Cas no 22913-25-3 (Benzo[b]thiophene-3-carboxylic acid, methyl ester)

Benzo[b]thiophene-3-carboxylic acid, methyl ester is a heterocyclic organic compound featuring a benzo[b]thiophene core esterified with a methyl group at the 3-position. This structure imparts versatility in synthetic applications, particularly as an intermediate in pharmaceuticals, agrochemicals, and materials science. The ester functionality enhances solubility and reactivity, facilitating further derivatization. Its aromatic thiophene moiety contributes to stability while enabling participation in electrophilic substitution reactions. The compound is valued for its role in constructing complex molecular frameworks, including bioactive molecules. High purity grades ensure consistent performance in research and industrial processes. Proper handling and storage under inert conditions are recommended to maintain stability.
Benzo[b]thiophene-3-carboxylic acid, methyl ester structure
22913-25-3 structure
Product Name:Benzo[b]thiophene-3-carboxylic acid, methyl ester
CAS No:22913-25-3
MF:C10H8O2S
MW:192.234321594238
MDL:MFCD06203855
CID:1412573
PubChem ID:12514024
Update Time:2025-05-19

Benzo[b]thiophene-3-carboxylic acid, methyl ester Chemical and Physical Properties

Names and Identifiers

    • Benzo[b]thiophene-3-carboxylic acid, methyl ester
    • methyl 1-benzothiophene-3-carboxylate
    • methyl benzothiophene-3-carboxylate
    • 3-carboxymethylbenzo<methyl benzothiophene-3-carboxylate
    • Benzthiophen-3-carbonsaeuremethylester
    • AS-68312
    • MFCD06203855
    • DB-352141
    • FSJAXBXCHWMNAB-UHFFFAOYSA-N
    • AKOS009100769
    • D97365
    • 1-Benzothiophene-3-carboxylic acid methyl ester
    • 22913-25-3
    • Methylbenzothiophene-3-carboxylate
    • EN300-7410410
    • SCHEMBL71339
    • XAA91325
    • benzo[b]thiophene-3-carboxylic acid methyl ester
    • DTXSID70500981
    • CS-0187762
    • SY074322
    • methyl benzo[b]thiophene-3-carboxylate
    • MDL: MFCD06203855
    • Inchi: 1S/C10H8O2S/c1-12-10(11)8-6-13-9-5-3-2-4-7(8)9/h2-6H,1H3
    • InChI Key: FSJAXBXCHWMNAB-UHFFFAOYSA-N
    • SMILES: S1C=C(C(=O)OC)C2C=CC=CC1=2

Computed Properties

  • Exact Mass: 192.02500
  • Monoisotopic Mass: 192.02450067g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 205
  • 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: 54.5?2

Experimental Properties

  • Density: 1.3±0.1 g/cm3
  • Boiling Point: 304.6±15.0 °C at 760 mmHg
  • Flash Point: 138.0±20.4 °C
  • PSA: 54.54000
  • LogP: 2.68790
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

Benzo[b]thiophene-3-carboxylic acid, methyl ester Security Information

Benzo[b]thiophene-3-carboxylic acid, methyl ester Customs Data

  • HS CODE:29349990

Benzo[b]thiophene-3-carboxylic acid, methyl ester Pricemore >>

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Benzo[b]thiophene-3-carboxylic acid, methyl ester Production Method

Additional information on Benzo[b]thiophene-3-carboxylic acid, methyl ester

Benzo[b]thiophene-3-carboxylic acid, methyl ester (CAS No. 22913-25-3): A Comprehensive Overview

Benzo[b]thiophene-3-carboxylic acid, methyl ester, with the chemical identifier CAS No. 22913-25-3, is a significant compound in the realm of organic chemistry and pharmaceutical research. This heterocyclic aromatic compound belongs to the benzo[b]thiophene family, characterized by its fused benzene and thiophene rings. The presence of a carboxylic acid methyl ester group at the 3-position enhances its utility in synthetic chemistry and biological applications.

The structural uniqueness of Benzo[b]thiophene-3-carboxylic acid, methyl ester makes it a valuable intermediate in the synthesis of more complex molecules. Its benzo[b]thiophene core is a privileged scaffold in medicinal chemistry, frequently employed in the development of drugs targeting various therapeutic areas. The compound's ability to undergo diverse chemical transformations, such as nucleophilic substitution and condensation reactions, underscores its versatility in synthetic protocols.

In recent years, there has been growing interest in the pharmacological potential of benzo[b]thiophene derivatives. Studies have highlighted their role in modulating biological pathways associated with inflammation, neurodegeneration, and cancer. The carboxylic acid methyl ester functionality not only influences the compound's solubility and metabolic stability but also serves as a reactive site for further derivatization, enabling the creation of novel bioactive molecules.

One of the most compelling aspects of Benzo[b]thiophene-3-carboxylic acid, methyl ester is its application in the development of small-molecule inhibitors. Research has demonstrated its efficacy in inhibiting enzymes involved in signal transduction pathways critical for disease progression. For instance, studies have shown that derivatives of this compound exhibit potent activity against kinases and other targets relevant to oncology and immunology.

The synthesis of Benzo[b]thiophene-3-carboxylic acid, methyl ester typically involves multi-step organic reactions, starting from readily available precursors such as thiophene derivatives. Advanced synthetic methodologies, including palladium-catalyzed cross-coupling reactions and enzymatic resolutions, have been employed to achieve high yields and purity. These techniques not only streamline the production process but also enhance the scalability of the synthesis for industrial applications.

The pharmacokinetic properties of Benzo[b]thiophene-3-carboxylic acid, methyl ester have been extensively studied to optimize its therapeutic potential. Preclinical trials have revealed favorable absorption, distribution, metabolism, and excretion (ADME) profiles, suggesting its suitability for oral administration. Additionally, structural modifications have been explored to improve bioavailability and reduce potential side effects.

In conclusion, Benzo[b]thiophene-3-carboxylic acid, methyl ester (CAS No. 22913-25-3) is a multifaceted compound with significant implications in pharmaceutical research and development. Its unique structural features and versatile reactivity make it an indispensable tool for chemists and biologists alike. As ongoing research continues to uncover new applications and therapeutic benefits, this compound is poised to play a pivotal role in the next generation of medicinal innovations.

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