Grundinformationen
- 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- Summenformel
- C17H8Cl2F8N2O3
- Durchschnittliche Molmasse
- 511,1 g/mol
- Monoisotopische Masse
- 509,9784228
Namen und Bezeichner
- Bevorzugter Name
- Lufenuron
- IUPAC
- N-[[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]carbamoyl]-2,6-difluorobenzamide
- Englischer Name
- Lufenuron
- Summenformel
- C17H8Cl2F8N2O3
- Molmasse
- 511.15
Namen und Synonyme
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
Weitere Namen anzeigen
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
Datenbank-Bezeichner
- 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
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 6,4
- Polarare Oberfläche (TPSA)
- 67,4 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 11
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 32
- Formalladung
- 0
- Komplexität
- 677
Experimentelle und physikochemische Eigenschaften
Collision Cross Section
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]+
Physikochemische Eigenschaften
- Schmelzpunkt
- 174.1 ° · 174.1°
- Dichte
- 1.631 · 1.631±0.06 g/cm3(Predicted)
- Dampfdruck
- 0.4 x10 · <0.4 x10 -3 Pa (25 °C)
- Flammpunkt
- 170 °C · 170 °C
- storage temp.
- 0 · 0-6°C
- Löslichkeit
- 100 mg/L · 100mg/L in organic solvents at 20 ℃
- Aggregatzustand
- Solid
- Wasserlöslichkeit
- -1 · -1(25 °C)
- pka
- 8.49 · 8.49±0.46(Predicted)
- Farbe
- Off-white to light yellow
- JECFA Number
- 85 · 85
- BRN
- 8398291 · 8398291
- InChI
- 1S/C17H8Cl2F8N2O3/c18-6-5-11(32-17(26,27)14(22)16(23,24)25)7(19)4-10(6)28-15(31)29-13(30)12-8(20)2-1-3-9(12)21/h1-5,14H,(H2,28,29,30,31)
- InChIKey
- PWPJGUXAGUPAHP-UHFFFAOYSA-N
- SMILES
- FC(C(F)(F)F)C(F)(F)Oc1cc(Cl)c(NC(=O)NC(=O)c2c(F)cccc2F)cc1Cl
- LogP
- 5.12 at · 5.12 at 25℃
- CAS Datenbank
- 103055 · 103055-07-8(CAS DataBase Reference)
- EPA chemische Informationen
- 2 · Benzamide, N-[[[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]amino]carbonyl]-2,6-difluoro- (103055-07-8)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
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
Gefahrenhinweise
Regulatory Information
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
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
Regulatorische Informationen
Regulatory Information
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
Sicherheitsdaten
- wgk
- 2
- ridadr
- 3077
- hs_code
- 29242990
- risk_code
- 43-50/53
- Toxizität
- LD50 in rats (mg/kg): >2000 orally; LC50 in rats (mg/m3): >2350 (Buholzer)
- hazard_code
- Xi;N,N,Xi
- safety_code
- 2-24-37-60-61
- hazard_class
- 9
- packing_group
- III
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Aquatic Acute 1Aquatic Chronic 1Skin Sens. 1
Chemie und Industrie
Pharmakologische Informationen
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.
Verwendung und Herstellung
Use Classification
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
Anwendungen
BeschreibungLufenuron 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.
VerwendenLufenuron 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.
Anbieter50 Anbieter
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