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CS-W001157 4
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Methyl 2-Amino-3-nitrobenzoate

  • CAS No. 57113-91-4

  • Cat. No. CS-0007684
  • Purity≥98%
  • MDL No.MFCD02093531

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

Methyl 2-Amino-3-nitrobenzoate|CS-0007684

Structure of 57113-91-4

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General Information

  • CAS No. 57113-91-4
  • Cat. No. CS-0007684
  • Purity ≥98%
  • MDL No. MFCD02093531
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O₄
  • Molecular Weight 196.16
  • Synonym(s) Methyl 3-Nitroanthranilate
  • SMILES O=C(OC)C1=CC=CC([N+]([O-])=O)=C1N

Description

Methyl 2-Amino-3-nitrobenzoate features a strategically positioned nitro group and amino functionality on a benzene ring, enabling its use in the synthesis of bioactive heterocycles. The electron-deficient aromatic core facilitates electrophilic substitution, while the methyl ester offers a handle for further derivatization. This compound serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors and antimicrobial agents.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      2-Amino-3-nitrobenzoic acid|CS-W008611
      606-18-8
    • ~67%
    • In-stock
      Methyl 2-Amino-3-nitrobenzoate|CS-0007684
      57113-91-4

    References

    • NIPPON CHEMIPHAR CO., LTD. Patent: EP1452528 A1, 2004 ; Location in patent: Page 21-22 ;
  • Route2
    • In-stock
      2-Amino-3-nitrobenzoic acid|CS-W008611
      606-18-8
    • null|null
      77-78-1
    • ~82%
    • In-stock
      Methyl 2-Amino-3-nitrobenzoate|CS-0007684
      57113-91-4

    References

    • GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; ENGELS, Michael; GERMANN, Tieno; DE VRY, Jean; JOSTOCK, Ruth; HEES, Sabine Patent: WO2010/142402 A1, 2010 ; Location in patent: Page/Page column 109-110 ;
  • Route3
    • Methyl 2-acetamido-3-nitrobenzoate|CS-0316810
      95067-27-9
    • ~78%
    • In-stock
      Methyl 2-Amino-3-nitrobenzoate|CS-0007684
      57113-91-4

    References

    • Safonov, Igor G.; Heerding, Dirk A.; Keenan, Richard M.; Price, Alan T.; Erickson-Miller, Connie L.; Hopson, Christopher B.; Levin, Jenna L.; Lord, Kenneth A.; Tapley, Peter M. Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 5 p. 1212 - 1216

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   95.46
  • LogP   0.9636
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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