97511-06-3

Basic information

• Product Name: 1-(1-BENZOTHIOPHEN-2-YL)-2-BROMO-1-ETHANONE
• Synonyms: 1-(1-BENZOTHIEN-2-YL)-2-BROMOETHANONE;1-(1-BENZOTHIOPHEN-2-YL)-2-BROMO-1-ETHANONE;BUTTPARK 95\50-72;1-(Benzo[b]thiophen-2-yl)-2-bromoethan-1-one;1-(Benzo[b]thiophen-2-yl)-2-bromoethan-1-one, 1-(1-Benzothiophen-2-yl)-2-bromoethan-1-one, 2-(Bromoacetyl)thianaphthene;2-(Bromoacetyl)benzo[b]thiophene;1-(benzo[b]thiophen-2-yl)-2-bromoethanone;1-(1-benzothiophen-2-yl)-2-bromoethanone
• CAS NO: 97511-06-3
• Molecular Formula: C₁₀H₇BrOS
• Molecular Weight: 255.13
• Mol File: 97511-06-3.mol
• Article Data: 12

Chemical Properties

• Melting Point: 117.5-118.5
• Boiling Point: 352 °C at 760 mmHg
• Flash Point: 166.7 °C
• Appearance: /
• Density: 1.617 g/cm³
• Vapor Pressure: 3.96E-05mmHg at 25°C
• Refractive Index: 1.689
• CAS DataBase Reference: 1-(1-BENZOTHIOPHEN-2-YL)-2-BROMO-1-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-BENZOTHIOPHEN-2-YL)-2-BROMO-1-ETHANONE(97511-06-3)
• EPA Substance Registry System: 1-(1-BENZOTHIOPHEN-2-YL)-2-BROMO-1-ETHANONE(97511-06-3)

Safety Data

• Hazard Codes: C
• Hazardous Substances Data: 97511-06-3(Hazardous Substances Data)

Usage

Description

1-(1-Benzothiophen-2-yl)-2-bromo-1-ethanone, a chemical compound with the molecular formula C10H7BrOS, is a yellowish solid characterized by a distinctive sulfur odor. It belongs to the class of organic compounds known as acetophenones and features a benzothiophene ring, a bromine atom, and a ketone group. 1-(1-BENZOTHIOPHEN-2-YL)-2-BROMO-1-ETHANONE is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals, and its potential biological and pharmacological activities make it a subject of interest in medicinal and chemical research.

Uses

Used in Pharmaceutical Industry:
1-(1-Benzothiophen-2-yl)-2-bromo-1-ethanone is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure, including the benzothiophene ring, bromine atom, and ketone group, allows it to be a key component in the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 1-(1-Benzothiophen-2-yl)-2-bromo-1-ethanone serves as an intermediate in the production of various agrochemicals. Its chemical properties make it suitable for the synthesis of compounds that can be used in the development of pesticides, herbicides, and other agricultural chemicals to improve crop yields and protect plants from pests and diseases.
Used in Medicinal Research:
1-(1-Benzothiophen-2-yl)-2-bromo-1-ethanone is utilized in medicinal research for its potential biological and pharmacological activities. Its unique structure and properties make it a promising candidate for the development of new drugs and therapeutic agents, contributing to advancements in the field of medicine and healthcare.
Used in Chemical Research:
In chemical research, 1-(1-Benzothiophen-2-yl)-2-bromo-1-ethanone is employed to study its chemical properties, reactivity, and potential applications in various chemical processes. Its distinctive features, such as the benzothiophene ring and bromine atom, make it an interesting subject for exploring new chemical reactions and syntheses.

