Category: 86386-77-8

Yu, Shichong published the artcileSynthesis and antifungal activity of the novel triazole derivatives containing 1,2,3-triazole fragment, Computed Properties of 86386-77-8, the publication is Archives of Pharmacal Research (2013), 36(10), 1215-1222, database is CAplus and MEDLINE.

A series of fluconazole analogs containing a 1,2,3-triazole fragment has been designed and synthesized on the basis of the active site of the cytochrome P 450 14α-demethylase (CYP51). Their structures were characterized by ¹H NMR, ¹³C NMR, and LC-MS. The MIC₈₀ values indicate that the target compounds showed higher activities against nearly all the fungi tested to some extent except against Aspergillus fumigatus. Several compounds, e.g. I, showed 128 times higher activity (with the MIC₈₀ value of 0.0039 mg/mL) than that of fluconazole against Candida albicans and also showed higher activity than that of the other pos. controls.

Archives of Pharmacal Research 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 C7H16ClNO2, Computed Properties of 86386-77-8.

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

Gao, Yijun published the artcileDesign and synthesis of fluconazole derivatives, Quality Control of 86386-77-8, the publication is Zhongguo Xinyao Zazhi (2012), 21(6), 681-685, 700, database is CAplus.

Fluconazole derivatives I [wherein R = cyclopropyl, 1-Bu, 1-Pr, allyl, propargyl, iso-Bu, cyclopentyl, iso-Pr, Et, 1-pentyl, 1-hexyl, cyclohexyl, or benzyl] were designed and synthesized. Based on the previous result of computer-aided drug design, we systematically altered the structure of fluconazole according to the structure-activity relationships of the azoles in antifungal compounds and synthesized target compounds in six steps. Thirteen new compounds were synthesized. The structures were confirmed by ¹H-NMR and MS. The design of synthetic route is reasonable. Target compounds are correct and can be used for further study of pharmacol. activities.

Zhongguo Xinyao Zazhi 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

Yu, Shichong published the artcileMolecular docking, design, synthesis and antifungal activity study of novel triazole derivatives containing the 1,2,3-triazole group, Product Details of C12H13F2N3O4S, the publication is RSC Advances (2013), 3(32), 13486-13490, database is CAplus.

A series of 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[N-propyl-N-((1-substituted-1H-1,2,3-triazol-4-yl)methyl)amino]-2-propanols which are analogs of fluconazole, have been designed and synthesized on the basis of computational docking experiments to the active site of the cytochrome P 450 14α-demethylase (CYP51). Their structures were characterized by ¹H NMR, ¹³C NMR and HR ESI MS. The MIC₈₀ values indicate that the target compounds, e.g., I, showed higher activities against nearly all the fungi tested to some extent except against A. fum. and T. rub. All of the target compounds exhibited higher activities against C. alb. SC5314 and C. alb. Y0109 than all of the six pos. controls.

RSC Advances 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 C20H21ClN4O4, Product Details of C12H13F2N3O4S.

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

Hu, Xiaoyan published the artcileSynthesis and antifungal activity of triazole derivatives, Recommanded Product: 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, the publication is Huaxue Yanjiu Yu Yingyong (2010), 22(12), 1573-1577, database is CAplus.

To study the antifungal mechanism and structure-activity relationship of the azole compounds, four triazole compounds were designed and synthesized. The said triazole derivatives, e.g., I, were prepared via Friedel-Crafts acetylation of 1,3-difluorobenzene with chloroacetyl chloride; the resulting α-chloro-2,4-difluoroacetophenone underwent condensation with 1,2,4-triazole to give α-(1,2,4-triazol-1-yl)-2,4-difluoroacetophenone, which underwent cyclization to give 1-[2-(2,4-difluorophenyl)-1,2-epoxy-3-propyl]-1H-1,2,4-triazole, which underwent additive ring-opening with Et 1-piperazinecarboxylate to give 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-(4-ethoxycarbonylpiperazin-1-yl)propan-2-ol, which underwent hydrolysis to give 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-(piperazin-1-yl)propan-2-ol, which underwent N-alkylation with alkyl halides to give the title compounds All of them were confirmed by ¹H-NMR and MS spectra. Antifungal activities of title compounds were evaluated. And the results of the preliminary antifungal test showed that all compounds exhibited inhibitory effects on C. albicans and C. neoformans. Two of the compounds showed higher activity than fluconazole.

Huaxue Yanjiu Yu Yingyong 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

Zhao, Qingjie published the artcileSynthesis of α-(2,4-difluorophenyl)-α-(1H-1,2,4-triazol-1-ylmethyl)-1-piperidineethanol analogs and derivatives and determination of their activity as antifungal agents, SDS of cas: 86386-77-8, the publication is Zhongguo Yaowu Huaxue Zazhi (2006), 16(3), 150-153, database is CAplus.

To study the effect of triazole derivatives with a side chain containing a 4-substituted-1-piperidinyl groups or a similar secondary amine on the antifungal activity of triazole compounds, nine title compounds were synthesized and determined by elementary anal., ¹H-NMR and IR spectra. An example compound thus prepared was α-(2,4-difluorophenyl)-α-(1H-1,2,4-triazol-1-ylmethyl)-1-piperidineethanol. The MICs of all the title compounds were determined by a method recommended by the national committee for clin. laboratory standards (NCCLS) using the RPMI 1640 test medium. All of the title compounds displayed potent antifungal activities to some extent. The activity of the two compounds were more than 4 times as high as that of fluconazole and itraconazole against Candida albicans in vitro. The stereochem. had important influence on the antifungal activities of the title compounds (no data).

