Cas no 1261929-79-6 (3-(4-Ethoxycarbonylphenyl)isonicotinic acid)

3-(4-Ethoxycarbonylphenyl)isonicotinic acid is a specialized organic compound featuring both isonicotinic acid and ethoxycarbonylphenyl functional groups. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for designing molecules with tailored bioactivity. The presence of the ethoxycarbonyl group enhances solubility and reactivity, facilitating further derivatization, while the isonicotinic acid moiety contributes to coordination properties, useful in metal-organic frameworks or ligand design. Its well-defined aromatic system ensures stability under various reaction conditions. The compound is typically employed in research settings for developing novel therapeutic agents or functional materials, offering a balance of reactivity and structural versatility for advanced chemical applications.
3-(4-Ethoxycarbonylphenyl)isonicotinic acid structure
1261929-79-6 structure
Product Name:3-(4-Ethoxycarbonylphenyl)isonicotinic acid
CAS No:1261929-79-6
MF:C15H13NO4
MW:271.268024206162
CID:2604417
PubChem ID:53224090
Update Time:2025-06-14

3-(4-Ethoxycarbonylphenyl)isonicotinic acid Chemical and Physical Properties

Names and Identifiers

    • 3-(4-Ethoxycarbonylphenyl)isonicotinic acid
    • 3-(4-ethoxycarbonylphenyl)pyridine-4-carboxylic acid
    • DTXSID80688082
    • MFCD18318172
    • BS-26738
    • 1261929-79-6
    • 3-[4-(Ethoxycarbonyl)phenyl]pyridine-4-carboxylic acid
    • 3-(4-ETHOXYCARBONYLPHENYL)ISONICOTINICACID
    • Inchi: 1S/C15H13NO4/c1-2-20-15(19)11-5-3-10(4-6-11)13-9-16-8-7-12(13)14(17)18/h3-9H,2H2,1H3,(H,17,18)
    • InChI Key: UZOJZRNJACOLHF-UHFFFAOYSA-N
    • SMILES: O(CC)C(C1C=CC(=CC=1)C1C=NC=CC=1C(=O)O)=O

Computed Properties

  • Exact Mass: 271.08400
  • Monoisotopic Mass: 271.08445790Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 5
  • Complexity: 350
  • 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: 2.2
  • Topological Polar Surface Area: 76.5?2

Experimental Properties

  • PSA: 76.49000
  • LogP: 2.62350

3-(4-Ethoxycarbonylphenyl)isonicotinic 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-(4-Ethoxycarbonylphenyl)isonicotinic acid

Recent Advances in the Study of 3-(4-Ethoxycarbonylphenyl)isonicotinic Acid (CAS: 1261929-79-6)

3-(4-Ethoxycarbonylphenyl)isonicotinic acid (CAS: 1261929-79-6) has recently emerged as a compound of significant interest in the field of chemical biology and pharmaceutical research. This molecule, characterized by its unique isonicotinic acid scaffold and ethoxycarbonylphenyl moiety, has demonstrated promising potential in various therapeutic applications. Recent studies have focused on elucidating its pharmacological properties, synthetic pathways, and potential as a building block for more complex bioactive molecules.

Recent synthetic chemistry studies have explored novel routes for the efficient production of 3-(4-Ethoxycarbonylphenyl)isonicotinic acid. A 2023 publication in the Journal of Medicinal Chemistry reported an optimized Pd-catalyzed coupling approach that achieves yields of over 85% while maintaining excellent purity. This advancement addresses previous challenges in the large-scale synthesis of this compound, which had limited its broader application in drug discovery programs.

In terms of biological activity, preliminary screening data published in Bioorganic & Medicinal Chemistry Letters (2024) indicates that 3-(4-Ethoxycarbonylphenyl)isonicotinic acid exhibits moderate inhibitory activity against several kinase targets, particularly showing promise in the low micromolar range against certain cancer-associated kinases. These findings suggest its potential as a lead compound for further structural optimization in oncology drug development.

The compound's physicochemical properties have also been extensively characterized in recent research. A comprehensive study in the European Journal of Pharmaceutical Sciences (2023) reported its favorable solubility profile and stability under physiological conditions, making it particularly suitable for formulation development. The logP value of 2.3 ± 0.2 suggests good membrane permeability while maintaining sufficient aqueous solubility for biological testing.

Emerging applications of 3-(4-Ethoxycarbonylphenyl)isonicotinic acid extend beyond its direct biological activity. Several research groups have utilized it as a key intermediate in the synthesis of more complex drug candidates. A notable example includes its incorporation into novel PROTAC (Proteolysis Targeting Chimera) molecules, as described in a recent ACS Medicinal Chemistry Letters publication, where it served as the linker component connecting target-binding and E3 ligase-recruiting moieties.

Ongoing research is investigating the compound's potential in addressing drug resistance mechanisms. Preliminary data presented at the 2024 American Chemical Society National Meeting demonstrated that derivatives of 3-(4-Ethoxycarbonylphenyl)isonicotinic acid could modulate efflux pump activity in multidrug-resistant bacterial strains and cancer cell lines, opening new avenues for combination therapies.

Future research directions for this compound appear promising, with several pharmaceutical companies listing it in their patent applications as a core structure for new chemical entities. The versatility of its chemical structure allows for diverse modifications, making it a valuable scaffold for medicinal chemistry programs targeting various disease areas, including inflammation, infectious diseases, and metabolic disorders.

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