Triazole antifungal activity

Insertion of a triazole ring in place of an imidazole ring is consistent in some cases with retention of antifungal activity. The synthesis of one such agent, azoconazole (64), proceeds simply by displacement of halide with 1,2,4-triazole. The route to terconazole (65) is rather like that to ketoconazole (34). ... 

This supposition may be valid for pyridazine but in the Bayer U.S. Patent 4,098,894, they show good antifungal activity for l-(3-trifluoromethyltriphenyl) 1,2,3-triazole, a compound which also contains a nitrogen atom alpha to the substitution and adjacent to the beta nitrogen. 

Class Synthetic, broad-spectrum bis-triazole antifungal agent with activity against Cryptococcus neoformans md Candida species ... 

Upadhayaya, R. S., Sinha, N., Jain, S., Kishore, N., Chandra, R., Arora, S.K. Optically active antifungal azoles synthesis and antifungal activity of (2R,3S)-2-(2,4-difluorophenyl)-3-(5-[2-[4-arylpipera-zin-l-yl]ethyl]tetrazol-2-yl/l-yl)-l-[ 1,2,4]-triazol-l-yl-butan-2-ol. Bioorg. Med. Chem. 2004, 12, 2225-2238. 

Ichikawa et al. reported on the synthesis and antifungal activity of l-[(lfJ,2fi)-2-(2,4-difluorophenyl)-2-hydroxy-l-methyl-3-(l//-l,2,4-triazol-Tyl)propyl]-3-[4-(l//-l-tetrazolyl)phenyl]-2-imidazolidinone 597. Compound 597 was selected as an injectable candidate for clinical trials based on the results of evaluations of solubility, stability, hemolytic effect, and in vivo antifungal activities <2001CPB1102, 2001CPB1110>. 

Triazole derivatives with antifungal activity 83MI4. 

Marco F, Pfaller MA, Messer SA, Jones RN. Antifungal activity of a new triazole, voriconazole (UK-109,496), compared with three other antifungal agents tested against clinical isolates of filamentous fungi. Med Mycol 1998 36(6) 433-6. 

Heterocycles are contained in a large number of agrochemicals . Triazoles, such as cyproconazole, are effective plant fnngicides and have mechanisms of action - inhibition of steroid synthesis - similar to those used medicinally. Other triazoles have limited antifungal activity, bnt are nseful plant-growth regulators, for example paclobutrazol. Another widely used fungicide is davicil. 

Vanden Bossche, H., G. Willemsens, W. Cools, P. Marichal and W. Lauwers (1983). Hypothesis on the molecular basis of the antifungal activity of N-substituted imidazoles and triazoles. Biochem. Soc. Trans. 11, 665-667. 

Among the non-fused coumarin derivatives those with the substitution on C-3 had shown superior in vitro antifungal activity to compare with the unsubstituted congeners. For example, 3-(l,2,4-triazol-5-yl)coumarins (48a-e) have been reported to exhibit more than 75% activity in concentrations lower than 250 ppm on A. niger, P. digitatum, and T. viride [254]. 

Several reports have dealt with fused [6+5] derivatives containing sulfur atoms. Thus, the synthesis and evaluation of the antibacterial and antifungal activity of i-triazolo [3,4 b][ 13,4]thiadiazoles, s-triazolo[3,4-b][ 1,3,4 thiadiazincs and s-triazolo[3, 4 /23][ 13,4]-thiadiazino-[5,6-b]quinoxaline have been reported <01IJC(B)368>. A series of 3,6-substituted-7//-5-triazolo[3,4-6][l,3,4]thiadiazines has been prepared through condensation of suitable 3-substituted-4-amino-5-mercapto-1,2,4-triazoles with phenacyl bromides and... 

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