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3-Amino-5-hydroxybenzoic acid

  • CAS No. 76045-71-1

  • Cat. No. CS-0113071
  • Purity≥97%
  • MDL No.MFCD06797571

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

3-Amino-5-hydroxybenzoic acid|CS-0113071

Structure of 76045-71-1

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General Information

  • CAS No. 76045-71-1
  • Cat. No. CS-0113071
  • Purity ≥97%
  • MDL No. MFCD06797571
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₃
  • Molecular Weight 153.14
  • Synonym(s) AHBA
  • SMILES O=C(C1=CC(N)=CC(O)=C1)O

Description

3-Amino-5-hydroxybenzoic acid features a unique combination of electron-donating amino and hydroxyl groups flanking a carboxylic acid moiety, enabling versatile conjugation in bioactive molecule synthesis. This polar scaffold enhances solubility and facilitates hydrogen bonding in medicinal chemistry applications.

Application

3-Amino-5-hydroxybenzoic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles and peptide-coupled scaffolds. Its ortho-dihydroxy-amino substitution pattern provides multiple handles for derivatization, including amide coupling, electrophilic substitution, and metal-catalyzed cross-coupling. The compound exhibits good bench stability and facilitates purification via standard recrystallization or chromatography, making it well-suited for iterative synthesis campaigns in API development.

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   83.55
  • LogP   0.6726
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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