Thiol-containing compounds for the removal of elements from tissues and formulations therefor
By forming stable covalent bonds between the new sulfur-containing chelating agent ligands and heavy metals, it solves the problems of unstable heavy metal treatment and toxic release in the existing technology, achieves safe excretion under various environmental conditions, and significantly improves the treatment effect. .
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Embodiment 1
[0158] This example illustrates the synthesis of a non-limiting embodiment of AB9 by the following scheme:
[0159]
[0160] Will be obtained from Sigma-Aldrich 0.78 g of L-cysteine hydrochloride (5.0 mmol) was dissolved in 100 mL of deionized water. 1.02 grams of triethylamine (10mmol, 1.4mL) (hereinafter referred to as "TEA") and obtained from TCI 0.5 g of isophthaloyl dichloride (2.5 mmol) were each dissolved in Acros Organics 20 mL of tetrahydrofuran (hereinafter referred to as "THF"). TEA dissolved in THF was slowly added to a deionized aqueous solution of L-cysteine hydrochloride, which was placed in a flask under N 2 Stir under airflow. After stirring for 5 to 10 minutes, isophthaloyl chloride dissolved in THF was slowly added to the flask. As the reaction progressed, the color of the reaction mixture turned pale yellow. The reaction mixture was stirred for an additional 16 to 18 hours. At the end of 16 to 18 hours, the aqueous layer was extracted with ...
Embodiment 2
[0162] This example illustrates the synthesis of a non-limiting embodiment of MEAB9 by the following scheme:
[0163]
[0164] Dissolve 2.75 g of L-cysteine methyl ester hydrochloride (15 mmol) in 150 mL of CHCl 3 middle. Dissolve 1.52 g of TEA (15 mmol, 2.07 mL) in 25 mL of CHCl 3 middle. Dissolve 1.0 g of isophthaloyl chloride (5 mmol) in 40 mL of CHCl 3 middle. The TEA solution and the isophthaloyl chloride solution were slowly added to the L-cysteine methyl ester hydrochloride solution. The reaction was stirred for 24 hours. The reaction solution was then filtered, and the filtrate was washed with 200 mL of 10% Omnitrace Wash with hydrochloric acid three times. After washing, CHCl 3 layer was filtered again and subjected to anhydrous Na 2 SO 4 dry. CHCl was then removed under vacuum 3 , the product was obtained as a highly viscous oily liquid. The oily liquid was redissolved in CHCl 3 and then remove CHCl under vacuum 3 . This process was repeated t...
Embodiment 3
[0166] This example illustrates the synthesis of a non-limiting embodiment of EEAB9 by the following scheme:
[0167]
[0168] Dissolve 2.72 g of L-cysteine ethyl ester hydrochloride (15 mmol) in 150 mL of CHCl 3 middle. Dissolve 1.48 g of TEA (15 mmol, 2.02 mL) in 25 mL of CHCl 3 middle. Dissolve 1 g of isophthaloyl chloride (5 mmol) in 40 mL of CHCl 3 middle. The TEA solution and the isophthaloyl chloride solution were slowly added to the L-cysteine ethyl ester hydrochloride solution. The reaction was stirred for 24 hours. Then filter the reaction solution, the filtrate with 1.5L 20% Omnitrace Hydrochloric acid cleaning. After washing, CHCl 3 layer was filtered again and subjected to anhydrous Na 2 SO 4 dry. CHCl was then removed under vacuum 3 , the product was obtained as a highly viscous oily liquid. The oily liquid was redissolved in CHCl 3 and then remove CHCl under vacuum 3 . This process was repeated twice, and the resulting white solid was was...
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