67869-90-3

Basic information

• Product Name: 3,4-DIHYDRO-2H-1,5-BENZODIOXEPINE-7-CARBALDEHYDE
• Synonyms: 3,4-DIHYDRO-2H-1,5-BENZODIOXEPINE-7-CARBALDEHYDE;3,4-DIHYDRO-2H-1,5-BENZODIOXEPINE-7-CARBOXALDEHYDE;3,4-Dihydro-2H-1,5-benzodioxepin-7-carboxaldehyde;3,4-Dihydro-2h-1,5-benzodioxepine-7-carbaldehyde, 95+%;3,4-Dihydro-2H-1,5-benzodioxepin-7-carboxaldehyde 95%;3,4-Dihydro-2H-1,5-benzodioxepin-7-carboxaldehyde95%;3,4-Dihydro-2H-1,5-benzodioxepine-7-carboxaldehyde 95%;3,4-Dihydro-7-formyl-2H-1,5-benzodioxepine, 3,4-Dihydro-2H-benzo[b][1,4]dioxepine-7-carboxaldehyde
• CAS NO: 67869-90-3
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18
• Mol File: 67869-90-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 120-122
• Flash Point: 125.5°C
• Appearance: /
• Density: 1.205g/cm³
• Vapor Pressure: 0.00123mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: 3,4-DIHYDRO-2H-1,5-BENZODIOXEPINE-7-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIHYDRO-2H-1,5-BENZODIOXEPINE-7-CARBALDEHYDE(67869-90-3)
• EPA Substance Registry System: 3,4-DIHYDRO-2H-1,5-BENZODIOXEPINE-7-CARBALDEHYDE(67869-90-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36-51
• Safety Statements: 26
• Hazardous Substances Data: 67869-90-3(Hazardous Substances Data)

Usage

General Description

3,4-Dihydro-2H-1,5-benzodioxepine-7-carbaldehyde is a chemical compound with a molecular formula C9H8O3. It is a white to off-white solid with a melting point of 58-62°C. 3,4-DIHYDRO-2H-1,5-BENZODIOXEPINE-7-CARBALDEHYDE is often used as an intermediate in the synthesis of pharmaceuticals and fine chemicals. It has also been studied for its potential biological activities, including its role as a serotonin receptor agonist. Additionally, 3,4-Dihydro-2H-1,5-benzodioxepine-7-carbaldehyde has been investigated for its potential as a flavoring agent in the food and beverage industry.

InChI:InChI=1/C10H10O3/c11-7-8-2-3-9-10(6-8)13-5-1-4-12-9/h2-3,6-7H,1,4-5H2

Upstream product

• 142-28-9 1,3-Dichloropropane 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 26153-38-8 3,5-dihydroxybenzaldehyde 
• 109-64-8 1,3-dibromo-propane 

Downstream Products

• 23475-00-5 3,4-dihydro-2H-1,5-benzodioxepine-7-methylamine 
• 1436872-33-1 (E)-3-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-1-(p-tolyl)prop-2-en-1-one 

Relevant articles and documents

Study of Schiff-base-derived with dioxygenated rings and nitrogen heterocycle as potential β-ketoacyl-acyl carrier protein synthase III (FabH) inhibitors

Fatty acid synthesis (FAS) is an essential metabolism during the whole growth and development process of the bacterial. Several key enzymes which involved in this biosynthetic pathway have been considered as useful targets for the development of new antibacterial agents. Among them, β-ketoacyl-acyl carrier protein synthase III (FabH) is the most magnetic target, since it is central to the initiation of fatty acid biosynthesis and is highly conserved of both Gram-positive and Gram-negative bacteria. Following the previous researches, Schiff-based derivatives with dioxygenated rings and N-heterocycle were synthesized in succession, and their biological activities as potential FabH inhibitors were evaluated in this paper. Among these 15 compounds, compound 2E exhibited the best antibacterial activities with minimum inhibitory concentration (MIC) values 1.56-3.13 mg/mL against the tested bacterial strains and showed the most powerful Escherichia coli (E. coli) FabH inhibitory activities with IC50 of 2.1 μM. Also the conceivable binding conformation of placing compound 2E into the E. coli FabH active site was affirmed docking simulation.

Optimization of substituted cinnamic acyl sulfonamide derivatives as tubulin polymerization inhibitors with anticancer activity

A new series of novel cinnamic acyl sulfonamide derivatives were designed and synthesized and evaluated their anti-tubulin polymerization activities and anticancer activities. One of these compounds, compound 5a with a benzdioxan group, was observed to be an excellent tubulin inhibitor (IC50 = 0.88 μM) and display the best antiproliferative activity against MCF-7 with an IC50 value of 0.17 μg/mL. Docking simulation was performed to insert compound 5a into the crystal structure of tubulin at colchicine binding site to determine the probable binding model. 3D-QSAR model was also built to provide more pharmacophore understanding that could be used to design new agents with more potent anti-tubulin polymerization activity.

Design, synthesis, and anti-inflammatory activity of caffeoyl salicylate analogs as NO production inhibitors

Chlorogenic acid (CGA) has been reported to exhibit potent anti-inflammatory activity. However, the development of anti-inflammatory agent based on CGA has not been investigated. In this paper, a series of caffeoyl salicylate compounds derived from CGA were designed, synthesized, and evaluated by LPS-induced nitric oxide synthase inhibition and QRT-PCR technique. Most compounds showed modest activity to inhibit production of nitric oxide (NO) in RAW 264.7 cells induced by lipopolysaccharides (LPS). Among these compounds, QRT-PCR and western blotting results indicated that compounds 6b, 6c, 6f, 6g and D104 that possess 5-member ring or 6-member ring caused a significant inhibition against expression of the iNOS2 in LPS-induced macrophages. In addition, cytotoxic assay displayed most derivatives have good safety in vitro. This new promising scaffold could be further exploited for the development of anti-inflammatory agent in the future.