, pharmacokinetic studies demonstrated that compound 5 (brain/plasma ratio of 2.30) had an excellent ability to penetrate the blood-brain barrier of C57 mice. In male rats with transient middle cerebral artery occlusion (MCAO), compound 5 significantly reduced the cerebral infarction from 21.22% to 11.47% and alleviated neurobehavioral deficits in post-ischemic treatment, which provided a strong rationale for pursuing HDAC6-based therapies for ischemic stroke.

Synthesis of tetrahydrobenzazepinesulfonamides and their rearrangement to diarylsulfones

A new class of diarylsulfones, in which tetrahydrobenzazepine comprises one of the aromatic moieties, has been synthesized via the acid-catalyzed rearrangement of several substituted benzazepinesulfonamides. The rearrangement is normally ortho but in at l