Synonym
Flufiprole; Rizazole; Butene-fipronil; Butane-fipronil; Flupiprole;
IUPAC/Chemical Name
1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-5-((2-methylallyl)amino)-4-((trifluoromethyl)sulfinyl)-1H-pyrazole-3-carbonitrile
InChi Key
HVQHXBNMBZJPLK-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H10Cl2F6N4OS/c1-7(2)6-26-14-13(30(29)16(22,23)24)11(5-25)27-28(14)12-9(17)3-8(4-10(12)18)15(19,20)21/h3-4,26H,1,6H2,2H3
SMILES Code
N#CC1=NN(C2=C(Cl)C=C(C(F)(F)F)C=C2Cl)C(NCC(C)=C)=C1S(C(F)(F)F)=O
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
491.23
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.
| 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: Lin C, Miao Y, Qian M, Wang Q, Zhang H. Enantioselective Metabolism of Flufiprole in Rat and Human Liver Microsomes. J Agric Food Chem. 2016 Mar 23;64(11):2371-6. doi: 10.1021/acs.jafc.5b05853. Epub 2016 Mar 14. PubMed PMID: 26938045.
2: Tian M, Zhang Q, Shi H, Gao B, Hua X, Wang M. Simultaneous determination of chiral pesticide flufiprole enantiomers in vegetables, fruits, and soil by high-performance liquid chromatography. Anal Bioanal Chem. 2015 May;407(12):3499-507. doi: 10.1007/s00216-015-8543-3. Epub 2015 Mar 4. PubMed PMID: 25736242.
3: Tian M, Zhang Q, Hua X, Tang B, Gao B, Wang M. Systemic stereoselectivity study of flufiprole: Stereoselective bioactivity, acute toxicity and environmental fate. J Hazard Mater. 2016 Dec 15;320:487-494. doi: 10.1016/j.jhazmat.2016.08.045. Epub 2016 Aug 17. PubMed PMID: 27585281.
4: Li J, Zhang Y, Cheng Y, Yuan S, Liu L, Shao H, Li H, Li N, Zhao P, Guo Y. Simultaneous enantioselective determination of phenylpyrazole insecticide flufiprole and its chiral metabolite in paddy field ecosystem by ultra-high performance liquid chromatography/tandem mass spectrometry. J Pharm Biomed Anal. 2016 Mar 20;121:261-270. doi: 10.1016/j.jpba.2016.01.036. Epub 2016 Jan 16. PubMed PMID: 26809615.
5: Gao J, Qu H, Zhang C, Li W, Wang P, Zhou Z. Direct chiral separations of the enantiomers of phenylpyrazole pesticides and the metabolites by HPLC. Chirality. 2017 Jan;29(1):19-25. doi: 10.1002/chir.22661. Epub 2016 Dec 21. PubMed PMID: 28000946.
6: Zhang L, Miao Y, Lin C. Enantiomeric separation of six chiral pesticides that contain chiral sulfur/phosphorus atoms by supercritical fluid chromatography. J Sep Sci. 2018 Mar;41(6):1460-1470. doi: 10.1002/jssc.201701039. Epub 2018 Feb 20. PubMed PMID: 29337424.
7: Sheng CW, Casida JE, Durkin KA, Chen F, Han ZJ, Zhao CQ. Fiprole insecticide resistance of Laodelphax striatellus: electrophysiological and molecular docking characterization of A2'N RDL GABA receptors. Pest Manag Sci. 2018 May 2. doi: 10.1002/ps.5059. [Epub ahead of print] PubMed PMID: 29718557.
