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CS-W001157 4
Total: USD 88.00

6-Aminobenzo[d][1,3]dioxole-5-carboxylic acid

  • CAS No. 20332-16-5

  • Cat. No. CS-0043027
  • Molecule weight181.15
  • Purity≥95%
  • MDL No.MFCD00016650

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

6-Aminobenzo[d][1,3]dioxole-5-carboxylic acid|CS-0043027

Structure of 20332-16-5

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General Information

  • CAS No. 20332-16-5
  • Cat. No. CS-0043027
  • Purity ≥95%
  • MDL No. MFCD00016650
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₄
  • Molecular Weight 181.15
  • Synonym(s) 6-AMINO-1,3-BENZODIOXOLE-5-CARBOXYLIC ACID
  • SMILES O=C(C1=C(N)C=C(OCO2)C2=C1)O

Description

6-Aminobenzo[d][1,3]dioxole-5-carboxylic acid features a fused benzodioxole core with strategically positioned amino and carboxylic acid groups, enabling direct integration into bioactive scaffolds. The electron-donating amine enhances π-conjugation, while the carboxylic acid facilitates derivatization and solubility modulation in medicinal chemistry applications.

Application

6-Aminobenzo[d][1,3]dioxole-5-carboxylic acid serves as a versatile building block for medicinal chemistry and heterocyclic synthesis. Its ortho-dioxybenzene scaffold provides enhanced stability and solubility, while the amino and carboxylic acid functionalities enable diverse conjugation strategies. The compound facilitates efficient amide coupling, electrophilic substitution, and metal-catalyzed transformations, supporting streamlined access to complex scaffolds in API development.

Synthesis

  • Route1

    References

    • Leysen; Haemers; Bollaert; Dommisse; Esmans Journal of Heterocyclic Chemistry, 1987 , vol. 24, # 6 p. 1611 - 1616
  • Route2

    References

    • Nacci; Garofalo; Anzini Farmaco, 1989 , vol. 44, # 4 p. 423 - 433
  • Route3

    References

    • Mahindroo, Neeraj; Ahmed, Zabeer; Bhagat, Asha; Bedi, Kasturi Lal; Khajuria, Ravi Kant; Kapoor, Vijay Kumar; Dhar, Kanaya Lal Medicinal Chemistry Research, 2005 , vol. 14, # 6 p. 347 - 368

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   81.78
  • LogP   0.6957
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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