Cas no 58481-14-4 (2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester)

2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester is a versatile pyridine derivative widely used as an intermediate in pharmaceutical and agrochemical synthesis. Its molecular structure, featuring both cyano and ester functional groups, enables diverse reactivity, making it valuable for constructing heterocyclic compounds. The compound exhibits good stability under standard conditions, facilitating handling and storage. Its high purity and consistent quality ensure reliable performance in reactions such as nucleophilic substitutions and cyclizations. The ethyl ester group enhances solubility in organic solvents, improving reaction efficiency. This intermediate is particularly useful in the development of active pharmaceutical ingredients (APIs) and specialty chemicals, offering a balance of reactivity and process compatibility.
2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester structure
58481-14-4 structure
Product Name:2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester
CAS No:58481-14-4
MF:C9H8N2O2
MW:176.172021865845
MDL:MFCD10574965
CID:854881
PubChem ID:13415157
Update Time:2025-06-26

2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester Chemical and Physical Properties

Names and Identifiers

    • Ethyl 2-cyanoisonicotinate
    • Ethyl 2-cyanopyridine-4-carboxylate
    • 2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester
    • 2-Cyanoisonicotinic acid ethyl ester
    • HZIKYLAZZZSYKF-UHFFFAOYSA-N
    • BCP18491
    • 2-cyano-isonicotinic acid ethyl ester
    • RP23784
    • SY067112
    • ST2412940
    • AB0025661
    • AM20061346
    • W7157
    • J3.611.836I
    • DB-072487
    • DTXSID60540098
    • DS-1480
    • 2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester; 4-Pyridinecarboxylic acid, 2-cyano-, ethyl ester; 2-Cyanoisonicotinic acid ethyl ester; Ethyl 2-cyanoisonicotinate; 2-Cyano-4-pyridinecarboxylic acid ethyl ester
    • CS-0030408
    • SCHEMBL508971
    • MFCD10574965
    • AKOS006302690
    • J-520749
    • Ethyl2-cyanoisonicotinate
    • 58481-14-4
    • MDL: MFCD10574965
    • Inchi: 1S/C9H8N2O2/c1-2-13-9(12)7-3-4-11-8(5-7)6-10/h3-5H,2H2,1H3
    • InChI Key: HZIKYLAZZZSYKF-UHFFFAOYSA-N
    • SMILES: O(C(C1C=CN=C(C#N)C=1)=O)CC

Computed Properties

  • Exact Mass: 176.05900
  • Monoisotopic Mass: 176.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 231
  • 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: 63
  • XLogP3: 1.1

Experimental Properties

  • Density: 1.21
  • Melting Point: 42-44 oC
  • PSA: 62.98000
  • LogP: 1.12998

2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester Security Information

  • Hazardous Material transportation number:3439
  • Hazard Category Code: 20/21/22
  • Safety Instruction: 36/37

2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester 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%

2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester Pricemore >>

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2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Hydrogen peroxide Solvents: Water
1.2 Reagents: Sulfuric acid ,  Ferrous sulfate Solvents: Dichloromethane ,  Water
Reference
Homolytic alkoxycarbonylation reactions in two-phase systems. 3. Introduction of a single carboxylic acid ester function into cyano- or (alkoxycarbonyl)-substituted N-heteroaromatics
Heinisch, Gottfried; Loetsch, Gerhard, Heterocycles, 1987, 26(3), 731-44

2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester Raw materials

2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester Preparation Products

2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester Related Literature

Additional information on 2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester

Recent Advances in the Research of 2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester (CAS: 58481-14-4)

2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester (CAS: 58481-14-4) is a significant intermediate in the synthesis of various pharmaceutical compounds, particularly those targeting kinase inhibition and other therapeutic applications. Recent studies have highlighted its role in the development of novel drug candidates, emphasizing its versatility and efficacy in medicinal chemistry. This research briefing aims to provide an overview of the latest findings related to this compound, focusing on its synthesis, applications, and potential therapeutic benefits.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers explored the use of 2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester as a key intermediate in the synthesis of potent kinase inhibitors. The study demonstrated that this compound could be efficiently modified to produce derivatives with enhanced selectivity and potency against specific kinase targets. The findings suggest that 2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester holds promise for the development of next-generation kinase inhibitors, particularly in oncology and inflammatory diseases.

Another recent investigation, detailed in the European Journal of Pharmaceutical Sciences, focused on the optimization of synthetic routes for 2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester. The researchers developed a novel, high-yield synthesis method that reduces production costs and improves scalability. This advancement is expected to facilitate broader application of the compound in industrial-scale pharmaceutical manufacturing, addressing previous challenges related to cost and availability.

Furthermore, a 2024 study in Bioorganic & Medicinal Chemistry Letters highlighted the potential of 2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester in the design of antiviral agents. The compound was utilized as a scaffold to develop derivatives with activity against RNA viruses, including SARS-CoV-2. The results indicated that certain derivatives exhibited significant antiviral activity, suggesting a new avenue for antiviral drug development.

In conclusion, recent research underscores the importance of 2-Cyano-4-pyridinecarboxylic Acid Ethyl Ester (CAS: 58481-14-4) as a versatile and valuable intermediate in pharmaceutical chemistry. Its applications span from kinase inhibitors to antiviral agents, demonstrating its broad utility. Continued exploration of its derivatives and synthetic methodologies is likely to yield further breakthroughs in drug discovery and development.

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