102994-17-2Relevant articles and documents
Imidazole transfer from 1,1'-carbonyldimidazole and 1,1'- (thiocarbonyl)diimidazole to alcohols. A new protocol for the conversion of alcohols to alkylheterocycles
Totleben,Freeman,Szmuszkovicz
, p. 7319 - 7323 (1997)
The transfer of imidazole from 1,1'-carbonyldimidazole (CDI) and 1,1'- (thiocarbonyl)diimidazole in modest to excellent yields under mild conditions was observed with activated alcohols, unactivated alcohols generally providing the expected carbonylimidazole esters. Reasonable mechanisms for the transfer are proposed. 1,1'-Carbonyldi-1,2,4-triazole was found to work as well, providing a new heterocycle in good yield. Chemists should be aware of this reaction when treating benzylic, vinylogous benzylic, and benzhydryl alcohols with CDI-type reagents, expecting elimination of heterocycle rather than incorporation of heterocycle and elimination of CO2.
Design, synthesis and antifungal activity of some new imidazole and triazole derivatives
Rezaei, Zahra,Khabnadideh, Soghra,Zomorodian, Kamiar,Pakshir, Kyvan,Kashi, Giti,Sanagoei, Narges,Gholami, Sanaz
, p. 658 - 665 (2012/06/29)
Triazole and imidazole are incorporated into the structures of many antifungal compounds. In this study a novel series of 1,2,4-triazole, imidazole, benzoimidazole, and benzotriazole derivatives was designed as inhibitors of cytochrome P450 14α-demethylase (14DM). These structures were docked into the active site of MT-CYP51, using Autodock program. Sixteen compounds with the best binding energy were synthesized. The chemical structures of the new compounds were confirmed by elemental and spectral (1H-NMR and Mass) analyses. All compounds were investigated for antifungal activity against Candida albicans, Candida tropicalis, Candida glabrata, Candida parapeilosis, Candida kruzei, Candida dubliniensis, Aspergillus fomigatus, Aspergillus flavus, Microsporum canis, Microsporum gypseum, Trichophyton mentagrophyte, Epidermophyton floccosum. Some compounds showed excellent in-vitro antifungal activity against most of the tested fungi. Compounds 2, 9, and 10 had antifungal activity against several resistant fungi against fluconazole and itraconazole. A novel series of azole derivatives was designed and synthesized as inhibitors of cytochrome P450 14α-demethylase and the compounds were investigated for antifungal activity. Copyright