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MedKoo Cat#: 318086 | Name: Lamotrigine
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

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.

Chemical Structure

Lamotrigine
Lamotrigine
CAS#84057-84-1

Theoretical Analysis

MedKoo Cat#: 318086

Name: Lamotrigine

CAS#: 84057-84-1

Chemical Formula: C9H7Cl2N5

Exact Mass: 255.0079

Molecular Weight: 256.09

Elemental Analysis: C, 42.21; H, 2.76; Cl, 27.69; N, 27.35

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
5g USD 450.00 2 Weeks
10g USD 650.00 2 Weeks
25g USD 950.00 2 Weeks
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Related CAS #
No Data
Synonym
Lamotrigine, Lamictal, BW-430C, Crisomet, Lamictin, Lamitor
IUPAC/Chemical Name
6-(2,3-dichlorophenyl)-1,2,4-triazine-3,5-diamine
InChi Key
PYZRQGJRPPTADH-UHFFFAOYSA-N
InChi Code
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)
SMILES Code
NC1=NC(N)=C(C2=CC=CC(Cl)=C2Cl)N=N1
Appearance
White to off-white solid powder.
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Lamotrigine (BW430C) is a potent and orally active anticonvulsant or antiepileptic agent.
In vitro activity:
In SH-EP1 cells, LTG (lamotrigine) diminished the peak and steady-state components of the inward α4β2-nAChR-mediated currents. This effect exhibited concentration-, voltage- and use-dependent behavior. Nicotine dose-response curves showed that in the presence of LTG, the nicotine-induced maximal current was reduced, suggesting a noncompetitive inhibition. These findings suggest that LTG inhibits human neuronal α4β2-nAChR function through an open-channel blocking mechanism. Reference: J Pharmacol Exp Ther. 2010 Nov;335(2):401-8. https://pubmed.ncbi.nlm.nih.gov/20688974/
In vivo activity:
Lamotrigine inhibits glutamate transmission and sodium channels in mice. Both neurotransmissions - glutamate and GABA are closely related in seizure control. The conclusion is that lamotrigine has an anticonvulsive effect on both bicuculline and pentylenetetrazol seizure models, suppressing seizure intensity and influencing the latency to the first seizure. Reference: Folia Med (Plovdiv). 2011 Apr-Jun;53(2):57-62. https://pubmed.ncbi.nlm.nih.gov/21797108/
Solvent mg/mL mM
Solubility
DMF 10.0 39.05
DMSO 17.7 68.93
DMSO:PBS (pH 7.2) (1:1) 0.5 1.95
Ethanol 2.5 9.76
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 256.09 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Zheng C, Yang K, Liu Q, Wang MY, Shen J, Vallés AS, Lukas RJ, Barrantes FJ, Wu J. The anticonvulsive drug lamotrigine blocks neuronal {alpha}4{beta}2 nicotinic acetylcholine receptors. J Pharmacol Exp Ther. 2010 Nov;335(2):401-8. doi: 10.1124/jpet.110.171108. Epub 2010 Aug 5. PMID: 20688974. 2. Cheung H, Kamp D, Harris E. An in vitro investigation of the action of lamotrigine on neuronal voltage-activated sodium channels. Epilepsy Res. 1992 Nov;13(2):107-12. doi: 10.1016/0920-1211(92)90065-2. PMID: 1334455. 3. Getova DP, Mihaylova AS. A study of the effects of lamotrigine on mice using two convulsive tests. Folia Med (Plovdiv). 2011 Apr-Jun;53(2):57-62. doi: 10.2478/v10153-010-0038-6. PMID: 21797108. 4. Zona C, Avoli M. Lamotrigine reduces voltage-gated sodium currents in rat central neurons in culture. Epilepsia. 1997 May;38(5):522-5. doi: 10.1111/j.1528-1157.1997.tb01135.x. PMID: 9184596.
