General Information of Drug (ID: DMDZ9LT)

Drug Name
Ethosuximide
Synonyms
Aethosuccimidum; Aethosuximide; Asamid; Atysmal; Capitus; Emeside; Ethosuccimid; Ethosuccimide; Ethosuccinimide; Ethosuxide; Ethosuximidum; Ethylmethylsuccimide; Ethymal; Etomal; Etosuccimide; Etosuximid; Etosuximida; Etosuximide; Mesentol; Pemal; Pemalin; Pentinimid; Peptinimid; Petinimid; Petnidan; Piknolepsin; Pyknolepsinum; Ronton; Simatin; Succimal; Succimitin; Suksilep; Suxilep; Suximal; Suxin; Suxinutin; Thetamid; Thilopemal; Zaraondan; Zarodan; Zarondan; Zarontin; Zartalin; Aethosuximide [German]; Desitin Brand of Ethosuximide; Epileo Petit MAL; Etosuccimide [DCIT]; Etosuximida Faes; Faes Brand of Ethosuximide; Fortbenton Brand of Ethosuximide; Jenapharm Brand of Ethosuximide; Katwijk Brand of Ethosuximide; LAB Brand of Ethosuximide; Parke Davis Brand of Ethosuximide; Pfizer Brand of Ethosuximide; United Drug Brand of Ethosuximide; Warner Lambert Brand of Ethosuximide; Wernigerode Brand of Ethosuximide; Cl 366; E 7138; E0746; H 940; PM 671; CN-10395; Ethosuximidum [INN-Latin]; Etosuximida [INN-Spanish]; Faes, Etosuximida; H-490; N-Ethyl methylsuccinimide; PM-671; Simatin(E); Warner-Lambert Brand of Ethosuximide; Zarondan-Saft; Zarontin (TN); C.I. 366; CN-10,395; Piknole.psi.n; Pyknole.psi.num; Alpha-Ethyl-alpha-methylsuccinimide; Alpha-Methyl-alpha-ethylsuccinimide; Ethosuximide (JP15/USP/INN); Ethosuximide [USAN:INN:BAN:JAN]; Gamma-Methyl-gamma-ethylsuccinimide; Gamma-Methyl-gamma-ethyl-succinimide; Gamma-ethyl-gamma-methyl-succinimide; (+-)-2-Ethyl-2-methylsuccinimide; 2-Ethyl-2-methylsuccinimide; 2-Methyl-2-ethylsuccinimide; 3-Ethyl-3-methyl-2, 5-pyrrolidinedion; 3-Ethyl-3-methyl-2,5-pyrrolidinedione; 3-Ethyl-3-methylpyrrolidine-2,5-dione; 3-Ethyl-3-methylpyrroline-2,5-dione; 3-Ethyl-3-methylsuccinimide; 3-Methyl-3-ethylpyrrolidine-2,5-dione; 3-Methyl-3-ethylsuccinimide
Indication
Disease Entry ICD 11 Status REF
Epilepsy 8A60-8A68 Approved [1]
Therapeutic Class
Analgesics
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 141.17
Logarithm of the Partition Coefficient (xlogp) 0.4
Rotatable Bond Count (rotbonds) 1
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 2
ADMET Property
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 1: high solubility and high permeability [2]
Bioavailability
The bioavailability of drug is 93% []
Elimination
25% of drug is excreted from urine in the unchanged form [2]
Half-life
The concentration or amount of drug in body reduced by one-half in 53 hours [3]
Metabolism
The drug is metabolized via the hepatic []
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 118.29607 micromolar/kg/day [4]
Water Solubility
The ability of drug to dissolve in water is measured as 39.2 mg/mL [2]
Chemical Identifiers
Formula
C7H11NO2
IUPAC Name
3-ethyl-3-methylpyrrolidine-2,5-dione
Canonical SMILES
CCC1(CC(=O)NC1=O)C
InChI
InChI=1S/C7H11NO2/c1-3-7(2)4-5(9)8-6(7)10/h3-4H2,1-2H3,(H,8,9,10)
InChIKey
HAPOVYFOVVWLRS-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
3291
ChEBI ID
CHEBI:4887
CAS Number
77-67-8
DrugBank ID
DB00593
TTD ID
D0Q4XQ
INTEDE ID
DR0659
ACDINA ID
D00254
Combinatorial Drugs (CBD) Click to Jump to the Detailed CBD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Voltage-gated calcium channel alpha Cav3.1 (CACNA1G) TT729IR CAC1G_HUMAN Blocker [5]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4)
Main DME
DE4LYSA CP3A4_HUMAN Substrate [6]
Cytochrome P450 2E1 (CYP2E1)
Main DME
DEVDYN7 CP2E1_HUMAN Substrate [6]
Cytochrome P450 3A5 (CYP3A5) DEIBDNY CP3A5_HUMAN Substrate [6]
Cytochrome P450 3A7 (CYP3A7) DERD86B CP3A7_HUMAN Substrate [6]
Cytochrome P450 3A43 (CYP3A43) DEO1IE3 CP343_HUMAN Substrate [6]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Aromatase (CYP19A1) OTZ6XF74 CP19A_HUMAN Gene/Protein Processing [7]
