Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00398)
Name
Meprobamate
Synonyms    Click to Show/Hide the Synonyms of This API
meprobamate; Meprobamat; Meprospan; Equanil; Miltown; Amepromat; Meprocompren; Meprobam; Meproban; Tranmep; 57-53-4; Anastress; Anathylmon; Anatimon; Andaksin; Ansiatan; Ansiowas; Anxietil; Auxietil; Ayeramate; Biobamat; Biobamate; Calmadin; Calmiren; Carbaxin; Cirponyl; Crestanil; Despasmol; Dicandiol; Equatrate; Equilium; Harmonin; Holbamate; Ipsotian; Lepetown; Libiolan; Margonil; Mepantin; Mepavlon; Mepiosine; Mepranil; Meprindon; Meprocon; Meprodil; Meproleaf; Meprosan; Meprosin; Meprotabs; Meprotan; Meprotil; Metractyl; Metranquil; Miltamato; Neuramate; Amosene; Andaxin; Aneural; Anural; Apascil; Arcoban; Artolon; Atraxin; Calmax; Cirpon; Cyrpon; Ecuanil; Edenal; Enorden; Epicur; Epikur; Equitar; Estasil; Gadexyl; Hartol; Larten; Lepenil; Mendel; Meposed; Mepriam; Meprin; Meprol; Meprosa; Meptran; Milprem; Miltaun; Kesso-Bamate; Appetrol-Sr; Meprocon CMC; Mar-Bate; Appetrol; Dormabrol; Meprodiol; Micrainin; Deprol; Diurnal; Diveron; Milpath; 3P Bamate; Meprovanmeprozine; Canquil-400; Equanil suspension; Meptranactylmilprem; Procalmidol; Procarbamide; Fas-Cile 200; Cap-O-Tran; Meprobamat [German]; Bamo 400; Diurnaldiverondormabrol; Meprobamato [Italian]; Procalmadiol; Aneusral; Aneuxral; Ataraxine; Ayermate; Brobamate; Coprobate; Mepamtin; Meprobamato; Miltrate; Misedant; Nephentine; Nervonus; Optarket; Orolevol; Pancalma; Panediol; Pankalma; Perequietil; Perequil; Perquietil; Pertranquil; Placidon; Placitate; Probamato; Probamyl; Procalmadol; Proquanil; Quietidon; Rastenil; Reostral; Restenil; Restenyl; Restinal; Restinil; Robamate; Scolazil; Sedabamate; Sedoquil; Sedoselecta; Shalvaton; Spantran; Stensolo; Tensonal; Trankvilan; Tranlisant; Tranquilan; Tranquilate; Tranquilax; Tranquiline; Tranquilsan; Tranquinol; Vistabamate; Wardamate; Aneurol; Aneuxal; Apasil; Cypron; Equinil; Gagexyl; Miltann; Miltuan; Miltwon; Morbam; Multaun; Orlevol; Pensive; Prequil; Promate; Promato; Protran; Quaname; Quanane; Quanil; Quivet; Sadanyl; Sedanil; Sedanyl; Sedazil; Selene; Setran; Sowell; Tamate; Tensol; Trelmar; Urbilat; Wyseals; Zirpon; Meprobamic acid; Pan-tranquil; Meprobamatum [INN-Latin]; Vio-Bamate; Meprobamato [INN-Spanish]; Fas-Cile; Neo-Tran; SK-Bamate; Solevione anastress; 2,2-Di(carbamoyloxymethyl)pentane; Bamd 400; 2-Methyl-2-propyl-1,3-propanediol dicarbamate; 1,3-Propanediol, 2-methyl-2-propyl-, dicarbamate; DEA No. 2820; 2-Methyl-2-propyltrimethylene carbamate; PMB-200; PMB-400; 2-Methyl-2-n-propyl-1,3-propanediol dicarbamate; [2-(carbamoyloxymethyl)-2-methylpentyl] carbamate; UNII-9I7LNY769Q; 2-[(carbamoyloxy)methyl]-2-methylpentyl carbamate; Carbamic acid, 2-methyl-2-propyltrimethylene ester; Meprotanum; Bamate; Mepro-analgesic; Carbamic acid 2-methyl-2-propyltrimethylene ester; Equazine-M; 1,3-Propanediol, 2-methyl-2-propyl-, 1,3-dicarbamate; 9I7LNY769Q; Pathibamate; Meprospan-200; Meprospan-400; Meprin (VAN); NCGC00091031-01; Kessobamate; Meprobamatum; Ansietan; Meproten; Meprovan; Miltown 600; My-trans; DSSTox_CID_3261; DSSTox_RID_76946; DSSTox_GSID_23261; Canquil 400; Meprobamate and Aspirin Tablets; CAS-57-53-4; Carb-A-Med; Equanil (TN); Miltown (TN); component of Milpath; component of Milprem; Tranquiline (Intra); component of Appetrol; component of Miltrate; component of Equalysen; HSDB 3117; component of PMB-400; EINECS 200-337-5; BRN 1788882; Microbamat; Meprobamate (JAN/USP/INN); 2-Metil-2-n-propil-1,3-propanediol dicarbamato [Spanish]; Meprobamate [USP:INN:BAN:JAN]; 2-Metil-2-n-propil-1,3-propanediol dicarbamato; Meprobamat-Petrasch; Pathibamate (Salt/Mix); CHEMBL979; SCHEMBL15286; MLS003899229; CHEBI:6761; GTPL7225; Meprobamate, analytical standard; component of Deprol (Salt/Mix); DTXSID3023261; component of Milpath (Salt/Mix); component of Milprem (Salt/Mix); WLN: ZVO1X3&1&1OVZ; component of Appetrol (Salt/Mix); component of Miltrate (Salt/Mix); Meprobamate 1.0 mg/ml in Methanol; NSC30418; ZINC1530701; component of PMB-400 (Salt/Mix); Tox21_111063; Tox21_200332; NSC-30418; 1, 2-methyl-2-propyl-, dicarbamate; AKOS003617983; DB00371; Carisoprodol EP Impurity D; Meprobamate; NCGC00091031-02; NCGC00257886-01; SMR000058750; 2-methyl-2-propyl-1,3-propanediyldicarbamate; D00376; 063M428; Q418351; SR-01000937605; SR-01000937605-2; W-105461; Meprobamate solution, drug standard, 1.0 mg/mL in methanol; Meprobamate, European Pharmacopoeia (EP) Reference Standard; Meprobamate, United States Pharmacopeia (USP) Reference Standard; ({2-[(C-hydroxycarbonimidoyloxy)methyl]-2-methylpentyl}oxy)carboximidic acid
