80144-43-0Relevant academic research and scientific papers
Design, synthesis and biological evaluation of 5-amino-1H-pyrazole-4- carboxamide derivatives as potential antitumor agents
Yang, Baowei,Liu, Wukun,Mei, Yicheng,Huang, Dandan,Qian, Hai,Huang, Wenlong,Gust, Ronald
, p. 749 - 755 (2014/07/07)
Adenosine deaminase (ADA) inhibitors have been found to have antitumor activities. Here, thirteen potential adenosine deaminase inhibitors 5-amino-1H-pyrazole-4-carboxamide derivatives were designed, synthesized and screened for antitumor activities. Comp
The conversion of isothiazoles into pyrazoles using hydrazine
Ioannidou, Heraklidia A.,Koutentis, Panayiotis A.
experimental part, p. 7023 - 7037 (2009/12/06)
The conversion of isothiazoles into pyrazoles on treatment with hydrazine is investigated. The influence of various C-3, C-4 and C-5 isothiazole substituents and some limitations of this ring transformation are examined. When the isothiazole C-3 substituent is a good nucleofuge, 3-aminopyrazoles are obtained. However, when the 3-substituent is not a leaving group it is retained in the pyrazole product. Treatment of 4-bromo-3-chloro-5-phenylisothiazole 56 or 3-chloro-4,5-diphenylisothiazole 57 with anhydrous hydrazine at ca. 200 °C for a few minutes gives the corresponding 3-hydrazinoisothiazoles 61 and 64 respectively in high yields; the stability of these new hydrazines is investigated. 5,5′-Diphenyl-3,3′-biisothiazole-4,4′-dicarbonitrile 78 reacts with hydrazine to give 5,5′-diphenyl-3,3′-bi(1H-pyrazole)-4,4′-dicarbonitrile 79. Methylhydrazine reacts with 3-chloro-5-phenylisothiazole-4-carbonitrile 1 to give 3-(1-methylhydrazino)-5-phenylisothiazole-4-carbonitrile 83 and 3-amino-1-methyl-5-phenylpyrazole-4-carbonitrile 84. All products are fully characterised and rational mechanisms for the isothiazole into pyrazole transformation are proposed.
Use of a pharmacophore model for the design of EGF-R tyrosine kinase inhibitors: 4-(Phenylamino)pyrazolo[3,4-d]pyrimidines
Traxler, Peter,Bold, Guido,Frei, Joerg,Lang, Marc,Lydon, Nicholas,Mett, Helmut,Buchdunger, Elisabeth,Meyer, Thomas,Mueller, Marcel,Furet, Pascal
, p. 3601 - 3616 (2007/10/03)
In the course of the random screening of a pool of CIBA chemicals, the two pyrazolopyrimidines 1 and 2 have been identified as fairly potent inhibitors of the EGF-R tyrosine kinase. Using a pharmacophore model for ATP- competitive inhibitors interacting w
Cyclization of N-Cyanovinyl-lactam Imines to Condensed 4-Aminopyridines or Substituted Aminopyrazole
Paetzel, Michael,Ushmajev, Alexej,Liebscher, Juergen,Granik, Vladimir,Grisik, Sofia,Polievktov, Mikhail
, p. 1067 - 1068 (2007/10/02)
N-Cyanovinyl-lactam imines 2 react with hydrazine giving aminopyrazole 4a while lactam imine 3 is split off.Treatment of 2 with strong bases gives intramolecular cyclization to condensed 4-aminopyridines 5.The progress of reaction was observed by polarogr
Polarized Ethylenes. IV. Synthesis of Polarized Ethylenes Using Thioamides and Methyl Dithiocarboxylates and their Application to Syntheses of Pyrazoles, Pyrimidines, Pyrazolopyrimidines, and 5-Azacyclazines
Tominaga, Yoshinori,Matsuoka, Yoshiki,Oniyama, Yukio,Uchimura, Yoshimitsu,Komiya, Hirofumi,et al.
, p. 647 - 660 (2007/10/02)
Polarized ethylenes having both electron-donating (an amino or a methylthio group) and electron-accepting (cyano, carbamoyl, methyl ester) groups on the adjacent two olefinic carbon atoms were prepared by the condensation of S-alkylthioamidinium salts or
A NOVEL PREPARATION OF POLARIZED ETHYLENES BY THE REACTION OF THIOAMIDES OR DITHIOCARBOXYLATES WITH TETRACYANOETHYLENE OXIDE. SYNTHESIS OF PYRAZOLES AND PYRIMIDINES
Tominaga, Yoshinori,Matsuoka, Yoshiki,Kohra, Shinya,Hosomi, Akira
, p. 613 - 616 (2007/10/02)
Polarized ethylenes having both electron-donating (an amino or a methylthio group) and electron-accepting (two cyano groups) groups on the adjacent two olefinic carbon atoms were prepared by the reaction of thioamides or methyl dithiocarboxylates with tetracyanoethylene oxide in good yields.Reactions of these polarized ethylenes with hydrazine or guanidine carbonate gave the corresponding pyrazole and pyrimidine derivatives in good yields.
