Category: 86386-77-8

Chai, Xiaoyun published the artcileDesign, synthesis, and biological evaluation of novel triazole derivatives as inhibitors of cytochrome P450 14α-demethylase, Name: 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, the publication is European Journal of Medicinal Chemistry (2009), 44(5), 1913-1920, database is CAplus and MEDLINE.

Based on the results of computational docking to the active site of the cytochrome P 450 14α-demethylase (CYP51), a series of 1-(1H-1,2,4-triazole-1-yl)-2-(2,4-difluorophenyl)-3-substituted-2-propanols I (R = H, 2-F, 2,4-Cl₂, 4-MeO₂C, PhO₂C, etc.) as analogs of fluconazole were designed, synthesized, and evaluated as antifungal agents. The MIC₈₀ values indicate that compounds I (R = H, 2-F, 4-Me, etc.) exhibited higher activity against nearly all fungi tested except Aspergillus fumigatus than fluconazole, while I (R = COOR¹, R¹ = Me, Et, iso-Pr, COOAr, etc.; Ar = Ph, 3-O₂NC₆H₄, 4-ClC₆H₄, 2-MeO₂CC₆H₄, etc.) showed no activity or only moderate activity against all fungi tested. Noticeably, the MIC value of I (R = H, 2-F, 4-Cl) is 64 times lower than that of fluconazole against Microsporum gypseum in vitro. And I (R = H, 2-F, CO₂Et) showed 128 times higher activity (with the MIC₈₀ value of 0.0039 μg/mL) than that of fluconazole against Candida albicans and also showed higher activity than that of the other pos. controls. Computational docking experiments indicated that the inhibition of CYP51 involves a coordination bond with iron of the heme group, the hydrophilic H-bonding region, the hydrophobic region, and the narrow hydrophobic cleft. In addition, the activity of the compounds would be enhanced when the side chains were shorter.

European Journal of Medicinal Chemistry published new progress about 86386-77-8. 86386-77-8 belongs to triazoles, auxiliary class Epoxides,Triazole,Fluoride,Salt,Sulfonic acid,Benzene, name is 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, and the molecular formula is C12H13F2N3O4S, Name: 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Chai, Xiaoyun published the artcileDesign, synthesis and molecular docking studies of novel triazole as antifungal agent, Application In Synthesis of 86386-77-8, the publication is European Journal of Medicinal Chemistry (2011), 46(7), 3167-3176, database is CAplus and MEDLINE.

In order to meet the urgent need for novel antifungal agents with improved activity and broader spectrum, a series of 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[(4-substituted trifluoromethyl phenyl)-piperazin-1-yl]-propan-2-ols I [R = alkyl, aryl, arylalkenyl, heteroaryl(alkenyl)] were designed, synthesized and evaluated as antifungal agents. The MIC₈₀ values indicate that the compounds I [R = arylalkenyl, heteroaryl(alkenyl)] showed higher antifungal activities against Candida albicans than I [R = alkyl, aryl]. Moreover, the mol. model for the binding between compound I [R = Me, CH:CHPh] and the active site of CACYP51 was provided based on the computational docking results, and the structure-activity relationship was analyzed.

European Journal of Medicinal Chemistry published new progress about 86386-77-8. 86386-77-8 belongs to triazoles, auxiliary class Epoxides,Triazole,Fluoride,Salt,Sulfonic acid,Benzene, name is 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, and the molecular formula is C12H13F2N3O4S, Application In Synthesis of 86386-77-8.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Chai, Xiaoyun published the artcileNew azoles with antifungal activity: Design, synthesis, and molecular docking, Recommanded Product: 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(2), 686-689, database is CAplus and MEDLINE.

In order to search for many target compounds with excellent activities, a series of 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluoro-phenyl)-3-[(4-substituted phenyl)-piperazin-1-yl]-propan-2-ols were designed, synthesized, and evaluated as antifungal agents. Results of preliminary antifungal tests against eight human pathogenic fungi in vitro showed that all the title compounds exhibited excellent activities with broad spectrum. Moreover, a mol. model for the binding between I and the active site of CACYP51 was provided based on the computational docking results.

Bioorganic & Medicinal Chemistry Letters published new progress about 86386-77-8. 86386-77-8 belongs to triazoles, auxiliary class Epoxides,Triazole,Fluoride,Salt,Sulfonic acid,Benzene, name is 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, and the molecular formula is C12H13F2N3O4S, Recommanded Product: 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Chai, Xiaoyun published the artcileDesign, synthesis, and biological evaluation of novel 1-(1H-1,2,4-triazole-1-yl)-2-(2,4-difluorophenyl)-3-substituted benzylamino-2-propanols, HPLC of Formula: 86386-77-8, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(6), 1811-1814, database is CAplus and MEDLINE.

