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  • InCl3-catalysed synthesis of 2-aryl quinazolin-4(3H)-ones and 5-aryl pyrazolo[4,3-d]pyrimidin-7(6H)-ones and their evaluation as potential anticancer agents.

InCl3-catalysed synthesis of 2-aryl quinazolin-4(3H)-ones and 5-aryl pyrazolo[4,3-d]pyrimidin-7(6H)-ones and their evaluation as potential anticancer agents.

Bioorganic & medicinal chemistry letters (2012-07-04)
Naveen Mulakayala, Bhaskar Kandagatla, Ismail, Rajesh Kumar Rapolu, Pallavi Rao, Chaitanya Mulakayala, Chitta Suresh Kumar, Javed Iqbal, Srinivas Oruganti
ABSTRACT

A convenient and practical methodology for the synthesis of 2-aryl quinazolin-4(3H)-ones by the condensation of o-aminobenzamides with aromatic aldehydes under mild conditions using catalytic InCl(3) with good yields and high selectivities. This method has been extended for the synthesis of 5-aryl pyrazolo[4,3-d]pyrimidin-7(6H)-ones which have potential applications in medicinal chemistry. Many of these compounds were evaluated for their anti-proliferative properties in vitro against four cancer cell lines and several compounds were found to be active. Further in vitro studies indicated that inhibition of sirtuins could be the possible mechanism of action of these molecules.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Indium(III) chloride, 99.999% trace metals basis
Sigma-Aldrich
Indium(III) chloride, anhydrous, powder, ≥99.999% trace metals basis
Sigma-Aldrich
Indium(III) chloride, 98%