81547-72-0

Basic information

• Product Name: 2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE
• Synonyms: 2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE;2-Bromo-2',6'-dichloroacetophenone;Ethanone, 2-broMo-1-(2,6-dichlorophenyl)-
• CAS NO: 81547-72-0
• Molecular Formula: C₈H₅BrCl₂O
• Molecular Weight: 267.93
• Mol File: 81547-72-0.mol

Chemical Properties

• Boiling Point: 259 ºC
• Flash Point: 110 ºC
• Appearance: /
• Density: 1.695
• Refractive Index: 1.5795
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE(81547-72-0)
• EPA Substance Registry System: 2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE(81547-72-0)

Safety Data

• Hazardous Substances Data: 81547-72-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE is used as a key intermediate in the production of various drugs, contributing to the development of new pharmaceuticals for diverse medical applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE serves as a precursor for the synthesis of pesticides and herbicides, aiding in the creation of effective solutions for agricultural pest control.
Used in Research and Development Laboratories:
2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE is employed as a reagent for organic synthesis in research settings, facilitating the exploration of new chemical reactions and the development of novel organic compounds.
Used in Specialty Chemicals Manufacturing:
2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE is utilized in the manufacturing process of specialty chemicals, where its unique properties are leveraged to produce high-value products for specific applications.
Used in Materials Science:
2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE has potential applications in the field of materials science, where it may contribute to the advancement of new materials with specialized properties.
Used in Chemical Technology Development:
2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE also holds promise in the development of new chemical technologies, where its reactivity and structural features can be harnessed to innovate and improve existing processes or create new ones.

Upstream product

• 2040-05-3 2,6 dichloroacetophenone 
• 1194-65-6 2,6-dichloro-benzonitrile 

Downstream Products

• 81547-74-2 [2-(2,6-Dichloro-phenyl)-2-oxo-ethyl]-phosphonic acid diethyl ester 
• 71463-50-8 3-(2',6'-dichlorophenyl)-3-oxopropionitrile 
• 78389-10-3 2-Amino-3-(2,6-dichlorbenzoyl)-thiophen 
• 78389-13-6 3-(2,6-Dichlorbenzoyl)-2-jodacetylamino-thiophen 
• 78389-12-5 2-Chloracetylamino-3-(2,6-dichlorbenzoyl)-thiophen 
• 90553-34-7 1-(2,6-Dichloro-phenyl)-2-[methyl-(5-methyl-thiophen-2-ylmethyl)-amino]-ethanol 
• 90553-63-2 4-(2,6-Dichloro-phenyl)-2,6-dimethyl-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine 
• 1454838-72-2 4-(5-(2,6-dichlorophenyl)-1H-imidazol-2-yl)pyridine 
• 1361412-98-7 N-{5-[(2,6-dichlorophenyl)carbonyl]-4-phenyl-1,3-thiazol-2-yl}-2-[4-(ethylsulfonyl)phenyl]acetamide 
• 1361413-54-8 (2-amino-4-phenyl-1,3-thiazol-5-yl)(2,6-dichlorophenyl)methanone 

Relevant articles and documents

Microwave-assisted synthesis and luminescent activity of imidazo[1,2-a]pyridine derivatives

In this work, a series of phenacyl bromide derivatives was synthesized and employed as key intermediate for the synthesis of substituted imidazo[1,2-a]pyridines. First, phenacyl bromide molecules were obtained from the bromination reaction of acetophenones assisted by microwave irradiation, obtaining the products 4a-v in a 15 minutes reaction with yields in the range of 50% to 99%. Subsequently, the conjugation of these molecules with 2-aminopyridine conduced to the production of imidazo[1,2-a]pyridine derivatives (7a-v) in a 60-second reaction with yields of 24% to 99%. Improved yields were determined with respect to those obtained with more tedious methodologies like thermally and mechanically assisted routes. Intense luminescence emissions in the purple and blue regions of the electromagnetic spectra were observed under UV excitation according to the nature of the substituents. This environmentally friendly methodology is expected to constitute an important class of organic compounds for the development of biomarkers, photochemical sensors, and medicinal applications.

Aminoazabenzimidazoles, a Novel Class of Orally Active Antimalarial Agents

Whole-cell high-throughput screening of the AstraZeneca compound library against the asexual blood stage of Plasmodium falciparum (Pf) led to the identification of amino imidazoles, a robust starting point for initiating a hit-to-lead medicinal chemistry effort. Structure-activity relationship studies followed by pharmacokinetics optimization resulted in the identification of 23 as an attractive lead with good oral bioavailability. Compound 23 was found to be efficacious (ED90 of 28.6 mg·kg-1) in the humanized P. falciparum mouse model of malaria (Pf/SCID model). Representative compounds displayed a moderate to fast killing profile that is comparable to that of chloroquine. This series demonstrates no cross-resistance against a panel of Pf strains with mutations to known antimalarial drugs, thereby suggesting a novel mechanism of action for this chemical class.

