Tag: M.W=300-350

Liu, Tao published the artcileSynthesis of new antifungal agents-triazole propanol derivatives containing nitrogen, Quality Control of 86386-77-8, the publication is Zhongguo Yaowu Huaxue Zazhi (2002), 12(6), 333-336, database is CAplus.

1-(R-amino)-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)- 2-propanol (R = R’-Ph, cyclopropyl, or Me and R’ = H, chloro, Me, ethoxy, or methoxy) hydrochloride or succinate were synthesized by acylating 1,3-difluorobenzene with chloroacetyl chloride, substituting with 1H-1,2,4-triazole, allowing to react with trimethylsulfoxonium iodide, and ring-opening with RNH₂. 11 Compounds were synthesized, their structures were confirmed by IR and ¹H-NMR, and their antifungal activities were tested. Among the 11 compounds, 10 compounds had antifungal activities to different degrees.

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 C12H13F2N3O4S, Quality Control of 86386-77-8.

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

Wang, Bao-gang published the artcileDesign, synthesis, and antifungal activity of 3-substituted triazole derivatives, Recommanded Product: 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, the publication is Dier Junyi Daxue Xuebao (2010), 31(10), 1114-1119, database is CAplus.

Several α-(2,4-difluorophenyl)bis[[[1-(phenylmethyl)-1H-1,2,3-triazol-3-yl]methyl]amino]-1H-1,2,4-triazole-1-ethanol derivatives were designed, the synthesis of the target compounds was achieved by a click reaction of a bis[alkyne] precursor with benzyl azides and the products thus obtained were confirmed by ¹H-NMR and MS. The title compounds were evaluated for their activity against fungal pathogens such as Candida albicans, Cryptococcus neoformans, Candida parapsilosis, Candida tropicalis, Trichophyton rubrum, Candida krusei, Microsporum gypseum and Aspergillus fumigatus and it was discovered that several compounds possessed activity greater than that of Fluconazole or Itraconazole. Large side chains may be a disadvantage for improving the antifungal activity of the title compounds

Dier Junyi Daxue 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 C10H17N3O2, 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

Xu, Shilin published the artcile1-Phenyl-4-benzoyl-1H-1,2,3-triazoles as Orally Bioavailable Transcriptional Function Suppressors of Estrogen-Related Receptor α, Name: (2-Aminophenyl)(1-(3-isopropylphenyl)-1H-1,2,3-triazol-4-yl)methanone, the publication is Journal of Medicinal Chemistry (2013), 56(11), 4631-4640, database is CAplus and MEDLINE.

Estrogen-related receptor α is a potential candidate target for therapeutic treatment of breast cancer. We describe the discovery and structure-activity relationship study of a series of 1-phenyl-4-benzoyl-1H-1,2,3-triazoles I (R₁ = H, OH, F, etc., R₂, R₃ = H, OH, NH₂, R₄ = H, iPr, R₅ = H, Me, Ph, etc., R₆ = H, iPr) and II as novel suppressors of ERRα transcriptional functions. The most promising compound, 2-aminophenyl-(1-(3-isopropylphenyl)-1H-1,2,3-triazol-4-yl)methanone [I (R₁ = NH₂, R₂ = R₃ = R₄ = R₆ = H, R₅ = iPr)], potently suppressed the transcriptional functions of ERRα with IC₅₀ = 0.021 μM in a cell-based reporter gene assay and also decreased both the mRNA levels and the protein levels of ERRα and the downstream targets. This compound I (R₁ = NH₂, R₂ = R₃ = R₄ = R₆ = H, R₅ = iPr) inhibited the proliferation and migration of breast cancer cells with high level of ERRα. Preliminary pharmacokinetic studies suggested that it possessed a good pharmacokinetic profile with an oral bioavailability of 71.8%. The compounds may serve as novel small mol. probes for further validation of ERRα as a mol. target for anticancer drug development.

