Cas no 485-65-4 (Hydrocinchonin)

Hydrocinchonin is a chiral alkaloid derived from cinchona bark, closely related to cinchonidine. It serves as a versatile building block in asymmetric synthesis, particularly in the preparation of chiral catalysts and ligands. Its stereochemical properties make it valuable for enantioselective transformations, such as asymmetric hydrogenations and phase-transfer reactions. Hydrocinchonin is often employed in pharmaceutical intermediates and fine chemical synthesis due to its ability to induce high enantiomeric excess in products. The compound is characterized by its stability under standard conditions and compatibility with a range of organic solvents. Its structural features enable precise control over reaction stereochemistry, making it a preferred choice for synthetic applications requiring high selectivity.
Hydrocinchonin structure
Hydrocinchonin structure
Product Name:Hydrocinchonin
CAS No:485-65-4
MF:C19H24N2O
MW:296.406664848328
CID:330920
PubChem ID:11630759
Update Time:2025-06-12

Hydrocinchonin Chemical and Physical Properties

Names and Identifiers

    • (1S)-((2R,4S,5R)-5-Ethylquinuclidin-2-yl)(quinolin-4-yl)methanol
    • Cinchonan-9-ol,10,11-dihydro-, (9S)-
    • HYDROCINCHONINE
    • 10,11-dihydro-cinchonan-9-ol
    • Cinconifine
    • Dihydrocinchonine
    • ZPF9J31NM8
    • 6625AB
    • AK112137
    • (+)-Dihydrocinchonine, analytical standard
    • Hydrocinchonine, >=95.0% (sum of enantiomers, HPLC)
    • (S)-((2R,4S,5R)-5-ethylquinuclidin-2-yl)(quinolin-4-yl)methanol
    • AKOS016009488
    • SCHEMBL192607
    • UNII-ZPF9J31NM8
    • Pseudocinchonine
    • (S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
    • HYDROCINCHONINE [MI]
    • AC-30195
    • HYDROCINCHONINE, (+)-
    • CHEBI:174145
    • CS-0091387
    • 10,11-dihydrocinchonine
    • TCMDC-125880
    • Q27295839
    • CHEMBL548921
    • NS00041515
    • Cinchonan-9-ol, 10,11-dihydro-, (9S)-
    • (S)-[(2R,4S,5R)-5-ETHYL-1-AZABICYCLO[2.2.2]OCTAN-2-YL](QUINOLIN-4-YL)METHANOL
    • (+)-hydrocinchonine
    • EINECS 207-621-8
    • A918188
    • T72514
    • 485-65-4
    • (S)-(Quinoline-4-yl)[(2R,5R)-5-ethyl-1-azabicyclo[2.2.2]octane-2-yl]methanol
    • DTXSID30878431
    • HY-W035709
    • (9S)-10,11-Dihydrocinchonan-9-ol
    • (+)-Dihydrocinchonine
    • AS-81114
    • Cinchotine
    • Cinchonifine
    • DA-64314
    • WFJNHVWTKZUUTR-QAMTZSDWSA-N
    • Hydrocinchonin
    • MDL: MFCD00216716
    • Inchi: 1S/C19H24N2O/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/h3-7,9,13-14,18-19,22H,2,8,10-12H2,1H3/t13-,14-,18+,19-/m0/s1
    • InChI Key: WFJNHVWTKZUUTR-QAMTZSDWSA-N
    • SMILES: O[C@@H](C1C=CN=C2C=CC=CC=12)[C@H]1C[C@@H]2CCN1C[C@@H]2CC

Computed Properties

  • Exact Mass: 296.18900
  • Monoisotopic Mass: 296.188863393g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 3
  • Complexity: 388
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 4
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • XLogP3: 2.9
  • Topological Polar Surface Area: 36.4

Experimental Properties

  • Color/Form: No data available
  • Density: 1.0689 (rough estimate)
  • Melting Point: 269°C(lit.)
  • Boiling Point: 467.126°C at 760 mmHg
  • Flash Point: 236.3±21.8 °C
  • Refractive Index: 1.5600 (estimate)
  • PSA: 36.36000
  • LogP: 3.32650
  • Merck: 4783
  • Specific Rotation: D14 +204° (c = 0.6 in alc)
  • Vapor Pressure: 0.0±1.2 mmHg at 25°C

