60246-87-9

Basic information

• Product Name: 2-(4-nitrophenyl)-4-phenyl-2,3-dihydro-1,5-benzothiazepine
• CAS NO: 60246-87-9
• Molecular Formula: C₂₁H₁₆N₂O₂S
• Molecular Weight: 360.4289
• Mol File: 60246-87-9.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 535.8°C at 760 mmHg
• Flash Point: 277.8°C
• Density: 1.28g/cm³
• Vapor Pressure: 5.17E-11mmHg at 25°C
• Refractive Index: 1.675
• CAS DataBase Reference: 2-(4-nitrophenyl)-4-phenyl-2,3-dihydro-1,5-benzothiazepine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-nitrophenyl)-4-phenyl-2,3-dihydro-1,5-benzothiazepine(60246-87-9)
• EPA Substance Registry System: 2-(4-nitrophenyl)-4-phenyl-2,3-dihydro-1,5-benzothiazepine(60246-87-9)

Safety Data

• Hazardous Substances Data: 60246-87-9(Hazardous Substances Data)

Usage

General Description

2-(4-nitrophenyl)-4-phenyl-2,3-dihydro-1,5-benzothiazepine is a chemical compound with a molecular formula of C22H17N3O2S. It belongs to the benzothiazepine class of compounds, which are known for their diverse pharmacological activities including anti-inflammatory, anti-cancer, and antimicrobial properties. This particular compound has a nitrophenyl and phenyl group attached to a benzothiazepine ring structure, making it a potential candidate for pharmaceutical research and drug development. Its specific chemical properties and potential biological activities make it an interesting target for further investigation in the field of medicinal chemistry.

Upstream product

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Downstream Products

• 1307301-64-9 ethyl 3a,4-dihydro-3-(4-methylphenyl)-3a-phenyl-5-(4-nitrophenyl)-5H-[1,2,4]triazolo[5,4-d][1,5]benzothiazepine-1-carboxylate 
• 1307301-63-8 ethyl 3a,4-dihydro-3-(4-chlorophenyl)-3a-phenyl-5-(4-nitrophenyl)-5H-[1,2,4]triazolo[5,4-d][1,5]benzothiazepine-1-carboxylate 

Relevant articles and documents

Catalyst-free synthesis of 2,3-dihydro-1,5-benzothiazepines in a renewable and biodegradable reaction medium

A clean and efficient strategy for the synthesis of benzothiazepines from chalcone and ortho-aminothiophenol has been reported. Here, glycerol, a biodegradable and reusable promoting medium, has been utilized under acid, base or metal-free conditions. The

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.

Syntheses of potentially bioactive [1,2,4]oxadiazolo[5,4-d]benzothiazepines by 1,3-dipolar cycloaddition

The chalcones, 2a-2l reacted with o-aminobenzenthiol to give a series of 1,5-benzothiazepines, 3a-3l. The [3+2] 1, 3-dipolar cycloaddition reactions of 3a-3l with ethyl chlorooximidoacetate in the presence of Et3N afforded the target compounds, 4a-4l possessing an additional 1,2,4-oxadiazole ring fused to the heptaatomic nucleus. The structures have been elucidated by spectral methods and X-ray crystallographic analysis.