A series of 6-amino-4-substituted-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles 5a-j were synthesized via one-pot, four-component condensation reactions of aryl aldehydes 1a-j, propanedinitrile (2), hydrazine hydrate (3) and ethyl acetoacetate (4) under solvent-free conditions. We report herein the use of the Brønsted acid ionic liquid (BAIL) triethylammonium hydrogen sulphate [Et₃N...

Peroxisome proliferator-activated receptor γ (PPARγ) is a well-known target for thiazolidinedione antidiabetic drugs. In this paper, we present the synthesis and biological evaluation of a series of dihydropyrano[2,3-c]pyrazole derivatives as a novel family of PPARγ partial agonists. Two analogues were found to display high affinity for PPARγ with potencies in the micro molar range. Both of the...

PURPOSE The study on the interaction between small molecules and DNA has been very useful for investigating the structure and physical properties of DNA, elucidating the damage mechanism of DNA and significant in the design of new drugs targeted to DNA. This article describes an interaction of native calf thymus DNA (ctDNA) with a new 3, 4-dihydropyrano[c]chromene derivative, 2-amino-4-(4- chlo...

cellulose was applied as a reusable and green catalyst for the facile four-component synthesis of 6-amino-4-aryl-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile derivatives using hydrazine monohydrate, ethyl acetoacetate, malononitrile and aryl aldehydes, under solvent-free and thermal conditions. the use of non-toxic and inexpensive catalyst, short reaction time, clean work-up and goo...

1-Methyl-1H-imidazol-3-ium 2,3,4,5,6-pentafluorophenolate [mim]C6F5O as a novel nano ionic liquid was designed, synthesized and characterized by using various techniques such as Fourier transform spectroscopy infrared (FT-IR), nuclear magnetic resonance (NMR), x-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), ener...

p-Dodecylbenzenesulfonic acid (DBSA) was used as a catalyst for a simple and efficient one-pot synthesis of aryl substititued tetrahydrobenzo[b]pyrans and dihydropyrano[c]chromens via initial Knoevenagel, subsequent Micheal and final heterocyclization reactions of aryl aldehyde, malononitrile and 4-hydroxycoumarin/dimedone in moderate to excellent yields. The present method was operationally si...

A simple and facile synthesis of a series of novel pyrano[2,3-d]pyrimidines has been achieved successfully via the one-pot three-component reaction of 2-amino-7-methyl-5-oxo-4-phenyl-4,5-dihydropyrano[4,3-b]pyran-3-carbonitriles, DMF-DMA and arylamines in the presence of 1-butyl-3-methylhydrogensulphate [Bmim]HSO4 ionic liquid. This method has several advantages such as high yields, clean react...

p-Dodecylbenzenesulfonic acid (DBSA) was used as a catalyst for a simple and efficient one-pot synthesis of aryl substititued tetrahydrobenzo[b]pyrans and dihydropyrano[c]chromens via initial Knoevenagel, subsequent Micheal and final heterocyclization reactions of aryl aldehyde, malononitrile and 4-hydroxycoumarin/dimedone in moderate to excellent yields. The present method was operationally si...