MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 592640 | Name: Fenvalerate
Featured

Description:

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

Fenvalerate is an insecticide. It is a mixture of four optical isomers which have different insecticidal activities. The 2-S alpha (or SS) configuration, known as esfenvalerate, is the most insecticidally active isomer. Fenvalerate consists of about 23% of this isomer.

Chemical Structure

Fenvalerate
Fenvalerate
CAS# 51630-58-1

Theoretical Analysis

MedKoo Cat#: 592640

Name: Fenvalerate

CAS#: 51630-58-1

Chemical Formula: C25H22ClNO3

Exact Mass: 419.1288

Molecular Weight: 419.91

Elemental Analysis: C, 71.51; H, 5.28; Cl, 8.44; N, 3.34; O, 11.43

Price and Availability

Size Price Availability Quantity
50mg USD 350.00 2 Weeks
100mg USD 550.00 2 Weeks
250mg USD 950.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Fenvalerate; Phenvalerate; Pydrin; Sumicidin
IUPAC/Chemical Name
4-Chloro-alpha-(1-methylethyl)benzeneacetic acid cyano(3-phenoxyphenyl)methyl ester
InChi Key
NYPJDWWKZLNGGM-UHFFFAOYSA-N
InChi Code
InChI=1S/C25H22ClNO3/c1-17(2)24(18-11-13-20(26)14-12-18)25(28)30-23(16-27)19-7-6-10-22(15-19)29-21-8-4-3-5-9-21/h3-15,17,23-24H,1-2H3
SMILES Code
O=C(C(C1=CC=C(C=C1)Cl)C(C)C)OC(C2=CC=CC(OC3=CC=CC=C3)=C2)C#N
Appearance
Purity
>95% (or refer to the Certificate of Analysis)
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
>3 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
2934.99.03.00
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Fenvalerate is a potent protein phosphatase 2B (calcineurin) inhibitor with an IC50 of 2-4 nM for PP2B-Aα.
In vitro activity:
Furthermore, the bioinformatics analysis of gene microarray in rat liver tissue showed that FEN (fenvalerate) significantly changed the expressions of genes related to the regulation of intracellular calcium ion homeostasis and the calcium signal pathway. Finally, the functional experiments in Buffalo rat liver (BRL) cells demonstrated that FEN first activated ERK MAPK, followed by IKK and NF-κB, which triggered the transcription of genes responsible for accelerating an overload of intracellular calcium ions, prompted reactive oxygen species generation in the mitochondria, and finally, induced hepatic cellular apoptosis. Reference: FASEB J. 2019 Feb;33(2):2782-2795. https://pubmed.ncbi.nlm.nih.gov/30307764/
In vivo activity:
Iodine and/or selenium deficiency was induced by feeding three-week-old Wistar rats with a diet containing <0.005 mg selenium kg-1, and/or administering 1% sodium perchlorate in drinking water for 7 weeks. Fenvalerate had a general inductive effect on the hepatic and cerebral xenobiotic metabolizing enzyme activities. Moreover, enzyme activities were also altered by iodine and/or selenium deficiency, but the effects seemed to be enzyme- and tissue-specific. Reference: Iran J Basic Med Sci. 2016 Oct;19(10):1040-1048. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5110651/
Solvent mg/mL mM
Solubility
DMSO 1.0 2.38
DMF 30.0 71.44
Ethanol 5.0 11.91
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 419.91 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
Formulation protocol:
