Synthesis and antimicrobial activity of some new heterocycles incorporating antipyrine moiety

An Efficient and Convenient Synthesis of Certain 2-Thioxothiazole,2-oxo-1,2-dihydropridine, 2-Oxo-2<i>H</i>-pyran,2,4-diaminothiophene and Pyrazolo[5,1-c][1,2,4]triazine Derivatives Containing Antipyrine Moiety

“…Thus, 2-cyano-N-(4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-thioxothiazol-3(2H)-yl)a cetamide (5c) was reacted with (E)-3-(dimethylamino)-1-(furan-2-yl)prop-2-en-1-one (12) in ethanol catalysed by aceticacid to afford N-(4- (1,5- On the other hand, compound 2-cyano-N-(4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-t hioxothiazol-3(2H)-yl) acetamide 5c was reacted with a mixture of reacted with a mixture of malononitrile and elemental sulfur to afford 2,4-diamino-5-cyano-N-(4-(1, 5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl) -2-thioxothiazol-3-(2H)-yl)thiophene-3-carboxamide (19) Compound 19 is proposed to be formed by adding the active methylene group in malononitrile to the cyano In recent puplications , it has been reported that [5,10], diazotized aminopyrazoles or arene diazonium salts were used as starting materials for synthesis of pyrazolotriazines [5,10]. In the present work, diazotized 4-(5-amino-1H-pyrazol-3-yl)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one (20) [11,12] …”

“…These pharmacological activities have been attracted special attention to prepare a new class of thiazole derivatives carrying antipyrinyl moiety because of their applications in the field of pharmaceuticals [4][5][6] and antibacterials [7][8][9]. The present work reports the synthesis of certain thiazole derivatives containing antipyrine moiety using readily available starting materials.…”

Behavior of 2-cyano-3-(dimethylamino)-N-(4-phenylthiazol-2-yl)acrylamide towards some nitrogen nucleophiles

“…[15][16][17][18][19] These compounds were found to be associated with a wide range of chemotherapeutic activities. 20 In continuation of our interest in the synthesis of heterocycles containing a thiazole moiety [21][22][23][24][25][26][27][28] , we report herein the results of our study of the reactions of an enaminonitrile 2 with several nitrogen nucleophiles. The aim of the present paper is to present an efficient synthesis of novel 2-heteroaryl-thiazoles, which have not been reported hitherto.…”

Transition Metal Complexes with Antipyrine‐Derived Schiff Bases: Synthesis and Antibacterial Activity

“…Thus, 4-amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one (4-aminoantipyrine) was discovered, a derivative with analgesic action, antipyretic, anti-inflammatory, antibacterian, and antineoplastic [31,32]. The derivatives of 4-aminoantipyrine are used in the synthesis of azo-colorant, in analytical chemistry for spectrophotometric determination of metal ions [33], in pharmacology, as an effective antitumor [34], analgesic [35], antiviral [36], anti-inflammatory [37], anticancer [38], and antimicrobial drugs [39][40][41][42].…”