Lufenuron

HCID 71777
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
103055-07-8
Standard SMILES
O=C(NC(=O)c1c(F)cccc1F)Nc1cc(Cl)c(OC(F)(F)C(F)C(F)(F)F)cc1Cl
InChIKey
PWPJGUXAGUPAHP-UHFFFAOYSA-N
Molecular formula
C17H8Cl2F8N2O3
Average molar mass
511.1 g/mol
Monoisotopic mass
509.9784228

Names & identifiers

Preferred name
Lufenuron
IUPAC
N-[[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]carbamoyl]-2,6-difluorobenzamide
English name
Lufenuron
Molecular formula
C17H8Cl2F8N2O3
Molecular weight
511.15

Names & synonyms

Lufenuron103055-07-8FluphenacurLufenuroneLufenuronumDTXSID5034357Program flavor tabsPROGRAMN-((2,5-Dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl)carbamoyl)-2,6-difluorobenzamideCGA-1846991-(2,5-Dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl)-3-(2,6-difluorobenzoyl)ureaNSC-759097
Show more names
Lufenuron for peak identificationLufenuron 97%Lufenuron@1000 μg/mL in AcetoneLufenurincga-184,699
N-[[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]carbamoyl]-2,6-difluorobenzamide1R754M4918DTXCID3014357CHEBI:39384N-{[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]carbamoyl}-2,6-difluorobenzamideN-({[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]amino}carbonyl)-2,6-difluorobenzamideN-(((2,5-DICHLORO-4-(1,1,2,3,3,3-HEXAFLUOROPROPOXY)PHENYL)AMINO)CARBONYL)-2,6-DIFLUOROBENZAMIDEProgram Suspension

Database identifiers

CAS
103055-07-8、130841-22-4、130841-26-8
PubChem CID
71777
DTXSID
DTXSID5034357
ChEMBL
CHEMBL1364906
ChEBI
CHEBI:39384
UNII
1R754M4918、4629851K7Q、9CR45YMS74
EC Number
410-690-9
Nikkaji
J481.190I

Properties

Computed structural properties

XLogP
6.4
Topological polar surface area
67.4 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
11
Rotatable bonds
5
Heavy atoms
32

Experimental & physicochemical properties

Collision Cross Section · 4 items

205.4 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID5034357]

198.53 Ų [M+H]+ [CCS Type: TW]

209.11 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

211.45 Ų [M+Na]+；196.94 Ų [M+H]+

Physicochemical properties

Melting point
174.1 ° · 174.1°
Density
1.631 · 1.631±0.06 g/cm3(Predicted)
vapor pressure
0.4 x10 · <0.4 x10 -3 Pa (25 °C)
Flash point
170 °C · 170 °C
storage temp.
0 · 0-6°C
solubility
100 mg/L · 100mg/L in organic solvents at 20 ℃

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H317: May cause an allergic skin reaction [Warning Sensitization, Skin]；H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]；H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Danger

Hazard information

Regulatory Information · 4 items

Commission Regulation (EC) No 1490/2002

2009/77/EC, Reg. (EU) 2022/801, Reg. (EU) No 540/2011

Status: Active Update: 06-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/32780；Status: No longer Valid Update: 10-11-2008 https://echa.europa.eu/registration-dossier/-/registered-dossier/3279

Lufenuron: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and Categories · 5 items

Skin Sens. 1 (100%)；Repr. 1B (32.4%)；STOT RE 1 (32.4%)；Aquatic Acute 1 (100%)；Aquatic Chronic 1 (100%)

Skin sensitisation - category 1；Hazardous to the aquatic environment (acute) - category 1；Hazardous to the aquatic environment (chronic) - category 1

Reproductive toxicity - Category 2；Specific target organ toxicity - Repeated exposure - Category 2 (liver, nervous system)

Skin sensitization - Category 1B；Hazardous to the aquatic environment (Acute) - Category 1；Hazardous to the aquatic environment (Long-term) - Category 1

Skin Sens. 1；Aquatic Acute 1；Aquatic Chronic 1

Regulatory information

Regulatory Information · 4 items

Commission Regulation (EC) No 1490/2002

2009/77/EC, Reg. (EU) 2022/801, Reg. (EU) No 540/2011

Status: Active Update: 06-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/32780；Status: No longer Valid Update: 10-11-2008 https://echa.europa.eu/registration-dossier/-/registered-dossier/3279

Lufenuron: Does not have an individual approval but may be used under an appropriate group standard

Safety data

PPE
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk
2
ridadr
3077
hs_code
29242990
Toxicity
LD50 in rats (mg/kg): >2000 orally; LC50 in rats (mg/m3): >2350 (Buholzer)
risk_code
43-50/53

Chemistry & industry

Pharmacology

ATC CodeQP - Antiparasitic products, insecticides and repellents；QP53 - Ectoparasiticides, insecticides and repellents；QP53B - Ectoparasiticides for systemic use；QP53BC - Chitin synthesis inhibitors；QP53BC01 - Lufenuron
MeSH Pharmacological ClassificationPesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.

Uses & manufacturing

Use Classification · 5 items

Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients

Veterinary Drug -> INSECTICIDE; Veterinary Drug -> -> JECFA Functional Classes

Environmental transformation -> Pesticides (parent, predecessor)

PFAS (per- and polyfluoroalkyl substances) -> OECD Category

Veterinary substances, Acaricides, Insecticides

Applications · 2 items

DescriptionLufenuron is an insect development inhibitor of the benzoylphenyl urea class. It demonstrates activity against fleas that have fed on treated cats and dogs and become exposed to lufenuron in the host’s blood. Lufenuron also has activity by virtue of its presence in adult flea feces, leading to its ingestion by flea larvae. Both activities result in the production of eggs that are unable to hatch, causing significant reductions in flea larvae populations. The lipophilicity of lufenuron leads to its deposition in adipose tissues of animals from where it is slowly released into the bloodstream. This permits effective blood concentrations to be maintained throughout the recommended oral dosing interval of 1 month.

UsesLufenuron is used for the control of Lepidoptera and Coleoptera larvae on cotton, maize and vegetables, and of citrus whitefly and rust mites on citrus fruit. It is also used to control fleas on pets and cockroaches in houses.

Suppliers100 total

湖北博杰生物科技有限公司0713-2060728 15629612610
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
上海宇之诚医药科技有限公司13361818591 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
上海遐瑞医药科技有限公司+86-021-61551413 · [email protected]

Additional notes

DefinitionChEBI: Lufenuron is a benzoylurea insecticide, a dichlorobenzene, a N-acylurea, an aromatic ether and an organofluorine compound.

Related reactions

1 records
New reaction record

Compound notes

Loading…