Synthesis, crystal structure and biological activity of a new 1,2,4-triazole derivative

Jiegou Huaxue

Volumn 32, Issue 4, 2013, Pages 607-611

  Tong, Jian Ying ^a   Wu, Hong Ke ^b   Sun, Na Bo ^a   Liu, Xing Hai ^b  

^a ZHEJIANG SHUREN UNIVERSITY   (China)

^b ZHEJIANG UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

1,2,4 triazole; Cyclopropane; Herbicidal activity; Synthesis

Indexed keywords

EID: 84876522380     PISSN: 02545861     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (27)

1. Liu, X. H.; Tan, C. X.; Weng, J. Q. Phase transfer-catalyzed, one-pot synthesis of some novel N-pyrimidinyl-N′-nicotinyl thiourea derivatives. Phosphorus Sulfur Silicon Relat. Elem. 2011, 186, 552-557.
2. Chen, P. Q.; Tan, C. X.; Weng, J. Q.; Liu, X. H. Synthesis, structure and DFT calculation of chlorimuron-ethyl. Asian J. Chem. 2012, 24, 2808-2810.
3. Liu, X. F.; Liu, X. H. 5-(4-Pyridyl)-1,3,4-thiadiazole-2(3H)-thione. Acta Cryst. 2011, E67, o202.
4. Tan, C. X.; Weng, J. Q.; Liu, Z. X.; Liu, X. H.; Zhao, W. G. Synthesis, crystal structure, and fungicidal activity of a novel 1,2,3-thiadiazole compound, Phosphorus Sulfur Silicon Relat. Elem. 2012, 187, 990-996.
5. Liu, X. H.; Tan, C. X.; Weng, J. Q. Microwave assistant synthesis and biological activity of hydrazone derivatives containing 1,2,3-thiadiazole. Asian J. Chem. 2011, 23, 4064-4066.
6. Liu, X. H.; Pan, L.; Weng, J. Q.; Tan, C. X.; Li, Y. H.; Wang, B. L.; Li, Z. M. Synthesis, structure, and biological activity of novel (oxdi/tri)azoles derivatives containing 1,2,3-thiadiazole or methyl moiety. Mol. Divers. 2012, 16, 251-260.
7. Tan, C. X.; Shi, Y. X.; Weng, J. Q.; Liu, X. H.; Li, B. J.; Zhao, W. G. Synthesis and antifungal activity of 1,2,4-triazole derivatives containing cyclopropane moiety. Lett. Drug Des. Discov. 2012, 9, 431-435.
8. Liu, X. H.; Tan, C. X.; Weng, J. Q. Synthesis, dimeric crystal structure, and fungicidal activity of 1-(4-methylphenyl)-2-(5-((3,5-dimethyl-1H-pyrazol-1- yl)methyl)-4-phenyl-4H-1,2,4-triazol-3-ylthio)ethanone. Phosphorus Sulfur Silicon Relat. Elem. 2011,186, 558-564.
9. Al-Omar, M. A.; Al-Abdullah, E. S.; Shehata, I. A.; Habib, E. E.; Ibrahim, T. M.; El-Emam, A. A. Synthesis, antimicrobial, and anti-inflammatory activities of novel 5-(1-Adamantyl)-4-arylideneamino-3-mercapto-1,2,4-triazoles and related derivatives. Molecules 2010, 15, 2526-2550.
10. Ovsepyan, T. R.; Grboyan, S. V.; Arsenyan, F. G.; Melik-Ogandzhanyan, R. G. Synthesis and antitumor activity of new furyl-2-substituted 1,3,4-thiadiazoles and 1,2,4-triazoles. Pharm. Chem. J. 2012, 45, 705-708.
11. Liu, X. H.; Shi, Y. X.; Ma, Y.; Zhang, C. Y.; Dong, W. L.; Pan, L.; Wang, B. L.; Li, B. J.; Li, Z. M. Synthesis, antifungal activities and 3D-QSAR study of N-(5-substituted-1,3, 4-thiadiazol-2-yl)cyclopropanecarboxamides. Eur. J. Med. Chem. 2009, 44, 2782-2786.
