N-[5-amino-6-(2,3-dichlorophenyl)-1,2,4-triazin-3-yl]-2,3-dichlorobenzamide

• ChemBase ID: 167029
• Molecular Formular: C16H9Cl4N5O
• Molecular Mass: 429.08756
• Monoisotopic Mass: 426.95612065
• SMILES: c1ccc(c(c1Cl)Cl)c1c(nc(nn1)NC(=O)c1c(c(ccc1)Cl)Cl)N
• Canonical SMILES: O=C(c1cccc(c1Cl)Cl)Nc1nnc(c(n1)N)c1cccc(c1Cl)Cl
• InChI: InChI=1S/C16H9Cl4N5O/c17-9-5-1-3-7(11(9)19)13-14(21)22-16(25-24-13)23-15(26)8-4-2-6-10(18)12(8)20/h1-6H,(H3,21,22,23,25,26)
• InChIKey: RDUGDEWOUWFKPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[5-amino-6-(2,3-dichlorophenyl)-1,2,4-triazin-3-yl]-2,3-dichlorobenzamide
• IUPAC Traditional name: N-[5-amino-6-(2,3-dichlorophenyl)-1,2,4-triazin-3-yl]-2,3-dichlorobenzamide
• Synonyms: N-[5-amino-6-(2,3-dichlorophenyl)-1,2,4-triazin-3-yl]-2,3-dichlorobenzamide; 3-(2,3-Dichlorobenzamido) Lamotrigine

Database IDs

• CAS Number: 252186-79-1
• PubChem SID: 162261162
• PubChem CID: 18329573

CALCULATED PROPERTIES

• Acid pKa: 7.6212935
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 5.0523024
• LogD (pH = 7.4): 4.863899
• Log P: 5.0554223
• Molar Refractivity: 107.0624 cm^3
• Polarizability: 40.03748 Å^3
• Polar Surface Area: 93.79 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D431860

An impurity of the anticonvulsant Lamotrigine (L173250).

REFERENCES

• Emami, J. et al.: J. Pharmac. Biomed. Anal., 40, 999 (2006)
• Srinivasulu, P. et al.: Chromatographia, 70, 271 (2006)