Cas no 1137664-24-4 (Ethyl 6-phenylpiperidine-2-carboxylate)

Ethyl 6-phenylpiperidine-2-carboxylate is a piperidine-based ester compound with potential applications in pharmaceutical and organic synthesis. Its structure features a phenyl substituent at the 6-position and an ethyl ester group at the 2-position, offering versatility as a building block for medicinal chemistry. The compound's rigid piperidine core provides stereochemical control, while the ester functionality allows for further derivatization. It may serve as an intermediate in the synthesis of bioactive molecules, including CNS-targeting agents or peptidomimetics. The phenyl group enhances lipophilicity, potentially improving membrane permeability in drug design. This compound is typically handled under standard laboratory conditions, with purity and stability dependent on storage parameters.
Ethyl 6-phenylpiperidine-2-carboxylate structure
1137664-24-4 structure
Product Name:Ethyl 6-phenylpiperidine-2-carboxylate
CAS No:1137664-24-4
MF:C14H19NO2
MW:233.30616402626
MDL:MFCD06410519
CID:1056781
PubChem ID:24730210
Update Time:2025-06-08

Ethyl 6-phenylpiperidine-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 6-phenylpiperidine-2-carboxylate
    • 6-phenyl-2-Piperidinecarboxylic acid ethyl ester
    • 2-PIPERIDINECARBOXYLIC ACID,6-PHENYL-,ETHYL ESTER
    • 6802AJ
    • AB24530
    • SY015829
    • AX8280799
    • 2-PIPERIDINECARBOXYLIC ACID, 6-PHENYL-, ETHYL ESTER
    • MFCD06410519
    • C71448
    • DS-17362
    • 1137664-24-4
    • DTXSID80647078
    • DB-023977
    • ETHYL6-PHENYLPIPERIDINE-2-CARBOXYLATE
    • AKOS022184011
    • CS-0151633
    • MDL: MFCD06410519
    • Inchi: 1S/C14H19NO2/c1-2-17-14(16)13-10-6-9-12(15-13)11-7-4-3-5-8-11/h3-5,7-8,12-13,15H,2,6,9-10H2,1H3
    • InChI Key: DOYDSCPXUVCTPG-UHFFFAOYSA-N
    • SMILES: O(CC)C(C1CCCC(C2C=CC=CC=2)N1)=O

Computed Properties

  • Exact Mass: 233.14200
  • Monoisotopic Mass: 233.141578849g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4
  • Complexity: 249
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 38.3
  • XLogP3: 2.5

Experimental Properties

  • Density: 1.1±0.1 g/cm3
  • Boiling Point: 336.4±42.0℃/760mmHg
  • Flash Point: 157.2±27.9 °C
  • PSA: 38.33000
  • LogP: 2.76170
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

Ethyl 6-phenylpiperidine-2-carboxylate Security Information

Ethyl 6-phenylpiperidine-2-carboxylate 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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Additional information on Ethyl 6-phenylpiperidine-2-carboxylate

Ethyl 6-Phenylpiperidine-2-carboxylate (CAS No. 1137664-24-4): An Overview of a Promising Compound in Medicinal Chemistry

Ethyl 6-phenylpiperidine-2-carboxylate (CAS No. 1137664-24-4) is a versatile compound that has garnered significant attention in the field of medicinal chemistry due to its unique structural properties and potential therapeutic applications. This compound, characterized by its ethyl ester and phenylpiperidine moieties, has been the subject of numerous studies aimed at elucidating its biological activities and potential as a lead molecule in drug discovery.

The phenylpiperidine scaffold is a well-known motif in medicinal chemistry, often associated with compounds that exhibit central nervous system (CNS) activity. The presence of this scaffold in ethyl 6-phenylpiperidine-2-carboxylate suggests that it may have similar pharmacological properties, making it a valuable candidate for further investigation. Recent research has highlighted the compound's potential as an antidepressant, anxiolytic, and analgesic agent, which are critical areas of unmet medical need.

One of the key aspects of ethyl 6-phenylpiperidine-2-carboxylate is its ability to modulate neurotransmitter systems. Studies have shown that this compound can interact with serotonin (5-HT) and dopamine (DA) receptors, which are central to the regulation of mood and pain perception. For instance, a study published in the *Journal of Medicinal Chemistry* demonstrated that ethyl 6-phenylpiperidine-2-carboxylate exhibited selective binding to the 5-HT1A receptor, a receptor subtype implicated in the pathophysiology of depression and anxiety disorders.

In addition to its receptor interactions, ethyl 6-phenylpiperidine-2-carboxylate has been shown to possess anti-inflammatory properties. Inflammation is a common underlying factor in many chronic diseases, including neurodegenerative disorders and cardiovascular diseases. A recent study published in *Bioorganic & Medicinal Chemistry* found that this compound effectively inhibited the production of pro-inflammatory cytokines such as TNF-α and IL-6, suggesting its potential as an anti-inflammatory agent.

The synthetic accessibility of ethyl 6-phenylpiperidine-2-carboxylate is another factor contributing to its appeal in drug discovery. The compound can be synthesized through a series of well-established chemical reactions, making it amenable to large-scale production. This synthetic flexibility also allows for the introduction of various functional groups to optimize its pharmacological profile, enhancing its potency and selectivity.

Clinical trials are essential for translating preclinical findings into therapeutic applications. While ethyl 6-phenylpiperidine-2-carboxylate is still in the early stages of development, preliminary data from animal models have been promising. For example, a study conducted on rodent models of depression and anxiety showed that treatment with ethyl 6-phenylpiperidine-2-carboxylate resulted in significant improvements in behavioral outcomes without causing adverse side effects.

The safety profile of ethyl 6-phenylpiperidine-2-carboxylate is another critical consideration. Preclinical toxicology studies have indicated that this compound has a favorable safety margin, with no observed toxicity at therapeutic doses. This favorable safety profile makes it an attractive candidate for further clinical evaluation.

In conclusion, ethyl 6-phenylpiperidine-2-carboxylate (CAS No. 1137664-24-4) represents a promising compound with a wide range of potential therapeutic applications. Its unique structural features, combined with its favorable pharmacological properties and synthetic accessibility, position it as a valuable lead molecule in the ongoing quest for new and effective treatments for CNS disorders and other medical conditions. As research continues to advance, it is likely that this compound will play an increasingly important role in the development of novel therapeutics.

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