497178-55-9

Basic information

• Product Name: 4-(2-THIENYL)-2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE
• Synonyms: 4-(2-THIENYL)-2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE;2,3-Dihydro-4-thien-2-yl-1H-1,5-benzodiazepine;4-(thiophen-2-yl)-2,3-dihydro-1H-1,5-benzodiazepine
• CAS NO: 497178-55-9
• Molecular Formula: C13H12N2S
• Molecular Weight: 228.31
• Mol File: 497178-55-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 381.5°Cat760mmHg
• Flash Point: 184.5°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 5.06E-06mmHg at 25°C
• Refractive Index: 1.687
• CAS DataBase Reference: 4-(2-THIENYL)-2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-THIENYL)-2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE(497178-55-9)
• EPA Substance Registry System: 4-(2-THIENYL)-2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE(497178-55-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 497178-55-9(Hazardous Substances Data)

Usage

General Description

4-(2-Thienyl)-2,3-dihydro-1H-1,5-benzodiazepine is a chemical compound that belongs to the benzodiazepine class of drugs and is commonly referred to as thienodiazepine. It is a fusion of a thieno and a diazepine ring structure and is known for its psychoactive properties. Thienodiazepines are similar to benzodiazepines in their mechanism of action and have been found to have sedative, anxiolytic, and muscle relaxant effects. These compounds are also commonly used in the treatment of anxiety, insomnia, and seizures. However, due to their potential for abuse and addiction, thienodiazepines are regulated substances in many countries, and their use is strictly controlled.

InChI:InChI=1/C13H12N2S/c1-2-5-11-10(4-1)14-8-7-12(15-11)13-6-3-9-16-13/h1-6,9,14H,7-8H2

Upstream product

• 5424-47-5 3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one hydrochloride 
• 95-54-5 1,2-diamino-benzene 
• 88-15-3 2-Acetylthiophene 

Relevant articles and documents

Generation of a structurally diverse library through alkylation and ring closure reactions using 3-dimethylamino-1-(thiophen-2-yl)propan-1-one hydrochloride

3-Dimethylamino-1-(thiophen-2-yl)propan-1-one hydrochloride (2), a ketonic Mannich base derived from 2-acetylthiophene, was used as a starting material in different types of alkylation and ring closure reactions with a view to generate a structurally diverse library of compounds. Compound 2 reacts with S-alkylated dithiocarbamic acid salts and aryl mercaptans to produce dithiocarbamates and thioethers, respectively. The dimethylamino moiety in compound 2 was exchanged with various aliphatic secondary and aromatic primary and secondary amines, whereas monocyclic NH-azoles such as pyrazole, imidazole, 1,2,4-triazole, and tetrazole were N-alkylated by compound 2. Ketones, pyrrole and indoles have been the substrates subjected to C-alkylation reactions by compound 2. Ring closure reactions of compound 2 with a suitable bifunctional nucleophile yielded pyrazolines, pyridines, 2,3-dihydro-1,5-1H-benzodiazepines, 2,3-dihydro-1,5-1H- benzothiazepine, pyrimido[1,2-a]benzimidazole and 4-hydroxypiperidine derivatives.