Cas no 169177-17-7 (1,3,5-trimethyl-3,7-diazabicyclo3.3.1nonan-9-ol)

1,3,5-Trimethyl-3,7-diazabicyclo[3.3.1]nonan-9-ol is a bicyclic tertiary amine alcohol with a rigid molecular structure, offering unique steric and electronic properties. Its fused ring system enhances stability, making it suitable for applications in catalysis, ligand design, and pharmaceutical intermediates. The presence of hydroxyl and tertiary amine functional groups allows for versatile reactivity, including hydrogen bonding and coordination chemistry. The methyl substituents further modulate its solubility and steric hindrance, enabling selective interactions in complex synthetic pathways. This compound is particularly valued for its potential in asymmetric synthesis and as a building block for advanced heterocyclic frameworks. Its well-defined structure ensures consistent performance in demanding chemical environments.
1,3,5-trimethyl-3,7-diazabicyclo3.3.1nonan-9-ol structure
169177-17-7 structure
Product Name:1,3,5-trimethyl-3,7-diazabicyclo3.3.1nonan-9-ol
CAS No:169177-17-7
MF:C10H20N2O
MW:184.278602600098
MDL:MFCD01548267
CID:1078752
PubChem ID:541501
Update Time:2025-10-31

1,3,5-trimethyl-3,7-diazabicyclo3.3.1nonan-9-ol Chemical and Physical Properties

Names and Identifiers

    • 1,3,5-Trimethyl-3,7-diazabicyclo[3.3.1]nonan-9-ol
    • 1,3,5-Trimethyl-3,7-diaza-bicyclo[3.3.1]-nonan-9-ol
    • 1,3,5-trimethyl-3,7-diazabicyclo[3.3.1]nonan-9-ol(SALTDATA: FREE)
    • 1,3,5-trimethyl-9-hydroxy-3,7-diazabicyclo[3.3.1]nonane
    • 1,3,5-trimethyl-9-hydroxy-3,7-diazabicyclo< 3.3.1> nonane
    • AC1LBSNI
    • BB_SC-4400
    • BBL010542
    • CTK4D3214
    • Oprea1_405434
    • Oprea1_490451
    • SureCN4876108
    • CS-0447927
    • VS-02550
    • AKOS016344204
    • A921441
    • STK801644
    • 3,7-Diazabicyclo[3.3.1]nonan-9-ol, 1,3,5-trimethyl-
    • SCHEMBL4876108
    • DTXSID40337286
    • AB01218262-03
    • AKOS000506531
    • 169177-17-7
    • 9-hydroxy-1,5,7-trimethyl-3,7-diazabicyclo[3.3.1]nonane
    • NCGC00324717-01
    • AE-848/31945052
    • 1,3,5-trimethyl-3,7-diazabicyclo3.3.1nonan-9-ol
    • MDL: MFCD01548267
    • Inchi: 1S/C10H20N2O/c1-9-4-11-5-10(2,8(9)13)7-12(3)6-9/h8,11,13H,4-7H2,1-3H3
    • InChI Key: HDNDFGNEEKOHMW-UHFFFAOYSA-N
    • SMILES: OC1C2(C)CNCC1(C)CN(C)C2

Computed Properties

  • Exact Mass: 184.1577
  • Monoisotopic Mass: 184.157563266g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 201
  • 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: 35.5?2

Experimental Properties

  • PSA: 35.5

1,3,5-trimethyl-3,7-diazabicyclo3.3.1nonan-9-ol Security Information

  • Storage Condition:Sealed in dry,2-8°C

1,3,5-trimethyl-3,7-diazabicyclo3.3.1nonan-9-ol Pricemore >>

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Additional information on 1,3,5-trimethyl-3,7-diazabicyclo3.3.1nonan-9-ol

Comprehensive Overview of 1,3,5-Trimethyl-3,7-diazabicyclo[3.3.1]nonan-9-ol (CAS No. 169177-17-7)

1,3,5-Trimethyl-3,7-diazabicyclo[3.3.1]nonan-9-ol, identified by its CAS number 169177-17-7, is a structurally unique bicyclic compound that has garnered significant attention in pharmaceutical and chemical research. This molecule features a diazabicyclo[3.3.1]nonane core, which is a privileged scaffold in medicinal chemistry due to its ability to modulate biological targets. The presence of three methyl groups and a hydroxyl group at the 9-position further enhances its versatility in synthetic applications. Researchers are particularly interested in its potential as a chiral building block or ligand for asymmetric catalysis, aligning with the growing demand for enantioselective synthesis in drug development.

In recent years, the compound has been explored for its role in neurological research, where its structural similarity to bioactive alkaloids suggests possible interactions with neurotransmitter receptors. This aligns with the rising interest in central nervous system (CNS) therapeutics, a hot topic in pharmaceutical forums and AI-driven drug discovery platforms. Users frequently search for terms like "novel CNS drug scaffolds" or "nitrogen-containing heterocycles," highlighting the relevance of 169177-17-7 in cutting-edge research. Its low molecular weight and balanced lipophilicity also make it a candidate for optimizing blood-brain barrier permeability, a critical factor in CNS drug design.

The synthesis of 1,3,5-Trimethyl-3,7-diazabicyclo[3.3.1]nonan-9-ol typically involves multi-step organic transformations, including reductive amination and cyclization strategies. A notable challenge is the stereoselective introduction of the hydroxyl group, which has spurred innovations in catalytic asymmetric hydroxylation methods. These advancements resonate with the broader trend toward green chemistry, as researchers seek to minimize waste and improve atom economy. Searches for "sustainable synthesis of bicyclic amines" or "eco-friendly chiral catalysts" reflect this intersection of synthetic efficiency and environmental consciousness.

Beyond pharmaceuticals, CAS 169177-17-7 has potential applications in material science, particularly in the design of smart polymers and coordination complexes. Its rigid bicyclic framework can impart thermal stability to polymers, while the nitrogen atoms enable metal ion chelation—a property leveraged in catalysis and sensor development. This dual applicability addresses frequent queries about "multifunctional organic compounds" and "hybrid organic-inorganic materials," topics trending in academic and industrial circles.

Analytical characterization of this compound relies heavily on NMR spectroscopy and mass spectrometry, with its distinctive fragmentation patterns aiding in structural confirmation. The proton-rich environment of the diazabicyclo core also makes it a model system for studying spin-spin coupling in advanced NMR techniques. Such technical nuances cater to professionals searching for "NMR analysis of polycyclic amines" or "MS interpretation of heterocycles," bridging the gap between theoretical knowledge and practical application.

In summary, 1,3,5-Trimethyl-3,7-diazabicyclo[3.3.1]nonan-9-ol (169177-17-7) exemplifies the convergence of synthetic innovation and interdisciplinary utility. Its relevance to drug discovery, sustainable chemistry, and advanced materials ensures its continued prominence in scientific discourse, answering the call for compounds that push the boundaries of molecular design.

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