Cinchonidine Dihydrochloride - 24302-67-8

Cinchonidine Dihydrochloride

Catalog Number: EVT-356114
CAS Number: 24302-67-8
Molecular Formula: C19H24Cl2N2O
Molecular Weight: 367.3 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction

Description
Cinchonidine dihydrochloride is a chemical compound that belongs to the class of cinchona alkaloids. It is a white crystalline powder that is soluble in water and ethanol. Cinchonidine dihydrochloride has been widely used in medical, environmental, and industrial research due to its unique chemical structure and biological activity.
Applications in Various Fields
Cinchonidine dihydrochloride has a wide range of applications in medical, environmental, and industrial research. In medical research, cinchonidine dihydrochloride has been studied for its role in drug development. It has been used in clinical trials for the treatment of malaria, cancer, and inflammation. Cinchonidine dihydrochloride has also been studied for its potential use in the treatment of Alzheimer's disease and Parkinson's disease.
In environmental research, cinchonidine dihydrochloride has been studied for its effects on ecosystems and its role in pollution management. It has been used to degrade organic pollutants in soil and water. Cinchonidine dihydrochloride has also been studied for its potential use in the treatment of wastewater.
In industrial research, cinchonidine dihydrochloride has been used as a chiral catalyst in the production of pharmaceuticals and fine chemicals. It has been used to improve product quality and efficiency in manufacturing processes.

Properties

CAS Number

24302-67-8

Product Name

Cinchonidine Dihydrochloride

IUPAC Name

(5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl)-quinolin-4-ylmethanol;dihydrochloride

Molecular Formula

C19H24Cl2N2O

Molecular Weight

367.3 g/mol

InChI

InChI=1S/C19H22N2O.2ClH/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;2*1H

InChI Key

ZDBQDNUZNQOCTH-UHFFFAOYSA-N

SMILES

C=CC1CN2CCC1CC2C(C3=CC=NC4=CC=CC=C34)O.Cl.Cl

Canonical SMILES

C=CC1CN2CCC1CC2C(C3=CC=NC4=CC=CC=C34)O.Cl.Cl
Method of Synthesis or Extraction
Cinchonidine dihydrochloride can be synthesized by several methods, including the extraction from natural sources and chemical synthesis. The extraction of cinchonidine dihydrochloride from natural sources involves the isolation of cinchona alkaloids from the bark of the cinchona tree. The bark is first dried and then extracted with a solvent such as ethanol or methanol. The extract is then purified by several methods, including acid-base extraction, chromatography, and recrystallization. The yield of cinchonidine dihydrochloride from this method is relatively low, ranging from 0.5% to 2%.
Chemical synthesis is another method of producing cinchonidine dihydrochloride. The most commonly used method is the reduction of cinchonine with sodium borohydride in the presence of hydrochloric acid. This method has a higher yield of cinchonidine dihydrochloride, ranging from 50% to 70%. However, this method requires the use of hazardous chemicals and poses environmental and safety considerations.
Environmental and safety considerations should be taken into account when choosing the method of synthesis or extraction of cinchonidine dihydrochloride. The extraction from natural sources is more environmentally friendly, but it requires a large amount of plant material and has a low yield. Chemical synthesis has a higher yield but requires the use of hazardous chemicals and poses environmental and safety risks.
Chemical Structure and Biological Activity
Cinchonidine dihydrochloride has a unique chemical structure that consists of a quinoline ring and a piperidine ring. The quinoline ring is responsible for the biological activity of cinchonidine dihydrochloride. The biological activity of cinchonidine dihydrochloride is due to its ability to interact with biological targets, including enzymes, receptors, and ion channels.
The mechanism of action of cinchonidine dihydrochloride involves the inhibition of enzymes, including cytochrome P450 and acetylcholinesterase. The inhibition of these enzymes leads to the modulation of cell function and signal transduction. Cinchonidine dihydrochloride also interacts with receptors, including adenosine and dopamine receptors, leading to the modulation of neurotransmitter release and synaptic transmission.
Biological Effects
Cinchonidine dihydrochloride has been shown to have potential therapeutic and toxic effects. In medical research, cinchonidine dihydrochloride has been studied for its role in drug development. It has been shown to have antimalarial, antitumor, and anti-inflammatory properties. Cinchonidine dihydrochloride has also been studied for its potential use in the treatment of Alzheimer's disease and Parkinson's disease.
In environmental research, cinchonidine dihydrochloride has been studied for its effects on ecosystems. It has been shown to have a toxic effect on aquatic organisms, including fish and algae. Cinchonidine dihydrochloride has also been studied for its role in pollution management. It has been shown to have the ability to degrade organic pollutants in soil and water.
In industrial research, cinchonidine dihydrochloride has been used in manufacturing processes to improve product quality and efficiency. It has been used as a chiral catalyst in the production of pharmaceuticals and fine chemicals. Health and safety considerations should be taken into account when using cinchonidine dihydrochloride in industrial processes.
Future Perspectives and Challenges
The use and study of cinchonidine dihydrochloride face several limitations and challenges. The low yield of cinchonidine dihydrochloride from natural sources limits its availability for research and commercial use. The use of hazardous chemicals in the chemical synthesis of cinchonidine dihydrochloride poses environmental and safety risks.
Possible solutions and improvements include the development of new methods of synthesis or extraction that are more environmentally friendly and have a higher yield. The use of biotechnology, including genetic engineering and fermentation, may also provide new opportunities for the production of cinchonidine dihydrochloride.
Future trends and prospects in the application of cinchonidine dihydrochloride in scientific research include the development of new drugs for the treatment of diseases, including Alzheimer's disease and Parkinson's disease. The use of cinchonidine dihydrochloride in environmental research may also provide new opportunities for the treatment of wastewater and the degradation of organic pollutants.
Conclusion:
Cinchonidine dihydrochloride is a chemical compound that has a unique chemical structure and biological activity. It has a wide range of applications in medical, environmental, and industrial research. The method of synthesis or extraction, chemical structure and biological activity, biological effects, applications, future perspectives, and challenges of cinchonidine dihydrochloride have been discussed in this paper. The use and study of cinchonidine dihydrochloride face several limitations and challenges, but possible solutions and improvements may provide new opportunities for its application in scientific research.

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