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MedKoo Cat#: 341149 | Name: Etoxazole

Description:

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

Etoxazole is a narrow spectrum systemic acaricide used to combat spider mites.

Chemical Structure

Etoxazole
Etoxazole
CAS#153233-91-1

Theoretical Analysis

MedKoo Cat#: 341149

Name: Etoxazole

CAS#: 153233-91-1

Chemical Formula: C21H23F2NO2

Exact Mass: 359.1697

Molecular Weight: 359.42

Elemental Analysis: C, 70.18; H, 6.45; F, 10.57; N, 3.90; O, 8.90

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Etoxazole ; YI 5301; YI-5301; YI5301.
IUPAC/Chemical Name
Oxazole, 2-(2,6-difluorophenyl)-4-(4-(1,1-dimethylethyl)-2-ethoxyphenyl)-4,5-dihydro-
InChi Key
IXSZQYVWNJNRAL-KRWDZBQOSA-N
InChi Code
InChI=1S/C21H23F2NO2/c1-5-25-18-11-13(21(2,3)4)9-10-14(18)17-12-26-20(24-17)19-15(22)7-6-8-16(19)23/h6-11,17H,5,12H2,1-4H3/t17-/m0/s1
SMILES Code
O1C(=N[C@@H](C1)c1c(cc(cc1)C(C)(C)C)OCC)c1c(cccc1F)F
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

