Details
Stereochemistry | MIXED |
Molecular Formula | C24H25NO3 |
Molecular Weight | 375.4602 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 0 / 3 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)=CC1C(C(=O)OC(C#N)C2=CC(OC3=CC=CC=C3)=CC=C2)C1(C)C
InChI
InChIKey=FJDPATXIBIBRIM-UHFFFAOYSA-N
InChI=1S/C24H25NO3/c1-16(2)13-20-22(24(20,3)4)23(26)28-21(15-25)17-9-8-12-19(14-17)27-18-10-6-5-7-11-18/h5-14,20-22H,1-4H3
DescriptionCurator's Comment: description was created based on several sources, including
http://www.who.int/whopes/quality/en/ddtrans-cyphenothrin_Spec_Eval_Sept_2005.pdf |
http://pmep.cce.cornell.edu/profiles/insect-mite/cadusafos-cyromazine/cyphenothrin/cyphenothrin702.pdf |
http://sitem.herts.ac.uk/aeru/ppdb/en/Reports/1181.htm |
http://parasitipedia.net/index.php?option=com_content&view=article&id=2462&Itemid=2729
Curator's Comment: description was created based on several sources, including
http://www.who.int/whopes/quality/en/ddtrans-cyphenothrin_Spec_Eval_Sept_2005.pdf |
http://pmep.cce.cornell.edu/profiles/insect-mite/cadusafos-cyromazine/cyphenothrin/cyphenothrin702.pdf |
http://sitem.herts.ac.uk/aeru/ppdb/en/Reports/1181.htm |
http://parasitipedia.net/index.php?option=com_content&view=article&id=2462&Itemid=2729
Cyphenothrin is one of the type II pyrethroid insecticide, in combination with fipronil it used to provide dogs with protection to common topical parasites in dogs. Cyphenothrin primarily affects sodium channels in excitable membranes causing a prolongation of the sodium current during excitation. The prolonged sodium current results in the development of a depolarizing after potential following the action and is responsible for the induction of repetitive activity, which is the most characteristic effect of pyrethroid poisoning in the nervous system. At low concentrations, insects and other arthropods suffer from hyperactivity. At high concentrations, they are paralyzed and die.
CNS Activity
Approval Year
PubMed
Title | Date | PubMed |
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Toxins that modulate the sodium channel gating mechanism. | 1986 |
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The status and seasonal changes of organophosphate and pyrethroid resistance in Turkish populations of the house fly, Musca domestica L. (Diptera: Muscidae). | 2006 Dec |
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Susceptibility of Culex pipiens complex to some insecticides in Qatar. | 2007 Dec |
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Development of an enzyme-linked immunosorbent assay for the alpha-cyano pyrethroids multiresidue in Tai lake water. | 2009 Apr 22 |
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Irritability and repellency of synthetic pyrethroids on an Aedes aegypti population from Thailand. | 2009 Dec |
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Simultaneous determination of 18 pyrethroids in indoor air by gas chromatography/mass spectrometry. | 2009 Jun 26 |
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Household exposure to pesticides and bladder exstrophy in a newborn baby boy: a case report and review of the literature. | 2009 Mar 30 |
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The efficacy of a topically applied combination of cyphenothrin and pyriproxyfen against the southern African yellow dog tick, Haemaphysalis elliptica, and the cat flea, Ctenocephalides felis, on dogs. | 2010 Mar |
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Antiplasmodial and antitrypanosomal activity of pyrethrins and pyrethroids. | 2011 Sep 14 |
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Evidence for dose-additive effects of a type II pyrethroid mixture. In vitro assessment. | 2015 Apr |
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Efficacy of a proprietary formulation of fipronil/(S)-methoprene/cyphenothrin against Ixodes scapularis tick infestations on dogs. | 2015 Jul 17 |
Sample Use Guides
for dogs: The dose of Parastar Plus® (Fipronil mixed with a second ingredient cyphenothrin) and Fiproguard Max® (is the same product as Parastar Plus but by a different manufacturer) is based on the weight of the dog and pipettes are available in 0.67 mL (for dogs from 4 to 22 pounds), 1.34 mL (for dogs 23 to 44 pounds), 2.68 mL (for dogs 45 to 88 pounds) and 4.02 mL (for dogs 89 to 132 pounds). One pipette is applied topically every 30 days. The duration of administration depends on the condition being treated, response to the medication and the development of any adverse effects.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2449265
Experiments were performed using the mouse neuroblastoma cell line NIE-115. Three main effects of the cyphenothrin (25 uM) was found: (1) the peak amplitude of the sodium current increased; (2) the declining phase of the sodium current during depolarization was greatly slowed down resuilting in a marked residual current towards the end of tlhe 15 ms pulse; and (3) after repolarization of the membrane to the holding potential a large, slowly decaying sodium tail current remained.
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Classification Tree | Code System | Code | ||
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EPA PESTICIDE CODE |
129013
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38283
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254-484-5
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CYPHENOTHRIN
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m4035
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S0IU5Y1R32
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31450
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DTXSID4032536
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cyphenothrin
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39515-40-7
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SUBSTANCE RECORD