Mefentrifluconazole
(Synonyms: 氯氟醚菌唑) 目录号 : GC39572
Mefentrifluconazole 是一种新型的唑类衍生物，广谱抗真菌 (antifungal agent) 剂。Mefentrifluconazole 是具有强效选择性和口服活性真菌 CYP51 的抑制剂 (Kd= 0.5 nM)，但是对人类芳香化酶 (IC50=0.92 μM) 的抑制活性较小。
Cas No.:1417782-03-6
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Mefentrifluconazole is a novel azole derivative and used as an agrochemical broad-spectrum antifungal agent. Mefentrifluconazole is a potent, selective and orally active fungal CYP51 (Kd= 0.5 nM) inhibitor, but shows less inhibitory activity on human aromatase (IC50=0.92 μM)[1].
[1]. Tesh SA, et al. Innovative selection approach for a new antifungal agent mefentrifluconazole (Revysol®) and the impact upon its toxicity profile. Regul Toxicol Pharmacol. 2019 Aug;106:152-168.
| Cas No. | 1417782-03-6 | SDF | |
| 别名 | 氯氟醚菌唑 | ||
| Canonical SMILES | OC(C)(C1=CC=C(OC2=CC=C(Cl)C=C2)C=C1C(F)(F)F)CN3N=CN=C3 | ||
| 分子式 | C18H15ClF3N3O2 | 分子量 | 397.78 |
| 溶解度 | DMSO: 100 mg/mL (251.40 mM) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.514 mL | 12.5698 mL | 25.1395 mL |
| 5 mM | 0.5028 mL | 2.514 mL | 5.0279 mL |
| 10 mM | 0.2514 mL | 1.257 mL | 2.514 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Bioactivity of Mefentrifluconazole against different Fusarium spp
Pestic Biochem Physiol 2022 Aug;186:105169.PMID:35973774DOI:10.1016/j.pestbp.2022.105169.
Emergence and development of resistance to 14α-demethylase inhibitors (DMIs) have become a critical issue in both agriculture and medical fields. Mefentrifluconazole, the first isopropanol triazole fungicide belonging to a new subclass of DMIs, has been proposed to show high activity, minimal adverse side effects, and inconsistent cross resistance with other DMIs due to its high structural flexibility. In this study, Mefentrifluconazole showed disparate inhibitory activity against the mycelium growth of seven tested Fusarium species. The most sensitive species included F. oxysporum, F. proliferatum, F. commuae, and F. fujikuroi, followed by F. equiseti and F. graminearum, while F. solani was most insensitive. Consistently, Mefentrifluconazole presented the strongest inhibiting effects on conidium germination, cell membrane integrity, and ergosterol biosynthesis in F. fujikuroi, followed by F. graminearum, while F. solani ranked last. Further results indicated that all F. fujikuroi isolates causing rice bakanae disease (RBD) were sensitive to Mefentrifluconazole regardless of their resistance to prochloraz, tebuconazole, carbendazim, and phenamacril. Additionally, the inoculation tests found that Mefentrifluconazole presented a better protective efficacy on rice seedlings when applied 12 h before the F. fujikuroi inoculation, compared to applied 12 h post the inoculation. Overall, this study demonstrated the various bioactivity of Mefentrifluconazole combating Fusarium spp. and put new insights into RBD management as well as the applications of DMIs.
Activity of the Novel Fungicide Mefentrifluconazole Against Colletotrichum scovillei
Plant Dis 2021 May;105(5):1522-1530.PMID:33237845DOI:10.1094/PDIS-10-20-2157-RE.
The prevalence and destructiveness of anthracnose, caused by Colletotrichum scovillei, in pepper production regions seriously affects pepper yield and quality. Mefentrifluconazole, the first of the isopropanol-azole subgroup of triazole fungicides, was introduced for the control of pepper anthracnose. However, the growth characteristics of pepper fruit and rapid spread of anthracnose suggest that the fungicide application method must be optimized to enhance fungicide efficacy. The sensitivity of C. scovillei to Mefentrifluconazole was determined by mycelial growth and germ tube elongation assays using 157 single-spore isolates with mean 50% effective concentration values of 0.462 ± 0.138 and 0.359 ± 0.263 mg/liter, respectively. The in vivo data also showed that Mefentrifluconazole had favorable protective and curative effects against pepper anthracnose. Mefentrifluconazole significantly affected C. scovillei infection on pepper by reducing appressorium formation and sporulation, shriveling spores and germ tubes, and causing the abnormal development of appressoria and conidiophores. Mefentrifluconazole could move acropetally, horizontally, and basipetally in pepper plants. Compared with a knapsack sprayer, Mefentrifluconazole applied by mist sprayer exhibited significantly better activity against pepper anthracnose. Additionally, as the spray volume increased from 45 to 150 liters/ha, the control efficacy of Mefentrifluconazole first increased and then tended to be steady, with an optimal spray volume of 90 liters/ha. The difference in disease control efficacy was related to the deposition and droplet distribution of Mefentrifluconazole on the pepper fruit. These results provide scientific guidance for the application of Mefentrifluconazole in pepper fields and improved fungicide utilization.
