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MedKoo Cat#: 283594 | Name: Spiromesifen
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Description:

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

Spiromesifen is a useful insecticide and miticide in plant breeding. It is particuarly useful against spider mites and whiteflies in vitro.

Chemical Structure

Spiromesifen
Spiromesifen
CAS#283594-90-1

Theoretical Analysis

MedKoo Cat#: 283594

Name: Spiromesifen

CAS#: 283594-90-1

Chemical Formula: C23H30O4

Exact Mass: 370.2144

Molecular Weight: 370.49

Elemental Analysis: C, 74.56; H, 8.16; O, 17.27

Price and Availability

Size Price Availability Quantity
50mg USD 350.00 2 Weeks
100mg USD 600.00 2 Weeks
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Related CAS #
No Data
Synonym
Spiromesifen; BSN 2060; Forbid; Oberon.
IUPAC/Chemical Name
BAY BSN 2060; Oberon; 3-Mesityl-2-oxo-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate
InChi Key
GOLXNESZZPUPJE-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H30O4/c1-14-11-15(2)18(16(3)12-14)19-20(26-17(24)13-22(4,5)6)23(27-21(19)25)9-7-8-10-23/h11-12H,7-10,13H2,1-6H3
SMILES Code
CC(C)(C)CC(OC1=C(C2=C(C)C=C(C)C=C2C)C(OC13CCCC3)=O)=O
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
>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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Spiromesifen can interfere with lipid biosynthesis.
In vitro activity:
To be determined
In vivo activity:
Spiromesifen may cause negative effects of blood vessels. In zebrafish embryos, spiromesifen exposure triggered abnormal blood vessel development, including vascular deletions and malformations, inhibition of CCV remodeling, and decrease of SIV areas. Spiromesifen exposure also obstructed the migration of endothelial cell from caudal hematopoietic tissue in zebrafish embryos. Reference: Pestic Biochem Physiol. 2022 Nov;188:105242. https://pubmed.ncbi.nlm.nih.gov/36464354/
Solvent mg/mL mM comments
Solubility
DMSO 125.0 337.40
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 370.49 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. Wang M, Liu J, Wang H, Hu T. Spiromesifen contributes vascular developmental toxicity via disrupting endothelial cell proliferation and migration in zebrafish embryos. Pestic Biochem Physiol. 2022 Nov;188:105242. doi: 10.1016/j.pestbp.2022.105242. Epub 2022 Sep 16. PMID: 36464354. 2. Wang M, Wang H, Chen G, Liu J, Hu T. Spiromesifen conferred abnormal development in zebrafish embryos by inducing embryonic cytotoxicity via causing oxidative stress. Aquat Toxicol. 2022 Nov;252:106324. doi: 10.1016/j.aquatox.2022.106324. Epub 2022 Oct 12. PMID: 36244087.
In vitro protocol:
To be determined
In vivo protocol:
1. Wang M, Liu J, Wang H, Hu T. Spiromesifen contributes vascular developmental toxicity via disrupting endothelial cell proliferation and migration in zebrafish embryos. Pestic Biochem Physiol. 2022 Nov;188:105242. doi: 10.1016/j.pestbp.2022.105242. Epub 2022 Sep 16. PMID: 36464354. 2. Wang M, Wang H, Chen G, Liu J, Hu T. Spiromesifen conferred abnormal development in zebrafish embryos by inducing embryonic cytotoxicity via causing oxidative stress. Aquat Toxicol. 2022 Nov;252:106324. doi: 10.1016/j.aquatox.2022.106324. Epub 2022 Oct 12. PMID: 36244087.
1: Prabhaker N, Naranjo S, Perring T, Castle S. Comparative Toxicities of Newer and Conventional Insecticides: Against Four Generalist Predator Species. J Econ Entomol. 2017 Sep 27. doi: 10.1093/jee/tox202. [Epub ahead of print] PubMed PMID: 29029090. 2: Siddamallaiah L, Mohapatra S, Buddidathi R, Hebbar SS. Dissipation of spiromesifen and spiromesifen-enol on tomato fruit, tomato leaf, and soil under field and controlled environmental conditions. Environ Sci Pollut Res Int. 2017 Oct;24(30):23559-23570. doi: 10.1007/s11356-017-9954-9. Epub 2017 Aug 29. PubMed PMID: 28852956. 3: Kapantaidaki DE, Sadikoglou E, Tsakireli D, Kampanis V, Stavrakaki M, Schorn C, Ilias A, Riga M, Tsiamis G, Nauen R, Skavdis G, Vontas J, Tsagkarakou A. Insecticide resistance in Trialeurodes vaporariorum populations and novel diagnostics for kdr mutations. Pest Manag Sci. 2017 Jul 22. doi: 10.1002/ps.4674. [Epub ahead of print] PubMed PMID: 28734106. 4: Khan MA, Ruberson JR. Lethal effects of selected novel pesticides on immature stages of Trichogramma pretiosum (Hymenoptera: Trichogrammatidae). Pest Manag Sci. 2017 Dec;73(12):2465-2472. doi: 10.1002/ps.4639. Epub 2017 Aug 9. PubMed PMID: 28600808. 