Cas no 1219982-44-1 (3-(3-Methoxypropoxy)azetidine)

3-(3-Methoxypropoxy)azetidine is a versatile heterocyclic compound featuring an azetidine ring substituted with a 3-methoxypropoxy side chain. This structure imparts favorable solubility and reactivity, making it a valuable intermediate in organic synthesis and pharmaceutical applications. The presence of the azetidine ring contributes to conformational rigidity, while the ether linkage enhances compatibility with polar solvents. Its balanced lipophilicity and steric profile make it suitable for use in medicinal chemistry, particularly in the development of bioactive molecules. The compound’s stability under standard conditions ensures reliable handling and storage. Its synthetic flexibility allows for further functionalization, enabling tailored modifications for specific research or industrial needs.
3-(3-Methoxypropoxy)azetidine structure
3-(3-Methoxypropoxy)azetidine structure
Product Name:3-(3-Methoxypropoxy)azetidine
CAS No:1219982-44-1
MF:C7H15NO2
MW:145.199502229691
CID:4914643
PubChem ID:53409275
Update Time:2026-02-27

3-(3-Methoxypropoxy)azetidine Chemical and Physical Properties

Names and Identifiers

    • 3-(3-METHOXYPROPOXY)AZETIDINE
    • 3-(3-Methoxypropoxy)azetidine
    • Inchi: 1S/C7H15NO2/c1-9-3-2-4-10-7-5-8-6-7/h7-8H,2-6H2,1H3
    • InChI Key: VMXPYEXAUPRHIC-UHFFFAOYSA-N
    • SMILES: O(CCCOC)C1CNC1

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 5
  • Complexity: 83.7
  • XLogP3: -0.3
  • Topological Polar Surface Area: 30.5

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Additional information on 3-(3-Methoxypropoxy)azetidine

Introduction to 3-(3-Methoxypropoxy)azetidine (CAS No: 1219982-44-1) in Modern Chemical and Pharmaceutical Research

The compound 3-(3-Methoxypropoxy)azetidine (CAS No: 1219982-44-1) represents a significant advancement in the field of heterocyclic chemistry and pharmaceutical innovation. This azetidine derivative, characterized by its unique structural framework, has garnered considerable attention due to its versatile applications in drug design and molecular synthesis. The presence of a 3-methoxypropoxy side chain introduces a modifiable hydrophobic and hydrophilic balance, making it an attractive candidate for various biochemical interactions.

Recent studies have highlighted the potential of 3-(3-Methoxypropoxy)azetidine as a key intermediate in the development of novel therapeutic agents. Its structural motif, combining the stability of the azetidine ring with the functional flexibility of the methoxypropyl group, allows for precise tuning of pharmacokinetic properties. This has led to its exploration in the synthesis of kinase inhibitors, which are pivotal in treating cancers and inflammatory diseases. The compound’s ability to mimic natural amino acid sequences while maintaining distinct chemical properties has opened new avenues in peptidomimetics research.

In the realm of medicinal chemistry, 3-(3-Methoxypropoxy)azetidine has been investigated for its role in modulating enzyme activity. Specifically, its derivatives have shown promise in inhibiting enzymes involved in metabolic pathways relevant to diabetes and obesity. The methoxy group enhances solubility, facilitating better bioavailability, while the azetidine core provides a scaffold for further functionalization. This dual functionality makes it an invaluable building block for structure-activity relationship (SAR) studies.

Advances in computational chemistry have further propelled the study of 3-(3-Methoxypropoxy)azetidine. Molecular docking simulations have revealed its potential binding affinity to various biological targets, including protein kinases and transcription factors. These simulations not only predict interaction mechanisms but also guide experimental design, reducing trial-and-error approaches in drug discovery. The integration of machine learning algorithms with traditional pharmacophore modeling has enhanced the accuracy of these predictions, making 3-(3-Methoxypropoxy)azetidine a cornerstone in virtual screening processes.

The synthesis of 3-(3-Methoxypropoxy)azetidine involves multi-step organic reactions that showcase the ingenuity of synthetic chemists. Key steps include nucleophilic substitution reactions on an azetidine precursor, followed by etherification with 3-methoxypropanol under controlled conditions. Recent innovations in catalytic systems have improved yield and purity, enabling large-scale production necessary for industrial applications. Green chemistry principles have also been applied, minimizing waste and hazardous byproducts through solvent-free reactions and recyclable catalysts.

In clinical trials, derivatives of 3-(3-Methoxypropoxy)azetidine have demonstrated efficacy in preclinical models of neurological disorders such as Alzheimer’s disease. The compound’s ability to cross the blood-brain barrier while interacting with specific neuroreceptors makes it a promising candidate for central nervous system (CNS) drug development. Researchers are exploring its potential as an acetylcholinesterase inhibitor, which could alleviate cognitive decline associated with neurodegenerative conditions.

The role of 3-(3-Methoxypropoxy)azetidine extends beyond small-molecule drug development into materials science. Its structural features make it suitable for designing polymers with tailored properties, including biodegradability and biocompatibility. These polymers find applications in drug delivery systems, where controlled release profiles are critical for therapeutic efficacy. The compound’s versatility underscores its importance as a multifunctional chemical entity.

Regulatory considerations play a crucial role in the adoption of 3-(3-Methoxypropoxy)azetidine in pharmaceuticals. Compliance with Good Manufacturing Practices (GMP) ensures that synthetic routes are reproducible and scalable under industrial conditions. Additionally, toxicity studies are essential to assess safety margins before clinical use. Collaborative efforts between academia and industry have streamlined these processes, accelerating the translation of laboratory findings into market-ready products.

Future directions for research on 3-(3-Methoxypropoxy)azetidine include exploring its role in gene therapy vectors and nanomedicine applications. The compound’s ability to form stable complexes with nucleic acids or nanoparticles opens new possibilities for targeted drug delivery and gene editing technologies. As computational methods advance, so too will our understanding of how modifications to this scaffold can enhance therapeutic outcomes.

In summary, 3-( 3- Methoxyprop oxy ) azeti dine ( CAS No : 1219982 -44 -1 ) stands as a testament to the ingenuity of modern chemical research . Its unique structure and functional attributes position it at the forefront of pharmaceutical innovation , offering solutions across multiple therapeutic domains . As science progresses , we can expect further groundbreaking applications to emerge , solidifying its importance as a cornerstone compound in both academic and industrial settings .

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