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
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 |
---|---|---|
Estrogenic potential of certain pyrethroid compounds in the MCF-7 human breast carcinoma cell line. | 1999 Mar |
|
Sumithrin: from inception to integration within West Nile virus programs. | 2001 Dec |
|
[Synthesis of hapten 3-phenoxybenzyl-2,2-dimetheyl-cyclopropane-1,3-dicarboxylate]. | 2001 Nov |
|
Head lice infestation: bug busting vs. traditional treatment. | 2001 Nov |
|
Evaluation of safety and efficacy of acaricides for control of the African tortoise tick (Amblyomma marmoreum) on leopard tortoises (Geochelone pardalis). | 2002 Mar |
|
Effects of pyrethroid insecticides and estrogen on WNT10B proto-oncogene expression. | 2002 Nov |
|
Enzyme-linked immunosorbent assay for the pyrethroid deltamethrin. | 2002 Sep 25 |
|
Prevalence and treatment of Pediculus humanus capitis with 1% permethrin and 0.4% d-phenothrin in Turkey. | 2003 |
|
Lack of estrogenic or (anti-)androgenic effects of d-phenothrin in the uterotrophic and Hershberger assays. | 2003 Apr 22 |
|
Isocratic reversed-phase liquid chromatographic method for the simultaneous determination of (S)-methoprene, MGK264, piperonyl butoxide, sumithrin and permethrin in pesticide formulation. | 2003 Jan 3 |
|
Pyrethroid stimulation of ion transport across frog skin. | 2003 Jun |
|
Epidemic of gynecomastia among haitian refugees: exposure to an environmental antiandrogen. | 2003 Sep-Oct |
|
Assessing estrogenic activity of pyrethroid insecticides using in vitro combination assays. | 2004 Apr |
|
Toxicity of a synergized formulation of sumithrin to Daphnia magna. | 2004 Jun |
|
Diagnostic dose of synergized d-phenothrin for insecticide susceptibility testing by bottle bioassay. | 2004 Jun |
|
Burns and Phenothrin anti-lice lotion. | 2004 Sep |
|
A comparison of the toxicity of synergized and technical formulations of permethrin, sumithrin, and resmethrin to trout. | 2005 Feb |
|
Simultaneous determination of pyrethroid and pyrethrin metabolites in human urine by gas chromatography-high resolution mass spectrometry. | 2005 Jan 25 |
|
Treatment of head louse infestation with 4% dimeticone lotion: randomised controlled equivalence trial. | 2005 Jun 18 |
|
Human exposure to mosquito-control pesticides--Mississippi, North Carolina, and Virginia, 2002 and 2003. | 2005 Jun 3 |
|
Toxicity of three mosquito insecticides to crayfish. | 2006 Apr |
|
Comparison of different mass spectrometric detection techniques in the gas chromatographic analysis of pyrethroid insecticide residues in soil after microwave-assisted extraction. | 2006 Feb |
|
Space treatments of insecticide for control of dengue virus vector Aedes aegypti in southern Mexico. I. Baseline penetration trials in open field and houses. | 2006 Jun |
|
A human-health risk assessment for West Nile virus and insecticides used in mosquito management. | 2006 Mar |
|
The photochemical behaviour of five household pyrethroid insecticides and a synergist as studied by photo-solid-phase microextraction. | 2007 Jul |
|
Randomised, controlled, assessor blind trial comparing 4% dimeticone lotion with 0.5% malathion liquid for head louse infestation. | 2007 Nov 7 |
|
Comparison of dilute and neat formulations of Anvil by ultra-low volume ground application against Anopheles quadrimaculatus in Arkansas. | 2007 Sep |
|
Insecticide resistance in potential vector mosquitoes for West Nile virus in Japan. | 2007 Sep |
|
Behavioral-based educational intervention directed toward Egyptian agricultural families to protect children from pesticide exposure. | 2007-2008 |
|
Residual efficacy of field-applied permethrin, d-phenothrin, and resmethrin on plant foliage against adult mosquitoes. | 2008 Dec |
|
Pyrethroid pesticides and their metabolites in vacuum cleaner dust collected from homes and day-care centers. | 2008 Nov |
|
Head lice. | 2009 Jan 14 |
|
Simultaneous determination of 18 pyrethroids in indoor air by gas chromatography/mass spectrometry. | 2009 Jun 26 |
|
Toxicity of delta-phenothrin and resmethrin to non-target insects. | 2009 Mar |
|
Pyrethroids as promising marine antifoulants: laboratory and field studies. | 2009 Mar-Apr |
|
Recent rapid rise of a permethrin knock down resistance allele in Aedes aegypti in México. | 2009 Oct 13 |
|
Use of biocidal products (insect sprays and electro-vaporizer) in indoor areas--exposure scenarios and exposure modeling. | 2009 Sep |
|
Use of semipermeable membrane devices for monitoring pesticides in indoor air. | 2009 Sep-Oct |
|
A rapid and sensitive analytical method for the determination of 14 pyrethroids in water samples. | 2010 Apr 9 |
|
Simultaneous determination of nine pyrethroids in indoor insecticide products by capillary gas chromatography. | 2010 Feb 5 |
|
Evaluation of a new formulation of adulticide, DUET, against West Nile virus vector mosquitoes. | 2010 Jun |
|
Efficacy of spray formulations containing binary mixtures of clove and eucalyptus oils against susceptible and pyrethroid/ malathion-resistant head lice (Anoplura: Pediculidae). | 2010 May |
|
Prallethrin-induced excitation increases contact between sprayed ultralow volume droplets and flying mosquitoes (Diptera: Culicidae) in a wind tunnel. | 2010 Nov |
|
Antiplasmodial and antitrypanosomal activity of pyrethrins and pyrethroids. | 2011 Sep 14 |
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
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
WHO-ATC |
P03AC53
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
||
|
EPA PESTICIDE CODE |
69005
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
||
|
WHO-ATC |
P03AC03
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
||
|
WHO-VATC |
QP53AC03
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
34916
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
26002-80-2
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
4767
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
DTXSID7032688
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
C166974
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
33303
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | RxNorm | ||
|
SUB09777MIG
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
5705
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
CHEMBL1322884
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
4686
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
707484X33X
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
100000091961
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
247-404-5
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
758668
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
3922
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
phenothrin
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
PHENOTHRIN
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
DB13717
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | |||
|
m8595
Created by
admin on Fri Dec 15 16:11:30 GMT 2023 , Edited by admin on Fri Dec 15 16:11:30 GMT 2023
|
PRIMARY | Merck Index |
ACTIVE MOIETY