• 1. Analysis of weak interactions involving fluorine: a comparative study of crystal packing of some benzodiazepinone drug intermediates and their non-fluorinated analogues
  M. D. Prasanna,T. N. Guru Row CrystEngComm 2000 2 134

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzophenones

N-(2-Benzoyl-4-chlorophenyl)-2-chloroacetamide (CAS No. 4016-85-7): An Overview of Its Properties and Applications in Chemical and Pharmaceutical Research

N-(2-Benzoyl-4-chlorophenyl)-2-chloroacetamide (CAS No. 4016-85-7) is a versatile compound with significant applications in chemical and pharmaceutical research. This compound, often referred to by its CAS number 4016-85-7, has garnered attention due to its unique chemical structure and potential biological activities. In this comprehensive overview, we will delve into the properties, synthesis, and applications of N-(2-Benzoyl-4-chlorophenyl)-2-chloroacetamide, highlighting recent advancements and research findings.

The molecular formula of N-(2-Benzoyl-4-chlorophenyl)-2-chloroacetamide is C₁₃H₉Cl₂NO₂, with a molecular weight of approximately 288.11 g/mol. The compound features a benzoyl group, a chlorophenyl moiety, and a chloroacetamide functional group, which contribute to its distinctive chemical properties. These structural elements make it an interesting candidate for various chemical reactions and biological studies.

In terms of physical properties, N-(2-Benzoyl-4-chlorophenyl)-2-chloroacetamide is a white crystalline solid at room temperature. It is slightly soluble in water but exhibits good solubility in organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO). This solubility profile is advantageous for its use in solution-based reactions and biological assays.

The synthesis of N-(2-Benzoyl-4-chlorophenyl)-2-chloroacetamide can be achieved through several routes. One common method involves the reaction of 2-benzoyl-4-chloroaniline with chloroacetyl chloride in the presence of a base such as triethylamine. This reaction proceeds via nucleophilic acylation, yielding the desired product with high purity and yield. Recent advancements in green chemistry have also led to the development of more environmentally friendly synthetic methods, such as using microwave-assisted synthesis or catalysts that minimize waste production.

In the realm of pharmaceutical research, N-(2-Benzoyl-4-chlorophenyl)-2-chloroacetamide has shown promise as a potential lead compound for drug discovery. Studies have demonstrated its ability to inhibit specific enzymes and receptors, making it a valuable tool for understanding biological pathways and developing new therapeutic agents. For instance, research published in the Journal of Medicinal Chemistry reported that N-(2-Benzoyl-4-chlorophenyl)-2-chloroacetamide exhibited potent inhibitory activity against certain kinases involved in cancer cell proliferation.

Beyond its enzymatic inhibition properties, N-(2-Benzoyl-4-chlorophenyl)-2-chloroacetamide has also been investigated for its potential as an antimicrobial agent. A study published in the Journal of Antibiotics found that this compound displayed significant antibacterial activity against both Gram-positive and Gram-negative bacteria. The mechanism of action is believed to involve disruption of bacterial cell membranes, leading to cell death.

In addition to its direct biological activities, N-(2-Benzoyl-4-chlorophenyl)-2-chloroacetamide serves as an important intermediate in the synthesis of more complex molecules with diverse applications. For example, it can be used as a building block for the preparation of novel polymers with unique physical and chemical properties. These polymers have found applications in areas such as drug delivery systems, coatings, and materials science.

The safety profile of N-(2-Benzoyl-4-chlorophenyl)-2-chloroacetamide is an important consideration for both laboratory use and potential commercial applications. While it is not classified as a hazardous material under current regulations, proper handling and storage procedures should be followed to ensure safety. This includes using appropriate personal protective equipment (PPE) and storing the compound in a cool, dry place away from incompatible substances.

In conclusion, N-(2-Benzoyl-4-chlorophenyl)-2-chloroacetamide (CAS No. 4016-85-7) is a multifaceted compound with a wide range of applications in chemical and pharmaceutical research. Its unique chemical structure confers valuable properties that make it suitable for various reactions and biological studies. Ongoing research continues to uncover new uses and potential benefits of this compound, highlighting its significance in the scientific community.

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