Cas no 6274-82-4 (2,6-dimethoxypyridine-4-carboxylic acid)

2,6-Dimethoxypyridine-4-carboxylic acid is a versatile heterocyclic building block with applications in pharmaceutical and agrochemical synthesis. The compound features a pyridine core substituted with two methoxy groups at the 2- and 6-positions and a carboxylic acid functionality at the 4-position, offering multiple sites for further functionalization. Its electron-rich aromatic system and sterically hindered structure make it valuable for designing ligands, catalysts, and bioactive molecules. The carboxylic acid group enables straightforward derivatization via amidation, esterification, or metal-catalyzed coupling reactions. This compound is particularly useful in medicinal chemistry for developing drug candidates due to its stability and ability to modulate physicochemical properties. High purity grades are available for research and industrial use.
2,6-dimethoxypyridine-4-carboxylic acid structure
6274-82-4 structure
Product Name:2,6-dimethoxypyridine-4-carboxylic acid
CAS No:6274-82-4
MF:C8H9NO4
MW:183.161362409592
MDL:MFCD18257556
CID:517820
PubChem ID:235752
Update Time:2025-05-19

2,6-dimethoxypyridine-4-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2,6-Dimethoxyisonicotinic acid
    • 2,6-dimethoxy-4-Pyridinecarboxylic acid
    • 2,6-dimethoxypyridine-4-carboxylic acid
    • 4-Pyridinecarboxylicacid, 2,6-dimethoxy-
    • 2,5-DIIODO-1-METHYL-1H-IMIDAZOLE
    • 2,6-Dimethoxy-isonicotinsaeure
    • 4-Pyridinecarboxylic acid, 2,6-dimethoxy-
    • BLBZPNCBYHYDDP-UHFFFAOYSA-N
    • 4-Pyridinecarboxylicacid,2,6-dimethoxy-
    • 2,6-Dimethoxy-isonicotinic acid
    • NSC37478
    • AB74948
    • Z2692093563
    • SY112724
    • 2,6-dimethoxyisonicotinicacid
    • AKOS016006730
    • MFCD18257556
    • EN300-322928
    • CS-0150236
    • 6274-82-4
    • NSC-37478
    • F20162
    • Z1255438074
    • TS-00218
    • SCHEMBL668838
    • DB-346545
    • DTXSID30284497
    • MDL: MFCD18257556
    • Inchi: 1S/C8H9NO4/c1-12-6-3-5(8(10)11)4-7(9-6)13-2/h3-4H,1-2H3,(H,10,11)
    • InChI Key: BLBZPNCBYHYDDP-UHFFFAOYSA-N
    • SMILES: O(C)C1C=C(C(=O)O)C=C(N=1)OC

Computed Properties

  • Exact Mass: 183.05300
  • Monoisotopic Mass: 183.053
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 173
  • 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
  • Topological Polar Surface Area: 68.6
  • XLogP3: 1

Experimental Properties

  • Density: 1.279
  • Boiling Point: 390.6°C at 760 mmHg
  • Flash Point: 190°C
  • Refractive Index: 1.535
  • PSA: 68.65000
  • LogP: 0.79700

2,6-dimethoxypyridine-4-carboxylic acid 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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2,6-dimethoxypyridine-4-carboxylic acid Suppliers

Amadis Chemical Company Limited
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Audited Supplier Audited Supplier
(CAS:6274-82-4)2,6-dimethoxypyridine-4-carboxylic acid
Order Number:A868371
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 09:11
Price ($):198.0

Additional information on 2,6-dimethoxypyridine-4-carboxylic acid

Professional Introduction to 2,6-dimethoxypyridine-4-carboxylic acid (CAS No: 6274-82-4)

2,6-dimethoxypyridine-4-carboxylic acid, with the chemical formula C?H?NO?, is a significant compound in the field of pharmaceutical and chemical research. This heterocyclic organic molecule features a pyridine core substituted with two methoxy groups at the 2- and 6-positions, and a carboxylic acid functional group at the 4-position. Its unique structural attributes make it a valuable intermediate in the synthesis of various bioactive molecules, particularly in medicinal chemistry.

The compound's molecular structure imparts distinct electronic and steric properties, enabling its utility in multiple synthetic pathways. The presence of both electron-donating methoxy groups and an electron-withdrawing carboxylic acid group creates a balance that enhances reactivity in cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings. These reactions are pivotal in constructing complex molecular frameworks for drug development.

In recent years, 2,6-dimethoxypyridine-4-carboxylic acid has garnered attention for its role in the synthesis of novel therapeutic agents. For instance, studies have demonstrated its application in generating derivatives with potential antimicrobial and anti-inflammatory properties. Researchers have explored its incorporation into heterocyclic scaffolds that mimic natural products, leveraging its scaffold-hopping capabilities to discover new pharmacophores.

One notable area of research involves the use of 2,6-dimethoxypyridine-4-carboxylic acid in the development of kinase inhibitors. Pyridine derivatives are widely recognized for their efficacy in targeting protein kinases, which are key enzymes involved in cellular signaling pathways associated with diseases such as cancer. The compound's structural flexibility allows for modifications that enhance binding affinity to specific kinase domains, making it a promising building block for next-generation inhibitors.

Furthermore, advancements in computational chemistry have facilitated the rational design of 2,6-dimethoxypyridine-4-carboxylic acid-based molecules. Molecular modeling studies have identified optimal substituents that can improve metabolic stability and oral bioavailability, critical factors for drug candidates entering clinical trials. These insights have guided synthetic strategies aimed at optimizing lead compounds for further development.

The pharmaceutical industry has also explored 2,6-dimethoxypyridine-4-carboxylic acid as a precursor for nonsteroidal anti-inflammatory drug (NSAID) analogs. By integrating this scaffold into drug molecules, researchers aim to develop compounds with enhanced selectivity and reduced side effects compared to traditional NSAIDs. Preliminary results from in vitro assays suggest promising activity profiles, warranting further investigation into its therapeutic potential.

Another emerging application lies in the field of agrochemicals. Pyridine-based compounds are known for their role as intermediates in herbicides and pesticides. The versatility of 2,6-dimethoxypyridine-4-carboxylic acid allows for the synthesis of novel agrochemicals designed to target specific enzymatic pathways in pests while minimizing environmental impact. Such innovations align with global efforts to develop sustainable agricultural practices.

The synthesis of 2,6-dimethoxypyridine-4-carboxylic acid itself presents an intriguing challenge due to its functional complexity. Traditional synthetic routes often involve multi-step sequences that require careful optimization to achieve high yields and purity. However, recent methodologies employing transition metal catalysis have streamlined these processes, making large-scale production more feasible. These advancements underscore the compound's growing importance in industrial applications.

In conclusion, 2,6-dimethoxypyridine-4-carboxylic acid (CAS No: 6274-82-4) is a multifaceted compound with broad utility across pharmaceuticals and agrochemicals. Its unique structural features enable diverse applications in drug discovery and material science. As research continues to uncover new synthetic strategies and biological activities, this compound is poised to remain a cornerstone of modern chemical innovation.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:6274-82-4)2,6-dimethoxypyridine-4-carboxylic acid
A868371
Purity:99%
Quantity:5g
Price ($):198.0
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