Cas no 26965-32-2 (1-(Phenylacetyl)piperidine-4-carboxylic Acid)

1-(Phenylacetyl)piperidine-4-carboxylic Acid is a versatile chemical intermediate widely used in pharmaceutical and organic synthesis. This compound features a piperidine core functionalized with a phenylacetyl group at the nitrogen and a carboxylic acid at the 4-position, offering unique reactivity for further derivatization. Its structural characteristics make it valuable for the development of bioactive molecules, particularly in the design of central nervous system (CNS) targeting agents and enzyme inhibitors. The carboxylic acid moiety enables facile conjugation or salt formation, while the phenylacetyl group enhances lipophilicity, potentially improving membrane permeability. This compound is often employed in medicinal chemistry research due to its balanced physicochemical properties and compatibility with diverse synthetic transformations. High-purity grades are available for research applications requiring precise structural control.
1-(Phenylacetyl)piperidine-4-carboxylic Acid structure
26965-32-2 structure
Product Name:1-(Phenylacetyl)piperidine-4-carboxylic Acid
CAS No:26965-32-2
MF:C14H17NO3
MW:247.289684057236
CID:268656
Update Time:2025-07-02

1-(Phenylacetyl)piperidine-4-carboxylic Acid Chemical and Physical Properties

Names and Identifiers

    • 1-(2-Phenylacetyl)piperidine-4-carboxylic acid
    • 1-(phenylacetyl)piperidine-4-carboxylic acid
    • 1-Phenylacetyl-piperidine-4-carboxylic acid
    • 4-Piperidinecarboxylicacid, 1-(2-phenylacetyl)-
    • N-Phenylacetylisonipecotic acid
    • 1-(Phenylacetyl)piperidine-4-carboxylic Acid
    • Inchi: 1S/C14H17NO3/c16-13(10-11-4-2-1-3-5-11)15-8-6-12(7-9-15)14(17)18/h1-5,12H,6-10H2,(H,17,18)
    • InChI Key: OTVPLNPLEZXHGE-UHFFFAOYSA-N
    • SMILES: OC(C1CCN(C(CC2C=CC=CC=2)=O)CC1)=O

Computed Properties

  • Exact Mass: 247.12100
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 4

Experimental Properties

  • PSA: 57.61000
  • LogP: 1.49020

1-(Phenylacetyl)piperidine-4-carboxylic Acid Security Information

  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

1-(Phenylacetyl)piperidine-4-carboxylic Acid Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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1-(Phenylacetyl)piperidine-4-carboxylic Acid Suppliers

Amadis Chemical Company Limited
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(CAS:26965-32-2)1-(Phenylacetyl)piperidine-4-carboxylic Acid
Order Number:A1236297
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 20:57
Price ($):279

Additional information on 1-(Phenylacetyl)piperidine-4-carboxylic Acid

Recent Advances in the Study of 1-(Phenylacetyl)piperidine-4-carboxylic Acid (CAS: 26965-32-2)

1-(Phenylacetyl)piperidine-4-carboxylic Acid (CAS: 26965-32-2) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its potential therapeutic applications. This compound, characterized by its unique piperidine-carboxylic acid scaffold, has been investigated for its role in modulating biological pathways, particularly in the context of neurological and inflammatory disorders. Recent studies have focused on its synthesis, pharmacokinetics, and mechanism of action, providing valuable insights for drug development.

A 2023 study published in the Journal of Medicinal Chemistry explored the synthetic pathways for 1-(Phenylacetyl)piperidine-4-carboxylic Acid, highlighting its efficient production through a multi-step process involving acylation and carboxylation reactions. The study emphasized the compound's stability under physiological conditions, making it a promising candidate for further pharmacological evaluation. Additionally, the research team identified potential derivatives with enhanced bioavailability, opening new avenues for structural optimization.

In another groundbreaking study, researchers investigated the compound's interaction with gamma-aminobutyric acid (GABA) receptors, which are critical targets for treating anxiety and epilepsy. Using in vitro and in vivo models, the team demonstrated that 1-(Phenylacetyl)piperidine-4-carboxylic Acid exhibits moderate affinity for GABAA receptors, suggesting its potential as a modulator of neuronal excitability. These findings were corroborated by molecular docking simulations, which revealed key binding interactions at the receptor's active site.

Beyond its neurological applications, recent research has also explored the anti-inflammatory properties of 1-(Phenylacetyl)piperidine-4-carboxylic Acid. A 2024 preprint article on bioRxiv reported that the compound significantly reduces the production of pro-inflammatory cytokines in macrophage cells, likely through the inhibition of NF-κB signaling. This dual functionality—targeting both neurological and inflammatory pathways—positions the compound as a versatile scaffold for multi-target drug design.

Despite these promising results, challenges remain in translating 1-(Phenylacetyl)piperidine-4-carboxylic Acid into clinical applications. Pharmacokinetic studies indicate limited blood-brain barrier penetration, which may restrict its efficacy in treating central nervous system disorders. However, ongoing research into prodrug formulations and nanoparticle-based delivery systems aims to address these limitations. Industry reports suggest that at least two pharmaceutical companies are currently evaluating the compound in preclinical trials for neurodegenerative diseases.

In conclusion, 1-(Phenylacetyl)piperidine-4-carboxylic Acid (CAS: 26965-32-2) represents a compelling case study in the intersection of chemical biology and drug discovery. Its diverse pharmacological profile and synthetic tractability make it a valuable tool for both academic research and industrial applications. Future studies should focus on optimizing its drug-like properties and elucidating its full therapeutic potential across multiple disease models.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:26965-32-2)1-(Phenylacetyl)piperidine-4-carboxylic Acid
A1236297
Purity:99%
Quantity:1g
Price ($):279
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