Clinical Status
Approved
Disease Indication Anxiety disorder ICD-11: 6B00 [1]
PubChem CID
4064
Formula
C9H18N2O4
Canonical SMILES
CCCC(C)(COC(=O)N)COC(=O)N
InChI
1S/C9H18N2O4/c1-3-4-9(2,5-14-7(10)12)6-15-8(11)13/h3-6H2,1-2H3,(H2,10,12)(H2,11,13)
InChIKey
NPPQSCRMBWNHMW-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=4064"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 218.25 Topological Polar Surface Area 105
XlogP 0.7 Complexity 212
Heavy Atom Count 15 Rotatable Bond Count 8
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Full List of Drug Formulations (DFMs) Containing This API
          Meprobamate 200 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
Stearic acid; Magnesium stearate; Silicon dioxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Actavis Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             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
Stearic acid; Magnesium stearate; Silicon dioxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato; 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
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             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
Stearic acid; Magnesium stearate; Silicon dioxide; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Taro Pharmaceutical Industries
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             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
Stearic acid; Magnesium stearate; Cellulose, microcrystalline; Colloidal silicon dioxide; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Dr Reddy's Laboratories
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             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
Magnesium stearate; Silicon dioxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Alembic Pharmaceuticals; Avera McKennan Hospital; Heritage Pharmaceuticals
                   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) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
          Meprobamate 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
Stearic acid; Magnesium stearate; Silicon dioxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Actavis Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             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
Stearic acid; Magnesium stearate; Silicon dioxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato; 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
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             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
Stearic acid; Magnesium stearate; Silicon dioxide; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Taro Pharmaceutical Industries
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             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
Stearic acid; Magnesium stearate; Cellulose, microcrystalline; Colloidal silicon dioxide; Starch, corn
                   Dosage Form Oral Tablet
                   Company Dr Reddy's Laboratories
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             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
Magnesium stearate; Silicon dioxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Alembic Pharmaceuticals; Heritage Pharmaceuticals
                   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) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
References
1 The dawn of anxiolytics: Frank M. Berger, 1913-2008. Am J Psychiatry. 2008 Dec;165(12):1531.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 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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