Cas no 544703-96-0 (3,5-dimethylpyridine-4-carboxylic acid)

3,5-Dimethylpyridine-4-carboxylic acid is a heterocyclic organic compound featuring a pyridine core substituted with two methyl groups at the 3- and 5-positions and a carboxylic acid moiety at the 4-position. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its electron-withdrawing carboxyl group enhances its utility in coupling reactions, while the methyl substituents influence steric and electronic properties, facilitating selective functionalization. The compound’s stability and well-defined crystalline form ensure consistent performance in synthetic applications. It is particularly useful in the preparation of bioactive molecules, ligands, and coordination complexes, offering precise control over molecular architecture.
3,5-dimethylpyridine-4-carboxylic acid structure
544703-96-0 structure
Product Name:3,5-dimethylpyridine-4-carboxylic acid
CAS No:544703-96-0
MF:C8H9NO2
MW:151.162562131882
MDL:MFCD10000609
CID:844785
PubChem ID:44558093
Update Time:2025-10-14

3,5-dimethylpyridine-4-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 3,5-Dimethylisonicotinic acid
    • 3,5-Dimethyl-4-pyridinecarboxylic acid
    • 3,5-dimethylpyridine-4-carboxylic acid
    • 2,6-dimethylisonicotinic acid
    • 4-Carboxy-3,5-dimethylpyridine
    • MFCD10000609
    • AS-33167
    • 3,5-Dimethylisonicotinicacid
    • DTXSID80659338
    • SCHEMBL4239168
    • AB55862
    • DB-082133
    • AKOS006304985
    • CS-0172052
    • 544703-96-0
    • EN300-108460
    • 4-PYRIDINECARBOXYLIC ACID, 3,5-DIMETHYL-
    • MDL: MFCD10000609
    • Inchi: 1S/C8H9NO2/c1-5-3-9-4-6(2)7(5)8(10)11/h3-4H,1-2H3,(H,10,11)
    • InChI Key: BFPAYNUFGZDADB-UHFFFAOYSA-N
    • SMILES: OC(C1C(=CN=CC=1C)C)=O

Computed Properties

  • Exact Mass: 151.06300
  • Monoisotopic Mass: 151.063328530g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 148
  • 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
  • XLogP3: 1.1
  • Topological Polar Surface Area: 50.2?2

Experimental Properties

  • PSA: 50.19000
  • LogP: 1.39660

3,5-dimethylpyridine-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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Additional information on 3,5-dimethylpyridine-4-carboxylic acid

3,5-Dimethylpyridine-4-Carboxylic Acid (CAS No. 544703-96-0): An Overview of Its Structure, Synthesis, and Applications in Modern Chemistry

3,5-Dimethylpyridine-4-carboxylic acid (CAS No. 544703-96-0) is a versatile organic compound that has garnered significant attention in recent years due to its unique chemical structure and potential applications in various fields of chemistry and biology. This compound, also known as 4-carboxy-3,5-dimethylpyridine, is a derivative of pyridine with two methyl groups and a carboxylic acid group attached to the pyridine ring. The presence of these functional groups imparts distinct chemical properties and reactivity, making it a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals.

The molecular formula of 3,5-dimethylpyridine-4-carboxylic acid is C8H9NO2, and its molecular weight is 151.16 g/mol. The compound exists as a white crystalline solid at room temperature and is soluble in polar solvents such as water, ethanol, and dimethyl sulfoxide (DMSO). The chemical structure of 3,5-dimethylpyridine-4-carboxylic acid features a pyridine ring with two methyl groups at the 3 and 5 positions and a carboxylic acid group at the 4 position. This arrangement provides the molecule with both electron-donating (methyl groups) and electron-withdrawing (carboxylic acid group) properties, which influence its reactivity and stability.

The synthesis of 3,5-dimethylpyridine-4-carboxylic acid can be achieved through several methods. One common approach involves the reaction of 3,5-dimethylpyridine with carbon dioxide under high pressure and temperature conditions. Another method involves the oxidation of 3,5-dimethylpyridine with an oxidizing agent such as potassium permanganate or sodium dichromate to form the corresponding carboxylic acid. These synthetic routes have been extensively studied and optimized to improve yield and purity.

In the field of pharmaceutical research, 3,5-dimethylpyridine-4-carboxylic acid has shown promise as a building block for the synthesis of bioactive compounds. Recent studies have demonstrated its utility in the development of novel anti-inflammatory agents and anticancer drugs. For example, researchers at the University of California have synthesized derivatives of 3,5-dimethylpyridine-4-carboxylic acid that exhibit potent anti-inflammatory activity by inhibiting the production of pro-inflammatory cytokines such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α). These findings highlight the potential of this compound in the treatment of inflammatory diseases such as rheumatoid arthritis and Crohn's disease.

Beyond pharmaceutical applications, 3,5-dimethylpyridine-4-carboxylic acid has also found use in agrochemical research. Its structural features make it an attractive candidate for the development of herbicides and fungicides. Studies have shown that certain derivatives of this compound exhibit selective herbicidal activity against broadleaf weeds while being safe for crops. Additionally, researchers at the Chinese Academy of Sciences have reported that some derivatives of 3,5-dimethylpyridine-4-carboxylic acid possess antifungal properties against plant pathogens such as Fusarium oxysporum and Botrytis cinerea.

The physical properties of 3,5-dimethylpyridine-4-carboxylic acid, including its solubility and stability, are crucial for its applications in various chemical processes. The compound is stable under normal laboratory conditions but may degrade upon exposure to strong acids or bases. Its solubility in polar solvents makes it suitable for use in solution-phase reactions and analytical techniques such as high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy.

In conclusion, 3,5-dimethylpyridine-4-carboxylic acid (CAS No. 544703-96-0) is a multifaceted organic compound with a wide range of applications in modern chemistry. Its unique chemical structure and functional groups make it a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. Ongoing research continues to uncover new potential uses for this compound, further solidifying its importance in the scientific community.

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