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Catalog Number:
32456
CAS Number:
118-10-5
Cinchonine
Purity:
98 - 101% (HPLC)
Synonym(s):
(-)-Cinchonine
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Product Information

Cinchonine is a naturally occurring alkaloid derived from the bark of the Cinchona tree, renowned for its diverse applications in both the pharmaceutical and chemical industries. This compound is primarily recognized for its role as a chiral auxiliary in asymmetric synthesis, enabling the production of enantiomerically pure compounds, which is crucial in drug development. Additionally, cinchonine exhibits antimalarial properties, making it a valuable component in the formulation of treatments for malaria. Its ability to act as a bittering agent also finds utility in the production of tonic beverages, enhancing flavor profiles while providing health benefits.

Researchers and industry professionals appreciate cinchonine for its unique structural features, which facilitate various chemical reactions, including alkylation and acylation. Its effectiveness in enhancing the solubility of certain compounds further underscores its relevance in pharmaceutical formulations. With its multifaceted applications, cinchonine stands out as a versatile compound that can significantly contribute to advancements in medicinal chemistry and related fields.

Synonyms
(-)-Cinchonine
CAS Number
118-10-5
Purity
98 - 101% (HPLC)
Molecular Formula
C19H22N2O
Molecular Weight
294.4
MDL Number
MFCD00064372
PubChem ID
2757
Melting Point
260 - 263 °C
Appearance
White micro-crystalline powder
Optical Rotation
[a]20D = 242 - 260 °
Conditions
Store at RT
General Information
Synonyms
(-)-Cinchonine
CAS Number
118-10-5
Purity
98 - 101% (HPLC)
Molecular Formula
C19H22N2O
Molecular Weight
294.4
MDL Number
MFCD00064372
PubChem ID
2757
Melting Point
260 - 263 °C
Appearance
White micro-crystalline powder
Optical Rotation
[a]20D = 242 - 260 °
Conditions
Store at RT
Properties
Additional property information coming soon!
-
Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

Cinchonine is widely utilized in research focused on:

  • Pharmaceutical Development: Cinchonine is a key compound in the synthesis of various pharmaceutical agents, particularly in the development of antimalarial drugs. Its ability to inhibit the growth of malaria parasites makes it invaluable in tropical medicine.
  • Analytical Chemistry: This compound serves as a chiral auxiliary in asymmetric synthesis, helping chemists create enantiomerically pure compounds. Its effectiveness in improving yields and selectivity is crucial for the production of pharmaceuticals and agrochemicals.
  • Natural Product Research: Cinchonine is often studied for its potential health benefits, including its role in traditional medicine. Researchers explore its effects on various biological pathways, which may lead to new therapeutic applications.
  • Food and Beverage Industry: The compound is used as a flavoring agent in certain beverages, providing a unique taste profile. Its natural origin appeals to consumers seeking authentic and traditional flavors.
  • Biochemical Research: Cinchonine is utilized in studies investigating its interaction with various biological molecules, contributing to our understanding of enzyme mechanisms and receptor binding, which is essential for drug design.

Citations