Citrazinic acid - ≥97% , CAS No.99-11-6

CAS: 99-11-6 Cat. No.: C109722 Molecular Weight: 155.11 Beilstein Registry Number: 383736 EC Number: 202-731-2

GRADE & PURITY ≥97%

Synonyms

BS-3855 | 4-Pyridinecarboxylic acid, 2,6-dihydroxy- | AKOS000114790 | CHEBI:184700 | CITRAZINIC ACID | 2,6-Dihydroxy-4-carboxypyridine | 4-Pyridinecarboxylic acid,6-dihydroxy- | 2,6-Dihydroxypyridine-4-carboxylic acid, 97% | 4-Pyridinecarboxylic acid, 1,2

Storage

Room temperature

Shipped In

Normal

Overview

Application

2,6-Dihydroxypyridine-4-carboxylic acid (citrazinic acid) was used to prepare 2,6-dibromo-4-(hexoxymethyl)pyridine. It was also used to synthesize the derivatives of oxazinones and pyrimidinones.

Specifications

Synonyms

BS-3855 | 4-Pyridinecarboxylic acid, 2, 6-dihydroxy- | AKOS000114790 | CHEBI:184700 | CITRAZINIC ACID | 2, 6-Dihydroxy-4-carboxypyridine | 4-Pyridinecarboxylic acid, 6-dihydroxy- | 2, 6-Dihydroxypyridine-4-carboxylic acid, 97% | 4-Pyridinecarboxylic acid, 1, 2

Specifications & Purity

≥97%

Storage

Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488180425
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180425
• Canonical Smiles: C1=C(C=C(NC1=O)O)C(=O)O
• IUPAC Name: 2-hydroxy-6-oxo-1H-pyridine-4-carboxylic acid
• InChIKey: CSGQJHQYWJLPKY-UHFFFAOYSA-N
• INCHI: 1S/C6H5NO4/c8-4-1-3(6(10)11)2-5(9)7-4/h1-2H,(H,10,11)(H2,7,8,9)
• Isomeric SMILES: C1=C(C=C(NC1=O)O)C(=O)O
• WGK Germany: 1
• RTECS: NS1400000
• Molecular Weight: 155.11
• Beilstein: 383736
• Reaxy-Rn: 389794
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=389794&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Pyridinecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Pyridinecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyridinecarboxylic acids
• Alternative Parents: Dihydropyridinecarboxylic acids and derivatives Pyridinones Hydroxypyridines Heteroaromatic compounds Lactams Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Dihydropyridinecarboxylic acid derivative - Pyridine carboxylic acid - Dihydropyridine - Pyridinone - Hydroxypyridine - Hydropyridine - Heteroaromatic compound - Lactam - Azacycle - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Carboxylic acid - Hydrocarbon derivative - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyridinecarboxylic acids. These are compounds containing a pyridine ring bearing a carboxylic acid group.
• 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(non-human)

Mycobacterium tuberculosis (203094 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water.
• Melt Point(°C): 300°C
• Molecular Weight: 155.110 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 155.022 Da
• Monoisotopic Mass: 155.022 Da
• Topological Polar Surface Area: 86.600 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 276.000
• 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. Hai-Bo Wu, Xian-Tai Zhou, Xiao-Wu Zhou, Yan-Xiong Fang.  (2023)  Ring-Opening Polymerization of ϵ-Caprolactone by Benzoic Acid in the Presence of Benzyl Alcohol as Initiator.  ChemistrySelect,  8  (34): (e202301948).  [PMID:] [10.1002/slct.202301948]