MedKoo Cat#: 540095 | Name: Cypermethrin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cypermethrin is a synthetic type II insecticide and protein phosphate inhibitor. It inhibits protein phosphates, inducing nerve blockade and paralysis.

Chemical Structure

Cypermethrin
Cypermethrin
CAS#52315-07-8 (mixture of isomers)

Theoretical Analysis

MedKoo Cat#: 540095

Name: Cypermethrin

CAS#: 52315-07-8 (mixture of isomers)

Chemical Formula: C22H19Cl2NO3

Exact Mass: 415.0742

Molecular Weight: 416.29

Elemental Analysis: C, 63.47; H, 4.60; Cl, 17.03; N, 3.36; O, 11.53

Price and Availability

Size Price Availability Quantity
100mg USD 350.00 2 Weeks
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Synonym
AI3-29295; AI329295; AI3 29295; Ambush C; BRN-2422506; BRN2422506; BRN 2422506; CCN-52; CCN52; CCN 52;
IUPAC/Chemical Name
cyano(3-phenoxyphenyl)methyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylate
InChi Key
KAATUXNTWXVJKI-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H19Cl2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3
SMILES Code
O=C(C1C(C)(C)C1/C=C(Cl)\Cl)OC(C#N)C2=CC=CC(OC3=CC=CC=C3)=C2
Appearance
Solid powder
Purity
>95% ( mixture of isomers)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 416.29 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Muangphra P, Sengsai S, Gooneratne R. Earthworm biomarker responses on exposure to commercial cypermethrin. Environ Toxicol. 2015 May;30(5):597-606. doi: 10.1002/tox.21937. Epub 2013 Dec 21. PubMed PMID: 24376091. 2: Agrawal S, Singh A, Tripathi P, Mishra M, Singh PK, Singh MP. Cypermethrin-induced nigrostriatal dopaminergic neurodegeneration alters the mitochondrial function: a proteomics study. Mol Neurobiol. 2015 Apr;51(2):448-65. doi: 10.1007/s12035-014-8696-7. Epub 2014 Apr 24. PubMed PMID: 24760363. 3: Akbar S, Sultan S, Kertesz M. Bacterial community analysis of cypermethrin enrichment cultures and bioremediation of cypermethrin contaminated soils. J Basic Microbiol. 2015 Jul;55(7):819-29. doi: 10.1002/jobm.201400805. Epub 2015 Feb 5. PubMed PMID: 25656248. 4: Xu Z, Shen X, Zhang XC, Liu W, Yang F. Microbial degradation of alpha-cypermethrin in soil by compound-specific stable isotope analysis. J Hazard Mater. 2015 Sep 15;295:37-42. doi: 10.1016/j.jhazmat.2015.03.062. Epub 2015 Mar 30. PubMed PMID: 25880047. 5: Akbar S, Sultan S, Kertesz M. Determination of cypermethrin degradation potential of soil bacteria along with plant growth-promoting characteristics. Curr Microbiol. 2015 Jan;70(1):75-84. doi: 10.1007/s00284-014-0684-7. Epub 2014 Sep 7. PubMed PMID: 25194282. 6: Cao D, Chen N, Zhu C, Zhao Y, Liu L, Yang J, An L. β-cypermethrin-induced acute neurotoxicity in the cerebral cortex of mice. Drug Chem Toxicol. 2015 Jan;38(1):44-9. doi: 10.3109/01480545.2014.900072. Epub 2014 Mar 20. PubMed PMID: 24649940. 7: Singh Y, Mandal K, Singh B. Persistence and risk assessment of cypermethrin residues on chilli (Capsicum annuum L.). Environ Monit Assess. 2015 Mar;187(3):120. doi: 10.1007/s10661-015-4341-9. Epub 2015 Feb 19. PubMed PMID: 25690610. 8: Rafique N, Tariq SR. Photodegradation of α-cypermethrin in soil in the presence of trace metals (Cu2+, Cd2+, Fe2+ and Zn2+). Environ Sci Process Impacts. 2015 Jan;17(1):166-76. doi: 10.1039/c4em00439f. Epub 2014 Nov 28. PubMed PMID: 25430611. 