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Chemical Structure| 198493-30-0 Chemical Structure| 198493-30-0

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Chemical Structure| 198493-30-0

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Canale, Vittorio ; Kaminski, Michal ; Trybala, Wojciech ; Abram, Michal ; Marciniec, Krzysztof ; Bantreil, Xavier , et al.

Abstract: A solid-state approach was used to synthesize compound PZ-1190, a multitarget ligand for serotonin and dopamine receptors with potential antipsychotic activity in rodents. Compared to the classical batch synthesis approach, the developed multistep mechanochem. protocol improved the overall yield (from 32% to 56%), reduced the reaction time (from 42 to 4 h), and decreased the use of toxic reagents and organic solvents. All synthesized intermediates and PZ-1190 were isolated in high purity by extraction without the requirement of chromatog. purification PZ-1190 was obtained in high enantiomeric purity (≥99% ee) with no impact of grinding processes on the integrity of stereocenter. The described procedures represent rare examples of mechanochem. reduction of a carboxylic function, which might open up the possibility to obtain crucial β- and γ-amino alcs. in a sustainable manner. The oxidation of an aliphatic alc. into an aldehyde using mechanochem. has also been reported for the first time. The obtained results confirmed the suitability of mechanochem. as a sustainable and efficient method of synthesizing candidates for preclin. development.

Keywords: Azinesulfonamide derivatives ; Multistep mechanochemicalsynthesis ; Medicinal mechanochemistry ; Green chemistry ; Antipsychotic agents

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Product Details of [ 198493-30-0 ]

CAS No. :198493-30-0
Formula : C11H19NO3
M.W : 213.27
SMILES Code : O=C(N1[C@H](CC=O)CCC1)OC(C)(C)C
MDL No. :MFCD20040469

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* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

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