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3-Acetamidopropane-1 Alcohol Analysis

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It is well known that excessive alcohol can produce various side effects to human. However, giving up drinking is difficult and can bring several symptoms of alcohol withdrawal. To treat this problem, acamprosate, 3-Acetamidopropane-1-sulfonic acid, is used as a medication with a common brand name, Campral. Acamprosate is a small molecule that has a molecular weight about 181.21 g/mol. Its molecular formula is C5H11NO4S and is named as 3-Acetamidopropane-1-sulfonic acid or N-acetyl homotaurine. The main function of acamprosate is re-balancing the chemicals in the brain. Before alcohol consumption, human brain retains a balance of chemicals called neurotransmitters. When the intake of alcohol is repeated, the brain alters the balance and turns to adapt to that chemical changes, and finally, this will be lead to tolerance and addiction of alcohol. By modulating and normalizing the alcohol-related …show more content…

During the synthesis, the first two steps are using SOCl2 (Thionyl chloride) and Na2SO3 (Sodium sulfite). Thionyl chloride is a reagent of the reaction of alcohols that replaces the alcohol with chlorine. Then, the chlorine becomes a leaving group, and the sodium sulfite reacts as a substitution. When the 3-aminopropane-1-sulfonic acid is made, this is treated with calcium hydroxide and acetic acid. Calcium hydroxide, which is a strong base, deprotonates the molecule and makes the product, acamprosate calcium. This synthesized acamprosate has two functional groups, sulfonic acid, and amide. Interestingly, acamprosate molecule does not have any chirality or E/Z stereochemistry. There is no carbon that has four different substituents or no nitrogen with three different substituents and a positive charge. In addition, there is no carbon-carbon double bond existing in this

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