Pyridalyl

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

MedKoo CAT#: 461623

CAS#: 179101-81-6

Description: Pyridalyl belongs to the dihalopropenyloxybenzene class of insecticides; effective on Lepidoptera & Thysanoptera pests.


Chemical Structure

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Pyridalyl
CAS# 179101-81-6

Theoretical Analysis

MedKoo Cat#: 461623
Name: Pyridalyl
CAS#: 179101-81-6
Chemical Formula: C18H14Cl4F3NO3
Exact Mass: 488.968
Molecular Weight: 491.1
Elemental Analysis: C, 44.02; H, 2.87; Cl, 28.87; F, 11.61; N, 2.85; O, 9.77

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: Pyridalyl; S 1812; S-1812; S1812;

IUPAC/Chemical Name: 2-(3-(2,6-dichloro-4-((3,3-dichloroallyl)oxy)phenoxy)propoxy)-5-(trifluoromethyl)pyridine

InChi Key: AEHJMNVBLRLZKK-UHFFFAOYSA-N

InChi Code: InChI=1S/C18H14Cl4F3NO3/c19-13-8-12(27-7-4-15(21)22)9-14(20)17(13)29-6-1-5-28-16-3-2-11(10-26-16)18(23,24)25/h2-4,8-10H,1,5-7H2

SMILES Code: FC(C1=CN=C(OCCCOC2=C(Cl)C=C(OC/C=C(Cl)/Cl)C=C2Cl)C=C1)(F)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: >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

Preparing Stock Solutions

The following data is based on the product molecular weight 491.1 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

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1: Farouk M, Hussein LA, El Azab NF. New HPLC and fluorometric methods for the determination of pyriproxyfen and pyridalyl insecticide residues in tomatoes. J AOAC Int. 2014 Jan-Feb;97(1):188-96. PubMed PMID: 24672877.

2: Saini P, Gopal M, Kumar R, Gogoi R, Srivastava C. Bioefficacy evaluation and dissipation pattern of nanoformulation versus commercial formulation of pyridalyl in tomato (Solanum lycopersicum). Environ Monit Assess. 2015 Aug;187(8):541. doi: 10.1007/s10661-015-4767-0. Epub 2015 Jul 30. PubMed PMID: 26223218.

3: Saini P, Gopal M, Kumar R, Gogoi R. Residue, dissipation, and safety evaluation of pyridalyl nanoformulation in Okra (Abelmoschus esculentus [L] Moench). Environ Monit Assess. 2015 Mar;187(3):123. doi: 10.1007/s10661-015-4361-5. Epub 2015 Feb 20. PubMed PMID: 25694033.

4: Li J, Wang ZY, Wu QY, Yang GF. Design, synthesis and insecticidal activity of novel 1,1-dichloropropene derivatives. Pest Manag Sci. 2015 May;71(5):694-700. doi: 10.1002/ps.3827. Epub 2014 Jun 5. PubMed PMID: 24817508.

5: Powell GF, Ward DA, Prescott MC, Spiller DG, White MR, Turner PC, Earley FG, Phillips J, Rees HH. The molecular action of the novel insecticide, Pyridalyl. Insect Biochem Mol Biol. 2011 Jul;41(7):459-69. doi: 10.1016/j.ibmb.2011.03.007. Epub 2011 Apr 8. PubMed PMID: 21497652.

6: Dasenaki ME, Bletsou AA, Hanafi AH, Thomaidis NS. Liquid chromatography-tandem mass spectrometric methods for the determination of spinosad, thiacloprid and pyridalyl in spring onions and estimation of their pre-harvest interval values. Food Chem. 2016 Dec 15;213:395-401. doi: 10.1016/j.foodchem.2016.06.099. Epub 2016 Jun 29. PubMed PMID: 27451196.

7: Moriya K, Hirakura S, Kobayashi J, Ozoe Y, Saito S, Utsumi T. Pyridalyl inhibits cellular protein synthesis in insect, but not mammalian, cell lines. Arch Insect Biochem Physiol. 2008 Sep;69(1):22-31. doi: 10.1002/arch.20252. PubMed PMID: 18454491.

8: Yang JC, Li M, Wu Q, Liu CL, Chang XH. Design, synthesis and insecticidal evaluation of aryloxy dihalopropene derivatives. Bioorg Med Chem. 2016 Feb 1;24(3):383-90. doi: 10.1016/j.bmc.2015.09.030. Epub 2015 Sep 21. PubMed PMID: 26432606.

