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MedKoo Cat#: 145269 | Name: Flupyrimin

Description:

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

Flupyrimin is a novel insecticide. Flupyrimin has a trifluoroacetyl pharmacophore acts as an antagonist at the insect nicotinic acetylcholine receptor (nAChR).

Chemical Structure

Flupyrimin
Flupyrimin
CAS#1689566-03-7

Theoretical Analysis

MedKoo Cat#: 145269

Name: Flupyrimin

CAS#: 1689566-03-7

Chemical Formula: C13H9ClF3N3O

Exact Mass: 315.0386

Molecular Weight: 315.68

Elemental Analysis: C, 49.46; H, 2.87; Cl, 11.23; F, 18.05; N, 13.31; O, 5.07

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
Flupyrimin; ME-5382;
IUPAC/Chemical Name
(E)-N-(1-((6-chloropyridin-3-yl)methyl)pyridin-2(1H)-ylidene)-2,2,2-trifluoroacetamide
InChi Key
DHQKLWKZSFCKTA-YBFXNURJSA-N
InChi Code
1S/C13H9ClF3N3O/c14-10-5-4-9(7-18-10)8-20-6-2-1-3-11(20)19-12(21)13(15,16)17/h1-7H,8H2/b19-11+
SMILES Code
FC(F)(F)C(=O)\N=C1/C=CC=CN1CC2=CN=C(Cl)C=C2
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 315.68 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: Terajima T, Suzuki T, Horikoshi R, Doi S, Nakamura M, Kobayashi F, Durkin KA, Shimomura K, Nakamura S, Yamamoto K, Tomizawa M. Deciphering the Flupyrimin Binding Surface on the Insect Nicotinic Acetylcholine Receptor. J Agric Food Chem. 2021 Aug 25;69(33):9551-9556. doi: 10.1021/acs.jafc.1c03241. Epub 2021 Aug 10. PMID: 34374535. 2: Zhao Z, Shi T, Chu Y, Cao Y, Cheng S, Na R, Wang Y. Comparison of the interactions of flupyrimin and nitenpyram with serum albumins via multiple analysis methods. Chemosphere. 2022 Feb;289:133139. doi: 10.1016/j.chemosphere.2021.133139. Epub 2021 Dec 1. PMID: 34863729. 3: Onozaki Y, Horikoshi R, Ohno I, Kitsuda S, Durkin KA, Suzuki T, Asahara C, Hiroki N, Komabashiri R, Shimizu R, Furutani S, Ihara M, Matsuda K, Mitomi M, Kagabu S, Uomoto K, Tomizawa M. Flupyrimin: A Novel Insecticide Acting at the Nicotinic Acetylcholine Receptors. J Agric Food Chem. 2017 Sep 13;65(36):7865-7873. doi: 10.1021/acs.jafc.7b02924. Epub 2017 Aug 28. PMID: 28820587. 4: Lu X, Xu H, Zhang X, Sun T, Lin Y, Zhang Y, Li H, Li X, Yang X, Duan H, Ling Y. Design, Synthesis and Bioactivity of Novel Low Bee-Toxicity Compounds Based on Flupyrimin. Molecules. 2022 Sep 19;27(18):6133. doi: 10.3390/molecules27186133. PMID: 36144866; PMCID: PMC9505580. 5: Zhao F, Tang X, Huang J, Li J, Xiao Y, Qin Z. Design, synthesis, and insecticidal activity of a novel series of flupyrimin analogs bearing 1-aryl-1H-pyrazol-4-yl subunits. Front Chem. 2022 Oct 3;10:1019573. doi: 10.3389/fchem.2022.1019573. PMID: 36262338; PMCID: PMC9574050. 6: Jeschke P, Lösel P, Hellwege E, Dietz M, Herrmann S, Gutbrod O. N-Hetaryl-[2(1H)-pyridinyliden]cyanamides: A New Class of Systemic Insecticides. J Agric Food Chem. 2022 Sep 14;70(36):11097-11108. doi: 10.1021/acs.jafc.2c00347. Epub 2022 Jun 24. PMID: 35749741. 7: Montgomery M, Rendine S, Zimmer CT, Elias J, Schaetzer J, Pitterna T, Benfatti F, Skaljac M, Bigot A. Structural Biology-Guided Design, Synthesis, and Biological Evaluation of Novel Insect Nicotinic Acetylcholine Receptor Orthosteric Modulators. J Med Chem. 2022 Feb 10;65(3):2297-2312. doi: 10.1021/acs.jmedchem.1c01767. Epub 2022 Jan 5. Erratum in: J Med Chem. 2022 Mar 10;65(5):4401-4402. doi: 10.1021/acs.jmedchem.2c00215. PMID: 34986308. 8: Umetsu N, Shirai Y. Development of novel pesticides in the 21st century. J Pestic Sci. 2020 May 20;45(2):54-74. doi: 10.1584/jpestics.D20-201. PMID: 33132734; PMCID: PMC7581488. 9: Zhao F, Tang X, Liu M, Qin Z, Li JQ, Xiao Y. Synthesis and insecticidal activity of novel 1,2,4-triazole derivatives containing trifluoroacetyl moieties. Mol Divers. 2022 Aug;26(4):2149-2158. doi: 10.1007/s11030-021-10321-4. Epub 2021 Sep 29. PMID: 34585322.

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