Journal of Medicinal Chemistry published new progress about 1437325-71-7. 1437325-71-7 belongs to triazoles, auxiliary class Benzenes, name is (2-Aminophenyl)(1-(3-isopropylphenyl)-1H-1,2,3-triazol-4-yl)methanone, and the molecular formula is C23H20BN, Name: (2-Aminophenyl)(1-(3-isopropylphenyl)-1H-1,2,3-triazol-4-yl)methanone.

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

Sheng, Chunquan published the artcileSynthesis and antifungal activity of novel triazole antifungal agents, Category: triazoles, the publication is Yaoxue Xuebao (2004), 39(12), 984-989, database is CAplus and MEDLINE.

21 1-(1H-1,2,4-triazolyl)-2-(2,4-difluorophenyl)-3-(4-substituted-1-piperazinyl)-2-propanol derivatives were synthesized based on the three-dimensional structure of P 450 cytochrome 14α-sterol demethylase (CYP51), and their antifungal activities were also evaluated. Results of preliminary biol. tests showed that most of the synthetic compounds exhibited activities against the eight common pathogenic fungi to some extent and the activities against deep fungi were higher than those against shallow fungi. In general, Ph and pyridinyl analogs showed higher antifungal activity than the phenylacyl analogs. Several synthetic compounds showed higher antifungal activities than fluconazole and terbinafine. Four of them, e.g. I, showed the best antifungal activities with broad antifungal spectrum and were chosen for further study.

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 C6H6N2O, Category: triazoles.

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

Sheng, Chunquan published the artcileSynthesis of N-[2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl]-N’-phenyl-1,2,4-triazol-3-one derivatives as fungicides, Product Details of C12H13F2N3O4S, the publication is Zhongguo Yaoxue Zazhi (Beijing, China) (2006), 41(6), 469-471, database is CAplus.

A series of triazole antifungal agents were synthesized in order to discover highly active, low-toxicity, broad-spectrum compounds 2-[2-(2,4-Difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl]-4-(phenyl)-1,2,4-triazol-3-one derivatives were designed and synthesized on the basis of the three dimensional structure of P 450 cytochrome-dependent 14α-sterol demethylase (CYP51). Their antifungal activities were also evaluated. The results of preliminary biol. tests showed that all compounds exhibited activity against eight common pathogenic fungi, and the activities against deep fungi were higher than that against shallow fungi. The compounds thus prepared were screened against Cryptococcus neoformans, Candida albicans, Candida tropicalis, Candida parapsilosis, Fonsecaea pedrosoi, Trichophyton rubrum, Sporothrix schenckii. All the title compounds showed high antifungal activities against Candida albicans. One compound showed optimum antifungal activity with broad antifungal spectrum, and is chosen for further structural optimization.

Zhongguo Yaoxue Zazhi (Beijing, China) 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 C18H10, Product Details of C12H13F2N3O4S.

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

Xu, Jun published the artcileSynthesis and antifungal activity of N-[3-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-2-hydroxypropyl]aminoacetic acid and its derivatives, Related Products of triazoles, the publication is Zhongguo Yaowu Huaxue Zazhi (1998), 8(3), 182-187, database is CAplus.

N-[3-(1H-1,2,4-Triazole-1-yl)-2-(2,4-difluorophenyl)-2-hydroxypropyl]aminoacetic acid and its 9 derivatives were designed and synthesized and evaluated for antifungal activities in vitro. The results of preliminary antifungal tests showed that some compounds exhibited potent activities against dermophytes, but lower activities against systematic pathogenic fungi except Cladosporium carrioni. The activities of compounds (5e) and (5h) were markedly superior to fluconazole, but less potent than those of ketoconazole in vitro.

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 C7H5Cl2NO, Related Products of triazoles.

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

Wei, Ning published the artcileSynthesis and antifungal activity of 1-(1H-1,2,4-triazole-1-yl)-2-(2,4-difluorophenyl)-3-(N-butyl-N-substituted benzylamino)-2-propanol, COA of Formula: C12H13F2N3O4S, the publication is Dier Junyi Daxue Xuebao (2009), 30(9), 1052-1057, database is CAplus.

