Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00346)
Name
Lacosamide
Synonyms    Click to Show/Hide the Synonyms of This API
Lacosamide; 175481-36-4; Erlosamide; (R)-2-acetamido-N-benzyl-3-methoxypropanamide; Harkoseride; Vimpat; SPM 927; SPM-927; UNII-563KS2PQY5; (2R)-2-acetamido-N-benzyl-3-methoxypropanamide; Propanamide, 2-(acetylamino)-3-methoxy-N-(phenylmethyl)-, (2R)-; CHEMBL58323; 563KS2PQY5; ADD 243037; Erlosamide [INN]; NCGC00253740-01; (R)-2-acetamido-N-benzyl-3-methoxypropionamide.; (R)-2-Acetylamino-N-benzyl-3-methoxy-propionamide; 175481-26-2; ADD 234037; harkeroside; Lacosamide [USAN:INN:BAN]; Vimpat,Lacosamide; SPM-929; Lacosamide racemate; (2R)-2-(Acetylamino)-N-benzyl-3-methoxypropanamide; Vimpat (TN); ADD-234037; 2-(acetylamino)-N-benzyl-3-methoxypropanamide; (R)-N-Benzyl-2-acetamido-3-methoxypropionamide; DSSTox_CID_31455; DSSTox_RID_97341; DSSTox_GSID_57666; SCHEMBL35330; Lacosamide (JAN/USAN/INN); GTPL7472; ZINC7673; DEA No. 2746; DTXSID1057666; CHEBI:135939; BCP02197; EBD27785; Tox21_113857; ANW-58547; BDBM50300204; MFCD08272557; AKOS005146274; Lacosamide 1.0 mg/ml in Acetonitrile; ADD-243037; CS-0529; DB06218; KS-1227; SB18905; AC-22750; AM808141; HY-13015; AB0020074; BB 0260890; CAS-175481-36-4; (R)-N-benzyl-2-acetamido-3-methoxypropanamide; D07299; M-1600; (2R)-N-benzyl-2-acetamido-3-methoxypropanamide; (R)-2-acetamido-N-benzyl-3-methoxypropionamide; (R)-N-benzyl 2-acetamido-3-methoxypropionamide; (R)-N-benzyl 2-acetamido-3-methoxypropionamide,; AB01559947-01; (2R)-2-acetylamino-N-benzyl-3-methoxypropanamide; (R)-2-Acetylamino-N-benzyl-3-methoxypropionamide; 481L364; AR-270/11402703; Q420077; SR-01000942286; SR-01000942286-1; (2R)-2-acetamido-3-methoxy-N-(phenylmethyl)propanamide; 2-(Acetylamino)-3-methoxy-N-(phenylmethyl)-, (2R)-; Z1550648754; ( )-(2R)-2-(acetylamino)-N-benzyl-3-methoxypropanamide; (2R)-2-(Acetylamino)-N-benzyl-3-methoxypropanamide;Lacosamide; Lacosamide solution, 1.0 mg/mL in acetonitrile, ampule of 1 mL, certified reference material
Clinical Status
Approved
Disease Indication Epilepsy ICD-11: 8A60 [1]
PubChem CID
219078
Formula
C13H18N2O3
Canonical SMILES
CC(=O)N[C@H](COC)C(=O)NCC1=CC=CC=C1
InChI
1S/C13H18N2O3/c1-10(16)15-12(9-18-2)13(17)14-8-11-6-4-3-5-7-11/h3-7,12H,8-9H2,1-2H3,(H,14,17)(H,15,16)/t12-/m1/s1
InChIKey
VPPJLAIAVCUEMN-GFCCVEGCSA-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=219078"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 250.29 Topological Polar Surface Area 67.4
XlogP 0.3 Complexity 275
Heavy Atom Count 18 Rotatable Bond Count 6
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Full List of Drug Formulations (DFMs) Containing This API
          Lacosamide 50 mg tablet Click to Show/Hide the Full List of Formulation(s):          4 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
Fd&c blue no. 2; Indigotindisulfonate sodium; Magnesium stearate; Ferric oxide red; Ferrosoferric oxide; Talc; Titanium dioxide; Crospovidone; Polyvinyl alcohol; Silicon dioxide; Aluminum oxide; Cellulose, microcrystalline; Hydroxypropyl cellulose; Hypromelloses; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Physicians Total Care
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Crospovidone DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [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
Fd&c blue no. 2; Magnesium stearate; Ferric oxide red; Ferrosoferric oxide; Talc; Titanium dioxide; Lecithin, soybean; Polyvinyl alcohol; Silicon dioxide; Cellulose, microcrystalline; Crospovidone (15 mpa.s at 5%); Hydroxypropyl cellulose; Hydroxypropyl cellulose, low substituted; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Natco Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Soybean lecithin DIG Info Albendazole monooxygenase (IC50 = 6.61 mg.mL-1) [5]
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
Fd&c blue no. 2; Magnesium stearate; Ferric oxide red; Ferrosoferric oxide; Talc; Titanium dioxide; Lecithin, soybean; Polyvinyl alcohol; Silicon dioxide; Cellulose, microcrystalline; Crospovidone (15 mpa.s at 5%); Hydroxypropyl cellulose (type h); Hydroxypropyl cellulose, low substituted; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Breckenridge Pharmaceutical
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Soybean lecithin DIG Info Albendazole monooxygenase (IC50 = 6.61 mg.mL-1) [5]
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
Fd&c blue no. 2; Indigotindisulfonate sodium; Magnesium stearate; Ferric oxide red; Ferrosoferric oxide; Talc; Titanium dioxide; Silicon dioxide; Aluminum oxide; Crospovidone (15 mpa.s at 5%); Hydroxypropyl cellulose (1200000 mw); Hypromellose, unspecified; Microcrystalline cellulose; Polyethylene glycol, unspecified; Polyvinyl alcohol, unspecified
                   Dosage Form Oral Tablet
                   Company UCB
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Lacosamide 200 mg tablet Click to Show/Hide the Full List of Formulation(s):          3 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
