Cas no 920016-99-5 (3-azabicyclo[3.2.1]octane-8-methanol hydrochloride)

3-Azabicyclo[3.2.1]octane-8-methanol hydrochloride is a bicyclic amine derivative with a rigid molecular framework, offering structural versatility for pharmaceutical and chemical applications. The compound features a methanol-functionalized bridgehead position, enhancing its utility as a chiral building block or intermediate in organic synthesis. Its hydrochloride salt form ensures improved stability and solubility, facilitating handling and storage. The bicyclo[3.2.1]octane scaffold provides conformational constraint, making it valuable for designing bioactive molecules with targeted steric and electronic properties. This compound is particularly relevant in medicinal chemistry for developing central nervous system (CNS) agents or enzyme inhibitors due to its nitrogen-containing heterocycle and functional group adaptability.
3-azabicyclo[3.2.1]octane-8-methanol hydrochloride structure
920016-99-5 structure
Product Name:3-azabicyclo[3.2.1]octane-8-methanol hydrochloride
CAS No:920016-99-5
MF:C8H15NO
MW:141.210802316666
CID:759709
PubChem ID:55299465
Update Time:2025-06-12

3-azabicyclo[3.2.1]octane-8-methanol hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 3-Azabicyclo[3.2.1]octane-8-methanol
    • 3-azabicyclo[3.2.1]octan-8-ylmethanol
    • 3-Azabicyclo[3.2.1]octane-8-methanol hydrochloride
    • DTXSID90717650
    • SCHEMBL4250535
    • (3-Azabicyclo[3.2.1]octan-8-yl)methanol
    • CS-0057394
    • 3-AZABICYCLO[3.2.1]OCTANE-8-METHANOL HCL
    • AKOS006377770
    • 920016-99-5
    • P18509
    • PB37175
    • 3-azabicyclo[3.2.1]octane-8-methanol hydrochloride
    • Inchi: 1S/C8H15NO/c10-5-8-6-1-2-7(8)4-9-3-6/h6-10H,1-5H2
    • InChI Key: YXZUOGBWYXRKQJ-UHFFFAOYSA-N
    • SMILES: OCC1C2CNCC1CC2

Computed Properties

  • Exact Mass: 141.115364102g/mol
  • Monoisotopic Mass: 141.115364102g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 114
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.1
  • Topological Polar Surface Area: 32.3?2

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Additional information on 3-azabicyclo[3.2.1]octane-8-methanol hydrochloride

Comprehensive Overview of 3-azabicyclo[3.2.1]octane-8-methanol hydrochloride (CAS No. 920016-99-5)

The compound 3-azabicyclo[3.2.1]octane-8-methanol hydrochloride (CAS No. 920016-99-5) is a bicyclic organic molecule featuring a unique structural framework that combines an azabicyclo core with a hydroxymethyl functional group. This molecular architecture makes it a valuable intermediate in pharmaceutical research, particularly in the development of central nervous system (CNS) therapeutics and enzyme inhibitors. The hydrochloride salt form enhances its solubility and stability, which is critical for formulation and bioavailability studies.

In recent years, the demand for 3-azabicyclo[3.2.1]octane derivatives has surged due to their potential applications in neurological disorders and pain management. Researchers are particularly interested in its role as a scaffold for designing G protein-coupled receptor (GPCR) modulators, a hot topic in drug discovery. The compound's rigid bicyclic structure offers conformational constraints that can improve target selectivity, a key consideration in modern precision medicine.

From a synthetic chemistry perspective, CAS No. 920016-99-5 is often discussed in the context of asymmetric synthesis and chiral resolution techniques. Its stereochemistry is crucial for biological activity, aligning with the growing emphasis on enantiopure drugs in the pharmaceutical industry. Analytical methods such as HPLC and NMR spectroscopy are routinely employed to characterize this compound, addressing the need for rigorous quality control in API manufacturing.

The compound's hydrophilic-lipophilic balance (HLB) makes it a candidate for drug delivery systems, especially in crossing the blood-brain barrier (BBB)—a frequent search topic among neuroscientists. Recent publications have explored its derivatization for neuroprotective agents, coinciding with rising global interest in neurodegenerative disease research like Alzheimer's and Parkinson's.

Environmental and regulatory aspects of 3-azabicyclo[3.2.1]octane-8-methanol hydrochloride are also noteworthy. Its green chemistry profile is being evaluated through atom economy assessments and biodegradability studies, reflecting the industry's shift toward sustainable pharmaceutical synthesis. These dimensions are increasingly captured in ESG (Environmental, Social, and Governance) metrics for chemical suppliers.

In computational chemistry, this compound serves as a test case for molecular docking simulations due to its bridged ring system, which presents unique challenges for force field parameterization. Such applications resonate with the expanding use of AI-driven drug design tools, a trending search term in scientific circles.

Market analysts highlight the growing patent landscape around azabicyclo compounds, with 920016-99-5 appearing in several IP filings for ion channel modulators. This aligns with commercial interest in personalized medicine approaches, where tailored therapeutics require specialized chemical building blocks.

For formulation scientists, the hygroscopicity of the hydrochloride salt form necessitates careful excipient selection, tying into broader discussions about solid-state chemistry and polymorphism control—subjects frequently queried in pharmaceutical forums.

In summary, 3-azabicyclo[3.2.1]octane-8-methanol hydrochloride represents a multifaceted compound bridging medicinal chemistry, process optimization, and therapeutic innovation. Its continued study addresses both fundamental scientific questions and applied industrial needs, making it a compound of enduring relevance across multiple disciplines.

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