Products Cited in Publications Worldwide Electrochemical late-stage modification of hydralazine an antihypertensive drug. A green strategy for the synthesis of nano-structured new sulfonylhydrazine derivatives

Electrochemical late-stage modification of hydralazine an antihypertensive drug. A green strategy for the synthesis of nano-structured new sulfonylhydrazine derivatives

Lotfipour, Farideh; Nematollahi, Davood; Mohamadighader, Niloofar; Godini, Zahra

DOI:

Abstract

This work is focused on the electrochemical late-stage modification of hydralazine (1-hydrazinylphthalazine) (HYD), a common antihypertensive drug, and the synthesis of its new sulfonylhydrazine derivatives. The synthesis of HYD derivatives has been easily accomplished in one-pot via electrochemical oxidation of HYD in the presence of arylsulfinic acid derivatives (ASA) in a water/ethanol mixture at constant current conditions. The electrochemical results show that anodically generated 1-diazenylphthalazine (HYDox) reacts with arylsulfinic acids and converts into the corresponding sulfonylhydrazine derivatives (SHD) with high yield and purity in an undivided cell equipped with graphite anode and stainless steel cathode. The main feature of this work is the synthesis of some new HYD derivatives in water/ethanol mixture as a “Green” reaction medium, using electrodes instead of toxic oxidants, having a high atom economy, having good energy efficiency and working at room temperature. These features are in accordance with the principles of green chemistry. Another advantage of this approach is that this method has led to the synthesis of sulfonylhydrazine derivatives in nano dimensions. Also, in this work, the electrochemical behavior of HYD and synthesized compounds (SHD) by different electrochemical methods were fully investigated and the results were reported. Furthermore, docking studies suggest that the products interact well with arylamine N-acetyltransferase (NAT) and show promising activity.

Keywords

Hydralazine ; Sulfonylhydrazine ; Late-stage modification ; Electrochemical synthesis ; Cyclic voltammetry ; Docking studies ; Nano-structured

Purchased from AmBeed

A204921824-80-695%

Sodium 4-fluorobenzenesulfinate

15.0/10g

Detail