Hydrocinchonin Security Information

  • Signal Word:Warning
  • Hazard Statement: H302+H312+H332
  • Warning Statement: P280
  • WGK Germany:3
  • Hazard Category Code: 20/21/22
  • Safety Instruction: 36/37
  • FLUKA BRAND F CODES:8
  • Regulatory Condition Code:Class Q (sugars, alkaloids, antibiotics, hormones)
  • Hazardous Material Identification: Xn
  • Storage Condition:Sealed in dry,2-8°C
  • Risk Phrases:R20/21/22

Hydrocinchonin Pricemore >>

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Hydrocinchonin Suppliers

Amadis Chemical Company Limited
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(CAS:485-65-4)Hydrocinchonin
Order Number:A918188
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 13:05
Price ($):427.0

Hydrocinchonin Related Literature

Additional information on Hydrocinchonin

Comprehensive Overview of Hydrocinchonin (CAS No. 485-65-4): Properties, Applications, and Research Insights

Hydrocinchonin (CAS No. 485-65-4), a naturally occurring alkaloid derivative, has garnered significant attention in pharmaceutical and biochemical research due to its unique structural properties and potential therapeutic applications. This compound, closely related to the cinchona alkaloid family, is often studied for its stereochemical complexity and biological activity. In recent years, the demand for natural product derivatives like Hydrocinchonin has surged, driven by trends in green chemistry and sustainable drug development.

The molecular structure of Hydrocinchonin features a quinoline core with a hydroxyl group, which contributes to its solubility and reactivity. Researchers have explored its role as a chiral auxiliary in asymmetric synthesis, a hot topic in modern organic chemistry. With the rise of AI-driven drug discovery, computational studies on Hydrocinchonin have increased, particularly in predicting its binding affinity for enzymes and receptors. This aligns with the growing interest in machine learning for molecular design, a frequently searched term in scientific databases.

In the pharmaceutical industry, Hydrocinchonin is investigated for its potential as a precursor molecule in the synthesis of antimalarial and antiarrhythmic agents. Its structural similarity to quinine and quinidine makes it a valuable candidate for derivative development. Recent publications highlight its use in catalysis and enantioselective reactions, addressing the demand for eco-friendly synthetic methods—a key focus in 2024 chemical research trends.

Analytical techniques such as HPLC and NMR spectroscopy are commonly employed to characterize Hydrocinchonin, ensuring high purity for research applications. The compound’s stability under various pH conditions has also been a subject of study, particularly for formulation scientists working on extended-release drug systems. These aspects resonate with frequent search queries like "alkaloid stability in drug delivery" and "natural compound purification methods."

Beyond pharmaceuticals, Hydrocinchonin has found niche applications in flavor chemistry and plant physiology studies. Its bitter taste profile and interactions with taste receptors are of interest to the food science community. Additionally, its role in plant defense mechanisms against pathogens aligns with current agrochemical innovation trends, another highly searched topic in agricultural biotechnology.

Quality control standards for Hydrocinchonin (CAS No. 485-65-4) adhere to ICH guidelines, with strict limits on residual solvents and heavy metals. This ensures compliance with global regulatory frameworks like FDA and EMA requirements—a critical consideration for researchers frequently searching for "GMP-grade natural compounds." The compound’s shelf-life optimization is another active research area, addressing common user queries about "long-term storage of alkaloids."

Emerging studies suggest potential novel applications of Hydrocinchonin in neurological research, particularly in modulating neurotransmitter systems. This intersects with the booming interest in neuroprotective agents and blood-brain barrier penetration—topics dominating recent scientific literature searches. Its low cytotoxicity profile, as evidenced by in vitro assays, further enhances its appeal for translational research.

From a commercial perspective, the global market for Hydrocinchonin reflects the broader expansion of the fine chemicals sector, projected to grow at 6.8% CAGR through 2030. Suppliers increasingly emphasize traceability and sustainable sourcing in response to customer concerns about ethical raw material procurement—a trend amplified by environmental, social, and governance (ESG) investing principles.

In conclusion, Hydrocinchonin (CAS No. 485-65-4) represents a multifaceted compound bridging traditional medicinal chemistry with contemporary research paradigms. Its ongoing investigation across diverse fields—from asymmetric catalysis to neuropharmacology—demonstrates the enduring relevance of natural alkaloids in addressing modern scientific challenges. The compound’s versatility ensures it will remain a subject of active inquiry, particularly as interdisciplinary approaches combining computational chemistry and high-throughput screening continue to evolve.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:485-65-4)Hydrocinchonin
A918188
Purity:99%
Quantity:5g
Price ($):427.0
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