HLA class II histocompatibility antigen, DM beta chain (HLA-DMB) OT17HGXJ DMB_HUMAN Gene/Protein Processing [8]
HLA class II histocompatibility antigen, DP alpha 1 chain (HLA-DPA1) OT7OG7Y2 DPA1_HUMAN Gene/Protein Processing [8]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Same Disease as Ethosuximide
DDI Drug Name DDI Drug ID Severity Mechanism Disease REF
Oxcarbazepine DM5PU6O Moderate Increased metabolism of Ethosuximide caused by Oxcarbazepine mediated induction of CYP450 enzyme. Epilepsy/seizure [8A61-8A6Z] [9]
Cenobamate DM8KLU9 Moderate Increased metabolism of Ethosuximide caused by Cenobamate mediated induction of CYP450 enzyme. Epilepsy/seizure [8A61-8A6Z] [10]
Fosphenytoin DMOX3LB Moderate Increased metabolism of Ethosuximide caused by Fosphenytoin mediated induction of CYP450 enzyme. Epilepsy/seizure [8A61-8A6Z] [11]
Rufinamide DMWE60C Moderate Increased metabolism of Ethosuximide caused by Rufinamide mediated induction of CYP450 enzyme. Epilepsy/seizure [8A61-8A6Z] [12]
Phenobarbital DMXZOCG Moderate Increased plasma concentrations of Ethosuximide and Phenobarbital due to competitive inhibition of the same metabolic pathway. Epilepsy/seizure [8A61-8A6Z] [13]
Coadministration of a Drug Treating the Disease Different from Ethosuximide (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Arn-509 DMT81LZ Moderate Increased metabolism of Ethosuximide caused by Arn-509 mediated induction of CYP450 enzyme. Acute myeloid leukaemia [2A60] [12]
Emapalumab DMZG5WL Moderate Altered metabolism of Ethosuximide due to Emapalumab alters the formation of CYP450 enzymes. Adaptive immunity immunodeficiency [4A01] [12]
Siltuximab DMGEATB Moderate Altered metabolism of Ethosuximide due to Siltuximab alters the formation of CYP450 enzymes. Anemia [3A00-3A9Z] [12]
Dronedarone DMA8FS5 Moderate Decreased metabolism of Ethosuximide caused by Dronedarone mediated inhibition of CYP450 enzyme. Angina pectoris [BA40] [14]
Posaconazole DMUL5EW Moderate Decreased metabolism of Ethosuximide caused by Posaconazole mediated inhibition of CYP450 enzyme. Aspergillosis [1F20] [12]
Dalfopristin DM4LTKV Moderate Decreased metabolism of Ethosuximide caused by Dalfopristin mediated inhibition of CYP450 enzyme. Bacterial infection [1A00-1C4Z] [15]
Telithromycin DMZ4P3A Moderate Decreased metabolism of Ethosuximide caused by Telithromycin mediated inhibition of CYP450 enzyme. Bacterial infection [1A00-1C4Z] [16]
Lapatinib DM3BH1Y Moderate Decreased metabolism of Ethosuximide caused by Lapatinib mediated inhibition of CYP450 enzyme. Breast cancer [2C60-2C6Y] [17]
Tucatinib DMBESUA Moderate Decreased metabolism of Ethosuximide caused by Tucatinib mediated inhibition of CYP450 enzyme. Breast cancer [2C60-2C6Y] [18]
Levomilnacipran DMV26S8 Moderate Antagonize the effect of Ethosuximide when combined with Levomilnacipran. Chronic pain [MG30] [19]
Olopatadine DMKMWQG Moderate Additive CNS depression effects by the combination of Ethosuximide and Olopatadine. Conjunctiva disorder [9A60] [20]
Mifepristone DMGZQEF Moderate Decreased metabolism of Ethosuximide caused by Mifepristone mediated inhibition of CYP450 enzyme. Cushing syndrome [5A70] [21]
Ivacaftor DMZC1HS Moderate Decreased metabolism of Ethosuximide caused by Ivacaftor mediated inhibition of CYP450 enzyme. Cystic fibrosis [CA25] [22]
Ethanol DMDRQZU Moderate Additive CNS depression effects by the combination of Ethosuximide and Ethanol. Cystitis [GC00] [20]
MK-8228 DMOB58Q Moderate Decreased metabolism of Ethosuximide caused by MK-8228 mediated inhibition of CYP450 enzyme. Cytomegaloviral disease [1D82] [23]
Aprepitant DM053KT Moderate Decreased metabolism of Ethosuximide caused by Aprepitant mediated inhibition of CYP450 enzyme. Depression [6A70-6A7Z] [24]
