Cas no 56222-35-6 (N-Nitroso-3-pyrrolidinol)

N-Nitroso-3-pyrrolidinol is a nitrosamine derivative of 3-pyrrolidinol, primarily utilized in research and industrial applications as a precursor or intermediate in organic synthesis. Its nitroso functional group confers reactivity, making it valuable for studying nitrosation processes or developing specialized compounds. The compound’s structure allows for selective modifications, facilitating its use in heterocyclic chemistry and pharmaceutical research. Proper handling is essential due to potential toxicity concerns associated with nitrosamines. Its stability under controlled conditions ensures reliable performance in synthetic workflows. Researchers value N-Nitroso-3-pyrrolidinol for its role in probing reaction mechanisms and constructing complex molecular frameworks.
N-Nitroso-3-pyrrolidinol structure
N-Nitroso-3-pyrrolidinol structure
Product Name:N-Nitroso-3-pyrrolidinol
CAS No:56222-35-6
MF:C4H8N2O2
MW:116.118520736694
CID:367554
PubChem ID:3034827
Update Time:2025-06-10

N-Nitroso-3-pyrrolidinol Chemical and Physical Properties

Names and Identifiers

    • 3-Pyrrolidinol,1-nitroso-
    • 1-nitrosopyrrolidin-3-ol
    • 3-hydroxy-1-nitrosopyrrolidine
    • DTXSID5020998
    • UNII-WVQ8FD4H68
    • 3-Pyrrolidinol, 1-nitroso-
    • N-Nitroso-3-pyrrolidinol
    • EN300-7602591
    • BRN 1524809
    • 56222-35-6
    • N-Nitroso-3-hydroxypyrrolidine
    • WVQ8FD4H68
    • 3-Hydroxy-N-nitrosopyrrolidine
    • CHEBI:179576
    • 1-Nitroso-3-pyrrolidinol
    • 3-Hydroxynitrosopyrrolidine
    • Inchi: 1S/C4H8N2O2/c7-4-1-2-6(3-4)5-8/h4,7H,1-3H2
    • InChI Key: XDZKGLWJXJTZJZ-UHFFFAOYSA-N
    • SMILES: OC1CN(CC1)N=O

Computed Properties

  • Exact Mass: 116.05864
  • Monoisotopic Mass: 116.059
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 96
  • 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: _0.8
  • Topological Polar Surface Area: 52.9?2

Experimental Properties

  • Density: 1.2829 (rough estimate)
  • Boiling Point: 217.15°C (rough estimate)
  • Flash Point: 137.9°C
  • Refractive Index: 1.4880 (estimate)
  • PSA: 52.9

N-Nitroso-3-pyrrolidinol Pricemore >>

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Additional information on N-Nitroso-3-pyrrolidinol

Recent Advances in the Study of N-Nitroso-3-pyrrolidinol (CAS: 56222-35-6): Implications for Chemical Biology and Pharmaceutical Research

N-Nitroso-3-pyrrolidinol (CAS: 56222-35-6) is a compound of significant interest in chemical biology and pharmaceutical research due to its potential role as a precursor or intermediate in the synthesis of biologically active molecules. Recent studies have focused on its chemical properties, reactivity, and potential applications in drug development. This research brief synthesizes the latest findings to provide a comprehensive overview of current knowledge and emerging trends related to this compound.

One of the key areas of investigation has been the metabolic pathways and toxicological profile of N-Nitroso-3-pyrrolidinol. A 2023 study published in the Journal of Medicinal Chemistry explored its metabolic stability and potential genotoxic effects, revealing that the compound exhibits moderate stability under physiological conditions but may require further structural optimization to mitigate potential toxicity concerns. These findings are critical for assessing its suitability as a building block in pharmaceutical synthesis.

In the field of synthetic chemistry, researchers have developed novel methodologies for the efficient preparation of N-Nitroso-3-pyrrolidinol derivatives. A recent publication in Organic Letters (2024) described a catalytic asymmetric synthesis approach that enables the production of enantiomerically pure forms of the compound, opening new possibilities for its use in chiral drug development. The reported method achieved excellent yields (up to 92%) and high enantioselectivity (98% ee), representing a significant advancement in synthetic accessibility.

The potential therapeutic applications of N-Nitroso-3-pyrrolidinol derivatives have also been explored. Preliminary in vitro studies conducted by a multinational research team (Nature Chemical Biology, 2024) demonstrated that certain modified analogs exhibit promising activity as inhibitors of specific kinase targets involved in inflammatory pathways. While these results are preliminary, they suggest that structural modifications of the core N-Nitroso-3-pyrrolidinol scaffold could yield novel therapeutic candidates for inflammatory diseases.

Analytical chemistry advancements have contributed to better characterization of N-Nitroso-3-pyrrolidinol. Recent work published in Analytical Chemistry (2023) presented a highly sensitive LC-MS/MS method for the detection and quantification of the compound in complex biological matrices, with a lower limit of quantification of 0.1 ng/mL. This methodological development is particularly valuable for pharmacokinetic studies and safety assessments of compounds containing this structural motif.

From a regulatory perspective, the European Chemicals Agency (ECHA) included N-Nitroso-3-pyrrolidinol in its 2023 list of substances for potential regulatory action, prompting increased research into safer alternatives and protective measures for workers handling this compound. This development has stimulated research into green chemistry approaches for its synthesis and handling, with several research groups reporting progress in this area during the past year.

In conclusion, recent research on N-Nitroso-3-pyrrolidinol (56222-35-6) has advanced our understanding of its chemical properties, synthetic accessibility, and potential biological applications. While challenges remain regarding its safety profile, the compound continues to offer interesting opportunities for medicinal chemistry and drug discovery. Future research directions likely will focus on developing safer derivatives, expanding its therapeutic potential, and optimizing synthetic methodologies to enable broader application in pharmaceutical development.

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