| Field | Specification |
|---|---|
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C10H5Cl2NO2 |
| Purity | |
| SMILES | |
| Form | Solid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
Quinclorac is a highly selective quinoline carboxylic acid synthetic auxin herbicide. It weakly inhibits HPPD, causing a transient decrease in carotenoids, and upregulates ACC synthase (ACS), leading to co-accumulation of ethylene and cyanide, an increased ABA/IAA ratio, a burst of reactive oxygen species (ROS), membrane lipid peroxidation (MDA), and lethal growth inhibition. Residual soil quinclorac can also cause abnormal growth in subsequent tobacco crops. In calli of Phaseolus vulgaris it induces oxidative stress, marked by increased MDA and decreased RGR, though cells subjected to stepwise pressurized acclimation acquire a constitutive antioxidant state that remains stable after de-acclimation and resists this oxidative damage. It can be used to study herbicide action mechanisms, bioremediation of soil residues, and plant-cell adaptation to oxidative stress[1][2][3]. It is supplied as an off-white to light yellow solid (C10H5Cl2NO2, MW 242.06) at 98.14% purity.
Physical & Chemical Properties
| CAS Number | 84087-01-4 |
|---|---|
| Molecular Formula | C10H5Cl2NO2 |
| Molecular Weight | 242.06 g/mol |
| Purity | 98.14% |
| Appearance | Solid |
| Color | Off-white to light yellow |
| SMILES | O=C(C1=C2N=CC(Cl)=CC2=CC=C1Cl)O |
| Signaling Pathway | Metabolic Enzyme/Protease; NF-κB; Immunology/Inflammation |
| Solubility | In Vitro: DMSO: 125 mg/mL (516.40 mM; Requires sonication and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO) |
| Storage | Powder: -20°C, 3 years; 4°C, 2 years. In solvent: -80°C, 6 months; -20°C, 1 month. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.
In Vitro
| Solvent | Solubility | Notes |
|---|---|---|
| DMSO | 125 mg/mL (516.40 mM) | requires sonication and warming and heat to 60°C; use freshly opened DMSO (absorbed moisture lowers solubility) |
Aliquot the stock solution and store it at -80°C (up to 6 months) or -20°C (up to 1 month); avoid repeated freeze-thaw cycles.
Data provided by the manufacturer.
In Vitro
Quinclorac (18.75-600 g a.i. ha-1; 3 weeks) suppresses the growth of Echinochloa crusgalli var. zelayensis in a dose-dependent manner[1]. In barnyard grass seedlings, Quinclorac (600 g a.i. ha-1; 24-72 h) significantly raises ethylene production, abscisic acid content, and indole-3-acetic acid content, and all three hormones peak at 24 h after treatment[1]. In barnyard grass leaves, Quinclorac (active ingredient at 600 g/ha; 24-120 h post-treatment) lowers carotenoid content[1]. Quinclorac (0.2-5 μM; 10 min) weakly inhibits recombinant Arabidopsis HPPD activity in vitro, reaching 20.3% inhibition at high doses[1]. Strain J5 degrades 23.7% of quinclorac (5 μg/mL; 5 d) in MSM; the strain was isolated from the rhizosphere soil of a rice-tobacco rotation field[2]. In the J5 bacterial isolate, Quinclorac (5 μg/mL; 48 h) upregulates expression of 4-hydroxyphenylacetate 3-monooxygenase (HPMO)[2]. Quinclorac (10-30 μM; 30 days) lowers the relative growth rate of non-acclimated common bean (Phaseolus vulgaris L.) callus culture cells and raises lipid peroxidation (MDA); Q30 cells acclimated to 30 μM show milder growth inhibition over the same 30-day period[3]. In the aboveground parts of barnyard grass, Quinclorac (600 g a.i. ha-1; 24-72 h) induces lipid peroxidation, producing a significant rise in malondialdehyde content after treatment[1]. Quinclorac (10-30 μM; 30 days) raises lipid peroxidation by more than 3-fold in untamed Phaseolus vulgaris callus culture cells, whereas lipid peroxidation in acclimated cells falls significantly[3]. Exposure to Quinclorac (10-30 μM; 30 days) boosts class III peroxidase activity in unadapted common bean callus culture cells; by contrast, Quinclorac-adapted cells show significantly higher constitutive glutathione reductase activity, and cells adapted to 30 μM also display higher superoxide dismutase and class III peroxidase activities. These elevated antioxidant activities persist in de-adapted cells[3]. Acclimation with Quinclorac (10-30 μM; 30 days) changes the peroxidase isoenzyme profile in cultured common bean callus cells. Specifically, two detected peroxidase isoenzymes show stronger staining intensity in cells acclimated with 30 μM Quinclorac, as well as in cells that were treated with 30 μM quinclorac following acclimation at a low concentration, and the stronger staining persists in de-acclimated cells[3].
RT-PCR[2]
| Cell Line | Klebsiella variicola J5 cells |
|---|---|
| Concentration | 5 μg/mL |
| Incubation Time | 48 h |
| Result | Up-regulated the mRNA expression of hpaB (encoding 4-hydroxyphenylacetate 3-monooxygenase, HPMO) with a fold change of 1.351 vs. methanol-control, quantified by relative RT-qPCR (2−ΔΔCt) using rpoD as reference gene; result consistent with TMT-proteomics showing HPMO protein up-regulation. |
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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