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CS-W001157 4
Total: USD 88.00

4-Amino-3-(methoxycarbonyl)benzoic acid

  • CAS No. 41684-07-5

  • Cat. No. CS-0042860
  • Purity≥95%
  • MDL No.None

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

4-Amino-3-(methoxycarbonyl)benzoic acid|CS-0042860

Structure of 41684-07-5

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General Information

  • CAS No. 41684-07-5
  • Cat. No. CS-0042860
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO₄
  • Molecular Weight 195.17
  • Synonym(s) OTAVA-BB 1298721
  • SMILES O=C(O)C1=CC=C(N)C(C(OC)=O)=C1

Description

4-Amino-3-(methoxycarbonyl)benzoic acid features a strategically positioned amino group and ester-functionalized carboxylic acid, enabling direct incorporation into peptide conjugates or heterocyclic scaffolds. The electron-donating amine enhances reactivity in coupling reactions, while the methoxycarbonyl moiety provides a tunable handle for subsequent hydrolysis or derivatization under standard conditions.

Application

4-Amino-3-(methoxycarbonyl)benzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and peptide conjugates. Its dual functionality—amine and ester-carboxylic acid—supports sequential derivatization, including amidation, cyclization, and metal-catalyzed coupling reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in API development.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      2,4-Dioxo-2,4-dihydro-1H-benzo[d][1,3]oxazine-6-carboxylic acid|CS-0149779
      77423-13-3
    • ~85%
    • In-stock
      4-Amino-3-(methoxycarbonyl)benzoic acid|CS-0042860
      41684-07-5

    References

    • Badorc, Alain; Bono, Francoise; Bordes, Marie-Francoise; Guillo, Nathalie; Herbert, Jean-Marc Patent: US2005/203126 A1, 2005 ; Location in patent: Page/Page column 13 ; US 20050203126 A1
  • Route2

    References

    • Allen, John; Brasseur, Denis M.; De Bruin, Beatrice; Denoux, Mireille; Perard, Serge; Philippe, Nicolas; Roy, Sebastien N. Journal of Labelled Compounds and Radiopharmaceuticals, 2007 , vol. 50, # 5-6 p. 342 - 346
  • Route3
    • 3-(Methoxycarbonyl)-4-nitrobenzoic acid|CS-0205480
      64152-09-6
    • ~%
    • In-stock
      4-Amino-3-(methoxycarbonyl)benzoic acid|CS-0042860
      41684-07-5

    References

    • Axer Monatshefte fuer Chemie, 1920 , vol. 41, p. 155 Full Text Show Details Wegscheider Monatshefte fuer Chemie, 1916 , vol. 37, p. 227

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   89.62
  • LogP   0.7536
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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