Synthesis and tuberculostatic activity of functionalized pyrazoles derived from (trifluoromethyl)pyrazole containing a hydrazone group

被引:12
作者
Bazhin, Denis N. [1 ,2 ]
Kudyakova, Yulia S. [1 ]
Onoprienko, Aleksandra Ya. [2 ]
Slepukhin, Pavel A. [1 ,2 ]
Burgart, Yanina V. [1 ]
Saloutin, Victor I. [1 ]
机构
[1] Russian Acad Sci, Ural Branch, Postovsky Inst Organ Synth, 20 S Kovalevskoi 20 Akademicheskaya St, Ekaterinburg 620990, Russia
[2] Ural Fed Univ, 19 Mira St, Ekaterinburg 620002, Russia
基金
俄罗斯基础研究基金会;
关键词
hydrazones; pyrazole; thiosemicarbazides; condensation;
D O I
10.1007/s10593-018-2214-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The condensation of 5-(1-hydrazinylideneethyl)-3-(trifluoromethyl)-1H-pyrazole with trimethyl orthoacetate, dimethylformamide dimethyl acetal, and aryl thioisocyanates resulted in a series of functionalized pyrazoles and their tuberculostatic activity was studied.
引用
收藏
页码:1324 / 1329
页数:6
相关论文
共 22 条
[1]   Synthesis and biological evaluation of 1,3,4-trisubstituted pyrazole analogues as anti-mycobacterial agents [J].
Alegaon, Shankar G. ;
Hirpara, Mita B. ;
Alagawadi, K. R. ;
Jalalpure, S. S. ;
Rasal, V. P. ;
Salve, Preeti S. ;
Kumbar, V. M. .
MEDICINAL CHEMISTRY RESEARCH, 2017, 26 (06) :1127-1138
[2]   Review: biologically active pyrazole derivatives [J].
Ansari, Anam ;
Ali, Abad ;
Asif, Mohd ;
Shamsuzzaman .
NEW JOURNAL OF CHEMISTRY, 2017, 41 (01) :16-41
[3]   A Convenient Approach to CF3-Containing N-Heterocycles Based on 2-Methoxy-2-methyl-5-(trifluoromethyl)furan-3(2H)-one [J].
Bazhin, Denis N. ;
Kudyakova, Yulia S. ;
Roeschenthaler, Gerd-Volker ;
Burgart, Yanina V. ;
Slepukhin, Pavel A. ;
Isenov, Maksim L. ;
Saloutin, Victor I. ;
Charushin, Valery N. .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (23) :5236-5245
[4]   A concise approach to CF3-containing furan-3-ones, (bis)pyrazoles from novel fluorinated building blocks based on 2,3-butanedione [J].
Bazhin, Denis N. ;
Chizhov, Dmitry L. ;
Roeschenthaler, Gerd-Volker ;
Kudyakova, Yulia S. ;
Burgart, Yanina V. ;
Slepukhin, Pavel A. ;
Saloutin, Victor I. ;
Charushin, Valery N. .
TETRAHEDRON LETTERS, 2014, 55 (42) :5714-5717
[5]   Fluorine in medicinal chemistry [J].
Böhm, HJ ;
Banner, D ;
Bendels, S ;
Kansy, M ;
Kuhn, B ;
Müller, K ;
Obst-Sander, U ;
Stahl, M .
CHEMBIOCHEM, 2004, 5 (05) :637-643
[6]   Facile Route to Novel Pyrazolo[3,4-d]pyrimidine, Imidazo[1,2-b] pyrazole, Pyrazolo[3,4-d][1,2,3]triazine, Pyrazolo[1,5-c][1,3,5]triazine and Pyrazolo[1,5-c][1,3,5]thiadiazine Derivatives [J].
Bondock, Samir ;
Tarhoni, Abd El-Gaber ;
Fadda, Ahmed A. .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (02) :346-351
[7]  
Bukowski L., 2006, Chem. Heterocycl. Compd, V42, P1358, DOI [DOI 10.1007/S10593-006-0249-1, 10.1007/s10593-006-0249-1]
[8]   From 2000 to Mid-2010: A Fruitful Decade for the Synthesis of Pyrazoles [J].
Fustero, Santos ;
Sanchez-Rosello, Maria ;
Barrio, Pablo ;
Simon-Fuentes, Antonio .
CHEMICAL REVIEWS, 2011, 111 (11) :6984-7034
[9]   Pyrazoloquinazolines: Synthetic strategies and bioactivities [J].
Garg, Mansi ;
Chauhan, Monika ;
Singh, Pankaj Kumar ;
Alex, Jimi Marin ;
Kumar, Raj .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 97 :444-461
[10]   Synthesis of diversely fluorinated pyrazoles as novel active agrochemical ingredients [J].
Giornal, Florence ;
Pazenok, Sergiy ;
Rodefeld, Lars ;
Lui, Norbert ;
Vors, Jean-Pierre ;
Leroux, Frederic R. .
JOURNAL OF FLUORINE CHEMISTRY, 2013, 152 :2-11