Preparation of dihydrotetrazolo(1,5-a)pyrimidine derivatives from Biginelli 3,4-dihydropyrimidine-2-thiones

作者: Jamshed Hashim , Nuzhat Arshad , Ijaz Khan , Sonia Nisar , Basharat Ali

DOI: 10.1016/J.TET.2014.09.069

关键词:

摘要: Abstract Dihydropyrimidines (DHPM) with a fused tetrazole ring have been synthesized via smooth and efficient three-step protocol involving N,S-dimethylated 2-hydrazinyl-dihydropyrimidine intermediates, respectively. The described is applicable to electron rich poor DHPM precursors as well. insertion of in monastrol type dihydropyrimidines makes it interesting for pharmacological investigations.

参考文章(23)
Emmanuel Klein, Salvatore DeBonis, Bernd Thiede, Dimitrios A. Skoufias, Frank Kozielski, Luc Lebeau, New chemical tools for investigating human mitotic kinesin Eg5. Bioorganic & Medicinal Chemistry. ,vol. 15, pp. 6474- 6488 ,(2007) , 10.1016/J.BMC.2007.06.016
Rama Krishna Yadlapalli, O.P. Chourasia, Kiranmayi Vemuri, Manjula Sritharan, Ramu Sridhar Perali, Synthesis and in vitro anticancer and antitubercular activity of diarylpyrazole ligated dihydropyrimidines possessing lipophilic carbamoyl group Bioorganic & Medicinal Chemistry Letters. ,vol. 22, pp. 2708- 2711 ,(2012) , 10.1016/J.BMCL.2012.02.101
Carroll Temple, W. C. Coburn, Martha C. Thorpe, John A. Montgomery, Studies on the Tetrazole—Azidoazomethine—Tetrazole Equilibrium. III. 2-Azidopyrimidines1 Journal of Organic Chemistry. ,vol. 30, pp. 2395- 2398 ,(1965) , 10.1021/JO01018A069
V. A. Ostrovskii, R. E. Trifonov, E. A. Popova, Medicinal chemistry of tetrazoles Russian Chemical Bulletin. ,vol. 61, pp. 768- 780 ,(2012) , 10.1007/S11172-012-0108-4
Vijay Virsodia, Raghuvir R.S. Pissurlenkar, Dinesh Manvar, Chintan Dholakia, Priti Adlakha, Anamik Shah, Evans C. Coutinho, Synthesis, screening for antitubercular activity and 3D-QSAR studies of substituted N-phenyl-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carboxamides European Journal of Medicinal Chemistry. ,vol. 43, pp. 2103- 2115 ,(2008) , 10.1016/J.EJMECH.2007.08.004
Annette N. Chiang, Juan-Carlos Valderramos, Raghavan Balachandran, Raj J. Chovatiya, Brian P. Mead, Corinne Schneider, Samantha L. Bell, Michael G. Klein, Donna M. Huryn, Xiaojiang S. Chen, Billy W. Day, David A. Fidock, Peter Wipf, Jeffrey L. Brodsky, Select pyrimidinones inhibit the propagation of the malarial parasite, Plasmodium falciparum Bioorganic & Medicinal Chemistry. ,vol. 17, pp. 1527- 1533 ,(2009) , 10.1016/J.BMC.2009.01.024
S.J. Vaghasia, V.H. Shah, Microwave assisted synthesis and antimicrobial activity of some novel pyrimidine derivatives Journal of The Serbian Chemical Society. ,vol. 72, pp. 109- 117 ,(2007) , 10.2298/JSC0702109V
Pavel N Gaponik, Sergei V Voitekhovich, Oleg A Ivashkevich, Metal derivatives of tetrazoles Russian Chemical Reviews. ,vol. 75, pp. 507- 539 ,(2006) , 10.1070/RC2006V075N06ABEH003601
B. Ramesh, Chetan M. Bhalgat, Novel dihydropyrimidines and its pyrazole derivatives: synthesis and pharmacological screening European Journal of Medicinal Chemistry. ,vol. 46, pp. 1882- 1891 ,(2011) , 10.1016/J.EJMECH.2011.02.052