Cas no 76575-71-8 (methyl 3-amino-5-methyl-thiophene-2-carboxylate)

Methyl 3-amino-5-methyl-thiophene-2-carboxylate is a versatile heterocyclic compound featuring a thiophene core substituted with an amino group at the 3-position and a methyl ester at the 2-position. This structure makes it a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and functional materials. The presence of both amino and ester functionalities allows for further derivatization, enabling the construction of more complex molecular architectures. Its stability under standard conditions and compatibility with a range of reaction conditions enhance its utility in multi-step synthetic routes. The compound is typically supplied with high purity, ensuring reliable performance in research and industrial applications.
methyl 3-amino-5-methyl-thiophene-2-carboxylate structure
76575-71-8 structure
Product Name:methyl 3-amino-5-methyl-thiophene-2-carboxylate
CAS No:76575-71-8
MF:C7H9NO2S
MW:171.216860532761
MDL:MFCD00130095
CID:562115
PubChem ID:818952
Update Time:2025-11-02

methyl 3-amino-5-methyl-thiophene-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 3-amino-5-methylthiophene-2-carboxylate
    • 2-Thiophenecarboxylicacid, 3-amino-5-methyl-, methyl ester
    • 3-amino-5-methylthiophene-2-carboxylate
    • 3-AMINO-5-METHYLTHIOPHENE-2-CARBOXYLIC ACID, METHYL ESTER
    • 3-Amino-5-methyl-thiophene-2-carboxylic acid methyl ester
    • Methyl 3-amino-5-methyl thiophene-2-carboxylate
    • C7H9NO2S
    • 3-amino-5-methylthiophene-2-carboxylic acid methyl ester
    • 2-Thiophenecarboxylic acid, 3-amino-5-methyl-, methyl ester
    • METHYL3-AMINO-5-METHYLTHIOPHENE-2-CARBOXYLATE
    • FVKMOPIFLCMZMI-UHFFFAOYSA-N
    • SBB088521
    • R
    • methyl 3-amino-5-methyl-thiophene-2-carboxylate
    • AKOS006275447
    • A9703
    • SY040396
    • J-511656
    • 76575-71-8
    • PB15649
    • AM806835
    • FS-2174
    • DTXSID80356017
    • FT-0678646
    • Methyl 3-amino-5-methylthiophen-2-carboxylate
    • 3-amino-5-methyl-2-thiophenecarboxylic acid, methyl ester
    • 3-amino-5-methyl-2-thiophene-carboxylic acid, methyl ester
    • methyl-3-amino-5-methylthiophene-2-carboxylate
    • CS-D0235
    • MFCD00130095
    • EN300-260448
    • SCHEMBL166726
    • MDL: MFCD00130095
    • Inchi: 1S/C7H9NO2S/c1-4-3-5(8)6(11-4)7(9)10-2/h3H,8H2,1-2H3
    • InChI Key: FVKMOPIFLCMZMI-UHFFFAOYSA-N
    • SMILES: S1C(C)=CC(=C1C(=O)OC)N

Computed Properties

  • Exact Mass: 171.03500
  • Monoisotopic Mass: 171.035
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 163
  • 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
  • Topological Polar Surface Area: 80.6
  • XLogP3: 2.1

Experimental Properties

  • Color/Form: Yellow to Brown Solid
  • Density: 1.264±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 84-85 oC (methanol )
  • Boiling Point: 319.2℃ at 760 mmHg
  • Flash Point: 146.9±26.5 °C
  • Refractive Index: 1.586
  • Solubility: Very slightly soluble (0.87 g/l) (25 o C),
  • Water Partition Coefficient: Slightly soluble in water.
  • PSA: 80.56000
  • LogP: 2.00650

methyl 3-amino-5-methyl-thiophene-2-carboxylate Security Information

methyl 3-amino-5-methyl-thiophene-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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methyl 3-amino-5-methyl-thiophene-2-carboxylate Production Method

methyl 3-amino-5-methyl-thiophene-2-carboxylate Related Literature

Additional information on methyl 3-amino-5-methyl-thiophene-2-carboxylate

Methyl 3-Amino-5-Methyl-Thiophene-2-Carboxylate (CAS No. 76575-71-8): Properties, Applications, and Market Insights

Methyl 3-amino-5-methyl-thiophene-2-carboxylate (CAS No. 76575-71-8) is a versatile organic compound with significant applications in pharmaceuticals, agrochemicals, and material science. This thiophene derivative is characterized by its unique molecular structure, combining an amino group and a methyl ester functionality on a thiophene ring. Its chemical formula is C7H9NO2S, and it is widely recognized for its role as a key intermediate in synthetic chemistry.

The growing interest in heterocyclic compounds like methyl 3-amino-5-methyl-thiophene-2-carboxylate is driven by their utility in drug discovery and material innovation. Researchers and industries are increasingly exploring its potential in bioactive molecule synthesis, particularly for antimicrobial and anti-inflammatory agents. The compound's structural flexibility allows for modifications that enhance its applicability in various fields.

One of the most searched questions about this compound is: "What are the applications of methyl 3-amino-5-methyl-thiophene-2-carboxylate in pharmaceuticals?" The answer lies in its role as a building block for active pharmaceutical ingredients (APIs). For instance, it is used in the synthesis of thiophene-based drugs, which are known for their efficacy in treating central nervous system disorders and metabolic diseases. Its amino and ester functional groups make it a valuable precursor for further chemical transformations.

In the agrochemical sector, methyl 3-amino-5-methyl-thiophene-2-carboxylate is employed in the development of crop protection agents. Its derivatives exhibit herbicidal and fungicidal properties, addressing the increasing demand for sustainable agricultural solutions. The compound's low environmental toxicity aligns with the global shift toward eco-friendly agrochemicals, a topic of high relevance in current market trends.

Another trending topic is the use of thiophene derivatives in material science. Researchers are investigating methyl 3-amino-5-methyl-thiophene-2-carboxylate for its potential in conductive polymers and organic electronics. Its electron-rich structure makes it suitable for applications in organic light-emitting diodes (OLEDs) and photovoltaic cells, contributing to advancements in renewable energy technologies.

The synthesis of methyl 3-amino-5-methyl-thiophene-2-carboxylate typically involves multi-step reactions, including cyclization and esterification processes. Industrial-scale production requires high-purity starting materials and controlled conditions to ensure optimal yield and quality. Manufacturers emphasize cost-effective methods to meet the rising demand from pharmaceutical and agrochemical industries.

From a regulatory perspective, methyl 3-amino-5-methyl-thiophene-2-carboxylate is not classified as a hazardous substance under major global safety standards. However, proper handling and storage are recommended to maintain its stability and prevent degradation. The compound's shelf life and storage conditions are frequently searched topics among laboratory professionals and procurement specialists.

Market analysts predict steady growth for thiophene-based intermediates, driven by their expanding applications in life sciences and electronics. The compound's supply chain is robust, with key producers located in Asia, Europe, and North America. Recent advancements in green chemistry have also influenced production techniques, reducing waste and improving sustainability.

In summary, methyl 3-amino-5-methyl-thiophene-2-carboxylate (CAS No. 76575-71-8) is a high-value chemical intermediate with diverse applications. Its role in pharmaceuticals, agrochemicals, and advanced materials underscores its importance in modern chemistry. As research continues to uncover new uses, this compound is poised to remain a critical component in industrial and scientific innovation.

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