2374-03-0 | 4-Amino-3-hydroxybenzoic acid

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$8.00	$5.00
5g	98%	in stock	$10.00	$7.00
25g	98%	in stock	$35.00	$24.00
100g	98%	in stock	$115.00	$80.00

Description

• Catalog Number: AB44820
• Chemical Name: 4-Amino-3-hydroxybenzoic acid
• CAS Number: 2374-03-0
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.1354
• MDL Number: MFCD00017094
• SMILES: OC(=O)c1ccc(c(c1)O)N
• NSC Number: 407243

Computed Properties

• Complexity: 160
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 3
• Rotatable Bond Count: 1
• XLogP3: 0.8

Upstream Synthesis Route

4-Amino-3-Hydroxybenzoic Acid, also known as anthranilic acid, is a versatile compound widely used in chemical synthesis. One key application of 4-Amino-3-Hydroxybenzoic Acid is its role as a precursor in the synthesis of various pharmaceuticals, dyes, and agrochemicals.In pharmaceutical synthesis, 4-Amino-3-Hydroxybenzoic Acid serves as a building block for the production of important drugs such as anti-inflammatories, antimalarials, and antimicrobials. Its chemical structure allows for modification through different functional group additions, enabling the creation of diverse pharmacologically active compounds.Additionally, 4-Amino-3-Hydroxybenzoic Acid is utilized in the preparation of dyes and pigments. Its ability to undergo various chemical reactions, including diazotization and coupling reactions, makes it a valuable component in the production of azo dyes and complex colorants used in the textile and food industries.Furthermore, in agrochemical synthesis, 4-Amino-3-Hydroxybenzoic Acid plays a crucial role in developing pesticides and herbicides. By incorporating this compound into the molecular structure of agrichemicals, it enhances their efficacy and selectivity, contributing to improved crop protection and agricultural productivity.

Literature

• Redox potentials, laccase oxidation, and antilarval activities of substituted phenols.

  Bioorganic & medicinal chemistry 20120301

• A copper-containing oxidase catalyzes C-nitrosation in nitrosobenzamide biosynthesis.

  Nature chemical biology 20100901

• Gene cloning and characterization of a deaminase from the 4-amino-3-hydroxybenzoate-assimilating Bordetella sp. strain 10d.

  FEMS microbiology letters 20090901

• 3D-QSAR and molecular docking studies of benzaldehyde thiosemicarbazone, benzaldehyde, benzoic acid, and their derivatives as phenoloxidase inhibitors.

  Bioorganic & medicinal chemistry 20070301

• Metabolism of 4-amino-3-hydroxybenzoic acid by Bordetella sp. strain 10d: A different modified meta-cleavage pathway for 2-aminophenols.

  Bioscience, biotechnology, and biochemistry 20061101

• Interaction of mushroom tyrosinase with aromatic amines, o-diamines and o-aminophenols.

  Biochimica et biophysica acta 20040804

• A novel coupled enzyme assay reveals an enzyme responsible for the deamination of a chemically unstable intermediate in the metabolic pathway of 4-amino-3-hydroxybenzoic acid in Bordetella sp. strain 10d.

  European journal of biochemistry 20040801

• Cloning of a gene encoding 4-amino-3-hydroxybenzoate 2,3-dioxygenase from Bordetella sp. 10d.

  Biochemical and biophysical research communications 20040206

• A novel meta-cleavage dioxygenase that cleaves a carboxyl-group-substituted 2-aminophenol. Purification and characterization of 4-amino-3-hydroxybenzoate 2,3-dioxygenase from Bordetella sp. strain 10d.

  European journal of biochemistry 20021201