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CS-W001157 4
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2,2-Dimethylpiperazine

  • CAS No. 84477-72-5

  • Cat. No. CS-D0739
  • Purity≥97%
  • MDL No.MFCD06798288

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

2,2-Dimethylpiperazine|CS-D0739

Structure of 84477-72-5

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General Information

  • CAS No. 84477-72-5
  • Cat. No. CS-D0739
  • Purity ≥97%
  • MDL No. MFCD06798288
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₄N₂
  • Molecular Weight 114.19
  • Synonym(s) piperazine, 2,3-dimethyl-
  • SMILES CC1(C)NCCNC1

Description

2,2-Dimethylpiperazine is a sterically hindered piperazine derivative featuring two methyl groups at the 2-position, enhancing its stability and resistance to nucleophilic attack. This electron-rich heterocycle integrates readily into medicinal chemistry scaffolds, offering improved metabolic resilience and solubility in polar solvents.

Application

2,2-Dimethylpiperazine serves as a versatile nitrogen-rich heterocyclic building block in medicinal chemistry and catalysis. Its sterically hindered tertiary amine functionality enhances metabolic stability and modulates basicity, enabling predictable solubility and reactivity profiles. The molecule facilitates efficient coupling reactions, functions as a robust ligand in transition metal catalysis, and supports the construction of complex pharmaceutical scaffolds through selective N-alkylation and amidation pathways. Bench-stable and readily purified by distillation or recrystallization, it enables reliable integration into multi-step syntheses.

Synthesis

  • Route1

    References

    • H. LUNDBECK A/S Patent: WO2006/86985 A1, 2006 ; Location in patent: Page/Page column 14-15 ;
  • Route2
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      153627-83-9
    • ~%
    • In-stock
      2,2-Dimethylpiperazine|CS-D0739
      84477-72-5

    References

    • Journal of Medicinal Chemistry, , vol. 38, # 22 p. 4380 - 4392

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS06
Signal Word : Danger
UN#: 2926
Class : 4.1 (6.1)
Packing Group : Ⅱ
Hazard Statements : H228-H303-H311-H315-H319
Precautionary Statements : P210-P240-P241-P264-P280-P302+P352-P361+P364-P362+P364-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   24.06
  • LogP   -0.0422
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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