Cas no 25785-10-8 (ethyl 5-amino-1-benzothiophene-2-carboxylate)

Ethyl 5-amino-1-benzothiophene-2-carboxylate is a versatile heterocyclic compound featuring a benzothiophene core with an ester group at the 2-position and an amino substituent at the 5-position. This structure makes it a valuable intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals. The amino group enhances reactivity for further functionalization, while the ester moiety allows for diverse derivatization pathways. Its stability under standard conditions and compatibility with common synthetic methodologies contribute to its utility in medicinal chemistry, where it serves as a precursor for bioactive molecules. The compound’s well-defined reactivity profile ensures reproducibility in research and industrial applications.
ethyl 5-amino-1-benzothiophene-2-carboxylate structure
25785-10-8 structure
Product Name:ethyl 5-amino-1-benzothiophene-2-carboxylate
CAS No:25785-10-8
MF:C11H11NO2S
MW:221.275541543961
MDL:MFCD02947283
CID:288760
PubChem ID:2764450
Update Time:2025-11-02

ethyl 5-amino-1-benzothiophene-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 5-aminobenzo[b]thiophene-2-carboxylate
    • 5-Amino-benzo[b]thiophene-2-carboxylic acid ethyl ester
    • Benzo[b]thiophene-2-carboxylicacid, 5-amino-, ethyl ester
    • ETHYL 5-AMINO-1-BENZOTHIOPHENE-2-CARBOXYLATE
    • 5-amino-2-carbethoxybenzo<b>thiophene
    • ethyl 5-aminobenzo<thiophene-2-carboxylate
    • ethylaminobenzothiophenecarboxylate
    • 8X-0733
    • 1-Benzothiophene-2-carboxylic acid, 5-amino-, ethyl ester
    • AK-105/40690457
    • Benzo[b]thiophene-2-carboxylicacid,5-amino-,ethyl ester
    • 25785-10-8
    • 5-amino-benzothiophene-2-carboxylic acid ethyl ester
    • J-521105
    • A877478
    • ETHYL5-AMINO-1-BENZOTHIOPHENE-2-CARBOXYLATE
    • CS-0298964
    • FT-0680692
    • AMY10646
    • MFCD02947283
    • Z362809676
    • SCHEMBL1000816
    • Ethyl 5-aminobenzothiophene-2-carboxylate
    • DTXSID10377452
    • Ethyl 5-aminobenzothiophene -2-carboxylate
    • EN300-36304
    • AKOS003393597
    • STK514449
    • G32014
    • ALBB-010398
    • Benzo[b]thiophene-2-carboxylic acid, 5-amino-, ethyl ester
    • BBL007212
    • ethyl 5-amino-1-benzothiophene-2-carboxylate
    • MDL: MFCD02947283
    • Inchi: 1S/C11H11NO2S/c1-2-14-11(13)10-6-7-5-8(12)3-4-9(7)15-10/h3-6H,2,12H2,1H3
    • InChI Key: CHFISKGSWVIUIX-UHFFFAOYSA-N
    • SMILES: S1C(C(=O)OCC)=CC2C=C(C=CC1=2)N

Computed Properties

  • Exact Mass: 221.05100
  • Monoisotopic Mass: 221.05104977g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 247
  • 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: 80.6?2

Experimental Properties

  • Density: 1.3±0.1 g/cm3
  • Melting Point: 92-95°C
  • Boiling Point: 391.5±22.0 °C at 760 mmHg
  • Flash Point: 190.6±22.3 °C
  • PSA: 80.56000
  • LogP: 3.24140
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

ethyl 5-amino-1-benzothiophene-2-carboxylate Security Information

ethyl 5-amino-1-benzothiophene-2-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%

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Additional information on ethyl 5-amino-1-benzothiophene-2-carboxylate

Ethyl 5-Amino-1-Benzothiophene-2-Carboxylate (CAS No. 25785-10-8): A Versatile Building Block in Organic Synthesis

The ethyl 5-amino-1-benzothiophene-2-carboxylate (CAS No. 25785-10-8) is a highly valuable heterocyclic compound that has gained significant attention in modern organic chemistry and pharmaceutical research. This benzothiophene derivative serves as a crucial intermediate in the synthesis of various biologically active molecules, making it a subject of interest for researchers and manufacturers alike.

