Cas no 14559-12-7 (Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate)

Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate is a heterocyclic ester compound featuring a tetrahydrobenzothiophene core with an ethyl carboxylate substituent. This structure imparts versatility as an intermediate in organic synthesis, particularly in pharmaceuticals and agrochemicals. Its saturated ring system enhances stability while maintaining reactivity for further functionalization. The compound is valued for its compatibility with various coupling and cyclization reactions, enabling the construction of complex molecular frameworks. High purity grades are available to meet stringent research and industrial requirements. Proper handling under inert conditions is recommended to preserve integrity. Storage should be in a cool, dry environment to prevent degradation.
Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate structure
14559-12-7 structure
Product Name:Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
CAS No:14559-12-7
MF:C11H14O2S
MW:210.292662143707
MDL:MFCD01838496
CID:1033122
PubChem ID:3308513
Update Time:2025-05-20

Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
    • ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
    • F16833
    • BS-21412
    • ethyl4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
    • AKOS002218992
    • EN300-248968
    • Benzo[b]thiophene-3-carboxylic acid, 4,5,6,7-tetrahydro-, ethyl ester
    • MFCD01838496
    • Ethyl 4,5,6,7-tetrahydrobenzothiophene-3-carboxylate
    • CS-0210238
    • DB-351529
    • SY205216
    • 4,5,6,7-Tetrahydrobenzo[b]thiophene-3-carboxylic acid ethyl ester
    • SCHEMBL1379362
    • DTXSID10391299
    • 14559-12-7
    • STK414676
    • A852968
    • Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
    • MDL: MFCD01838496
    • Inchi: 1S/C11H14O2S/c1-2-13-11(12)9-7-14-10-6-4-3-5-8(9)10/h7H,2-6H2,1H3
    • InChI Key: PRLFFGNMYPVCOW-UHFFFAOYSA-N
    • SMILES: S1C=C(C(=O)OCC)C2=C1CCCC2

Computed Properties

  • Exact Mass: 210.07100
  • Monoisotopic Mass: 210.071
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • 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: 3.1
  • Topological Polar Surface Area: 54.5?2

Experimental Properties

  • PSA: 54.54000
  • LogP: 2.80360

Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate 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%

Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate Pricemore >>

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Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate Production Method

Additional information on Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate

Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate (CAS No. 14559-12-7): A Comprehensive Overview

Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate (CAS No. 14559-12-7) is a significant compound in the realm of organic chemistry and pharmaceutical research. This compound, characterized by its intricate molecular structure, has garnered considerable attention due to its potential applications in drug development and synthetic chemistry. The benzothiophene core of this molecule imparts unique electronic and steric properties, making it a valuable scaffold for designing novel bioactive molecules.

The chemical structure of Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate consists of a fused ring system comprising a benzene ring and a thiophene ring, with a carboxylate ester group at the 3-position and an ethyl substituent at the 3'-position. This arrangement contributes to its stability and reactivity, enabling diverse chemical transformations that are pivotal for synthetic applications. The presence of the tetrahydropyran ring further enhances its versatility, allowing for modifications that can fine-tune its pharmacological properties.

In recent years, there has been a surge in research focusing on heterocyclic compounds due to their widespread presence in natural products and pharmaceuticals. Among these, benzothiophene derivatives have been extensively studied for their potential as intermediates in the synthesis of bioactive molecules. Specifically, Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate has been explored as a precursor in the development of compounds with therapeutic implications. Its structural features make it an attractive candidate for further functionalization to create molecules with enhanced binding affinity and selectivity.

One of the most compelling aspects of this compound is its role in the synthesis of kinase inhibitors. Kinases are enzymes that play crucial roles in cell signaling pathways and are often targeted in the treatment of various diseases, including cancer. Researchers have leveraged the benzothiophene scaffold of Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate to develop novel inhibitors that exhibit potent activity against specific kinases. These inhibitors have shown promise in preclinical studies and are being further optimized for clinical applications.

The ester group at the 3-position of Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate provides a versatile handle for further chemical modifications. This functionality can be hydrolyzed to yield the corresponding carboxylic acid or transesterified to introduce different alkyl groups. Such modifications are essential for tailoring the physicochemical properties of derived compounds, including solubility, permeability, and metabolic stability. These attributes are critical factors that determine the efficacy and safety of pharmaceutical candidates.

In addition to its applications in drug development, Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate has found utility in materials science. The unique electronic properties of benzothiophene derivatives make them suitable candidates for organic semiconductors and light-emitting diodes (OLEDs). Researchers have incorporated this compound into polymer blends to enhance charge transport properties and improve device performance. The ability to fine-tune these properties through structural modifications has opened up new possibilities for advanced materials applications.

The synthesis of Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate typically involves multi-step organic reactions starting from readily available precursors. Common synthetic routes include cyclization reactions followed by esterification steps. Advances in catalytic methods have enabled more efficient and sustainable synthetic pathways, reducing the environmental impact of production processes. These improvements align with the growing emphasis on green chemistry principles in industrial applications.

The pharmacological profile of derivatives derived from Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate continues to be an area of active investigation. Preclinical studies have demonstrated the potential of certain analogs as modulators of neurological disorders and inflammatory conditions. The benzothiophene core is known to interact with biological targets in unique ways due to its aromaticity and heteroatom composition. This interaction profile makes it a valuable scaffold for designing molecules with specific therapeutic effects.

In conclusion,Ethyl 4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate (CAS No.14559-12-7) is a multifaceted compound with significant implications in pharmaceutical research and materials science. Its structural features enable diverse functionalizations that are pivotal for developing bioactive molecules and advanced materials. As research continues to uncover new applications for this compound and its derivatives,Ethyl 4,

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