Cas no 956223-56-6 (4-(2,2,2-Trifluoroethyl)piperidine)

4-(2,2,2-Trifluoroethyl)piperidine is a fluorinated piperidine derivative characterized by the presence of a trifluoroethyl substituent at the 4-position. This structural feature imparts enhanced lipophilicity and metabolic stability, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The trifluoroethyl group contributes to improved binding affinity in bioactive molecules, particularly in CNS-targeting compounds. Its rigid piperidine scaffold ensures conformational stability, while the electron-withdrawing nature of the trifluoromethyl group can influence pKa and reactivity. The compound is commonly utilized in the development of fluorinated analogs for drug discovery, offering advantages in bioavailability and resistance to enzymatic degradation. Suitable for further functionalization, it serves as a versatile building block in medicinal chemistry.
4-(2,2,2-Trifluoroethyl)piperidine structure
956223-56-6 structure
Product Name:4-(2,2,2-Trifluoroethyl)piperidine
CAS No:956223-56-6
MF:C7H12F3N
MW:167.172092437744
CID:4723189
PubChem ID:68523624
Update Time:2025-10-28

4-(2,2,2-Trifluoroethyl)piperidine Chemical and Physical Properties

Names and Identifiers

    • 4-(2,2,2-trifluoroethyl)piperidine
    • 4-(2,2,2-Trifluoroethyl)piperidine
    • Inchi: 1S/C7H12F3N/c8-7(9,10)5-6-1-3-11-4-2-6/h6,11H,1-5H2
    • InChI Key: KFZIRTLPMRPYID-UHFFFAOYSA-N
    • SMILES: FC(CC1CCNCC1)(F)F

Computed Properties

  • Exact Mass: 167.092
  • Monoisotopic Mass: 167.092
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 115
  • 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
  • Topological Polar Surface Area: 12

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Additional information on 4-(2,2,2-Trifluoroethyl)piperidine

4-(2,2,2-Trifluoroethyl)piperidine: A Comprehensive Overview

The compound 4-(2,2,2-Trifluoroethyl)piperidine, identified by the CAS No. 956223-56-6, is a fascinating molecule with significant potential in various chemical and pharmaceutical applications. This compound belongs to the class of piperidines, which are six-membered cyclic amines widely used in drug design and organic synthesis. The presence of the trifluoroethyl group at the 4-position of the piperidine ring introduces unique electronic and steric properties, making it an interesting subject for both academic and industrial research.

Recent studies have highlighted the importance of fluorinated compounds in medicinal chemistry due to their ability to enhance drug stability, bioavailability, and selectivity. The trifluoroethyl group in 4-(2,2,2-Trifluoroethyl)piperidine contributes significantly to these properties. For instance, fluorine's high electronegativity can influence the molecule's lipophilicity and hydrogen bonding capacity, which are critical factors in drug-target interactions. This has led researchers to explore its potential as a building block for novel pharmaceutical agents targeting various therapeutic areas.

In terms of synthesis, 4-(2,2,2-Trifluoroethyl)piperidine can be prepared through a variety of methods, including nucleophilic substitution and coupling reactions. One efficient approach involves the reaction of piperidine with an appropriate trifluoroethyl electrophile under controlled conditions. The choice of synthesis method depends on the availability of starting materials and the desired purity of the final product. Recent advancements in catalytic methods have further streamlined the production process, making it more cost-effective and environmentally friendly.

The physical properties of 4-(2,2,2-Trifluoroethyl)piperidine are also noteworthy. Its melting point and boiling point are influenced by the trifluoroethyl group's electron-withdrawing effects and steric hindrance. These properties make it suitable for use in high-temperature applications or as a stabilizing agent in formulations requiring thermal resistance. Additionally, its solubility characteristics in various solvents have been extensively studied, providing valuable insights into its potential use in drug delivery systems.

From an application standpoint, 4-(2,2,2-Trifluoroethyl)piperidine has shown promise in several fields. In pharmaceuticals, it serves as a valuable intermediate in the synthesis of bioactive compounds with potential anti-inflammatory or analgesic properties. In materials science, its unique electronic properties make it a candidate for use in advanced polymers or electronic materials. Furthermore, its role as a chiral auxiliary in asymmetric synthesis has been explored by researchers seeking to develop enantioselective reactions.

The latest research on this compound has focused on its biological activity and toxicity profiles. Preclinical studies indicate that 4-(2,2,2-Trifluoroethyl)piperidine exhibits moderate cytotoxicity against certain cancer cell lines while showing minimal toxicity to normal cells under controlled conditions. These findings suggest that it could be further developed into a targeted therapeutic agent with reduced side effects compared to conventional chemotherapeutic drugs.

In conclusion, 4-(2,2,2-Trifluoroethyl)piperidine, CAS No. 956223-56-6, is a versatile compound with diverse applications across multiple disciplines. Its unique chemical structure and favorable physical properties make it an attractive candidate for both academic exploration and industrial development. As research continues to uncover new insights into its potential uses and mechanisms of action

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