Cas no 6072-49-7 (2-Thien-2-ylbenzoic Acid)

2-Thien-2-ylbenzoic Acid is a heterocyclic aromatic compound featuring a benzoic acid moiety linked to a thiophene ring at the 2-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in organic synthesis and pharmaceutical research. Its dual functionality allows for versatile derivatization, enabling applications in the development of bioactive molecules, ligands, and materials science. The compound exhibits good stability under standard conditions and can serve as a precursor for metal-organic frameworks (MOFs) or catalysts. Its distinct molecular architecture also facilitates studies in structure-activity relationships (SAR) for drug discovery. High purity grades ensure reproducibility in research and industrial processes.
2-Thien-2-ylbenzoic Acid structure
2-Thien-2-ylbenzoic Acid structure
Product Name:2-Thien-2-ylbenzoic Acid
CAS No:6072-49-7
MF:C11H8O2S
MW:204.245021820068
MDL:MFCD04039152
CID:501654
PubChem ID:5105623
Update Time:2025-08-05

2-Thien-2-ylbenzoic Acid Chemical and Physical Properties

Names and Identifiers

    • 2-(2-Thienyl)benzoic acid
    • 2-Thien-2-ylbenzoic acid
    • Benzoicacid, 2-(2-thienyl)-
    • 2-thiophen-2-ylbenzoic acid
    • F21153
    • EN300-745848
    • AKOS000125025
    • 2-(thiophen-2-yl)benzoic acid
    • 2-thiophen-2-yl-benzoic acid
    • 2-thien-2-ylbenzoic acid, AldrichCPR
    • 2-(2-thienyl)-benzoic acid
    • 6072-49-7
    • DTXSID40408384
    • thiolbenzoic acid
    • J-510341
    • MFCD04039152
    • 2-(2-thienyl)benzoicacid
    • CS-0269533
    • 2-thiophene-2-yl-benzoic acid
    • CS-10265
    • SCHEMBL932848
    • GDSOQCSYONDNAJ-UHFFFAOYSA-N
    • 2-(2-Thienyl)benzoic acid (ACI); Benzoic acid, o-2-thienyl- (7CI, 8CI); 2-(Thien-2-yl)benzoic acid; 2-(Thiophen-2-yl)benzoic acid
    • 2-Thien-2-ylbenzoic Acid
    • MDL: MFCD04039152
    • Inchi: 1S/C11H8O2S/c12-11(13)9-5-2-1-4-8(9)10-6-3-7-14-10/h1-7H,(H,12,13)
    • InChI Key: GDSOQCSYONDNAJ-UHFFFAOYSA-N
    • SMILES: S1C=CC=C1C1C=CC=CC=1C(=O)O

Computed Properties

  • Exact Mass: 204.02500
  • Monoisotopic Mass: 204.02450067g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 217
  • 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: 2.8
  • Topological Polar Surface Area: 65.5?2

Experimental Properties

  • Melting Point: 92 °C
  • PSA: 65.54000
  • LogP: 3.11330

2-Thien-2-ylbenzoic Acid Security Information

  • Hazard Statement: Harmful
  • Hazard Category Code: 22-36
  • Safety Instruction: 26
  • Hazardous Material Identification: Xn
  • HazardClass:IRRITANT

2-Thien-2-ylbenzoic 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-Thien-2-ylbenzoic Acid

Introduction to 2-Thien-2-ylbenzoic Acid (CAS No: 6072-49-7)

2-Thien-2-ylbenzoic Acid, with the chemical formula C?H?O? and CAS number 6072-49-7, is a heterocyclic organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal biology. This compound belongs to the class of thienylbenzoic acids, characterized by the presence of a thiophene ring fused with a benzoic acid moiety. The structural motif of 2-Thien-2-ylbenzoic Acid makes it a versatile scaffold for drug discovery, offering unique electronic and steric properties that can be exploited for developing novel therapeutic agents.

The thienyl group in the molecule contributes to its aromaticity and potential for π-stacking interactions, which are crucial in designing molecules with enhanced binding affinity to biological targets. Additionally, the carboxylic acid functionality at the para position relative to the thiophene ring provides opportunities for further derivatization, enabling the synthesis of analogs with tailored pharmacological properties. This compound has been extensively studied for its potential applications in various therapeutic areas, including anti-inflammatory, anticancer, and antimicrobial treatments.

In recent years, 2-Thien-2-ylbenzoic Acid has been explored as a key intermediate in the synthesis of bioactive molecules. Its structural features make it an attractive candidate for modulating enzyme activity and receptor binding. For instance, studies have demonstrated its role in inhibiting cyclooxygenase (COX) enzymes, which are pivotal in inflammatory pathways. The thiophene ring's ability to engage in hydrogen bonding and hydrophobic interactions has been leveraged to enhance drug-like properties such as solubility and metabolic stability.

Moreover, 2-Thien-2-ylbenzoic Acid has been investigated for its potential anticancer effects. Research indicates that derivatives of this compound can induce apoptosis in cancer cells by disrupting mitochondrial function and modulating signaling pathways involved in cell proliferation. The benzoic acid moiety is known to interact with cellular components, affecting processes such as DNA replication and repair. These findings have prompted further exploration into its use as a lead compound for developing targeted therapies against various malignancies.

The antimicrobial potential of 2-Thien-2-ylbenzoic Acid has also been a focus of interest. Studies have shown that certain derivatives exhibit activity against Gram-positive and Gram-negative bacteria, as well as fungi. The thiophene ring is believed to interfere with microbial cell wall synthesis or disrupt membrane integrity, leading to cell death. This makes 2-Thien-2-ylbenzoic Acid a valuable candidate for developing novel antimicrobial agents, particularly in light of the growing threat of antibiotic-resistant pathogens.

From a synthetic chemistry perspective, 2-Thien-2-ylbenzoic Acid serves as a versatile building block for constructing more complex molecules. Its facile functionalization allows chemists to introduce diverse substituents at various positions on the thiophene and benzoic acid rings. This flexibility has enabled the generation of libraries of compounds for high-throughput screening (HTS) campaigns aimed at identifying new drug candidates. Advances in synthetic methodologies have further streamlined the preparation of 2-Thien-2-ylbenzoic Acid, making it more accessible for research purposes.

The pharmacokinetic properties of 2-Thien-2-ylbenzoic Acid have also been scrutinized to optimize its therapeutic efficacy. Studies have examined its absorption, distribution, metabolism, and excretion (ADME) profiles in preclinical models. The compound's moderate solubility in water and lipids suggests potential for oral administration while maintaining reasonable bioavailability. However, further optimization may be required to improve its metabolic stability and reduce any potential toxicity concerns.

In conclusion, 2-Thien-2-ylbenzoic Acid (CAS No: 6072-49-7) is a structurally intriguing compound with broad applications in pharmaceutical research. Its unique combination of electronic and steric properties makes it an excellent scaffold for developing novel therapeutic agents targeting various diseases. Ongoing research continues to uncover new applications and refine synthetic strategies for this promising molecule, ensuring its continued relevance in drug discovery efforts.

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