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CS-W001157 4
Total: USD 88.00

N-(4-Nitrobenzoyl)glycine

  • CAS No. 2645-07-0

  • Cat. No. CS-0073015
  • Molecule weightNone
  • Purity≥98%
  • MDL No.MFCD00007349

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

N-(4-Nitrobenzoyl)glycine|CS-0073015

Structure of 2645-07-0

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General Information

  • CAS No. 2645-07-0
  • Cat. No. CS-0073015
  • Purity ≥98%
  • MDL No. MFCD00007349
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₅
  • Molecular Weight None
  • Synonym(s) 4-Nitrohippuric Acid
  • SMILES [O-][N+](C1=CC=C(C(NCC(O)=O)=O)C=C1)=O

Description

N-(4-Nitrobenzoyl)glycine integrates a para-nitro aromatic group with a glycine scaffold, delivering a moisture-tolerant, bench-stable building block for conjugation chemistry. This electron-deficient acyl moiety facilitates efficient amide bond formation under standard conditions, enabling direct incorporation into bioconjugates and peptidomimetics.

Application

N-(4-Nitrobenzoyl)glycine serves as a versatile building block for synthesizing bioactive heterocycles and peptide conjugates. Its ortho-activated aryl ester functionality enables efficient coupling reactions, while the carboxylic acid and amide groups offer orthogonal handles for further derivatization. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
    • Ethyl (4-nitrobenzoyl)glycinate|CS-0314569
      7512-77-8
    • ~64%
    • In-stock
      N-(4-Nitrobenzoyl)glycine|CS-0073015
      2645-07-0

    References

    • F2G LTD Patent: WO2008/62182 A1, 2008 ; Location in patent: Page/Page column 153 ;
  • Route2
    • N-(2-hydroxyethyl)-4-nitrobenzamide|CS-0331437
      6640-65-9
    • ~83%
    • In-stock
      N-(4-Nitrobenzoyl)glycine|CS-0073015
      2645-07-0

    References

    • Barati, Behjat; Moghadam, Majid; Rahmati, Abbas; Tangestaninejad, Shahram; Mirkhani, Valiollah; Mohammadpoor-Baltork, Iraj Synlett, 2013 , vol. 24, # 1 p. 90 - 96
  • Route3
    • null|null
      122-04-3
    • Glycine, 99%|CS-1269057
      56-40-6
    • ~86%
    • In-stock
      N-(4-Nitrobenzoyl)glycine|CS-0073015
      2645-07-0

    References

    • Jursic; Neumann Synthetic Communications, 2001 , vol. 31, # 4 p. 555 - 564

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H317-H319
Precautionary Statements : P261-P264-P272-P280-P302+P352-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   109.54
  • LogP   0.4092
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   4

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