(4E)-3-[(2-chloro-1,3-thiazol-5-yl)methyl]-5-methyl-N-nitro(2H4)-1,3,5-oxadiazinan-4-imine

• ChemBase ID: 178514
• Molecular Formular: C8H10ClN5O3S
• Molecular Mass: 291.7147
• Monoisotopic Mass: 291.01928789
• SMILES: N1(COCN(/C/1=N/[N+](=O)[O-])Cc1cnc(s1)Cl)C
• Canonical SMILES: [O-][N+](=O)/N=C\1/N(Cc2cnc(s2)Cl)COCN1C
• InChI: InChI=1S/C8H10ClN5O3S/c1-12-4-17-5-13(8(12)11-14(15)16)3-6-2-10-7(9)18-6/h2H,3-5H2,1H3/b11-8+
• InChIKey: NWWZPOKUUAIXIW-DHZHZOJOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4E)-3-[(2-chloro-1,3-thiazol-5-yl)methyl]-5-methyl-N-nitro(^2H₄)-1,3,5-oxadiazinan-4-imine
• IUPAC Traditional name: (4E)-3-[(2-chloro-1,3-thiazol-5-yl)methyl]-5-methyl-N-nitro(^2H₄)-1,3,5-oxadiazinan-4-imine
• Synonyms: 3-[(2-Chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N-nitro-4H-1,3,5-oxadiazin-4-imine-d4; Actara-d4; Actara 25WG-d4; Actara 2GR-d4; Adage-d4; Centric-d4; Cruiser-d4; Diacloden-d4; FS 350-d4; Flagship-d4; Meridian-d4; WS 70-d4; Thiamethoxam-d4

Database IDs

• PubChem SID: 164234424
• PubChem CID: 71752510

CALCULATED PROPERTIES

• Polar Surface Area: 86.78 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 1.294081
• LogD (pH = 7.4): 1.2940841
• Log P: 1.2940841
• Molar Refractivity: 65.8154 cm^3
• Polarizability: 24.53285 Å^3

DETAILS

Toronto Research Chemicals - T344182

Labelled Thiamethoxam (T344180). A neonicotinoid insecticide. Reports show that when exposed to neonicotinid pesticides honeybees have probelms returnign home after foraging and bumblebee colonies grow poorly and produce fewer queens.

REFERENCES

• Oliver, J., et al.: J. Environ. Horticult., 28, 135 (2010)
• Ghosh, A., et al.: J. Entomol. Res., 34, 35 (2010)
• Chem. and Eng. News 90: 10 (2012)