4-Amino-3-hydroxybenzoic acid - ≥98% , CAS No.2374-03-0

CAS: 2374-03-0 Cat. No.: A109730 Molecular Weight: 153.14 Beilstein Registry Number: 509859 EC Number: 629-073-2

GRADE & PURITY ≥98%

Synonyms

3-Hydroxy-PABA | 4-Amino-3-hydroxy benzoic acid | AM20060231 | SCHEMBL180385 | 4A3 | A816876 | EN300-42793 | benzoic acid, 4-amino-3-hydroxy- | STR04495 | 4-Amino-3-hydroxybenzoicAcid | Oxybuprocaine Hydrochloride Imp. C (EP); Oxybuprocaine Imp. C (EP); 4

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

4-Amino-3-hydroxybenzoic acid is used in the preparation of various pharmaceutical compounds such as sphingosine kinase inhibitors.

Specifications

Synonyms

3-Hydroxy-PABA | 4-Amino-3-hydroxy benzoic acid | AM20060231 | SCHEMBL180385 | 4A3 | A816876 | EN300-42793 | benzoic acid, 4-amino-3-hydroxy- | STR04495 | 4-Amino-3-hydroxybenzoicAcid | Oxybuprocaine Hydrochloride Imp. C (EP); Oxybuprocaine Imp. C (EP); 4

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488187953
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187953
• Canonical Smiles: C1=CC(=C(C=C1C(=O)O)O)N
• IUPAC Name: 4-amino-3-hydroxybenzoic acid
• InChIKey: NFPYJDZQOKCYIE-UHFFFAOYSA-N
• INCHI: 1S/C7H7NO3/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,9H,8H2,(H,10,11)
• Isomeric SMILES: C1=CC(=C(C=C1C(=O)O)O)N
• WGK Germany: 3
• Molecular Weight: 153.14
• Beilstein: 509859
• Reaxy-Rn: 509859
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=509859&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydroxybenzoic acid derivatives
• Alternative Parents: Aminobenzoic acids Benzoic acids o-Aminophenols Benzoyl derivatives Aniline and substituted anilines 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Amino acids Monocarboxylic acids and derivatives Carboxylic acids Primary amines Organopnictogen compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Aminobenzoic acid - Aminobenzoic acid or derivatives - Hydroxybenzoic acid - Benzoic acid - O-aminophenol - Aminophenol - Aniline or substituted anilines - Benzoyl - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Amino acid or derivatives - Amino acid - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Amine - Organonitrogen compound - Organooxygen compound - Primary amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. These are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ALB Tchem Serum albumin (2651 Activities)

Discover Target: ALB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

ampC Beta-lactamase AmpC (62480 Activities)

Discover Target: ampC

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in chloroform, and aqeous ethanol, water (Partly miscible)
• Sensitivity: air sensitive
• Melt Point(°C): 211-215 °C (lit.)
• Molecular Weight: 153.140 g/mol
• XLogP3: 0.800
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 153.043 Da
• Monoisotopic Mass: 153.043 Da
• Topological Polar Surface Area: 83.600 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 160.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Bo-Wen Liu, Yu-Fei Lei, Xiao-Feng Liu, Li Chen, De-Ming Guo, Yu-Zhong Wang.  (2021)  Small change, big impact: Simply tailoring the substitution position towards significant improvement of flame retardancy.  COMPOSITES PART B-ENGINEERING,      [PMID:] [10.1016/j.compositesb.2021.109109]

2. Jiali Tang, Jiling Zhao, Shixing Wang, Libo Zhang, Minghu Zhao, Zhen Huang, Yuting Hu.  (2020)  Pre-modification strategy to prepare a novel Zr-based MOF for selective adsorption of Palladium(II) from solution.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2020.127223]