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951659-40-8

951659-40-8 structure
951659-40-8 structure
  • Name: Flupyradifurone
  • Chemical Name: flupyradifurone
  • CAS Number: 951659-40-8
  • Molecular Formula: C12H11ClF2N2O2
  • Molecular Weight: 288.67800
  • Catalog: Signaling Pathways Membrane Transporter/Ion Channel nAChR
  • Create Date: 2016-04-26 08:11:35
  • Modify Date: 2024-01-03 19:28:15
  • Flupyradifurone is a systemic nAChR agonist that interferes with signal transduction in the central nervous system of sucking pests. Flupyradifurone can be used as a butenolide insecticide[1].

Name flupyradifurone
Synonyms 4-[(6-chloro-3-pyridylmethyl)(2,2-difluoroethyl)amino]furan-2(5H)-one
4-{[(6-chloropyrid-3-yl)methyl](2,2-difluoro-ethyl)amino}furan-2(5H)-one
4-{[(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-one
Flupyradifurone [ISO]
4-{[(6-chloropyrid-3-yl)methyl](2,2-difluorethyl)amino}furan-2(5H)-one
4-[[(6-chloro-3-pyridinyl)methyl](2,2-difluoroethyl)amino]-2(5H)-furanone
3-[(6-chloropyridin-3-yl)-(2,2-difluoroethyl)amino]-2H-furan-5-one
Description Flupyradifurone is a systemic nAChR agonist that interferes with signal transduction in the central nervous system of sucking pests. Flupyradifurone can be used as a butenolide insecticide[1].
Related Catalog
In Vitro Flupyradifurone is a butenolide insecticide that activates insect nAChRs. Flupyradifurone is a butenolide insecticide and is considered friendly to honey bee fitness[1]. Flupyradifurone (FLF), an insecticide, compete with imidacloprid (IMI) for the same high affinity-binding site at the insect nAChR, the modulation of which leads to the toxic end point[2].
In Vivo The half-life of Flupyradifurone in peppers is 2.6-3.8 days. The national estimated daily intake of Flupyradifurone is 0.00094 mg/kg[3].
References

[1]. Yi Guo, et al. The Effects of Exposure to Flupyradifurone on Survival, Development, and Foraging Activity of Honey Bees (Apis mellifera L.) under Field Conditions. Insects. 2021 Apr 16;12(4):357.

[2]. Mark Montgomery, et al. Structural Biology-Guided Design, Synthesis, and Biological Evaluation of Novel Insect Nicotinic Acetylcholine Receptor Orthosteric Modulators. J Med Chem. 2022 Jan 5.

[3]. Yizhi Feng, et al. Determination, residue analysis, dietary risk assessment, and processing of flupyradifurone and its metabolites in pepper under field conditions using LC-MS/MS. Biomed Chromatogr. 2022 Jan 3;e5312.

Melting Point 69°C(lit.)
Molecular Formula C12H11ClF2N2O2
Molecular Weight 288.67800
Exact Mass 288.04800
PSA 42.43000
LogP 2.24280

SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name: Flupyradifurone
REACH No.: A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No.: 951659-40-8
Relevant identified uses of the substance or mixture and uses advised against
Identified uses: Laboratory chemicals, Manufacture of substances
Uses advised against: Use only in area provided with appropriate exhaust ventilation.



SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Acute toxicity, Oral (Category 4), H302
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xn HarmfulR22
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal wordWarning
Hazard statement(s)
H302Harmful if swallowed.
Precautionary statement(s)none
Supplemental Hazardnone
Statements
Other hazards - none

SECTION 3: Composition/information on ingredients
Substances
Formula: C12H11ClF2N2O2
Molecular Weight: 288,68 g/mol
CAS-No.: 951659-40-8
Hazardous ingredients according to Regulation (EC) No 1272/2008
ComponentClassificationConcentration
Flupyradifurone
CAS-No.951659-40-8Acute Tox. 4; H302<= 100 %
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx), Hydrogen chloride gas, Hydrogen fluoride
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure
adequate ventilation. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the
environment must be avoided.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into
the environment must be avoided.

SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) AppearanceForm: crystalline
b) Odourno data available
c) Odour Thresholdno data available
d) pHno data available
e) Melting point/freezing69 °C
point
f) Initial boiling point and no data available
boiling range
g) Flash pointno data available
h) Evapouration rateno data available
i) Flammability (solid, gas) no data available
j) Upper/lowerno data available
flammability or
explosive limits
k) Vapour pressure< 0,0000003 hPa at 50 °C
l) Vapour densityno data available
m) Relative densityca.547 kg/m3
n) Water solubility3,2 g/l at 20 °C
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignitionno data available
temperature
q) Decomposition> 208 °C, 3 K/min -
temperature
r) Viscosityno data available
s) Explosive propertiesno data available
t) Oxidizing propertiesno data available
Other safety information
Solubility in otherAcetone > 250 g/l at 20 °C
solventsMethanol > 250 g/l at 20 °C
Toluene 3,7 g/l at 20 °C

SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents, Strong acids and strong bases
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
LD50 Oral - rat - > 300 - < 2.000 mg/kg
LC50 Inhalation - rat - 4 h - > 4.671 mg/l
LD50 Dermal - rat - > 2.000 mg/kg
Skin corrosion/irritation
Skin - rabbit
Result: No skin irritation
Serious eye damage/eye irritation
Eyes - rabbit
Result: No eye irritation
Respiratory or skin sensitisation
- mouse
Result: Did not cause sensitisation on laboratory animals.
Germ cell mutagenicity
In vivo tests did not show mutagenic effects
Carcinogenicity
IARC:No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

SECTION 12: Ecological information
Toxicity
Toxicity to fishLC50 - Oncorhynchus mykiss (rainbow trout) - > 74,2 mg/l - 96 h
Toxicity to daphnia and EC50 - Daphnia magna (Water flea) - > 77,6 mg/l - 48 h
other aquatic
invertebrates
Toxicity to algaeIC50 - Pseudokirchneriella subcapitata - > 80 mg/l - 72 h
Toxicity to bacteria- Sludge Treatment - > 1.000 mg/l - 3 h
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
Harmful to aquatic life.
no data available

SECTION 13: Disposal considerations
Waste treatment methods
Product
Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with
an afterburner and scrubber. Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

SECTION 14: Transport information
UN number
ADR/RID: -IMDG: -IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA:Not dangerous goods
Transport hazard class(es)
ADR/RID: -IMDG: -IATA: -
Packaging group
ADR/RID: -IMDG: -IATA: -
Environmental hazards
ADR/RID: noIMDG Marine pollutant: noIATA: no
Special precautions for user
no data available



SECTION 15 - REGULATORY INFORMATION
N/A


SECTION 16 - ADDITIONAL INFORMATION
N/A
Hazard Codes Xn

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Literature: BAYER CROPSCIENCE AG Patent: US2012/4416 A1, 2012 ; Location in patent: Page/Page column 6 ;

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Literature: BAYER CROPSCIENCE AG Patent: US2012/16132 A1, 2012 ; Location in patent: Page/Page column 5 ;

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Literature: BAYER CROPSCIENCE AG Patent: US2009/253749 A1, 2009 ; Location in patent: Page/Page column 19 ;

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Literature: Bayer Cropscience AG Patent: US2010/190990 A1, 2010 ; Location in patent: Page/Page column 7 ;

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Literature: Bayer CropScience AG Patent: US2011/54182 A1, 2011 ; Location in patent: Page/Page column 4 ;

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Literature: Bayer Cropscience AG Patent: US2010/190990 A1, 2010 ; Location in patent: Page/Page column 7 ;