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Methods for preparing acetylthiocholine iodide

2020-07-06 来源:亚科官网

Acetylthiocholine iodide is a substrate of acetylcholinesterase and an important diagnostic reagent raw material. The CAS.number of acetylthiocholine iodide is 1866-15-5. Acetylthiocholine iodide is often used to determine the activity of acetylcholinesterase by colorimetry. It is used together with the color developer 5,5'dithiobis(2-nitrobenzoic acid) DTNB can quickly determine the toxicity level of pesticide residues .

This article summarizes several methods for prepearing acetylthiocholine iodide, as follows:

1: React 2-dimethylaminoethanethiol with acetyl chloride to produce intermediate dimethylaminoethylthioacetic acid, and then react with methyl iodide to produce acetylthiocholine iodide. The specific reaction process is as follows:

2: Reacting 2-dimethylaminoethanethiol with acetic anhydride to produce intermediate dimethylaminoethylthioacetic acid, and then reacting with methyl iodide to produce acetylthiocholine iodide. The specific reaction process is as follows:

Both of these methods involve the use of 2-dimethylaminoethanethiol, which is expensive and has a great smell, which has a greater impact on the environment.

 3: Use ethylene sulfide and acetyl iodide to first synthesize the intermediate 2-acetylthio iodoethane, and then react with trimethylamine to obtain acetylthiocholine iodide. The specific reaction process is as follows:

This method is not only difficult to obtain raw materials, but the raw materials themselves are also very unstable, and the obtained intermediate addition reaction conditions are harsh and the yield is low, which is not conducive to industrial production.

Sun Haoyi et al. optimized the synthesis method of acetylthiocholine iodide and developed a method with simple operation, good safety, and easy availability of raw materials, including the following steps: Firstly, the dimethylaminoethane compound is dissolved in the alkali to obtain the alkaline aqueous solution, and then the thioacetic acid compound is added to cause the thio reaction between the dimethylaminoethane compound and the dimethylaminoethyl thioacetic acid to generate dimethylaminoethyl thioacetic acid; then the dimethylaminoethyl thioacetic acid is separated and the organic solution is prepared; finally, the organic iodine is added into the organic solution to produce acetylthiocholine iodide.

The method has the advantages of simple operation, good safety, easy access to raw materials, low cost and excellent performance, which is suitable for industrial production.

Related link:acetylthiocholine iodide