Fd&c blue no. 2; Magnesium stearate; Talc; Titanium dioxide; Lecithin, soybean; Polyvinyl alcohol; Silicon dioxide; Cellulose, microcrystalline; Crospovidone (15 mpa.s at 5%); Hydroxypropyl cellulose; Hydroxypropyl cellulose, low substituted; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Natco Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Soybean lecithin DIG Info Albendazole monooxygenase (IC50 = 6.61 mg.mL-1) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [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
Fd&c blue no. 2; Magnesium stearate; Talc; Titanium dioxide; Lecithin, soybean; Polyvinyl alcohol; Silicon dioxide; Cellulose, microcrystalline; Crospovidone (15 mpa.s at 5%); Hydroxypropyl cellulose (type h); Hydroxypropyl cellulose, low substituted; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Breckenridge Pharmaceutical
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Soybean lecithin DIG Info Albendazole monooxygenase (IC50 = 6.61 mg.mL-1) [5]
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
Fd&c blue no. 2; Indigotindisulfonate sodium; Magnesium stearate; Talc; Titanium dioxide; Silicon dioxide; Aluminum oxide; Crospovidone (15 mpa.s at 5%); Hydroxypropyl cellulose (1200000 mw); Hypromellose, unspecified; Microcrystalline cellulose; Polyethylene glycol, unspecified; Polyvinyl alcohol, unspecified
                   Dosage Form Oral Tablet
                   Company UCB
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Lacosamide 150 mg tablet Click to Show/Hide the Full List of Formulation(s):          3 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
Magnesium stearate; Ferric oxide red; Ferric oxide yellow; Ferrosoferric oxide; Talc; Titanium dioxide; Lecithin, soybean; Polyvinyl alcohol; Silicon dioxide; Cellulose, microcrystalline; Crospovidone (15 mpa.s at 5%); Hydroxypropyl cellulose; Hydroxypropyl cellulose, low substituted; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Natco Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Soybean lecithin DIG Info Albendazole monooxygenase (IC50 = 6.61 mg.mL-1) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [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
Magnesium stearate; Ferric oxide red; Ferric oxide yellow; Ferrosoferric oxide; Talc; Titanium dioxide; Lecithin, soybean; Polyvinyl alcohol; Silicon dioxide; Cellulose, microcrystalline; Crospovidone (15 mpa.s at 5%); Hydroxypropyl cellulose (type h); Hydroxypropyl cellulose, low substituted; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Breckenridge Pharmaceutical
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Soybean lecithin DIG Info Albendazole monooxygenase (IC50 = 6.61 mg.mL-1) [5]
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
Magnesium stearate; Ferric oxide red; Ferric oxide yellow; Ferrosoferric oxide; Talc; Titanium dioxide; Silicon dioxide; Crospovidone (15 mpa.s at 5%); Hydroxypropyl cellulose (1200000 mw); Hypromellose, unspecified; Microcrystalline cellulose; Polyethylene glycol, unspecified; Polyvinyl alcohol, unspecified
                   Dosage Form Oral Tablet
                   Company UCB
                   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]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Lacosamide 100 mg tablet Click to Show/Hide the Full List of Formulation(s):          3 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
Magnesium stearate; Ferric oxide yellow; Talc; Titanium dioxide; Lecithin, soybean; Polyvinyl alcohol; Silicon dioxide; Cellulose, microcrystalline; Crospovidone (15 mpa.s at 5%); Hydroxypropyl cellulose; Hydroxypropyl cellulose, low substituted; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Natco Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Soybean lecithin DIG Info Albendazole monooxygenase (IC50 = 6.61 mg.mL-1) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [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
Magnesium stearate; Ferric oxide yellow; Talc; Titanium dioxide; Lecithin, soybean; Polyvinyl alcohol; Silicon dioxide; Cellulose, microcrystalline; Crospovidone (15 mpa.s at 5%); Hydroxypropyl cellulose (type h); Hydroxypropyl cellulose, low substituted; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Breckenridge Pharmaceutical
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Soybean lecithin DIG Info Albendazole monooxygenase (IC50 = 6.61 mg.mL-1) [5]
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
Magnesium stearate; Ferric oxide yellow; Talc; Titanium dioxide; Silicon dioxide; Crospovidone (15 mpa.s at 5%); Hydroxypropyl cellulose (1200000 mw); Hypromellose, unspecified; Microcrystalline cellulose; Polyethylene glycol, unspecified; Polyvinyl alcohol, unspecified
                   Dosage Form Oral Tablet
                   Company RemedyRepack; UCB
                   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]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
References
1 FDA label for approved lacosamide 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 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
4 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
5 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.

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