Flutolanil
(Synonyms: 氟担菌宁) 目录号 : GC48751
A fungicide
Cas No.:66332-96-5
Sample solution is provided at 25 µL, 10mM.
;)
,-1-7$$$37316672.jpg');)
;)
;)
$$$36806353.jpg');)
;33(7)%EF%BC%9A546-561$$$37156877.jpg');)
;)
;)
;)
%201124-1138.$$$35908550.jpg');)
%20766-780.$$$37100057.jpg');)
%20418-432.$$$36893736.jpg');)
%EF%BC%9A-240-255.$$$35108512.jpg');)
533-545$$$36543525.jpg');)
%201-13.$$$36600053.jpg');)
;)
Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Flutolanil is a benzanilide fungicide.1 It is active against a panel of 241 field isolates of the plant pathogenic fungus R. solani when grown in flutolanil-enriched growth media (IC50s = 0.05-0.5 mg/L). Flutolanil (0.34-1.95 µg/g) inhibits R. solani hyphal growth and infection cushion formation on rice plant leaf sheaths.2 It is toxic to zebrafish embryos, larvae, and adults (LC50s = 3.91, 5.47, and 2.70 mg/L of tank water, respectively).3 Formulations containing flutolanil have been used to control fungal infections on rice crops.
1.Campion, C., Chatot, C., Perraton, B., et al.Anastomosis groups, pathogenicity and sensitivity to fungicides of Rhizoctonia solani isolates collected on potato crops in FranceEur. J. Plant. Pathol.109983-992(2003) 2.Hirooka, T., Miyagi, Y., Araki, F., et al.Biological mode of action of flutolanil in its systemic control of rice sheath blightPhytopathology79(10)1091-1094(1989) 3.Yang, Y., Qi, S., Chen, J., et al.Toxic effects of bromothalonil and flutolanil on multiple developmental stages in zebrafishBull. Environ. Contam. Toxicol.97(1)91-97(2016)
| Cas No. | 66332-96-5 | SDF | |
| 别名 | 氟担菌宁 | ||
| Canonical SMILES | O=C(C1=C(C(F)(F)F)C=CC=C1)NC2=CC(OC(C)C)=CC=C2 | ||
| 分子式 | C17H16F3NO2 | 分子量 | 323.3 |
| 溶解度 | DMF: 30 mg/ml,DMSO: 30 mg/ml,DMSO:PBS (pH 7.2) (1:3): 0.25 mg/ml,Ethanol: 10 mg/ml | 储存条件 | -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。 |
||
| 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 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 3.0931 mL | 15.4655 mL | 30.931 mL |
| 5 mM | 0.6186 mL | 3.0931 mL | 6.1862 mL |
| 10 mM | 0.3093 mL | 1.5466 mL | 3.0931 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。
Flutolanil [N-(3-isopropoxyphen-yl)-2-(trifluoro-meth-yl)benzamide]
Acta Crystallogr Sect E Struct Rep Online 2010 Sep 4;66(Pt 10):o2471.PMID:21587472DOI:10.1107/S1600536810034422.
The title compound, C(17)H(16)F(3)NO(2), crystallizes with two independent mol-ecules in the asymmetric unit. The dihedral angles between the isopropoxyphenyl and trifluoro-methyl-phenyl rings are 85.78 (5) and 63.15 (6)° in the two mol-ecules. In the crystal structure, inter-molecular N-H⋯O and C-H⋯π inter-actions are observed.
Setting of an import tolerance for Flutolanil in peanuts
EFSA J 2021 Aug 5;19(8):e06717.PMID:34386096DOI:10.2903/j.efsa.2021.6717.
In accordance with Article 6 of Regulation (EC) No 396/2005, the applicant Nichino America Inc submitted a request to the competent national authority in the Netherlands to set an import tolerance for the active substance Flutolanil in peanuts. The data submitted in support of the request were found to be sufficient to derive maximum residue level (MRL) proposal for peanuts. Adequate analytical methods for enforcement are available to control the residues of Flutolanil in plant matrices at the validated limited of quantification (LOQ) of 0.01 mg/kg. Based on the risk assessment results, EFSA concluded that the short-term and long-term intake of residues resulting from the use of Flutolanil according to the reported agricultural practice is unlikely to present a risk to consumer health.
