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
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 |
---|---|---|
Mycorrhizal growth in pure cultures in the presence of pesticides. | 2002 |
|
Adsorption-desorption studies of alachlor, metolachlor, EPTC, chlorothalonil and pirimiphos-methyl in contrasting soils. | 2002 Apr |
|
Environmental fate of metalaxyl and chlorothalonil applied to a bentgrass putting green under southern California climatic conditions. | 2002 Apr |
|
Free radicals in antigen formation: reduction of contact allergic response to hydroperoxides by epidermal treatment with antioxidants. | 2002 Apr |
|
Antifouling paint booster biocide contamination in Greek marine sediments. | 2002 Aug |
|
Degradation of chlorpyrifos, fenamiphos, and chlorothalonil alone and in combination and their effects on soil microbial activity. | 2002 Dec |
|
Transformation of the fungicide chlorothalonil by Fenton reagent. | 2002 Dec 18 |
|
Effects of currently used pesticides in assays for estrogenicity, androgenicity, and aromatase activity in vitro. | 2002 Feb 15 |
|
Foot transfer of lawn-applied pesticides from turf to carpet: comparison of semivolatile chlorpyrifos with nonvolatile chlorothalonil. | 2002 Jan |
|
[Time-specific infection rate of Beauveria bassiana on Myzus persicae after topical inoculation of conidial suspension]. | 2002 Jun |
|
Quantitative PCR monitoring of the effect of azoxystrobin treatments on Mycosphaerella graminicola epidemics in the field. | 2002 Mar |
|
Interlaboratory comparison of pesticide recovery from water using solid-phase extraction disks and gas chromatography. | 2002 Nov-Dec |
|
Determination of antifouling compounds in marine sediments by solid-phase microextraction coupled to gas chromatography-mass spectrometry. | 2003 Aug 22 |
|
Effects of currently used pesticides in the AhR-CALUX assay: comparison between the human TV101L and the rat H4IIE cell line. | 2003 Dec 15 |
|
SBSE-GC-ECD/FPD in the analysis of pesticide residues in Passiflora alata Dryander herbal teas. | 2003 Jan 1 |
|
Pesticide degradation in a 'biobed' composting substrate. | 2003 May |
|
Comparative toxicity of chlorothalonil: Ceriodaphnia dubia and Pimephales promelas. | 2003 Nov |
|
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 Oct |
|
Atmospheric deposition of pesticides to an agricultural watershed of the Chesapeake Bay. | 2003 Sep-Oct |
|
[Pesticide use and poisoning among farmers from the county of Paty do Alferes, Rio de Janeiro, Brazil]. | 2004 Jan-Feb |
|
Chlorothalonil-biotransformation by glutathione S-transferase of Escherichia coli. | 2004 Mar |
|
Low-dose agrochemicals and lawn-care pesticides induce developmental toxicity in murine preimplantation embryos. | 2004 May |
|
Foliar and soil deposition of pesticide sprays in peanuts and their washoff and runoff under simulated worst-case rainfall conditions. | 2004 Nov 17 |
|
Empirical and modeling evidence of regional atmospheric transport of current-use pesticides. | 2004 Oct |
|
Anthraquinones isolated from Cassia tora (Leguminosae) seed show an antifungal property against phytopathogenic fungi. | 2004 Oct 6 |
|
Application of solvent microextraction in a single drop for the determination of new antifouling agents in waters. | 2004 Sep 17 |
|
Dissipation of chlorothalonil, chlorpyrifos, and profenofos in a Malaysian agricultural soil: a comparison between the field experiment and simulation by the PERSIST model. | 2005 |
|
Behavioral and sex ratio modification of Japanese medaka (Oryzias latipes) in response to environmentally relevant mixtures of three pesticides. | 2005 Feb |
|
Pesticide residues on the external surfaces of field crop sprayers: occupational exposure. | 2005 Jun |
|
HER-2/neu and CD117 (c-kit) overexpression in patients with pesticide exposure and extensive stage small cell lung carcinoma (ESSCLC). | 2005 Jun 9 |
|
Wet deposition of current use pesticides at a rural location on the Delmarva Peninsula: impact of rainfall patterns and agricultural activity. | 2005 Oct 5 |
|
Ambient air concentrations of pesticides used in potato cultivation in Prince Edward Island, Canada. | 2006 Feb |
|
Pollutant effects on Pacific oyster, Crassostrea gigas (Thunberg), hemocytes: screening of 23 molecules using flow cytometry. | 2006 Jan |
|
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
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.
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
EPA PESTICIDE CODE |
81901
Created by
admin on Fri Dec 15 19:52:46 GMT 2023 , Edited by admin on Fri Dec 15 19:52:46 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
DTXSID0020319
Created by
admin on Fri Dec 15 19:52:46 GMT 2023 , Edited by admin on Fri Dec 15 19:52:46 GMT 2023
|
PRIMARY | |||
|
CHLOROTHALONIL
Created by
admin on Fri Dec 15 19:52:46 GMT 2023 , Edited by admin on Fri Dec 15 19:52:46 GMT 2023
|
PRIMARY | |||
|
1546
Created by
admin on Fri Dec 15 19:52:46 GMT 2023 , Edited by admin on Fri Dec 15 19:52:46 GMT 2023
|
PRIMARY | |||
|
15910
Created by
admin on Fri Dec 15 19:52:46 GMT 2023 , Edited by admin on Fri Dec 15 19:52:46 GMT 2023
|
PRIMARY | |||
|
J718M71A7A
Created by
admin on Fri Dec 15 19:52:46 GMT 2023 , Edited by admin on Fri Dec 15 19:52:46 GMT 2023
|
PRIMARY | |||
|
3639
Created by
admin on Fri Dec 15 19:52:46 GMT 2023 , Edited by admin on Fri Dec 15 19:52:46 GMT 2023
|
PRIMARY | |||
|
chlorothalonil
Created by
admin on Fri Dec 15 19:52:46 GMT 2023 , Edited by admin on Fri Dec 15 19:52:46 GMT 2023
|
PRIMARY | |||
|
100000141987
Created by
admin on Fri Dec 15 19:52:46 GMT 2023 , Edited by admin on Fri Dec 15 19:52:46 GMT 2023
|
PRIMARY | |||
|
m3439
Created by
admin on Fri Dec 15 19:52:46 GMT 2023 , Edited by admin on Fri Dec 15 19:52:46 GMT 2023
|
PRIMARY | Merck Index | ||
|
SUB107721
Created by
admin on Fri Dec 15 19:52:46 GMT 2023 , Edited by admin on Fri Dec 15 19:52:46 GMT 2023
|
PRIMARY | |||
|
217-588-1
Created by
admin on Fri Dec 15 19:52:46 GMT 2023 , Edited by admin on Fri Dec 15 19:52:46 GMT 2023
|
PRIMARY | |||
|
1897-45-6
Created by
admin on Fri Dec 15 19:52:46 GMT 2023 , Edited by admin on Fri Dec 15 19:52:46 GMT 2023
|
PRIMARY |
ACTIVE MOIETY