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CS-W001157 4
Total: USD 88.00

1-(phenylsulphonyl)piperazine

  • CAS No. 14172-55-5

  • Cat. No. CS-W000283
  • Purity≥98%
  • MDL No.MFCD02182804

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

1-(phenylsulphonyl)piperazine|CS-W000283

Structure of 14172-55-5

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General Information

  • CAS No. 14172-55-5
  • Cat. No. CS-W000283
  • Purity ≥98%
  • MDL No. MFCD02182804
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄N₂O₂S
  • Molecular Weight 226.30
  • Synonym(s) 1-(Phenylsulfonyl)piperazine
  • SMILES O=S(=O)(N1CCNCC1)c1ccccc1

Description

1-(Phenylsulphonyl)piperazine features a rigid, electron-deficient phenylsulphonyl group linked to a versatile piperazine scaffold. This combination imparts enhanced solubility and metabolic stability, enabling efficient integration into bioactive molecules. The moiety serves as a key pharmacophore in medicinal chemistry, particularly for modulating target affinity and improving pharmacokinetic profiles in drug discovery campaigns.

Application

1-(Phenylsulphonyl)piperazine serves as a versatile building block in medicinal chemistry, enabling the construction of sulfonamide-containing heterocycles through standard functional group manipulations. Its phenylsulphonyl moiety imparts good bench stability and facilitates downstream transformations such as nucleophilic substitution or cross-coupling reactions. The piperazine scaffold provides multiple points for derivatization, supporting diverse molecular architectures in API development.

Synthesis

  • Route1
    • null|null
      110-85-0
    • null|null
      98-09-9
    • ~99%
    • In-stock
      1-(phenylsulphonyl)piperazine|CS-W000283
      14172-55-5

    References

    • Henderson, Brandon J.; Carper, Daniel J.; Gonzalez-Cestari, Tatiana F.; Yi, Bitna; Mahasenan, Kiran; Pavlovicz, Ryan E.; Dalefield, Martin L.; Coleman, Robert S.; Li, Chenglong; McKay, Dennis B. Journal of Medicinal Chemistry, 2011 , vol. 54, # 24 p. 8681 - 8692
  • Route2
    • 1-(4-Chlorobenzenesulfonyl)piperazine|CS-0307678
      16017-53-1
    • ~77%
    • In-stock
      1-(phenylsulphonyl)piperazine|CS-W000283
      14172-55-5

    References

    • Noonan, Gary M.; Hayter, Barry R.; Campbell, Andrew D.; Gorman, Timothy W.; Partridge, Benjamin E.; Lamont, Gill M. Tetrahedron Letters, 2013 , vol. 54, # 34 p. 4518 - 4521
  • Route3
    • null|null
      488716-03-6
    • ~61%
    • In-stock
      1-(phenylsulphonyl)piperazine|CS-W000283
      14172-55-5

    References

    • Naito, Hiroyuki; Hata, Takeshi; Urabe, Hirokazu Organic Letters, 2010 , vol. 12, # 6 p. 1228 - 1230

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   49.41
  • LogP   0.2805
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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