Flutolanil affects circadian rhythm in zebrafish (Danio rerio) by disrupting the positive regulators
Chemosphere 2019 Aug;228:649-655.PMID:31063912DOI:10.1016/j.chemosphere.2019.04.207.
Circadian rhythms are fundamental to behavior and physiology of organisms. Flutolanil as a fungicide is toxic to zebrafish embryos. The aims of this study were to determine whether Flutolanil would influence circadian rhythms of zebrafish and the mechanism involved. Zebrafish embryos were exposed to Flutolanil (0, 0.125, 0.5 and 2 mg/L) for 4 days. Here we report that Flutolanil increased the melatonin levels of zebrafish. The mRNA levels of genes related to circadian rhythms were significantly altered. The clock level was significantly increased, but the content of cry1 showed no apparent changes. Moreover, our findings that the level of GH was significantly decreased were consistent with the abnormal development of zebrafish embryos. The expression levels of genes related to development, behavior and reproduction were significantly altered by Flutolanil. These results indicate that Flutolanil disturbed circadian rhythms of zebrafish primarily by affecting the positive elements, which were at least in partial responsible for abnormal development and behavior of zebrafish. And we speculate that Flutolanil is toxic to zebrafish embryos at least in part via dysregulation of circadian rhythms involving clock.
Chronic Toxic Effects of Flutolanil on the Liver of Zebrafish ( Danio rerio)
Chem Res Toxicol 2019 Jun 17;32(6):995-1001.PMID:30942079DOI:10.1021/acs.chemrestox.8b00300.
Flutolanil is a broad-spectrum amide fungicide that is widely used to prevent fungal pathogens in agriculture. However, its usage may have a potential environmental impact on organisms. So far, few literatures have investigated the chronic toxicity of Flutolanil at concentrations relevant to environmental conditions in the nontarget aquatic organisms. This study was aimed at evaluating whether the long-term exposure of Flutolanil affects oxidative stress, immune response, and apoptosis in the liver of zebrafish ( Danio rerio). The results showed that the activity of catalase (CAT) was significantly decreased in the liver in all flutolanil-treated groups. Interestingly, the malondialdehyde (MDA) contents were remarkably increased following the Flutolanil exposure. Deoxyribonucleic acid (DNA) damage was increased with a concentration-dependent manner. The transcription level of genes involved in apoptosis and the immune system were significantly altered following Flutolanil chronic exposure in zebrafish liver. Furthermore, the caspase-3 enzyme activity was significantly increased. Taken together, this study demonstrated that the resulting effects on oxidative stress, immune toxicity, and apoptosis may be responsible for the pathological alterations in zebrafish liver after Flutolanil exposure at concentrations relevant to environmental conditions, advancing the knowledge of pesticide environmental risk assessment.
Toxic Effects of Bromothalonil and Flutolanil on Multiple Developmental Stages in Zebrafish
Bull Environ Contam Toxicol 2016 Jul;97(1):91-7.PMID:27209543DOI:10.1007/s00128-016-1833-4.
In this study, we applied various developmental stages of zebrafish to address the potential environmental risk and aquatic toxicity of bromothalonil and Flutolanil. This results demonstrated that the acute toxicity of bromothalonil to the three phases of zebrafish were 4.34 (embryo) < 3.27 (12 h old larvae) < 2.52 mg/L (adult fish) and that of Flutolanil were 5.47 (embryo) < 4.09 (72 h old larvae) < 3.91 (12 h old larvae) < 2.70 mg/L (adult). Sublethal effects induced by both bromothalonil and Flutolanil on zebrafish embryos were noted, including growth inhibition, abnormal spontaneous movement, slower heart rate, complete hatching failure, and morphological deformities. In addition, both bromothalonil and Flutolanil could cause notochord deformation and short body length of larvae. This study provides a foundation for future investigation into the mechanism of bromothalonil and Flutolanil toxicity in zebrafish.