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CS-W001157 4
Total: USD 88.00

2-Amino-4-nitrobenzoic acid

  • CAS No. 619-17-0

  • Cat. No. CS-W002027
  • Purity≥98%
  • MDL No.MFCD00007262

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

2-Amino-4-nitrobenzoic acid|CS-W002027

Structure of 619-17-0

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General Information

  • CAS No. 619-17-0
  • Cat. No. CS-W002027
  • Purity ≥98%
  • MDL No. MFCD00007262
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂O₄
  • Molecular Weight 182.13
  • Synonym(s) 4-Nitroanthranilic Acid
  • SMILES O=C(O)C1=CC=C([N+]([O-])=O)C=C1N

Description

2-Amino-4-nitrobenzoic acid features a strategically positioned amino group and electron-deficient nitro moiety on a benzoic acid scaffold, enabling direct incorporation into conjugated systems. This dual-functional architecture supports efficient coupling reactions under standard conditions, delivering stable intermediates for pharmaceutical and materials applications.

Application

2-Amino-4-nitrobenzoic acid serves as a versatile building block in synthetic organic chemistry, enabling access to substituted benzimidazoles, quinoline derivatives, and other heterocyclic scaffolds through well-established coupling and cyclization protocols. Its complementary functional groups—amine and nitro—support sequential transformations with high chemoselectivity, while the carboxylic acid facilitates derivatization or salt formation for improved handling and purification. The compound exhibits good bench stability and is readily employed in medicinal chemistry campaigns targeting kinase inhibitors and antimicrobial agents.

Synthesis

  • Route1

    References

    • Seko, Shinzo; Miyake, Kunihito; Kavvamura, Norio Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 11 p. 1437 - 1444
  • Route2
    • null|null
      610-30-0
    • ~64%
    • In-stock
      2-Amino-4-nitrobenzoic acid|CS-W002027
      619-17-0

    References

    • Plater, M. John; Vassiliev, Ken Journal of Chemical Research, 2011 , vol. 35, # 3 p. 129 - 132
  • 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

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Computational Chemistry Data

  • TPSA   106.46
  • LogP   0.8752
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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