1. Qiu LL, Wang C, Yao S, Li N, Hu Y, Yu Y, Xia R, Zhu J, Ji M, Zhang Z, Wang SL. Fenvalerate induces oxidative hepatic lesions through an overload of intracellular calcium triggered by the ERK/IKK/NF-κB pathway. FASEB J. 2019 Feb;33(2):2782-2795. doi: 10.1096/fj.201801289R. Epub 2018 Oct 11. PMID: 30307764. 2. Caglayan A, Kocer-Gumusel B, Erkekoglu P, Hincal F. The effects of fenvalerate on hepatic and cerebral xenobiotic metabolizing enzymes in selenium and/or iodine deficient rats. Iran J Basic Med Sci. 2016 Oct;19(10):1040-1048. PMID: 27872699; PMCID: PMC5110651. 3. Zhao XF, Wang Q, Ji YL, Wang H, Liu P, Zhang C, Zhang Y, Xu DX. Fenvalerate induces germ cell apoptosis in mouse testes through the Fas/FasL signaling pathway. Arch Toxicol. 2011 Sep;85(9):1101-8. doi: 10.1007/s00204-011-0654-9. Epub 2011 Jan 30. PMID: 21279716.
In vitro protocol:
1. Qiu LL, Wang C, Yao S, Li N, Hu Y, Yu Y, Xia R, Zhu J, Ji M, Zhang Z, Wang SL. Fenvalerate induces oxidative hepatic lesions through an overload of intracellular calcium triggered by the ERK/IKK/NF-κB pathway. FASEB J. 2019 Feb;33(2):2782-2795. doi: 10.1096/fj.201801289R. Epub 2018 Oct 11. PMID: 30307764.
In vivo protocol:
1. Caglayan A, Kocer-Gumusel B, Erkekoglu P, Hincal F. The effects of fenvalerate on hepatic and cerebral xenobiotic metabolizing enzymes in selenium and/or iodine deficient rats. Iran J Basic Med Sci. 2016 Oct;19(10):1040-1048. PMID: 27872699; PMCID: PMC5110651. 2. Zhao XF, Wang Q, Ji YL, Wang H, Liu P, Zhang C, Zhang Y, Xu DX. Fenvalerate induces germ cell apoptosis in mouse testes through the Fas/FasL signaling pathway. Arch Toxicol. 2011 Sep;85(9):1101-8. doi: 10.1007/s00204-011-0654-9. Epub 2011 Jan 30. PMID: 21279716.
1: Lyu Z, Wang Q, Lu L, Xia X, Zhang L. [Research of fenvalerate induced neurodevelopmental toxicity by interfering with the action of estrogen]. Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi. 2014 Jul;32(7):487-92. Chinese. PubMed PMID: 25182815. 2: Han Y, Yu W, Zhang W, Yang Y, Walsh T, Oakeshott JG, Wu Y. Variation in P450-mediated fenvalerate resistance levels is not correlated with CYP337B3 genotype in Chinese populations of Helicoverpa armigera. Pestic Biochem Physiol. 2015 Jun;121:129-35. doi: 10.1016/j.pestbp.2014.12.004. Epub 2014 Dec 8. PubMed PMID: 26047121. 3: Caglayan A, Kocer-Gumusel B, Erkekoglu P, Hincal F. The effects of fenvalerate on hepatic and cerebral xenobiotic metabolizing enzymes in selenium and/or iodine deficient rats. Iran J Basic Med Sci. 2016 Oct;19(10):1040-1048. PubMed PMID: 27872699; PubMed Central PMCID: PMC5110651. 4: Gill KK, Sandhu HS, Kaur R. Evaluation of lipid peroxidation and antioxidant status on fenvalerate, nitrate and their co-exposure in Bubalus bubalis. Pestic Biochem Physiol. 2015 Sep;123:19-23. doi: 10.1016/j.pestbp.2015.01.013. Epub 2015 Jan 22. PubMed PMID: 26267048. 5: Kumar S, Sharma AK, Nagar G, Ghosh S. Determination and establishment of discriminating concentrations of malathion, coumaphos, fenvalerate and fipronil for monitoring acaricide resistance in ticks infesting animals. Ticks Tick Borne Dis. 2015 Apr;6(3):383-7. doi: 10.1016/j.ttbdis.2015.03.003. Epub 2015 Apr 1. PubMed PMID: 25840925. 6: Xu L, Li D, Qin J, Zhao W, Qiu L. Over-expression of multiple cytochrome P450 genes in fenvalerate-resistant field strains of Helicoverpa armigera from north of China. Pestic Biochem Physiol. 2016 Sep;132:53-8. doi: 10.1016/j.pestbp.2016.01.003. Epub 2016 Jan 14. PubMed PMID: 27521913. 7: Pirsaheb M, Ahmadi-Jouibari T, Fattahi N, Shamsipur M. Determination of fenvalerate in tomato by ultrasound-assisted solvent extraction combined with dispersive liquid-liquid microextraction. J Chromatogr Sci. 2014 Sep;52(8):944-9. doi: 10.1093/chromsci/bmt133. Epub 2013 Sep 11. PubMed PMID: 24025187. 8: Lu L, Lyu Z, Zhang L, Xia X, Wang Q. [Research of fenvalerate induce hippocampal neurons injury through interfering with estrogen action]. Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi. 2014 Jul;32(7):493-9. Chinese. PubMed PMID: 25182816. 