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CS-W001157 4
Total: USD 88.00

2-Amino-4-nitrobenzamide

  • CAS No. 31930-18-4

  • Cat. No. CS-W018858
  • Purity≥97%
  • MDL No.MFCD07368613

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

2-Amino-4-nitrobenzamide|CS-W018858

Structure of 31930-18-4

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General Information

  • CAS No. 31930-18-4
  • Cat. No. CS-W018858
  • Purity ≥97%
  • MDL No. MFCD07368613
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇N₃O₃
  • Molecular Weight 181.15
  • Synonym(s) Benzamide,2-amino-4-nitro
  • SMILES NC(C1=CC=C([N+]([O-])=O)C=C1N)=O

Description

2-Amino-4-nitrobenzamide features a strategically positioned amino group and nitro substituent on the benzamide scaffold, enabling selective conjugation in synthetic peptide analogs. This electron-deficient aromatic core facilitates efficient coupling reactions under mild conditions, while the amide functionality enhances solubility and metabolic stability in bioconjugation workflows.

Application

2-Amino-4-nitrobenzamide serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to substituted quinazolines and other nitrogen-containing scaffolds. Its dual functionality—amine and nitro groups—facilitates sequential transformations, including selective reduction, coupling reactions, and cyclization protocols. The compound exhibits good bench stability and is amenable to standard purification methods, making it well-suited for iterative synthetic workflows in API development and process chemistry.

Synthesis

  • Route1

    References

    • Plemper, Richard K.; Doyle, Joshua; Sun, Aiming; Prussia, Andrew; Cheng, Li-Ting; Rota, Paul A.; Liotta, Dennis C.; Snyder, James P.; Compans, Richard W. Antimicrobial Agents and Chemotherapy, 2005 , vol. 49, # 9 p. 3755 - 3761
  • Route2
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    • In-stock
      2-Amino-4-nitrobenzamide|CS-W018858
      31930-18-4

    References

    • Rampa, Angela; Bisi, Alessandra; Belluti, Federica; Gobbi, Silvia; Valenti, Piero; Andrisano, Vincenza; Cavrini, Vanni; Cavalli, Andrea; Recanatini, Maurizio Bioorganic and Medicinal Chemistry, 2000 , vol. 8, # 3 p. 497 - 506
  • Route3

    References

    • Zhao, Haibo; Fu, Hua; Qiao, Renzhong Journal of Organic Chemistry, 2010 , vol. 75, # 10 p. 3311 - 3316

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

Quality Control

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Computational Chemistry Data

  • TPSA   112.25
  • LogP   0.2759
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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