MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 461507 | Name: Deltamethrin
Featured

Description:

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

Deltamethrin is globally used in crop protection and control of malaria and other vector-borne diseases and is easily degradable.

Chemical Structure

Deltamethrin
Deltamethrin
CAS#52918-63-5

Theoretical Analysis

MedKoo Cat#: 461507

Name: Deltamethrin

CAS#: 52918-63-5

Chemical Formula: C22H19Br2NO3

Exact Mass: 502.9732

Molecular Weight: 505.20

Elemental Analysis: C, 52.30; H, 3.79; Br, 31.63; N, 2.77; O, 9.50

Price and Availability

Size Price Availability Quantity
50mg USD 150.00 Ready to ship
100mg USD 250.00 Ready to ship
200mg USD 400.00 Ready to ship
500mg USD 750.00 Ready to ship
1g USD 1,150.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Deltamethrin; Butoss; Decamethrin; Esbecythrin; K-Othrin; RU 22974; RU-22974; RU22974; Zorcis;
IUPAC/Chemical Name
(S)-cyano(3-phenoxyphenyl)methyl (1S,3S)-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropane-1-carboxylate
InChi Key
OWZREIFADZCYQD-QWFCFKBJSA-N
InChi Code
InChI=1S/C22H19Br2NO3/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/t17-,18-,20-/m1/s1
SMILES Code
O=C([C@@H]1C(C)(C)[C@@H]1/C=C(Br)\Br)O[C@H](C#N)C2=CC=CC(OC3=CC=CC=C3)=C2
Appearance
Solid powder
Purity
>98% (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
Certificate of Analysis
View CoA: current batch, Lot#A23K04S25
Safety Data Sheet (SDS)
View Safety Data Sheet (SDS)
Instruction
View handling instruction
Biological target:
Deltamethrin (Decamethrin), a neurotoxic pyrethroid insecticide and produces a reversible sequence of motor symptoms in rats involving hind limb rigidity and choreoathetosis.
In vitro activity:
In this study, the effect of DM on neurite morphology was investigated in cultured rat cortical neurons. Neurite outgrowth significantly was enhanced 3 h after DM treatment, and the increases continued 24 h after treatment (Fig. 1C). However, neurite outgrowth was likely to decline 24 h after the treatment (Fig. 1B–D). Furthermore, the DM-induced neurite outgrowth was abolished when TrkB-Fc, which blocks BDNF function, was added prior to DM treatment (Ihara et al., 2012). This result indicated that endogenous BDNF is involved in DM-induced neurite outgrowth. Additionally,and unexpectedly, in contrast to DM, neither PM nor CM significantly affected neurite outgrowth (Fig. 2). These results suggest that, among the pyrethroids, DM has a unique ability to affect neurite outgrowth in cultured rat cortical neurons. Reference: Cell Struct Funct. 2017 Oct 28;42(2):141-148. https://pubmed.ncbi.nlm.nih.gov/28943602/
In vivo activity:
In this study, the effects of prenatal exposure to deltamethrin on learning and memory abilities, N-methyl-D-aspartate receptor (NMDAR) subunits, brain derived neurotrophic factor (BDNF), Tyrosine kinase B (TrkB) receptor, and phosphorylated cAMP response element binding protein (pCREB) in the hippocampus of offspring rats were investigated The group treated with 9 mg/kg deltamethrin showed impaired cognitive abilities and decreased expression levels of GluN1, GluN2A, GluN2B, BDNF, pCREB/CREB, and pTrkB/TrkB in the hippocampus. Moreover, NMDAR/BDNF signaling may be associated with the effects of prenatal exposure to deltamethrin on cognitive ability in offspring. Reference: Front Neurosci. 2018; 12: 615. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6131609/
Solvent mg/mL mM
Solubility
DMSO 100.0 197.94
