Fluazuron

HCID 65651

Substructure search Find similar structures

Basic information

CAS: 86811-58-7
Standard SMILES: O=C(NC(=O)c1c(F)cccc1F)Nc1ccc(Cl)c(Oc2ncc(C(F)(F)F)cc2Cl)c1
InChIKey: YOWNVPAUWYHLQX-UHFFFAOYSA-N
Molecular formula: C20H10Cl2F5N3O3
Average molar mass: 506.2 g/mol
Monoisotopic mass: 505.00193764

Overview

Fluazuron is an N-acylurea that is urea in which one of the hydrogens has been replaced by a 3,6-difluorobenzoyl group, while a hydrogen attached to the other nitrogen has been replaced by a 4-chloro-3-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenyl group. It is used to control ticks in cattle. It has a role as an acaricide and a mite growth regulator. It is a member of phenylureas, an aromatic ether, an organochlorine acaricide, an organofluorine acaricide, a chloropyridine, a N-acylurea and a member of monochlorobenzenes.

Names & identifiers

Preferred name: Fluazuron
IUPAC: N-[[4-chloro-3-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]oxy]phenyl]carbamoyl]-2,6-difluorobenzamide
English name: Fluazuron
Molecular formula: C20H10Cl2F5N3O3
Molecular weight: 506.21

Names & synonyms

Fluazuron86811-58-7FluazuronumAcatak pour-onDTXSID1046556VB0PV6I7L61-(4-Chloro-3-((3-chloro-5-(trifluoromethyl)-2-pyridyl)oxy)phenyl)-3-(2,6-difluorobenzoyl)ureaN-((4-chloro-3-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)carbamoyl)-2,6-difluorobenzamideDTXCID9026556CHEBI:39374N-[(4-chloro-3-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)carbamoyl]-2,6-difluorobenzamideRefChem:140793

Show more names

FlupyradifuronFluazuron,NAFluazuron API4002 FLUAZURONFluazuron StandardC13672000 FluazuronFLUAZURON PESTANAL, 100 MGfluazuron (bsi, pa e-iso, inn)

Fluazuron [INN]N-[[4-chloro-3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxyphenyl]carbamoyl]-2,6-difluorobenzamideMFCD00864505AcatakFluazuron (INN)NCGC00166205-01N-(((4-Chloro-3-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenyl)amino)carbonyl)-2,6-difluorobenzamideC20H10Cl2F5N3O3

Database identifiers

CAS: 86811-58-7
PubChem CID: 65651
DTXSID: DTXSID1046556
ChEMBL: CHEMBL1164608
ChEBI: CHEBI:39374
UNII: VB0PV6I7L6
EC Number: 635-515-5
Nikkaji: J561.811H

Properties

Computed structural properties

XLogP: 6.1
Topological polar surface area: 80.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 9
Rotatable bonds: 4
Heavy atoms: 33
Formal charge: 0
Complexity: 694

Experimental & physicochemical properties

LogP5.1

Physicochemical properties

Melting point: 217 · 217-2190C
Density: 1.579 · 1.579±0.06 g/cm3(Predicted)
vapor pressure: 1.2 x · 1.2 x l0-7 mPa (20 °C)
Flash point: 200 °C · >200 °C
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: 30 mg/ml; · DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
pka: 8.61 · 8.61±0.46(Predicted)
Water Solubility: -1 · -1(20 °C)
Henry's Law Constant: 2.3 · 2.3×1010 mol/(m3Pa) at 25℃, MacBean (2012)
Major Application: agricultureenvironmental
InChI: 1S/C20H10Cl2F5N3O3/c21-11-5-4-10(29-19(32)30-17(31)16-13(23)2-1-3-14(16)24)7-15(11)33-18-12(22)6-9(8-28-18)20(25,26)27/h1-8H,(H2,29,30,31,32)
InChIKey: YOWNVPAUWYHLQX-UHFFFAOYSA-N
SMILES: Fc1cccc(F)c1C(=O)NC(=O)Nc2ccc(Cl)c(Oc3ncc(cc3Cl)C(F)(F)F)c2
CAS DataBase Reference: 86811 · 86811-58-7(CAS DataBase Reference)
FDA UNII: 0 PV6I7L6 · VB0PV6I7L6
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 9 · GHS09
Signal word: Warning
Hazard statements: 410 · H410
Precautionary statements: 273 · P273
PPE: Eyeshields, Gloves
Hazard Codes: N
Risk Statements: 50 · 50/53
Safety Statements: 60 · 60-61
RIDADR: 3077 · 3077
WGK Germany: 2 · 2
HazardClass: 9 · 9
PackingGroup: III
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 1 Aquatic · Aquatic Acute 1Aquatic Chronic 1

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

P273, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 76 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAquatic Acute 1 (100%)

Safety data

PPE: Eyeshields, Gloves
wgk: 2
ridadr: 3077
risk_code: 50/53
Signal word: Warning
Symbol(GHS): GHS09
hazard_code: N
safety_code: 60-61
hazard_class: 9
Storage Class: 11 - Combustible Solids
packing_group: III
Hazard statements: H410
Hazard Classifications: Aquatic Acute 1Aquatic Chronic 1
Precautionary statements: P273

Chemistry & industry

Uses & manufacturing

Use ClassificationVeterinary Drug -> INSECTICIDE -> JECFA Functional Classes

Applications

UsesA pesticide, like other BPUs it interferes with chitin synthesis.

UsesFluazuron is used for the strategic control of the cattle tick Boaphilus microplus on beef cattle.

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]

Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]

湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]

武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]

艾吉析科技（上海）有限公司17717235263 · [email protected]

Additional notes · 1 item

DefinitionChEBI: Fluazuron is an N-acylurea that is urea in which one of the hydrogens has been replaced by a 3,6-difluorobenzoyl group, while a hydrogen attached to the other nitrogen has been replaced by a 4-chloro-3-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenyl group. It is used to control ticks in cattle. It has a role as a mite growth regulator and an acaricide. It is an organofluorine acaricide, an organochlorine acaricide, a member of monochlorobenzenes, a N-acylurea, a chloropyridine, an aromatic ether and a member of phenylureas.

Related reactions

1 records

New reaction record

HRID 1890219As reactantuspto-grants-2013_08

Compound notes

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