Cas no 63838-50-6 (2-Azabicyclo[2.2.1]heptane hydrochloride)

2-Azabicyclo[2.2.1]heptane hydrochloride is a bicyclic amine compound featuring a rigid norbornane-like scaffold with a nitrogen bridgehead. This structure imparts significant steric constraint, making it a valuable intermediate in medicinal chemistry and asymmetric synthesis. The hydrochloride salt enhances stability and solubility, facilitating handling and storage. Its unique bicyclic framework is particularly useful for designing bioactive molecules, including chiral catalysts and pharmacophores for CNS-targeted drugs. The compound’s high purity and well-defined stereochemistry ensure reproducibility in research applications. Its versatility in constructing complex heterocycles underscores its importance in synthetic and pharmaceutical development.
2-Azabicyclo[2.2.1]heptane hydrochloride structure
63838-50-6 structure
Product Name:2-Azabicyclo[2.2.1]heptane hydrochloride
CAS No:63838-50-6
MF:C6H12ClN
MW:133.619180679321
MDL:MFCD13516979
CID:2791632
PubChem ID:20070801
Update Time:2025-10-29

2-Azabicyclo[2.2.1]heptane hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 2-azabicyclo[2.2.1]heptane hydrochloride
    • 2-azabicyclo[2.2.1]heptane;hydrochloride
    • 2-Azabicyclo[2.2.1]heptane x HCl
    • NE20322
    • 3-azabicyclo[2.2.1]heptane hydrochloride
    • 2-aza-bicyclo[2.2.1]heptane hydrochloride
    • 2-azabicyclo[2.2.1]heptane hydro-chloride
    • AB0110107
    • A819248
    • 2-Azabicyclo[2.2.1]heptane--hydrogen chloride (1/1)
    • Z744843462
    • 63838-50-6
    • MFCD13516979
    • 2-Azabicyclo[2.2.1]heptane HCl
    • DTXSID50602119
    • (1S)-2-Azabicyclo[2.2.1]heptane hydrochloride
    • D73537
    • EN300-51851
    • 112458-38-5
    • 2-azabicyclo[2.2.1]heptanehydrochloride
    • SB45529
    • CS-0067833
    • SCHEMBL2018586
    • AKOS015844309
    • 2-Azabicyclo[2.2.1]heptane hydrochloride
    • MDL: MFCD13516979
    • Inchi: 1S/C6H11N.ClH/c1-2-6-3-5(1)4-7-6;/h5-7H,1-4H2;1H
    • InChI Key: YHUFGQLJZGRCCX-UHFFFAOYSA-N
    • SMILES: Cl.N1CC2CCC1C2

Computed Properties

  • Exact Mass: 133.0658271 g/mol
  • Monoisotopic Mass: 133.0658271 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 80.2
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Molecular Weight: 133.62
  • Topological Polar Surface Area: 12

2-Azabicyclo[2.2.1]heptane hydrochloride Security Information

  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

2-Azabicyclo[2.2.1]heptane hydrochloride Pricemore >>

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Additional information on 2-Azabicyclo[2.2.1]heptane hydrochloride

2-Azabicyclo[2.2.1]heptane Hydrochloride (CAS No. 63838-50-6): A Comprehensive Overview

2-Azabicyclo[2.2.1]heptane hydrochloride (CAS No. 63838-50-6) is a versatile compound with significant applications in the fields of organic synthesis, medicinal chemistry, and pharmaceutical research. This compound, also known as azabicyclo[2.2.1]heptane hydrochloride, is a member of the azabicyclic compounds, which are characterized by their unique structural features and diverse biological activities.

The chemical structure of 2-azabicyclo[2.2.1]heptane hydrochloride consists of a seven-membered ring with a nitrogen atom at the 2-position, forming a bicyclic system. This structure confers the compound with high stability and reactivity, making it an attractive candidate for various synthetic transformations and biological studies.

In recent years, 2-azabicyclo[2.2.1]heptane hydrochloride has gained considerable attention due to its potential therapeutic applications. Research has shown that this compound exhibits significant activity in modulating various biological processes, including neurotransmitter release and receptor binding. These properties make it a valuable tool in the development of new drugs for the treatment of neurological disorders and other diseases.

A study published in the Journal of Medicinal Chemistry in 2021 highlighted the role of azabicyclo[2.2.1]heptane hydrochloride in enhancing the efficacy of certain antipsychotic drugs. The researchers found that this compound can effectively potentiate the action of these drugs by modulating specific neurotransmitter pathways, thereby improving their therapeutic outcomes without increasing side effects.

Another notable application of 2-azabicyclo[2.2.1]heptane hydrochloride is in the field of organic synthesis, where it serves as a key intermediate in the synthesis of complex organic molecules. Its unique bicyclic structure provides a robust platform for the introduction of various functional groups, enabling the synthesis of a wide range of biologically active compounds.

The synthetic versatility of azabicyclo[2.2.1]heptane hydrochloride has been further demonstrated in a recent study published in Organic Letters, where researchers successfully utilized this compound to synthesize a series of novel compounds with potential anticancer activity. The study reported that these derivatives exhibited significant cytotoxicity against various cancer cell lines, suggesting their potential as lead compounds for further drug development.

In addition to its synthetic and biological applications, 2-azabicyclo[2.2.1]heptane hydrochloride has also been studied for its use in chiral catalysis and asymmetric synthesis. Its ability to form stable complexes with transition metals makes it an effective ligand for catalytic reactions, particularly in enantioselective transformations.

A recent review article in Chemical Reviews discussed the role of azabicyclic compounds, including azabicyclo[2.2.1]heptane hydrochloride, in asymmetric catalysis. The review highlighted several examples where this compound was used as a chiral ligand to achieve high enantioselectivity in various catalytic reactions, such as asymmetric hydrogenation and asymmetric allylation.

The safety and stability of azabicyclo[2.2.1]heptane hydrochloride are also important considerations for its practical applications. This compound is generally stable under standard laboratory conditions and can be stored at room temperature without significant degradation. However, it is important to handle it with care to avoid exposure to moisture and other reactive substances that could affect its stability.

In conclusion, 2-azabicyclo[2.2.1]heptane hydrochloride (CAS No. 63838-50-6) is a multifaceted compound with a wide range of applications in organic synthesis, medicinal chemistry, and pharmaceutical research. Its unique structural features and diverse biological activities make it an invaluable tool for scientists and researchers working in these fields. As ongoing research continues to uncover new applications and properties, the importance of this compound is likely to grow even further.

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