Zhongguo Yaowu Huaxue Zazhi 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 C13H12BClO3, SDS of cas: 86386-77-8.

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

Wang, Wenya published the artcileDesign, Synthesis, and Antifungal Activity of Novel Conformationally Restricted Triazole Derivatives, Formula: C12H13F2N3O4S, the publication is Archiv der Pharmazie (Weinheim, Germany) (2009), 342(12), 732-739, database is CAplus and MEDLINE.

A series of new triazole derivatives were designed and synthesized on the basis of the active site of lanosterol 14α-demethylase from Candida albicans (CACYP51). 2-(2,4-Difluorophenyl)-3-(methyl-(3-phenoxyalkyl)amino)-1-(1H-1,2,4-triazol-1-yl)propan-2-ols show excellent in-vitro activity against most of the tested pathogenic fungi. The MIC₈₀ value of compound I against Candida albicans is 0.01 μM, which provides a good starting template for further structural optimization. The binding modes of the designed compounds were investigated by flexible mol. docking. The compounds interacted with CACYP51 through hydrophobic, van-der-Waals, and hydrogen-bonding interactions.

Archiv der Pharmazie (Weinheim, Germany) 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 C8H7ClO3, Formula: C12H13F2N3O4S.

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

Xu, Yulan published the artcileStructure-based rational design, synthesis and antifungal activity of oxime-containing azole derivatives, Recommanded Product: 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(9), 2942-2945, database is CAplus and MEDLINE.

In an attempt to find novel azole antifungal agents with improved activity and broader spectrum, computer modeling was used to design a series of new azoles with piperidin-4-one O-substituted oxime side chains. Mol. docking studies revealed that they formed hydrophobic and hydrogen-bonding interactions with lanosterol 14α-demethylase of Candida albicans (CACYP51). In vitro antifungal assay indicates that most of the synthesized compounds showed good activity against tested fungal pathogens. In comparison with fluconazole, itraconazole and voriconazole, several compounds (such as I, R = H, 3-Cl, 2-F) show more potent antifungal activity and broader spectrum, suggesting that they are promising leads for the development of novel antifungal agents.

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 C15H14O, 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

Volkova, Tatyana V. published the artcilePhysicochemical profile of new antifungal compound: pH-dependent solubility, distribution, permeability and ionization assay, Name: 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, the publication is Journal of Molecular Liquids (2021), 116535, database is CAplus.

Novel potential antifungal compound of 1,2,4-triazole class – 3,3′-(piperazine-1,4-diyl)bis(2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol) (S-119) – has been synthesized and characterized. Solubility in buffer solutions (pH 2.0 and 7.4), 1-octanol, n-hexane, and ethanol was measured by the isothermal saturation method in the temperature range (293.15-313.15 K). The following order of the solubility was revealed: ethanol > buffer pH 2.0 > 1-octanol > buffer pH 7.4 > n-hexane. The solubility was correlated by the Van’t Hoff and Apelblat equations. The Hansen solubility parameters were applied to solubility evaluation and demonstrated the consistency with the exptl. data. The thermodn. parameters of solubility and transfer processes were calculated and discussed in view of solute-solvent interactions. The temperature dependences of the distribution coefficients of S-119 in 1-octanol/buffer and n-hexane/buffer (pH 2.0 and 7.4) two-phase systems were obtained and considered from the thermodn. point. The ΔlogD parameter determined from the distribution experiment clearly demonstrated the preference of lipophilic delivery pathways for S-119 in the biol. media and unfavorable transition to the non-polar regions. Membrane permeability coefficient of S-119 was determined and evaluated with the assistance of the resp. parameter for the structurally related drug fluconazole.

Journal of Molecular Liquids 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 C15H14Cl2S2, 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

Wang, Wenya published the artcileDiscovery of highly potent novel antifungal azoles by structure-based rational design, Recommanded Product: 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(20), 5965-5969, database is CAplus and MEDLINE.

On the basis of the active site of lanosterol 14α-demethylase from Candida albicans (CACYP51), a series of new azoles were designed and synthesized. All the new azoles show excellent in vitro activity against most of the tested pathogenic fungi, which represent a class of promising leads for the development of novel antifungal agents. The MIC₈₀ value of compounds 8c, 8i and 8n against C. albicans is 0.001 μg/mL, indicating that these compounds are more potent than fluconazole, itraconazole and voriconazole. Flexible mol. docking was used to analyze the structure-activity relationships (SARs) of the 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 C2H5BF3K, 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

Che, Xiaoying published the artcileNew azoles with potent antifungal activity: Design, synthesis and molecular docking, Formula: C12H13F2N3O4S, the publication is European Journal of Medicinal Chemistry (2009), 44(10), 4218-4226, database is CAplus and MEDLINE.

In response to the urgent need for novel antifungal agents with improved activity and broader spectrum, computer modeling was used for rational design of novel antifungal azoles. On the basis of the active site of lanosterol 14α-demethylase from Candida albicans (CACYP51), a series of new azoles with substituted-phenoxypropyl piperazine side chains were rationally designed and synthesized. In vitro antifungal activity assay indicates that the new azoles show good activity against most of the tested pathogenic fungi. Interestingly, the designed compounds are also active against an azole-resistant clin. strain. Compared to fluconazole and itraconazole, several compounds (such as I) show higher antifungal activity and a broader spectrum, which are promising leads for the development of novel antifungal agents.

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, Formula: C12H13F2N3O4S.

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