In vitro protocol:
1. Zheng C, Yang K, Liu Q, Wang MY, Shen J, Vallés AS, Lukas RJ, Barrantes FJ, Wu J. The anticonvulsive drug lamotrigine blocks neuronal {alpha}4{beta}2 nicotinic acetylcholine receptors. J Pharmacol Exp Ther. 2010 Nov;335(2):401-8. doi: 10.1124/jpet.110.171108. Epub 2010 Aug 5. PMID: 20688974. 2. Cheung H, Kamp D, Harris E. An in vitro investigation of the action of lamotrigine on neuronal voltage-activated sodium channels. Epilepsy Res. 1992 Nov;13(2):107-12. doi: 10.1016/0920-1211(92)90065-2. PMID: 1334455.
In vivo protocol:
1. Getova DP, Mihaylova AS. A study of the effects of lamotrigine on mice using two convulsive tests. Folia Med (Plovdiv). 2011 Apr-Jun;53(2):57-62. doi: 10.2478/v10153-010-0038-6. PMID: 21797108. 2. Zona C, Avoli M. Lamotrigine reduces voltage-gated sodium currents in rat central neurons in culture. Epilepsia. 1997 May;38(5):522-5. doi: 10.1111/j.1528-1157.1997.tb01135.x. PMID: 9184596.
1: Soysal H, Doğan Z, Kamışlı Ö. Effects of phenytoin and lamotrigine treatment on serum BDNF levels in offsprings of epileptic rats. Neuropeptides. 2015 Dec 8. pii: S0143-4179(15)00221-8. doi: 10.1016/j.npep.2015.12.001. [Epub ahead of print] Review. PubMed PMID: 26706181. 2: Egunsola O, Choonara I, Sammons HM. Safety of lamotrigine in paediatrics: a systematic review. BMJ Open. 2015 Jun 12;5(6):e007711. doi: 10.1136/bmjopen-2015-007711. Review. PubMed PMID: 26070796; PubMed Central PMCID: PMC4466618. 3: Wang XQ, Xiong J, Xu WH, Yu SY, Huang XS, Zhang JT, Tian CL, Huang DH, Jia WQ, Lang SY. Risk of a lamotrigine-related skin rash: current meta-analysis and postmarketing cohort analysis. Seizure. 2015 Feb;25:52-61. doi: 10.1016/j.seizure.2014.12.001. Epub 2014 Dec 23. Review. PubMed PMID: 25645637. 4: Prabhavalkar KS, Poovanpallil NB, Bhatt LK. Management of bipolar depression with lamotrigine: an antiepileptic mood stabilizer. Front Pharmacol. 2015 Oct 23;6:242. doi: 10.3389/fphar.2015.00242. eCollection 2015. Review. PubMed PMID: 26557090; PubMed Central PMCID: PMC4615936. 5: Sinclair S, Cunnington M, Messenheimer J, Weil J, Cragan J, Lowensohn R, Yerby M, Tennis P. Advantages and problems with pregnancy registries: observations and surprises throughout the life of the International Lamotrigine Pregnancy Registry. Pharmacoepidemiol Drug Saf. 2014 Aug;23(8):779-86. doi: 10.1002/pds.3659. Epub 2014 Jun 27. Review. PubMed PMID: 24974947; PubMed Central PMCID: PMC4406353. 6: Chang RS, Cole AJ. Lamotrigine-induced lupus-like syndrome: a case report and literature review. Am J Ther. 2014 May-Jun;21(3):e85-7. doi: 10.1097/MJT.0b013e3182491c31. Review. PubMed PMID: 23011169. 7: Takács R, Makkos Z, Kassai-Farkas Á, Pusztai Á, Ungvári GS, Gazdag G. Lamotrigine in the treatment of psychotic depression associated with hereditary coproporphyria -- case report and a brief review of the literature. Neuropsychopharmacol Hung. 2014 Mar;16(1):43-6. Review. PubMed PMID: 24687017. 