4571-25-9

Basic information

• Product Name: 2-Bromo-1-(2,5-dichlorophenyl)ethanone
• Synonyms: AKOS BBS-00003982;2-BROMO-1-(2,5-DICHLOROPHENYL)ETHANONE;2-bromo-2-5-dichloroacetophenone
• CAS NO: 4571-25-9
• Molecular Formula: C₈H₅BrCl₂O
• Molecular Weight: 267.93
• Mol File: 4571-25-9.mol
• Article Data: 19

Chemical Properties

• Melting Point: 33-35°C
• Boiling Point: 292.7 °C at 760 mmHg
• Flash Point: 130.8 °C
• Appearance: /
• Density: 1.695 g/cm³
• Vapor Pressure: 0.0018mmHg at 25°C
• Refractive Index: 1.596
• CAS DataBase Reference: 2-Bromo-1-(2,5-dichlorophenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-1-(2,5-dichlorophenyl)ethanone(4571-25-9)
• EPA Substance Registry System: 2-Bromo-1-(2,5-dichlorophenyl)ethanone(4571-25-9)

Safety Data

• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 4571-25-9(Hazardous Substances Data)

Usage

General Description

2-Bromo-1-(2,5-dichlorophenyl)ethanone is a chemical compound with the molecular formula C8H6BrCl2O. It is a white to off-white solid that is used in various organic synthesis reactions. 2-Bromo-1-(2,5-dichlorophenyl)ethanone is a haloketone, which means it contains a ketone group and halogen atoms. It is commonly used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. The presence of the bromine and chlorophenyl groups in the structure gives this compound unique reactivity and selectivity in various chemical reactions. Additionally, it is important to handle this compound with proper safety precautions due to its potentially hazardous nature.

InChI:InChI=1/C8H5BrCl2O/c9-4-8(12)6-3-5(10)1-2-7(6)11/h1-3H,4H2

Upstream product

• 2476-37-1 2,5-dichloroacetophenone 

Downstream Products

• 68301-45-1 4-(2,5-dichlorophenyl)-1,3-thiazol-2-amine 
• 35369-12-1 2-[4-(2,5-dichloro-phenyl)-thiazol-2-yl]-1H-benzoimidazole 
• 1353585-84-8 1-(2,5-dichlorophenyl)-2-(1H-imidazol-1-yl)ethanone hydrochloride 
• 1224944-73-3 2-(2-(2,5-dichlorophenyl)-2-oxoethyl)isoindoline-1,3-dione 
• 1449313-17-0 1-[2-(2,5-dichlorophenyl)-2-oxoethyl]-2-[(morpholine-4-yl)thioxomethyl]benzimidazole 
• 143696-88-2 2-(2,5-Dichloro-phenyl)-3-nitroso-imidazo[1,2-a]pyrimidine 
• 156897-38-0 [2-(2,5-Dichloro-phenyl)-6,6-dimethyl-1-phenyl-6,7-dihydro-5H-pyrrolizin-3-yl]-acetic acid ethyl ester 
• 849066-16-6 4-(2,5-dichloro-phenyl)-5-[1,2,4]triazol-1-yl-thiazol-2-ylamine 
• 934340-35-9 C₁₇H₁₇Cl₂NO₃ 
• 934340-33-7 C₁₆H₁₅Cl₂NO₃ 
• 934340-43-9 C₁₃H₁₁Cl₂NO₃ 
• 934340-40-6 C₁₅H₁₃Cl₂NO₄ 
• 934340-37-1 C₁₄H₁₁Cl₂NO₄ 
• 934340-24-6 C₁₂H₉Cl₂NO₃ 

Relevant articles and documents

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.

Structure-based design of potent human dihydroorotate dehydrogenase inhibitors as anticancer agents

It has been proven that inhibiting human dihydroorotate dehydrogenase (hDHODH) restricts the growth of rapidly proliferating cells, thus hDHODH can be developed as a promising target for the treatment of immunological disease and cancer. Here, a succession of substituted hydrazino-thiazole derivatives were designed, synthesized, and biologically evaluated through structure-based optimization, of which compound 22 was the most potent inhibitor of hDHODH with an IC50 value of 1.8 nM. Furthermore, 22 exhibited much better antiproliferative activity than brequinar, both in HCT-116 and BxPC-3 cancer cell lines. Flow cytometry analysis revealed that 22 induced S phase cell cycle arrest and promoted induction of apoptosis. All results established a proof that blocking the pyrimidine de novo synthesis pathway by inhibiting the rate-limiting enzyme hDHODH is an attractive therapy for cancer.

IMIDAZOPYRIDAZINE DERIVATIVES AS MODULATORS OF TNF ACTIVITY

A series of substituted imidazo[1,2-b]pyridazine derivatives of formula (I), being potent modulators of human TNFa activity, are accordingly of benefit in the treatment and/or prevention of various human ailments, including autoimmune and inflammatory dis