Cross-resistance to the new fungicide Mefentrifluconazole in DMI-resistant fungal pathogens
Pestic Biochem Physiol 2021 Jan;171:104737.PMID:33357559DOI:10.1016/j.pestbp.2020.104737.
In the European Union (EU), regulation of sterol demethylation inhibiting (DMI) fungicides is tightened due to their suspected endocrine disrupting properties. However, the new DMI fungicide Mefentrifluconazole was reported to have high fungicidal activity with minimal adverse side effects. In addition, some evidence suggests inconsistent cross resistance between Mefentrifluconazole and other azoles. In this study, Mefentrifluconazole and other triazoles were examined for activity to select pathogens sensitive or resistant to DMIs using mycelial growth tests on fungicide-treated culture medium or spray trials using cucumber plants. Cross-resistance was confirmed for all of the fungal species tested but activity levels varied. The sensitivity of Monilinia fructicola from peach to Mefentrifluconazole was higher compared to other DMIs. In contrast, the inhibitory activity of Mefentrifluconazole was equal or slightly inferior compared to difenoconazole, tebuconazole, propiconazole in Colletotrichum spp., Alternaria alternaria sp. complex and Cercospora beticola isolated from peach and sugar beet, respectively. Similar tendencies (i.e. equal or slightly inferior activity and cross-resistance) were observed for cucumber powdery mildew (Podosphaera xanthii) resistant to triflumizole, myclobutanil, and difenoconazole. Despite cross-resistance to other DMIs, Mefentrifluconazole is a promising fungicide for fungal disease control on peach and other crops, with a reportedly more favorable toxicity profile.
Enantioselective toxic effects of Mefentrifluconazole in the liver of adult zebrafish (Danio rerio) based on transcription level and metabolomic profile
Toxicology 2022 Feb 15;467:153095.PMID:34999168DOI:10.1016/j.tox.2022.153095.
Mefentrifluconazole, a new type of chiral triazole fungicide, is widely applied to control a variety of fungal diseases in crops. However, the toxicological effects of Mefentrifluconazole on aquatic organisms are unknown, especially at the enantiomer level. In the present study, zebrafish were selected as a typical model for Mefentrifluconazole enantiomer exposure. Metabolomic and transcription analyses were performed with 0.01 and 0.10 mg/L Mefentrifluconazole and its enantiomers (i.e., rac-mfz/(-)-mfz/(+)-mfz) at 28 days. The 1H nuclear magnetic resonance (NMR)-based metabolomics analysis showed that 9, 10 and 4 metabolites were changed significantly in the rac-mfz, (+)-mfz and (-)-mfz treatment groups compared with the control group, respectively. The differential metabolites were related to energy metabolism, lipid metabolism and amino acid metabolism. The qRT-PCR analysis revealed that the expression of lipid metabolism-, apoptosis- and CYP-related genes in the livers of female zebrafish in rac-mfz and (+)-mfz was 1.61-108.92 times and 2.37-551.34 times higher than that in (-)-mfz, respectively. The results above indicate that exposure to Mefentrifluconazole induced enantioselective liver toxicity in zebrafish. Our study underlined the importance of distinguishing different enantiomers, which will contribute to environmental protection.
Enantioselective monitoring chiral fungicide Mefentrifluconazole in tomato, cucumber, pepper and its pickled products by supercritical fluid chromatography tandem mass spectrometry
Food Chem 2021 Dec 17;376:131883.PMID:34971887DOI:10.1016/j.foodchem.2021.131883.
A fast, effective, and environmental-friendly method was developed for enantioseparation and analysis of Mefentrifluconazole in vegetables based on supercritical fluid chromatography tandem mass spectrometry. The enantioselective behaviors of Mefentrifluconazole enantiomers in tomato, cucumber, and pepper in the greenhouse, and pickled cucumber and pepper during processing were investigated. Mefentrifluconazole enantiomers could obtain baseline separation within 2 min. The average recoveries of all matrices ranged from 78.4% to 119.0%, with relative standard deviations less than 16.8% for two enantiomers. S-(+)-mefentrifluconazole was preferentially degraded in pepper, while there was no enantioselectivity in tomato and cucumber under field conditions. During processing, S-(+)-mefentrifluconazole was reduced preferentially than R-(-)-mefentrifluconazole in pickled cucumber and cucumber brine. Inversely, R-(-)-mefentrifluconazole degraded faster than S-(+)-mefentrifluconazole in pepper brine. But, no obvious enantioselectivity was observed in pickled pepper. The result of this study could contribute to a more accurate dietary risk assessment of Mefentrifluconazole in vegetables and processed products.