Acrinathrin

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

MedKoo CAT#: 461517

CAS#: 103833-18-7

Description: Acrinathrin is a pyrethroid used as an insecticide and an acaricide. In beekeeping, it is used to control the mite Varroa jacobsoni, though resistance is developing.

Chemical Structure

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Acrinathrin
CAS# 103833-18-7
Instruction

Theoretical Analysis

MedKoo Cat#: 461517
Name: Acrinathrin
CAS#: 103833-18-7
Chemical Formula: C26H21F6NO5
Exact Mass: 541.13
Molecular Weight: 541.440
Elemental Analysis: C, 57.68; H, 3.91; F, 21.05; N, 2.59; O, 14.77

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Acrinathrin; Rufast; RU 38702; RU-38702; RU38702;

IUPAC/Chemical Name: cyano(3-phenoxyphenyl)methyl (E)-3-(3-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-3-oxoprop-1-en-1-yl)-2,2-dimethylcyclopropane-1-carboxylate

InChi Key: YLFSVIMMRPNPFK-VAWYXSNFSA-N

InChi Code: InChI=1S/C26H21F6NO5/c1-24(2)18(11-12-20(34)38-23(25(27,28)29)26(30,31)32)21(24)22(35)37-19(14-33)15-7-6-10-17(13-15)36-16-8-4-3-5-9-16/h3-13,18-19,21,23H,1-2H3/b12-11+

SMILES Code: O=C(C1C(C)(C)C1/C=C/C(OC(C(F)(F)F)C(F)(F)F)=O)OC(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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 541.44 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:
In vitro protocol:
In vivo protocol:

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1: Kamler M, Nesvorna M, Stara J, Erban T, Hubert J. Comparison of tau-fluvalinate, acrinathrin, and amitraz effects on susceptible and resistant populations of Varroa destructor in a vial test. Exp Appl Acarol. 2016 May;69(1):1-9. doi: 10.1007/s10493-016-0023-8. Epub 2016 Feb 24. PubMed PMID: 26910521.

2: Cifuentes D, Chynoweth R, Guillén J, De la Rúa P, Bielza P. Novel cytochrome P450 genes, CYP6EB1 and CYP6EC1, are over-expressed in acrinathrin-resistant Frankliniella occidentalis (Thysanoptera: Thripidae). J Econ Entomol. 2012 Jun;105(3):1006-18. PubMed PMID: 22812142.

3: Bielza P, Quinto V, Fernández E, Grávalos C, Abellán J, Cifuentes D. Inheritance of resistance to acrinathrin in Frankliniella occidentalis (Thysanoptera: Thripidae). Pest Manag Sci. 2008 May;64(5):584-8. doi: 10.1002/ps.1540. PubMed PMID: 18213614.

4: Bielza P, Fernández E, Grávalos C, Abellán J. Carbamates synergize the toxicity of acrinathrin in resistant western flower thrips (Thysanoptera: Thripidae). J Econ Entomol. 2009 Feb;102(1):393-7. PubMed PMID: 19253660.

5: Túri MS, Mátray ES. Determination of acrinathrin residues in honey and beeswax. Acta Vet Hung. 1999;47(2):173-9. PubMed PMID: 10344078.

6: Yang H, Kim TH, Park KM, Kim J. Acrinathrin: (S)-cyano-(3-phen-oxy-phenyl)methyl (Z)-(1R,3S)-2,2-dimethyl-3-{2-[2,2,2-trifluoro-1-(trifluoro-methyl)eth-oxy-carbon -yl]vin-yl}cyclo-propane-1-carboxyl-ate. Acta Crystallogr Sect E Struct Rep Online. 2011 May 1;67(Pt 5):o1275. doi: 10.1107/S1600536811014760. Epub 2011 Apr 29. PubMed PMID: 21754558; PubMed Central PMCID: PMC3089073.

7: Malato S, Blanco J, Fernández-Alba AR, Agüera A. Solar photocatalytic mineralization of commercial pesticides: acrinathrin. Chemosphere. 2000 Feb;40(4):403-9. PubMed PMID: 10665406.

8: Saha K, Saha T, Somchoudhury AK, Bhattacharyya A. Residual fate of acrinathrin in tea under East-Indian climatic condition. Bull Environ Contam Toxicol. 2004 Oct;73(4):713-6. PubMed PMID: 15389337.

9: Vassiliou VA, Kitsis P. Acaricide resistance in Tetranychus urticae (Acari: Tetranychidae) populations from Cyprus. J Econ Entomol. 2013 Aug;106(4):1848-54. PubMed PMID: 24020302.

10: Boulaid M, Aguilera A, Busonera V, Camacho F, Monterreal AV, Valverde A. Assessing supercritical fluid extraction for the analysis of fipronil, kresoxim-methyl, acrinathrin, and pyridaben residues in melon. J Environ Sci Health B. 2007 Sep-Oct;42(7):809-15. PubMed PMID: 17763038.

11: Espinosa PJ, Bielza P, Contreras J, Lacasa A. Field and laboratory selection of Frankliniella occidentalis (Pergande) for resistance to insecticides. Pest Manag Sci. 2002 Sep;58(9):920-7. PubMed PMID: 12233182.

12: Maymó AC, Cervera A, Dolores Garcerá M, Bielza P, Martínez-Pardo R. Relationship between esterase activity and acrinathrin and methiocarb resistance in field populations of western flower thrips, Frankliniella occidentalis. Pest Manag Sci. 2006 Dec;62(12):1129-37. PubMed PMID: 16929461.

13: Contreras J, Espinosa PJ, Quinto V, Abellán J, Grávalos C, Fernández E, Bielza P. Life-stage variation in insecticide resistance of the western flower thrips (Thysanoptera: Thripidae). J Econ Entomol. 2010 Dec;103(6):2164-8. PubMed PMID: 21309240.

14: Bielza P, Espinosa PJ, Quinto V, Abellán J, Contreras J. Synergism studies with binary mixtures of pyrethroid, carbamate and organophosphate insecticides on Frankliniella occidentalis (Pergande). Pest Manag Sci. 2007 Jan;63(1):84-9. PubMed PMID: 17173346.

15: 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.

16: Bielza P, Quinto V, Grávalos C, Fernández E, Abellán J. Impact of production system on development of insecticide resistance in Frankliniella occidentalis (Thysanoptera: Thripidae). J Econ Entomol. 2008 Oct;101(5):1685-90. PubMed PMID: 18950052.

17: Bielza P, Quinto V, Grávalos C, Abellán J, Fernández E. Lack of fitness costs of insecticide resistance in the western flower thrips (Thysanoptera: Thripidae). J Econ Entomol. 2008 Apr;101(2):499-503. PubMed PMID: 18459417.

18: López-Soler N, Cervera A, Moores GD, Martínez-Pardo R, Garcerá MD. Esterase isoenzymes and insecticide resistance in Frankliniella occidentalis populations from the south-east region of Spain. Pest Manag Sci. 2008 Dec;64(12):1258-66. doi: 10.1002/ps.1627. PubMed PMID: 18688781.

19: Isayama S, Saito S, Kuroda K, Umeda K, Kasamatsu K. Pyridalyl, a novel insecticide: potency and insecticidal selectivity. Arch Insect Biochem Physiol. 2005 Apr;58(4):226-33. PubMed PMID: 15756699.

20: Guillén J, Navarro M, Bielza P. Cross-resistance and baseline susceptibility of spirotetramat in Frankliniella occidentalis (Thysanoptera: Thripidae). J Econ Entomol. 2014 Jun;107(3):1239-44. PubMed PMID: 25026688.