Cas no 64120-63-4 (4-acetamidobut-2-enoic acid)

4-Acetamidobut-2-enoic acid is a versatile intermediate in organic synthesis, characterized by its α,β-unsaturated carboxylic acid structure and acetamido functional group. This compound is particularly valuable in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals due to its reactivity as a Michael acceptor and its ability to undergo conjugate addition reactions. The presence of both electron-withdrawing and electron-donating groups enhances its utility in heterocyclic synthesis and peptide modifications. Its stability under standard conditions and compatibility with a range of solvents further contribute to its applicability in multi-step synthetic routes. The compound is often employed in the development of bioactive molecules and fine chemical production.
4-acetamidobut-2-enoic acid structure
4-acetamidobut-2-enoic acid structure
Product Name:4-acetamidobut-2-enoic acid
CAS No:64120-63-4
MF:C6H9NO3
MW:143.140561819077
MDL:MFCD19219699
CID:1677674
PubChem ID:55287535
Update Time:2025-06-14

4-acetamidobut-2-enoic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Butenoic acid, 4-(acetylamino)-
    • 4-acetamidobut-2-enoic acid
    • FGB5PQG5JU
    • 4-Acetamido-2-butenoic acid
    • 4-Acetamino-2-butenoic acid
    • SCHEMBL17438007
    • (2E)-4-acetamidobut-2-enoic acid
    • AKOS006357195
    • SCHEMBL7376039
    • EN300-214158
    • 64120-63-4
    • (E)-4-acetamidobut-2-enoic acid
    • 4-Acetamidobut-2-enoicacid
    • EN300-3619545
    • Q27277975
    • UNII-FGB5PQG5JU
    • MDL: MFCD19219699
    • Inchi: 1S/C6H9NO3/c1-5(8)7-4-2-3-6(9)10/h2-3H,4H2,1H3,(H,7,8)(H,9,10)/b3-2+
    • InChI Key: FFMCJGYZAHPFJO-NSCUHMNNSA-N
    • SMILES: O=C(C)NC/C=C/C(=O)O

Computed Properties

  • Exact Mass: 143.05827
  • Monoisotopic Mass: 143.058243149g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 3
  • Complexity: 162
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.6
  • Topological Polar Surface Area: 66.4?2

Experimental Properties

  • PSA: 66.4

4-acetamidobut-2-enoic acid Pricemore >>

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Additional information on 4-acetamidobut-2-enoic acid

Comprehensive Analysis of 4-Acetamidobut-2-enoic Acid (CAS 64120-63-4): Properties, Applications, and Innovations

4-Acetamidobut-2-enoic acid (CAS 64120-63-4), a versatile organic compound, has garnered significant attention in pharmaceutical and biochemical research due to its unique structural properties. This unsaturated carboxylic acid derivative, characterized by its acetamido and butenoic acid functional groups, serves as a critical intermediate in synthesizing bioactive molecules. Researchers and industries increasingly explore its potential in drug development, particularly for targeting metabolic pathways and inflammation modulation, aligning with current trends in precision medicine and sustainable chemistry.

The compound’s molecular structure (C6H9NO3) features a conjugated double bond, enhancing its reactivity in Michael addition reactions—a hotspot in green chemistry applications. Recent studies highlight its role in designing biodegradable polymers, addressing the global demand for eco-friendly materials. Users frequently search for "4-Acetamidobut-2-enoic acid solubility" or "CAS 64120-63-4 synthesis," reflecting practical concerns in lab-scale production and formulation stability.

In pharmaceuticals, 4-acetamidobut-2-enoic acid derivatives exhibit promise as enzyme inhibitors, particularly in metabolic disorders like diabetes. Its mechanism parallels popular inquiries such as "how to optimize carboxylate bioavailability"—a trending topic in drug delivery systems. Analytical techniques like HPLC and NMR are essential for purity assessment, a recurring question among quality control professionals.

From an industrial perspective, the compound’s compatibility with catalytic hydrogenation aligns with searches for "sustainable catalytic processes." Innovations in flow chemistry have streamlined its production, reducing waste—a key focus in circular economy discussions. Regulatory databases emphasize its safe handling under standard protocols, though it remains non-classified as hazardous.

Emerging applications include its use in peptide mimetics, resonating with the rise of biologics in therapeutics. The compound’s stereochemical flexibility enables chiral synthesis, addressing FAQs like "how to achieve enantioselective reactions." Patent analyses reveal growing IP activity, particularly in oncological and neuroprotective agent development.

Environmental impact assessments confirm its low ecotoxicity, a vital consideration for green manufacturing certifications. As synthetic biology advances, 64120-63-4 derivatives may play a role in bio-based production platforms—answering queries on "alternatives to petrochemical intermediates." Collaborative studies between academia and industry continue to expand its utility, solidifying its position in modern organic chemistry.

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