12. Liu, X. H.; Pan, L.; Tan, C. X.; Weng, J. Q.; Wang, B. L.; Li, Z. M. Synthesis, crystal structure, bioactivity and DFT calculation of new oxime ester derivatives containing cyclopropane moiety. Pestic. Biochem. Physiol. 2011, 101, 143-147.
13. Liu, X. H.; Chen, P. Q.; Wang, B. L.; Li, Y. H.; Wang, S. H.; Li, Z. M. Synthesis bioactivity theoretical and molecular docking study of 1-cyano-N-substituted-cyclopropane carboxamide as ketol-acid reductoisomerase inhibitor. Bioorg. Med. Chem. Lett. 2007, 17, 3784-3788.
14. Ohno, N.; Fujimoto, K.; Mizutani, Y.; Mizutani, T.; Hirano, M.; Itaya, N.; Honda, T.; Yoshioka, H. New class of pyrethroidal insecticides. α-Substituted phenylacetic acid esters. Agric. Biol. Chem. 1974, 38, 881-883.
15. Kamal, A.; Ahmed, S. K.; Khan, M. N. A.; Shetty, R. V. C. R. N. C.; Siddhardha, B.; Murty, U. S. N. Synthesis and biological evaluation of a new series of benzothiazole-quinolone hybrids as antibacterial agents. Lett. Drug Des. Discov. 2008, 5, 353-357.
16. Rigaku. CrystalClear. Version1. 4. 0. Rigaku Corporation, Tokyo, Japan 2005.
17. 97 and SHELXL97, University of Göttingen, Germany 1997.
18. Liu, X. H.; Zhao, W. G.; Wang, B. L.; Li, Z. M. Synthesis, bioactivity and DFT structure-activity relationship study of novel 1,2,3-thiadiazole derivatives. Res. Chem. Intermed. 2012, 38, 1999-2008.
19. Liu, X. H.; Weng, J. Q.; Tan, C. X.; Pan, L.; Wang, B. L.; Li, Z. M. Synthesis, biological activities and DFT calculation of alpha-aminophosphonate containing cyclopropane moiety. Asian J. Chem. 2011, 23, 4031-4036.
20. 2). Chin. J. Struct. Chem. 2011, 30, 1437-1441.
21. 3). Chin. J. Struct. Chem. 2011, 30, 1016-1020.
22. Onur, S.; Cihan, K.; Olcay, B.; Salami, Ş.; Orhan, B. 4-Amino-3-(p-chlorophenyl)-5-(p-methoxybenzyl)-4H-1,2,4-triazole: X-ray and DFT-calculated Structures. Chin. J. Struct. Chem. 2011, 30, 731-737.
23. Liu, H. J.; Weng, J. Q.; Tan, C. X.; Liu, X. H. 1-Cyano-N-(2,4,5- trichlorophenyl)cyclopropane-1-carboxamide. Acta Cryst. 2011, E67, o1940.
24. Xue, Y. L.; Zhang, Y. G.; Liu, X. H. Synthesis, crystal structure and biological activity of 1-cyano-N-(4-bromophenyl)cyclopropanecarboxamide. Asian J. Chem. 2012, 24, 3016-3018.
25. Xue, Y. L.; Liu, X. H.; Zhang, Y. G. Synthesis, crystal structure and biological activity of 1-Cyano-N-phenylcyclopropanecarboxamide. Asian J. Chem. 2012, 24, 1571-1574.
26. Xue, Y. L.; Zhang, Y. G.; Liu, X. H. Synthesis, crystal structure and biological activity of 1-Cyano-N-(2,4-dichlorophenyl)cyclopropanecarboxamide. Asian J. Chem. 2012, 24, 5087-5089.
27. Liu, X. H.; Tan, C. X.; Weng, J. Q.; Liu, H. J. (E)-(4-Bromobenzylidene) amino cyclopropanecarboxylate. Acta Cryst. 2012, E68, O493.