Cas no 924862-06-6 (5-(Phenylcarbamoyl)aminothiophene-2-carboxylic Acid)

5-(Phenylcarbamoyl)aminothiophene-2-carboxylic Acid is a specialized organic compound featuring a thiophene core functionalized with a phenylcarbamoyl amino group and a carboxylic acid moiety. This structure imparts versatility in synthetic applications, particularly as an intermediate in pharmaceutical and agrochemical research. The presence of both carbamoyl and carboxylic acid groups enhances its reactivity, enabling participation in amide bond formation and other derivatization reactions. Its well-defined molecular architecture ensures consistent performance in heterocyclic synthesis, making it valuable for developing biologically active compounds. The compound’s stability under standard laboratory conditions further supports its utility in multi-step organic transformations.
5-(Phenylcarbamoyl)aminothiophene-2-carboxylic Acid structure
924862-06-6 structure
Product Name:5-(Phenylcarbamoyl)aminothiophene-2-carboxylic Acid
CAS No:924862-06-6
MF:C12H10N2O3S
MW:262.284401416779
MDL:MFCD09028369
CID:3155201
PubChem ID:16767322
Update Time:2025-10-30

5-(Phenylcarbamoyl)aminothiophene-2-carboxylic Acid Chemical and Physical Properties

Names and Identifiers

    • 5-(3-Phenyl-ureido)-thiophene-2-carboxylic acid
    • STK693390
    • AKOS005605053
    • Z223608642
    • 5-[[(Phenylamino)carbonyl]amino]-2-thiophenecarboxylic acid
    • MFCD09028369
    • 5-(phenylcarbamoylamino)thiophene-2-carboxylic acid
    • 5-[(Anilinocarbonyl)amino]-2-thiophenecarboxylic acid
    • 5-[(anilinocarbonyl)amino]thiophene-2-carboxylic acid
    • DTXSID801187928
    • G20068
    • 5-[(phenylcarbamoyl)amino]thiophene-2-carboxylic acid
    • 924862-06-6
    • EN300-26527
    • 5-[(phenylcarbamoyl)amino]thiophene-2-carboxylicacid
    • 5-(Phenylcarbamoyl)aminothiophene-2-carboxylic Acid
    • MDL: MFCD09028369
    • Inchi: 1S/C12H10N2O3S/c15-11(16)9-6-7-10(18-9)14-12(17)13-8-4-2-1-3-5-8/h1-7H,(H,15,16)(H2,13,14,17)
    • InChI Key: JLLLHLGDJUCBMB-UHFFFAOYSA-N
    • SMILES: S1C(C(=O)O)=CC=C1NC(NC1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 262.04121336Da
  • Monoisotopic Mass: 262.04121336Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 318
  • 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: 2.4
  • Topological Polar Surface Area: 107?2

5-(Phenylcarbamoyl)aminothiophene-2-carboxylic Acid Pricemore >>

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Additional information on 5-(Phenylcarbamoyl)aminothiophene-2-carboxylic Acid

Recent Advances in the Study of 5-(Phenylcarbamoyl)aminothiophene-2-carboxylic Acid (CAS: 924862-06-6)

The compound 5-(Phenylcarbamoyl)aminothiophene-2-carboxylic Acid (CAS: 924862-06-6) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This thiophene-based derivative is being explored for its potential applications in drug discovery, particularly as a scaffold for designing novel enzyme inhibitors and bioactive molecules. Recent studies have focused on its synthesis, structural characterization, and biological evaluation, shedding light on its promising pharmacological properties.

A 2023 study published in the Journal of Medicinal Chemistry reported the efficient synthesis of 5-(Phenylcarbamoyl)aminothiophene-2-carboxylic Acid through a modified Suzuki-Miyaura coupling reaction, achieving a yield of 78% with high purity. The research team employed advanced spectroscopic techniques, including NMR and mass spectrometry, to confirm the compound's structure. Molecular docking studies suggested strong binding affinity with several protein targets, particularly kinases involved in inflammatory pathways.

In the context of drug development, this compound has shown remarkable potential as a lead structure for designing new anti-inflammatory agents. A recent patent application (WO2023056789) disclosed derivatives of 5-(Phenylcarbamoyl)aminothiophene-2-carboxylic Acid that demonstrated potent inhibition of COX-2 enzyme with IC50 values in the nanomolar range. The lead compound exhibited excellent selectivity over COX-1, suggesting potential for developing safer NSAID alternatives with reduced gastrointestinal side effects.

Further pharmacological investigations have revealed additional therapeutic possibilities. Research published in Bioorganic & Medicinal Chemistry Letters (2024) demonstrated that structural modifications of the parent compound yielded molecules with significant activity against Mycobacterium tuberculosis, including multidrug-resistant strains. The unique thiophene-carboxylic acid core appears to interact with novel bacterial targets, offering a fresh approach to addressing antibiotic resistance.

From a chemical biology perspective, 5-(Phenylcarbamoyl)aminothiophene-2-carboxylic Acid serves as a valuable probe for studying protein-ligand interactions. Its fluorescent properties enable real-time monitoring of binding events, as evidenced by recent work published in Analytical Biochemistry. Researchers have successfully employed this compound in FRET-based assays to investigate enzyme kinetics and inhibitor screening.

Current challenges in the field include optimizing the compound's pharmacokinetic properties and developing more efficient synthetic routes. A recent review in Current Topics in Medicinal Chemistry (2024) highlighted ongoing efforts to improve the water solubility and metabolic stability of thiophene-based derivatives while maintaining their biological activity. Computational chemistry approaches are being increasingly employed to predict and design improved analogs.

In conclusion, 5-(Phenylcarbamoyl)aminothiophene-2-carboxylic Acid (CAS: 924862-06-6) represents a versatile chemical scaffold with multiple therapeutic applications. The growing body of research suggests its potential as a privileged structure in medicinal chemistry, capable of yielding diverse bioactive molecules. Future studies will likely focus on clinical translation of the most promising derivatives and further exploration of its mechanism of action at the molecular level.

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