Cas no 870971-19-0 (3-Amino-6-methoxy-2-pyridine carboxylicacid)

3-Amino-6-methoxy-2-pyridine carboxylic acid is a heterocyclic organic compound featuring both amino and carboxylic acid functional groups on a pyridine scaffold. Its methoxy substituent enhances solubility and influences electronic properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The compound is particularly useful in the preparation of active pharmaceutical ingredients (APIs) and ligands for metal coordination chemistry. Its structural features allow for further functionalization, enabling the development of derivatives with tailored properties. High purity and stability under standard conditions ensure reliable performance in research and industrial applications. This compound is commonly employed in medicinal chemistry for drug discovery and development.
3-Amino-6-methoxy-2-pyridine carboxylicacid structure
870971-19-0 structure
Product Name:3-Amino-6-methoxy-2-pyridine carboxylicacid
CAS No:870971-19-0
MF:C7H8N2O3
MW:168.15002155304
MDL:MFCD09264292
CID:69165
PubChem ID:579938
Update Time:2025-05-21

3-Amino-6-methoxy-2-pyridine carboxylicacid Chemical and Physical Properties

Names and Identifiers

    • 3-Amino-6-methoxypicolinic acid
    • 3-amino-6-methoxy-pyridine-2-carboxylic acid
    • 3-Amino-6-methoxypyridine-2-carboxylic acid
    • 3-Amino-6-methoxy-2-pyridine carboxylic acid
    • 3-Amino-6-methoxypyridine-2-carboxylicacid
    • 3-Amino-6-methoxy-2-pyridinecarboxylic acid (ACI)
    • 3-Amino-6-methoxypicolinicacid
    • AS-60776
    • AKOS005137937
    • SY068365
    • SCHEMBL3058519
    • CS-0145979
    • D78274
    • DTXSID10342221
    • MFCD09264292
    • AB50525
    • 870971-19-0
    • 3-Amino-6-methoxy-2-pyridinecarboxylic acid #
    • 3- Amino-6-methoxypyridine-2-carboxylic acid
    • 2-Pyridinecarboxylicacid, 3-amino-6-methoxy-
    • 3-Amino-6-methoxy-2-pyridine carboxylicacid
    • MDL: MFCD09264292
    • Inchi: 1S/C7H8N2O3/c1-12-5-3-2-4(8)6(9-5)7(10)11/h2-3H,8H2,1H3,(H,10,11)
    • InChI Key: DDAPSAVXCBGGBC-UHFFFAOYSA-N
    • SMILES: O=C(C1C(N)=CC=C(OC)N=1)O

Computed Properties

  • Exact Mass: 168.05300
  • Monoisotopic Mass: 168.053
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 174
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 4
  • XLogP3: 0.9
  • Topological Polar Surface Area: 85.4A^2

Experimental Properties

  • Density: 1.384
  • Boiling Point: 384.7°C at 760 mmHg
  • Flash Point: 214.7°C
  • Refractive Index: 1.755
  • PSA: 85.44000
  • LogP: 0.95180

3-Amino-6-methoxy-2-pyridine carboxylicacid Security Information

3-Amino-6-methoxy-2-pyridine carboxylicacid Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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3-Amino-6-methoxy-2-pyridine carboxylicacid Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Water ;  80 min, reflux; reflux → 0 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 4, 0 °C
Reference
Discovery of Agonists of Cannabinoid Receptor 1 with Restricted Central Nervous System Penetration Aimed for Treatment of Gastroesophageal Reflux Disease
Plowright, Alleyn T.; et al, Journal of Medicinal Chemistry, 2013, 56(1), 220-240

Production Method 2

Reaction Conditions
1.1 Reagents: Nitrobenzene ,  Sodium hydroxide ,  Cobalt chloride (CoCl2) ,  Water Catalysts: Selenium Solvents: Dimethyl sulfoxide ;  5 h, 90 °C; 5 min, 90 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 2.5
Reference
Selenium-catalyzed intramolecular atom- and redox-economical transformation of o-nitrotoluenes into anthranilic acids
Li, Yiming; et al, Green Chemistry, 2021, 23(8), 2986-2991

3-Amino-6-methoxy-2-pyridine carboxylicacid Raw materials

3-Amino-6-methoxy-2-pyridine carboxylicacid Preparation Products

Additional information on 3-Amino-6-methoxy-2-pyridine carboxylicacid

3-Amino-6-Methoxy-2-Pyridine Carboxylic Acid: A Comprehensive Overview

3-Amino-6-methoxy-2-pyridine carboxylic acid, also known by its CAS number 870971-19-0, is a versatile organic compound with significant applications in various fields of chemistry and pharmacology. This compound belongs to the class of pyridine derivatives, which are widely studied due to their unique chemical properties and potential biological activities. The structure of 3-amino-6-methoxy-2-pyridine carboxylic acid consists of a pyridine ring substituted with an amino group at position 3, a methoxy group at position 6, and a carboxylic acid group at position 2. These functional groups confer the molecule with diverse reactivity and make it a valuable substrate for further chemical modifications.

Recent studies have highlighted the importance of 3-amino-6-methoxy-2-pyridine carboxylic acid in drug discovery and development. The presence of the amino and methoxy groups on the pyridine ring enhances the compound's ability to interact with biological targets, such as enzymes and receptors. For instance, researchers have explored its potential as a lead compound for designing inhibitors of kinase enzymes, which are crucial in various disease pathways, including cancer and inflammatory disorders. The carboxylic acid group provides additional functionality, enabling the formation of amide bonds with other molecules, thereby facilitating the creation of more complex structures with enhanced bioavailability.

In addition to its pharmacological applications, 3-amino-6-methoxy-2-pyridine carboxylic acid has found utility in materials science. Its ability to form coordination complexes with metal ions has been leveraged in the synthesis of novel materials for catalysis and sensing applications. For example, recent advancements have demonstrated its use as a ligand in constructing metal-organic frameworks (MOFs) that exhibit high surface area and selective adsorption properties. These materials hold promise for gas storage, separation, and catalytic processes.

The synthesis of 3-amino-6-methoxy-2-pyridine carboxylic acid typically involves multi-step organic reactions. A common approach includes the substitution of a suitable precursor pyridine derivative with an amino group followed by methylation and oxidation steps to introduce the methoxy and carboxylic acid functionalities. Researchers have optimized these reaction conditions to improve yield and purity, ensuring scalability for industrial applications.

From an environmental perspective, understanding the degradation pathways of 3-amino-6-methoxy-2-pyridine carboxylic acid is essential for assessing its ecological impact. Studies have shown that under aerobic conditions, the compound undergoes microbial degradation through enzymatic hydrolysis of its functional groups. This knowledge is critical for developing sustainable manufacturing processes and minimizing environmental risks associated with its production and use.

In conclusion, 3-amino-6-methoxy-2-pyridine carboxylic acid, CAS number 870971-19-0, stands as a testament to the versatility of pyridine derivatives in modern chemistry. Its unique structure enables diverse applications across drug discovery, materials science, and environmental chemistry. As research continues to uncover new insights into its properties and potential uses, this compound is poised to play an increasingly important role in advancing scientific innovation.

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