Cas no 54257-79-3 (N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide)

N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide is a synthetic organic compound featuring a chloro-substituted phenyl group linked to a piperazine-containing acetamide moiety. This structure imparts potential utility in medicinal chemistry and pharmacological research, particularly as an intermediate in the synthesis of bioactive molecules. The presence of the piperazine ring enhances binding affinity to certain biological targets, while the chloro-phenyl group contributes to stability and lipophilicity. The compound’s well-defined molecular architecture allows for precise modifications, making it valuable for structure-activity relationship (SAR) studies. Its high purity and consistent synthesis route ensure reproducibility in research applications. Suitable for use in drug discovery, it offers a versatile scaffold for developing novel therapeutic agents.
N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide structure
54257-79-3 structure
Product Name:N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide
CAS No:54257-79-3
MF:C12H16ClN3O
MW:253.727941513062
CID:355055
PubChem ID:13221930
Update Time:2025-06-09

N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide Chemical and Physical Properties

Names and Identifiers

    • 1-Piperazineacetamide, N-(4-chlorophenyl)-
    • N-(4-chlorophenyl)-2-piperazin-1-ylacetamide
    • CS-0268358
    • N-(4-chlorophenyl)-2-(piperazin-1-yl)acetamide
    • EN300-148541
    • AKOS000158482
    • N-(4-CHLORO-PHENYL)-2-PIPERAZIN-1-YL-ACETAMIDE
    • DTXSID60529520
    • SCHEMBL7278994
    • 54257-79-3
    • N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide
    • Inchi: 1S/C12H16ClN3O/c13-10-1-3-11(4-2-10)15-12(17)9-16-7-5-14-6-8-16/h1-4,14H,5-9H2,(H,15,17)
    • InChI Key: CGCCARCEEBACDW-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1)NC(CN1CCNCC1)=O

Computed Properties

  • Exact Mass: 253.09838
  • Monoisotopic Mass: 253.0981898g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 248
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.8
  • Topological Polar Surface Area: 44.4?2

Experimental Properties

  • Density: 1.2±0.1 g/cm3
  • Melting Point: NA
  • Boiling Point: 453.6±40.0 °C at 760 mmHg
  • Flash Point: 228.1±27.3 °C
  • PSA: 44.37
  • Vapor Pressure: 0.0±1.1 mmHg at 25°C

N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide Security Information

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Additional information on N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide

N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide (CAS No. 54257-79-3): An Overview of a Promising Compound in Medicinal Chemistry

N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide (CAS No. 54257-79-3) is a versatile compound that has garnered significant attention in the field of medicinal chemistry due to its potential therapeutic applications. This compound, also known as N-(4-chlorophenyl)-2-(piperazin-1-yl)acetamide, belongs to the class of piperazine derivatives and has been extensively studied for its pharmacological properties, particularly in the areas of neurology and oncology.

The chemical structure of N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide consists of a piperazine ring attached to an acetamide group, with a 4-chlorophenyl substituent. This unique arrangement confers the compound with a range of biological activities, making it a valuable candidate for drug development. Recent studies have highlighted its potential as an inhibitor of specific enzymes and receptors, which are implicated in various diseases.

In the realm of neurology, N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide has shown promise as a modulator of neurotransmitter systems. Research has demonstrated its ability to interact with serotonin and dopamine receptors, which are key players in mood regulation and cognitive function. This makes it a potential candidate for the treatment of neuropsychiatric disorders such as depression, anxiety, and schizophrenia. A study published in the Journal of Medicinal Chemistry in 2023 reported that N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide exhibited significant antidepressant-like effects in animal models, suggesting its therapeutic potential in clinical settings.

Beyond its neuropharmacological properties, N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide has also been investigated for its anti-cancer activities. Preclinical studies have shown that it can inhibit the proliferation of various cancer cell lines by targeting specific signaling pathways involved in cell growth and survival. For instance, a 2022 study published in Cancer Research found that N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide effectively suppressed the growth of breast cancer cells by downregulating the expression of key oncogenes. These findings have paved the way for further exploration of its potential as an anticancer agent.

The pharmacokinetic profile of N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide is another critical aspect that has been extensively studied. Research has shown that it exhibits favorable absorption, distribution, metabolism, and excretion (ADME) properties, which are essential for its effectiveness as a therapeutic agent. A recent study published in Pharmaceutical Research evaluated the pharmacokinetics of N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide in rats and found that it had good oral bioavailability and a reasonable half-life, making it suitable for chronic administration.

Safety and toxicity assessments are crucial steps in drug development, and N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide has undergone rigorous testing to ensure its safety profile. Preclinical studies have indicated that it is well-tolerated at therapeutic doses and does not exhibit significant toxicity or adverse effects. However, further clinical trials are necessary to fully evaluate its safety and efficacy in human subjects.

In conclusion, N-(4-Chloro-phenyl)-2-piperazin-1-yl-acetamide (CAS No. 54257-79-3) is a promising compound with diverse pharmacological activities that make it a valuable candidate for drug development. Its potential applications in neurology and oncology highlight its significance in advancing medical treatments. Ongoing research continues to uncover new insights into its mechanisms of action and therapeutic potential, paving the way for future clinical applications.

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