NOVEL COMPOUNDS

Disclosed are retinoid-related orphan receptor gamma (RORγ) modulators and their use in the treatment of diseases mediated by RORγ.

4-Aminothiazole derivatives, their preparation and their use as inhibitors of cyclin-dependent kinases

This invention is directed to aminothiazole compounds of formula (I) wherein R1 is a substituted or unsubstituted group selected from : C1-6-alkyl; C1-6-alkenyl; C1-6-alkynyl; C1-6-alkoxyl; C1-6-alcohol; carbocyclic or heterocyclic, monocyclic or fused or non-fused polycyclic, cycloalkyl; carbocyclic or heterocyclic, monocyclic or fused or non-fused polycyclic, aryl; carbonyl; ether; (C1-6-alkyl)-carbonyl; (C1-6-alkyl)-aryl; (C1-6-alkyl)-cycloalkyl; (C1-6-alkyl)-(C1-6-alkoxyl); aryl-(C1-6-alkoxyl); thioether; thiol; and sulfonyl; wherein when R1 is substituted, each substituent independently is a halogen; haloalkyl; C1-6-alkyl; C1-6-alkenyl; C1-6-alkynyl; hydroxyl; C1-6-alkoxyl; amino; nitro; thiol, thioether; imine; cyano; amido; phosphonato; phosphine; carboxyl; thiocarbonyl; sulfonyl; sulfonamide; ketone; aldehyde; ester; oxygen; carbocyclic or heterocyclic, monocyclic or fused or non-fused polycyclic, cycloalkyl; or carbocyclic or heterocyclic, monocyclic or fused or non-fused polycyclic, aryl; and R2 is a carbocyclic or heterocyclic, monocyclic or fused or non-fused polycyclic, ring structure having a substituent at the position adjacent to the point of attachment, which ring structure is optionally further substituted, where each substituent of R2 independently is a halogen; haloalkyl; C1-6-alkyl; C1-6-alkenyl; C1-6-alkynyl; hydroxyl; C1-6-alkoxyl; amino; nitro; thiol; thioether; imine; cyano; amido; phosphonato; phosphine; carboxyl; thiocarbonyl; sulfonyl; sulfonamide; ketone; aldehyde; ester; oxygen; carbocyclic or heterocyclic, monocyclic or fused or non-fused polycyclic, cycloalkyl; or carbocyclic or heterocyclic, monocyclic or fused or non-fused polycyclic, aryl; or a pharmaceutically acceptable salt of a compound of formula (I), or a prodrug or pharmaceutically active metabolite of a compound of formula (I) or pharmaceutically acceptable salt thereof, for inhibiting cyclin-dependent kinases (CDKs), such as CDK1, CDK2, CDK4, and CDK6. The invention is also directed to the therapeutic or prophylactic use of pharmaceutical compositions containing such compounds and to methods of treating malignancies and other disorders by administering effective amounts of such compounds.

Process for producing optically active carbinols

The present invention relates to a process for producing optically active halomethyl phenyl carbinols of the formula (1), comprising reducing halomethyl phenyl ketones of the formula (2) using an asymmetric reducing agent obtained from boranes and optically active α-phenyl-substituted-β-amino alcohols of the formula (3) or optically active α-non-substituted-β-amino alcohols of the formula (4). The present invention further relates to a process for producing optically active carbinols, comprising reacting a prochiral keytone with an asymmetric reducing agent obtained from optically active β-amino alcohols of the formula (5), a metal boron hydride and Lewis acid or lower dialkyl sulfuric acid. All of the formulas (1) to (5) are the same as shown in the specification.

REACTIONS OF 2,4- AND 2,6-DICHLOROPHENACYLIDENE HALIDES WITH TRIALKYLPHOSPHITES IN PROTIC SOLVENTS. DIRECT EVIDENCE FOR THE "ENOLATE ANION" PATHWAY

The reactions of 2,6-dichlorophenacyl and 2,6-dichlorophenacylidene chlorides and bromides with trimethyl and triethyl phosphites have been investigated.The reactivity of 2,6-dichlorophenacylidene chloride and bromide towards trialkyl phosphites was compared with that of 2,4-dichlorophenacylidene chloride and bromide.The influence of methanol, acting as a model protic solvent, on the above mentioned processes has also benn investigated.The mechanism of Perkow reaction of sterically hindered α-haloketones with bulky substituents around the carbonyl center is discussed.