Computer prediction and synthesis of new azoles based on N-benzoyl-N'-(9,10-dioxo-9,10-dihydroanthracen-1-yl)thioureas

作者: V. Zvarych , М. Stasevych , О. Stanko , V. Novikov , М. Vovk

DOI: 10.5755/J01.CT.64.2.6018

关键词: ThiazoleChloroformBiological activityOrganic chemistryHydrazineChemistryHydrateBromoacetoneExperimental testingMedicinal chemistryTriethylamine

摘要: New thiazole and 1,2,4-triazole derivatives of 9,10-anthraquinone were obtained by the reaction N-benzoyl-N'-(9,10-dioxo-9,10-dihydroanthracene-1-yl)-thioureas with bromoacetone in presence triethylamine hydrazine hydrate chloroform, respectively. The PASS computer program was used to predict biological activity spectra determine most promising activities for experimental testing. Thus, it has been shown that synthesized compounds are a class creation substances wide range activity. DOI: http://dx.doi.org/10.5755/j01.ct.64.2.6018

参考文章(32)
Su-Er W. Huskey, Shuet-Hing Lee Chiu, Species differences in N-glucuronidation. Drug Metabolism and Disposition. ,vol. 26, pp. 838- 847 ,(1998)
VV Poroikov, DA Filimonov, How to acquire new biological activities in old compounds by computer prediction. Journal of Computer-aided Molecular Design. ,vol. 16, pp. 819- 824 ,(2002) , 10.1023/A:1023836829456
Gianfranco Pala, Silvano Casadio, Antonio Mantegani, Graziano Bonardi, Germano Coppi, Terpene compounds as drugs. 11. Anabolic 19-nortestosterone terpenoates. Journal of Medicinal Chemistry. ,vol. 15, pp. 995- 998 ,(1972) , 10.1021/JM00279A031
C. B. Singh, Siva Murru, Veerababurao Kavala, Bhisma K. Patel, It Is “Thiazolidene-2-imine” and Not Imidazole-2-thione as the Reaction Product of 1-Benzoyl-3-phenylthiourea with Br2/Enolizable Ketone† Organic Letters. ,vol. 8, pp. 5397- 5399 ,(2006) , 10.1021/OL062371B
J. T. Witkowski, Roland K. Robins, Robert W. Sidwell, Lionel N. Simon, Design, synthesis, and broad spectrum antiviral activity of 1-.beta.-D-ribofuranosyl-1,2,4-triazole-3-carboxamide and related nucleosides Journal of Medicinal Chemistry. ,vol. 15, pp. 1150- 1154 ,(1972) , 10.1021/JM00281A014
Xiaoxiang Zhu, Qian-sheng Yu, Roy G. Cutler, Carsten W. Culmsee, Harold W. Holloway, Debomoy K. Lahiri, Mark P. Mattson, Nigel H. Greig, Novel p53 inactivators with neuroprotective action: syntheses and pharmacological evaluation of 2-imino-2,3,4,5,6,7-hexahydrobenzothiazole and 2-imino-2,3,4,5,6,7-hexahydrobenzoxazole derivatives. Journal of Medicinal Chemistry. ,vol. 45, pp. 5090- 5097 ,(2002) , 10.1021/JM020044D
R.J. Baumann, G.D. Mayer, L.D. Fite, L.M. Gill, B.L. Harrison, In vitro and in vivo Candicidal Activities of 2-(p-n-Hexylphenylamino)-1,3-Thiazoline Chemotherapy. ,vol. 37, pp. 157- 165 ,(1991) , 10.1159/000238849
Motohiro Tomizawa, Shinzo Kagabu, Ikuya Ohno, Kathleen A. Durkin, John E. Casida, Potency and Selectivity of Trifluoroacetylimino and Pyrazinoylimino Nicotinic Insecticides and Their Fit at a Unique Binding Site Niche Journal of Medicinal Chemistry. ,vol. 51, pp. 4213- 4218 ,(2008) , 10.1021/JM800191A