4-chloro-3-ethyl-1-methyl-N-{[4-(4-methylphenoxy)phenyl]methyl}-1H-pyrazole-5-carboxamide

• ChemBase ID: 178704
• Molecular Formular: C21H22ClN3O2
• Molecular Mass: 383.87128
• Monoisotopic Mass: 383.14005464
• SMILES: c1(c(c(n(n1)C)C(=O)NCc1ccc(cc1)Oc1ccc(cc1)C)Cl)CC
• Canonical SMILES: CCc1nn(c(c1Cl)C(=O)NCc1ccc(cc1)Oc1ccc(cc1)C)C
• InChI: InChI=1S/C21H22ClN3O2/c1-4-18-19(22)20(25(3)24-18)21(26)23-13-15-7-11-17(12-8-15)27-16-9-5-14(2)6-10-16/h5-12H,4,13H2,1-3H3,(H,23,26)
• InChIKey: WPALTCMYPARVNV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-3-ethyl-1-methyl-N-{[4-(4-methylphenoxy)phenyl]methyl}-1H-pyrazole-5-carboxamide
• IUPAC Traditional name: tolfenpyrad
• Synonyms: 4-Chloro-3-ethyl-1-methyl-N-[[4-(4-methylphenoxy)phenyl]methyl]-1H-pyrazole-5-carboxamide; Hachihachi EC; NAI 2302; NAI 2303; OMI 88; Tolfenpyrad; 4-Chloro-3-ethyl-1-methyl-N-(4-(p-tolyloxy)benzyl)-1H-pyrazole-5-carboxamide

Database IDs

• CAS Number: 129558-76-5
• MDL Number: MFCD08273850
• PubChem SID: 164234614
• PubChem CID: 10110536

CALCULATED PROPERTIES

• Acid pKa: 13.318129
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.569537
• LogD (pH = 7.4): 4.569555
• Log P: 4.5695558
• Molar Refractivity: 118.7318 cm^3
• Polarizability: 40.780846 Å^3
• Polar Surface Area: 56.15 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - T535325

Tolfenpyrad is used as foliar insecticide for the control of green peach aphids in broccoli.

REFERENCES

• Thurman, E., et al.: Food Addit. Contam., 23, 1169 (2006)
• Mezcua, M., et al.: Food Chem., 112, 221 (2006)