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 505.20 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. Ihara D, Fukuchi M, Katakai M, Shinoda Y, Katoh-Semba R, Furuichi T, Ishikawa M, Tabuchi A, Tsuda M. Deltamethrin Increases Neurite Outgrowth in Cortical Neurons through Endogenous BDNF/TrkB Pathways. Cell Struct Funct. 2017 Oct 28;42(2):141-148. doi: 10.1247/csf.17015. Epub 2017 Sep 23. PMID: 28943602. 2. Li H, Wu S, Chen J, Wang B, Shi N. Effect of glutathione depletion on Nrf2/ARE activation by deltamethrin in PC12 Cells. Arh Hig Rada Toksikol. 2013;64(1):87-97. doi: 10.2478/10004-1254-64-2013-2251. PMID: 23585199. 3. Zhang C, Xu Q, Xiao X, Li W, Kang Q, Zhang X, Wang T, Li Y. Prenatal Deltamethrin Exposure-Induced Cognitive Impairment in Offspring Is Ameliorated by Memantine Through NMDAR/BDNF Signaling in Hippocampus. Front Neurosci. 2018 Sep 4;12:615. doi: 10.3389/fnins.2018.00615. Erratum in: Front Neurosci. 2018 Oct 02;12:720. PMID: 30233298; PMCID: PMC6131609. 4. Rehman H, Mohan A, Tabassum H, Ahmad F, Rahman S, Parvez S, Raisuddin S. Deltamethrin Increases Candida albicans infection susceptibility in mice. Scand J Immunol. 2011 May;73(5):459-64. doi: 10.1111/j.1365-3083.2011.02521.x. PMID: 21272049. 4.
In vitro protocol:
1. Ihara D, Fukuchi M, Katakai M, Shinoda Y, Katoh-Semba R, Furuichi T, Ishikawa M, Tabuchi A, Tsuda M. Deltamethrin Increases Neurite Outgrowth in Cortical Neurons through Endogenous BDNF/TrkB Pathways. Cell Struct Funct. 2017 Oct 28;42(2):141-148. doi: 10.1247/csf.17015. Epub 2017 Sep 23. PMID: 28943602. 2. Li H, Wu S, Chen J, Wang B, Shi N. Effect of glutathione depletion on Nrf2/ARE activation by deltamethrin in PC12 Cells. Arh Hig Rada Toksikol. 2013;64(1):87-97. doi: 10.2478/10004-1254-64-2013-2251. PMID: 23585199.
In vivo protocol:
1. Zhang C, Xu Q, Xiao X, Li W, Kang Q, Zhang X, Wang T, Li Y. Prenatal Deltamethrin Exposure-Induced Cognitive Impairment in Offspring Is Ameliorated by Memantine Through NMDAR/BDNF Signaling in Hippocampus. Front Neurosci. 2018 Sep 4;12:615. doi: 10.3389/fnins.2018.00615. Erratum in: Front Neurosci. 2018 Oct 02;12:720. PMID: 30233298; PMCID: PMC6131609. 2. Rehman H, Mohan A, Tabassum H, Ahmad F, Rahman S, Parvez S, Raisuddin S. Deltamethrin Increases Candida albicans infection susceptibility in mice. Scand J Immunol. 2011 May;73(5):459-64. doi: 10.1111/j.1365-3083.2011.02521.x. PMID: 21272049.
1: Xiong C, Fang F, Chen L, Yang Q, He J, Zhou D, Shen B, Ma L, Sun Y, Zhang D, Zhu C. Trypsin-catalyzed deltamethrin degradation. PLoS One. 2014 Mar 3;9(3):e89517. doi: 10.1371/journal.pone.0089517. eCollection 2014. PubMed PMID: 24594869; PubMed Central PMCID: PMC3940599. 2: Mukherjee I, Kumar A, Kumar A. Dissipation of deltamethrin, triazophos, and endosulfan in ready mix formulations in tomato (Lycopersicon esculentum L.) and Egg plant (Solanum melongena L.). Environ Sci Pollut Res Int. 2015 Sep;22(18):14169-77. doi: 10.1007/s11356-015-4637-x. Epub 2015 May 14. PubMed PMID: 25966882. 3: Khan HA, Akram W, Haider MS. Genetics and mechanism of resistance to deltamethrin in the house fly, Musca domestica L., from Pakistan. Ecotoxicology. 2015 Aug;24(6):1213-20. doi: 10.1007/s10646-015-1482-0. Epub 2015 May 9. PubMed PMID: 25956986. 4: Duran RE, Kilic S, Coskun Y. Response of maize (Zea mays L. saccharata Sturt) to different concentration treatments of deltamethrin. Pestic Biochem Physiol. 2015 Oct;124:15-20. doi: 10.1016/j.pestbp.2015.03.011. Epub 2015 Apr 1. PubMed PMID: 26453225. 5: Wang YJ, Xue J, Gu Y, Jin HY, Ma SC. [Study of deltamethrin detection method and its residual dynamics in Loincerae Japonicae Flos]. Zhongguo Zhong Yao Za Zhi. 2016 Apr;41(8):1435-1438. doi: 10.4268/cjcmm20160811. Chinese. PubMed PMID: 28884535. 6: Gharred T, Ezzine IK, Naija A, Bouali RR, Jebali J. Assessment of toxic interactions between deltamethrin and copper on the fertility and developmental events in the Mediterranean sea urchin, Paracentrotus lividus. Environ Monit Assess. 2015 Apr;187(4):193. doi: 10.1007/s10661-015-4407-8. Epub 2015 Mar 20. PubMed PMID: 25792023. 