6-{2-[(1E)-5,6-dihydro-1,4,2-dioxazin-3-yl(methoxyimino)methyl]phenoxy}-5-fluoro-1,4-dihydropyrimidin-4-one

• ChemBase ID: 166081
• Molecular Formular: C15H13FN4O5
• Molecular Mass: 348.2859232
• Monoisotopic Mass: 348.08699776
• SMILES: O=c1c(c([nH]cn1)Oc1c(cccc1)/C(=N\OC)/C1=NOCCO1)F
• Canonical SMILES: CO/N=C(\c1ccccc1Oc1[nH]cnc(=O)c1F)/C1=NOCCO1
• InChI: InChI=1S/C15H13FN4O5/c1-22-19-12(15-20-24-7-6-23-15)9-4-2-3-5-10(9)25-14-11(16)13(21)17-8-18-14/h2-5,8H,6-7H2,1H3,(H,17,18,21)/b19-12+
• InChIKey: HGGMQELFVNXQAD-XDHOZWIPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{2-[(1E)-5,6-dihydro-1,4,2-dioxazin-3-yl(methoxyimino)methyl]phenoxy}-5-fluoro-1,4-dihydropyrimidin-4-one
• IUPAC Traditional name: 6-{2-[(1E)-5,6-dihydro-1,4,2-dioxazin-3-yl(methoxyimino)methyl]phenoxy}-5-fluoro-1H-pyrimidin-4-one
• Synonyms: 6-[2-[(E)-(5,6-Dihydro-1,4,2-dioxazin-3-yl)(methoxyimino)methyl]phenoxy]-5-fluoro-4(3H)-pyrimidinone; (E)-Deschlorophenyl Fluoxastrobin

Database IDs

• CAS Number: 852429-78-8
• PubChem SID: 162260214
• PubChem CID: 71315550

CALCULATED PROPERTIES

• Acid pKa: 5.8804946
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): 1.3384081
• LogD (pH = 7.4): 0.53481865
• Log P: 1.4739162
• Molar Refractivity: 92.2752 cm^3
• Polarizability: 31.271074 Å^3
• Polar Surface Area: 103.1 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288580

A metabolite of Fluoxastrobin (F596700) in plants and animals.

REFERENCES

• Reiner, H., et al.: Pflanzenschutz-Nachrichten Bayer, 57, 391 (2004)