Structure

Dinotefuran

CAS
165252-70-0
Catalog Number
ACM165252700
Category
Inhibitors
Molecular Weight
202.21
Molecular Formula
C7H14N4O3

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Specification

Description
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. 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. ; In July of 2013, the state of Oregon temporarily restricted the use of dinotefuran pending the results of an investigation into a large bee kill.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.
Synonyms
N-methyl-N’-nitro-N″-[(tetrahydro-3-furanyl)methyl]guanidine;2-methyl-1-nitro-3-(oxolan-3-ylmethyl)guanidine;1-Methyl-2-nitro-3-((tetrahydrofuran-3-yl)methyl)guanidine;(EZ)-(RS)-1-methyl-2-nitro-3-(tetrahydro-3-furylmethyl)guanidine;rac-(Ξ)-N-methyl-N″-nitro-N’-[(3R)-oxolan-3-ylmethyl]guanidine
Canonical SMILES
O=[N+](N/C(NC)=N/CC1COCC1)[O-]
Melting Point
107.5ºC
Flash Point
156.1ºC
Density
1.42 g/cm³
Appearance
White crystalline powder
Storage
Powder-20°C, 3 years; 4°C, 2 years; In solvent-80°C, 6 months; -20°C, 1 month.
Hazard Statements
Xn,N
LogP
0.68460
MDL Number
MFCD06795001
PSA
91.47
Refractive Index
1.596
Safety Description
61
Shipping
Can be shipped at room temperature, where not in use may vary.
Storage Conditions
0-6ºC
Supplemental Hazard Statements
H302
Symbol
GHS07

Solutions to Reduce the Ecotoxicity of Dinotefuran from the Enantiomeric Level

Chen, Zenglong, et al. Environment international, 2019, 130, 104854.

In order to reduce the potential threat to bee populations caused by exposure to neonicotinoid pesticides (such as dinotefuran), studies have proposed strategies to reduce the potential ecotoxicity of the neonicotinoid dinotefuran to bees from the enantiomeric level. Dinotefuran is composed of a pair of enantiomers S-dinotefuran and R-dinotefuran. Research shows that R-dinotefuran significantly reduces ecotoxicity to non-target bees and maintains efficacy comparable to target pests. Furthermore, R-dinotefuran is more easily degraded in soil than its enantiomer.
Preparation and identification of chiral dinotefuran
· Dinotefuran enantiomers were separated and prepared using a supercritical fluid chromatography (SFC) system.
· Enantiomeric resolution, retention time, and peak area were calculated for dinotefuran enantiomers using the SFC method station.
· The optical rotation of each enantiomer was further characterized by an advanced laser polarimeter.

What is the molecular formula of Dinotefuran?

The molecular formula of Dinotefuran is C7H14N4O3.

When was Dinotefuran first created?

Dinotefuran was first created on August 9, 2005.

What is the molecular weight of Dinotefuran?

The molecular weight of Dinotefuran is 202.21 g/mol.

What is the InChIKey of Dinotefuran?

The InChIKey of Dinotefuran is YKBZOVFACRVRJN-UHFFFAOYSA-N.

How many hydrogen bond donor counts does Dinotefuran have?

Dinotefuran has 2 hydrogen bond donor counts.

What is the exact mass of Dinotefuran?

The exact mass of Dinotefuran is 202.10659032 g/mol.

How many defined atom stereocenter counts does Dinotefuran have?

Dinotefuran has 0 defined atom stereocenter counts.

What is the topological polar surface area of Dinotefuran?

The topological polar surface area of Dinotefuran is 91.5 Ų.

Is the compound Dinotefuran canonicalized?

Yes, the compound Dinotefuran is canonicalized.

What is the CAS number for Dinotefuran?

The CAS number for Dinotefuran is 165252-70-0.

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