Cas no 893723-57-4 (2-(thiophen-2-yl)isonicotinic acid)

2-(Thiophen-2-yl)isonicotinic acid is a heterocyclic compound featuring a thiophene moiety fused to an isonicotinic acid scaffold. This structure imparts unique electronic and steric properties, making it a valuable intermediate in pharmaceutical and materials chemistry. Its bifunctional nature allows for versatile reactivity, facilitating applications in ligand design, coordination chemistry, and the synthesis of bioactive molecules. The compound's aromatic systems enhance stability while enabling π-stacking interactions, useful in supramolecular assemblies. It is particularly relevant in the development of kinase inhibitors and metal-organic frameworks (MOFs). High purity grades ensure consistent performance in research and industrial applications.
2-(thiophen-2-yl)isonicotinic acid structure
893723-57-4 structure
Product Name:2-(thiophen-2-yl)isonicotinic acid
CAS No:893723-57-4
MF:C10H7NO2S
MW:205.233081102371
MDL:MFCD06496472
CID:714598
PubChem ID:4739102
Update Time:2025-05-21

2-(thiophen-2-yl)isonicotinic acid Chemical and Physical Properties

Names and Identifiers

    • 4-Pyridinecarboxylicacid, 2-(2-thienyl)-
    • 2-(5-ACETYLTHIOPHEN-2-YL)-ISONICOTINIC ACID
    • 2-Thien-2-ylisonicotinic acid
    • 2-thiophen-2-ylpyridine-4-carboxylic acid
    • 5-Thiophen-2-yl-nicotinic acid
    • 2-(2-thienyl)pyridine-4-carboxylic acid
    • 2-(Thiophen-2-yl)-isonicotinic acid
    • 4-Pyridinecarboxylicacid,2-(2-thienyl)
    • 2-(2-Thienyl)isonicotinic acid
    • SCHEMBL21310953
    • 2-(THIOPHEN-2-YL)ISONICOTINIC ACID
    • 2-(thiophen-2-yl)pyridine-4-carboxylic acid
    • 2-(THIOPHEN-2-YL)ISONICOTINICACID
    • AKOS002664566
    • 893723-57-4
    • EN300-239885
    • SBB052875
    • TS-02927
    • F2167-2482
    • DTXSID90406259
    • CS-0205332
    • Z2905493584
    • MFCD06496472
    • 2-(thiophen-2-yl)isonicotinic acid
    • MDL: MFCD06496472
    • Inchi: 1S/C10H7NO2S/c12-10(13)7-3-4-11-8(6-7)9-2-1-5-14-9/h1-6H,(H,12,13)
    • InChI Key: FTGBWVKLXLHQPK-UHFFFAOYSA-N
    • SMILES: S1C=CC=C1C1C=C(C(=O)O)C=CN=1

Computed Properties

  • Exact Mass: 247.03000
  • Monoisotopic Mass: 205.02
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 222
  • 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: 78.4A^2
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.8

Experimental Properties

  • PSA: 95.50000
  • LogP: 2.71090

2-(thiophen-2-yl)isonicotinic acid Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. 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

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 2-(thiophen-2-yl)isonicotinic acid

Research Brief on 2-(Thiophen-2-yl)isonicotinic Acid (CAS: 893723-57-4): Recent Advances and Applications

2-(Thiophen-2-yl)isonicotinic acid (CAS: 893723-57-4) is a heterocyclic compound that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural properties and potential therapeutic applications. Recent studies have explored its role as a key intermediate in the synthesis of novel bioactive molecules, particularly in the development of kinase inhibitors and anti-inflammatory agents. This research brief aims to summarize the latest findings related to this compound, highlighting its synthetic utility, biological activities, and potential clinical relevance.

One of the most notable advancements in the study of 2-(thiophen-2-yl)isonicotinic acid is its application in the design of small-molecule inhibitors targeting protein kinases. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent inhibitory activity against fibroblast growth factor receptors (FGFRs), which are implicated in various cancers. The researchers utilized structure-activity relationship (SAR) analysis to optimize the compound's binding affinity, leading to the identification of several promising candidates for further preclinical evaluation.

In addition to its role in kinase inhibition, 2-(thiophen-2-yl)isonicotinic acid has been investigated for its anti-inflammatory properties. A recent Bioorganic & Medicinal Chemistry Letters publication reported that this compound acts as a modulator of the NLRP3 inflammasome, a key player in inflammatory diseases such as gout and Alzheimer's disease. The study revealed that the thiophene and isonicotinic acid moieties synergistically contribute to the compound's ability to suppress pro-inflammatory cytokine release, suggesting its potential as a lead structure for anti-inflammatory drug development.

From a synthetic chemistry perspective, 2-(thiophen-2-yl)isonicotinic acid has been employed as a versatile building block for the construction of complex heterocyclic scaffolds. A 2022 Organic Letters article detailed a novel palladium-catalyzed cross-coupling strategy that enables the efficient functionalization of this compound, opening new avenues for the diversification of its derivatives. This methodological advancement has significant implications for the rapid generation of compound libraries for high-throughput screening in drug discovery programs.

Despite these promising developments, challenges remain in the optimization of 2-(thiophen-2-yl)isonicotinic acid-based therapeutics. Pharmacokinetic studies have indicated that some derivatives exhibit limited bioavailability, prompting ongoing research into prodrug strategies and formulation technologies to improve their drug-like properties. Furthermore, the precise molecular mechanisms underlying its biological activities require further elucidation through advanced biophysical and computational modeling approaches.

In conclusion, 2-(thiophen-2-yl)isonicotinic acid (CAS: 893723-57-4) represents a valuable chemical entity with diverse applications in medicinal chemistry and drug discovery. Recent research has underscored its potential as a scaffold for the development of kinase inhibitors and anti-inflammatory agents, while synthetic innovations have expanded its utility as a building block for heterocyclic chemistry. Future studies should focus on addressing the current limitations and exploring its broader therapeutic potential across multiple disease areas.

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