Cas no 16820-37-4 (3,6-Dimethyl-1-benzofuran-2-carboxylic Acid)

3,6-Dimethyl-1-benzofuran-2-carboxylic Acid is a substituted benzofuran derivative with a carboxylic acid functional group at the 2-position and methyl groups at the 3- and 6-positions. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and functional materials. Its rigid benzofuran core enhances stability, while the carboxylic acid group allows for further derivatization through esterification, amidation, or other coupling reactions. The methyl substituents contribute to steric and electronic modulation, influencing reactivity and selectivity in synthetic pathways. The compound is characterized by high purity and consistent performance, making it suitable for research and industrial applications requiring precise structural control.
3,6-Dimethyl-1-benzofuran-2-carboxylic Acid structure
16820-37-4 structure
Product Name:3,6-Dimethyl-1-benzofuran-2-carboxylic Acid
CAS No:16820-37-4
MF:C11H10O3
MW:190.195303440094
MDL:MFCD04441560
CID:1067960
PubChem ID:329775850
Update Time:2025-06-14

3,6-Dimethyl-1-benzofuran-2-carboxylic Acid Chemical and Physical Properties

Names and Identifiers

    • 3,6-Dimethylbenzofuran-2-carboxylic acid
    • 3,6-dimethyl-1-benzofuran-2-carboxylic acid
    • 3,6-Dimethyl-benzofuran-2-carboxylic acid
    • 3,6-dimethyl-1-benzofuran-2-carboxylic acid(SALTDATA: FREE)
    • CHEMBRDG-BB 4002701
    • 3,6-Dimethyl-1-benzofuran-2-carboxylic acid AldrichCPR
    • F87173
    • STK281633
    • DTXSID10400057
    • IXBLVHFNRPEBDO-UHFFFAOYSA-N
    • SCHEMBL4655120
    • DB-028296
    • NCGC00326974-01
    • MFCD04441560
    • 3,6-dimethylbenzofuran-2-carboxylicAcid
    • Oprea1_579318
    • 2-Benzofurancarboxylic acid, 3,6-dimethyl-
    • BS-35769
    • 16820-37-4
    • AKOS000298759
    • 3,6-Dimethyl-1-benzofuran-2-carboxylic acid, AldrichCPR
    • AB01322092-02
    • CS-0315122
    • 3,6-Dimethyl-1-benzofuran-2-carboxylic Acid
    • MDL: MFCD04441560
    • Inchi: 1S/C11H10O3/c1-6-3-4-8-7(2)10(11(12)13)14-9(8)5-6/h3-5H,1-2H3,(H,12,13)
    • InChI Key: IXBLVHFNRPEBDO-UHFFFAOYSA-N
    • SMILES: O1C(C(=O)O)=C(C)C2C=CC(C)=CC1=2

Computed Properties

  • Exact Mass: 190.06300
  • Monoisotopic Mass: 190.062994177g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 239
  • 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: 2.9
  • Topological Polar Surface Area: 50.4?2

Experimental Properties

  • PSA: 50.44000
  • LogP: 2.74780

3,6-Dimethyl-1-benzofuran-2-carboxylic Acid Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H302
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22
  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

3,6-Dimethyl-1-benzofuran-2-carboxylic Acid Customs Data

  • HS CODE:2932999099
  • Customs Data:

    China Customs Code:

    2932999099

    Overview:

    2932999099. Other heterocyclic compounds containing only oxygen heteroatoms. 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:

    2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 3,6-Dimethyl-1-benzofuran-2-carboxylic Acid

Recent Advances in the Study of 3,6-Dimethyl-1-benzofuran-2-carboxylic Acid (CAS: 16820-37-4)

3,6-Dimethyl-1-benzofuran-2-carboxylic Acid (CAS: 16820-37-4) is a benzofuran derivative that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug development. Benzofuran-based compounds are known for their diverse biological activities, including anti-inflammatory, antimicrobial, and anticancer properties. This research brief aims to summarize the latest findings related to this compound, focusing on its synthesis, pharmacological properties, and potential therapeutic applications.

Recent studies have highlighted the synthetic pathways for 3,6-Dimethyl-1-benzofuran-2-carboxylic Acid, with a particular emphasis on green chemistry approaches. Researchers have developed efficient methods for its synthesis using catalytic processes that minimize environmental impact. For instance, a 2023 study demonstrated the use of palladium-catalyzed cross-coupling reactions to achieve high yields of the compound under mild conditions. These advancements are critical for scaling up production while adhering to sustainable practices.

Pharmacological investigations have revealed that 3,6-Dimethyl-1-benzofuran-2-carboxylic Acid exhibits promising activity against various cancer cell lines. In vitro studies have shown that the compound induces apoptosis in breast cancer cells (MCF-7) by modulating the expression of pro-apoptotic proteins such as Bax and caspase-3. Additionally, its anti-inflammatory properties have been explored in models of rheumatoid arthritis, where it significantly reduced the production of pro-inflammatory cytokines like TNF-α and IL-6.

The compound's mechanism of action is believed to involve the inhibition of key signaling pathways, including the NF-κB and MAPK pathways. Molecular docking studies suggest that 3,6-Dimethyl-1-benzofuran-2-carboxylic Acid binds to the active sites of these proteins, thereby disrupting their function. These findings provide a solid foundation for further drug development efforts aimed at targeting these pathways in diseases such as cancer and chronic inflammation.

Despite these promising results, challenges remain in the clinical translation of 3,6-Dimethyl-1-benzofuran-2-carboxylic Acid. Issues such as bioavailability, metabolic stability, and potential toxicity need to be addressed through comprehensive preclinical studies. Recent research has begun to explore structural modifications of the compound to enhance its pharmacokinetic properties while retaining its therapeutic efficacy.

In conclusion, 3,6-Dimethyl-1-benzofuran-2-carboxylic Acid represents a promising candidate for further investigation in the field of medicinal chemistry. Its diverse biological activities and relatively straightforward synthesis make it an attractive target for drug development. Future studies should focus on optimizing its pharmacological profile and evaluating its safety and efficacy in vivo. The continued exploration of this compound may lead to the discovery of novel therapeutics for a range of diseases.

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