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CS-W001157 4
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4,4-Difluoropiperidine

  • CAS No. 21987-29-1

  • Cat. No. CS-0028285
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

4,4-Difluoropiperidine|CS-0028285

Structure of 21987-29-1

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General Information

  • CAS No. 21987-29-1
  • Cat. No. CS-0028285
  • Purity ≥97%
  • MDL No. None
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉F₂N
  • Molecular Weight 121.13
  • Synonym(s) 4,4-difluoropiperidinium
  • SMILES FC1(CCNCC1)F

Description

4,4-Difluoropiperidine delivers enhanced metabolic stability and altered basicity compared to piperidine, enabling strategic modulation of pharmacokinetic properties in bioactive molecule design. This difluorinated heterocycle integrates readily into medicinal chemistry scaffolds, offering improved membrane permeability and resistance to oxidative degradation under standard conditions.

Application

4,4-Difluoropiperidine serves as a conformationally restricted bioisostere of piperidine, enabling enhanced metabolic stability and modulated basicity in medicinal chemistry applications. Its difluorinated backbone facilitates improved membrane permeability and resistance to oxidative metabolism. The compound functions as a versatile building block for constructing fluorinated heterocyclic scaffolds, with predictable reactivity in amide coupling, alkylation, and transition-metal-catalyzed transformations. Bench-stable and readily purified by distillation or chromatography, it supports scalable synthesis in API development workflows.

Synthesis

  • Route1

    References

    • Berlin, Michael; Ting, Pauline C.; Vaccaro, Wayne D.; Aslanian, Robert; McCormick, Kevin D.; Lee, Joe F.; Albanese, Margaret M.; Mutahi, Mwangi W.; Piwinski, John J.; Shih, Neng-Yang; Duguma, Luli; Solomon, Daniel M.; Zhou, Wei; Sher, Rosy; Favreau, Leonard; Bryant, Matthew; Korfmacher, Walter A.; Nardo, Cymbelene; West Jr., Robert E.; Anthes, John C.; Williams, Shirley M.; Wu, Ren-Long; Susan She; Rivelli, Maria A.; Corboz, Michel R.; Hey, John A. Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 4 p. 989 - 994
  • Route2

    References

    • US6248739 B1, ;
  • Route3
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      3612-20-2
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    • In-stock
      4,4-Difluoropiperidine|CS-0028285
      21987-29-1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 16, # 4 p. 989 - 994

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   1.0051
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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