Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C8Cl4N2 |
| Molecular Weight | 265.911 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl
InChI
InChIKey=CRQQGFGUEAVUIL-UHFFFAOYSA-N
InChI=1S/C8Cl4N2/c9-5-3(1-13)6(10)8(12)7(11)4(5)2-14
| Molecular Formula | C8Cl4N2 |
| Molecular Weight | 265.911 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/24984836Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/27495920 | https://www.ncbi.nlm.nih.gov/pubmed/29310040 | https://www.ncbi.nlm.nih.gov/pubmed/10477344 |
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24984836
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/27495920 | https://www.ncbi.nlm.nih.gov/pubmed/29310040 | https://www.ncbi.nlm.nih.gov/pubmed/10477344 |
Chlorothalonil (2,4,5,6-tetrachloroisophthalonitrile) is an organic compound mainly used as a broad spectrum, nonsystemic fungicide, with other uses as a wood protectant, pesticide, acaricide, and to control mold, mildew, bacteria, algae. Chlorothalonil reduces fungal intracellular glutathione molecules to alternate forms which cannot participate in essential enzymatic reactions, ultimately leading to cell death. Chlorothalonil is slightly toxic to mammals, but it can cause severe eye and skin irritation in certain formulations. Very high doses may cause a loss of muscle coordination, rapid breathing, nose bleeding, vomiting, and hyperactivity. Dermatitis, vaginal bleeding, bright yellow and/or bloody urine, and kidney tumors may also occur, followed by death. In a number of tests of varying lengths of time, rats which were fed a range of doses of chlorothalonil generally showed no effects on physical appearance, behavior, or survival. Kidney changes such as kidney enlargement were common. In the US, chlorothalonil is used predominantly on peanuts (about 34% of usage), potatoes (about 12%), and tomatoes (about 7%), though the EPA recognizes its use on many other crops. It is also used on golf courses and lawns (about 10%) and as a preservative additive in some paints (about 13%), resins, emulsions, and coatings. Chlorothalonil is commercially available in many different formulations and delivery methods. It is applied as a dust, dry or water-soluble grains, a wettable powder, a liquid spray, a fog, and a dip. It may be applied by hand, by ground sprayer, or by aircraft
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: GO:0006749 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29310040 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
PubMed
| Title | Date | PubMed |
|---|---|---|
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006-11 |
|
| Arbuscular mycorrhizal fungi can alleviate the adverse effects of chlorothalonil on Oryza sativa L. | 2006-09 |
|
| Comparative toxicity of alternative antifouling biocides on embryos and larvae of marine invertebrates. | 2006-08-31 |
|
| Degradation of pesticides in nursery recycling pond waters. | 2006-04-05 |
|
| Dynamics of pesticide residues in the autumn Chinese cabbage (Brassica chinensis L.) grown in open fields. | 2006-04 |
|
| Ambient air concentrations of pesticides used in potato cultivation in Prince Edward Island, Canada. | 2006-02 |
|
| Pollutant effects on Pacific oyster, Crassostrea gigas (Thunberg), hemocytes: screening of 23 molecules using flow cytometry. | 2006-01 |
|
| Wet deposition of current use pesticides at a rural location on the Delmarva Peninsula: impact of rainfall patterns and agricultural activity. | 2005-10-05 |
|
| Evaluation of fungicides for the control of carrot cavity spot. | 2005-08 |
|
| Isolation and antifungal activity of kakuol, a propiophenone derivative from Asarum sieboldii rhizome. | 2005-08 |
|
| Pesticide occurrence in selected South Florida canals and Biscayne Bay during high agricultural activity. | 2005-07-27 |
|
| HER-2/neu and CD117 (c-kit) overexpression in patients with pesticide exposure and extensive stage small cell lung carcinoma (ESSCLC). | 2005-06-09 |
|
| Pesticide residues on the external surfaces of field crop sprayers: occupational exposure. | 2005-06 |
|
| Use of buffering and other means to improve results of problematic pesticides in a fast and easy method for residue analysis of fruits and vegetables. | 2005-04-30 |
|
| Validation of a fast and easy method for the determination of residues from 229 pesticides in fruits and vegetables using gas and liquid chromatography and mass spectrometric detection. | 2005-04-30 |
|
| Fate of pesticides during the winemaking process in relation to malolactic fermentation. | 2005-04-20 |
|
| Use of comet and micronucleus assays to measure genotoxicity in meadow voles (Microtus pennsylvanicus) living in golf course ecosystems exposed to pesticides. | 2005-04 |
|
| Behavioral and sex ratio modification of Japanese medaka (Oryzias latipes) in response to environmentally relevant mixtures of three pesticides. | 2005-02 |
|
| Dissipation of chlorothalonil, chlorpyrifos, and profenofos in a Malaysian agricultural soil: a comparison between the field experiment and simulation by the PERSIST model. | 2005 |
|
| Foliar and soil deposition of pesticide sprays in peanuts and their washoff and runoff under simulated worst-case rainfall conditions. | 2004-11-17 |
|
| Oxidative damages in isolated rat hepatocytes treated with the organochlorine fungicides captan, dichlofluanid and chlorothalonil. | 2004-11-15 |
|
| Anthraquinones isolated from Cassia tora (Leguminosae) seed show an antifungal property against phytopathogenic fungi. | 2004-10-06 |
|
| Empirical and modeling evidence of regional atmospheric transport of current-use pesticides. | 2004-10 |
|
