3-(4-chloro-3-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)-1-(2,6-difluorobenzoyl)urea

• ChemBase ID: 158167
• Molecular Formular: C20H10Cl2F5N3O3
• Molecular Mass: 506.209716
• Monoisotopic Mass: 505.00193766
• SMILES: c1cc(c(c(c1)F)C(=O)NC(=O)Nc1ccc(c(c1)Oc1c(cc(cn1)C(F)(F)F)Cl)Cl)F
• Canonical SMILES: O=C(NC(=O)c1c(F)cccc1F)Nc1ccc(c(c1)Oc1ncc(cc1Cl)C(F)(F)F)Cl
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-chloro-3-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)-1-(2,6-difluorobenzoyl)urea; 1-(4-chloro-3-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)-3-(2,6-difluorobenzoyl)urea
• IUPAC Traditional name: 3-(4-chloro-3-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)-1-(2,6-difluorobenzoyl)urea; fluazuron
• Synonyms: N-[[[4-Chloro-3-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]oxy]phenyl]amino]carbonyl]-2,6-difluoro-benzamide; Acatak; Fluazuron; Fluazuron; 氟啶蜱脲

Database IDs

• CAS Number: 86811-58-7
• MDL Number: MFCD00864505
• PubChem SID: 162252303; 24869814
• PubChem CID: 65651

CALCULATED PROPERTIES

• Acid pKa: 6.2976065
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.905073
• LogD (pH = 7.4): 4.8916674
• Log P: 5.9686074
• Molar Refractivity: 110.2476 cm^3
• Polarizability: 40.035606 Å^3
• Polar Surface Area: 80.32 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White Powder
• Melting Point: 217-219°C
• Flash Point: >200 °C; >392 °F

Safety Information

• European Hazard Symbols: Nature polluting (N)
• UN Number: 3077
• German water hazard class: 2
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 50/53
• Safety Statements: 60-61
• GHS Pictograms: GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H410
• GHS Precautionary statements: P273-P501
• Personal Protective Equipment: Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C20H10Cl2F5N3O3

DETAILS

Sigma Aldrich - 46113

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - F410300

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

REFERENCES

• Yamada, R., et al.: Biosci., Biotechnol., Biochem., 70, 54 (2006)
• Kryger, U., et al.: Vet. Parasitol., 143, 380 (2006)
• Arakawa, T., et al.: App. Entomol. Zool., 43, 167 (2006)