2-hydroxyethane-1-sulfonic acid; 6-(2,3-dichlorophenyl)-1,2,4-triazine-3,5-diamine

• ChemBase ID: 172189
• Molecular Formular: C11H13Cl2N5O4S
• Molecular Mass: 382.22302
• Monoisotopic Mass: 381.00653028
• SMILES: c1(cccc(c1Cl)c1c(nc(nn1)N)N)Cl.OCCS(=O)(=O)O
• Canonical SMILES: Nc1nnc(c(n1)N)c1cccc(c1Cl)Cl.OCCS(=O)(=O)O
• InChI: InChI=1S/C9H7Cl2N5.C2H6O4S/c10-5-3-1-2-4(6(5)11)7-8(12)14-9(13)16-15-7;3-1-2-7(4,5)6/h1-3H,(H4,12,13,14,16);3H,1-2H2,(H,4,5,6)
• InChIKey: CJIDZLNMKONKAD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxyethane-1-sulfonic acid; 6-(2,3-dichlorophenyl)-1,2,4-triazine-3,5-diamine
• IUPAC Traditional name: lamotrigine sodium isethionate
• Synonyms: 6-(2,3-Dichlorophenyl)-1,2,4-triazine-3,5-diamine Mono(2-hydroxyethanesulfonate); Lamotrigine Isethionate

Database IDs

• CAS Number: 113170-86-8
• PubChem SID: 164228099
• PubChem CID: 45039646

CALCULATED PROPERTIES

• Acid pKa: 14.979241
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.4001383
• LogD (pH = 7.4): 1.9137787
• Log P: 1.9265221
• Molar Refractivity: 66.6197 cm^3
• Polarizability: 24.699194 Å^3
• Polar Surface Area: 90.71 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - L173270

It is an antiepileptic.

REFERENCES

• Burchall, J., et al.: Mol. Pharmacol., 1, 126 (1965)
• Cody, V., et al.: J. Med. Chem., 25, 427 (1982)