Roxindole hydrochloride - 108050-82-4
Roxindole hydrochloride
Catalog Number: BT-253975
CAS Number: 108050-82-4
Molecular Formula: C23H27ClN2O
Molecular Weight: 382.9 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
Product Introduction
Description
Roxindole hydrochloride is a chemical compound that belongs to the class of indole derivatives. It has been studied extensively for its potential therapeutic and environmental applications. This paper aims to provide a comprehensive overview of the synthesis, chemical structure, biological activity, and potential applications of Roxindole hydrochloride.
Properties
CAS Number
108050-82-4
Product Name
Roxindole hydrochloride
IUPAC Name
3-[4-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)butyl]-1H-indol-5-ol;hydrochloride
Molecular Formula
C23H27ClN2O
Molecular Weight
382.9 g/mol
InChI
InChI=1S/C23H26N2O.ClH/c26-21-9-10-23-22(16-21)20(17-24-23)8-4-5-13-25-14-11-19(12-15-25)18-6-2-1-3-7-18;/h1-3,6-7,9-11,16-17,24,26H,4-5,8,12-15H2;1H
InChI Key
ZCEPVNSWLLJECX-UHFFFAOYSA-N
SMILES
C1CN(CC=C1C2=CC=CC=C2)CCCCC3=CNC4=C3C=C(C=C4)O.Cl
Synonyms
3-(4-(3,6-Dihydro-4-phenyl-1(2H)-pyridinyl)butyl)-1H-indol-5-ol
5-hydroxy-3-(4-(4-phenyl-1,2,3,6-tetrahydropyidyl)-1-butyl)-1-indole mesylate
EMD 49980
EMD-49980
roxindol
roxindole
roxindole hydrochloride
roxindole mesylate
roxindole monohydrochloride
Canonical SMILES
C1CN(CC=C1C2=CC=CC=C2)CCCCC3=C[NH2+]C4=C3C=C(C=C4)O.[Cl-]
Method of Synthesis or Extraction
Roxindole hydrochloride can be synthesized using various methods, including the condensation of indole-3-acetaldehyde with 2-aminophenol, the reaction of indole-3-acetaldehyde with 2-aminophenol in the presence of a reducing agent, and the reaction of indole-3-acetaldehyde with 2-aminophenol in the presence of a catalyst. The efficiency and yield of each method vary depending on the reaction conditions. The environmental and safety considerations of each method should also be taken into account.
Chemical Structure and Biological Activity
Roxindole hydrochloride has a chemical formula of C14H14ClNO and a molecular weight of 249.72 g/mol. It has been shown to exhibit potent biological activity, particularly in the central nervous system. Roxindole hydrochloride acts as a dopamine receptor agonist, which means that it binds to and activates dopamine receptors in the brain. This mechanism of action has been linked to its potential therapeutic effects in the treatment of Parkinson's disease and other neurological disorders.
Biological Effects
Roxindole hydrochloride has been shown to have a variety of effects on cell function and signal transduction. It has been found to increase the release of dopamine in the brain, which can lead to improved motor function and reduced symptoms of Parkinson's disease. However, it can also have potential toxic effects, particularly at high doses. The potential therapeutic and toxic effects of Roxindole hydrochloride should be carefully evaluated in clinical trials.
Applications
Roxindole hydrochloride has potential applications in medical research, environmental research, and industrial research. In medical research, it has been studied for its role in drug development and its potential therapeutic effects in the treatment of Parkinson's disease and other neurological disorders. In environmental research, it has been studied for its effects on ecosystems and its potential role in pollution management. In industrial research, it has been used in manufacturing processes to improve product quality and efficiency, with health and safety considerations being a key concern.
Future Perspectives and Challenges
Despite its potential applications, there are still limitations in the use and study of Roxindole hydrochloride. For example, its potential toxic effects and the need for careful evaluation in clinical trials are important considerations. However, there are also possible solutions and improvements that can be made, such as the development of more targeted and effective formulations. Future trends and prospects in the application of Roxindole hydrochloride in scientific research are promising, particularly in the field of neurological disorders.
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