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Lufenuron

HCID 71777
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Grundinformationen

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
Summenformel
C17H8Cl2F8N2O3
Durchschnittliche Molmasse
511,1 g/mol
Monoisotopische Masse
509,9784228

Überblick

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

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

Lufenuron103055-07-8FluphenacurLufenuroneLufenuronumProgram flavor tabsPROGRAMDTXSID5034357N-((2,5-Dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl)carbamoyl)-2,6-difluorobenzamide1-(2,5-Dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl)-3-(2,6-difluorobenzoyl)ureaProgram SuspensionCGA-184699
Weitere Namen anzeigen
Lufenuron for peak identificationLufenuron 97%Lufenuron@1000 μg/mL in AcetoneLufenurincga-184,699
Program Cat Flavor TabsNSC-759097N-[[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]carbamoyl]-2,6-difluorobenzamide1R754M4918DTXCID3014357CHEBI:39384Program 6 Month Injectable for CatsN-{[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]carbamoyl}-2,6-difluorobenzamide

Datenbank-Bezeichner

CAS
103055-07-8、130841-22-4、130841-26-8

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

PFAS · 4 Einträge

PFAS -> PFAS identified in REACH Regulation EC No. 1272/2008

PFAS -> OECD Category

PFAS -> Other/unspecified

PFAS -> Other/unspecified

Pesticides · 5 Einträge

Insecticides

Active substance -> EU Pesticides database: Not approved

Environmental transformation -> Pesticides (parent, predecessor)

Veterinary substances, Acaricides, Insecticides

Pesticide (Lufenuron) -> USDA PDB

LogP5.12
Animal DrugsFDA approved animal drugs -> Active ingredient
Collision Cross Section · 4 Einträge

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]

196.94 Ų [M+H]+

Physikochemische Eigenschaften

Schmelzpunkt
174.1 ° · 174.1°

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H317: May cause an allergic skin reaction [Warning Sensitization, Skin]

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

Danger

H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P203, P260, P261, P264, P270, P272, P273, P280, P302+P352, P318, P319, P321, P333+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 4 Einträge

Commission Regulation (EC) No 1490/2002

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

REACH registered substance: N-[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)-phenyl-aminocarbonyl]-2,6-difluorobenzamide (EC: 410-690-9)

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

Hazard Classes and Categories · 5 Einträge

Skin Sens. 1 (100%)

Skin sensitisation - category 1

Reproductive toxicity - Category 2

Skin sensitization - Category 1B

Skin Sens. 1

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

Chemie und Industrie

Pharmakologische Informationen

ATC CodeQP - Antiparasitic products, insecticides and repellents
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 · 4 Einträge

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

Environmental transformation -> Pesticides (parent, predecessor)

Veterinary substances, Acaricides, Insecticides

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

Anwendungen · 2 Einträge

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.

Zugehörige Reaktionen

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Notizen zur Verbindung

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PubChem CID
71777
DTXSID
DTXSID5034357
ChEMBL
CHEMBL1364906
ChEBI
CHEBI:39384
UNII
1R754M4918、4629851K7Q、9CR45YMS74
EC Number
410-690-9
Nikkaji
J481.190I
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)
2-24-37-60-61
hazard_class
9
packing_group
III
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1Skin Sens. 1