Details
Stereochemistry | ACHIRAL |
Molecular Formula | C12H15N2O3PS |
Molecular Weight | 298.298 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCOP(=S)(OCC)ON=C(C#N)C1=CC=CC=C1
InChI
InChIKey=ATROHALUCMTWTB-UHFFFAOYSA-N
InChI=1S/C12H15N2O3PS/c1-3-15-18(19,16-4-2)17-14-12(10-13)11-8-6-5-7-9-11/h5-9H,3-4H2,1-2H3
Molecular Formula | C12H15N2O3PS |
Molecular Weight | 298.298 |
Charge | 0 |
Count |
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Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/7624853Curator's Comment: The description was created based on several sources, including
https://goo.gl/7nWvuq | https://www.drugs.com/international/phoxim.html | https://www.ncbi.nlm.nih.gov/pubmed/21858910
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7624853
Curator's Comment: The description was created based on several sources, including
https://goo.gl/7nWvuq | https://www.drugs.com/international/phoxim.html | https://www.ncbi.nlm.nih.gov/pubmed/21858910
Phoxim (Diethyl-O-(alpha-cyanobenzylideneamino)-thiophosphate) is an organophosphorus insecticide used in veterinary medicine for the control of mites, lice and other ectoparasites in cattle, pigs, sheep, and goats. Phoxim is also used for plant protection, in tea production. The insecticidal activity of phoxim is mediated through inhibition of cholinesterase. Phoxim is an insecticide with selective properties: it is toxic to insects but virtually non-toxic to mammals. Although differences in sensitivity to cholinesterase inhibition contribute to this selectivity, metabolism plays a more important role. In both insects and mammals, phoxim is oxidatively desulfurated to the oxo-analog, PO-phoxim, which is a more potent inhibitor of cholinesterases than phoxim itself. In mammals, however, PO-phoxim is an extremely short-lived intermediate and, together with phoxim, is rapidly hydrolyzed to non-toxic products.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL614677 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21858910 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Sources: https://goo.gl/7nWvuq |
Primary | Baymite Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Effects of organophosphorous pesticides used in china on various mammalian cells. | 2005 |
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JWA--a novel environmental-responsive gene, involved in estrogen receptor-associated signal pathway in MCF-7 and MDA-MB-231 breast carcinoma cells. | 2005 Mar 26 |
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Company amplification of estalpha2/estbeta2 and correlation between esterase gene copy number and resistance to insecticides in the field Culex pipiens pallens strains collected from Beijing, China. | 2009 May |
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Acetylcholinesterase biosensor based on Prussian blue-modified electrode for detecting organophosphorous pesticides. | 2010 Aug 15 |
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Molecular cloning, expression and antioxidant characterisation of a typical thioredoxin gene (AccTrx2) in Apis cerana cerana. | 2013 Sep 15 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://goo.gl/7nWvuq
As a veterinary drug, phoxim is administered topically either as a wash, spray, pour-on or dip. For wash and spray treatment, a 500 to 1000 mg phoxim/1 solution should be applied at approximate volumes of 3 to 4 litres for cattle, 0.5 to 1 litre for pigs and 2 to 3 litres for sheep, to be repeated after 14 days. For dip treatment of sheep, animals are dipped for at least 30 seconds in a solution containing 500 mg phoxim/l. For pour-on treatment of pigs, a solution of 75 mg phoxim/ml is applied topically at a dose of 30 mg phoxim/kg bw, to be repeated after 14 days.
Route of Administration:
Topical
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21858910
Toxicity of Phoxim was measured using a leaf-dip bioassay method. Cabbage leaves were soaked in a cleanser for at least 2 h, and the cutin was brushed away. Then the leaves were washed using distilled water containing 1 g/L TritonX-100 and dried naturally. Leaf discs (6 cm in diameter) were cut and dipped into the different concentrations of insecticides for 10 s and allowed to air dry for a period of 1.5 h. The discs were then placed individually into petri dishes. A total of 10ā15 third-instar larvae were placed in each dish, and three replications were done for each concentration (treatment), resulting in at least 30 larvae per treatment. In each bioassay, 5ā7 treatments and one control of distilled water containing 1 g Lā1 of Triton X-100 were tested in each bioassay. The mortality was assessed at 24 h after treatment for phoxim.
Substance Class |
Chemical
Created
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admin
on
Edited
Fri Dec 15 16:18:24 GMT 2023
by
admin
on
Fri Dec 15 16:18:24 GMT 2023
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Record UNII |
6F5V775VPO
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Record Status |
Validated (UNII)
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Record Version |
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WHO-VATC |
QP53AF01
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NCI_THESAURUS |
C737
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EPA PESTICIDE CODE |
598800
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38812
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26927
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SUB09797MIG
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6F5V775VPO
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238-887-3
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DTXSID8034324
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C80605
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14816-18-3
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m8748
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PHOXIM
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phoxim
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CHEMBL1906626
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C003135
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100000082468
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2565
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Related Record | Type | Details | ||
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ACTIVE MOIETY |