Sertraline DM0FB1J Moderate Antagonize the effect of Ethosuximide when combined with Sertraline. Depression [6A70-6A7Z] [19]
Vilazodone DM4LECQ Moderate Antagonize the effect of Ethosuximide when combined with Vilazodone. Depression [6A70-6A7Z] [19]
Paroxetine DM5PVQE Moderate Antagonize the effect of Ethosuximide when combined with Paroxetine. Depression [6A70-6A7Z] [19]
Vortioxetine DM6F1PU Moderate Antagonize the effect of Ethosuximide when combined with Vortioxetine. Depression [6A70-6A7Z] [19]
Milnacipran DMBFE74 Moderate Antagonize the effect of Ethosuximide when combined with Milnacipran. Depression [6A70-6A7Z] [19]
Escitalopram DMFK9HG Moderate Antagonize the effect of Ethosuximide when combined with Escitalopram. Depression [6A70-6A7Z] [19]
Desvenlafaxine DMHD4PE Moderate Antagonize the effect of Ethosuximide when combined with Desvenlafaxine. Depression [6A70-6A7Z] [19]
Esketamine DMVU687 Moderate Additive CNS depression effects by the combination of Ethosuximide and Esketamine. Depression [6A70-6A7Z] [21]
Tazemetostat DMWP1BH Moderate Increased metabolism of Ethosuximide caused by Tazemetostat mediated induction of CYP450 enzyme. Follicular lymphoma [2A80] [25]
Itraconazole DMCR1MV Moderate Decreased metabolism of Ethosuximide caused by Itraconazole mediated inhibition of CYP450 enzyme. Fungal infection [1F29-1F2F] [26]
Boceprevir DMBSHMF Moderate Decreased metabolism of Ethosuximide caused by Boceprevir mediated inhibition of CYP450 enzyme. Hepatitis virus infection [1E50-1E51] [27]
Telaprevir DMMRV29 Moderate Decreased metabolism of Ethosuximide caused by Telaprevir mediated inhibition of CYP450 enzyme. Hepatitis virus infection [1E50-1E51] [28]
Rifapentine DMCHV4I Moderate Increased metabolism of Ethosuximide caused by Rifapentine mediated induction of CYP450 enzyme. HIV-infected patients with tuberculosis [1B10-1B14] [29]
Fosamprenavir DM4W9B3 Moderate Decreased metabolism of Ethosuximide caused by Fosamprenavir mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [30]
Cobicistat DM6L4H2 Moderate Decreased metabolism of Ethosuximide caused by Cobicistat mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [31]
Efavirenz DMC0GSJ Moderate Increased metabolism of Ethosuximide caused by Efavirenz mediated induction of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [32]
Saquinavir DMG814N Moderate Decreased metabolism of Ethosuximide caused by Saquinavir mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [33]
Amprenavir DMLMXE0 Moderate Decreased metabolism of Ethosuximide caused by Amprenavir mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [30]
Conivaptan DM1V329 Moderate Decreased metabolism of Ethosuximide caused by Conivaptan mediated inhibition of CYP450 enzyme. Hypo-osmolality/hyponatraemia [5C72] [34]
Berotralstat DMWA2DZ Moderate Decreased metabolism of Ethosuximide caused by Berotralstat mediated inhibition of CYP450 enzyme. Innate/adaptive immunodeficiency [4A00] [35]
Brigatinib DM7W94S Moderate Increased metabolism of Ethosuximide caused by Brigatinib mediated induction of CYP450 enzyme. Lung cancer [2C25] [36]
Ceritinib DMB920Z Moderate Decreased metabolism of Ethosuximide caused by Ceritinib mediated inhibition of CYP450 enzyme. Lung cancer [2C25] [12]
PF-06463922 DMKM7EW Moderate Increased metabolism of Ethosuximide caused by PF-06463922 mediated induction of CYP450 enzyme. Lung cancer [2C25] [37]
Selpercatinib DMZR15V Moderate Decreased metabolism of Ethosuximide caused by Selpercatinib mediated inhibition of CYP450 enzyme. Lung cancer [2C25] [12]
Chloroquine DMSI5CB Moderate Antagonize the effect of Ethosuximide when combined with Chloroquine. Malaria [1F40-1F45] [21]
