3-amino-6-(2,3-dichlorophenyl)-2,5-dihydro-1,2,4-triazin-5-one

• ChemBase ID: 166058
• Molecular Formular: C9H6Cl2N4O
• Molecular Mass: 257.07614
• Monoisotopic Mass: 255.99186619
• SMILES: c1ccc(c(c1Cl)Cl)c1c(=O)nc([nH]n1)N
• Canonical SMILES: O=c1nc(N)[nH]nc1c1cccc(c1Cl)Cl
• InChI: InChI=1S/C9H6Cl2N4O/c10-5-3-1-2-4(6(5)11)7-8(16)13-9(12)15-14-7/h1-3H,(H3,12,13,15,16)
• InChIKey: OVNGWOHWYFBGKF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-6-(2,3-dichlorophenyl)-2,5-dihydro-1,2,4-triazin-5-one
• IUPAC Traditional name: 3-amino-6-(2,3-dichlorophenyl)-2H-1,2,4-triazin-5-one
• Synonyms: 3-Amino-6-(2,3-dichlorophenyl)-1,2,4-tryriazin-5(2H)-one; 3-Amino-6-(2,3-dichlorophenyl)-1,2,4-tryriazin-5(4H)-one; 5-Desamino 5-Oxo-2,5-dihydro Lamotrigine

Database IDs

• CAS Number: 252186-78-0
• PubChem SID: 162260191
• PubChem CID: 18329574

CALCULATED PROPERTIES

• Acid pKa: 6.89367
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.7242304
• LogD (pH = 7.4): 1.2217262
• Log P: 1.7399223
• Molar Refractivity: 70.9813 cm^3
• Polarizability: 22.83739 Å^3
• Polar Surface Area: 79.84 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288470

An impurity of the anticonvulsant Lamotrigine (L173250).

REFERENCES

• Srinivasulu, P. et al.: Chromatographia, 70, 271 (2009)