Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H21N2O3PS |
| Molecular Weight | 304.346 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCOP(=S)(OCC)OC1=NC(=NC(C)=C1)C(C)C
InChI
InChIKey=FHIVAFMUCKRCQO-UHFFFAOYSA-N
InChI=1S/C12H21N2O3PS/c1-6-15-18(19,16-7-2)17-11-8-10(5)13-12(14-11)9(3)4/h8-9H,6-7H2,1-5H3
| Molecular Formula | C12H21N2O3PS |
| Molecular Weight | 304.346 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Dimpylate (diazinon) is a nonsystemic organophosphate insecticide, an inhibitor of the enzyme acetylcholinesterase (AChE), which hydrolyzes the neurotransmitter acetylcholine (ACh) in cholinergic synapses and neuromuscular junctions. This results in abnormal accumulation of ACh in the nervous system. Dimpylate was first registered for use in the USA in 1956. It was developed as an insecticide, acaricide, and nematicide for use on a variety of pests for control of soil insects and pests of fruit, vegetables, and forage and field crops. It had been used extensively in home and garden applications, in formulations designed to prevent such pests as crickets or cockroaches from infesting homes or offices, and in pet collars. Due to the emerging health and ecological risks posed by diazinon, manufacturers agreed to phase out and cancel all residential products. Manufacturing of indoor use products containing dimpylatewas discontinued in 2001; manufacture of non-agricultural outdoor use products containing dimpylate was discontinued in 2003.
CNS Activity
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The effects of acute pesticide exposure on neuroblastoma cells chronically exposed to diazinon. | 2003-03-14 |
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| Biological targets of neurotoxic pesticides analysed by alteration of developmental events in the Mediterranean sea urchin, Paracentrotus lividus. | 2003-02 |
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| Predicting children's short-term exposure to pesticides: results of a questionnaire screening approach. | 2003-01 |
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| Histological examination of sublethal effects of diazinon on ovary of bluegill, Lepomis macrochirus. | 2003 |
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| Simple method for the determination of trace levels of pesticides in honeybees using matrix solid-phase dispersion and gas chromatography. | 2002-12-27 |
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| Modeling of single-step and multistep adsorption isotherms of organic pesticides on soil. | 2002-12-04 |
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| Community exposures to airborne agricultural pesticides in California: ranking of inhalation risks. | 2002-12 |
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| Validation of an SPME method, using PDMS, PA, PDMS-DVB, and CW-DVB SPME fiber coatings, for analysis of organophosphorus insecticides in natural waters. | 2002-11 |
|
| Determination of pesticide residues in nonfatty foods by supercritical fluid extraction and gas chromatography/mass spectrometry: collaborative study. | 2002-10-11 |
|
| A multi-analyte method for the quantification of contemporary pesticides in human serum and plasma using high-resolution mass spectrometry. | 2002-10-05 |
|
| Ecological risk assessment of pesticide residues in coastal lagoons of Nicaragua. | 2002-10 |
|
| Sublethal responses of wolf spiders (Lycosidae) to organophosphorous insecticides. | 2002-10 |
|
| Persistence of methamidophos, diazinon, and malathion in tomatoes. | 2002-10 |
|
| Cannabinoid CB1 receptor as a target for chlorpyrifos oxon and other organophosphorus pesticides. | 2002-09-05 |
|
| Prevalence of fetal exposure to environmental toxins as determined by meconium analysis. | 2002-09 |
|
| Susceptibility to diazinon in populations of the horn fly, Haematobia irritans (Diptera: Muscidae), in Central Brazil. | 2002-09 |
|
| Causes of ambient toxicity in the Calleguas Creek watershed of southern California. | 2002-09 |
|
| Convenient and rapid detection of pesticides in extracts of sheep wool. | 2002-09 |
|
| Exposure to the organophosphate diazinon: data from a human volunteer study with oral and dermal doses. | 2002-08-05 |
|
| Biological monitoring of exposure to organophosphate pesticides. | 2002-08-05 |
|
| Vitamin C and E intake is associated with increased paraoxonase activity. | 2002-08-01 |
|
| Solid-phase microextraction coupled to gas chromatography-mass spectrometry for the study of soil adsorption coefficients of organophosphorus pesticides. | 2002-08 |
|
| Pest control. | 2002-08 |
|
| Sorption behaviour of acetochlor, atrazine, carbendazim, diazinon, imidacloprid and isoproturon on Hungarian agricultural soil. | 2002-08 |
|
| Application of solid-phase microextraction in the monitoring of priority pesticides in the Kalamas River (N.W. Greece). | 2002-07-19 |
|
| Herbicide and insecticide loadings from the Susquehanna River to the northern Chesapeake Bay. | 2002-07-17 |
|
| Myiasis in sheep in The Netherlands. | 2002-07-02 |
|
| Oxidation of diazinon by anodic Fenton treatment. | 2002-07 |
|
| Cholinesterase activity and effects of its inhibition by neurotoxic drugs in Dictyostelium discoideum. | 2002-07 |
|
| Monitoring of the pesticide diazinon in soil, stem and surface water of rice fields. | 2002-07 |
|
