General Information
Drug ID
DR00056
Drug Name
Lamotrigine
Synonyms
3,5-Diamino-6-(2,3-dichlorophenyl)-1,2,4-triazine; 3,5-Diamino-6-(2,3-dichlorophenyl)-as-triazine; 6-(2,3-Dichlorophenyl)-1,2,4-triazine-3,5-diamine; 6-(2,3-Dichlorophenyl)-1,2,4-triazine-3,5-diyldiamine; BW 430C; BW-430C; Crisomet; Desitin Brand of Lamotrigine; EUR-1048; Faes Brand of Lamotrigine; GI 267119X; GW 273293; Glaxo Wellcome Brand of Lamotrigine; GlaxoSmithKline Brand of Lamotrigine; Juste Brand of Lamotrigine; L 3791; Labileno; Lamictal; Lamictal (TN); Lamictal Cd; Lamictal ODT; Lamictal XR; Lamictin; Lamictin (TN); Lamiktal; Lamitor; Lamotrigina; Lamotrigina [Spanish]; Lamotrigine (JAN/USAN/INN); Lamotrigine [USAN:INN:BAN]; Lamotriginum; Lamotriginum [Latin]
Drug Type
Small molecular drug
Indication Bipolar disorder [ICD11:6A60-6A61] Approved [1]
Epilepsy [ICD11:8A6Z] Approved [1]
Therapeutic Class
Anticonvulsants
Structure
3D MOL 2D MOL
Formula
C9H7Cl2N5
Canonical SMILES
C1=CC(=C(C(=C1)Cl)Cl)C2=C(N=C(N=N2)N)N
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
CAS Number
CAS 84057-84-1
Pharmaceutical Properties Molecular Weight 256.089 Topological Polar Surface Area 90.7
Heavy Atom Count 16 Rotatable Bond Count 1
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
XLogP
1.4
PubChem CID
3878
PubChem SID
103199382 ,103940000 ,104179107 ,104304778 ,11111377 ,11113342 ,111978157 ,11528749 ,117872151 ,12013463 ,121361621 ,124658861 ,124799528 ,124880544 ,124880545 ,124880546 ,14823602 ,17405249 ,24278792 ,26719658 ,29222992 ,46386680 ,46505408 ,47810853 ,48259345 ,48416154 ,50100261 ,50104089 ,50104090 ,53777794 ,53787568 ,56423136 ,5669156 ,57322032 ,58107296 ,76843584 ,7847420 ,7979720 ,81092819 ,8152444 ,85231112 ,855818 ,90341162 ,91148150 ,92304062 ,92308151 ,92308280 ,92308924 ,92709766 ,93166952
ChEBI ID
ChEBI:6367
TTD Drug ID
D03FLC
DT(s) Transporting This Drug 1-Oct Transporter Info Organic cation transporter 1 Substrate [2]
P-GP Transporter Info P-glycoprotein 1 Substrate [3]
References
1 Lamotrigine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Lamotrigine is a substrate for OCT1 in brain endothelial cells. Biochem Pharmacol. 2012 Mar 15;83(6):805-14.
3 Several major antiepileptic drugs are substrates for human P-glycoprotein. Neuropharmacology. 2008 Dec;55(8):1364-75.

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