| Application of solvent microextraction in a single drop for the determination of new antifouling agents in waters. | 2004-09-17 |
|
| Effect of different soil textures on leaching potential and degradation of pesticides in biobeds. | 2004-09-08 |
|
| Pesticide patch test series for the assessment of allergic contact dermatitis among banana plantation workers in panama. | 2004-09 |
|
| Pesticide residues on the external surfaces of field-crop sprayers: environmental impact. | 2004-08 |
|
| Chemical analysis and genotoxicological safety assessment of paper and paperboard used for food packaging. | 2004-08 |
|
| Glutathione-dependent biotransformation of the fungicide chlorothalonil. | 2004-06-30 |
|
| Evaluation of common organic solvents for gas chromatographic analysis and stability of multiclass pesticide residues. | 2004-06-25 |
|
| Characterization of complicated new polymorphs of chlorothalonil by X-ray diffraction and computer crystal structure prediction. | 2004-06-09 |
|
| Multiresidue method using SPME for the determination of various pesticides with different volatility in confined atmospheres. | 2004-06 |
|
| Low-dose agrochemicals and lawn-care pesticides induce developmental toxicity in murine preimplantation embryos. | 2004-05 |
|
| Ranking of chemical substances based on the Japanese Pollutant Release and Transfer Register using partial order theory and random linear extensions. | 2004-05 |
|
| Effects of the agricultural pesticides atrazine, chlorothalonil, and endosulfan on South Florida microbial assemblages. | 2004-04 |
|
| Worldwide occurrence and effects of antifouling paint booster biocides in the aquatic environment: a review. | 2004-04 |
|
| [Pesticide use and poisoning among farmers from the county of Paty do Alferes, Rio de Janeiro, Brazil]. | 2004-03-19 |
|
| Environmental risk limits for antifouling substances. | 2004-03-10 |
|
| Chlorothalonil-biotransformation by glutathione S-transferase of Escherichia coli. | 2004-03 |
|
| Determination of nitrogen- and phosphorus-containing pesticide residues in vegetables by gas chromatography with nitrogen-phosphorus and flame photometric detection after gel permeation chromatography and a two-step minicolumn cleanup. | 2004-02-26 |
|
| Feasibility of constructed wetlands for removing chlorothalonil and chlorpyrifos from aqueous mixtures. | 2004 |
|
| Effects of currently used pesticides in the AhR-CALUX assay: comparison between the human TV101L and the rat H4IIE cell line. | 2003-12-15 |
|
| Comparative toxicity of chlorothalonil: Ceriodaphnia dubia and Pimephales promelas. | 2003-11 |
|
| Atmospheric deposition of pesticides to an agricultural watershed of the Chesapeake Bay. | 2003-10-11 |
|
| Analysis of pesticide residues in lettuce by large volume-difficult matrix introduction-gas chromatography-time of flight-mass spectrometry (LV-DMI-GC-TOF-MS). | 2003-10 |
|
| Lethal and sub-lethal effects of the fungicide chlorothalonil on three life stages of the grass shrimp, Palaemonetes pugio. | 2003-09 |
|
| Individual and mixture toxicity of three pesticides; atrazine, chlorpyrifos, and chlorothalonil to the marine phytoplankton species Dunaliella tertiolecta. | 2003-09 |
|
| Degradation of pesticides in biobeds: the effect of concentration and pesticide mixtures. | 2003-08-27 |
|
| Determination of antifouling compounds in marine sediments by solid-phase microextraction coupled to gas chromatography-mass spectrometry. | 2003-08-22 |
|
| The multicolored Asian lady beetle, Harmonia axyridis: a review of its biology, uses in biological control, and non-target impacts. | 2003 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: U.S. Environmental Protection Agency. 1984. Chlorothalonil: Fact Sheet Number 36. September 30, 1984. Washington, DC.
n a two-year dietary rat study, the lowest dose of chlorothalonil that produced no adverse effects in the animals was 60 ppm (3 mg/kg)
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10477344
CHO-K1 cells were exposed to the tested compounds for 1 h in the absence of FCS. Etoposide was dissolved in physiological saline and chlorothalonil in dimethylsulfoxyde. The dose range was chosen in order to obtain both damaged and highly damaged cells observed in a dose range-finding study. Control cultures were incubated in the same conditions in the presence of respective solvent. Following drug treatment, cells were rinsed twice in PBS, trypsinized and resuspended in complete medium.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:59:50 GMT 2025
by
admin
on
Mon Mar 31 19:59:50 GMT 2025
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| Record UNII |
J718M71A7A
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| Record Status |
Validated (UNII)
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| Record Version |
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EPA PESTICIDE CODE |
81901
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DTXSID0020319
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CHLOROTHALONIL
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1546
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15910
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J718M71A7A
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3639
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chlorothalonil
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100000141987
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m3439
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SUB107721
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217-588-1
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1897-45-6
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