Dinotefuran

Dinotefuran

Names
IUPAC name 2-methyl-1-nitro-3-[(tetrahydro-3-furanyl) methyl] guanidine
Other names (RS)-1-methyl-2-nitro-3-[(tetrahydro-3-furanyl) methyl] guanidine; MTI-446
Identifiers
CAS Number	165252-70-0 N
3D model (Jmol)	Interactive image
ChEBI	CHEBI:39183 Y
ChemSpider	171124 Y
ECHA InfoCard	100.111.831
KEGG	C18509 Y
PubChem	197701
InChI InChI=1S/C7H14N4O3/c1-8-7(10-11(12)13)9-4-6-2-3-14-5-6/h6H,2-5H2,1H3,(H2,8,9,10) Y Key: YKBZOVFACRVRJN-UHFFFAOYSA-N Y
SMILES [O-][N+](=O)NC(=N/C)\NCC1CCOC1
Properties[1]
Chemical formula	C7H14N4O3
Molar mass	202.21 g·mol−1
Melting point	107.5
Solubility in water	39.83 g/L
Hazards
Lethal dose or concentration (LD, LC):
LD50 (median dose)	≥2000 mg/kg (oral, rat and mouse)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Dinotefuran is an insecticide of the neonicotinoid class developed by Mitsui Chemicals for control of insect pests such as aphids, whiteflies, thrips, leafhoppers, leafminers, sawflies, mole cricket, white grubs, lacebugs, billbugs, beetles, mealybugs, and cockroaches on leafy vegetables, in residential and commercial buildings, and for professional turf management.^[2] Its mechanism of action involves disruption of the insect's nervous system by inhibiting nicotinic acetylcholine receptors. In order to avoid harming beneficial insects such as bees, it should not be applied during bloom. ^[3]

In July 2013, the state of Oregon temporarily restricted the use of dinotefuran pending the results of an investigation into a large bee kill.^[4]

Dinotefuran is also used in veterinary medicine as a flea and tick preventative for dogs and as a flea preventative for cats. It is used in combination with pyriproxifen or permethrin.

References