9: Umeda K, Kotake Y, Miyara M, Ishida K, Sanoh S, Ohta S. Methoxychlor and fenvalerate induce neuronal death by reducing GluR2 expression. J Toxicol Sci. 2016 Apr;41(2):255-64. doi: 10.2131/jts.41.255. PubMed PMID: 26961610. 10: Ravindran R, Ajith Kumar KG, Suresh NN, Amithamol KK, Sunil AR, Adarshkrishna TP, Chithra ND, Jyothimol G, Ghosh S, Juliet S. Acaricidal effects of fenvalerate and cypermethrin against Rhipicephalus (Boophilus) annulatus. Trop Biomed. 2014 Sep;31(3):449-55. PubMed PMID: 25382471. 11: Gill KK, Sandhu HS, Kaur R. Haematological alterations induced by oral subacute exposure to fenvalerate, nitrate and their combination in domestic buffalo, Bubalus bubalis. Bull Environ Contam Toxicol. 2014 Jun;92(6):703-7. doi: 10.1007/s00128-014-1261-2. Epub 2014 Apr 1. PubMed PMID: 24687223. 12: Yu FB, Shan SD, Luo LP, Guan LB, Qin H. Isolation and characterization of a Sphingomonas sp. strain F-7 degrading fenvalerate and its use in bioremediation of contaminated soil. J Environ Sci Health B. 2013;48(3):198-207. doi: 10.1080/03601234.2013.730299. PubMed PMID: 23356341. 13: Jyoti, Nandi A, Singh H, Singh NK, Rath SS. Fenvalerate resistance status in Rhipicephalus (Boophilus) microplus (Acari: Ixodidae) from Punjab, India. J Parasit Dis. 2016 Sep;40(3):694-8. doi: 10.1007/s12639-014-0562-z. Epub 2014 Sep 11. PubMed PMID: 27605769; PubMed Central PMCID: PMC4996175. 14: Saxena PN, Gupta SK, Murthy RC. Comparative toxicity of carbaryl, carbofuran, cypermethrin and fenvalerate in Metaphire posthuma and Eisenia fetida -a possible mechanism. Ecotoxicol Environ Saf. 2014 Feb;100:218-25. doi: 10.1016/j.ecoenv.2013.11.006. Epub 2013 Dec 7. PubMed PMID: 24321850. 15: Gao X, Wang Q, Wang J, Wang C, Lu L, Gao R, Huan F, Dixon D, Xiao H. Expression of calmodulin in germ cells is associated with fenvalerate-induced male reproductive toxicity. Arch Toxicol. 2012 Sep;86(9):1443-51. doi: 10.1007/s00204-012-0825-3. Epub 2012 Mar 22. PubMed PMID: 22437841; PubMed Central PMCID: PMC3529155. 16: Xia D, Parvizi N, Zhou Y, Xu K, Jiang H, Li R, Hang Y, Lu Y. Paternal fenvalerate exposure influences reproductive functions in the offspring. Reprod Sci. 2013 Nov;20(11):1308-15. doi: 10.1177/1933719113483015. Epub 2013 Apr 2. PubMed PMID: 23548413; PubMed Central PMCID: PMC3795420. 17: Ye X, Xiong K, Liu J. Comparative toxicity and bioaccumulation of fenvalerate and esfenvalerate to earthworm Eisenia fetida. J Hazard Mater. 2016 Jun 5;310:82-8. doi: 10.1016/j.jhazmat.2016.02.010. Epub 2016 Feb 6. PubMed PMID: 26900980. 18: Kocer-Gumusel B, Erkekoglu P, Caglayan A, Hincal F. The ameliorating effects of vitamin E on hepatic antioxidant system and xenobiotic-metabolizing enzymes in fenvalerate-exposed iodine-deficient rats. Drug Chem Toxicol. 2016;39(3):264-71. doi: 10.3109/01480545.2015.1092041. Epub 2015 Oct 8. PubMed PMID: 26446907. 19: Zhang H, Wang H, Ji YL, Zhang Y, Yu T, Ning H, Zhang C, Zhao XF, Wang Q, Liu P, Xu DX. Maternal fenvalerate exposure during pregnancy persistently impairs testicular development and spermatogenesis in male offspring. Food Chem Toxicol. 2010 May;48(5):1160-9. doi: 10.1016/j.fct.2010.02.003. Epub 2010 Feb 6. PubMed PMID: 20138952. 20: Ravindran R, Ramankutty SA, Juliet S, Palayullaparambil AK, Gopi J, Gopalan AK, Nair SN, Ghosh S. Comparison of in vitro acaricidal effects of commercial preparations of cypermethrin and fenvalerate against Rhipicephalus (Boophilus) annulatus. Springerplus. 2014 Feb 14;3:90. doi: 10.1186/2193-1801-3-90. eCollection 2014. PubMed PMID: 24570856; PubMed Central PMCID: PMC3931862.