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CS-W001157 4
Total: USD 88.00

4-Nitrothalidomide

  • CAS No. 19171-18-7

  • Cat. No. CS-M1140
  • Purity≥97%
  • MDL No.MFCD01748356

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

4-Nitrothalidomide|CS-M1140

Structure of 19171-18-7

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General Information

  • CAS No. 19171-18-7
  • Cat. No. CS-M1140
  • Purity ≥97%
  • MDL No. MFCD01748356
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₉N₃O₆
  • Molecular Weight 303.23
  • Synonym(s) None
  • SMILES O=C1N(C(CC2)C(NC2=O)=O)C(C3=C1C=CC=C3[N+]([O-])=O)=O

Description

4-Nitrothalidomide features a para-nitro substituent on the phthalimide ring, enhancing electron-withdrawal and modulating reactivity in targeted synthetic transformations. This derivative offers improved stability and solubility compared to parent thalidomide, facilitating its use in medicinal chemistry workflows requiring controlled electrophilic character.

Application

4-Nitrothalidomide serves as a key synthetic intermediate in the exploration of immunomodulatory and anti-angiogenic agents. Its nitro group enables directed functionalization and reduction to access diverse analogs for structure-activity relationship studies. The molecule exhibits bench stability, facilitates straightforward purification, and functions effectively in standard coupling and transformation workflows relevant to medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Muller, George W.; Chen, Roger; Huang, Shaei-Yun; Corral, Laura G.; Wong, Lu Min; Patterson, Rebecca T.; Chen, Yuxi; Kaplan, Gilla; Stirling, David I. Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 11 p. 1625 - 1630
  • Route2

    References

    • Muller, George W.; Chen, Roger; Huang, Shaei-Yun; Corral, Laura G.; Wong, Lu Min; Patterson, Rebecca T.; Chen, Yuxi; Kaplan, Gilla; Stirling, David I. Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 11 p. 1625 - 1630
  • Route3

    References

    • Muller, George W.; Chen, Roger; Huang, Shaei-Yun; Corral, Laura G.; Wong, Lu Min; Patterson, Rebecca T.; Chen, Yuxi; Kaplan, Gilla; Stirling, David I. Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 11 p. 1625 - 1630

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   129.37
  • LogP   -0.8122
  • H_Acceptors   8
  • H_Donors   1
  • Rotatable_Bonds   2

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