Hydroxychloroquine DMSIVND Moderate Antagonize the effect of Ethosuximide when combined with Hydroxychloroquine. Malaria [1F40-1F45] [21]
Idelalisib DM602WT Moderate Decreased metabolism of Ethosuximide caused by Idelalisib mediated inhibition of CYP450 enzyme. Mature B-cell leukaemia [2A82] [38]
Dabrafenib DMX6OE3 Moderate Increased metabolism of Ethosuximide caused by Dabrafenib mediated induction of CYP450 enzyme. Melanoma [2C30] [12]
Allopregnanolone DMNLHAC Moderate Additive CNS depression effects by the combination of Ethosuximide and Allopregnanolone. Mental/behavioural/neurodevelopmental disorder [6E20-6E8Z] [39]
Lasmiditan DMXLVDT Moderate Additive CNS depression effects by the combination of Ethosuximide and Lasmiditan. Migraine [8A80] [40]
Exjade DMHPRWG Moderate Decreased metabolism of Ethosuximide caused by Exjade mediated inhibition of CYP450 enzyme. Mineral absorption/transport disorder [5C64] [41]
Flibanserin DM70DTN Moderate Additive CNS depression effects by the combination of Ethosuximide and Flibanserin. Mood disorder [6A60-6E23] [42]
Thalidomide DM70BU5 Moderate Additive CNS depression effects by the combination of Ethosuximide and Thalidomide. Multiple myeloma [2A83] [43]
Nilotinib DM7HXWT Moderate Decreased metabolism of Ethosuximide caused by Nilotinib mediated inhibition of CYP450 enzyme. Myeloproliferative neoplasm [2A20] [44]
Imatinib DM7RJXL Moderate Decreased metabolism of Ethosuximide caused by Imatinib mediated inhibition of CYP450 enzyme. Myeloproliferative neoplasm [2A20] [45]
Modafinil DMYILBE Minor Increased metabolism of Ethosuximide caused by Modafinil mediated induction of CYP450 enzyme. Narcolepsy [7A20] [46]
Apraclonidine DMO4PVE Moderate Additive CNS depression effects by the combination of Ethosuximide and Apraclonidine. Optic nerve disorder [9C40] [47]
Rucaparib DM9PVX8 Moderate Decreased metabolism of Ethosuximide caused by Rucaparib mediated inhibition of CYP450 enzyme. Ovarian cancer [2C73] [48]
Dextropropoxyphene DM23HCX Major Additive CNS depression effects by the combination of Ethosuximide and Dextropropoxyphene. Pain [MG30-MG3Z] [49]
Buprenorphine DMPRI8G Major Additive CNS depression effects by the combination of Ethosuximide and Buprenorphine. Pain [MG30-MG3Z] [50]
Abametapir DM2RX0I Moderate Decreased metabolism of Ethosuximide caused by Abametapir mediated inhibition of CYP450 enzyme. Pediculosis [1G00] [51]
Lefamulin DME6G97 Moderate Decreased metabolism of Ethosuximide caused by Lefamulin mediated inhibition of CYP450 enzyme. Pneumonia [CA40] [52]
Lonafarnib DMGM2Z6 Moderate Decreased metabolism of Ethosuximide caused by Lonafarnib mediated inhibition of CYP450 enzyme. Premature ageing appearance [LD2B] [53]
Enzalutamide DMGL19D Moderate Increased metabolism of Ethosuximide caused by Enzalutamide mediated induction of CYP450 enzyme. Prostate cancer [2C82] [54]
Ustekinumab DMHTYK3 Moderate Altered metabolism of Ethosuximide due to Ustekinumab alters the formation of CYP450 enzymes. Psoriasis [EA90] [12]
Temsirolimus DMS104F Moderate Increased plasma concentrations of Ethosuximide and Temsirolimus due to competitive inhibition of the same metabolic pathway. Renal cell carcinoma [2C90] [55]
Tocilizumab DM7J6OR Moderate Altered metabolism of Ethosuximide due to Tocilizumab alters the formation of CYP450 enzymes. Rheumatoid arthritis [FA20] [12]
Canakinumab DM8HLO5 Moderate Altered metabolism of Ethosuximide due to Canakinumab alters the formation of CYP450 enzymes. Rheumatoid arthritis [FA20] [12]
Rilonacept DMGLUQS Moderate Altered metabolism of Ethosuximide due to Rilonacept alters the formation of CYP450 enzymes. Rheumatoid arthritis [FA20] [12]
Golimumab DMHZV7X Moderate Altered metabolism of Ethosuximide due to Golimumab alters the formation of CYP450 enzymes. Rheumatoid arthritis [FA20] [12]