Chemically classified as an amino-substituted benzothiophene carboxylate, this compound features a unique molecular structure that combines the aromatic benzothiophene core with both amino and ester functional groups. The presence of these reactive moieties makes ethyl 5-amino-1-benzothiophene-2-carboxylate particularly useful for further chemical transformations, especially in the development of novel pharmaceutical compounds and advanced materials.

Recent trends in medicinal chemistry have highlighted the importance of benzothiophene-based compounds in drug discovery, with particular focus on their potential applications in addressing current healthcare challenges. The structural versatility of ethyl 5-amino-1-benzothiophene-2-carboxylate allows for its incorporation into various therapeutic agents, including those being investigated for neurological disorders and metabolic diseases.

The synthesis of ethyl 5-amino-1-benzothiophene-2-carboxylate typically involves multi-step organic reactions starting from readily available precursors. Modern synthetic approaches emphasize green chemistry principles, aiming to improve yield and reduce environmental impact. Researchers are particularly interested in developing more efficient catalytic systems for the production of this benzothiophene derivative, as evidenced by numerous recent publications in synthetic chemistry journals.

From a commercial perspective, the demand for high-quality ethyl 5-amino-1-benzothiophene-2-carboxylate has been steadily increasing, driven by its applications in pharmaceutical intermediates and specialty chemicals. Manufacturers are focusing on scaling up production while maintaining strict quality control standards to meet the requirements of research institutions and industrial clients.

Analytical characterization of ethyl 5-amino-1-benzothiophene-2-carboxylate typically involves advanced techniques such as NMR spectroscopy, mass spectrometry, and HPLC analysis. These methods ensure the compound's purity and confirm its structural integrity, which is crucial for its intended applications in sensitive chemical processes.

The stability and storage requirements of ethyl 5-amino-1-benzothiophene-2-carboxylate are important considerations for both researchers and industrial users. Proper handling under controlled conditions helps maintain the compound's reactivity and extends its shelf life, making it more reliable for various synthetic applications.

In the context of current pharmaceutical research trends, ethyl 5-amino-1-benzothiophene-2-carboxylate has shown promise as a precursor for drug candidates targeting specific biological pathways. Its molecular framework allows for structural modifications that can lead to compounds with improved pharmacokinetic properties and reduced side effects.

The global market for benzothiophene derivatives like ethyl 5-amino-1-benzothiophene-2-carboxylate is expected to grow significantly in the coming years, fueled by increasing investment in drug discovery and the development of novel therapeutic agents. This growth presents opportunities for both established chemical suppliers and emerging specialty chemical manufacturers.

Quality control measures for ethyl 5-amino-1-benzothiophene-2-carboxylate production have become increasingly stringent, with many suppliers now offering analytical certificates and detailed technical specifications. This trend reflects the compound's importance in critical research applications where consistency and purity are paramount.

Recent advances in synthetic methodology have opened new possibilities for modifying the benzothiophene core of ethyl 5-amino-1-benzothiophene-2-carboxylate, allowing researchers to create diverse molecular architectures with tailored properties. These developments are particularly relevant to the design of new materials with specific electronic or optical characteristics.

The environmental impact of producing and using ethyl 5-amino-1-benzothiophene-2-carboxylate has become an important consideration in recent years. Many manufacturers are implementing sustainable practices in their synthesis processes, aligning with broader industry trends toward greener chemistry.

From a regulatory perspective, ethyl 5-amino-1-benzothiophene-2-carboxylate is generally recognized as safe for research and industrial use when handled according to standard laboratory protocols. Its non-hazardous nature under normal conditions makes it accessible to a wide range of scientific applications.

The future research directions for ethyl 5-amino-1-benzothiophene-2-carboxylate and related compounds include exploring their potential in emerging fields such as medicinal chemistry, materials science, and chemical biology. The compound's structural features make it particularly interesting for the development of targeted molecular probes and specialized reagents.

In conclusion, ethyl 5-amino-1-benzothiophene-2-carboxylate (CAS No. 25785-10-8) represents a versatile and valuable chemical building block with wide-ranging applications in modern chemistry and pharmaceutical research. Its unique structural characteristics and synthetic utility ensure its continued importance in scientific and industrial contexts for years to come.

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