General Information of API (ID: D00415)
Name
Methsuximide
Synonyms    Click to Show/Hide the Synonyms of This API
METHSUXIMIDE; Mesuximide; 77-41-8; Celontin; Methsuximid; Petinutin; 1,3-dimethyl-3-phenylpyrrolidine-2,5-dione; Metsuccimide; Mesuximidum; alpha-Methylphensuximide; N,2-Dimethyl-2-phenylsuccinimide; 1,3-Dimethyl-3-phenylsuccinimide; Metosuccimmide [DCIT]; Mesuximidum [INN-Latin]; Mesuximida [INN-Spanish]; 2,5-Pyrrolidinedione, 1,3-dimethyl-3-phenyl-; 1,3-Dimethyl-3-phenyl-2,5-dioxopyrrolidine; 1,3-Dimethyl-3-phenyl-2,5-pyrrolidinedione; 1,3-Dimethyl-3-phenyl-pyrrolidin-2,5-dione; PM 396; Succinimide, N,2-dimethyl-2-phenyl-; N-Methyl-alpha-methyl-alpha-phenylsuccinimide; alpha-Methyl-alpha-phenyl N-methyl succinimide; (RS)-1,3-Dimethyl-3-phenyl-2,5-pyrrolidindion; Mesuximide (INN); Methsuximide (USP); Methsuximide [USP]; mesuximid; Mesuximide [INN]; MFCD00072132; NCGC00189077-01; Metosuccimmide; Mesuximida; Celontin (TN); HSDB 3124; EINECS 201-026-7; BRN 0168315; (+-)-N,2-Dimethyl-2-phenylsuccinimide; .alpha.-Methylphensuximide; DSSTox_CID_3293; CHEMBL697; 2,5-Pyrrolidinedione,1,3-dimethyl-3-phenyl-; DSSTox_RID_76960; DSSTox_GSID_23293; SCHEMBL34852; 5-21-11-00209 (Beilstein Handbook Reference); CHEBI:6846; GTPL7228; 2,5-Pyrrolidinedione,1,3-dimethyl-3-phenyl-, (+-)-; DTXSID5023293; HMS3264P21; Pharmakon1600-01505443; Tox21_113613; NSC760075; AKOS015962173; CCG-213444; DB05246; NSC-760075; CAS-77-41-8; AC-15963; SY251111; FT-0671397; FT-0671398; 1,3-Dimethyl-3-phenyl-2,5-pyrrolidinedione #; 2,5-Pyrrolidinedione, 1,3-dimethyl-3-phenyl; D00404; AB01563316_01; N-Methyl-.alpha.,.alpha.-methylphenylsuccinimide; 077M418; N-Methyl-.alpha.-methyl-.alpha.-phenylsuccinimide; Q906414; SR-01000942246; .alpha.-Methyl-.alpha.-phenyl N-methyl succinimide; SR-01000942246-1
Clinical Status
Approved
Disease Indication Epilepsy ICD-11: 8A60 [1]
PubChem CID
6476
Formula
C12H13NO2
Canonical SMILES
CC1(CC(=O)N(C1=O)C)C2=CC=CC=C2
InChI
1S/C12H13NO2/c1-12(9-6-4-3-5-7-9)8-10(14)13(2)11(12)15/h3-7H,8H2,1-2H3
InChIKey
AJXPJJZHWIXJCJ-UHFFFAOYSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=6476"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 203.24 Topological Polar Surface Area 37.4
XlogP 1.2 Complexity 294
Heavy Atom Count 15 Rotatable Bond Count 1
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2
Full List of Drug Formulations (DFMs) Containing This API
          Methsuximide 300 mg capsule Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Sodium lauryl sulfate; D&c yellow no. 10; Fd&c yellow no. 6; Silicon dioxide; Gelatin; Starch, corn
                   Dosage Form Oral Capsule
                   Company Parke-Davis Div of Pfizer Inc
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [2]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
References
1 FDA label for approved methsuximide from the official website of the U.S. Food and Drug Administration.
2 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.
3 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
4 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.

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