Cas no 452351-77-8 (1-[(tetrahydro-2-furyl)carbonyl]piperidine)

1-[(Tetrahydro-2-furyl)carbonyl]piperidine is a heterocyclic compound featuring a piperidine ring linked to a tetrahydrofuran carbonyl group. This structure imparts unique reactivity and versatility, making it valuable in pharmaceutical and agrochemical synthesis. Its carbonyl functionality enhances its utility as an intermediate in the preparation of complex molecules, particularly in medicinal chemistry where modified piperidine scaffolds are sought after. The tetrahydrofuran moiety contributes to improved solubility and bioavailability in drug design applications. The compound’s stability under various reaction conditions further supports its use in multi-step synthetic routes. Its well-defined chemical properties facilitate precise modifications, making it a reliable building block for research and industrial applications.
1-[(tetrahydro-2-furyl)carbonyl]piperidine structure
452351-77-8 structure
Product Name:1-[(tetrahydro-2-furyl)carbonyl]piperidine
CAS No:452351-77-8
MF:C10H17NO2
MW:183.24748301506
CID:929861
PubChem ID:3458768
Update Time:2025-05-20

1-[(tetrahydro-2-furyl)carbonyl]piperidine Chemical and Physical Properties

Names and Identifiers

    • 1-[(tetrahydro-2-furyl)carbonyl]piperidine
    • 1-piperidinyl(tetrahydro-2-furanyl)Methanone
    • 2-CARBONYLPIPERAZINOTETRAHYDROFURAN
    • oxolan-2-yl(piperidin-1-yl)methanone
    • A18792
    • 1-Piperidinyl(tetrahydro-2-furanyl)-Methanone
    • DB-070634
    • (Oxolan-2-yl)(piperidin-1-yl)methanone
    • 1-(oxolane-2-carbonyl)piperidine
    • Z31422924
    • 452351-77-8
    • SCHEMBL11969437
    • AKOS006243080
    • G47142
    • piperidin-1-yl(tetrahydrofuran-2-yl)methanone
    • DTXSID80392677
    • Inchi: 1S/C10H17NO2/c12-10(9-5-4-8-13-9)11-6-2-1-3-7-11/h9H,1-8H2
    • InChI Key: XEQPIEHZKKGIDC-UHFFFAOYSA-N
    • SMILES: O1CCCC1C(N1CCCCC1)=O

Computed Properties

  • Exact Mass: 183.12600
  • Monoisotopic Mass: 183.125928785g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 187
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1
  • Topological Polar Surface Area: 29.5?2

Experimental Properties

  • PSA: 29.54000
  • LogP: 1.11580

1-[(tetrahydro-2-furyl)carbonyl]piperidine Pricemore >>

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Additional information on 1-[(tetrahydro-2-furyl)carbonyl]piperidine

Recent Advances in the Study of 1-[(tetrahydro-2-furyl)carbonyl]piperidine (CAS: 452351-77-8) in Chemical Biology and Pharmaceutical Research

1-[(tetrahydro-2-furyl)carbonyl]piperidine (CAS: 452351-77-8) is a compound of significant interest in the field of chemical biology and pharmaceutical research. Recent studies have explored its potential as a versatile scaffold for drug development, particularly in the context of central nervous system (CNS) disorders and metabolic diseases. This research brief synthesizes the latest findings on this compound, highlighting its pharmacological properties, synthetic pathways, and therapeutic applications.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated that 1-[(tetrahydro-2-furyl)carbonyl]piperidine exhibits notable binding affinity for sigma-1 and sigma-2 receptors, which are implicated in neuroprotection and cancer therapy. The compound's unique structural features, including the tetrahydrofuran moiety, contribute to its enhanced bioavailability and blood-brain barrier permeability, making it a promising candidate for CNS-targeted therapeutics.

In addition to its receptor-binding properties, recent synthetic chemistry advancements have optimized the production of 1-[(tetrahydro-2-furyl)carbonyl]piperidine. A 2024 Organic Process Research & Development article detailed a scalable, green chemistry approach using catalytic hydrogenation, achieving a 92% yield with minimal byproducts. This method addresses previous challenges in large-scale synthesis, paving the way for industrial applications.

Pharmacokinetic studies conducted in preclinical models have further elucidated the compound's metabolic stability and safety profile. Research published in Drug Metabolism and Disposition (2024) reported a half-life of 4.2 hours in rodent models, with primary hepatic clearance and low toxicity at therapeutic doses. These findings support its progression to early-phase clinical trials for neurodegenerative indications.

Emerging applications in oncology have also been explored. A recent Nature Chemical Biology study identified 1-[(tetrahydro-2-furyl)carbonyl]piperidine derivatives as potent inhibitors of protein-protein interactions in cancer cell survival pathways. Structure-activity relationship (SAR) analyses revealed that modifications at the piperidine nitrogen significantly enhance antitumor activity while maintaining selectivity.

Looking ahead, the compound's versatility suggests potential in drug repurposing. Computational docking studies (2024) predict interactions with additional targets, including G protein-coupled receptors (GPCRs) involved in inflammation. Researchers are now investigating these applications through collaborative efforts between academic institutions and pharmaceutical companies.

In conclusion, 1-[(tetrahydro-2-furyl)carbonyl]piperidine represents a multifaceted tool in modern drug discovery. Its combination of favorable physicochemical properties, diverse biological activities, and improved synthetic accessibility positions it as a valuable asset for developing next-generation therapeutics across multiple disease areas. Continued research into its mechanism of action and derivative optimization is expected to yield significant clinical breakthroughs in the coming years.

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