Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H21N2O3PS |
| Molecular Weight | 304.3471 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCOP(=S)(OCC)Oc1cc(C)nc(C(C)C)n1
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 | 304.3471 |
| 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 |
|---|---|---|
| [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 |
|
| Overproduction of a P450 that metabolizes diazinon is linked to a loss-of-function in the chromosome 2 ali-esterase (MdalphaE7) gene in resistant house flies. | 2001 Dec |
|
| Evaluating environmental hazards of land applying composted diazinon using earthworm bioassays. | 2001 Nov |
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| Levels of persistent organic pollutants in several child day care centers. | 2001 Nov-Dec |
|
| Topical insecticide treatments to protect dogs from sand fly vectors of leishmaniasis. | 2001 Sep-Oct |
|
| 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 |
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| 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 |
|
| Field studies on the susceptibility of housefly to certain insecticides in nine Egyptian governorates. | 2002 Apr |
|
| Subcritical water extraction to evaluate desorption behavior of organic pesticides in soil. | 2002 Apr 10 |
|
| Cytotoxic and endocrine-disrupting potential of atrazine, diazinon, endosulfan, and mancozeb in adrenocortical steroidogenic cells of rainbow trout exposed in vitro. | 2002 Apr 15 |
|
| Kynurenine formamidase: determination of primary structure and modeling-based prediction of tertiary structure and catalytic triad. | 2002 Apr 29 |
|
| Solid-phase microextraction coupled to gas chromatography-mass spectrometry for the study of soil adsorption coefficients of organophosphorus pesticides. | 2002 Aug |
|
| Pest control. | 2002 Aug |
|
| Sorption behaviour of acetochlor, atrazine, carbendazim, diazinon, imidacloprid and isoproturon on Hungarian agricultural soil. | 2002 Aug |
|
| Vitamin C and E intake is associated with increased paraoxonase activity. | 2002 Aug 1 |
|
| Exposure to the organophosphate diazinon: data from a human volunteer study with oral and dermal doses. | 2002 Aug 5 |
|
| Biological monitoring of exposure to organophosphate pesticides. | 2002 Aug 5 |
|
| Community exposures to airborne agricultural pesticides in California: ranking of inhalation risks. | 2002 Dec |
|
| Modeling of single-step and multistep adsorption isotherms of organic pesticides on soil. | 2002 Dec 4 |
|
| Removal of organophosphate pesticides from wastewater by supercritical carbon dioxide extraction. | 2002 Feb |
|
| Combined effects of lowered oxygen and toxicants (copper and diazinon) on the mayfly Ephoron virgo. | 2002 Feb |
|
| [The therapy is worse than the disease]. | 2002 Feb 15 |
|
| Simple determination of 22 organophosphorous pesticides in human blood using headspace solid-phase microextraction and gas chromatography with mass spectrometric detection. | 2002 Jan |
|
| Toxicity of stormwater runoff after dormant spray application of diazinon and esfenvalerate (Asana) in a French prune orchard, Glenn county, California, USA. | 2002 Jan |
|
| Oxidation of diazinon by anodic Fenton treatment. | 2002 Jul |
|
| Cholinesterase activity and effects of its inhibition by neurotoxic drugs in Dictyostelium discoideum. | 2002 Jul |
|
| Monitoring of the pesticide diazinon in soil, stem and surface water of rice fields. | 2002 Jul |
|
| Increased toxicity to invertebrates associated with a mixture of atrazine and organophosphate insecticides. | 2002 Jul |
|
| Herbicide and insecticide loadings from the Susquehanna River to the northern Chesapeake Bay. | 2002 Jul 17 |
|
| Application of solid-phase microextraction in the monitoring of priority pesticides in the Kalamas River (N.W. Greece). | 2002 Jul 19 |
|
| Myiasis in sheep in The Netherlands. | 2002 Jul 2 |
|
| Genotoxicity studies on permethrin, DEET and diazinon in primary human nasal mucosal cells. | 2002 Mar |
|
| Life threatening stridor due to bilateral recurrent laryngeal nerve palsy as an isolated manifestation of intermediate syndrome. | 2002 Mar |
|
| Chronic diazinon exposure: pathologies of spleen, thymus, blood cells, and lymph nodes are modulated by dietary protein or lipid in the mouse. | 2002 Mar 5 |
|
| Interactions between pesticides and components of pesticide formulations in an in vitro neurotoxicity test. | 2002 May 1 |
|
| Pesticide residues in agricultural products monitored in Hyogo Prefecture, Japan, FYs 1995-1999. | 2002 May-Jun |
|
| 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 Nov |
|
| Ecological risk assessment of pesticide residues in coastal lagoons of Nicaragua. | 2002 Oct |
|
| Sublethal responses of wolf spiders (Lycosidae) to organophosphorous insecticides. | 2002 Oct |
|
| Persistence of methamidophos, diazinon, and malathion in tomatoes. | 2002 Oct |
|
| A multi-analyte method for the quantification of contemporary pesticides in human serum and plasma using high-resolution mass spectrometry. | 2002 Oct 5 |
|
| Prevalence of fetal exposure to environmental toxins as determined by meconium analysis. | 2002 Sep |
|
| Causes of ambient toxicity in the Calleguas Creek watershed of southern California. | 2002 Sep |
|
| Convenient and rapid detection of pesticides in extracts of sheep wool. | 2002 Sep |
|
| Determination of pesticide residues in nonfatty foods by supercritical fluid extraction and gas chromatography/mass spectrometry: collaborative study. | 2002 Sep-Oct |
|
| Histological examination of sublethal effects of diazinon on ovary of bluegill, Lepomis macrochirus. | 2003 |
|
| Biological targets of neurotoxic pesticides analysed by alteration of developmental events in the Mediterranean sea urchin, Paracentrotus lividus. | 2003 Feb |
|
| Predicting children's short-term exposure to pesticides: results of a questionnaire screening approach. | 2003 Jan |
|
| The effects of acute pesticide exposure on neuroblastoma cells chronically exposed to diazinon. | 2003 Mar 14 |
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
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admin
on
Edited
Sat Jun 26 13:34:49 UTC 2021
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admin
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Sat Jun 26 13:34:49 UTC 2021
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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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333-41-5
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DIAZINON
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3017
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303
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333-41-5
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SUB07189MIG
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206-373-8
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C169912
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YUS1M1Q929
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CHEMBL388560
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M4268
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PRIMARY | Merck Index |
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METABOLIC ENZYME -> SUBSTRATE | |||
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METABOLIC ENZYME -> SUBSTRATE | |||
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METABOLIC ENZYME -> SUBSTRATE |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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METABOLITE -> PARENT |
| Related Record | Type | Details | ||
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ACTIVE MOIETY |
