One-pot synthesis of 1,3-thiazolidin-4-ones derivatives from 2-amino-1,3,4-thiadiazole

被引:6
作者
Cunico, Wilson [1 ]
Gornes, Claudia R. B. [1 ]
Ferreira, Maria de Lourdes G. [1 ]
Capri, Liliane R. [1 ]
Santos, Margareth R. L. [1 ]
Sa, Paula M. [1 ]
Boechat, Nubia [1 ]
Bastos, Monica M. [1 ]
Maciel, Lindalva C. [1 ]
Mayer, Lucia M. U. [1 ]
机构
[1] Fiocruz MS, Inst Tecnol Farmacos Farmanguinhos, BR-21041250 Rio De Janeiro, Brazil
关键词
4-thiazolidinone; heterocycles; cyclocondensation;
D O I
10.2174/157017807782006245
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several 1,3-thiazolidin-4-ones were synthesized by cyclocondensation reaction of 2-amino-1,3,4-thiadiazole, mercaptoacetic acid and various arenealdehydes in moderate to good yields. These compounds were characterized by I H, C-13 and F-19 NMR. The antimalarial activity of thiazolidinones was evaluated in vitro against Plasmodium falciparum clone but none of them showed activity at maximum concentration (50 mu g/ml) used.
引用
收藏
页码:505 / 508
页数:4
相关论文
共 50 条
[41]   Efficient Room-Temperature One-Pot Synthesis of 2-Amino-3-alkyl(3-aryl)quinazolin-4(3H)-ones [J].
Lecoutey, Cedric ;
Fossey, Christine ;
Rault, Sylvain ;
Fabis, Frederic .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (15) :2785-2788
[42]   One-Pot Synthesis of 3-Substiuted Indoles from 2-(2-Nitro-1-phenylethyl)cyclohexanone Derivatives [J].
Kuang, Yangjin ;
Maeda, Katsumi ;
Matsubara, Ryosuke ;
Hayashi, Masahiko .
JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (09) :5791-5800
[43]   A QUICK ONE-POT SYNTHESIS OF SPIROINDOLINE DERIVATIVES USING 1,3-DIBROMO-5,5-DIMETHYLHYDANTOIN [J].
Hojati, S. F. ;
Mohamadi, S. ;
MoeiniEghbali, N. ;
Raouf, H. .
HETEROCYCLIC LETTERS, 2018, 8 (01) :19-25
[44]   SYNTHESIS AND ANTIMICROBIAL EVALUATION OF SOME NOVEL THIAZOLE, 1,3,4-THIADIAZOLE AND PYRIDO[2,3-d][1,2,4]TRIAZOLO[4,3-a]PYRIMIDINE DERIVATIVES INCORPORATING PYRAZOLE MOIETY [J].
Abdelhamid, Abdou O. ;
Shawali, Ahmad S. ;
Gomha, Sobhi M. ;
El-Enany, Waleed A. M. A. .
HETEROCYCLES, 2015, 91 (11) :2126-2142
[45]   Regioselective synthesis of benzo[c]chromen-6-ones by one-pot cyclocondensation of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 4-chloro-2-oxo-2H-chromene-3-carbaldehyde [J].
Fatunsin, Olumide ;
Iaroshenko, Viktor O. ;
Dudkin, Sergii ;
Mkrtchyan, Satenik ;
Villinger, Alexander ;
Langer, Peter .
TETRAHEDRON LETTERS, 2010, 51 (36) :4693-4695
[46]   Synthesis and Anticancer Activity of New 1-Thia-4-azaspiro[4.5]decane, Their Derived Thiazolopyrimidine and 1,3,4-Thiadiazole Thioglycosides [J].
Flefel, Eman M. ;
El-Sayed, Wael A. ;
Mohamed, Ashraf M. ;
El-Sofany, Walaa I. ;
Awad, Hanem M. .
MOLECULES, 2017, 22 (01)
[47]   Titanium-Catalyzed, One-Pot Synthesis of 2-Amino-3-cyano- pyridines [J].
Dissanayake, Amila A. ;
Staples, Richard J. ;
Odom, Aaron L. .
ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (08) :1811-1822
[48]   A novel, one-pot, three-component synthesis of 5H-[1,3]Thiazolo[3,2-a]pyrimidine derivatives [J].
Adib, Mehdi ;
Nosrati, Meisam ;
Mahdavi, Mohammad ;
Zhu, Long-Guan ;
Mirzaei, Peiman .
SYNLETT, 2007, (17) :2703-2706
[49]   One-pot, five-component 1,3-dipolar cycloaddition: A facile synthesis of spiropyrrolidine and spiropyrrolizidine derivatives [J].
Wen, Ren ;
Cen, Lanqi ;
Ma, Ying ;
Wang, Jing ;
Zhu, Songlei .
TETRAHEDRON LETTERS, 2018, 59 (17) :1686-1690
[50]   Solid acid induced cyclocondensation: A facile, one-pot synthesis of 7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines [J].
Heravi, MM ;
Bakherad, M ;
Rahimzadeh, M ;
Bakavoli, M .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2002, 177 (10) :2403-2407