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CS-W001157 4
Total: USD 88.00

1-[(4-Nitrophenyl)methyl]piperazine

  • CAS No. 58198-49-5

  • Cat. No. CS-0124240
  • Purity≥98%
  • MDL No.MFCD02223757

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

1-[(4-Nitrophenyl)methyl]piperazine|CS-0124240

Structure of 58198-49-5

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General Information

  • CAS No. 58198-49-5
  • Cat. No. CS-0124240
  • Purity ≥98%
  • MDL No. MFCD02223757
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅N₃O₂
  • Molecular Weight 221.26
  • Synonym(s) 1-(4-Nitrobenzyl)piperazine
  • SMILES O=[N+](C1=CC=C(CN2CCNCC2)C=C1)[O-]

Description

1-[(4-Nitrophenyl)methyl]piperazine features a piperazine core functionalized with a para-nitrobenzyl group, delivering a highly electron-deficient aryl handle. This combination enables efficient coupling in bioconjugation and synthetic chemistry workflows. The molecule exhibits enhanced solubility in polar solvents and stability under standard bench conditions.

Application

1-[(4-Nitrophenyl)methyl]piperazine serves as a versatile building block in medicinal chemistry, enabling efficient construction of biologically active scaffolds. Its piperazine core provides enhanced solubility and metabolic stability, while the 4-nitrobenzyl group offers a readily convertible handle for subsequent functionalization via reduction or nucleophilic substitution. The compound exhibits good bench stability and is compatible with standard purification techniques, facilitating its use in multi-step syntheses and library generation.

Synthesis

  • Route1
    • null|null
      110-85-0
    • null|null
      100-11-8
    • ~89%
    • In-stock
      1-[(4-Nitrophenyl)methyl]piperazine|CS-0124240
      58198-49-5

    References

    • Zhao, Yan-Fang; Liu, Zi-Jian; Zhai, Xin; Ge, Dan-Dan; Huang, Qiang; Gong, Ping Chinese Chemical Letters, 2013 , vol. 24, # 5 p. 386 - 388
  • Route2
    • null|null
      110-85-0
    • In-stock
      4-Nitrobenzaldehyde|CS-W007577
      555-16-8
    • ~31%
    • In-stock
      1-[(4-Nitrophenyl)methyl]piperazine|CS-0124240
      58198-49-5

    References

    • Delarue; Girault; Maes; Debreu-Fontaine; Labaeid; Grellier; Sergheraert Journal of Medicinal Chemistry, 2001 , vol. 44, # 17 p. 2827 - 2833
  • Route3
    • null|null
      110-85-0
    • null|null
      100-14-1
    • ~61%
    • In-stock
      1-[(4-Nitrophenyl)methyl]piperazine|CS-0124240
      58198-49-5

    References

    • Capuano, Ben; Crosby, Ian T.; Lloyd, Edward J.; Taylor, David A. Australian Journal of Chemistry, 2002 , vol. 55, # 9 p. 565 - 576

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   58.41
  • LogP   1
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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