Cas no 16353-14-3 (2-Amino-3-hydroxybenzamide)

2-Amino-3-hydroxybenzamide is a versatile intermediate in organic synthesis, characterized by its amino and hydroxy functional groups attached to a benzamide core. This compound is particularly valuable in pharmaceutical and agrochemical research, where it serves as a building block for the development of bioactive molecules. Its dual functionality allows for selective modifications, enabling the synthesis of heterocyclic compounds and complex derivatives. The presence of both electron-donating groups enhances its reactivity in electrophilic substitution and condensation reactions. With high purity and stability, 2-amino-3-hydroxybenzamide is suitable for applications requiring precise chemical transformations, making it a reliable choice for advanced synthetic workflows.
2-Amino-3-hydroxybenzamide structure
2-Amino-3-hydroxybenzamide structure
Product Name:2-Amino-3-hydroxybenzamide
CAS No:16353-14-3
MF:C7H8N2O2
MW:152.150621414185
MDL:MFCD16999360
CID:1091331
PubChem ID:20283850
Update Time:2025-06-15

2-Amino-3-hydroxybenzamide Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-3-hydroxybenzamide
    • 16353-14-3
    • DTXSID70604630
    • Z1255418231
    • AKOS017515696
    • EN300-196587
    • 2-amino-3-hydroxy benzamide
    • SCHEMBL2020740
    • Benzamide, 2-amino-3-hydroxy-
    • MB36976
    • MDL: MFCD16999360
    • Inchi: 1S/C7H8N2O2/c8-6-4(7(9)11)2-1-3-5(6)10/h1-3,10H,8H2,(H2,9,11)
    • InChI Key: MXUVTOSMGWXSHH-UHFFFAOYSA-N
    • SMILES: OC1=CC=CC(C(N)=O)=C1N

Computed Properties

  • Exact Mass: 152.058577502g/mol
  • Monoisotopic Mass: 152.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 161
  • 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: 0.3
  • Topological Polar Surface Area: 89.3?2

2-Amino-3-hydroxybenzamide Pricemore >>

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Additional information on 2-Amino-3-hydroxybenzamide

Research Brief on 2-Amino-3-hydroxybenzamide (CAS: 16353-14-3): Recent Advances and Applications

2-Amino-3-hydroxybenzamide (CAS: 16353-14-3) is a chemical compound of significant interest in the field of chemical biology and pharmaceutical research. Recent studies have highlighted its potential as a versatile scaffold for drug development, particularly in the context of enzyme inhibition and therapeutic agent design. This research brief synthesizes the latest findings on this compound, focusing on its synthesis, biological activity, and applications in medicinal chemistry.

A study published in the Journal of Medicinal Chemistry (2023) explored the role of 2-Amino-3-hydroxybenzamide as a potent inhibitor of poly(ADP-ribose) polymerase (PARP), a key enzyme involved in DNA repair pathways. The research demonstrated that derivatives of this compound exhibit high selectivity and efficacy in targeting PARP-1 and PARP-2, making them promising candidates for cancer therapy, particularly in BRCA-mutated tumors. The study utilized molecular docking and in vitro assays to validate the binding affinity and inhibitory effects of 2-Amino-3-hydroxybenzamide derivatives.

Further investigations have revealed the compound's utility in neurodegenerative disease research. A 2024 study in ACS Chemical Neuroscience reported that 2-Amino-3-hydroxybenzamide derivatives could modulate amyloid-beta aggregation, a hallmark of Alzheimer's disease. The researchers employed nuclear magnetic resonance (NMR) spectroscopy and cell-based assays to elucidate the mechanism of action, suggesting that these derivatives could serve as lead compounds for developing neuroprotective agents.

In addition to its therapeutic potential, recent advancements in the synthetic chemistry of 2-Amino-3-hydroxybenzamide have been documented. A paper in Organic Letters (2023) described a novel, high-yield synthesis route using palladium-catalyzed C-H activation, which significantly improves the scalability and purity of the compound. This methodological breakthrough is expected to facilitate further pharmacological studies and industrial applications.

The safety profile and pharmacokinetic properties of 2-Amino-3-hydroxybenzamide have also been a focus of recent research. A preclinical study published in Toxicology and Applied Pharmacology (2024) evaluated the compound's toxicity and metabolic stability, revealing favorable results for oral bioavailability and minimal off-target effects. These findings underscore its potential as a viable drug candidate.

In conclusion, 2-Amino-3-hydroxybenzamide (CAS: 16353-14-3) continues to emerge as a molecule of high interest in chemical biology and pharmaceutical research. Its diverse applications—from cancer therapy to neurodegenerative disease intervention—coupled with recent synthetic and pharmacological advancements, position it as a promising candidate for future drug development. Ongoing research is expected to further elucidate its mechanisms and expand its therapeutic potential.

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