683274-51-3

Basic information

• Product Name: 1,4-DIAZEPAN-1-YL(2-THIENYL)METHANONE
• Synonyms: 1,4-DIAZEPAN-1-YL(2-THIENYL)METHANONE;BUTTPARK 33\06-05;2-[(1,4-Diazepan-1-yl)carbonyl]thiophene, 1-[(Thien-2-yl)carbonyl]-1,4-diazepane;(Homopiperazin-1-yl)(thien-2-yl)methanone;1-(thiophene-2-carbonyl)-1,4-diazepane
• CAS NO: 683274-51-3
• Molecular Formula: C10H14N2OS
• Molecular Weight: 210.3
• Mol File: 683274-51-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 366.4°C at 760 mmHg
• Flash Point: 175.4°C
• Appearance: /
• Density: 1.182g/cm³
• Vapor Pressure: 1.47E-05mmHg at 25°C
• Refractive Index: 1.566
• PKA: 10.09±0.20(Predicted)
• CAS DataBase Reference: 1,4-DIAZEPAN-1-YL(2-THIENYL)METHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-DIAZEPAN-1-YL(2-THIENYL)METHANONE(683274-51-3)
• EPA Substance Registry System: 1,4-DIAZEPAN-1-YL(2-THIENYL)METHANONE(683274-51-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 683274-51-3(Hazardous Substances Data)

Usage

General Description

1,4-Diazepan-1-yl(2-thienyl)methanone is a chemical compound with the molecular formula C13H12N2OS. It belongs to the class of benzodiazepines, which are psychoactive drugs commonly used for their anxiolytic, sedative, and muscle-relaxant properties. This specific compound contains a seven-membered diazepine ring fused with a thienyl group and a ketone functional group. It is known to have central nervous system depressant effects and is used in research as a potential therapeutic agent for anxiety-related disorders or as a precursor in the synthesis of related benzodiazepine derivatives. Its precise pharmacological and toxicological properties are still under investigation.

InChI:InChI=1/C10H14N2OS/c13-10(9-3-1-8-14-9)12-6-2-4-11-5-7-12/h1,3,8,11H,2,4-7H2

Upstream product

• 5271-67-0 2-Thiophenecarbonyl chloride 
• 112275-50-0 tert-butyl 1,4-diazepine-1-carboxylate 
• 877061-08-0 tert-butyl 4-(thiophene-2-carbonyl)-1,4-diazepane-1-carboxylate 

Relevant articles and documents

Synthesis, Cytotoxicity Evaluation, and Computational Insights of Novel 1,4-Diazepane-Based Sigma Ligands

Among several potential applications, sigma receptor ligands can be used as antipsychotics, antiamnesics, and against other neurodegenerative disorders as well as neuroprotective agents. We present herein a new series of diazepane-containing derivatives as σR ligands obtained by a conformational expansion approach of our previously synthesized piperidine-based compounds. The best results were reached by benzofurane 2c, 3c and quinoline 2d, 3d-substituted diazepane derivatives, which showed the highest σR affinity. The cytotoxic activities of synthesized compounds were evaluated against two cancer cell lines, and the results indicated that none of the compounds induced significant toxicity in these cells. We also evaluated the antioxidant activity by radical scavenging capacity of our best compounds on ABTS and H2O2. The results obtained reveal that our new derivatives possess an excellent antioxidant profile and could be protective for the cells. Overall, the benzofurane derivative 2c due to its strong interaction with the active site of the receptor, as confirmed by molecular dynamic simulations, emerged as the optimum compound with high σ1R affinity, low cytotoxicity, and a potent antioxidant activity.