Formparanate

Chemical compound From Wikipedia, the free encyclopedia

Formparanate (chemical formula: C12H17N3O2) is a chemical compound used in acaricides and insecticides.

Quick facts Names, Identifiers ...
Formparanate
Names
IUPAC name
4-{[(Dimethylamino)methylene]amino}-3-methylphenyl methylcarbamate
Identifiers
3D model (JSmol)
ChemSpider
UNII
UN number 2992
  • InChI=1S/C12H17N3O2/c1-9-7-10(17-12(16)13-2)5-6-11(9)14-8-15(3)4/h5-8H,1-4H3,(H,13,16)
    Key: NPCUJHYOBSHUJJ-UHFFFAOYSA-N
  • InChI=1/C12H17N3O2/c1-9-7-10(17-12(16)13-2)5-6-11(9)14-8-15(3)4/h5-8H,1-4H3,(H,13,16)
    Key: NPCUJHYOBSHUJJ-UHFFFAOYAT
  • O=C(Oc1cc(C)c(cc1)/N=C/N(C)C)NC
Properties
C12H17N3O2
Molar mass 235.287 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Uses

Formparanate is a carbamate pesticide that has been used as both an insecticide and an acaricide. It was developed for the control of agricultural pests, particularly mites and certain insect species affecting crops.[1]

Mechanism of action

Like other carbamate pesticides, formparanate acts through inhibition of acetylcholinesterase, an enzyme required for normal nervous system function. Inhibition of this enzyme causes accumulation of acetylcholine at nerve synapses, resulting in overstimulation of the nervous system in susceptible organisms.[2]

Toxicity

Formparanate is considered a highly toxic carbamate pesticide. Toxicological studies have reported significant acute toxicity and cholinesterase-inhibiting activity, characteristics common to many carbamate insecticides and acaricides.[1]

History and regulatory status

Formparanate was developed as a carbamate insecticide and acaricide for the control of agricultural pests. By the early 1970s, it was being studied alongside the related pesticide formetanate, with research examining its toxicity and effectiveness against spider mites and other arthropod pests.[2]

Formparanate subsequently fell out of widespread agricultural use. Modern pesticide references describe it as an obsolete carbamate pesticide, and it is not currently registered for pesticide use in the United States or the European Union. [3][4]

See also

References

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