Cas no 18342-97-7 (ethyl 3-hydroxypyridine-4-carboxylate)

Ethyl 3-hydroxypyridine-4-carboxylate is a versatile heterocyclic compound featuring both hydroxyl and ester functional groups, making it a valuable intermediate in organic synthesis and pharmaceutical applications. Its pyridine core enhances reactivity, while the 3-hydroxy and 4-carboxylate substituents facilitate further derivatization, such as ester hydrolysis or nucleophilic substitution. This compound is particularly useful in the synthesis of bioactive molecules, including potential drug candidates, due to its structural flexibility and compatibility with diverse reaction conditions. Its stability under standard handling conditions and well-documented reactivity profile make it a reliable choice for researchers in medicinal chemistry and material science.
ethyl 3-hydroxypyridine-4-carboxylate structure
18342-97-7 structure
Product Name:ethyl 3-hydroxypyridine-4-carboxylate
CAS No:18342-97-7
MF:C8H9NO3
MW:167.161962270737
MDL:MFCD09702483
CID:122936
PubChem ID:12326192
Update Time:2025-05-24

ethyl 3-hydroxypyridine-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 3-hydroxyisonicotinate
    • 3-HYDROXYPYRIDINE-4-CARBOXYLIC ACID ETHYL ESTER
    • 4-Pyridinecarboxylicacid, 3-hydroxy-, ethyl ester
    • ethyl 3-hydroxypyridine-4-carboxylate
    • 3-hydroxy-isonicotinic acid ethyl ester
    • 3-Hydroxy-pyridin-4-carbonsaeureethylester
    • 4-(Ethoxycarbonyl)-3-hydroxypyridine
    • 5-hydroxyisonicotinic acid ethyl ester
    • ethyl-3-hydroxyisonicotinate
    • QC-721
    • Ethyl 3-hydroxypyridine-4-carboxylate, 4-(Ethoxycarbonyl)-3-hydroxypyridine
    • 4-Pyridinecarboxylic acid, 3-hydroxy-, ethyl ester
    • PubChem24103
    • Ethyl 3-hydroxy-isonicotinate
    • XIBQCRQYVCFUFO-UHFFFAOYSA-N
    • 9607AA
    • RP22989
    • PB32752
    • BL009831
    • AB0087204
    • ST24046960
    • 3-HYDROXYISONICOTINIC ACID ETHYL ESTER
    • C
    • AMY5720
    • ethyl 3-hydroxyisonicotinate;Ethyl 3-Hydroxypyridine-4-carboxylate
    • AC-31233
    • 18342-97-7
    • PS-5348
    • J-512660
    • Ethyl3-hydroxyisonicotinate
    • DTXSID00489598
    • MFCD09702483
    • SCHEMBL2568123
    • FT-0686272
    • AKOS006331854
    • A22190
    • 3-hydroxypyridine-4-carboxylic acid ethyl ester, AldrichCPR
    • CS-0053860
    • DB-081728
    • MDL: MFCD09702483
    • Inchi: 1S/C8H9NO3/c1-2-12-8(11)6-3-4-9-5-7(6)10/h3-5,10H,2H2,1H3
    • InChI Key: XIBQCRQYVCFUFO-UHFFFAOYSA-N
    • SMILES: O(C(C1C=CN=CC=1O)=O)CC

Computed Properties

  • Exact Mass: 167.05800
  • Monoisotopic Mass: 167.058243149g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 160
  • 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: 59.4
  • XLogP3: 1.3

Experimental Properties

  • Density: 1.2±0.1 g/cm3
  • Boiling Point: 321.943 ℃ at 760 mmHg
  • Flash Point: 148.5±22.3 °C
  • PSA: 59.42000
  • LogP: 0.96390
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

ethyl 3-hydroxypyridine-4-carboxylate Security Information

ethyl 3-hydroxypyridine-4-carboxylate 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%

ethyl 3-hydroxypyridine-4-carboxylate Pricemore >>

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Additional information on ethyl 3-hydroxypyridine-4-carboxylate

Recent Advances in the Research of Ethyl 3-hydroxypyridine-4-carboxylate (CAS: 18342-97-7)

Ethyl 3-hydroxypyridine-4-carboxylate (CAS: 18342-97-7) is a significant chemical compound in the field of chemical biology and pharmaceutical research. This compound, characterized by its pyridine core and carboxylate ester functional group, has garnered attention due to its potential applications in drug development and medicinal chemistry. Recent studies have explored its role as a building block for synthesizing novel bioactive molecules, particularly in the context of neurodegenerative diseases and anti-inflammatory agents.

A 2023 study published in the Journal of Medicinal Chemistry highlighted the compound's utility in the synthesis of multifunctional ligands targeting the central nervous system (CNS). Researchers demonstrated that ethyl 3-hydroxypyridine-4-carboxylate serves as a versatile intermediate for the development of compounds with dual activity as cholinesterase inhibitors and NMDA receptor antagonists. This dual mechanism is particularly promising for the treatment of Alzheimer's disease, where current therapies often fall short due to the complexity of the disease pathology.

In addition to its CNS applications, ethyl 3-hydroxypyridine-4-carboxylate has shown potential in oncology research. A recent preclinical study investigated its derivatives as inhibitors of specific kinases involved in cancer cell proliferation. The study, published in Bioorganic & Medicinal Chemistry Letters, reported that certain modifications to the ethyl ester group significantly enhanced the compound's binding affinity to target kinases while maintaining favorable pharmacokinetic properties. These findings suggest that 18342-97-7 could be a valuable scaffold for developing next-generation kinase inhibitors.

The compound's synthetic accessibility has also been a focus of recent research. A 2024 paper in Organic Process Research & Development described an optimized, scalable synthesis route for ethyl 3-hydroxypyridine-4-carboxylate that improves yield and reduces environmental impact compared to traditional methods. This advancement is particularly important for potential industrial-scale production, should any of its derivative compounds progress to clinical trials.

From a mechanistic perspective, computational chemistry studies have provided insights into the molecular interactions of ethyl 3-hydroxypyridine-4-carboxylate derivatives with their biological targets. Molecular docking simulations and quantum mechanical calculations have helped explain the structure-activity relationships observed in experimental studies, guiding the rational design of more potent analogs.

Looking forward, ethyl 3-hydroxypyridine-4-carboxylate continues to be an important compound in medicinal chemistry research. Its structural features offer multiple points for chemical modification, making it a versatile starting material for drug discovery programs. Current research efforts are exploring its potential in additional therapeutic areas, including antimicrobial applications and metabolic disorders. As the understanding of its pharmacological properties deepens, 18342-97-7 is likely to remain a compound of significant interest in the pharmaceutical industry.

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