Preparing Stock Solutions

The following data is based on the product molecular weight 359.42 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: Yilmaz M, Rencuzogullari E, Canli M. Investigations on the effects of etoxazole in the liver and kidney of Wistar rats. Environ Sci Pollut Res Int. 2017 Aug;24(24):19635-19639. doi: 10.1007/s11356-017-9601-5. Epub 2017 Jul 6. PubMed PMID: 28681301. 2: Osakabe M, Imamura T, Nakano R, Kamikawa S, Tadatsu M, Kunimoto Y, Doi M. Combination of restriction endonuclease digestion with the ΔΔCt method in real-time PCR to monitor etoxazole resistance allele frequency in the two-spotted spider mite. Pestic Biochem Physiol. 2017 Jun;139:1-8. doi: 10.1016/j.pestbp.2017.04.003. Epub 2017 Apr 20. PubMed PMID: 28595916. 3: Adesanya AW, Morales MA, Walsh DB, Lavine LC, Lavine MD, Zhu F. Mechanisms of resistance to three mite growth inhibitors of Tetranychus urticae in hops. Bull Entomol Res. 2018 Feb;108(1):23-34. doi: 10.1017/S0007485317000414. Epub 2017 May 3. PubMed PMID: 28464967. 4: Douris V, Steinbach D, Panteleri R, Livadaras I, Pickett JA, Van Leeuwen T, Nauen R, Vontas J. Resistance mutation conserved between insects and mites unravels the benzoylurea insecticide mode of action on chitin biosynthesis. Proc Natl Acad Sci U S A. 2016 Dec 20;113(51):14692-14697. doi: 10.1073/pnas.1618258113. Epub 2016 Dec 5. PubMed PMID: 27930336; PubMed Central PMCID: PMC5187681. 5: Sun D, Pang J, Fang Q, Zhou Z, Jiao B. Stereoselective toxicity of etoxazole to MCF-7 cells and its dissipation behavior in citrus and soil. Environ Sci Pollut Res Int. 2016 Dec;23(24):24731-24738. doi: 10.1007/s11356-016-7393-7. Epub 2016 Sep 22. PubMed PMID: 27658398. 6: Yao Z, Qian M, Zhang H, Nie J, Ye J, Li Z. Etoxazole is Metabolized Enantioselectively in Liver Microsomes of Rat and Human in Vitro. Environ Sci Technol. 2016 Sep 6;50(17):9682-8. doi: 10.1021/acs.est.6b02676. Epub 2016 Aug 18. PubMed PMID: 27479246. 7: Stocco RS, Sato ME, Santos TL. Stability and fitness costs associated with etoxazole resistance in Tetranychus urticae (Acari: Tetranychidae). Exp Appl Acarol. 2016 Aug;69(4):413-25. doi: 10.1007/s10493-016-0054-1. Epub 2016 May 24. PubMed PMID: 27222145. 8: Yu X, Liu Y, Li Y, Wang Q. Design, Synthesis, Acaricidal/Insecticidal Activity, and Structure-Activity Relationship Studies of Novel Oxazolines Containing Sulfone/Sulfoxide Groups Based on the Sulfonylurea Receptor Protein-Binding Site. J Agric Food Chem. 2016 Apr 20;64(15):3034-40. doi: 10.1021/acs.jafc.6b00645. Epub 2016 Apr 12. PubMed PMID: 27046020. 9: Yan J, Zhang R, Wang X, Wang Y, Wang D, Zhou Z, Zhu W. Enantiomeric Separation of Chiral Pesticides by Permethylated β-Cyclodextrin Stationary Phase in Reversed Phase Liquid Chromatography. Chirality. 2016 May;28(5):409-14. doi: 10.1002/chir.22593. Epub 2016 Mar 18. PubMed PMID: 26992448. 10: Kwon DH, Kang TJ, Kim YH, Lee SH. Phenotypic- and Genotypic-Resistance Detection for Adaptive Resistance Management in Tetranychus urticae Koch. PLoS One. 2015 Nov 6;10(11):e0139934. doi: 10.1371/journal.pone.0139934. eCollection 2015. PubMed PMID: 26545209; PubMed Central PMCID: PMC4636269. 11: Bu C, Peng B, Cao Y, Wang X, Chen Q, Li J, Shi G. Novel and selective acetylcholinesterase inhibitors for Tetranychus cinnabarinus (Acari: Tetranychidae). Insect Biochem Mol Biol. 2015 Nov;66:129-35. doi: 10.1016/j.ibmb.2015.10.012. Epub 2015 Oct 28. PubMed PMID: 26520174. 12: Yu X, Liu Y, Li Y, Wang Q. Design, Synthesis, and Acaricidal/Insecticidal Activities of Oxazoline Derivatives Containing a Sulfur Ether Moiety. J Agric Food Chem. 2015 Nov 11;63(44):9690-5. doi: 10.1021/acs.jafc.5b04126. Epub 2015 Nov 2. PubMed PMID: 26499937. 13: Lira AC, Zanardi OZ, Beloti VH, Bordini GP, Yamamoto PT, Parra JR, Carvalho GA. Lethal and Sublethal Impacts of Acaricides on Tamarixia radiata (Hemiptera: Eulophidae), an Important Ectoparasitoid of Diaphorina citri (Hemiptera: Liviidae). J Econ Entomol. 2015 Oct;108(5):2278-88. doi: 10.1093/jee/tov189. Epub 2015 Jul 3. PubMed PMID: 26453716. 14: Put K, Bollens T, Wäckers F, Pekas A. Non-target effects of commonly used plant protection products in roses on the predatory mite Euseius gallicus Kreiter & Tixier (Acari: Phytoseidae). Pest Manag Sci. 2016 Jul;72(7):1373-80. doi: 10.1002/ps.4162. Epub 2015 Nov 4. PubMed PMID: 26434923. 15: 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. 16: Van Leeuwen T, Tirry L, Yamamoto A, Nauen R, Dermauw W. The economic importance of acaricides in the control of phytophagous mites and an update on recent acaricide mode of action research. Pestic Biochem Physiol. 2015 Jun;121:12-21. doi: 10.1016/j.pestbp.2014.12.009. Epub 2014 Dec 12. Review. PubMed PMID: 26047107. 17: Nakajima T, Tsuruoka Y, Kanda M, Hayashi H, Hashimoto T, Matsushima Y, Yoshikawa S, Nagano C, Okutomi Y, Takano I. Determination and surveillance of nine acaricides and one metabolite in honey by liquid chromatography-tandem mass spectrometry. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2015;32(7):1099-104. doi: 10.1080/19440049.2015.1050460. Epub 2015 Jun 8. PubMed PMID: 25967980. 18: Yao Z, Li Z, Zhuang S, Li X, Xu M, Lin M, Wang Q, Zhang H. Enantioselective determination of acaricide etoxazole in orange pulp, peel, and whole orange by chiral liquid chromatography with tandem mass spectrometry. J Sep Sci. 2015 Feb;38(4):599-604. doi: 10.1002/jssc.201401065. PubMed PMID: 25581871. 19: 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. 20: Li Y, Yang N, Wei X, Ling Y, Yang X, Wang Q. Evaluation of etoxazole against insects and acari in vegetables in China. J Insect Sci. 2014;14:104. doi: 10.1673/031.014.104. PubMed PMID: 25199415.