Based on the results of computational docking to the active site of the cytochrome P 450 14α-demethylase (CYP51), a series of 1-(1H-1,2,4-triazole-1-yl)-2-(2,4-difluorophenyl)-3-substituted benzylamino-2-propanols, e.g., I, as analogs of fluconazole were designed, synthesized, and evaluated as antifungal agents. Results of preliminary antifungal tests against eight human pathogenic fungi in vitro showed that all the title compounds exhibited excellent activities with broad spectrum.

Bioorganic & Medicinal Chemistry Letters published new progress about 86386-77-8. 86386-77-8 belongs to triazoles, auxiliary class Epoxides,Triazole,Fluoride,Salt,Sulfonic acid,Benzene, name is 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, and the molecular formula is C12H13F2N3O4S, HPLC of Formula: 86386-77-8.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Dan, Zhi Gang published the artcileDesign and synthesis of novel triazole antifungal derivatives based on the active site of fungal lanosterol 14α-demethylase (CYP51), Quality Control of 86386-77-8, the publication is Chinese Chemical Letters (2009), 20(8), 935-938, database is CAplus.

A series of triazoles I (R = NCCH₂, MeOC₆H₄, PhC(O)OC₆H₄CH₂, etc.) have been designed and synthesized as potential inhibitors of lanosterol 14α-demethylase (CYP51) and antifungal agents. Their structures were confirmed by MS and ¹H NMR. In vitro antifungal activities of these synthesized compounds were evaluated against eight human pathogenic fungi. All title compounds exhibited some antifungal activity.

Chinese Chemical Letters published new progress about 86386-77-8. 86386-77-8 belongs to triazoles, auxiliary class Epoxides,Triazole,Fluoride,Salt,Sulfonic acid,Benzene, name is 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, and the molecular formula is C12H13F2N3O4S, Quality Control of 86386-77-8.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Jiang, Yongwei published the artcileSynthesis, in vitro evaluation and molecular docking studies of new triazole derivatives as antifungal agents, COA of Formula: C12H13F2N3O4S, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(15), 4471-4475, database is CAplus and MEDLINE.

On the basis of the active site of lanosterol 14α-demethylase from Candida albicans (CACYP51), a series of 1-(2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl)-1H-1,2,4-triazol-5(4H)-one derivatives I (R = 4-F, 2-F, 4-Cl, 3-Cl, 2,4-Cl₂, 3-Br, 2-Br, 4-MeO, 3-MeO, 4-OCF₃, 4-Me, 3-Me, 2-Me, 3,4-Me₂, 2,4-Me₂, 4-nPr, 4-Bu, 4-pentyl, 4-hexyl, 4-tBu, 4-iPr) and II (R = 4-F, 3-F, 2-F, 4-Cl, 3,4-Cl₂, 4-Br, 3-Br, 4-Me, 2,3-Me₂, 4-MeO, 3,4-(MeO)₂,2,4-(MeO)₂, 4-NO₂, 3-NO₂, 2-NO₂, 3-CN) were synthesized as fluconazole analogs. Results of the preliminary antifungal tests against eight human pathogenic fungi in vitro showed that these compounds exhibited activities to some extent, and some displayed excellent antifungal activities against C. albicans than reference drug fluconazole. Flexible mol. docking was used to analyze the structure-activity relationships (SARs) of the target compounds The designed compounds interact with CACYP51 through hydrophobic, van der Waals and hydrogen-bonding interactions.

Bioorganic & Medicinal Chemistry Letters published new progress about 86386-77-8. 86386-77-8 belongs to triazoles, auxiliary class Epoxides,Triazole,Fluoride,Salt,Sulfonic acid,Benzene, name is 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, and the molecular formula is C12H13F2N3O4S, COA of Formula: C12H13F2N3O4S.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Sheng, Chun Quan published the artcileDesign, synthesis and antifungal activity of novel triazole derivatives, Quality Control of 86386-77-8, the publication is Chinese Chemical Letters (2004), 15(4), 404-407, database is CAplus.

Twenty-one 1-(1H-1,2,4-triazolyl)-2-(2,4-diflurophenyl)-3-(4-substituted-1-piperazinyl)-2-propanol derivatives were designed and synthesized, on the basis of the active site of lanosterol 14α-demethylase. In vitro antifungal activities showed that some of the target compounds had higher antifungal activity and broader antifungal spectrum than fluconazole.