Sarilumab DMOGNXY Moderate Altered metabolism of Ethosuximide due to Sarilumab alters the formation of CYP450 enzymes. Rheumatoid arthritis [FA20] [12]
Voxelotor DMCS6M5 Moderate Decreased metabolism of Ethosuximide caused by Voxelotor mediated inhibition of CYP450 enzyme. Sickle-cell disorder [3A51] [56]
Telotristat ethyl DMDIYFZ Moderate Increased metabolism of Ethosuximide caused by Telotristat ethyl mediated induction of CYP450 enzyme. Small intestine developmental anomaly [DA90] [12]
Larotrectinib DM26CQR Moderate Decreased metabolism of Ethosuximide caused by Larotrectinib mediated inhibition of CYP450 enzyme. Solid tumour/cancer [2A00-2F9Z] [21]
Armodafinil DMGB035 Minor Increased metabolism of Ethosuximide caused by Armodafinil mediated induction of CYP450 enzyme. Solid tumour/cancer [2A00-2F9Z] [46]
LEE011 DMMX75K Moderate Decreased metabolism of Ethosuximide caused by LEE011 mediated inhibition of CYP450 enzyme. Solid tumour/cancer [2A00-2F9Z] [57]
Pitolisant DM8RFNJ Moderate Increased metabolism of Ethosuximide caused by Pitolisant mediated induction of CYP450 enzyme. Somnolence [MG42] [12]
Fostamatinib DM6AUHV Moderate Decreased metabolism of Ethosuximide caused by Fostamatinib mediated inhibition of CYP450 enzyme. Thrombocytopenia [3B64] [58]
Tizanidine DMR2IQ4 Moderate Additive CNS depression effects by the combination of Ethosuximide and Tizanidine. Tonus and reflex abnormality [MB47] [59]
Sirolimus DMGW1ID Moderate Increased plasma concentrations of Ethosuximide and Sirolimus due to competitive inhibition of the same metabolic pathway. Transplant rejection [NE84] [55]
Tacrolimus DMZ7XNQ Moderate Increased plasma concentrations of Ethosuximide and Tacrolimus due to competitive inhibition of the same metabolic pathway. Transplant rejection [NE84] [55]
⏷ Show the Full List of 77 DDI Information of This Drug

Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG
DIG Name DIG ID PubChem CID Functional Classification
Allura red AC dye E00338 33258 Colorant
Isopropyl alcohol E00070 3776 Antimicrobial preservative; Solvent
methylparaben E00149 7456 Antimicrobial preservative
Propyl 4-hydroxybenzoate E00141 7175 Antimicrobial preservative
Quinoline yellow WS E00309 24671 Colorant
Sunset yellow FCF E00255 17730 Colorant
Ammonia E00007 222 Alkalizing agent
Butyl alcohol E00011 263 Flavoring agent; Solvent
FD&C red no. 3 E00629 Not Available Colorant
Glycerin E00026 753 Antimicrobial preservative; Emollient; Flavoring agent; Humectant; Lubricant; Plasticizing agent; Solvent; Suppository base; Tonicity agent; Viscosity-controlling agent
Hexahydric alcohol E00083 5780 Diluent; Flavoring agent; Humectant; Plasticizing agent
Polyethylene glycol 400 E00653 Not Available Coating agent; Diluent; Ointment base; Plasticizing agent; Solvent; Suppository base; lubricant
Propylene glycol E00040 1030 Antimicrobial preservative; Humectant; Plasticizing agent; Solvent
Silicon dioxide E00670 Not Available Anticaking agent; Opacifying agent; Viscosity-controlling agent
Titanium dioxide E00322 26042 Coating agent; Colorant; Opacifying agent
Water E00035 962 Solvent
⏷ Show the Full List of 16 Pharmaceutical Excipients of This Drug
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Ethosuximide 250 mg capsule 250 mg Oral Capsule Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

References

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56 Product Information. Oxbryta (voxelotor). Global Blood Therapeutics, Inc., South San Francisco, CA.
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58 Product Information. Tavalisse (fostamatinib). Rigel Pharmaceuticals, South San Francisco, CA.
59 Product Information. Zanaflex (tizanidine). Acorda Therapeutics, Hawthorne, NY.