2003-10-3

Basic information

• Product Name: 3-(TRIFLUOROMETHYL)PHENACYL BROMIDE
• Synonyms: 3-(TRIFLUOROMETHYL)PHENACYL BROMIDE;2-BROMO-1-[3-(TRIFLUOROMETHYL)PHENYL]-1-ETHANONE;2-BROMO-1-(3-TRIFLUOROMETHYL-PHENYL)-ETHANONE;BUTTPARK 35\01-54;2-Bromo-1-[3-(trifluoromethyl)phenyl]-1-ethanone, tech;2-Bromo-3'-(trifluoromethyl)acetophenone;2-Bromo-1-(3-(trifluoromethyl)phenyl)ethanone ,97%;2-Bromo-3'-(trifluoromethyl)acetophenone, 2-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-one, 3-(Bromoacetyl)benzotrifluoride
• CAS NO: 2003-10-3
• Molecular Formula: C₉H₆BrF₃O
• Molecular Weight: 267.04
• Mol File: 2003-10-3.mol

Chemical Properties

• Melting Point: 22°C
• Boiling Point: 64-72°C
• Flash Point: 94.373 °C
• Appearance: /
• Density: 1.593 g/cm³
• Vapor Pressure: 0.059mmHg at 25°C
• Refractive Index: 1.496
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 3-(TRIFLUOROMETHYL)PHENACYL BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(TRIFLUOROMETHYL)PHENACYL BROMIDE(2003-10-3)
• EPA Substance Registry System: 3-(TRIFLUOROMETHYL)PHENACYL BROMIDE(2003-10-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 1760
• Hazardous Substances Data: 2003-10-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(TRIFLUOROMETHYL)PHENACYL BROMIDE is used as a key intermediate for the synthesis of various pharmaceuticals. Its ability to undergo nucleophilic substitution reactions allows for the creation of a wide range of drug molecules with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 3-(TRIFLUOROMETHYL)PHENACYL BROMIDE is utilized as a reagent in the preparation of agrochemicals. Its reactivity and selectivity contribute to the development of effective compounds for agricultural use, such as pesticides and herbicides.
Used in Material Science:
3-(TRIFLUOROMETHYL)PHENACYL BROMIDE is used as a building block in material science for the development of new materials and functional polymers. Its unique chemical properties enable the creation of innovative materials with specific characteristics, such as improved stability or enhanced performance in various applications.

InChI:InChI=1/C9H6BrF3O/c10-5-8(14)6-2-1-3-7(4-6)9(11,12)13/h1-4H,5H2

Upstream product

• 108773-81-5 3-Bromomethyl-4,4-dimethyl-3-(3-trifluoromethyl-phenyl)-[1,2]dioxetane 
• 349-76-8 3'-(trifluoromethyl)acetophenone 
• 402-24-4 3-(trifluoromethyl)styrene 
• 454-89-7 3-Trifluoromethylbenzaldehyde 

Downstream Products

• 91399-10-9 2-(2-imino-thiazolidin-3-yl)-1-(3-trifluoromethyl-phenyl)-ethanone 
• 70522-44-0 N-(3-Trifluormethyl-phenacyl)cyclopropylamin 
• 79039-62-6 tetrahydro-2-hydroxy-4-(2-hydroxyethyl)-2-<3-(trifluoromethyl)phenyl>-2H-1,2-oxazine 
• 75247-59-5 tetrahydro-4-isopropyl-2-<3-(trifluoromethyl)phenyl>-2H-1,4-oxazin-2-ol 
• 159885-60-6 2-<4-carboethoxy-5-(trifluoromethyl)pyrazol-1-yl>-4-<3-(trifluoromethyl)phenyl>thiazole 
• 166190-04-1 2-Phenoxy-1-(3-trifluoromethyl-phenyl)-ethanone 
• 54669-74-8 2-(m-trifluoromethylphenacyl)cyclohexanone 
• 38923-38-5 2-oxo-2-(3-(trifluoromethyl)phenyl)acetaldehyde 
• 172848-41-8 4-(3-trifluoromethylphenyl)-1,3-thiazol-2-amine 
• 248255-95-0 2-(naphthalen-1-yloxy)-1-(3-trifluoromethyl-phenyl)-ethanone 
• 248255-96-1 2-(2-bromo-phenoxy)-1-(3-trifluoromethyl-phenyl)-ethanone 

Relevant articles and documents

Thiazole ring-containing amide compounds as well as preparation method and application thereof

The invention discloses thiazole ring-containing amide compounds as well as a preparation method and application thereof, and belongs to the field of chemical technologies and pesticides. According to the present invention, p-phenylenediamine is adopted as a raw material to synthesize a series of the thiazole ring-containing amide compounds, and the synthesized thiazole ring-containing amide compounds have good inhibition effects on Xanthomonas oryzae pv.Oryza (Xoo), Xanthomonas oryzae pv.Oryzcola (Xoc) and Xanthomonas axonophora pv.Citri (Xac) in agricultural diseases and insect pests, and can be used for preparing the anti-plant bacterium agent.

