40288-65-1

Basic information

• Product Name: 1-(1,3-BENZODIOXOL-5-YL)-2-BROMOETHAN-1-ONE
• Synonyms: BUTTPARK 98\04-01;1-(1,3-BENZODIOXOL-5-YL)-2-BROMO-1-ETHANONE;1-(1,3-BENZODIOXOL-5-YL)-2-BROMOETHAN-1-ONE;1-(1,3-BENZODIOXOL-5-YL)-2-BROMOETHANONE;1-BENZO[1,3]DIOXOL-5-YL-2-BROMO-ETHANONE;5-(BROMOACETYL)-1,3-BENZODIOXOLANE;AKOS BBS-00000958;1-(benzo[d][1,3]dioxol-5-yl)-2-broMoethanone
• CAS NO: 40288-65-1
• Molecular Formula: C₉H₇BrO₃
• Molecular Weight: 243.05
• Mol File: 40288-65-1.mol
• Article Data: 39

Chemical Properties

• Melting Point: 91-93°C
• Boiling Point: 343.5°C at 760 mmHg
• Flash Point: 161.5°C
• Appearance: /
• Density: 1.672g/cm³
• Vapor Pressure: 7.01E-05mmHg at 25°C
• Refractive Index: 1.606
• CAS DataBase Reference: 1-(1,3-BENZODIOXOL-5-YL)-2-BROMOETHAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1,3-BENZODIOXOL-5-YL)-2-BROMOETHAN-1-ONE(40288-65-1)
• EPA Substance Registry System: 1-(1,3-BENZODIOXOL-5-YL)-2-BROMOETHAN-1-ONE(40288-65-1)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 3261
• HazardClass: IRRITANT
• Hazardous Substances Data: 40288-65-1(Hazardous Substances Data)

Usage

General Description

1-(1,3-Benzodioxol-5-yl)-2-bromoethan-1-one is a chemical compound with the molecular formula C9H8BrO3. It is often used in pharmaceutical research and is known for its potential psychoactive effects. The compound contains a benzodioxol ring and a bromoethanone group, and its structure suggests it may have activity on the central nervous system. The compound can be synthesized through various chemical reactions, and its potential applications and effects are of interest in drug development and neuroscience research. However, caution should be taken when handling and researching this compound due to its potential psychoactive properties and toxicity.

InChI:InChI=1/C9H7BrO3/c10-4-7(11)6-1-2-8-9(3-6)13-5-12-8/h1-3H,4-5H2

Upstream product

• 3162-29-6 1-(benzo[d][1,3]dioxol-6-yl)ethanone 
• 82831-32-1 1-hydroxy-1-(3,4-methylenedioxyphenyl)-2-bromoethane 
• 83070-15-9 1-(benzo[d][1,3]dioxol-5-yl)-2-chloroethanone 
• 783321-45-9 1-(benzo[d][1,3]dioxol-5-yl)-2,2-dibromoethan-1-one 
• 4421-09-4 piperonylonitrile 
• 7315-32-4 5-vinyl-1,3-benzodioxole 
• 120-57-0 piperonal 
• 6329-73-3 1-benzo[1,3]dioxol-5-yl-ethanol 
• 60947-65-1 5-(bromoethynyl)benzo[d][1,3]dioxole 
• 57134-53-9 3,4-methylenedioxyphenylethyne 
• 94-53-1 Piperonylic acid 
• 147030-72-6 benzo[1,3]dioxole-5-carboxylic acid methoxymethylamide 

Downstream Products

• 860741-88-4 1-benzo[1,3]dioxol-5-yl-2-(3-hydroxy-phenoxy)-ethanone 
• 141409-08-7 2-Benzo[1,3]dioxol-5-yl-6-chloro-imidazo[1,2-b]pyridazine 
• 102831-07-2 2-azido-1-(benzo[d][1,3]dioxol-5-yl)ethan-1-one 
• 168837-35-2 6-chloro-2-(3',4'-methylenedioxyphenyl)imidazo<1,2-a>pyridine 
• 7400-87-5 (2-benzo[1,3]dioxol-5-yl-2-oxo-ethyl)-(3,4,5-trimethoxy-benzyl)-malonic acid diethyl ester 
• 374757-36-5 3-[2-(1,3-benzodioxol-5-yl)-2-oxoethoxy]-4-methyl-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one 
• 446044-16-2 2-(1,3-benzodioxol-5-yl)-2-oxoethyl (3,4,5-trimethoxyphenyl)acetate 

Relevant articles and documents

Imidazolylacetophenone oxime-based multifunctional neuroprotective agents: Discovery and structure-activity relationships

Alzheimer's disease (AD) possesses a complex pathogenetic mechanism. Nowadays, multitarget agents are considered to have potential in effectively treating AD via triggering molecules in functionally complementary pathways at the same time. Here, based on the screening (～1400 compounds) against neuroinflammation, an imidazolylacetophenone oxime ether (IOE) was discovered as a novel hit. In order to obtain SARs, a series of imidazolylacetophenone oxime derivatives were constructed, and their C=N bonds were confirmed as the Z configuration by single crystals. These derivatives exhibited potential multifunctional neuroprotective effects including anti-neuroin?ammatory, antioxidative damage, metal-chelating, inhibition of acetylcholinesterase (AChE) properties. Among these derivatives, compound 12i displayed the most potent inhibitory activity against nitric oxide (NO) production with EC50 value of 0.57 μM 12i can dose-dependently suppress the expression of iNOS and COX-2 but not change the expression of HO-1 protein. Moreover, 12i exhibited evidently neuroprotective effects on H2O2-induced PC12 cells damage and ferroptosis without cytotoxicity at 10 μM, as well as selectively metal chelating properties via chelating Cu2+. In addition, 12i showed a mixed-type inhibitory effect on AChE in vitro. The structure-activity relationships (SARs) analysis indicated that dioxolane groups on benzene ring and rigid oxime ester can improve the activity. Parallel artificial membrane permeation assay (PAMPA) also verified that 12i can overcome the blood-brain barrier (BBB). Overall, this is the ?rst report on imidazolylacetophenone oxime-based multifunctional neuroprotective effects, suggesting that this type of compounds might be novel multifunctional agents against AD.

Post-synthetic functionalization of tryptophan protected peptide sequences through indole (C-2) photocatalytic alkylation

We report a selective, mild, and efficient C-H functionalization of tryptophan and tryptophan-containing peptides with activated α-bromo-carbonyl compounds under visible-light irradiation. The protocol efficiency is outlined by the wide substrate scope and excellent tolerance of sensitive functional groups present in the amino acid side chains. The method can be successfully extended to access pharmaco-peptide conjugate scaffolds.

Nucleus-independent chemical shift (NICS) as a criterion for the design of new antifungal benzofuranones

The assertion made by Wu et al. that aromaticity may have considerable implications for molecular design motivated us to use nucleus-independent chemical shifts (NICS) as an aromaticity criterion to evaluate the antifungal activity of two series of indol-4-ones. A linear regression analysis of NICS and antifungal activity showed that both tested variables were significantly related (p –1 for Candida glabrata, Candida krusei and Candida guilliermondii with compounds 15-32, 15-15 and 15-1. The MIC for filamentous fungi was 1.95 μg·mL–1 for Aspergillus niger for compounds 15-1, 15-33 and 15-34. The results obtained support the use of NICS in the molecular design of compounds with antifungal activity.