Cas no 206986-88-1 (Cinchonine Hydrochloride)

Cinchonine Hydrochloride is a quinine alkaloid derivative, primarily recognized for its chiral auxiliary and catalytic applications in asymmetric synthesis. Its hydrochloride form enhances solubility in aqueous and polar organic solvents, facilitating its use in stereoselective reactions. The compound exhibits high enantioselectivity, making it valuable for the resolution of racemic mixtures and the synthesis of optically active intermediates. It is also employed in pharmaceutical research due to its structural similarity to antimalarial agents. The product is characterized by consistent purity and stability, ensuring reliable performance in laboratory and industrial settings. Its versatility in organic synthesis underscores its importance in fine chemical and medicinal chemistry applications.
Cinchonine Hydrochloride structure
Cinchonine Hydrochloride structure
Product Name:Cinchonine Hydrochloride
CAS No:206986-88-1
MF:C19H25ClN2O2
MW:348.867004156113
CID:2624932
PubChem ID:87565484
Update Time:2025-05-20

Cinchonine Hydrochloride Chemical and Physical Properties

Names and Identifiers

    • Hydrogen chloride (9S)-cinchonan-9-ol hydrate (1:1:1:1)
    • Cinchonine Hydrochloride Hydrate
    • Cinchonine Monohydrochloride hydrate
    • (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol;hydrate;hydrochloride
    • DA-62326
    • 312695-48-0
    • 206986-88-1
    • CS-0197910
    • D89236
    • (S)-Quinolin-4-yl((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol hydrochloride hydrate
    • SCHEMBL18523302
    • (+)-Cinchonine monohydrochloride hydrate
    • DTXSID30662771
    • (S)-Quinolin-4-yl((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol hydrochloride xhydrate
    • (5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl)-(4-quinolinyl)methanol; hydron; chloride; hydrate
    • 635-464-9
    • Cinchonan-9-ol, monohydrochloride, hydrate, (9S)-
    • Cinchonine Hydrochloride
    • MDL: MFCD00079070
    • Inchi: 1S/C19H22N2O.ClH.H2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17;;/h2-7,9,13-14,18-19,22H,1,8,10-12H2;1H;1H2/t13-,14-,18+,19-;;/m0../s1
    • InChI Key: BJPKGJFSLFTZSO-OPMVAYRNSA-N
    • SMILES: Cl.O[C@@H](C1C=CN=C2C=CC=CC=12)[C@H]1C[C@@H]2CCN1C[C@@H]2C=C.O

Computed Properties

  • Exact Mass: 348.1604557g/mol
  • Monoisotopic Mass: 348.1604557g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 3
  • Complexity: 412
  • Covalently-Bonded Unit Count: 3
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 37.4?2

Experimental Properties

  • Melting Point: 208-218?°C(lit.)

Cinchonine Hydrochloride Security Information

Cinchonine Hydrochloride Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
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Cinchonine Hydrochloride Related Literature

Additional information on Cinchonine Hydrochloride

Cinchonine Hydrochloride (CAS No: 206986-88-1)

Cinchonine hydrochloride, a derivative of cinchona alkaloids, has garnered significant attention in the scientific community due to its diverse pharmacological properties. With the CAS registry number 206986-88-1, this compound is widely recognized for its role in various biological systems. Recent studies have highlighted its potential in the fields of antimicrobial therapy, anti-inflammatory treatments, and neuroprotective applications. The compound's unique chemical structure, which includes a quinoline skeleton, contributes to its ability to interact with multiple cellular pathways, making it a promising candidate for drug development.

The cinchona alkaloids family, to which cinchonine hydrochloride belongs, has been extensively studied for its bioactive properties. Researchers have identified that the compound exhibits antioxidant activity, which is crucial in combating oxidative stress-related diseases such as neurodegenerative disorders and cardiovascular diseases. A 2023 study published in the *Journal of Natural Products* demonstrated that cinchonine hydrochloride significantly reduced reactive oxygen species (ROS) levels in vitro, indicating its potential as a therapeutic agent in oxidative stress-mediated conditions.

In addition to its antioxidant properties, cinchonine hydrochloride has shown remarkable anti-inflammatory effects. Inflammation is a key factor in chronic diseases such as arthritis, diabetes, and cancer. A recent investigation conducted by researchers at the University of California revealed that cinchonine hydrochloride inhibits the production of pro-inflammatory cytokines like TNF-α and IL-6. This finding underscores its potential as a novel anti-inflammatory drug with fewer side effects compared to conventional treatments.

The compound's neuroprotective properties have also been a focal point of recent research. Studies have shown that cinchonine hydrochloride can protect neurons from damage caused by amyloid-beta peptides, which are implicated in Alzheimer's disease. A 2023 study published in *Neuroscience Letters* reported that the compound enhances cognitive function in animal models by improving synaptic plasticity and reducing neuroinflammation. These findings suggest that cinchonine hydrochloride could be a valuable addition to the arsenal of drugs targeting neurodegenerative diseases.

Furthermore, cinchonine hydrochloride has demonstrated potent antimicrobial activity against various bacterial and fungal strains. With the increasing threat of antibiotic resistance, there is an urgent need for novel antimicrobial agents. A study conducted by researchers at the University of Oxford found that cinchonine hydrochloride exhibited strong inhibitory effects against multidrug-resistant strains of *Staphylococcus aureus* and *Escherichia coli*. This highlights its potential as an alternative to traditional antibiotics in combating infectious diseases.

The synthesis and characterization of cinchonine hydrochloride have also been optimized in recent years. Scientists have developed efficient methods for large-scale production of this compound, ensuring its availability for both research and therapeutic applications. The compound's stability under various storage conditions has been thoroughly investigated, making it suitable for formulation into tablets, capsules, or injectable forms.

In conclusion, cinchonine hydrochloride (CAS No: 206986-88-1) is a versatile compound with a wide range of biological activities. Its antioxidant, anti-inflammatory, neuroprotective, and antimicrobial properties make it a promising candidate for drug development across multiple therapeutic areas. As research continues to uncover new insights into its mechanisms of action and clinical applications, cinchonine hydrochloride is poised to play a significant role in advancing modern medicine.

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