Based on isoxazole substitution of benzamide derivatives and anti-prostate cancer drug applications

The present invention discloses a class (I), formula (II) structure based on isoxazole substituted benzamide derivatives and antiprostate cancer drug applications, such isoxazole substituted benzamide derivatives, can effectively inhibit the activity of a

N-(1-CYANO-PYRROLIDIN-3-YL)-5-(3-(TRIFLUOROMETHYL)PHENYL)OXAZOLE-2-CARBOXAMIDE DERIVATIVES AND THE CORRESPONDING OXADIAZOLE DERIVATIVES AS USP30 INHIBITORS FOR THE TREATMENT OF MITOCHONDRIAL DYSFUNCTION

The present invention relates to a class of N-cyanopyrrolidines with activity as inhibitors of the deubiquitylating enzyme USP30, having utility in a variety of therapeutic areas, including conditions involving mitochondrial dysfunction, cancer and fibros

Thiadiazole amide compound and application thereof

The invention discloses a thiadiazole amide compound and application thereof, and belongs to the field of medicines. The structural general formula of the compound is shown as a formula (I) and is a novel compound with androgen receptor antagonistic activity, wherein one of the key targets is a binding pocket between the androgen receptor ligand binding domain dimer interface. The compound provided by the invention has high activity for antagonizing the transcription of androgen receptor and is at the molecular level. The cell level and the animal level all show good biological activity, and have better safety. , The invention can be applied to the preparation of drugs for treating androgen receptor abnormal expression tumors, including but not limited to prostate cancer, metastatic prostate cancer, castration-resistant prostate cancer, breast cancer and ovarian cancer.

Nickel-catalyzed asymmetric arylative cyclization of N-alkynones: Efficient access to 1,2,3,6-tetrahydropyridines with a tertiary alcohol

Nickel/(S)-t-Bu-PHOX complex catalyzed asymmetric arylative cyclization of N-alkynones has been achieved, delivering 1,2,3,6-tetrahydropyridines containing a chiral tertiary alcohol in high yields and excellent enantioselectivities, which provides efficient access to chiral tetrahydropyridine and piperidine analogues.

Selective Debromination of α,α,α-Tribromomethylketones with HBr–H2O Reductive Catalytic System

A debromination of α,α,α-tribromomethylketones is developed for chemoselective synthesis of α-mono- and α,α-dibromomethylketones with high selectivity under H2O–HBr reductive conditions. This method offers an efficient and direct way to synthesize α-mono or α,α-dibromomethylketone compounds in high to excellent yields through the process of HBr self-circulation in water.

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.

Synthesis and Antibacterial Evaluation of N-phenylacetamide Derivatives Containing 4-Arylthiazole Moieties

A series of new N-phenylacetamide derivatives containing 4-arylthiazole moieties was designed and synthesized by introducing the thiazole moiety into the amide scaffold. The structures of the target compounds were confirmed by 1H-NMR, 13C-NMR and HRMS. Their in vitro antibacterial activities were evaluated against three kinds of bacteria-Xanthomonas oryzae pv. Oryzae (Xoo), Xanthomonas axonopodis pv. Citri (Xac) and X.oryzae pv. oryzicola (Xoc)-showing promising results. The minimum 50% effective concentration (EC50) value of N-(4-((4-(4-fluoro-phenyl)thiazol-2-yl)amino)phenyl)acetamide (A1) is 156.7 μM, which is superior to bismerthiazol (230.5 μM) and thiodiazole copper (545.2 μM). A scanning electron microscopy (SEM) investigation has confirmed that compound A1 could cause cell membrane rupture of Xoo. In addition, the nematicidal activity of the compounds against Meloidogyne incognita (M. incognita) was also tested, and compound A23 displayed excellent nematicidal activity, with mortality of 100% and 53.2% at 500 μg/mL and 100 μg/mL after 24 h of treatment, respectively. The preliminary structure-activity relationship (SAR) studies of these compounds are also briefly described. These results demonstrated that phenylacetamide derivatives may be considered as potential leads in the design of antibacterial agents.

Nonenzymatic Dynamic Kinetic Resolution of in situ Generated Hemithioacetals: Access to 1,3-Disubstituted Phthalans

The first nonenzymatic DKR reaction of hemithioacetals is developed. Hemithioacetals were formed in situ via thiol addition and subsequently underwent an intramolecular oxa-Michael reaction. The scope of the reaction was quite broad ranging from aliphatic to aromatic substituents and 1,3-disubstituted-1,3-dihyroisobenzofuran products were obtained in good yields with moderate diastereoselectivities and high enantioselectivities. (Figure presented.).

1,3-Dibromo-5,5-dimethylhydantoin mediated oxidative amidation of terminal alkenes in water

A variety of terminal alkenes were converted to the corresponding amides in yields of 25 to 86% in water via treatment with 1,3-dibromo-5,5-dimethylhydantoin, followed by reaction with molecular iodine and aq. NH3 (or amine) in one pot. This metal- and organic solvent-free protocol is not only suitable for styrene derivatives, but also, for the first time, works well on terminal aliphatic alkenes.