General Information of API (ID: D00571)
Name
Pyridostigmine
Synonyms    Click to Show/Hide the Synonyms of This API
pyridostigmine; Pyridostigminum; Regonol; 155-97-5; Mestinon; UNII-19QM69HH21; (1-methylpyridin-1-ium-3-yl) N,N-dimethylcarbamate; CHEBI:8665; 19QM69HH21; 3-[(dimethylcarbamoyl)oxy]-1-methylpyridin-1-ium; Pyridostigmine Bromine; CHEMBL812; 3-((Dimethylcarbamoyl)oxy)-1-methylpyridin-1-ium; BRN 1428269; 3-(((Dimethylamino)carbonyl)oxy)-1-methylpyridinium; Pyridostigmine cation; Spectrum_001603; 1-methyl-3-pyridiniumyl dimethylcarbamate; Pyridinium, 3-hydroxy-1-methyl-, dimethylcarbamate (ester); Spectrum2_000861; Spectrum3_001909; Spectrum5_001046; Lopac-P-9797; SCHEMBL1317; CHEMBL1115; Lopac0_001035; BSPBio_003478; KBioSS_002083; 5-21-02-00078 (Beilstein Handbook Reference); AQ-776/42801589; BIDD:GT0384; DivK1c_000207; SPBio_000901; Pyridostigmine Bromide/Mestinon; GTPL8994; ZINC2009; KBio1_000207; KBio2_002083; KBio2_004651; KBio2_007219; KBio3_002982; DTXSID20165786; NINDS_000207; ABP000290; BDBM50313079; SBB089804; AKOS025310658; CCG-205113; DB00545; MCULE-2045762718; IDI1_000207; NCGC00015862-01; NCGC00015862-02; NCGC00015862-03; NCGC00015862-04; NCGC00015862-05; NCGC00015862-06; NCGC00015862-16; NCGC00023921-03; BC004003; NCI60_028530; SBI-0051006.P002; FT-0696330; 01M268; C07410; AB00053819-13; AB00053819_14; AB00053819_15; N,N-dimethyl(1-methyl(3-pyridyloxy))carboxamide; Q419472; 3-Dimethylcarbamoyloxy-1-methyl-pyridinium; bromide; Pyridinium, 3-(((dimethylamino)carbonyl)oxy)-1-methyl- (9CI)
Clinical Status
Approved
Disease Indication Myasthenia gravis ICD-11: 8C60 [1]
PubChem CID
4991
Formula
C9H13N2O2+
Canonical SMILES
C[N+]1=CC=CC(=C1)OC(=O)N(C)C
InChI
1S/C9H13N2O2/c1-10(2)9(12)13-8-5-4-6-11(3)7-8/h4-7H,1-3H3/q+1
InChIKey
RVOLLAQWKVFTGE-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=4991"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 181.21 Topological Polar Surface Area 33.4
XlogP 0.7 Complexity 183
Heavy Atom Count 13 Rotatable Bond Count 2
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2
Full List of Drug Formulations (DFMs) Containing This API
          Pyridostigmine 60 mg tablet Click to Show/Hide the Full List of Formulation(s):          7 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; Anhydrous lactose; Magnesium stearate; Silicon dioxide
                   Dosage Form Oral Tablet
                   Company American Health Packaging; Impax Generics; RemedyRepack
                   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; Anhydrous lactose; Silicon dioxide; Hydroxypropyl cellulose, low substituted
                   Dosage Form Oral Tablet
                   Company Bryant Ranch Prepack
                   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]
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; Anhydrous lactose; Silicon dioxide; Low-substituted hydroxypropyl cellulose, unspecified
                   Dosage Form Oral Tablet
                   Company Major Pharmaceuticals
                   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]
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; Anhydrous lactose; Magnesium stearate; Colloidal silicon dioxide
                   Dosage Form Oral Tablet
                   Company RemedyRepack
                   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
Stearic acid; Lactose, unspecified form; Silicon dioxide
                   Dosage Form Oral Tablet
                   Company Oceanside Pharmaceuticals; Valeant Pharmaceuticals
                   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]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             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
Stearic acid; Anhydrous lactose; Silicon dioxide
                   Dosage Form Oral Tablet
                   Company CorePharma
                   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]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             Drug Formulation 7 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; Anhydrous lactose; Colloidal silicon dioxide; Hydroxypropyl cellulose, low substituted
                   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
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [2]
          Pyridostigmine 180 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
Lactose, unspecified form; Magnesium stearate; Silicon dioxide; Carnauba wax; Copovidone k25-31
                   Dosage Form Extended Release Oral Tablet
                   Company 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) [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
Magnesium stearate; Calcium phosphate, unspecified form; Silicon dioxide; Carnauba wax; Zein
                   Dosage Form Extended Release Oral Tablet
                   Company Alvogen
                   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]
             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; Silicon dioxide; Carnauba wax; Tribasic calcium phosphate; Zein
                   Dosage Form Extended Release Oral Tablet
                   Company Oceanside 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]
             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
Magnesium stearate; Silicon dioxide; Carnauba wax; Tribasic calcium phosphate
                   Dosage Form Extended Release Oral Tablet
                   Company Valeant 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 FDA label for approved pyridostigmine 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 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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