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Catalog Number:
32453
CAS Number:
485-71-2
Cinchonidine
Purity:
≥ 99% (Assay by titration)
Synonym(s):
(-)-Cinchonidine
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Product Information

Cinchonidine is a naturally occurring alkaloid derived from the bark of the cinchona tree, renowned for its unique properties and versatile applications in various fields. This compound is primarily recognized for its role as a chiral auxiliary in asymmetric synthesis, making it invaluable in the pharmaceutical industry for the production of enantiomerically pure compounds. Its ability to facilitate the selective formation of chiral centers allows researchers to create more effective and targeted drugs, enhancing therapeutic outcomes. Additionally, cinchonidine is utilized in the synthesis of various organic compounds and as a reagent in analytical chemistry, particularly in the determination of certain metal ions.

Beyond its synthetic applications, cinchonidine exhibits notable antimalarial properties, contributing to its historical significance in treating malaria. Its effectiveness as a bittering agent in tonic waters and its potential use in the development of novel therapeutic agents further highlight its relevance to both researchers and industry professionals. With its unique structural features and diverse applications, cinchonidine stands out as a crucial compound in the advancement of medicinal chemistry and organic synthesis.

Synonyms
(-)-Cinchonidine
CAS Number
485-71-2
Purity
≥ 99% (Assay by titration)
Molecular Formula
C19H22N2O
Molecular Weight
294.39
MDL Number
MFCD00006783
PubChem ID
2757
Melting Point
195 - 205 °C
Appearance
White crystalline or granular powder
Optical Rotation
[a]20D = -105 to -115 ° (C = 1 in Alcohol)
Conditions
Store at RT
General Information
Synonyms
(-)-Cinchonidine
CAS Number
485-71-2
Purity
≥ 99% (Assay by titration)
Molecular Formula
C19H22N2O
Molecular Weight
294.39
MDL Number
MFCD00006783
PubChem ID
2757
Melting Point
195 - 205 °C
Appearance
White crystalline or granular powder
Optical Rotation
[a]20D = -105 to -115 ° (C = 1 in Alcohol)
Conditions
Store at RT
Properties
Additional property information coming soon!
-
Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

Cinchonidine is widely utilized in research focused on:

  • Pharmaceutical Development: It serves as a key intermediate in the synthesis of various alkaloids and pharmaceuticals, particularly in the development of anti-malarial drugs.
  • Chiral Catalysis: This compound is employed as a chiral ligand in asymmetric synthesis, enhancing the production of enantiomerically pure compounds, which is crucial in the pharmaceutical industry.
  • Analytical Chemistry: Cinchonidine is used in chromatography as a chiral stationary phase, allowing for the separation and analysis of enantiomers in complex mixtures.
  • Natural Product Synthesis: It plays a significant role in the synthesis of complex natural products, aiding researchers in the study of bioactive compounds derived from natural sources.
  • Research in Neuroscience: Its properties are investigated for potential applications in neuropharmacology, particularly in understanding its effects on neurotransmitter systems.

Citations