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Improved Method for the Total Synthesis of Azaperone and Investigation of Its Electrochemical Behavior in Aqueous Solution

作     者:Mohammad Javad TAGHIZADEH Maryam Saleh MOHAMMADNIA Masoumeh GHALKHANI Esmail SOHOULI Mohammad Javad TAGHIZADEH;Maryam Saleh MOHAMMADNIA;Masoumeh GHALKHANI;Esmail SOHOULI

作者机构:Department of ChemistryFaculty of ScienceUniversity of Imam HosseinTehranIran Drug Applied Research CenterTabriz University of Medical SciencesTabrizIran Electrochemical Sensors Research LaboratoryDepartment of ChemistryFaculty of ScienceShahid Rajaee Teacher Training UniversityLavizanP.O.Box ***TehranIran Young Researchers and Elites ClubScience and Research BranchIslamic Azad UniversityTehranIran 

出 版 物:《Chemical Research in Chinese Universities》 (高等学校化学研究(英文版))

年 卷 期:2022年第38卷第2期

页      面:546-551页

核心收录:

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

主  题:Azaperone Anesthetic drug Chemical synthesis Butyrophenone class Electrochemical behavior 

摘      要:Azaperone,with anti-anxiety and anti-aggressive activities used in veterinary medicine,is a member of the butyrophenone *** is ordinarily utilized for a wide range of indications,such as sedation,obstetrics,and *** this research,an improved synthetic route is presented for azaperone using a phase-transfer catalyst(PTC).In general,it was synthesized as a dopamine antagonist in four *** bis(2-chloroethyl)amine intermediate is easily obtained after the conversion of the alcohol groups into the chloride leaving group using thionyl chloride(95%yields).The alkylation of commercially available 2-amino pyridine in the presence of PTC was then carried out,giving 1-(pyridin-2-yl)piperazine with 75%yield.1-(Pyridin-2-yl)piperazine was finally alkylated using 4-chloro-1-(4-fluorophenyl)butan-1-one to achieve azaperone with 60%*** butyrophenone intermediate was obtained via the Friedel-Crafts reaction of fluorobenzene with 4-chlorobutyryl chloride in the presence of *** efficiency,gentle reaction conditions,and fast and simple procedure are the advantages of this ***,the electrochemical oxidation behaviour of azaperone was investigated using cyclic and differential pulse voltammetry *** voltammetric studies indicated an irreversible process for azaperone electro-oxidation with a peak potential of 0.78 V in a phosphate buffer solution(pH=7.0)***/AgCl(saturated KCl)*** value of the peak current *** azaperone concentration was enhanced linearly in the range of 10―70μmol/L,and the detection limit was found to be 3.33μmol/L.

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