3,5,6-trichloro-1,2-dihydropyridin-2-one

• ChemBase ID: 129725
• Molecular Formular: C5H2Cl3NO
• Molecular Mass: 198.43448
• Monoisotopic Mass: 196.92019673
• SMILES: O=c1c(Cl)cc(Cl)c(Cl)[nH]1
• Canonical SMILES: Clc1[nH]c(=O)c(cc1Cl)Cl
• InChI: InChI=1S/C5H2Cl3NO/c6-2-1-3(7)5(10)9-4(2)8/h1H,(H,9,10)
• InChIKey: WCYYAQFQZQEUEN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5,6-trichloro-1,2-dihydropyridin-2-one
• IUPAC Traditional name: TCPy
• Synonyms: 3,5,6-Trichloro-2-pyridinyl-β-D-glucopyranosiduronic Acid; 3,5,6-Trichloro-2-pyridinol β-D-Glucuronide; 3,5,6-Trichloro-2(1H)-pyridinone; 2,3,5-Trichloro-6-hydroxypyridine; 2-Hydroxy-3,5,6-trichloropyridine; 2-Hydroxyl-3,5,6-trichloropyridine; 3,5,6-Trichloro-2-hydroxypyridine; 3,5,6-Trichloropyridine-2-ol; TCP; 3,5,6-Trichloro-2-pyridinol; TCPy

Database IDs

• CAS Number: 6515-38-4; 58997-12-9
• PubChem SID: 162224014
• PubChem CID: 23017
• Chemspider ID: 21541
• Wikipedia Title: TCPy

CALCULATED PROPERTIES

• Acid pKa: 6.542685
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.8223403
• LogD (pH = 7.4): 1.202079
• Log P: 1.8555552
• Molar Refractivity: 52.403 cm^3
• Polarizability: 15.72251 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 172-174 °C; 175-177°C
• Boiling Point: 254.8 °C @760mmHg
• Flash Point: 107.9 °C
• Density: 1.67g/cm^3

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T773860

A metabolite of Chlorpyrifos (C425300).

Toronto Research Chemicals - T773870

A glucuronide metabolite of Chlorpyrifos (C425300).

REFERENCES

• Barron, M.G., et al.: Environ. Toxicol. Chem., 12, 1469 (1993)
• Tang, J., et al.: Drug Metab. Dispos., 29, 1201 (1993)
• Barron, M.G., et al.: Environ. Toxicol. Chem., 12, 1469 (1993)
• Tang, J., et al.: Drug Metab. Dispos., 29, 1201 (1993)