Cas no 15216-10-1 (1-nitrosoazetidine)

1-Nitrosoazetidine is a heterocyclic organic compound featuring a four-membered azetidine ring with a nitroso functional group. This structure imparts unique reactivity, making it valuable in synthetic organic chemistry, particularly in the development of nitrogen-containing heterocycles and as a precursor for more complex molecular architectures. The nitroso group offers potential for selective transformations, including cycloadditions and nucleophilic substitutions, which are useful in pharmaceutical and agrochemical research. Its compact ring system and functional group versatility enable applications in the study of strained ring systems and their stability under various conditions. Proper handling is essential due to its potential sensitivity.
1-nitrosoazetidine structure
1-nitrosoazetidine structure
Product Name:1-nitrosoazetidine
CAS No:15216-10-1
MF:C3H6N2O
MW:86.0925402641296
MDL:MFCD01665442
CID:158403
PubChem ID:27135
Update Time:2025-06-26

1-nitrosoazetidine Chemical and Physical Properties

Names and Identifiers

    • Azetidine, 1-nitroso-
    • 1-nitrosoazetidine
    • nitrosoazetidine
    • 1-Nitroso-azetidin
    • 1-nitroso-azetidine
    • CCRIS 5586
    • Nitroso-azetidin
    • Nitroso-azetidin [German]
    • Nitrosotrimethyleneimine
    • N-Nitrosazetidine
    • N-Nitroso-azetidin
    • N-Nitrosoazetidine
    • N-Nitrosotrimethyleneimine
    • AKOS006277629
    • 5-20-01-00147 (Beilstein Handbook Reference)
    • NS00096244
    • 15216-10-1
    • SNKTZBNDUVWOAZ-UHFFFAOYSA-N
    • UNII-LNG95144HS
    • EN300-258057
    • NSC 223081
    • WLN: T4NTJ ANO
    • BRN 0106316
    • CHEMBL351479
    • NSC223081
    • LNG95144HS
    • DTXSID9021475
    • NSC-223081
    • MDL: MFCD01665442
    • Inchi: 1S/C3H6N2O/c6-4-5-2-1-3-5/h1-3H2
    • InChI Key: SNKTZBNDUVWOAZ-UHFFFAOYSA-N
    • SMILES: O=NN1CCC1

Computed Properties

  • Exact Mass: 86.04808
  • Monoisotopic Mass: 86.048012819g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 6
  • Rotatable Bond Count: 0
  • Complexity: 59.8
  • 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: -0.5
  • Topological Polar Surface Area: 32.7?2

Experimental Properties

  • Density: 1.1530 (rough estimate)
  • Boiling Point: 158.75°C (rough estimate)
  • Refractive Index: 1.5110 (estimate)
  • PSA: 32.67
  • LogP: 0.31140

1-nitrosoazetidine Pricemore >>

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1-nitrosoazetidine Related Literature

Additional information on 1-nitrosoazetidine

Professional Introduction to Compound with CAS No. 15216-10-1 and Product Name: 1-nitrosoazetidine

The compound with the CAS number 15216-10-1 is identified as 1-nitrosoazetidine, a heterocyclic organic molecule that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound belongs to the nitroso heterocycles class, which is known for its versatile reactivity and potential applications in synthetic chemistry, drug development, and mechanistic studies.

1-nitrosoazetidine is structurally characterized by a five-membered azetidine ring substituted with a nitroso group (–NO). This structural motif imparts unique electronic and steric properties, making it a valuable intermediate in the synthesis of more complex molecules. The nitroso group, in particular, is a reactive species that can participate in various chemical transformations, including nucleophilic addition reactions, metal-catalyzed coupling reactions, and redox processes.

In recent years, 1-nitrosoazetidine has been extensively studied for its potential role in medicinal chemistry. Its reactivity allows for the facile introduction of functional groups into larger molecular frameworks, facilitating the development of novel pharmacophores. For instance, researchers have explored its use in generating sulfonamide derivatives, which are known to exhibit biological activity across multiple therapeutic areas.

One of the most compelling aspects of 1-nitrosoazetidine is its utility as a building block in the synthesis of bioactive molecules. The azetidine core is a privileged scaffold in drug discovery due to its ability to mimic natural heterocycles found in biologically active compounds. Additionally, the nitroso group can be further functionalized to yield a wide range of derivatives with distinct properties. These derivatives have shown promise in preclinical studies as potential candidates for treating various diseases.

Recent advancements in synthetic methodologies have enhanced the accessibility of 1-nitrosoazetidine, enabling more efficient and scalable production processes. These improvements have opened new avenues for exploring its applications in drug development and chemical biology. For example, transition-metal-catalyzed reactions have been employed to introduce diverse substituents into the azetidine ring, expanding the structural diversity of possible derivatives.

The mechanistic studies of 1-nitrosoazetidine have provided valuable insights into its reactivity patterns and transformations. Understanding these processes is crucial for optimizing synthetic routes and designing molecules with enhanced pharmacological properties. Researchers have also investigated its role in catalytic cycles, where it serves as an intermediate or ligand in metal-catalyzed reactions.

In addition to its synthetic utility, 1-nitrosoazetidine has been examined for its potential biological effects. While it is not typically used as a therapeutic agent itself, its derivatives have demonstrated interesting pharmacological activities. These include interactions with enzymes and receptors involved in signal transduction pathways, making them attractive candidates for further investigation.

The future prospects of 1-nitrosoazetidine are promising, with ongoing research focusing on expanding its applications in drug discovery and materials science. Innovations in synthetic chemistry continue to unlock new possibilities for this versatile compound. As our understanding of its reactivity and functionality grows, so too does its potential to contribute to advancements in chemical biology and pharmaceutical sciences.

The integration of computational methods into the study of 1-nitrosoazetidine has also accelerated progress by enabling predictive modeling of molecular interactions. These computational approaches help guide experimental design and optimize synthetic strategies. By combining experimental data with theoretical insights, researchers can more effectively harness the potential of this compound.

In conclusion,1-nitrosoazetidine (CAS No. 15216-10-1) represents a fascinating molecule with broad implications in chemical biology and pharmaceutical research. Its unique structural features and reactivity make it a valuable tool for synthesizing complex molecules with potential therapeutic applications. As research continues to uncover new aspects of its behavior and utility,1-nitrosoazetidine is poised to remain at the forefront of innovation in this dynamic field.

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