InChI:InChI=1/C10H7BrOS/c11-6-8(12)10-5-7-3-1-2-4-9(7)13-10/h1-5H,6H2

Upstream product

• 22720-75-8 2-acetyl benzo[b]thiophene 
• 95-15-8 Benzo[b]thiophene 

Downstream Products

• 194094-05-8 1-benzo[b]thiophen-2-yl-2-phenylsulfanyl-ethanone 
• 74324-97-3 4-(2'-benzothienyl)-4-oxobutanoic acid 
• 122747-46-0 1-benzo[b]thiophen-2-yl-2-phenylsulfanyl-ethanone-(2,4-dinitro-phenylhydrazone) 
• 877263-62-2 C₁₉H₁₉NOS 
• 877263-95-1 C₁₉H₂₁NO₂S 

Relevant articles and documents

α-Nitrosostyrenes as Three-Atom Units for the (3+1) Cyclization Reaction: Facile Access to 2,3-Dihydrodiazete N-Oxides and Their Diversified Synthetic Conversions

An unprecedented (3+1) cyclization of α-nitrosostyrenes, generated in situ from α-bromooximes, and N-tosyloxycarbamates was developed, which enables the synthesis of a range of structurally unique and hitherto unexplored 2,3-dihydrodiazete N-oxides in mod

Usnic Acid Enaminone-Coupled 1,2,3-Triazoles as Antibacterial and Antitubercular Agents

(+)-Usnic acid, a product of secondary metabolism in lichens, has displayed a broad range of biological properties such as antitumor, antimicrobial, antiviral, anti-inflammatory, and insecticidal activities. Interested by these pharmacological activities and to tap into its potential, we herein present the synthesis and biological evaluation of new usnic acid enaminone-conjugated 1,2,3-triazoles 10-44 as antimycobacterial agents. (+)-Usnic acid was condensed with propargyl amine to give usnic acid enaminone 8 with a terminal ethynyl moiety. It was further reacted with various azides A1-A35 under copper catalysis to give triazoles 10-44 in good yields. Among the synthesized compounds, saccharin derivative 36 proved to be the most active analogue, inhibiting Mycobacterium tuberculosis (Mtb) at an MIC value of 2.5 μM. Analogues 16 and 27, with 3,4-difluorophenacyl and 2-acylnaphthalene units, respectively, inhibited Mtb at MIC values of 5.4 and 5.3 μM, respectively. Among the tested Gram-positive and Gram-negative bacteria, the new derivatives were active on Bacillus subtilis, with compounds 18 [3-(trifluoromethyl)phenacyl] and 29 (N-acylmorpholinyl) showing inhibitory concentrations of 41 and 90.7 μM, respectively, while they were inactive on the other tested bacterial strains. Overall, the study presented here is useful for converting natural (+)-usnic acid into antitubercular and antibacterial agents via incorporation of enaminone and 1,2,3-triazole functionalities.

Studies on non-steroidal inhibitors of aromatase enzyme; 4-(aryl/heteroaryl)-2-(pyrimidin-2-yl)thiazole derivatives

Steroidal and non-steroidal aromatase inhibitors target the suppression of estrogen biosynthesis in the treatment of breast cancer. Researchers have increasingly focused on developing non-steroidal derivatives for their potential clinical use avoiding steroidal side-effects. Non-steroidal derivatives generally have planar aromatic structures attached to the azole ring system. One part of this ring system comprises functional groups that inhibit aromatization through the coordination of the haem group of the aromatase enzyme. Replacement of the triazole ring system and development of aromatic/cyclic structures of the side chain can increase selectivity over aromatase enzyme inhibition. In this study, 4-(aryl/heteroaryl)-2-(pyrimidin-2-yl)thiazole derivatives were synthesized and physical analyses and structural determination studies were performed. The IC50 values were determined by a fluorescence-based aromatase inhibition assay and compound 1 (4-(2-hydroxyphenyl)-2-(pyrimidine-2-yl)thiazole) were found potent inhibitor of enzyme (IC50:0.42 nM). Then, their antiproliferative activity over MCF-7 and HEK-293 cell lines was evaluated using a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Compounds 1, 7, 8, 13, 15, 18, 21 were active against MCF-7 breast cancer cells. Lastly, a series of docking experiments were undertaken to analyze the crystal structure of human placental aromatase and identify the possible interactions between the most active structure and the active site.