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(8alpha,9R)-9-chloro-6'-methoxycinchonan is a chemical compound derived from the cinchona alkaloids family, specifically a derivative of cinchonine. It is characterized by the presence of a chlorine atom at the 9th position and a methoxy group at the 6' position, which contribute to its unique structure and properties. (8alpha,9R)-9-chloro-6'-methoxycinchonan is known for its potential medicinal properties, particularly in the areas of anti-malarial and antiarrhythmic effects.

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  • 4-[(R)-chloro-[(4S,5R,7S)-5-ethenyl-1-azabicyclo[2.2.2]octan-7-yl]methyl]-6-methoxyquinoline

    Cas No: 14528-48-4

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  • 14528-48-4 Structure
  • Basic information

    1. Product Name: (8alpha,9R)-9-chloro-6'-methoxycinchonan
    2. Synonyms: (8alpha,9R)-9-chloro-6'-methoxycinchonan;EINECS 238-546-9;(8S,9R)-6'-Methoxy-9-chlorocinchonan;(8S,9R)-9-Chloro-6'-methoxycinchonan;(8α,9R)-9-Chloro-6'-methoxycinchonan;9-Deoxy-9-chloroquinine
    3. CAS NO:14528-48-4
    4. Molecular Formula: C20H23ClN2O
    5. Molecular Weight: 342.86242
    6. EINECS: 238-546-9
    7. Product Categories: N/A
    8. Mol File: 14528-48-4.mol
  • Chemical Properties

    1. Melting Point: 148.5-150 °C
    2. Boiling Point: 482.8°Cat760mmHg
    3. Flash Point: 245.8°C
    4. Appearance: /
    5. Density: 1.22g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 8.84±0.70(Predicted)
    10. CAS DataBase Reference: (8alpha,9R)-9-chloro-6'-methoxycinchonan(CAS DataBase Reference)
    11. NIST Chemistry Reference: (8alpha,9R)-9-chloro-6'-methoxycinchonan(14528-48-4)
    12. EPA Substance Registry System: (8alpha,9R)-9-chloro-6'-methoxycinchonan(14528-48-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 14528-48-4(Hazardous Substances Data)

14528-48-4 Usage

Uses

Used in Pharmaceutical Synthesis:
(8alpha,9R)-9-chloro-6'-methoxycinchonan is used as an intermediate in the synthesis of various pharmaceuticals, leveraging its unique structure and properties to create new drugs with potential therapeutic applications.
Used in Drug Development and Research:
(8alpha,9R)-9-chloro-6'-methoxycinchonan is utilized as a starting material in drug development and research, where its potential biological activities and pharmaceutical properties are explored for the creation of novel medications with improved efficacy and safety profiles.
Used in Antimalarial Applications:
(8alpha,9R)-9-chloro-6'-methoxycinchonan is used as an antimalarial agent, drawing from the well-known anti-malarial properties of cinchona alkaloids. Its unique structure may offer new avenues for combating drug-resistant strains of malaria.
Used in Antiarrhythmic Applications:
(8alpha,9R)-9-chloro-6'-methoxycinchonan is also used as an antiarrhythmic agent, building on the established antiarrhythmic effects of cinchona alkaloids. This application may lead to the development of new treatments for cardiac arrhythmias and related conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 14528-48-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,5,2 and 8 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 14528-48:
(7*1)+(6*4)+(5*5)+(4*2)+(3*8)+(2*4)+(1*8)=104
104 % 10 = 4
So 14528-48-4 is a valid CAS Registry Number.

14528-48-4Relevant articles and documents

Structure and mechanism in cinchona alkaloid chemistry: Overturning a 50-year-old misconception

Braje, Wilfried M.,Wartchow, Rudolf,Hoffmann, H. Martin R.

, p. 2539 - 2543 (2007/10/03)

Long-standing errors of the supposedly established literature, including textbooks and data bases have been corrected: The structure of the hetero- cinchona bases in the crystal and in solution (see scheme) and the mechanism of their formation from quinine and quinidine have been elucidated.

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