9: Nagahori H, Tomigahara Y, Isobe N, Kaneko H. Metabolism of pyridalyl in rats: excretion, distribution, and biotransformation of dichloropropenyl-labeled pyridalyl. J Agric Food Chem. 2009 Nov 25;57(22):10845-51. doi: 10.1021/jf9026469. PubMed PMID: 19919122.

10: Nagahori H, Saito K, Tomigahara Y, Isobe N, Kaneko H. Metabolism of pyridalyl in rats. Drug Metab Dispos. 2009 Dec;37(12):2284-9. doi: 10.1124/dmd.109.028878. Epub 2009 Sep 22. PubMed PMID: 19773539.

11: Sakamoto N, Saito S, Hirose T, Suzuki M, Matsuo S, Izumi K, Nagatomi T, Ikegami H, Umeda K, Tsushima K, Matsuo N. The discovery of pyridalyl: a novel insecticidal agent for controlling lepidopterous pests. Pest Manag Sci. 2004 Jan;60(1):25-34. PubMed PMID: 14727738.

12: 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.

13: Liu A, Yu W, Liu M, Bai J, Liu W, Liu X, Pei H, Hu L, Huang M, Wang X. Synthesis and Insecticidal Activity of Novel Nitropyridyl-Based Dichloropropene Ethers. J Agric Food Chem. 2015 Sep 2;63(34):7469-75. doi: 10.1021/acs.jafc.5b02279. Epub 2015 Aug 25. PubMed PMID: 26208876.

14: Nagahori H, Matsunaga H, Tomigahara Y, Isobe N, Kaneko H. Metabolism of 2,6-dichloro-4-(3,3-dichloroallyloxy)phenyl 3-[5-(trifluoromethyl)-2-pyridyloxy]propyl ether (pyridalyl) in rats after repeated oral administration and a simple physiologically based pharmacokinetic modeling in brown and white adipose tissues. Drug Metab Dispos. 2010 May;38(5):824-32. doi: 10.1124/dmd.109.031914. Epub 2010 Feb 17. PubMed PMID: 20164113.

15: Li M, Liu CL, Zhang J, Wu Q, Hao SL, Song YQ. Design, synthesis and structure-activity relationship of novel insecticidal dichloro-allyloxy-phenol derivatives containing substituted pyrazol-3-ols. Pest Manag Sci. 2013 May;69(5):635-41. doi: 10.1002/ps.3417. Epub 2012 Nov 9. PubMed PMID: 23139228.

16: Dai H, Ye L, Zhuang H, Dai B, Fang Y, Shi Y. Design, Synthesis and Bioactivities of Novel Dichloro-Allyloxy-Phenol-Containing Pyrazole Oxime Derivatives. Molecules. 2015 Dec 8;20(12):21870-80. doi: 10.3390/molecules201219811. PubMed PMID: 26670221.

17: Kivett JM, Cloyd RA, Bello NM. Insecticide Rotation Programs with Entomopathogenic Organisms for Suppression of Western Flower Thrips (Thysanoptera: Thripidae) Adult Populations under Greenhouse Conditions. J Econ Entomol. 2015 Aug;108(4):1936-46. doi: 10.1093/jee/tov155. Epub 2015 Jun 6. PubMed PMID: 26470338.

18: Audenaert J, Vissers M, Gobin B. TESTING SIDE-EFFECTS OF COMMON PESTICIDES ON A. SWIRSKII UNDER GREENHOUSE CIRCUMSTANCES. Commun Agric Appl Biol Sci. 2014;79(2):207-10. PubMed PMID: 26084099.

19: Dai H, Li G, Chen J, Shi Y, Ge S, Fan C, He H. Synthesis and biological activities of novel 1,3,4-thiadiazole-containing pyrazole oxime derivatives. Bioorg Med Chem Lett. 2016 Aug 1;26(15):3818-21. doi: 10.1016/j.bmcl.2016.04.094. Epub 2016 May 7. PubMed PMID: 27324978.

20: Feng ML, Li YF, Zhu HJ, Ni JP, Xi BB, Zhao L. Design, synthesis, insecticidal activity and structure-activity relationship of 3,3-dichloro-2-propenyloxy-containing phthalic acid diamide structures. Pest Manag Sci. 2012 Jul;68(7):986-94. doi: 10.1002/ps.3243. Epub 2012 May 3. PubMed PMID: 22555940.