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Drug Details

General Information of the Drug (ID: DR3991)
Name
Levetiracetam
Synonyms
Levetiracetam; 102767-28-2; Keppra; (S)-2-(2-Oxopyrrolidin-1-yl)butanamide; Keppra XR; ucb L059; UCB-L 059; (2S)-2-(2-oxopyrrolidin-1-yl)butanamide; UCB-L059; Levetiracetamum; Spritam; (S)-alpha-Ethyl-2-oxo-1-pyrrolidineacetamide; SIB-S1; (-)-(S)-alpha-Ethyl-2-oxo-1-pyrrolidineacetamide; UNII-44YRR34555; 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-, (alphaS)-; MFCD03265610; UCB-22059; Levetiracetamum [INN-Latin]; CHEBI:6437; Levetiracetam In Sodium Chloride; UCB 22059; 44YRR34555; Levroxa; (S)-(-)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide; (S)-2-(2-OXO-PYRROLIDIN-1-YL)-BUTYRAMIDE; matever; Leviteracetam; Levipil; Torleva; Elepsia XR; (S)-Levetiracetam; SMR000466303; Keppra (TN); Levesam 500; Etiracetam levo-isomer; SR-01000759400; Levetiracetame; E Keppra; HSDB 7528; N03AX14; Levetiracetam [USAN:USP:INN:BAN]; E keppra (TN); Levetiracetam solution; (S)-2-(2-Oxo-1-pyrrolidinyl)butyramide; L-059; 2(S)-(2-OXOPYRROLIDIN-1-YL)BUTYRAMIDE; CHEMBL1286; 1-Pyrrolidineacetamide, alpha-ethyl-2-oxo-, (S)-; MLS000759403; MLS001424069; MLS006010215; BIDD:GT0242; SCHEMBL118843; GTPL6826; Levetiracetam (JAN/USP/INN); DTXSID9023207; AGB-101; Levetiracetam, >=98% (HPLC); Levetiracetam, analytical standard; HMS2051D07; HMS2089L20; HMS2235I18; HMS3262H11; HMS3713P16; HMS3884O11; Pharmakon1600-01502265; ACT02712; ALBB-027275; BCP11856; HY-B0106; ZINC1547851; Tox21_500835; ANW-41693; BDBM50422542; NSC760119; s1356; STL388027; Levetiracetam 1.0 mg/ml in Methanol; AKOS015841981; AB13957; AC-1479; CCG-100928; CS-1854; DB01202; KS-1176; LP00835; LS41261; MCULE-5120797917; NC00178; NSC 760119; NSC-760119; SDCCGSBI-0633760.P001; (2S)-(2-Oxopyrrolidin-1-yl)butyramide; NCGC00186028-01; NCGC00186028-13; NCGC00261520-01; (S)-2-(2-oxopyrrolidin-1-yl)butyramide; (s)-2-(2-oxopyrrolidin-1-yl) butyramide; (2S)-2-(2-oxo-1-pyrrolidinyl)butanamide; AB0012613; AM20070676; L0234; SW197558-3; C07841; D00709; M-2814; AB00639945-06; AB00639945_07; AB00639945_08; 767L282; A800616; (2S)-2-(2-oxidanylidenepyrrolidin-1-yl)butanamide; Q-201292; SR-01000759400-4; SR-01000759400-5; (ALPHAS)-ALPHA-ETHYL-2-OXO-1-PYRROLIDINEACETAMIDE; UNII-230447L0GL component HPHUVLMMVZITSG-LURJTMIESA-N; Levetiracetam, European Pharmacopoeia (EP) Reference Standard; (??S)???-??-???Ethyl-???2-???oxo-1-???pyrrolidineacetamide; Levetiracetam, United States Pharmacopeia (USP) Reference Standard; (-)-(S)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide (2S)-2-(2-Oxo-pyrrolidin-1-yl)butanamide; Levetiracetam solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material; Levitiracetam, Pharmaceutical Secondary Standard; Certified Reference Material
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Molecular Type
Small molecule
Disease Pain [ICD-11: MG30-MG3Z] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C8H14N2O2
PubChem CID
5284583
Canonical SMILES
CCC(C(=O)N)N1CCCC1=O
InChI
1S/C8H14N2O2/c1-2-6(8(9)12)10-5-3-4-7(10)11/h6H,2-5H2,1H3,(H2,9,12)/t6-/m0/s1
InChIKey
HPHUVLMMVZITSG-LURJTMIESA-N
CAS Number
CAS 102767-28-2
ChEBI ID
CHEBI:6437
TTD Drug ID
D0E1XL
DrugBank ID
DB01202
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Xanthotoxin      Cullen corylifolium     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model Adult male Albino Swiss mice weighing 22-26 g were used in this study.
                    Experimental
                    Result(s)
XANT in combination with levetiracetam exerts beneficial anticonvulsant pharmacodynamic interactions in the 6 Hz mouse psychomotor seizure model.
Target and Pathway
Target(s) Serotonin receptor 3A (HTR3A)  Molecule Info  [1]
Synaptic vesicle glycoprotein 2A (SV2A)  Molecule Info  [3]
KEGG Pathway ECM-receptor interaction Click to Show/Hide
2 Serotonergic synapse
NetPath Pathway IL2 Signaling Pathway Click to Show/Hide
Panther Pathway 5HT3 type receptor mediated signaling pathway Click to Show/Hide
Reactome Ligand-gated ion channel transport Click to Show/Hide
WikiPathways SIDS Susceptibility Pathways Click to Show/Hide
2 Iron uptake and transport
References
Reference 1 Emerging therapies for fibromyalgia. Expert Opin Emerg Drugs. 2008 Mar;13(1):53-62.
Reference 2 Xanthotoxin enhances the anticonvulsant potency of levetiracetam and valproate in the 6-Hz corneal stimulation model in mice. Fundam Clin Pharmacol. 2021 Jul 2.
Reference 3 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
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Cite NPCDR
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Correspondence

X. N. Sun, Y. T. Zhang, Y. Zhou, X. C. Lian, L. L. Yan, T. Pan, T. Jin, H. Xie, Z. M. Liang, W. Q. Qiu, J. X. Wang, Z. R. Li, F. Zhu*, X. B. Sui*. NPCDR: natural product-based drug combination and its disease-specific molecular regulation. Nucleic Acids Research. 50(D1): 1324-1333 (2020). PMID: 34664659

Prof. Feng ZHU  (zhufeng@zju.edu.cn)

College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, China


Prof. Xinbing SUI  (hzzju@hznu.edu.cn)

School of Pharmacy and Department of Medical Oncology, the Affiliated Hospital of Hangzhou Normal University, Hangzhou Normal University, Hangzhou, China