Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

A Green and Convenient Route for the Regioselective Synthesis of New Substituted 3-Aryl-5H-indeno[1,2-c]pyridazines as Potential Monoamine Oxidase Type A Inhibitors

Mehdi Rimaz A D , Farkhondeh Aali A , Behzad Khalili B and Rolf H. Prager C
+ Author Affiliations
- Author Affiliations

A Department of Chemistry, Payame Noor University, PO Box 19395-3697, Tehran, Iran.

B Department of Chemistry, Faculty of Sciences, University of Guilan, PO Box 41335-1914, Rasht, Iran.

C School of Chemistry, Physics and Earth Sciences, Flinders University, Adelaide, SA 5001, Australia.

D Corresponding author. Email: rimaz.mehdi@gmail.com

Australian Journal of Chemistry 70(6) 660-668 https://doi.org/10.1071/CH16364
Submitted: 20 June 2016  Accepted: 8 September 2016   Published: 12 October 2016

Abstract

Several indeno[1,2-c]pyridazines were efficiently synthesised using the one-pot, three-component reaction of substituted indanones, arylglyoxalmonohydrates, and hydrazine in the presence of 1,5-diazabicyclo[4,3,0]non-5-ene (DBN) in water at room temperature. These substituted 3-aryl indeno[1,2-c]pyridazines can be considered as potential monoamine oxidase type A (MAOA) inhibitors. The advantages of this new strategy are the novelty of the indenopyridazine derivatives, high regioselectivity, use of water as the solvent, no requirement for toxic metal catalysts, and good to excellent yields.


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