Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00266)
Name
Felbamate
Synonyms    Click to Show/Hide the Synonyms of This API
felbamate; 25451-15-4; Felbatol; 2-Phenylpropane-1,3-diyl dicarbamate; 2-Phenyl-1,3-propanediol dicarbamate; Felbamyl; Taloxa; Felbamato; Felbamatum; 1,3-Propanediol, 2-phenyl-, dicarbamate; ADD-03055; UNII-X72RBB02N8; carbamic acid 2-phenyltrimethylene ester; CHEBI:4995; 3-(carbamoyloxy)-2-phenylpropyl carbamate; MLS000028465; X72RBB02N8; MFCD00865296; Felbamatum [Latin]; NCGC00015429-08; W-554;ADD-03055; Felbamato [Spanish]; SMR000058448; DSSTox_CID_3041; Felbamate [USAN:INN]; (3-carbamoyloxy-1,1,3,3-tetradeuterio-2-phenylpropyl) carbamate; DSSTox_RID_76847; DSSTox_GSID_23041; Carbamic acid 3-carbamoyloxy-2-phenyl-propyl ester; Felbatol (TN); CAS-25451-15-4; Carbamic acid, 2-phenyltrimethylene ester; (3-carbamoyloxy-2-phenylpropyl) carbamate; SR-01000000089; EINECS 247-001-4; BRN 3345236; Felbamete; HSDB 7525; Felbamate solution; ADD 03055; Felbamate (USPINN); Tocris-0869; Opera_ID_1738; Prestwick0_000919; Lopac-F-0778; Biomol-NT_000203; F 0778; CHEMBL1094; Lopac0_000524; SCHEMBL34947; 4-06-00-05993 (Beilstein Handbook Reference); MLS001077299; BIDD:GT0463; BPBio1_001258; GTPL5473; DTXSID9023041; AOB5042; EX-A591; HMS2093P19; HMS2234H06; HMS3261J09; HMS3266L12; HMS3370I06; HMS3411P21; HMS3657I11; HMS3675P21; HMS3715D20; HMS3884E11; Pharmakon1600-01505600; BCP27941; HY-B0184; ZINC1530803; Tox21_110145; Tox21_302368; Tox21_500524; 2-Phenyl-1,3-propanedioldicarbamate; ANW-65602; BDBM50088430; NSC759866; AKOS015895100; Tox21_110145_1; AC-8197; ACN-054465; CCG-204614; CS-2068; DB00949; KS-1171; LP00524; MCULE-2661497722; NSC-759866; SDCCGSBI-0050507.P003; NCGC00015429-01; NCGC00015429-02; NCGC00015429-03; NCGC00015429-04; NCGC00015429-05; NCGC00015429-06; NCGC00015429-07; NCGC00015429-09; NCGC00015429-10; NCGC00015429-11; NCGC00015429-14; NCGC00015429-24; NCGC00023092-02; NCGC00023092-04; NCGC00023092-05; NCGC00023092-06; NCGC00255275-01; NCGC00261209-01; SBI-0050507.P002; AB0011540; DB-046702; EU-0100524; FT-0630517; SW197633-2; (3-aminocarbonyloxy-2-phenyl-propyl) carbamate; C07501; D00536; J90036; K-6677; AB00382985-18; AB00382985_19; 451F154; A817858; Q421301; carbamic acid (3-carbamoyloxy-2-phenylpropyl) ester; Q-100326; SR-01000000089-2; SR-01000000089-4; SR-01000000089-7; BRD-K99107520-001-01-9; BRD-K99107520-001-09-2; BRD-K99107520-001-18-3; Z1541638522; Felbamate, United States Pharmacopeia (USP) Reference Standard
Clinical Status
Approved
Disease Indication Epilepsy ICD-11: 8A60 [1]
PubChem CID
3331
Formula
C11H14N2O4
Canonical SMILES
C1=CC=C(C=C1)C(COC(=O)N)COC(=O)N
InChI
1S/C11H14N2O4/c12-10(14)16-6-9(7-17-11(13)15)8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H2,12,14)(H2,13,15)
InChIKey
WKGXYQFOCVYPAC-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=3331"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 238.24 Topological Polar Surface Area 105
XlogP 0.6 Complexity 246
Heavy Atom Count 17 Rotatable Bond Count 7
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Full List of Drug Formulations (DFMs) Containing This API
          Felbamate 600 mg tablet Click to Show/Hide the Full List of Formulation(s):          6 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
Lactose monohydrate; D&c yellow no. 10; Fd&c red no. 40; Fd&c yellow no. 6; Magnesium stearate; Croscarmellose sodium; Cellulose, microcrystalline; Starch, corn
                   Dosage Form Oral Tablet
                   Company Marlex Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
             Drug Formulation 2 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
Lactose monohydrate; D&c yellow no. 10; Fd&c red no. 40; Fd&c yellow no. 6; Magnesium stearate; Croscarmellose sodium; Cellulose, microcrystalline; Starch, corn
                   Dosage Form Oral Tablet
