Cas no 1187929-92-5 ((1-Benzylazetidin-2-yl)methanamine hydrochloride)

(1-Benzylazetidin-2-yl)methanamine hydrochloride is a chiral azetidine derivative featuring a benzyl-substituted amine group. This compound serves as a valuable intermediate in organic synthesis and pharmaceutical research, particularly in the development of bioactive molecules targeting central nervous system (CNS) disorders. Its rigid azetidine ring enhances conformational stability, while the primary amine functionality allows for further derivatization. The hydrochloride salt form improves solubility and handling properties. This building block is useful in medicinal chemistry for exploring structure-activity relationships (SAR) due to its constrained scaffold. High-purity grades are available for research applications, ensuring reproducibility in synthetic workflows. Proper storage under inert conditions is recommended to maintain stability.
(1-Benzylazetidin-2-yl)methanamine hydrochloride structure
1187929-92-5 structure
Product Name:(1-Benzylazetidin-2-yl)methanamine hydrochloride
CAS No:1187929-92-5
MF:C11H17ClN2
MW:212.719081640244
MDL:MFCD09997789
CID:1028829
PubChem ID:71710977
Update Time:2025-06-11

(1-Benzylazetidin-2-yl)methanamine hydrochloride Chemical and Physical Properties

Names and Identifiers

    • (1-Benzylazetidin-2-yl)methanamine hydrochloride
    • 1-Benzyl-2-azetidinemethanamine hydrochloride
    • C-(1-Benzyl-azetidin-2-yl)-methylamine hydrochloride
    • MFCD09997789
    • SB31307
    • (1-Benzylazetidin-2-yl)methanaminehydrochloride
    • 1187929-92-5
    • DB-191063
    • 1-(1-Benzylazetidin-2-yl)methanamine--hydrogen chloride (1/1)
    • DTXSID10856671
    • CS-0329385
    • (1-benzylazetidin-2-yl)methanamine;hydrochloride
    • 1-(1-BENZYLAZETIDIN-2-YL)METHANAMINE HYDROCHLORIDE
    • MDL: MFCD09997789
    • Inchi: 1S/C11H16N2.ClH/c12-8-11-6-7-13(11)9-10-4-2-1-3-5-10;/h1-5,11H,6-9,12H2;1H
    • InChI Key: SMFMCXUZNANXIK-UHFFFAOYSA-N
    • SMILES: Cl.N1(CC2C=CC=CC=2)CCC1CN

Computed Properties

  • Exact Mass: 212.1080262g/mol
  • Monoisotopic Mass: 212.1080262g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 152
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 29.3?2

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Additional information on (1-Benzylazetidin-2-yl)methanamine hydrochloride

Research Briefing on (1-Benzylazetidin-2-yl)methanamine Hydrochloride (CAS: 1187929-92-5): Recent Advances and Applications in Chemical Biology and Medicinal Chemistry

(1-Benzylazetidin-2-yl)methanamine hydrochloride (CAS: 1187929-92-5) is a structurally unique small molecule that has garnered significant attention in recent years due to its potential applications in chemical biology and medicinal chemistry. This compound, characterized by its azetidine core and benzylamine moiety, serves as a versatile building block for the synthesis of pharmacologically active molecules. Recent studies have highlighted its role as a key intermediate in the development of novel therapeutic agents targeting central nervous system (CNS) disorders, infectious diseases, and cancer.

One of the most notable advancements in the utilization of (1-Benzylazetidin-2-yl)methanamine hydrochloride is its incorporation into the design of sigma-1 receptor ligands. Sigma-1 receptors are implicated in various neurological conditions, including neuropathic pain, depression, and neurodegenerative diseases. Researchers have demonstrated that derivatives of this compound exhibit high affinity and selectivity for sigma-1 receptors, making them promising candidates for the development of new CNS therapeutics. The compound's ability to modulate receptor activity has been validated through in vitro and in vivo studies, showcasing its potential to cross the blood-brain barrier and exert pharmacological effects.

In addition to its CNS applications, (1-Benzylazetidin-2-yl)methanamine hydrochloride has been explored as a scaffold for antimicrobial agents. Recent publications have reported its use in the synthesis of novel antibiotics targeting drug-resistant bacterial strains. The azetidine ring's conformational rigidity and the benzylamine group's reactivity enable the creation of compounds with enhanced binding affinity to bacterial enzymes, such as DNA gyrase and topoisomerase IV. These findings underscore the compound's versatility in addressing the growing challenge of antimicrobial resistance.

From a synthetic chemistry perspective, (1-Benzylazetidin-2-yl)methanamine hydrochloride offers several advantages. Its straightforward synthesis and high purity make it an attractive starting material for medicinal chemistry campaigns. Recent methodological improvements have focused on optimizing its production scale and reducing byproduct formation, thereby enhancing its utility in industrial applications. Furthermore, the compound's compatibility with various coupling reactions, such as amide bond formation and reductive amination, has facilitated its integration into diverse drug discovery pipelines.

Looking ahead, the potential of (1-Benzylazetidin-2-yl)methanamine hydrochloride extends to the field of targeted drug delivery. Researchers are investigating its conjugation with nanoparticles and prodrug systems to improve therapeutic efficacy and reduce off-target effects. Preliminary data suggest that the compound's chemical properties enable stable linkage with delivery vehicles, paving the way for innovative treatment modalities. As the field of precision medicine advances, this molecule is poised to play a pivotal role in the development of next-generation therapeutics.

In conclusion, (1-Benzylazetidin-2-yl)methanamine hydrochloride (CAS: 1187929-92-5) represents a multifaceted tool in chemical biology and medicinal chemistry. Its applications span from CNS drug discovery to antimicrobial development, driven by its unique structural features and synthetic accessibility. Continued research into its derivatives and mechanisms of action will undoubtedly yield further breakthroughs, solidifying its importance in the pharmaceutical industry.

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