Norflurazon
Based on 1 Customer Validation
Norflurazon (SAN 9789) is a pre-emergence Herbicide. Norflurazon non-competitively inhibits phytoene desaturase by competing with the enzyme cofactor and disrupts carotenoid biosynthesis, thereby leading to chlorophyll photodegradation and chlorosis. Norflurazon inhibits MGDG synthase, CDP-choline phosphotransferase, Omega-3 FAD7 desaturase, and PG delta-3-trans desaturase, and activates LysoPC-acyltransferase and Omega-3 FAD3 desaturase. Norflurazon inhibits photosynthetic membrane organization, mitochondrial respiration, ATP production, PI3K signaling, and ERK1/2 phosphorylation. Norflurazon activates MAPK P38 phosphorylation and ER stress signaling. Norflurazon induces morphological malformations and cardiovascular effects in zebrafish embryos.
For research use only. We do not sell to patients.
- Purity : 99.94%
- CAS No.: 27314-13-2
- Formula: C12H9ClF3N3O
- Molecular Weight:303.67
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Storage:Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
Description
IC50 & Target
[4]|
ERK1 |
ERK2 |
In Vitro
Norflurazon (5-5,000 μg/plate) is negative for genotoxicity in the Salmonella typhimurium and Escherichia coli reverse gene mutation test[3].
Norflurazon (500-10,000 μg/disc) is negative in the Bacillus subtilis Rec assay[3].
Norflurazon (100 μM; two weeks) inhibits MGDG synthase activity in soybean leaf chloroplastic membrane fractions[1].
Norflurazon (0-10 µM; 96 h) causes concentration-dependent chlorophyll bleaching, with 4 A+ most affected after 96 h[2].
Norflurazon (0-100 μM; 48 h) suppresses proliferation of pTr and pLE cells, with 100 μM reducing proliferation by 53% and 68%, respectively[4].
Norflurazon (0-100 μM; 48 h) increases intracellular calcium levels in pTr and pLE cells, with 100 μM causing a 133% and 141% increase, respectively[4].
Norflurazon (0-100 μM) regulates cell proliferation and growth through the PI3K/MAPK signaling pathways in pTr and pLE cells, activating P38 and inactivating AKT and P70S6K[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:porcine trophectoderm (pTr) and porcine uterine luminal epithelial (pLE) cells
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Concentration:0, 20, 50, or 100 μM
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Incubation Time:48 h
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Result:Decreased cell proliferation at various concentrations.
Reduced proliferation of pTr and pLE cells by 53% and 68%, respectively, at 100 μM.
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Cell Line:pTr and pLE cells
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Concentration:0, 20, 50, or 100 μM
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Incubation Time:48 h
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Result:Increased the sub-G1 cell population by 1.44-fold and 1.35-fold for pTr and pLE cells, respectively, at 100 μM.
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Cell Line:pTr and pLE cells
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Concentration:0, 20, 50, or 100 μM
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Incubation Time:48 h
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Result:Increased apoptosis of 119% for pTr cells was not significant while the 154% increase for pLE cells was significant at 100 μM.
In Vivo
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:CD-1 (HaM/ICR Swiss) (male and female)[3]
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Dosage:85, 170, 340 ppm
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Administration:dietary; 18 weeks
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Result:The reproductive portion of the study did not reveal any indications of adverse effects of the test substance on fertility, reproductive parameters or pup development.
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Animal Model:wild-type AB strain and transgenic flk1:eGFP line (embryos exposed from 6 h post-fertilization)[5]
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Dosage:50 μM; 100 μM
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Administration:in embryo medium; solution replaced daily; 6 h post-fertilization to 96 h post-fertilization
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Result:Increased the proportion of unhatched live embryos, with hatching rates of 19.4% at 50 μM and 11.1% at 100 μM at 72 hpf compared to 86.1% in controls.
Reduced the relative total body length to 82.1% at 100 μM.
Enlarged the yolk sac size at 50 and 100 μM.
Induced pericardial edema at 100 μM.
Reduced brain vasculature density to 69.1% at 50 μM and 32.7% at 100 μM.
Increased the distance between sinus venosus and bulbus arteriosus at 100 μM, indicating impaired cardiac looping.
Increased fluorescence intensity 1.2-fold at 50 μM and 1.5-fold at 100 μM.
Chemical Information
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CAS No. 27314-13-2
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Appearance Solid
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Molecular Weight 303.67
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Formula C12H9ClF3N3O
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Color Off-white to light yellow
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SMILES
O=C1C(Cl)=C(C=NN1C2=CC=CC(C(F)(F)F)=C2)NC
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Synonyms
SAN 9789
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
In Vitro:
DMSO : 125 mg/mL (411.63 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (289 KB)
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SDS (458 KB)
- English - EN (458 KB)
- Français - FR (458 KB)
- Deutsch - DE (458 KB)
- Norwegian - NO (458 KB)
- Español - ES (458 KB)
- Swedish - SV (458 KB)
- Italian - IT (458 KB)
- Korean - KR (458 KB)
- Portuguese - PT (458 KB)
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Handling Instructions (2659 KB)
References
[1]. Abrous-Belbachir O, et al. Evidence that norflurazon affects chloroplast lipid unsaturation in soybean leaves (Glycine max L.). Journal of agricultural and food chemistry. 2009 Dec 09;57(23):11434-40. [Content Brief]
[4]. Hong T, et al. Norflurazon causes cell death and inhibits implantation-related genes in porcine trophectoderm and uterine luminal epithelial cells. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2024 Apr;186:114559. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.2930 mL | 16.4652 mL | 32.9305 mL | 82.3262 mL |
| 5 mM | 0.6586 mL | 3.2930 mL | 6.5861 mL | 16.4652 mL | |
| 10 mM | 0.3293 mL | 1.6465 mL | 3.2930 mL | 8.2326 mL | |
| 15 mM | 0.2195 mL | 1.0977 mL | 2.1954 mL | 5.4884 mL | |
| 20 mM | 0.1647 mL | 0.8233 mL | 1.6465 mL | 4.1163 mL | |
| 25 mM | 0.1317 mL | 0.6586 mL | 1.3172 mL | 3.2930 mL | |
| 30 mM | 0.1098 mL | 0.5488 mL | 1.0977 mL | 2.7442 mL | |
| 40 mM | 0.0823 mL | 0.4116 mL | 0.8233 mL | 2.0582 mL | |
| 50 mM | 0.0659 mL | 0.3293 mL | 0.6586 mL | 1.6465 mL | |
| 60 mM | 0.0549 mL | 0.2744 mL | 0.5488 mL | 1.3721 mL | |
| 80 mM | 0.0412 mL | 0.2058 mL | 0.4116 mL | 1.0291 mL | |
| 100 mM | 0.0329 mL | 0.1647 mL | 0.3293 mL | 0.8233 mL |
Keywords
- Norflurazon
- 27314-13-2
- SAN 9789
- SAN9789
- SAN-9789
- Herbicide
- Mitochondrial Metabolism
- ATP Synthase
- PI3K
- ERK
- p38 MAPK
- omega-3 FAD7 desaturase
- zebrafish
- carotenoid biosynthesis
- omega-3 FAD3 desaturase
- phytoene desaturase
- CDP-choline phosphotransferase
- PG delta-3-trans desaturase
- lysoPC-acyltransferase
- C. reinhardtii
- MGDG synthase
- Inhibitor
- inhibitor
- inhibit