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Details

Stereochemistry ACHIRAL
Molecular Formula C20H10Cl2F5N3O3
Molecular Weight 506.21
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUAZURON

SMILES

FC1=CC=CC(F)=C1C(=O)NC(=O)NC2=CC=C(Cl)C(OC3=NC=C(C=C3Cl)C(F)(F)F)=C2

InChI

InChIKey=YOWNVPAUWYHLQX-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/27664399 | https://www.ncbi.nlm.nih.gov/pubmed/28527785 | https://www.ncbi.nlm.nih.gov/pubmed/28131090 | https://goo.gl/12Gx4v

Fluazuron (N-[[4-chloro-3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxyphenyl]carbamoyl]-2,6-difluorobenzamide, trade name Acatak) is an insect growth regulator belonging to the class of benzoyl phenyl urea derivatives, a class of chitin synthesis inhibitors. Fluazuron specifically interferes with chitin formation in ticks during engorgement, molt, and hatching. The substance is intended for tick control in beef cattle applied topically as a pour-on for use at single dose levels of 1.5 and 2.5 mg/kg BW with a possible additional treatment after 3 to 6 months.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

In Vivo Use Guide
For tick control in beef cattle applied topically as a pour-on for use at single dose levels of 1.5 and 2.5 mg/kg bw with a possible additional treatment after 3 to 6 months.
Route of Administration: Topical
Human Bladder carcinoma cell lines RT112 and RT4 were used for activity evaluation. 7 x 10^3 cells per well were plated in 96-well plates and allowed to attach for 24 hr before adding testing chemicals. Cells were treated with testing chemicals for 24, 48, and 72 hr. After treatment, 10 μl 5 mg/ml 3-(4,5-methylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide (MTT) was added and further incubated for 4 hr. The medium was then discarded and the precipitate dissolved in DMSO. The absorbance was measured at 570 nm with a Synergy 2 microplate reader (Bio-Tek Instruments, Inc., Winooski, VT, USA) according to the standard protocol.
Name Type Language
FLUAZURON
INN   MART.  
INN  
Official Name English
FLUAZURON [MART.]
Common Name English
ACATAK POUR-ON
Brand Name English
1-(4-CHLORO-3-(3-CHLORO-5-TRIFLUOROMETHYL-2-PYRIDYLOXY)PHENYL)-3-(2,6-DIFLUOROBENZOYL)UREA
Systematic Name English
1-(4-CHLORO-3-((3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDYL)OXY)PHENYL)-3-(2,6-DIFLUOROBENZOYL)UREA
Systematic Name English
N-(((4-CHLORO-3-((3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL)OXY)PHENYL)AMINO)CARBONYL)-2,6-DIFLUOROBENZAMIDE
Systematic Name English
fluazuron [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C737
Created by admin on Sat Dec 16 16:54:44 GMT 2023 , Edited by admin on Sat Dec 16 16:54:44 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID1046556
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INN
6792
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MESH
C104929
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CAS
86811-58-7
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ALANWOOD
fluazuron
Created by admin on Sat Dec 16 16:54:44 GMT 2023 , Edited by admin on Sat Dec 16 16:54:44 GMT 2023
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ChEMBL
CHEMBL1164608
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NCI_THESAURUS
C65705
Created by admin on Sat Dec 16 16:54:44 GMT 2023 , Edited by admin on Sat Dec 16 16:54:44 GMT 2023
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FDA UNII
VB0PV6I7L6
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EVMPD
SUB07664MIG
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DRUG BANK
DB15583
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CHEBI
39374
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SMS_ID
100000081230
Created by admin on Sat Dec 16 16:54:44 GMT 2023 , Edited by admin on Sat Dec 16 16:54:44 GMT 2023
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PUBCHEM
65651
Created by admin on Sat Dec 16 16:54:44 GMT 2023 , Edited by admin on Sat Dec 16 16:54:44 GMT 2023
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