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
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)
DescriptionSources: https://goo.gl/5MUFWDCurator'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
Sources: https://goo.gl/5MUFWD
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
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2742 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27664399 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Allopatric speciation in ticks: genetic and reproductive divergence between geographic strains of Rhipicephalus (Boophilus) microplus. | 2009-02-25 |
|
| Use of a chitin synthesis inhibitor to control fleas on wild rodents important in the maintenance of plague, Yersinia pestis, in California. | 2008-12 |
|
| Chemical contaminants in feedlot wastes: concentrations, effects and attenuation. | 2008-08 |
|
| Effects of cattle treatment with a fluazuron pour-on on survival and reproduction of the dung beetle species Onthophagus gazella (Fabricius). | 2007-02-28 |
|
| Factors that influence the prevalence of acaricide resistance and tick-borne diseases. | 2004-10-28 |
|
| Field trial of systemically delivered arthropod development-inhibitor (fluazuron) used to control woodrat fleas (Siphonaptera: Ceratophyllidae) and ticks (Acari: Ixodidae). | 2001-01 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://goo.gl/5MUFWD
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
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27664399
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.
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NCI_THESAURUS |
C737
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fluazuron
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ACTIVE MOIETY