4-Amino-3-hydroxybenzoic acid

Name: 4-Amino-3-hydroxybenzoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 2374-03-0
Cat. No. CS-W002114
Purity≥95%
MDL No.MFCD00017094

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Amino-3-hydroxybenzoic acid|CS-W002114

Structure of 2374-03-0

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General Information

CAS No. 2374-03-0
Cat. No. CS-W002114
Purity ≥95%
MDL No. MFCD00017094
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇NO₃
Molecular Weight 153.14
Synonym(s) None
SMILES NC1=CC=C(C(O)=O)C=C1O

Description

4-Amino-3-hydroxybenzoic acid features a strategically positioned amino group flanked by a hydroxyl and carboxylic acid functionality, enabling versatile conjugation in bioactive molecule design. This tri-functional scaffold supports hydrogen bonding and metal coordination, enhancing solubility and binding affinity in pharmaceutical intermediates and ligand development.

Application

4-Amino-3-hydroxybenzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-dihydroxy-amino substitution pattern enables robust coupling reactions, facilitates metal-catalyzed cross-couplings, and supports efficient derivatization under standard conditions. The compound exhibits good bench stability and is readily purified via recrystallization, making it well-suited for scalable medicinal chemistry campaigns.

Synthesis

Route1
- In-stock
  
  619-14-7
- ~%
- In-stock
  
  2374-03-0
References
- Justus Liebigs Annalen der Chemie, , vol. 311, p. 55 DE97335 ;
Route2
- 150-13-0
- ~%
- In-stock
  
  2374-03-0
References
- Journal of the Chemical Society, , p. 980,984

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-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 83.55
LogP 0.6726
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 1

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Amine

Building Blocks Functional Group Phenol

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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4-Amino-3-hydroxybenzoic acid

CAS No. 2374-03-0

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