7: El-Gerbed MS. Protective effect of lycopene on deltamethrin-induced histological and ultrastructural changes in kidney tissue of rats. Toxicol Ind Health. 2014 Mar;30(2):160-73. doi: 10.1177/0748233712448115. Epub 2012 Aug 3. PubMed PMID: 22865284. 8: Saillenfait AM, Ndiaye D, Sabaté JP, Denis F, Antoine G, Robert A, Rouiller-Fabre V, Moison D. Evaluation of the effects of deltamethrin on the fetal rat testis. J Appl Toxicol. 2016 Nov;36(11):1505-15. doi: 10.1002/jat.3310. Epub 2016 Mar 2. PubMed PMID: 26934186. 9: Gutiérrez Y, Santos HP, Serrão JE, Oliveira EE. Deltamethrin-Mediated Toxicity and Cytomorphological Changes in the Midgut and Nervous System of the Mayfly Callibaetis radiatus. PLoS One. 2016 Mar 31;11(3):e0152383. doi: 10.1371/journal.pone.0152383. eCollection 2016. PubMed PMID: 27031238; PubMed Central PMCID: PMC4816402. 10: Rodríguez MM, Hurtado D, Severson DW, Bisset JA. Inheritance of Resistance to Deltamethrin in Aedes aegypti (Diptera: Culicidae) From Cuba. J Med Entomol. 2014 Nov 1;51(6):1213-9. doi: 10.1603/ME13237. Epub 2014 Nov 1. PubMed PMID: 26309309. 11: Ben Halima N, Ben Slima A, Moalla I, Fetoui H, Pichon C, Gdoura R, Abdelkafi S. Protective effects of oat oil on deltamethrin-induced reprotoxicity in male mice. Food Funct. 2014 Sep;5(9):2070-7. doi: 10.1039/c4fo00190g. PubMed PMID: 24992227. 12: Marriel NB, Tomé HVV, Guedes RCN, Martins GF. Deltamethrin-mediated survival, behavior, and oenocyte morphology of insecticide-susceptible and resistant yellow fever mosquitos (Aedes aegypti). Acta Trop. 2016 Jun;158:88-96. doi: 10.1016/j.actatropica.2016.02.021. Epub 2016 Mar 2. PubMed PMID: 26943998. 13: Boyer S, Miarinjara A, Elissa N. Xenopsylla cheopis (Siphonaptera: Pulicidae) susceptibility to Deltamethrin in Madagascar. PLoS One. 2014 Nov 4;9(11):e111998. doi: 10.1371/journal.pone.0111998. eCollection 2014. PubMed PMID: 25369291; PubMed Central PMCID: PMC4219825. 14: Sovi A, Djègbè I, Soumanou L, Tokponnon F, Gnanguenon V, Azondékon R, Oké-Agbo F, Okè M, Adéchoubou A, Massougbodji A, Corbel V, Akogbéto M. Microdistribution of the resistance of malaria vectors to deltamethrin in the region of Plateau (southeastern Benin) in preparation for an assessment of the impact of resistance on the effectiveness of Long Lasting Insecticidal Nets (LLINs). BMC Infect Dis. 2014 Feb 25;14:103. doi: 10.1186/1471-2334-14-103. PubMed PMID: 24564260; PubMed Central PMCID: PMC3941697. 15: Wu B, Yan P, Wei ZW, Wang YJ. [Distribution of deltamethrin in acute poisoned rats]. Fa Yi Xue Za Zhi. 2013 Feb;29(1):25-7, 30. Chinese. PubMed PMID: 23646498. 16: Paramasivam M, Chandrasekaran S. Persistence behaviour of deltamethrin on tea and its transfer from processed tea to infusion. Chemosphere. 2014 Sep;111:291-5. doi: 10.1016/j.chemosphere.2014.03.111. Epub 2014 May 13. PubMed PMID: 24997931. 17: Hong SC, Lv Y, Fang FJ, Zhu CL. [Presumptive role of Wolbachia in deltamethrin resistance of Culex pipiens pallens]. Zhongguo Xue Xi Chong Bing Fang Zhi Za Zhi. 2014 Dec;26(6):672-4, 680. Chinese. PubMed PMID: 25856898. 18: Guo Y, Zhang X, Wu H, Yu R, Zhang J, Zhu KY, Guo Y, Ma E. Identification and functional analysis of a cytochrome P450 gene CYP9AQ2 involved in deltamethrin detoxification from Locusta migratoria. Pestic Biochem Physiol. 2015 Jul;122:1-7. doi: 10.1016/j.pestbp.2015.01.003. Epub 2015 Jan 22. PubMed PMID: 26071800. 19: Aarumugam P, Krishnamoorthy N, Gunasekaran K. Deltamethrin induced functional mortality of Anopheles stephensi, the urban malaria vector, in relation to resistance development. J Vector Borne Dis. 2015 Sep;52(3):261-4. PubMed PMID: 26418659. 20: Jiang JY, Zhou HN, Zheng YT, Wang J, Yang R, Ma YJ. [Study on the Resistance of Culex tritaeniorhynchus to DDT and Deltamethrin in Yunnan Province]. Zhongguo Ji Sheng Chong Xue Yu Ji Sheng Chong Bing Za Zhi. 2015 Apr;33(2):118-21. Chinese. PubMed PMID: 26245122.