Details
Stereochemistry | MIXED |
Molecular Formula | C23H26O3 |
Molecular Weight | 350.4507 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 0 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)=CC1C(C(=O)OCC2=CC=CC(OC3=CC=CC=C3)=C2)C1(C)C
InChI
InChIKey=SBNFWQZLDJGRLK-UHFFFAOYSA-N
InChI=1S/C23H26O3/c1-16(2)13-20-21(23(20,3)4)22(24)25-15-17-9-8-12-19(14-17)26-18-10-6-5-7-11-18/h5-14,20-21H,15H2,1-4H3
Molecular Formula | C23H26O3 |
Molecular Weight | 350.4507 |
Charge | 0 |
Count |
|
Stereochemistry | MIXED |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: http://www.ncbi.nlm.nih.gov/pubmed/25344157Curator's Comment: description was created based on several sources, including
http://parasitipedia.net/index.php?option=com_content&view=article&id=2463&Itemid=2731
Sources: http://www.ncbi.nlm.nih.gov/pubmed/25344157
Curator's Comment: description was created based on several sources, including
http://parasitipedia.net/index.php?option=com_content&view=article&id=2463&Itemid=2731
Phenothrin, also called sumithrin and d-phenothrin, a synthetic pyrethroid compound, is widely used to control agricultural and household insects, as well as to eliminate human louse infestation, but studies conducted in Paris, France and the United Kingdom have shown widespread resistance to phenothrin. Synthetic pyrethroids, including phenothrin, have a similar mode of action as organochlorines. They act on the membrane of nerve cells of insects blocking the closure of the ion gates of the sodium channel during re-polarization. This strongly disrupts the transmission of nervous impulses. At low concentrations insects suffer from hyperactivity. At high concentrations they are paralyzed and die. The EPA has not assessed its effect on cancer in humans. However, one study performed by the Mt. Sinai School of Medicine links sumithrin with breast cancer; the link made by sumithrin's effect on increasing the expression of a gene responsible for mammary tissue proliferation.
Approval Year
PubMed
Title | Date | PubMed |
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Estrogenic potential of certain pyrethroid compounds in the MCF-7 human breast carcinoma cell line. | 1999 Mar |
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Enzyme-linked immunosorbent assay for the pyrethroid deltamethrin. | 2002 Sep 25 |
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Pyrethroid stimulation of ion transport across frog skin. | 2003 Jun |
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Epidemic of gynecomastia among haitian refugees: exposure to an environmental antiandrogen. | 2003 Sep-Oct |
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A comparison of the toxicity of synergized and technical formulations of permethrin, sumithrin, and resmethrin to trout. | 2005 Feb |
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Pyrethroid pesticides and their metabolites in vacuum cleaner dust collected from homes and day-care centers. | 2008 Nov |
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Recent rapid rise of a permethrin knock down resistance allele in Aedes aegypti in México. | 2009 Oct 13 |
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Simultaneous determination of nine pyrethroids in indoor insecticide products by capillary gas chromatography. | 2010 Feb 5 |
Sample Use Guides
In Vivo Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/25254106
losion. mousse
Route of Administration:
Topical
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/25344157
phenothrin induces statistically significant, dose-dependent DNA damage in the absence of marked cytotoxicity at concentrations higher than 20 μM and 50 μM in human blood peripheral lymphocytes and hepatocytes, respectively
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:11:30 GMT 2023
by
admin
on
Fri Dec 15 16:11:30 GMT 2023
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Record UNII |
707484X33X
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Record Status |
Validated (UNII)
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Record Version |
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WHO-ATC |
P03AC53
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EPA PESTICIDE CODE |
69005
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WHO-ATC |
P03AC03
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WHO-VATC |
QP53AC03
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34916
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26002-80-2
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4767
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DTXSID7032688
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C166974
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33303
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SUB09777MIG
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5705
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CHEMBL1322884
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4686
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707484X33X
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100000091961
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247-404-5
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758668
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3922
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phenothrin
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PHENOTHRIN
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DB13717
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m8595
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Related Record | Type | Details | ||
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ACTIVE MOIETY |