Title: Lamotrigine
CAS Registry Number: 84057-84-1
CAS Name: 6-(2,3-Dichlorophenyl)-1,2,4-triazine-3,5-diamine
Synonyms: 3,5-diamino-6-(2,3-dichlorophenyl)-1,2,4-triazine; LTG
Manufacturers' Codes: BW-430C
Trademarks: Lamictal (GSK)
Molecular Formula: C9H7Cl2N5
Molecular Weight: 256.09
Percent Composition: C 42.21%, H 2.76%, Cl 27.69%, N 27.35%
Literature References: Prepn: M. G. Baxter
et al., EP 21121 (1981 to Wellcome Foundation); D. A. Sawyer
et al., US 4602017 (1986). HPLC determn in plasma: C.-L. Cheng
et al.,
J. Chromatogr. B 817, 199 (2005). Anticonvulsant activity: A. A. Miller
et al., Epilepsia 27, 483 (1986). Mechanism of action studies: M. J. Leach
et al., ibid. 490; X. Xie, R. M. Hagan,
Neuropsychobiology 38, 119 (1998). Series of articles on clinical pharmacology, antiepileptic efficacy and safety:
Epilepsia 32, Suppl. 2, S1-S21 (1991). Clinical trial in bipolar depression: J. R. Calabrese
et al., J. Clin. Psychiatry 60, 79 (1999). Review of clinical experience in epilepsy: H. Choi, M. J. Morrell,
Expert Opin. Pharmacother. 4, 243-251 (2003); in bipolar disorder: Z. Bhagwagar, G. M. Goodwin,
Expert Opin. Pharmacother. 6, 1401-1408 (2005).
Properties: White to pale cream-colored powder. Crystals from isopropanol, mp 216-218° (uncorr). pKa 5.7. Soly at 25° (mg/ml): water 0.17; 0.1M HCl 4.1. LD50 in mice, rats (mg/kg): 250, >640 orally (Sawyer).
Melting point: mp 216-218° (uncorr)
pKa: pKa 5.7
Toxicity data: LD50 in mice, rats (mg/kg): 250, >640 orally (Sawyer)
Therap-Cat: Anticonvulsant. In treatment of bipolar depression.
Keywords: Anticonvulsant.