Fluchloralin
Fluchloralin is a dinitroaniline herbicide that effectively controls annual gramineous and broadleaf weeds primarily by inhibiting tubulin synthesis and cell division. Fluchloralin exhibits cytotoxicity and genotoxicity, and promotes cell apoptosis by activating apoptotic signaling proteins, forming DNA ladder bands, inducing cell shrinkage and nuclear fragmentation.
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- CAS No.: 33245-39-5
- 화학식: C12H13ClF3N3O4
- 분자량:355.70
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보관:
Please store the product under the recommended conditions in the Certificate of Analysis.
All DNA/RNA Synthesis Isoforms
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Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HFF | IC50 |
0.33 μM
Compound: 6
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Antimicrobial activity against Toxoplasma gondii RH infected in HFF cells by plaque assay
Antimicrobial activity against Toxoplasma gondii RH infected in HFF cells by plaque assay
|
[PMID: 20145086] |
| HFF | IC50 |
0.77 μM
Compound: 6
|
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin I235V mutation infected in HFF cells by plaque assay
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin I235V mutation infected in HFF cells by plaque assay
|
[PMID: 20145086] |
| HFF | IC50 |
1 μM
Compound: 6
|
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin I235L mutation infected in HFF cells by plaque assay
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin I235L mutation infected in HFF cells by plaque assay
|
[PMID: 20145086] |
| HFF | IC50 |
1.6 μM
Compound: 6
|
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin H28Q mutation infected in HFF cells by plaque assay
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin H28Q mutation infected in HFF cells by plaque assay
|
[PMID: 20145086] |
| HFF | IC50 |
1.9 μM
Compound: 6
|
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin S6I mutation infected in HFF cells by plaque assay
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin S6I mutation infected in HFF cells by plaque assay
|
[PMID: 20145086] |
| HFF | IC50 |
17.7 μM
Compound: 6
|
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin R243S mutation infected in HFF cells by plaque assay
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin R243S mutation infected in HFF cells by plaque assay
|
[PMID: 20145086] |
| HFF | IC50 |
2.1 μM
Compound: 6
|
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin I235T mutation infected in HFF cells by plaque assay
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin I235T mutation infected in HFF cells by plaque assay
|
[PMID: 20145086] |
| HFF | IC50 |
2.2 μM
Compound: 6
|
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin R243C mutation infected in HFF cells by plaque assay
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin R243C mutation infected in HFF cells by plaque assay
|
[PMID: 20145086] |
| HFF | IC50 |
20.5 μM
Compound: 6
|
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin T239I mutation infected in HFF cells by plaque assay
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin T239I mutation infected in HFF cells by plaque assay
|
[PMID: 20145086] |
| HFF | IC50 |
22.2 μM
Compound: 6
|
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin L136F mutation infected in HFF cells by plaque assay
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin L136F mutation infected in HFF cells by plaque assay
|
[PMID: 20145086] |
| HFF | IC50 |
3.2 μM
Compound: 6
|
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin F24H mutation infected in HFF cells by plaque assay
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin F24H mutation infected in HFF cells by plaque assay
|
[PMID: 20145086] |
| HFF | IC50 |
8 μM
Compound: 6
|
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin V4L mutation infected in HFF cells by plaque assay
Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin V4L mutation infected in HFF cells by plaque assay
|
[PMID: 20145086] |
Fluchloralin (5-20 μg/mL; 24-72 h) exhibits dose- and time-dependent cytotoxicity in CHO and MEF cells[2].
Fluchloralin (2.5-20.0 μg/mL; 4-12 h) induces statistically significant, time-dependent chromosomal aberrations in CHO cells[2].
Fluchloralin (1.0-20.0 μg/mL; 12 h) causes a statistically significant increase in the level of sister chromatid exchange in CHO cells[2].
Fluchloralin (5-20 μg/mL; 30 h) exerts a dose-dependent inhibitory effect on DNA synthesis in synchronized MEF cells without affecting thymidine transport[2].
Fluchloralin (5-20 μg/mL; 6 h) reduces the DNA synthesis level of synchronized MEF cells by nearly 50% at 12 h post-treatment, without affecting thymidine transport[2].
Fluchloralin (5-20 μg/mL; 24-72 h) induces apoptosis in CHO cells, which is evidenced by the formation of DNA ladder bands and typical nuclear changes[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:Chinese hamster ovary (CHO) cells, mouse embryo fibroblast (MEF) cells
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Concentration:5, 10, 15 and 20 μg/mL
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Incubation Time:24 h; 48 h; 72 h
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Result:Induced a dose-dependent decrease in cell viability in both cell lines, with greater toxicity observed in CHO cells than MEF cells.
Reduced viability to 50% in CHO cells treated with 20 μg/mL for 72 h.
Reduced viability to 50% in MEF cells treated with 20 μg/mL for 72 h.
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Cell Line:Chinese hamster ovary (CHO) cells
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Concentration:5, 10 and 20 μg/mL
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Incubation Time:24 h; 48 h; 72 h
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Result:Induced a characteristic DNA ladder pattern in agarose gels of DNA from treated CHO cells.
Revealed apoptotic features including cell shrinkage and nuclear fragmentation via microscopic observation.
Induced apoptosis at 20 μg/mL after 72 h of treatment.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Transgenic zebrafish (olig2:dsRed, cmlc2:dsRed, lfabp:dsRed;elastase:GFP); wild-type zebrafish (reared at 26-28.5 °C on a 13 h light/11 h dark cycle, 8 hours post-fertilization)[1]
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Dosage:0.5 mg/L; 1 mg/L; 2 mg/L
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Administration:aquatic immersion; daily; 96 hours
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Result:Significantly increased the number of apoptotic cells in the brain region of zebrafish.
Caused developmental toxicity to multiple organs (nervous system, heart, liver, pancreas) in zebrafish embryos.
Chemical Information
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CAS No. 33245-39-5
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분자량 355.70
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화학식 C12H13ClF3N3O4
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SMILES
ClCCN(CCC)C1=C(C=C(C(F)(F)F)C=C1[N+]([O-])=O)[N+]([O-])=O
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선적
Room temperature in continental US; may vary elsewhere.
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보관
Please store the product under the recommended conditions in the Certificate of Analysis.
순도&문서
References
[1]. Hong T, et al. Fluchloralin induces developmental toxicity in heart, liver, and nervous system during early zebrafish embryogenesis. Comp Biochem Physiol C Toxicol Pharmacol. 2023;271:109679. [Content Brief]
[2]. Sinha S, et al. Fluchloralin is cytotoxic and genotoxic and induces apoptosis in mammalian cells. Environ Mol Mutagen. 1998;31(3):257-262. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)