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=CC(OC3=CC=CC=C3)=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
| Molecular Formula | C24H25NO3 |
| Molecular Weight | 375.4602 |
| Charge | 0 |
| Count |
|
| Stereochemistry | MIXED |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 3 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
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 |
|---|---|---|
| Efficacy of a proprietary formulation of fipronil/(S)-methoprene/cyphenothrin against Ixodes scapularis tick infestations on dogs. | 2015-07-17 |
|
| Evidence for dose-additive effects of a type II pyrethroid mixture. In vitro assessment. | 2015-04 |
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| Antiplasmodial and antitrypanosomal activity of pyrethrins and pyrethroids. | 2011-09-14 |
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| Effectiveness of Diflubenzuron in the control of houseflies. | 2010-06 |
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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. | 2010-03 |
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| Simultaneous determination of nine pyrethroids in indoor insecticide products by capillary gas chromatography. | 2010-02-05 |
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| Irritability and repellency of synthetic pyrethroids on an Aedes aegypti population from Thailand. | 2009-12 |
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| Efficacy of Cyphenothrin (Gokilaht-S 5% EC) as space spray against mosquitoes in sentinel cages. | 2009-09 |
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| Simultaneous determination of 18 pyrethroids in indoor air by gas chromatography/mass spectrometry. | 2009-06-26 |
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| Development of an enzyme-linked immunosorbent assay for the alpha-cyano pyrethroids multiresidue in Tai lake water. | 2009-04-22 |
|
| Household exposure to pesticides and bladder exstrophy in a newborn baby boy: a case report and review of the literature. | 2009-03-30 |
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| Brief exposure of Blattella germanica (Blattodea) to insecticides formulated in various microcapsule sizes and applied on porous and non-porous surfaces. | 2009-01 |
|
| Control of aggregated populations of the eye fly Siphunculina funicola (diptera: chloropidae) using pyrethroid aerosols. | 2008-03 |
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| Pyrethroids as promising marine antifoulants: laboratory and field studies. | 2008-01-05 |
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| Susceptibility of Culex pipiens complex to some insecticides in Qatar. | 2007-12 |
|
| The photochemical behaviour of five household pyrethroid insecticides and a synergist as studied by photo-solid-phase microextraction. | 2007-07 |
|
| The status and seasonal changes of organophosphate and pyrethroid resistance in Turkish populations of the house fly, Musca domestica L. (Diptera: Muscidae). | 2006-12 |
|
| Musca domestica L D. | 2006-06 |
|
| Field performance of cyphenothrin: an integrated insecticide strategy against German cockroaches (Dictyoptera: Blatellidae). | 2005-06 |
|
| Chemical composition and biological activity of the volatiles of Anthemis melampodina and Pluchea dioscoridis. | 2002-03 |
|
| Indoor thermal fogging application of pesguard FG 161, a mixture of d-tetramethrin and cyphenothrin, using portable sprayer against vector mosquitoes in the tropical environment. | 2001-03 |
|
| Toxins that modulate the sodium channel gating mechanism. | 1986 |
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
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.
| Substance Class |
Chemical
Created
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Mon Mar 31 21:29:41 GMT 2025
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| Record UNII |
S0IU5Y1R32
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| Record Status |
Validated (UNII)
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EPA PESTICIDE CODE |
129013
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38283
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CYPHENOTHRIN
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m4035
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S0IU5Y1R32
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DTXSID4032536
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cyphenothrin
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