9: Khazri A, Sellami B, Dellali M, Corcellas C, Eljarrat E, Barceló D, Mahmoudi E. Acute toxicity of cypermethrin on the freshwater mussel Unio gibbus. Ecotoxicol Environ Saf. 2015 May;115:62-6. doi: 10.1016/j.ecoenv.2015.01.028. Epub 2015 Feb 12. PubMed PMID: 25681606. 10: Li H, You J. Application of species sensitivity distribution in aquatic probabilistic ecological risk assessment of cypermethrin: a case study in an urban stream in South China. Environ Toxicol Chem. 2015 Mar;34(3):640-8. doi: 10.1002/etc.2851. Epub 2015 Feb 2. PubMed PMID: 25545801. 11: Uragayala S, Kamaraju R, Tiwari S, Ghosh SK, Valecha N. Small-scale evaluation of the efficacy and residual activity of alpha-cypermethrin WG (250 g AI/kg) for indoor spraying in comparison with alpha-cypermethrin WP (50 g AI/kg) in India. Malar J. 2015 May 29;14:223. doi: 10.1186/s12936-015-0739-7. PubMed PMID: 26022085; PubMed Central PMCID: PMC4461903. 12: Tallur PN, Mulla SI, Megadi VB, Talwar MP, Ninnekar HZ. Biodegradation of cypermethrin by immobilized cells of Micrococcus sp. strain CPN 1. Braz J Microbiol. 2015 Jul 1;46(3):667-72. doi: 10.1590/S1517-838246320130557. eCollection 2015 Jul-Sep. PubMed PMID: 26413046; PubMed Central PMCID: PMC4568881. 13: Yang Y, Ye X, He B, Liu J. Cadmium potentiates toxicity of cypermethrin in zebrafish. Environ Toxicol Chem. 2016 Feb;35(2):435-45. doi: 10.1002/etc.3200. Epub 2016 Jan 8. PubMed PMID: 26267556. 14: Ratelle M, Coté J, Bouchard M. Time profiles and toxicokinetic parameters of key biomarkers of exposure to cypermethrin in orally exposed volunteers compared with previously available kinetic data following permethrin exposure. J Appl Toxicol. 2015 Dec;35(12):1586-93. doi: 10.1002/jat.3124. Epub 2015 Mar 13. PubMed PMID: 25772368. 15: Yao G, Jing X, Peng W, Liu X, Zhou Z, Liu D. Chiral Insecticide α-Cypermethrin and Its Metabolites: Stereoselective Degradation Behavior in Soils and the Toxicity to Earthworm Eisenia fetida. J Agric Food Chem. 2015 Sep 9;63(35):7714-20. doi: 10.1021/acs.jafc.5b03148. Epub 2015 Aug 27. PubMed PMID: 26302054. 16: Wang Q, Xu LF, Zhou JL, Zhou XL, Wang H, Ju Q, Pan C, Zhang JP, Zhang MR, Yu HM, Xu LC. Antagonism effects of cypermethrin on interleukin-6-induced androgen receptor activation. Environ Toxicol Pharmacol. 2015 Jul;40(1):172-4. doi: 10.1016/j.etap.2015.06.008. Epub 2015 Jun 9. PubMed PMID: 26125603. 17: Adeyemi JA, Adewale OO, Oguma AY. Mortality, oxidative stress and hepatotoxicity in juvenile African catfish, Clarias gariepinus Burchell, exposed to lead and cypermethrin. Bull Environ Contam Toxicol. 2014 May;92(5):529-33. doi: 10.1007/s00128-013-1169-2. Epub 2013 Nov 29. PubMed PMID: 24292780. 18: Huang F, Liu Q, Xie S, Xu J, Huang B, Wu Y, Xia D. Cypermethrin Induces Macrophages Death through Cell Cycle Arrest and Oxidative Stress-Mediated JNK/ERK Signaling Regulated Apoptosis. Int J Mol Sci. 2016 Jun 17;17(6). pii: E885. doi: 10.3390/ijms17060885. PubMed PMID: 27322250; PubMed Central PMCID: PMC4926419. 19: Yuan JZ, Li QF, Huang JB, Gao JF. Effect of chlorfenapyr on cypermethrin-resistant Culex pipiens pallens Coq mosquitoes. Acta Trop. 2015 Mar;143:13-7. doi: 10.1016/j.actatropica.2014.12.002. Epub 2014 Dec 12. PubMed PMID: 25497774. 20: Agrawal S, Dixit A, Singh A, Tripathi P, Singh D, Patel DK, Singh MP. Cyclosporine A and MnTMPyP Alleviate α-Synuclein Expression and Aggregation in Cypermethrin-Induced Parkinsonism. Mol Neurobiol. 2015 Dec;52(3):1619-1628. doi: 10.1007/s12035-014-8954-8. Epub 2014 Nov 5. PubMed PMID: 25370934.