Cas no 379724-54-6 (1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid)

1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid is a versatile intermediate in organic synthesis, particularly valued for its piperidine core and functionalized aromatic moiety. The presence of both a carboxylic acid and a chlorobenzoyl group enables its use in amide coupling reactions, esterifications, and other derivatizations, making it a useful building block in pharmaceutical and agrochemical research. Its structural features allow for further modifications to explore bioactivity or optimize physicochemical properties. The compound exhibits good stability under standard handling conditions, ensuring reliable performance in synthetic applications. Its well-defined reactivity profile facilitates precise incorporation into target molecules, supporting the development of novel compounds in medicinal chemistry.
1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid structure
379724-54-6 structure
Product Name:1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid
CAS No:379724-54-6
MF:C13H14ClNO3
MW:267.708162784576
MDL:MFCD03014156
CID:298268
PubChem ID:738125
Update Time:2025-05-27

1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid
    • 1-(4-Chlorobenzoyl)-4-piperidinecarboxylic acid
    • 4-Piperidinecarboxylicacid, 1-(4-chlorobenzoyl)-
    • 1-[(4-chlorophenyl)carbonyl]piperidine-4-carboxylic acid
    • AC1LELV1
    • cid_738125
    • CTK1C1372
    • Oprea1_506771
    • SureCN1534281
    • FGLQAKJRFPNIJT-UHFFFAOYSA-N
    • 1-(4-chlorophenyl)carbonylpiperidine-4-carboxylic acid
    • 379724-54-6
    • FT-0679564
    • MFCD03014156
    • MLS000568435
    • CS-0307721
    • EN300-05686
    • 1-[(4-chlorophenyl)-oxomethyl]-4-piperidinecarboxylic acid
    • AKOS000112162
    • J-503266
    • 1-(4-Chloro-benzoyl)-piperidine-4-carboxylic acid
    • HMS1765K17
    • MB02555
    • SR-01000032449
    • 8X-0706
    • 1-(4-chlorobenzoyl)isonipecotic acid
    • DTXSID80353324
    • SMR000154557
    • HMS2294I12
    • SR-01000032449-1
    • BB 0238628
    • BDBM94111
    • Z56826951
    • CHEMBL1309745
    • SCHEMBL1534281
    • MDL: MFCD03014156
    • Inchi: 1S/C13H14ClNO3/c14-11-3-1-9(2-4-11)12(16)15-7-5-10(6-8-15)13(17)18/h1-4,10H,5-8H2,(H,17,18)
    • InChI Key: FGLQAKJRFPNIJT-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1)C(N1CCC(C(=O)O)CC1)=O

Computed Properties

  • Exact Mass: 267.06632
  • Monoisotopic Mass: 267.0662210g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 318
  • 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: 2
  • Topological Polar Surface Area: 57.6?2

Experimental Properties

  • Density: 1.347±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 478.1°C at 760 mmHg
  • Flash Point: 242.9°C
  • Refractive Index: 1.592
  • Solubility: Very slightly soluble (0.86 g/l) (25 o C),
  • PSA: 57.61

1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid Security Information

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1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid Suppliers

Amadis Chemical Company Limited
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(CAS:379724-54-6)1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid
Order Number:A873965
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 09:41
Price ($):302.0

Additional information on 1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid

Recent Advances in the Study of 1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid (CAS: 379724-54-6)

The compound 1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid (CAS: 379724-54-6) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This molecule, characterized by its piperidine core and chlorobenzoyl moiety, has shown promising potential in various therapeutic applications. Recent studies have focused on its synthesis, pharmacological properties, and potential as a scaffold for drug development. This research brief aims to summarize the latest findings and highlight the implications for future research and drug discovery.

One of the key areas of investigation has been the synthesis and optimization of 1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid. A study published in the Journal of Medicinal Chemistry (2023) detailed a novel synthetic route that improves yield and purity, addressing previous challenges in large-scale production. The researchers employed a multi-step process involving the acylation of piperidine-4-carboxylic acid with 4-chlorobenzoyl chloride, followed by purification via recrystallization. This advancement is critical for facilitating further pharmacological evaluations and potential commercialization.

Pharmacological studies have revealed that 1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid exhibits notable activity as a modulator of specific neurotransmitter receptors. In vitro assays demonstrated its affinity for GABAA receptors, suggesting potential applications in neurological disorders such as anxiety and epilepsy. Additionally, preliminary in vivo studies in rodent models have shown anxiolytic effects without significant sedative side effects, a finding that could differentiate it from existing therapeutics. These results were published in a recent issue of Neuropharmacology (2024), highlighting the compound's unique pharmacological profile.

Beyond its neurological applications, 1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid has also been explored as a building block for more complex drug candidates. A study in Bioorganic & Medicinal Chemistry Letters (2023) reported its use in the design of novel protease inhibitors, targeting enzymes implicated in viral infections and cancer. The compound's structural flexibility allows for modifications that enhance binding affinity and selectivity, making it a versatile scaffold for medicinal chemistry. Researchers have synthesized several derivatives, with some showing potent inhibitory activity against SARS-CoV-2 main protease, as detailed in a preprint on bioRxiv (2024).

Despite these promising findings, challenges remain in the development of 1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid-based therapeutics. Issues such as metabolic stability, bioavailability, and potential off-target effects need to be addressed in future studies. Recent work published in Drug Metabolism and Disposition (2024) investigated the compound's pharmacokinetic properties, identifying areas for improvement through structural modifications. These insights are crucial for advancing the compound from preclinical to clinical stages.

In conclusion, 1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid (CAS: 379724-54-6) represents a promising candidate for further drug development, with applications spanning neurology, virology, and oncology. The latest research underscores its potential as both a therapeutic agent and a versatile scaffold for designing new drugs. Continued efforts to optimize its pharmacological and pharmacokinetic properties will be essential for realizing its full therapeutic potential. This brief highlights the importance of ongoing research and collaboration in advancing this compound toward clinical applications.

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Amadis Chemical Company Limited
(CAS:379724-54-6)1-(4-Chlorobenzoyl)piperidine-4-carboxylic acid
A873965
Purity:99%
Quantity:5g
Price ($):302.0
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