60246-78-8

Basic information

• Product Name: 2-(3,4-dimethoxyphenyl)-4-phenyl-2,3-dihydro-1,5-benzothiazepine
• Synonyms: 1,5-Benzothiazepine, 2-(3,4-dimethoxyphenyl)-2,3-dihydro-4-phenyl-; 2-(3,4-Dimethoxyphenyl)-4-phenyl-2,3-dihydro-1,5-benzothiazepine; 2-(3,4-Dimethoxy-phenyl)-4-phenyl-2,3-dihydro-benzo[b][1,4]thiazepine
• CAS NO: 60246-78-8
• Molecular Formula: C₂₃H₂₁NO₂S
• Molecular Weight: 375.4833
• Mol File: 60246-78-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 517.2°C at 760 mmHg
• Flash Point: 266.6°C
• Density: 1.17g/cm³
• Vapor Pressure: 2.75E-10mmHg at 25°C
• Refractive Index: 1.616
• CAS DataBase Reference: 2-(3,4-dimethoxyphenyl)-4-phenyl-2,3-dihydro-1,5-benzothiazepine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-dimethoxyphenyl)-4-phenyl-2,3-dihydro-1,5-benzothiazepine(60246-78-8)
• EPA Substance Registry System: 2-(3,4-dimethoxyphenyl)-4-phenyl-2,3-dihydro-1,5-benzothiazepine(60246-78-8)

Safety Data

• Hazardous Substances Data: 60246-78-8(Hazardous Substances Data)

Usage

Use

Commonly used in the treatment of high blood pressure and certain types of chest pain

Drug class

Calcium channel blockers

Mechanism

Relaxes blood vessels and improves blood flow

Available forms

Oral and injectable

Side effects

Dizziness, headache, and drowsiness

Precautions

Use as prescribed by a qualified healthcare professional and be aware of potential drug interactions

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 98-86-2 acetophenone 
• 53744-27-7 3,4-dimethoxychalcone 
• 137-07-5 2-amino-benzenethiol 

Relevant articles and documents

In silico studies on 2,3-dihydro-1,5-benzothiazepines as cholinesterase inhibitors

In vitro studies on cholinesterase inhibitory potential on the three sets of 2,3-dihydro-1,5-benzothiazepines have been carried out. The compounds in Set 1 were unsubstituted on ring A, while those in Sets 2 and 3 had a 2′- and 3′-hydoxy substituent, respectively, in ring A. These studies revealed that they are mixed inhibitors of both AChE and BChE as reflected from their IC50 values. It was further observed that 3′-hydroxy substituted benzothiazepines (Set 3) were found to have stronger affinity for both AChE and BChE compared with those of Sets 1 and 2. Moreover, all the compounds in Set 3 were found to be stronger BChE inhibitors than AChE. These experimental observations were rationalized by conducting in silico studies using molecular docking tool of Molecular Operating Environment (MOE) software, thereby, a good correlation was observed between IC50 values and their binding interactions within the enzyme active site. We have observed that these interactions were electrostatic and hydrophobic in nature besides hydrogen bonding. The high BChE inhibitory potential of 3′-hydroxy substituted benzothiazepines was found to be cumulative effect of hydrogen bonding and π-π interactions between the ligand and BChE. These findings may serve as a guideline for synthesizing more potent ChE inhibitors for the treatment of Alzheimer's disease and related dementias. Springer Science+Business Media, LLC 2011.