Lamotrigine

  • CAT Number: A000796
  • CAS Number: 84057-84-1
  • Molecular Formula: C₉H₇Cl₂N₅
  • Molecular Weight: 256.09
  • Purity: ≥95%
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Lamotrigine is an anticonvulsant drug used in the treatment of epilepsy and bipolar disorder. It is also used as an adjunct in treating clinical depression. For epilepsy, it is used to treat focal seizures, primary and secondary tonic-clonic seizures, and seizures associated with Lennox-Gastaut syndrome. Like many other anticonvulsant medications, lamotrigine also seems to act as an effective mood stabilizer, and has been the first US Food and Drug Administration (FDA)-approved drug for this purpose since lithium, a drug approved almost 30 years earlier. It is approved for the maintenance treatment of bipolar type I.


Catalog Number A000796
CAS Number 84057-84-1
Synonyms

84057-84-1; 6-(2,3-Dichlorophenyl)-1,2,4-triazine-3,5-diamine; Lamictal; Lamictal Cd; Lamotrigina

Molecular Formula C₉H₇Cl₂N₅
Purity ≥95%
Target Sodium Channel
Solubility >12.3mg/mL in DMSO
Storage -20°C
InChI InChI=1S/C9H7Cl2N5/c10-5-3-1-2-4(6(5)11)7-8(12)14-9(13)16-15-7/h1-3H,(H4,12,13,14,16)
InChIKey PYZRQGJRPPTADH-UHFFFAOYSA-N
SMILES C1=CC(=C(C(=C1)Cl)Cl)C2=C(N=C(N=N2)N)N
Reference

1: Dibué-Adjei M, Kamp MA, Alpdogan S, Tevoufouet EE, Neiss WF, Hescheler J,
Schneider T. Cav2.3 (R-Type) Calcium Channels are Critical for Mediating
Anticonvulsive and Neuroprotective Properties of Lamotrigine In Vivo. Cell
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2: Linder C, Hansson A, Sadek S, Gustafsson LL, Pohanka A. Carbamazepine,
lamotrigine, levetiracetam and valproic acid in dried blood spots with liquid
chromatography tandem mass spectrometry; method development and validation. J
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10.1016/j.jchromb.2017.11.005. [Epub ahead of print] PubMed PMID: 29149735.
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3: Sidhu HS, Srinivasa R, Sadhotra A. Evaluate the effects of antiepileptic drugs
on reproductive endocrine system in newly diagnosed female epileptic patients
receiving either Valproate or Lamotrigine monotherapy: A prospective study.
Epilepsy Res. 2017 Oct 28;139:20-27. doi: 10.1016/j.eplepsyres.2017.10.016. [Epub
ahead of print] PubMed PMID: 29144993.
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4: Narenji Sani R, Keramati K, Saberi N, Moezifar M, Mahdavi A. Effect of
zonisamide on refractory epilepsy during pregnancy in lamotrigine resistant
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5: Premoli I, Costantini A, Rivolta D, Biondi A, Richardson MP. The Effect of
Lamotrigine and Levetiracetam on TMS-Evoked EEG Responses Depends on Stimulation
Intensity. Front Neurosci. 2017 Oct 20;11:585. doi: 10.3389/fnins.2017.00585.
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6: Kanda J, Izumo N, Kobayashi Y, Onodera K, Shimakura T, Yamamoto N, E Takahashi
H, Wakabayashi H. Effects of the antiepileptic drugs topiramate and lamotrigine
on bone metabolism in rats. Biomed Res. 2017;38(5):297-305. doi:
10.2220/biomedres.38.297. PubMed PMID: 29070779.
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7: Andersen G, Hedermann G, Witting N, Duno M, Andersen H, Vissing J. The
antimyotonic effect of lamotrigine in non-dystrophic myotonias: a double-blind
randomized study. Brain. 2017 Sep 1;140(9):2295-2305. doi: 10.1093/brain/awx192.
PubMed PMID: 29050397.
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8: Cohen-Israel M, Berger I, Martonovich EY, Klinger G, Stahl B, Linder N. Short-
and long-term complications of in utero exposure to lamotrigine. Br J Clin
Pharmacol. 2017 Oct 18. doi: 10.1111/bcp.13437. [Epub ahead of print] PubMed
PMID: 29044597.
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9: Trunko ME, Schwartz TA, Berner LA, Cusack A, Nakamura T, Bailer UF, Chen JY,
Kaye WH. A pilot open series of lamotrigine in DBT-treated eating disorders
characterized by significant affective dysregulation and poor impulse control.
Borderline Personal Disord Emot Dysregul. 2017 Oct 8;4:21. doi:
10.1186/s40479-017-0072-6. eCollection 2017. PubMed PMID: 29043085; PubMed
Central PMCID: PMC5632524.
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10: Kaufman KR, Coluccio M, Sivaraaman K, Campeas M. Lamotrigine-induced sexual
dysfunction and non-adherence: case analysis with literature review. BJPsych
Open. 2017 Oct 4;3(5):249-253. doi: 10.1192/bjpo.bp.117.005538. eCollection 2017
Sep. PubMed PMID: 29034101; PubMed Central PMCID: PMC5627137.

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