Cas no 89499-46-7 (5-acetamidothiophene-2-carboxylic acid)

5-Acetamidothiophene-2-carboxylic acid is a heterocyclic organic compound featuring a thiophene ring substituted with an acetamido group at the 5-position and a carboxylic acid moiety at the 2-position. This structure makes it a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of bioactive molecules. The acetamido group enhances solubility and reactivity, while the carboxylic acid functionality allows for further derivatization via esterification, amidation, or other coupling reactions. Its stability under standard conditions and compatibility with common synthetic protocols make it a reliable building block for research and industrial applications. The compound is typically characterized by high purity and consistent performance in organic transformations.
5-acetamidothiophene-2-carboxylic acid structure
89499-46-7 structure
Product Name:5-acetamidothiophene-2-carboxylic acid
CAS No:89499-46-7
MF:C7H7NO3S
MW:185.200380563736
MDL:MFCD07440341
CID:711827
PubChem ID:5200375
Update Time:2025-06-07

5-acetamidothiophene-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Thiophenecarboxylicacid, 5-(acetylamino)-
    • 5-(acetylamino)-2-Thiophenecarboxylic acid
    • 5-(ACETYLAMINO)THIOPHENE-2-CARBOXYLIC ACID
    • 5-acetamidothiophene-2-carboxylic acid
    • MFCD07440341
    • 5-acetamido-thiophene-2-carboxylic acid
    • AKOS002668322
    • 89499-46-7
    • FT-0761781
    • EN300-25577
    • Z211346840
    • 2-Thiophenecarboxylic acid, 5-(acetylamino)-
    • SCHEMBL6735515
    • ZRQHWNVTOWFQTA-UHFFFAOYSA-N
    • CS-0242819
    • DTXSID00409453
    • 5-acetamidothiophene-2-carboxylicacid
    • MDL: MFCD07440341
    • Inchi: 1S/C7H7NO3S/c1-4(9)8-6-3-2-5(12-6)7(10)11/h2-3H,1H3,(H,8,9)(H,10,11)
    • InChI Key: ZRQHWNVTOWFQTA-UHFFFAOYSA-N
    • SMILES: S1C(C(=O)O)=CC=C1NC(C)=O

Computed Properties

  • Exact Mass: 185.01466426g/mol
  • Monoisotopic Mass: 185.01466426g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 207
  • 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: 1
  • Topological Polar Surface Area: 94.6?2

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Additional information on 5-acetamidothiophene-2-carboxylic acid

5-Acetamidothiophene-2-Carboxylic Acid: A Comprehensive Overview

The compound with CAS No 89499-46-7, commonly referred to as 5-acetamidothiophene-2-carboxylic acid, is a fascinating molecule that has garnered significant attention in the fields of organic chemistry, materials science, and pharmacology. This compound belongs to the class of thiophene derivatives, which are known for their unique electronic properties and versatility in various applications. The 5-acetamidothiophene-2-carboxylic acid structure consists of a thiophene ring substituted with an acetamido group at position 5 and a carboxylic acid group at position 2, making it a valuable building block for advanced materials and bioactive compounds.

Recent studies have highlighted the potential of 5-acetamidothiophene-2-carboxylic acid in the development of novel materials for optoelectronic devices. Its conjugated π-system allows for efficient charge transport, making it a promising candidate for organic semiconductors. Researchers have explored its use in thin-film transistors (TFTs) and organic light-emitting diodes (OLEDs), where it has demonstrated remarkable electronic properties. The integration of this compound into such devices has shown improved device performance, including higher carrier mobility and better stability under operational conditions.

In the realm of pharmacology, 5-acetamidothiophene-2-carboxylic acid has been investigated for its potential as a bioactive molecule. Studies have revealed that this compound exhibits antioxidant properties, which could be beneficial in combating oxidative stress-related diseases. Additionally, its ability to modulate cellular signaling pathways has led to explorations in anti-inflammatory and anticancer therapies. Recent findings suggest that it may inhibit key enzymes involved in inflammation, offering a novel avenue for drug development.

The synthesis of 5-acetamidothiophene-2-carboxylic acid typically involves multi-step organic reactions, including nucleophilic substitution and condensation processes. Researchers have optimized these reactions to achieve higher yields and better purity. For instance, a recent study reported a one-pot synthesis method that significantly simplifies the production process while maintaining high product quality. This advancement has made the compound more accessible for large-scale applications.

Another area where 5-acetamidothiophene-2-carboxylic acid has shown promise is in the field of polymer science. Its carboxylic acid group enables easy incorporation into polymer networks, leading to materials with enhanced mechanical and thermal properties. Scientists have developed biodegradable polymers incorporating this compound, which could find applications in sustainable packaging and biomedical devices.

Looking ahead, the continued exploration of 5-acetamidothiophene-2-carboxylic acid is expected to unlock even more innovative applications. Current research is focused on understanding its interaction with biological systems at the molecular level, which could pave the way for targeted drug delivery systems. Additionally, efforts are underway to enhance its photovoltaic properties for use in next-generation solar cells.

In conclusion, 5-acetamidothiophene-2-carboxylic acid (CAS No 89499-46-7) stands as a versatile and multifaceted compound with immense potential across diverse scientific domains. Its unique chemical structure, combined with recent advancements in synthesis and application techniques, positions it as a key player in the development of cutting-edge technologies and therapeutic agents.

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