8: Algahtani HA, Aldarmahi AA, Al-Rabia MW, Almalki WH, Bryan Young G. Generalized myoclonus and spasticity induced by lamotrigine toxicity: a case report and literature review. Clin Neuropharmacol. 2014 Mar-Apr;37(2):52-4. doi: 10.1097/WNF.0000000000000020. Review. PubMed PMID: 24614666. 9: Haoxiang X, Xu Y, Baoxi W. Lamotrigine-associated with toxic epidermal necrolysis: a case report and Chinese literature review. Int J Dermatol. 2014 Mar;53(3):e231-2. doi: 10.1111/j.1365-4632.2012.05800.x. Epub 2013 Apr 28. Review. PubMed PMID: 23621883. 10: Wiffen PJ, Derry S, Moore RA. Lamotrigine for chronic neuropathic pain and fibromyalgia in adults. Cochrane Database Syst Rev. 2013 Dec 3;12:CD006044. doi: 10.1002/14651858.CD006044.pub4. Review. PubMed PMID: 24297457. 11: Reid JG, Gitlin MJ, Altshuler LL. Lamotrigine in psychiatric disorders. J Clin Psychiatry. 2013 Jul;74(7):675-84. doi: 10.4088/JCP.12r08046. Review. PubMed PMID: 23945444. 12: Ishioka M, Yasui-Furukori N, Hashimoto K, Sugawara N. Neuroleptic malignant syndrome induced by lamotrigine. Clin Neuropharmacol. 2013 Jul-Aug;36(4):131-2. doi: 10.1097/WNF.0b013e318294799a. Review. PubMed PMID: 23783003. 13: Vajda FJ, Dodd S, Horgan D. Lamotrigine in epilepsy, pregnancy and psychiatry--a drug for all seasons? J Clin Neurosci. 2013 Jan;20(1):13-6. doi: 10.1016/j.jocn.2012.05.024. Epub 2012 Oct 1. Review. PubMed PMID: 23036173. 14: Bowden CL, Singh V. Lamotrigine (Lamictal IR) for the treatment of bipolar disorder. Expert Opin Pharmacother. 2012 Dec;13(17):2565-71. doi: 10.1517/14656566.2012.741590. Review. PubMed PMID: 23140205. 15: Zavodnick AD, Ali R. Lamotrigine in the treatment of unipolar depression with and without comorbidities: a literature review. Psychiatr Q. 2012 Sep;83(3):371-83. doi: 10.1007/s11126-012-9208-4. Review. PubMed PMID: 22322995. 16: Daud NA, Ab-Rahman A. Patient-reported side effects of lamotrigine during routine clinic visits. Neurosciences (Riyadh). 2012 Jul;17(3):269-70. Review. PubMed PMID: 22772938. 17: Moore JL, Aggarwal P. Lamotrigine use in pregnancy. Expert Opin Pharmacother. 2012 Jun;13(8):1213-6. doi: 10.1517/14656566.2012.665875. Review. PubMed PMID: 22594849. 18: French JA, Temkin NR, Shneker BF, Hammer AE, Caldwell PT, Messenheimer JA. Lamotrigine XR conversion to monotherapy: first study using a historical control group. Neurotherapeutics. 2012 Jan;9(1):176-84. doi: 10.1007/s13311-011-0088-3. Review. PubMed PMID: 22139591; PubMed Central PMCID: PMC3271149. 19: Beattie K, Phadke G, Novakovic J. Lamotrigine. Profiles Drug Subst Excip Relat Methodol. 2012;37:245-85. doi: 10.1016/B978-0-12-397220-0.00006-4. Epub 2012 Mar 19. Review. PubMed PMID: 22469320. 20: Wang ZF, Fessler EB, Chuang DM. Beneficial effects of mood stabilizers lithium, valproate and lamotrigine in experimental stroke models. Acta Pharmacol Sin. 2011 Dec;32(12):1433-45. doi: 10.1038/aps.2011.140. Epub 2011 Nov 7. Review. PubMed PMID: 22056617; PubMed Central PMCID: PMC4010202.