6-Aminonicotinic acid - ≥98% , CAS No.3167-49-5

CAS: 3167-49-5 Cat. No.: A113866 Molecular Weight: 138.12 Beilstein Registry Number: 115992 EC Number: 221-630-4

GRADE & PURITY ≥98%

Synonyms

STK500454 | 2-aminopyridine-5-carboxylic acid | 6-AMINONICOTINIC ACID [MI] | 6-Aminopyridine 3-carboxylic acid | CL1029 | CHEBI:68583 | 6-Aminopyridine-3-carboxylic acid, 97% | 6-amino pyridine 3-carboxylic acid | NSC229361 | NSC-229361 | AKOS000118863 |

Storage

Room temperature

Shipped In

Normal

Overview

Product Introduction

Electrosynthesis of 6-aminopyridine-3-carboxylic acid (6-aminonicotinic acid) by electrochemical reduction of 2-amino-5-bromo and 2-amino-5-chloropyridine in the presence of CO2 at silver electrode has been reported.

Usually used in the preparation of resin-bound 2-aminoazine.

Specifications

Synonyms

STK500454 | 2-aminopyridine-5-carboxylic acid | 6-AMINONICOTINIC ACID [MI] | 6-Aminopyridine 3-carboxylic acid | CL1029 | CHEBI:68583 | 6-Aminopyridine-3-carboxylic acid, 97% | 6-amino pyridine 3-carboxylic acid | NSC229361 | NSC-229361 | AKOS000118863 |

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Action Type

AGONIST

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488182480
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488182480
• Canonical Smiles: C1=CC(=NC=C1C(=O)O)N
• IUPAC Name: 6-aminopyridine-3-carboxylic acid
• InChIKey: ZCIFWRHIEBXBOY-UHFFFAOYSA-N
• INCHI: 1S/C6H6N2O2/c7-5-2-1-4(3-8-5)6(9)10/h1-3H,(H2,7,8)(H,9,10)
• Isomeric SMILES: C1=CC(=NC=C1C(=O)O)N
• WGK Germany: 3
• Molecular Weight: 138.12
• Beilstein: 115992
• Reaxy-Rn: 115992
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=115992&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: Aminopyridines and derivatives Imidolactams Heteroaromatic compounds Amino acids Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Primary amines Organopnictogen compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyridine carboxylic acid - Aminopyridine - Imidolactam - Heteroaromatic compound - Amino acid or derivatives - Amino acid - Azacycle - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Amine - 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: aromatic amine - aminonicotinic acid - aminopyridine

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)

PGD Tchem 6-phosphogluconate dehydrogenase (58 Activities)

Discover Target: PGD

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

GABRR1 Tchem GABA receptor rho-1 subunit (233 Activities)

Discover Target: GABRR1

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

DAO Tchem D-amino-acid oxidase (802 Activities)

Discover Target: DAO

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

DDO Tchem D-aspartate oxidase (120 Activities)

Discover Target: DDO

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

Associated Targets(non-human)

Gabrp GABA-A receptor; anion channel (5731 Activities)

Discover Target: Gabrp

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 water (1 g/l) at 20 °C.
• Melt Point(°C): 300°C
• Molecular Weight: 138.120 g/mol
• XLogP3: 1.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 138.043 Da
• Monoisotopic Mass: 138.043 Da
• Topological Polar Surface Area: 76.200 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 138.000
• 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. Shuming Chen, Jintao Wang, Chao Yu, Ning Jiang, Zhenyu Wang, Yibin Zhou, Chenyang He, Kai Fang, Bin Liu, Jian Zhang, Ye Li, Chuannan Li, Ping Chen, Yu Duan.  (2022)  Improving the Performance of Organic Perovskite Solar Cells by Additive Engineering with 6-Aminonicotinic Acid.  Solar RRL,  6  (9): (2200405).  [PMID:] [10.1002/solr.202200405]