149247-06-3Relevant academic research and scientific papers
Synthesis of Pyrazolo[1,5-a]pyrimidines in the Reaction of 5-Amino- 3-arylpyrazoles with Methoxymethylene Meldrum's Acid Derivatives and Thermolysis of Their Pyrazolylaminomethylene Derivatives
Quiroga, Jairo,Hormaza, Angelina,Insuasty, Braulio,Saitz, Claudio,Jullian, Carolina,Canete, Alvaro
, p. 61 - 64 (1998)
A series of pyrazolo[1,5-a]pyrimidin-3-ones 3 was prepared from Meldrum's acid and 5-amino-3-arylpyrazoles 1 by cyclization in nitrobenzene of the corresponding 5-pyrazolylaminomethylene Meldrum's acid derivatives 2. The structure of pyrazolo[1,5-a]pyrimidin-3-ones and their precursors were determined by nmr measurements.
Synthesis and study of the anti-inflammatory properties of some pyrazolo[1,5-a]pyrimidine derivatives
Bruni,Costanzo,Selleri,Guerrini,Fantozzi,Pirisino,Brunelleschi
, p. 480 - 486 (2007/10/02)
A series of pyrazolo[1,5-a]pyrimidin-7-ones (1c-17c) were synthesized to evaluate in vivo and in vitro effects induced by structural modifications at the 2 position of 4,7-dihydro-4-ethyl-2-phenylpyrazolo[1,5-a]pyrimidin-7-one (FPP028). This substance, which has been previously studied is a weak inhibitor of prostaglandin biosynthesis and a nonacid analgesic and anti- inflammatory agent devoid of ulcerogenic properties. To gain more insight into the mechanism of action of this class of compounds, several in vivo tests were carried out, such as carrageenan-induced rat paw edema and pleurisy. In vitro tests include some studies of leukocyte functions, such as superoxide production and myeloperoxidase release. In vitro effects on arachidonic acid-, adenosine 5'-diphosphate-, and platelet-activating factor- induced platelet aggregation were also studied. Different anti-inflammatory activities were observed, depending on the nature of substituents at the 2 position; these differences are probably linked to the capacity of these compounds to inhibit leukotrienes and/or prostaglandin biosynthesis with different selectivity. 4,7-Dihydro-4-ethyl-2(2-thienyl)pyrazolo[1,5- a]pyrimidin-7-one (7c) proved to be the most interesting compound of the novel synthesized series, showing powerful pharmacological activity in vivo as well as in vitro, together with very weak acute toxicity.
