Cas no 1220027-01-9 (3-(2-Thienyl)-1H-indole-2-carboxylic acid)

3-(2-Thienyl)-1H-indole-2-carboxylic acid structure
1220027-01-9 structure
Product Name:3-(2-Thienyl)-1H-indole-2-carboxylic acid
CAS No:1220027-01-9
MF:C13H9NO2S
MW:243.281061887741
MDL:MFCD13562938
CID:3047473
PubChem ID:53409261
Update Time:2025-07-17

3-(2-Thienyl)-1H-indole-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 3-(2-Thienyl)-1H-indole-2-carboxylic acid
    • 3-(thiophen-2-yl)-1H-indole-2-carboxylic acid
    • DTXSID501272815
    • AKOS015856613
    • 1220027-01-9
    • SCHEMBL7593338
    • 3-thiophen-2-yl-1H-indole-2-carboxylic acid
    • MDL: MFCD13562938
    • Inchi: 1S/C13H9NO2S/c15-13(16)12-11(10-6-3-7-17-10)8-4-1-2-5-9(8)14-12/h1-7,14H,(H,15,16)
    • InChI Key: DAWOUIGHDXULSR-UHFFFAOYSA-N
    • SMILES: N1C2=C(C=CC=C2)C(C2SC=CC=2)=C1C(O)=O

Computed Properties

  • Exact Mass: 243.03539970g/mol
  • Monoisotopic Mass: 243.03539970g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 2
  • Complexity: 310
  • 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: 3.3
  • Topological Polar Surface Area: 81.3?2

Experimental Properties

  • Density: 1.4±0.1 g/cm3
  • Boiling Point: 476.0±35.0 °C at 760 mmHg
  • Flash Point: 241.7±25.9 °C
  • Vapor Pressure: 0.0±1.3 mmHg at 25°C

3-(2-Thienyl)-1H-indole-2-carboxylic acid Security Information

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3-(2-Thienyl)-1H-indole-2-carboxylic acid Related Literature

Additional information on 3-(2-Thienyl)-1H-indole-2-carboxylic acid

Recent Advances in the Study of 3-(2-Thienyl)-1H-indole-2-carboxylic acid (CAS: 1220027-01-9) in Chemical Biology and Pharmaceutical Research

3-(2-Thienyl)-1H-indole-2-carboxylic acid (CAS: 1220027-01-9) is a heterocyclic compound that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This indole derivative, characterized by the presence of a thienyl group, exhibits unique chemical properties that make it a promising candidate for drug discovery and development. Recent studies have explored its role as a scaffold for designing novel bioactive molecules, particularly in the context of targeting protein-protein interactions and enzymatic pathways.

A 2023 study published in the Journal of Medicinal Chemistry investigated the inhibitory effects of 3-(2-Thienyl)-1H-indole-2-carboxylic acid on a range of kinases implicated in cancer progression. The researchers synthesized a series of derivatives and evaluated their binding affinities using in vitro assays and molecular docking simulations. The results indicated that the compound exhibits selective inhibition against specific kinase isoforms, suggesting its potential as a lead compound for developing targeted cancer therapies. The study also highlighted the importance of the thienyl moiety in enhancing the compound's binding affinity and selectivity.

In another recent development, a team of researchers from the University of Cambridge reported the use of 3-(2-Thienyl)-1H-indole-2-carboxylic acid as a building block for constructing fluorescent probes. These probes were designed to detect reactive oxygen species (ROS) in cellular environments, providing a valuable tool for studying oxidative stress-related diseases. The study, published in Chemical Communications, demonstrated that the indole-thienyl hybrid structure offers excellent photophysical properties, including high quantum yield and stability under physiological conditions.

Beyond its applications in drug discovery and probe development, 3-(2-Thienyl)-1H-indole-2-carboxylic acid has also been explored for its antimicrobial properties. A 2024 study in Bioorganic & Medicinal Chemistry Letters evaluated the compound's efficacy against a panel of multidrug-resistant bacterial strains. The findings revealed that the compound exhibits moderate to strong antibacterial activity, particularly against Gram-positive pathogens. The researchers attributed this activity to the compound's ability to disrupt bacterial cell membrane integrity, as evidenced by electron microscopy and membrane permeability assays.

Despite these promising findings, challenges remain in optimizing the pharmacokinetic properties of 3-(2-Thienyl)-1H-indole-2-carboxylic acid for therapeutic applications. Recent pharmacokinetic studies have identified issues related to its metabolic stability and oral bioavailability. However, ongoing research efforts are focused on structural modifications, such as the introduction of solubilizing groups or prodrug strategies, to address these limitations. A 2023 review in Expert Opinion on Drug Discovery emphasized the need for further preclinical studies to fully elucidate the compound's safety profile and therapeutic potential.

In conclusion, 3-(2-Thienyl)-1H-indole-2-carboxylic acid (CAS: 1220027-01-9) represents a versatile scaffold with diverse applications in chemical biology and pharmaceutical research. Recent studies have highlighted its potential as a kinase inhibitor, fluorescent probe, and antimicrobial agent, while also identifying areas for further optimization. As research in this area continues to advance, this compound is likely to play an increasingly important role in the development of novel therapeutic and diagnostic tools.

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