Abstract: 1-Aryl-pyrazolo[4,3-c]quinolin-3-ones 1 reveal interesting structures because of their potential biological activity [1]. A binding study on bovine brain membranes has shown that 1-aryl- pyrazolo[4,3-c]quinolin-3-ones 1 bearing different substituents at position 4 possess activity in displacing specific [3H]flunitrazepam from its receptor site [2]. In this paper we present new strategies for the synthesis of 1-aryl- or 2-arylamino-pyrazolo[4,3-c]fused heterocycles such as 1-aryl-pyrazolo[4,3-c]fused quinolines and coumarins having hydrogen-, methyl- or aryl-substituents at position 3. The cyclization conditions were studied by differential scanning calorimetry (DSC).