File:Lamotrigine.svg · Wikimedia Commons · See Wikimedia Commons
lamotrigine
Sign in to saveAlso known as Lamictal®, 3,5-diamino-6-(2,3-dichlorophenyl)-1,2,4-triazine, Qín, Qin, Gizord, Lamotrigina, 3,5-Diamino-6-(2,3-dichlorophenyl)-1,2,4-triazine
Lamotrigine ( ), sold under the brand name Lamictal among others, is a medication used to treat epilepsy and stabilize mood in bipolar disorder. For epilepsy, this includes focal seizures, tonic-clonic seizures, and seizures in Lennox-Gastaut syndrome. In bipolar disorder, lamotrigine has not been shown to reliably treat acute depression in any groups except for the severely depressed; but for patients with bipolar disorder who are not currently symptomatic, it appears to reduce the risk of future episodes of depression. Lamotrigine is also used off label for unipolar depression (major depress
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 420280917
- Drug.image
- Lamotrigine.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 180px
- Drug.image2
- Lamotrigine ball-and-stick model.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 180px
- Drug.tradename
- Lamictal, others
- Drug.MedlinePlus
- a695007
- Drug.DailyMedID
- Lamotrigine
- Drug.pregnancy_AU
- D
- Drug.routes_of_administration
- Oral (by mouth)
- Drug.class
- Phenyltriazine
- Drug.ATC_prefix
- N03
- Drug.ATC_suffix
- AX09
- Drug.legal_AU
- S4
via Wikipedia infobox
Chemical data
- Formula
- C9H7Cl2N5
- Molecular weight
- 256.09 g/mol
- IUPAC name
- 6-(2,3-dichlorophenyl)-1,2,4-triazine-3,5-diamine
- SMILES
- C1=CC(=C(C(=C1)Cl)Cl)C2=C(N=C(N=N2)N)N
- InChIKey
- PYZRQGJRPPTADH-UHFFFAOYSA-N
- XLogP
- 1.4
- Polar surface area
- 90.7 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
7,297 papers- Acute lamotrigine overdose: a systematic review of published adult and pediatric cases.Clinical toxicology (Philadelphia, Pa.) · 2018
- The efficacy of lamotrigine in bipolar disorder: A systematic review and meta-analysis.Bipolar disorders · 2024
- Use of Phenytoin, Phenobarbital Carbamazepine, Levetiracetam Lamotrigine and Valproate in Pregnancy and Breastfeeding: Risk of Major Malformations, Dose-dependency, Monotherapy vs Polytherapy, Pharmacokinetics and Clinical Implications.Current neuropharmacology · 2021
- Lamotrigine: pharmacokinetics.Journal of child neurology · 1997
- Lamotrigine add-on therapy for drug-resistant generalised tonic-clonic seizures.The Cochrane database of systematic reviews · 2020
via PubMed
Wikidata facts
- Mass
- 255.007851
Show 6 more facts
- Commons category
- Lamotrigine
- chemical formula
- C₉H₇Cl₂N₅
- canonical SMILES
- C1=CC(=C(C(=C1)Cl)Cl)C2=C(N=C(N=N2)N)N
- World Health Organisation international non-proprietary name
- lamotrigine
- defined daily dose
- 0.3
- stylized name
- LaMICtal
Sources (10)
via Wikidata · CC0
~24 min read
Article
19 sectionsContents
- Medical uses
- Epilepsy
- Lennox–Gastaut syndrome
- Bipolar disorder
- Schizophrenia
- Other uses
- Side effects
- Women
- Other types of effects
- Pharmacology
- Mechanism of action
- Pharmacokinetics
- Chemistry
- History
- Society and culture
- Brand names
- Regulatory advisory in 2021
- Research
- References
Lamotrigine ( ), sold under the brand name Lamictal among others, is a medication used to treat epilepsy and stabilize mood in bipolar disorder. For epilepsy, this includes focal seizures, tonic-clonic seizures, and seizures in Lennox-Gastaut syndrome. In bipolar disorder, lamotrigine has not been shown to reliably treat acute depression in any groups except for the severely depressed; but for patients with bipolar disorder who are not currently symptomatic, it appears to reduce the risk of future episodes of depression. Lamotrigine is also used off label for unipolar depression (major depressive disorder) and depersonalization-derealization disorder.
Common side effects include nausea, sleepiness, headache, vomiting, trouble with coordination, and rash. Serious side effects include excessive breakdown of red blood cells, increased risk of suicide, severe skin reaction (Stevens–Johnson syndrome), and allergic reactions, which can be fatal. Lamotrigine is a phenyltriazine, making it chemically different from other anticonvulsants. Its mechanism of action is not clear, but it appears to inhibit release of excitatory neurotransmitters via voltage-sensitive sodium channels and voltage-gated calcium channels in neurons.