6-(2,3-dichlorophenyl)-2,3,4,5-tetrahydro-1,2,4-triazine-3,5-dione

• ChemBase ID: 167210
• Molecular Formular: C9H5Cl2N3O2
• Molecular Mass: 258.0609
• Monoisotopic Mass: 256.97588178
• SMILES: c1ccc(c(c1Cl)Cl)c1c(=O)[nH]c(=O)[nH]n1
• Canonical SMILES: Clc1cccc(c1Cl)c1n[nH]c(=O)[nH]c1=O
• InChI: InChI=1S/C9H5Cl2N3O2/c10-5-3-1-2-4(6(5)11)7-8(15)12-9(16)14-13-7/h1-3H,(H2,12,14,15,16)
• InChIKey: JWSXBRQDWPGEPC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(2,3-dichlorophenyl)-2,3,4,5-tetrahydro-1,2,4-triazine-3,5-dione
• IUPAC Traditional name: 6-(2,3-dichlorophenyl)-2,4-dihydro-1,2,4-triazine-3,5-dione
• Synonyms: 6-(2,3-Dichlorophenyl)-1,2,4-triazine-3,5(2H,4H)-dione; Lamotrigine Impurity D; 3,5-Didesamino-3,5-dioxo Lamotrigine

Database IDs

• CAS Number: 661463-79-2
• PubChem SID: 162261343
• PubChem CID: 53978664

CALCULATED PROPERTIES

• Acid pKa: 7.2656484
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.9928981
• LogD (pH = 7.4): 1.6336797
• Log P: 2.0001974
• Molar Refractivity: 58.3872 cm^3
• Polarizability: 22.238333 Å^3
• Polar Surface Area: 70.56 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D440400

3,5-Didesamino-3,5-dioxo Lamotrigine is an impurity of the anticonvulsant Lamotrigine (L173250).

REFERENCES

• Hlavac, J. et al.: ARKIVOC, 1, 22 (2003)