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Dinotefuran

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Dinotefuran Basic information

Product Name:
Dinotefuran
Synonyms:
  • DINOTEFURAN
  • 1-Methyl-2-nitro-3-((tetrahydrofuran-3-yl)Methyl)guanidine
  • Albarin
  • Mikeblock
  • N''-Methyl-N-nitro-N'-[(tetrahydro-3-furanyl)Methyl]guanidine
  • N-Methyl-N'-nitro-N''-[(tetrahydro-3-furanyl)Methyl]guanidine
  • Safari (insecticide)
  • Starkle
CAS:
165252-70-0
MF:
C7H14N4O3
MW:
202.21
EINECS:
605-399-0
Product Categories:
  • 165252-70-0
Mol File:
165252-70-0.mol
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Dinotefuran Chemical Properties

Melting point:
94.5-101.5°
Boiling point:
334.5±34.0 °C(Predicted)
Density 
1.42±0.1 g/cm3(Predicted)
vapor pressure 
0Pa at 25℃
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
3.24±0.50(Predicted)
color 
White to Pale Brown
Water Solubility 
39.83g/L at 20℃
Stability:
Light Sensitive
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)
InChIKey
YKBZOVFACRVRJN-UHFFFAOYSA-N
SMILES
N([N+]([O-])=O)C(=NC)NCC1CCOC1
LogP
-0.64 at 25℃
EPA Substance Registry System
Dinotefuran (165252-70-0)
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Safety Information

Hazard Codes 
Xn,N
Risk Statements 
22-53-56-57
Safety Statements 
61
RIDADR 
Controls insect pests such as aphids, whiteflies, thrips, leafhopper, leafminer, sawfly, mole cricket, white grubs, lacebugs, billbugs, beetles, mealybugs, sawfly lar- vae, and cockroaches in leafy vegetables, in residential and commercial buildings, outd
WGK Germany 
3
HS Code 
29329990
Hazardous Substances Data
165252-70-0(Hazardous Substances Data)
Toxicity
LD50 in male, female mice, male, female rats (mg/kg): 2450, 2275, 2804, 2000 orally; in rats (mg/kg): >2000 dermally; LC50 in carp, rainbow trout, crayfish, daphnia (ppm): >1000 (96 hr), >40 (48 hr), 5-10 (48 hr)
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Dinotefuran Usage And Synthesis

Description

Dinotefuran is a broad-spectrum insecticide, which is proposed for food uses in/on leafy vegetables (except Brassica) (group 4), and for use in professional turf management, professional ornamental production, and in the residential indoor, pet, lawn and garden markets. Dinotefuran is a neonicotinoid in the nitroguanidine sub-class, same as another insecticide clothianidin.

Chemical Properties

Technical dinotefuran is an odorless white crystalline solid. It has a solubility of 39.83 g/L in water, and is highly soluble in dichloromethane, acetone, methanol, and ethyl acetate. Technical dinotefuran has a melting point of 107.5°C, and a log Pow of -0.549 at 25°C. It is nonflammable, is not explosive to thermal, shock and frictional tests, and has a vapor pressure of <1.7 x 10-6 Pa at 25°C.

Uses

Dinotefuran is a contact insecticide without systemic effect that belongs to the chemical class of the neonicotinoids, which are among the most widely used insecticides in the world. It is highly effective against fleas but not against ticks or mites, or any internal parasites.
It is often used in combination with a tickicide/acaricide (e.g. permethrin) or with an insect growth regulator (e.g. pyriproxyfen). So far it is not used in livestock or horses.

Uses

Dinotefuran is a neonicotinoid insecticide. Useful in cannabis testing kits as a component of pesticide mixes (P698240).

Flammability and Explosibility

Not classified

Agricultural Uses

Dinotefuran is an insecticide: Controls insect pests such as aphids, whiteflies, thrips, leafhopper, leafminer, sawfly, mole cricket, white grubs, lacebugs, billbugs, beetles, mealybugs, sawfly larvae, and cockroaches in leafy vegetables, in residential and commercial buildings, outdoor uses for professional turf management, turf farms, professional ornamental production, golf courses, residential indoor, lawn and garden use [83] . Not listed for use in EU countries. Actively registered in the U.S. and other countries.

Trade name

ALBARIN®; MIKEBLOCK MTI-446®; SAFARI®; SPARKLE®; VENOM®

Pharmacokinetics

After topical administration to dogs and cats dinotefuran remains mostly on the animal's surface and is not absorbed. However a certain amount can be ingested through licking and grooming. In laboratory animals ingested dinotefuran was almost completely absorbed (>90%) quickly distributed throughout the whole body and also rapidly eliminated, mostly through urine in the form of unchanged dinotefuran.

Carcinogenicity

Dinotefuran has been classified as —Not likely to be carcinogenic to humans.“ This classification is based on the lack of evidence for carcinogenicity in mice and rats.

Environmental Fate

Dinotefuran is nontoxic to birds, mammals, fish and algae, but it is highly toxic to marine/estuarine mysid shrimp.
Dinotefuran is highly toxic to honey bees by all routes of administration.
The mean aerobic biodegradation half-life of dinotefuran measured in 2 soils was 81.5 days. If released into water, dinotefuran is not expected to adsorb to suspended solids and sediment.
Dinotefuran was stable to hydrolysis over the pH range of 4 to 9, but was rapidly photolyzed in aqueous solution with a half-life of 1.8 days.
Potential for bioconcentration in aquatic organisms is low.
Dinotefuran may potentially be present in drinking water, given its high water solubility, high mobility in soils.
Dinotefuran does not cumulate in the environment or in the food chain.
Correct use of dinotefuran in dogs and cats is unlikely to result in any significant environmental pollution.

Toxicity evaluation

LD50 acute, rats, oral 2450 mg/kg
D50 acute, rabbits, dermal >2000 mg/kg
As a general rule, dogs and cats tolerate dinotefuran quite well.
Dinotefuran is slightly irritant to the eyes and the skin.
Dinotefuran is not carcinogenic, teratogenic or mutagenic.
Seven repeated dermal administrations of dinotefuran to kittens at 1X, 3X and 5X the recommended dose were well tolerated by the animals. Dry skin as well as soft, loose or liquid feces were reported in some treated kittens bur were of transient character.

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