| Increased toxicity to invertebrates associated with a mixture of atrazine and organophosphate insecticides. | 2002-07 |
|
| Exposure apportionment: ranking food items by their contribution to dietary exposure. | 2002-07 |
|
| Diazinon and its degradation products in agricultural water courses in British Columbia, Canada. | 2002-07 |
|
| Pesticide residues in agricultural products monitored in Hyogo Prefecture, Japan, FYs 1995-1999. | 2002-06-27 |
|
| Effect of some organophosphorus pesticides on oxygen consumption of shrimp, Litopenaeus vannamei. | 2002-06 |
|
| Interactions between pesticides and components of pesticide formulations in an in vitro neurotoxicity test. | 2002-05-01 |
|
| Residential pesticide use during pregnancy among a cohort of urban minority women. | 2002-05 |
|
| Identification of alternatives for the management of foliar nematodes in floriculture. | 2002-05 |
|
| Kynurenine formamidase: determination of primary structure and modeling-based prediction of tertiary structure and catalytic triad. | 2002-04-29 |
|
| Cytotoxic and endocrine-disrupting potential of atrazine, diazinon, endosulfan, and mancozeb in adrenocortical steroidogenic cells of rainbow trout exposed in vitro. | 2002-04-15 |
|
| Subcritical water extraction to evaluate desorption behavior of organic pesticides in soil. | 2002-04-10 |
|
| Field studies on the susceptibility of housefly to certain insecticides in nine Egyptian governorates. | 2002-04 |
|
| Effects of acute sublethal exposure to coumaphos or diazinon on acquisition and discrimination of odor stimuli in the honey bee (Hymenoptera: Apidae). | 2002-04 |
|
| Human blood and environmental media screening method for pesticides and polychlorinated biphenyl compounds using liquid extraction and gas chromatography-mass spectrometry analysis. | 2002-03-25 |
|
| Genotoxicity studies on permethrin, DEET and diazinon in primary human nasal mucosal cells. | 2002-03 |
|
| Life threatening stridor due to bilateral recurrent laryngeal nerve palsy as an isolated manifestation of intermediate syndrome. | 2002-03 |
|
| Pattern recognition of the movement tracks of medaka (Oryzias latipes) in response to sub-lethal treatments of an insecticide by using artificial neural networks. | 2002 |
|
| Pollutants in house dust as indicators of indoor contamination. | 2002 |
|
| Acute toxicity and bioaccumulation of pesticide Diazinon in red tilapia (Oreochromis niloticus x Mossambicus albina). | 2002 |
|
| [Evaluation of the effect of Knox-Out microencapsulated V.O. 240 and K-othrine powder on rat lice in two villages in the Betafo region]. | 2001 |
Sample Use Guides
Dimpylate (diazinon) is a contact insecticide. It is administered by spraying the crops.
Route of Administration:
Topical
The Ellman assay was used to test AchE inhibition activity. The assay is based on chromophores generated in situ after enzymatic cleavage of acetylthiocholine and the resulting thiocholine with Ellman’s reagent, DTNB (5,50-dithio-bis-2-nitrobenzoic acid). The plates were incubated at room temperature and the enzymatic activity was determined by spectrophotometric reading at 412 nm.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:49:08 GMT 2025
by
admin
on
Mon Mar 31 17:49:08 GMT 2025
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| Record UNII |
YUS1M1Q929
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| Record Status |
Validated (UNII)
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| Record Version |
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WHO-VATC |
QP53AF03
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EPA PESTICIDE CODE |
57801
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| Code System | Code | Type | Description | ||
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2045
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D003976
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DTXSID9020407
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34682
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diazinon
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DIAZINON
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3017
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303
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8938
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333-41-5
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SUB07189MIG
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206-373-8
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100000082650
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C169912
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YUS1M1Q929
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YUS1M1Q929
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CHEMBL388560
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m4268
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PRIMARY | Merck Index |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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METABOLIC ENZYME -> SUBSTRATE | |||
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METABOLIC ENZYME -> SUBSTRATE | |||
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METABOLIC ENZYME -> SUBSTRATE |
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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METABOLITE -> PARENT |
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |
