Cas no 1403769-88-9 ((3R)-1-(azetidin-3-yl)-3-fluoro-piperidine)

(3R)-1-(Azetidin-3-yl)-3-fluoropiperidine is a chiral fluorinated heterocyclic compound featuring both azetidine and piperidine moieties. Its stereospecific (R)-configuration and fluorine substitution impart unique physicochemical properties, making it a valuable intermediate in pharmaceutical synthesis. The azetidine ring enhances conformational rigidity, while the fluorine atom can influence metabolic stability and binding affinity in drug design. This compound is particularly useful for developing bioactive molecules targeting central nervous system (CNS) disorders or enzyme modulation. Its structural versatility allows for further functionalization, enabling tailored modifications for specific applications. High-purity synthesis is achievable under controlled conditions, ensuring reproducibility for research and development purposes.
(3R)-1-(azetidin-3-yl)-3-fluoro-piperidine structure
1403769-88-9 structure
Product Name:(3R)-1-(azetidin-3-yl)-3-fluoro-piperidine
CAS No:1403769-88-9
MF:C8H15FN2
MW:158.216505289078
CID:2092525
PubChem ID:72207963
Update Time:2025-10-30

(3R)-1-(azetidin-3-yl)-3-fluoro-piperidine Chemical and Physical Properties

Names and Identifiers

    • (R)-1-(Azetidin-3-yl)-3-fluoropiperidine
    • (3R)-1-(azetidin-3-yl)-3-fluoro-piperidine
    • CS2376
    • (3R)-1-(AZETIDIN-3-YL)-3-FLUOROPIPERIDINE
    • CS-0053712
    • MFCD22581546
    • SCHEMBL22737530
    • 1403769-88-9
    • AKOS024464436
    • MDL: MFCD22581546
    • Inchi: 1S/C8H15FN2/c9-7-2-1-3-11(6-7)8-4-10-5-8/h7-8,10H,1-6H2/t7-/m1/s1
    • InChI Key: YKDMXUGHEIUPQL-SSDOTTSWSA-N
    • SMILES: F[C@@H]1CCCN(C1)C1CNC1

Computed Properties

  • Exact Mass: 158.12192665g/mol
  • Monoisotopic Mass: 158.12192665g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 136
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.6
  • Topological Polar Surface Area: 15.3?2

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Additional information on (3R)-1-(azetidin-3-yl)-3-fluoro-piperidine

(3R)-1-(azetidin-3-yl)-3-fluoro-piperidine: A Comprehensive Overview

(3R)-1-(azetidin-3-yl)-3-fluoro-piperidine, identified by the CAS number 1403769-88-9, is a complex organic compound that has garnered significant attention in the field of medicinal chemistry and pharmacology. This compound, with its unique structural features, has been the subject of extensive research, particularly in the development of novel therapeutic agents. The molecule's structure, which includes a piperidine ring fused with an azetidine moiety and a fluorine substituent, contributes to its potential as a bioactive compound.

The synthesis of (3R)-1-(azetidin-3-yl)-3-fluoro-piperidine involves advanced organic chemistry techniques, including stereocontrolled reactions to ensure the correct configuration at the chiral center. Recent studies have highlighted the importance of stereochemistry in determining the compound's biological activity, making it a valuable tool in enantioselective drug design. Researchers have explored its potential as a precursor for more complex molecules, particularly in the development of GABA receptor modulators and other neuroactive agents.

One of the most promising applications of this compound lies in its role as an intermediate in drug discovery pipelines. By modifying the azetidine and piperidine rings, scientists have been able to create derivatives with enhanced pharmacokinetic properties. For instance, recent research has demonstrated that certain analogs exhibit improved bioavailability and reduced toxicity compared to earlier generations of similar compounds.

The integration of computational chemistry tools has further accelerated the exploration of (3R)-1-(azetidin-3-yl)-3-fluoro-piperidine's potential. Molecular docking studies have revealed that the compound can interact with key residues in various protein targets, suggesting its utility in treating conditions such as epilepsy and anxiety disorders. Additionally, its ability to penetrate the blood-brain barrier makes it a compelling candidate for central nervous system (CNS) drug development.

Recent advancements in synthetic methodology have also expanded the scope of this compound's applications. For example, its use as a building block in click chemistry has enabled rapid assembly of larger molecular frameworks. This approach has been particularly beneficial in high-throughput screening campaigns aimed at identifying novel therapeutic leads.

In conclusion, (3R)-1-(azetidin-3-yl)-3-fluoro-piperidine represents a significant advancement in organic synthesis and drug discovery. Its unique structure, combined with cutting-edge research techniques, positions it as a versatile tool for developing innovative treatments across various therapeutic areas. As ongoing studies continue to uncover new insights into its properties and applications, this compound is poised to play an increasingly important role in modern pharmacology.

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