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CS-W001157 4
Total: USD 88.00

trans-2,5-Dimethylpiperazine

  • CAS No. 2815-34-1

  • Cat. No. CS-B1271
  • Purity≥96%
  • MDL No.MFCD00070516

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

trans-2,5-Dimethylpiperazine|CS-B1271

Structure of 2815-34-1

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General Information

  • CAS No. 2815-34-1
  • Cat. No. CS-B1271
  • Purity ≥96%
  • MDL No. MFCD00070516
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₄N₂
  • Molecular Weight 114.19
  • Synonym(s) rel-(2R,5S)-2,5-Dimethylpiperazine; (2R,5S)-2,5-Dimethylpiperazine; NSC 3708; meso-2,5-Dimethylpiperazine; 2,5-Dimethylpiperazine (trans)
  • SMILES C[C@@H]1NC[C@@H](C)NC1

Description

trans-2,5-Dimethylpiperazine is a bench-stable, sterically hindered piperazine derivative featuring two methyl groups at the 2 and 5 positions in a trans configuration. This structural arrangement enhances its solubility in organic media while maintaining strong nitrogen basicity, enabling efficient coupling in amine-functionalization reactions. The molecule integrates readily into complex scaffolds during medicinal chemistry optimization.

Application

trans-2,5-Dimethylpiperazine serves as a versatile nitrogen-containing heterocycle in medicinal chemistry, offering enhanced metabolic stability and defined stereochemistry. Its rigid trans configuration facilitates predictable conformational behavior in ligand design, while the tertiary amine centers enable salt formation and hydrogen bonding interactions. The molecule exhibits good bench stability, moderate basicity, and compatibility with standard coupling and functionalization protocols, making it a reliable scaffold for building complex molecular architectures in API development.

Synthesis

  • Route1
    • 2-((2-Hydroxypropyl)amino)propan-1-ol|CS-0934014
      115893-42-0
    • 2,2'-Azanediylbis(propan-1-ol)|CS-0336324
      2294-46-4
    • null|null
      110-97-4
    • ~0%
    • (2S,6S)-2,6-Dimethylpiperazine|CS-0099931
      402832-69-3
    • cis-2,6-Dimethylpiperazine|CS-W013630
      21655-48-1
    • In-stock
      trans-2,5-Dimethylpiperazine|CS-B1271
      2815-34-1
    • (2S,5S)-2,5-Dimethylpiperazine|CS-0183106
      59573-44-3

    References

    • Bayer Aktiengesellschaft Patent: US6365741 B2, 2002 ; Location in patent: Example 2 ;
  • Route2

    References

    • Dow Chem.Co. Patent: US2810722 , 1955 ;
  • Route3
    • 2,5-Dimethylpyrazine Glipizide  Impurity|CS-0229015
      123-32-0
    • ~%
    • In-stock
      trans-2,5-Dimethylpiperazine|CS-B1271
      2815-34-1

    References

    • Kipping; Pope Journal of the Chemical Society, 1926 , p. 1077 Full Text Show Details Stoehr Journal fuer Praktische Chemie (Leipzig), 1893 , vol. <2> 47, p. 494,506, 508 Journal fuer Praktische Chemie (Leipzig), 1897 , vol. 55, p. 51

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-H311
Precautionary Statements : P210-P240-P241-P280-P302+P352-P361-P363-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   24.06
  • LogP   -0.0438
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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