To study the antifungal activity of triazole alcs. by introducing N-Bu and substituted benzyl as side chain, fourteen title compounds were synthesized and characterized by ¹H NMR, IR, and LC-MS. The MICs of the compounds were determined by in vitro test using 8 clin. pathogenic fungi. The title compounds exhibited potent antifungal activities against nearly all fungi tested (except for Aspergillus fumigatus), especially for the deep infection ones. Three compounds showed a 16-fold activity (with a MIC₈₀ value of 0.015 6 μg/mL) as that of fluconazole against Microsporum gypseum. Two compounds showed a 128-fold activity (with a MIC₈₀ value of 0.003 9 μg/mL) as that of fluconazole against Candida albicans, and their activities were higher than those of other pos. controls.

Dier Junyi Daxue 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 C4H4N2O2, COA of Formula: C12H13F2N3O4S.

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

Lu, Xiao-juan published the artcileSynthesis of 1-(H-1,2,4-triazole-1-yl)-2-(2,4-difluoro-phenyl)-3-(N-cyclopropyl-N-substituted amino)-2-propanols and its antifungal activity, Synthetic Route of 86386-77-8, the publication is Dier Junyi Daxue Xuebao (2008), 29(11), 1380-1383, database is CAplus.

A method for the synthesis of the title compounds is reported here. The above-mentioned products were characterized by NMR, MS, and element anal. The MICs of the compounds were determined by in vitro tests involving eight fungal strains, such as Trichophyton rubrum, Aspergillus fumigatus, Candida tropicalis, Candida albicans, Cryptococcus neoformans, Candida parapsilosis, Microsporum canis. These compounds exhibited potent antifungal activity against the test systems. Some compounds had MIC₈₀ values less than 0.125 μg/mL^-1 against Candida albicans, showing an activity 4 times higher than that of fluconazole. Thus, the title compounds with cyclopropyl and alky substituents have antifungal activity and the antifungal activity decreases as the alkyl side chains gets longer.

Dier Junyi Daxue 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 C12H13F2N3O4S, Synthetic Route of 86386-77-8.

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

Ke, Xuefeng published the artcileSynthesis and antifungal activities of novel triazole derivatives with dithiocarbamates side chain, Safety of 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, the publication is Yaoxue Fuwu Yu Yanjiu (2016), 16(1), 11-14, 55, database is CAplus.

The title compounds were synthesized and their chem. structures were identified by ¹H-NMR and ¹³C-NMR. The in vitro antifungal activities of the synthesized compounds were evaluated. Ten prepared compounds had certain antifungal activity, and the in vitro antifungal activity of some compounds was superior to that of the control drugs.

Yaoxue Fuwu Yu Yanjiu 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, Safety 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

Wu, Shanchao published the artcileFrom Antidiabetic to Antifungal: Discovery of Highly Potent Triazole-Thiazolidinedione Hybrids as Novel Antifungal Agents, Quality Control of 86386-77-8, the publication is ChemMedChem (2014), 9(12), 2639-2646, database is CAplus and MEDLINE.

In an attempt to discover a new generation of triazole antifungal agents, a series of triazole-thiazolidinedione hybrids I [R = Ph, 2-BrC₆H₄, 4-ClC₆H₄, etc.] were designed and synthesized by mol. hybridization of the antifungal agent fluconazole and rosiglitazone (an antidiabetic). Most of the target compounds showed good to excellent inhibitory activity against a variety of clin. important fungal pathogens. In particular, compounds I [R = 2,4-Cl₂C₆H₃], I [R = 2-furyl], I [R = 3-furyl] were highly active against Candida albicans, with MIC₈₀ values in the range of 0.03-0.15 μΜ. Moreover, the last two compounds compounds were found to be effective against four fluconazole-resistant clin. isolates; these two compounds are particularly promising antifungal leads for further optimization. Mol. docking studies revealed that the hydrogen bonding interactions between thiazolidinedione and CYP51 from C. albicans are important for antifungal activity. This study also demonstrates the effectiveness of mol. hybridization in antifungal drug discovery.

ChemMedChem 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 C11H8O3, Quality Control of 86386-77-8.

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