5: Breda MO, Oliveira JV, Esteves Filho AB, Barbosa DR, Santos AA. Lethal and sublethal effects of pesticides in the management of Polyphagotarsonemus latus (Banks) (Acari: Tarsonemidae) on Capsicum annuum L. Pest Manag Sci. 2017 Oct;73(10):2054-2062. doi: 10.1002/ps.4571. Epub 2017 May 11. PubMed PMID: 28296187. 6: Fenoll J, Garrido I, Vela N, Ros C, Navarro S. Enhanced degradation of spiro-insecticides and their leacher enol derivatives in soil by solarization and biosolarization techniques. Environ Sci Pollut Res Int. 2017 Apr;24(10):9278-9285. doi: 10.1007/s11356-017-8589-1. Epub 2017 Feb 22. PubMed PMID: 28229382. 7: Shah RM, Alam M, Ahmad D, Waqas M, Ali Q, Binyamin M, Shad SA. Toxicity of 25 synthetic insecticides to the field population of Culex quinquefasciatus Say. Parasitol Res. 2016 Nov;115(11):4345-4351. Epub 2016 Aug 17. PubMed PMID: 27530515. 8: Dunn JA, Prickett JC, Collins DA, Weaver RJ. Primary screen for potential sheep scab control agents. Vet Parasitol. 2016 Jul 15;224:68-76. doi: 10.1016/j.vetpar.2016.05.019. Epub 2016 May 17. PubMed PMID: 27270393. 9: Aaen SM, Horsberg TE. A screening of multiple classes of pharmaceutical compounds for effect on preadult salmon lice Lepeophtheirus salmonis. J Fish Dis. 2016 Oct;39(10):1213-23. doi: 10.1111/jfd.12463. Epub 2016 Apr 1. PubMed PMID: 27037538. 10: Wanumen AC, Carvalho GA, Medina P, Viñuela E, Adán Á. Residual Acute Toxicity of Some Modern Insecticides Toward Two Mirid Predators of Tomato Pests. J Econ Entomol. 2016 Mar 31. pii: tow059. [Epub ahead of print] PubMed PMID: 27034114. 11: Pastor-Belda M, Garrido I, Campillo N, Viñas P, Hellín P, Flores P, Fenoll J. Determination of spirocyclic tetronic/tetramic acid derivatives and neonicotinoid insecticides in fruits and vegetables by liquid chromatography and mass spectrometry after dispersive liquid-liquid microextraction. Food Chem. 2016 Jul 1;202:389-95. doi: 10.1016/j.foodchem.2016.01.143. Epub 2016 Feb 1. PubMed PMID: 26920309. 12: Siddamallaiah L, Mohapatra S. Residue level and dissipation pattern of spiromesifen in cabbage and soil from 2-year field study. Environ Monit Assess. 2016 Mar;188(3):155. doi: 10.1007/s10661-016-5165-y. Epub 2016 Feb 11. PubMed PMID: 26869045. 13: Villavicencio LE, Bethke JA, Dahlke B, Vander Mey B, Corkidi L. Curative and Preventive Control of Aceria aloinis (Acari: Eriophyidae) in Southern California. J Econ Entomol. 2014 Dec;107(6):2088-94. doi: 10.1603/EC14234. PubMed PMID: 26470073. 14: Luna-Cruz A, Rodríguez-Leyva E, Lomeli-Flores JR, Ortega-Arenas LD, Bautista-Martínez N, Pineda S. Toxicity and Residual Activity of Insecticides Against Tamarixia triozae (Hymenoptera: Eulophidae), a Parasitoid of Bactericera cockerelli (Hemiptera: Triozidae). J Econ Entomol. 2015 Oct;108(5):2289-95. doi: 10.1093/jee/tov206. Epub 2015 Jul 16. PubMed PMID: 26453717. 15: Fernández Mdel M, Medina P, Fereres A, Smagghe G, Viñuela E. Are Mummies and Adults of Eretmocerus mundus (Hymenoptera: Aphelinidae) Compatible With Modern Insecticides? J Econ Entomol. 2015 Oct;108(5):2268-77. doi: 10.1093/jee/tov181. Epub 2015 Jul 1. PubMed PMID: 26453715. 16: Yorulmaz Salman S, Aydınlı F, Ay R. Etoxazole resistance in predatory mite Phytoseiulus persimilis A.-H. (Acari: Phytoseiidae): Cross-resistance, inheritance and biochemical resistance mechanisms. Pestic Biochem Physiol. 2015 Jul;122:96-102. doi: 10.1016/j.pestbp.2014.12.014. Epub 2014 Dec 17. PubMed PMID: 26071813. 17: Martin DE, Latheef MA, López JD. Evaluation of selected acaricides against twospotted spider mite (Acari: Tetranychidae) on greenhouse cotton using multispectral data. Exp Appl Acarol. 2015 Jun;66(2):227-45. doi: 10.1007/s10493-015-9903-6. Epub 2015 Apr 12. PubMed PMID: 25863789. 18: Pastor-Belda M, Garrido I, Campillo N, Viñas P, Hellín P, Flores P, Fenoll J. Dispersive liquid-liquid microextraction for the determination of new generation pesticides in soils by liquid chromatography and tandem mass spectrometry. J Chromatogr A. 2015 May 15;1394:1-8. doi: 10.1016/j.chroma.2015.03.032. Epub 2015 Mar 23. PubMed PMID: 25841611. 19: Mate ChJ, Mukherjee I, Das SK. Persistence of spiromesifen in soil: influence of moisture, light, pH and organic amendment. Environ Monit Assess. 2015 Feb;187(2):7. doi: 10.1007/s10661-014-4207-6. Epub 2015 Jan 24. PubMed PMID: 25616783. 20: Bi JL, Niu ZM, Yu L, Toscano NC. Resistance status of the carmine spider mite, Tetranychus cinnabarinus and the twospotted spider mite, Tetranychus urticae to selected acaricides on strawberries. Insect Sci. 2016 Feb;23(1):88-93. doi: 10.1111/1744-7917.12190. Epub 2015 Jan 29. PubMed PMID: 25409919.

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BMPPB-32