Tag: M.W=300-350

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

Wang, Wenya published the artcileDiscovery of highly potent antifungal triazoles by structure-based lead fusion, Application of 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, the publication is MedChemComm (2011), 2(11), 1066-1072, database is CAplus.

By means of structure-based lead fusion, a series of novel drug-like azoles possessing 4-(benzyloxy)piperidin-1-yl side chains were rationally designed and synthesized. Flexible mol. docking studies indicated that the newly synthesized azoles took advantages of the key interactions between the two lead structures and CACYP51. As a result, they revealed improved antifungal activity and broader spectrum. All the new azoles showed good to excellent in vitro antifungal activity against all of the tested pathogenic fungi (MIC₈₀ range: 2.33-0.01 μM). Compounds 10a, 10g and 10h, the most active azoles toward Candida albicans (MIC₈₀ = 0.01 μM) are 82 fold more potent than fluconazole. In particular, all the compounds also showed good activity against Aspergillus fumigatus (MIC₈₀ = 2.33-0.55 μM) that is not sensitive to fluconazole.

MedChemComm 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 C12H15BO4, 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

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

Man, Yanli published the artcileDegradation of difenoconazole in water and soil: Kinetics, degradation pathways, transformation products identification and ecotoxicity assessment, Category: triazoles, the publication is Journal of Hazardous Materials (2021), 126303, database is CAplus and MEDLINE.

Difenoconazole is a widely used triazole fungicide that has been frequently detected in the environment, but comprehensive study about its environmental fate and toxicity of potential transformation products (TPs) is still lacking. Here, laboratory experiments were conducted to investigate the degradation kinetics, pathways, and toxicity of transformation products of difenoconazole. 12, 4 and 4 TPs generated by photolysis, hydrolysis and soil degradation were identified via UHPLC-QTOF/MS and the UNIFI software. Four intermediates TP295, TP295A, TP354A and TP387A reported for the first time were confirmed by purchase or synthesis of their standards, and they were further quantified using UHPLC-MS/MS in all tested samples. The main transformation reactions observed for difenoconazole were oxidation, dechlorination and hydroxylation in the environment. ECOSAR prediction and laboratory tests showed that the acute toxicities of four novel TPs on Brachydanio rerio, Daphnia magna and Selenastrum capricornutum are substantially lower than that of difenoconazole, while all the TPs except for TP277C were predicted chronically very toxic to fish, which may pose a potential threat to aquatic ecosystems. The results are important for elucidating the environmental fate of difenoconazole and assessing the environmental risks, and further provide guidance for scientific and reasonable use.

Journal of Hazardous Materials published new progress about 136815-80-0. 136815-80-0 belongs to triazoles, auxiliary class Triazoles, name is 1-(2-Chloro-4-(4-chlorophenoxy)phenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one, and the molecular formula is C16H11Cl2N3O2, Category: triazoles.

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

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

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