Chinese Chemical Letters published new progress about 86386-77-8. 86386-77-8 belongs to triazoles, auxiliary class Epoxides,Triazole,Fluoride,Salt,Sulfonic acid,Benzene, name is 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, and the molecular formula is C3H6O2, Quality Control of 86386-77-8.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Sheng, Chunquan published the artcileStructure-Based Optimization of Azole Antifungal Agents by CoMFA, CoMSIA, and Molecular Docking, Application of 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, the publication is Journal of Medicinal Chemistry (2006), 49(8), 2512-2525, database is CAplus and MEDLINE.

In a continuing effort to develop highly potent azole antifungal agents, the three-dimensional quant. structure-activity relationship methods, CoMFA and CoMSIA, were applied using a set of novel azole antifungal compounds The binding mode of the compounds at the active site of lanosterol 14α-demethylase was further explored using the flexible docking method. Various hydrophobic, van der Waals, π-π stacking, and hydrogen bonding interactions were observed between the azoles and the enzyme. Based on results from the mol. modeling, a receptor-based pharmacophore model was established to guide the rational optimization of the azole antifungal agents. Thus, a total of 57 novel azoles were designed and synthesized by a three-step optimization process. In vitro antifungal assay revealed that the antifungal activities of these novel azoles were greatly improved, which confirmed the reliability of the model from mol. modeling.

Journal of Medicinal Chemistry published new progress about 86386-77-8. 86386-77-8 belongs to triazoles, auxiliary class Epoxides,Triazole,Fluoride,Salt,Sulfonic acid,Benzene, name is 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, and the molecular formula is C3H6O2, Application of 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Sheng, Chunquan published the artcileSynthesis and antifungal activity of 1-(1,2,4-triazolyl-1H-1-yl)-2-(2,4-diflurophenyl)-3-(4-substituted benzyl-1-piperazinyl)-2-propanols, Formula: C12H13F2N3O4S, the publication is Yaoxue Xuebao (2003), 38(9), 665-670, database is CAplus and MEDLINE.

A series of triazole antifungals were synthesized to search for novel triazole antifungals with more potent activity, less toxicity, and broader spectrum. Nineteen new 1-(1H-1,2,4-triazolyl-1-yl)-2-(2,4-diflurophenyl)-3-[4-(4-R-benzyl)-1-piperazinyl]-2-propanols I (R = p-t-Bu, halo, Me, nitro, Et, and/or cyano) were designed and synthesized based on the three dimensional structure of P 450 cytochrome 14α-sterol demethylase (CYP51), and their antifungal activities were also evaluated. The preliminary biol. tests showed that most of the title compounds exhibited high activity against eight common pathogenic fungi and the activities against deep fungi were higher than those against shallow fungi. Most of the title compounds showed higher antifungal activities than Fluconazole and Terbinafine.

Yaoxue Xuebao published new progress about 86386-77-8. 86386-77-8 belongs to triazoles, auxiliary class Epoxides,Triazole,Fluoride,Salt,Sulfonic acid,Benzene, name is 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, and the molecular formula is C12H16N2O2, Formula: C12H13F2N3O4S.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Sheng, Chunquan published the artcileSynthesis and antifungal activity of 1-(1H-1,2,4-triazole)-2-(2,4-diflurophenyl)-3-(N-methyl-N-substituted benzylamino)-2-propanols, Computed Properties of 86386-77-8, the publication is Journal of Chinese Pharmaceutical Sciences (2002), 11(2), 5-10, database is CAplus.

Eleven 1-(1H-1,2,4-triazole)-2-(2,4-diflurophenyl)-3-(N-methyl-N-substituted benzylamino)-2-propanols were designed and synthesized, on the basis of the crystal structure of P 450 cytochrome 14α-sterol demethylase(CYP51) and the docking results of inhibitors to the active site of the enzyme. All title compounds were first by reported. Results of preliminary biol. tests showed that most of title compounds exhibited activity against the seven common pathogenic fungi. Compound 11 showed best antifungal activity with broad antifungal spectrum and proved to be more active against Cryptococcus neoformans, Candida albicans, Microsporum lanosum and Trichophyton rubrum than ketoconazole. Compounds 3, 10 and 4 also had high activities.

Journal of Chinese Pharmaceutical Sciences published new progress about 86386-77-8. 86386-77-8 belongs to triazoles, auxiliary class Epoxides,Triazole,Fluoride,Salt,Sulfonic acid,Benzene, name is 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, and the molecular formula is C3H8N2S, Computed Properties of 86386-77-8.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics