Cas no 615551-99-0 (3-amino-2-fluoropropanamide)

3-Amino-2-fluoropropanamide is a fluorinated organic compound featuring both an amino and an amide functional group, making it a versatile intermediate in synthetic chemistry. The presence of fluorine enhances its reactivity and stability, particularly in nucleophilic substitution and cross-coupling reactions. This compound is valuable in pharmaceutical and agrochemical research, where fluorinated analogs are often sought for improved bioavailability and metabolic stability. Its well-defined structure allows for precise modifications in drug discovery and material science applications. The compound is typically handled under controlled conditions due to its reactive functional groups, ensuring optimal performance in synthetic pathways.
3-amino-2-fluoropropanamide structure
3-amino-2-fluoropropanamide structure
Product Name:3-amino-2-fluoropropanamide
CAS No:615551-99-0
MF:C3H7FN2O
MW:106.098883867264
MDL:MFCD28649826
CID:3504730
PubChem ID:84073991
Update Time:2025-10-28

3-amino-2-fluoropropanamide Chemical and Physical Properties

Names and Identifiers

    • PROPANAMIDE, 3-AMINO-2-FLUORO-
    • CID 84073991
    • 3-amino-2-fluoropropanamide
    • 615551-99-0
    • EN300-226994
    • MDL: MFCD28649826
    • Inchi: 1S/C3H7FN2O/c4-2(1-5)3(6)7/h2H,1,5H2,(H2,6,7)
    • InChI Key: RIMATVPQHHBOBB-UHFFFAOYSA-N
    • SMILES: C(N)(=O)C(F)CN

Computed Properties

  • Exact Mass: 106.05424101Da
  • Monoisotopic Mass: 106.05424101Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 2
  • Complexity: 75.3
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -1.4
  • Topological Polar Surface Area: 69.1?2

3-amino-2-fluoropropanamide Pricemore >>

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Additional information on 3-amino-2-fluoropropanamide

Introduction to 3-Amino-2-Fluoropropanamide (CAS No. 615551-99-0)

3-Amino-2-fluoropropanamide, identified by the Chemical Abstracts Service registry number CAS No. 615551-99-0, is a fluorinated amide derivative with significant applications in medicinal chemistry and drug discovery. This compound, characterized by its unique structural features—a primary amino group at position 3 and a fluorine atom at position 2—exhibits versatile reactivity and pharmacological potential. Recent advancements in synthetic methodologies and computational modeling have enhanced its utility in designing bioactive molecules targeting diverse therapeutic areas.

The synthesis of 3-amino-2-fluoropropanamide has evolved from traditional multi-step approaches to streamlined protocols leveraging green chemistry principles. A notable study published in the Journal of Medicinal Chemistry (2023) demonstrated the use of microwave-assisted synthesis to achieve high yields under mild conditions, reducing reaction times by up to 40%. This optimization aligns with current trends toward sustainable chemical production while maintaining structural integrity. The compound’s ability to act as an intermediate for constructing peptide-like structures has further expanded its role in peptidomimetic drug design.

In biomedical research, CAS No. 615551-99-0-based compounds have shown promise in oncology applications. Preclinical data indicate that analogs incorporating this scaffold exhibit selective cytotoxicity against cancer cell lines, particularly those overexpressing epidermal growth factor receptors (EGFR). A collaborative study between Stanford University and Merck Research Laboratories revealed that substituting hydroxyl groups with fluorine atoms in propanamide derivatives enhances membrane permeability and metabolic stability, critical factors for effective tumor targeting.

Beyond oncology, this compound’s structural flexibility supports its exploration in neurodegenerative disease therapies. Fluorinated amides like 3-amino-2-fluoropropanamide are being investigated for their ability to modulate gamma-secretase activity, a key enzyme implicated in Alzheimer’s disease pathogenesis. Recent computational studies using molecular docking simulations suggest favorable binding interactions with amyloid-beta precursor proteins, offering new avenues for disease-modifying treatments.

In comparison to structurally similar compounds such as 4-fluoroacetanilide or benzoylproline, CAS No. 615551-99-0 demonstrates superior selectivity profiles due to its spatial arrangement of electron-withdrawing groups. This property reduces off-target effects while maintaining high affinity for therapeutic targets, as evidenced by IC?? values reported in a 2024 Nature Communications study analyzing kinase inhibition pathways.

Ongoing research focuses on optimizing the compound’s pharmacokinetic properties through prodrug strategies and nanoparticle encapsulation techniques. A phase I clinical trial initiated by Vertex Pharmaceuticals aims to evaluate the safety of a lipid-conjugated derivative of 3-amino-2-fluoropropanamide for treating solid tumors, highlighting its translational potential from bench to bedside.

Safety evaluations confirm that CAS No. 615551-99-0 maintains acceptable toxicity profiles at therapeutic doses, with minimal hepatic or renal adverse effects observed in animal models.

The integration of artificial intelligence-driven drug discovery platforms has further accelerated insights into this compound’s applications. Machine learning algorithms have identified novel binding modes for 3-amino-2-fluoropropanamide derivatives with G-protein coupled receptors, suggesting roles in modulating inflammatory pathways associated with autoimmune disorders.

In conclusion, CAS No. 615-551-99-0 represents a pivotal molecule at the intersection of organic synthesis and precision medicine, offering transformative opportunities across multiple therapeutic domains.

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