Flupropadine

Flupropadine is a rodenticide.[1][2] Originally made by May and Baker[3] and tested on farms in the United Kingdom it was withdrawn from use by 1994.[4] Flupropadine has a delayed action, and so rodents can have multiple feeds from the bait before being killed.[5]

Flupropadine
Names
Preferred IUPAC name
1-{3-[3,5-Bis(trifluoromethyl)phenyl]prop-2-yn-1-yl}-4-tert-butylpiperidine
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C20H23F6N/c1-18(2,3)15-6-9-27(10-7-15)8-4-5-14-11-16(19(21,22)23)13-17(12-14)20(24,25)26/h11-13,15H,6-10H2,1-3H3
    Key: KCVJZJNNTBOLKH-UHFFFAOYSA-N
  • CC(C)(C)C1CCN(CC1)CC#Cc2cc(cc(c2)C(F)(F)F)C(F)(F)F
Properties
C20H23F6N
Molar mass 391.401 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The molecule has two rings, one is a m-hexafluoroxylene, and the other is piperidine. Flupropadine is made from 3,5-bis(trifluoromethyl)iodobenzene, propargyl alcohol, and 4-tert-butylpiperidine.[6]

References
  1. Buckle, A. P (1985). "Field trials of a new sub-acute rodenticide flupropadine, against wild Norway rats (Rattus norvegicus)". The Journal of Hygiene. 95 (2): 505–12. doi:10.1017/s0022172400062926. PMC 2129537. PMID 3840823.
  2. Rowe, F. P; Bradfield, A; Swinney, T (1985). "Pen and field trials of flupropadine against the house mouse (Mus musculus L.)". The Journal of Hygiene. 95 (2): 513–8. doi:10.1017/s0022172400062938. PMC 2129553. PMID 4067302.
  3. Missio, Andrea (14 June 2006). "Hexafluoroxylenes: Fluorine Chemistry and Beyond" (PDF). p. 7.
  4. Berny, Philipe (May 2003). "STATE-OF-THE-ART REPORT ON THE USE OF ANTICOAGULANT RODENTICIDES IN THE EU AND BEYOND". Communication and Information Resource Centre for Administrations, Businesses and Citizens. Retrieved 15 May 2018.
  5. Buckle, Alan P.; Smith, Robert H. (2015). Rodent Pests and Their Control, 2nd Edition. CABI. p. 116. ISBN 9781845938178.
  6. Unger, Thomas A. (1996). Pesticide Synthesis Handbook. William Andrew. pp. 499–500. ISBN 9780815518532.
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