                   Company Amneal Pharmaceuticals; Carilion Materials Management
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
             Drug Formulation 3 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
Lactose monohydrate; D&c yellow no. 10; Fd&c red no. 40; Magnesium stearate; Ferric oxide yellow; Povidone k30; Silicon dioxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato; Starch, pregelatinized corn
                   Dosage Form Oral Tablet
                   Company Cadila Healthcare; Zydus Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 4 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
Lactose monohydrate; D&c yellow no. 10; Magnesium stearate; Croscarmellose sodium; Aluminum oxide; Microcrystalline cellulose; Starch, corn
                   Dosage Form Oral Tablet
                   Company Taro Pharmaceuticals USA
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
             Drug Formulation 5 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
Lactose monohydrate; Magnesium stearate; Croscarmellose sodium; Silicon dioxide; Cellulose, microcrystalline; Starch, corn
                   Dosage Form Oral Tablet
                   Company Alvogen; Mylan Pharamceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 6 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
Lactose monohydrate; Magnesium stearate; Ferric oxide yellow; Croscarmellose sodium; Cellulose, microcrystalline; Starch, corn
                   Dosage Form Oral Tablet
                   Company CorePharma; Impax Generics
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
          Felbamate 400 mg tablet Click to Show/Hide the Full List of Formulation(s):          5 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
Lactose monohydrate; D&c yellow no. 10; Fd&c yellow no. 6; Magnesium stearate; Croscarmellose sodium; Cellulose, microcrystalline; Starch, corn
                   Dosage Form Oral Tablet
                   Company Amneal Pharmaceuticals; Marlex Pharmaceuticals
                   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) [3]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
             Drug Formulation 2 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
Lactose monohydrate; Fd&c red no. 40; Magnesium stearate; Ferric oxide yellow; Povidone k30; Silicon dioxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato; Starch, pregelatinized corn
                   Dosage Form Oral Tablet
                   Company Cadila Healthcare; Zydus Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 3 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
Lactose monohydrate; Magnesium stearate; Croscarmellose sodium; Silicon dioxide; Cellulose, microcrystalline; Starch, corn
                   Dosage Form Oral Tablet
                   Company Alvogen; Mylan Pharamceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 4 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
Lactose monohydrate; Magnesium stearate; Ferric oxide yellow; Croscarmellose sodium; Cellulose, microcrystalline; Starch, corn
                   Dosage Form Oral Tablet
                   Company CorePharma; Impax Generics
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
             Drug Formulation 5 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
Lactose monohydrate; Magnesium stearate; Croscarmellose sodium; Microcrystalline cellulose; Starch, corn
                   Dosage Form Oral Tablet
                   Company Taro Pharmaceuticals USA
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
References
1 FDA label for approved felbamate from the official website of the U.S. Food and Drug Administration.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 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.
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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