Raclopride - 84225-95-6
Raclopride
Catalog Number: BT-254118
CAS Number: 84225-95-6
Molecular Formula: C15H20Cl2N2O3
Molecular Weight: 347.2 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction
Description
Raclopride is a dopamine antagonist that is commonly used in medical research to study the dopamine system and its role in various diseases. It is also used in environmental and industrial research due to its unique properties.
Properties
CAS Number
84225-95-6
Product Name
Raclopride
IUPAC Name
3,5-dichloro-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2-hydroxy-6-methoxybenzamide
Molecular Formula
C15H20Cl2N2O3
Molecular Weight
347.2 g/mol
InChI
InChI=1S/C15H20Cl2N2O3/c1-3-19-6-4-5-9(19)8-18-15(21)12-13(20)10(16)7-11(17)14(12)22-2/h7,9,20H,3-6,8H2,1-2H3,(H,18,21)/t9-/m0/s1
InChI Key
WAOQONBSWFLFPE-VIFPVBQESA-N
SMILES
CCN1CCCC1CNC(=O)C2=C(C(=CC(=C2OC)Cl)Cl)O
Synonyms
C11, Raclopride
FLA 870
FLA-870
FLA870
FLB 472
FLB-472
FLB472
Raclopride
Raclopride C11
Canonical SMILES
CCN1CCCC1CNC(=O)C2=C(C(=CC(=C2OC)Cl)Cl)O
Isomeric SMILES
CCN1CCC[C@H]1CNC(=O)C2=C(C(=CC(=C2OC)Cl)Cl)O
Method of Synthesis or Extraction
Raclopride can be synthesized using various methods, including the reaction of 2-chloro-4,5-dimethoxybenzyl alcohol with 1-methylpiperazine, followed by the reaction with 2-chloroethyl isocyanate. Another method involves the reaction of 2-chloro-4,5-dimethoxybenzyl alcohol with 1-methylpiperazine, followed by the reaction with phosgene. The efficiency and yield of each method vary, with the first method having a higher yield but requiring more steps. Environmental and safety considerations must also be taken into account during the synthesis process, as some of the reagents used can be hazardous.
Chemical Structure and Biological Activity
Raclopride has a chemical formula of C18H22Cl2N2O2 and a molecular weight of 387.29 g/mol. It is a dopamine antagonist that binds to dopamine receptors in the brain, specifically the D2 receptor. Its mechanism of action involves blocking the binding of dopamine to the receptor, which leads to a decrease in dopamine activity. Raclopride has a high affinity for the D2 receptor and is commonly used in positron emission tomography (PET) imaging studies to measure dopamine release in the brain. It has a bioactivity and potency that make it an effective tool in studying the dopamine system.
Biological Effects
Raclopride has been shown to have various effects on cell function and signal transduction. It has been found to decrease the release of dopamine in the brain, which can lead to a decrease in reward-seeking behavior. It has also been shown to affect other neurotransmitters, such as serotonin and norepinephrine. Potential therapeutic and toxic effects of Raclopride are still being studied, but it has been suggested that it may have potential in the treatment of addiction and schizophrenia.
Applications
In medical research, Raclopride is commonly used in drug development and clinical trials to study the dopamine system and its role in various diseases. It has been used in studies on addiction, Parkinson's disease, and schizophrenia. Benefits and potential side effects of Raclopride are still being studied, but it has been shown to be a useful tool in understanding the dopamine system.
In environmental research, Raclopride has been used to study the effects of dopamine on ecosystems. It has been shown to have an impact on the behavior of fish and other aquatic organisms. It has also been used in pollution management to measure the release of dopamine in response to environmental stressors.
In industrial research, Raclopride has been used in manufacturing processes to improve product quality and efficiency. Health and safety considerations must be taken into account when using Raclopride in industrial settings, as it can be hazardous if not handled properly.
Future Perspectives and Challenges
Current limitations in the use and study of Raclopride include its high cost and limited availability. Possible solutions and improvements include the development of more efficient synthesis methods and the use of alternative dopamine antagonists. Future trends and prospects in the application of Raclopride in scientific research include the continued study of the dopamine system and its role in various diseases.
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