Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00530)
Name
Pilocarpine
Synonyms    Click to Show/Hide the Synonyms of This API
pilocarpine; Pilokarpin; 92-13-7; Pilocarpin; (+)-Pilocarpine; Isoptocarpine; Pilocarpol; Syncarpine; Adsorbocarpine; Epicar; Ocusert pilo; Pilocarpine chloride; Ocusert P 20; PILOPINE HS; UNII-01MI4Q9DI3; (3S,4R)-3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)methyl]dihydrofuran-2(3H)-one; Pilocarpine monohydrochloride; Pilokarpol; CHEMBL550; (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one; (3S,4R)-3-Ethyl-4-((1-methyl-1H-imidazol-5-yl)methyl)dihydrofuran-2(3H)-one; Ocusert pilo-20; 01MI4Q9DI3; CHEBI:8207; Ocusert Pilo-40; (3S-cis)-3-Ethyldihydro-4-((1-methyl-1H-imidazol-5-yl)methyl)-2(3H)-furanone; (3S-cis)-3-ethyldihydro-4-[(1-methyl-1H-imidazol-5-yl)methyl]-2(3H)-furanone; 2(3H)-Furanone, 3-ethyldihydro-4-((1-methyl-1H-imidazol-5-yl)methyl)-, (3S,4R)-; 92-13-7 (FREE BASE); NCGC00023339-09; Spersacarpine; DSSTox_CID_1162; beta-Pilocarpine hydrochloride; (3S,4R)-3-ethyldihydro-4-((1-methyl-1H-imidazol-5-yl)methyl)-2(3H)-furanone; DSSTox_RID_75984; DSSTox_GSID_21162; Pilocarpine nitrate salt; 2(3H)-Furanone, 3-ethyldihydro-4-[(1-methyl-1H-imidazol-5-yl)methyl]-, (3S,4R)-; CAS-92-13-7; NSC5746; HSDB 3163; Pilocarpine (JAN/USP); EINECS 202-128-4; Ocusert pilo-20 (TN); Pilocarpine [USP:BAN:JAN]; AI3-50523; (3S,4R)-3-ethyl-4-[(1-methylimidazol-5-yl)methyl]-3,4,5-trihydrofuran-2-one; Spectrum_001107; Tocris-0694; Prestwick0_000449; Prestwick1_000449; Prestwick2_000449; Prestwick3_000449; Spectrum2_001284; Spectrum3_000546; Spectrum4_000478; Spectrum5_001379; Lopac0_000950; Lopac0_000960; SCHEMBL15146; BSPBio_000498; BSPBio_002191; GTPL305; KBioGR_000956; KBioSS_001587; BIDD:GT0217; DivK1c_000358; SPBio_001287; SPBio_002437; BPBio1_000548; DTXSID1021162; KBio1_000358; KBio2_001587; KBio2_004155; KBio2_006723; KBio3_001691; Pilocarpine-d3 HCl (deuterated); ZINC75008; NINDS_000358; HMS2089K17; Tox21_110887; BDBM50008072; MFCD00153042; SBB012409; (3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]tetrahydrofuran-2-one; AKOS016010311; Tox21_110887_1; CCG-205031; DB01085; MCULE-2634151840; SDCCGMLS-0003164.P005; SDCCGSBI-0050924.P006; IDI1_000358; NCGC00023339-03; NCGC00023339-06; NCGC00023339-07; NCGC00023339-08; NCGC00023339-10; NCGC00023339-11; NCGC00023339-12; NCGC00023339-13; NCGC00023339-14; NCGC00023339-16; NCGC00023339-27; NCGC00023339-28; NCI60_004403; ST069319; Pilocarpine 100 microg/mL in Acetonitrile; SBI-0050924.P004; C07474; D00525; AB00053525-27; AB00053525_28; AB00053525_29; 092P137; Q411461; BRD-K85090592-008-05-2; BRD-K85090592-008-15-1; SR-01000075339-11; (3S,4R)-3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)methyl]oxolan-2-one; 102282-25-7
Clinical Status
Approved
Disease Indication Glaucoma ICD-11: 9C61 [1]
PubChem CID
5910
Formula
C11H16N2O2
Canonical SMILES
CC[C@H]1[C@H](COC1=O)CC2=CN=CN2C
InChI
1S/C11H16N2O2/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2/h5,7-8,10H,3-4,6H2,1-2H3/t8-,10-/m0/s1
InChIKey
QCHFTSOMWOSFHM-WPRPVWTQSA-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=5910"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 208.26 Topological Polar Surface Area 44.1
XlogP 1.1 Complexity 245
Heavy Atom Count 15 Rotatable Bond Count 3
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 3
Full List of Drug Formulations (DFMs) Containing This API
          Pilocarpine 7.5 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; Fd&c blue no. 2; Indigotindisulfonate sodium; Talc; Titanium dioxide; Polyvinyl alcohol; Cellulose, microcrystalline; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Marlex 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]
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]
             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; Fd&c blue no. 2; Indigotindisulfonate sodium; Talc; Titanium dioxide; Aluminum oxide; Cellulose, microcrystalline; Polyethylene glycols; Polyvinyl alcohol, unspecified
                   Dosage Form Oral Tablet
                   Company Lannett Company
                   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]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
             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; Titanium dioxide; Triacetin; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses; Polydextrose; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Global 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) [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
Stearic acid; Fd&c blue no. 2; Titanium dioxide; Carnauba wax; Cellulose, microcrystalline; Hypromelloses
                   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]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
             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; Titanium dioxide; Carnauba wax; Cellulose, microcrystalline; Hypromelloses
                   Dosage Form Oral Tablet
                   Company Eisai
                   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]
          Pilocarpine 5 mg tablet Click to Show/Hide the Full List of Formulation(s):          8 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; Titanium dioxide; Triacetin; Triacetin; Silicon dioxide; Cellulose, microcrystalline; Polydextrose; Polyethylene glycol
                   Dosage Form Oral Tablet
                   Company Rebel Distributors
                   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) [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
Stearic acid; Titanium dioxide; Triacetin; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses; Polydextrose; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Impax Generics
                   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) [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
Stearic acid; Talc; Titanium dioxide; Polyvinyl alcohol; Cellulose, microcrystalline; Polyethylene glycol
                   Dosage Form Oral Tablet
                   Company Physicians Total Care
                   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]
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [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; Talc; Titanium dioxide; Polyvinyl alcohol; Cellulose, microcrystalline; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Kaiser Foundation Hospitals; Marlex 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]
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [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; Propylene glycol; Cellulose, microcrystalline; Hypromelloses; Polyethylene glycols
                   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]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [5]
             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; Titanium dioxide; Triacetin; Cellulose, microcrystalline; Hypromelloses; Polydextrose; Polyethylene glycols
                   Dosage Form Oral Tablet
                   Company Roxane 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]
             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; Talc; Titanium dioxide; Cellulose, microcrystalline; Polyethylene glycols; Polyvinyl alcohol, unspecified
                   Dosage Form Oral Tablet
                   Company Lannett Company
                   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]
             Drug Formulation 8 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; Titanium dioxide; Carnauba wax; Cellulose, microcrystalline; Hypromelloses
                   Dosage Form Oral Tablet
                   Company Actavis Pharma; American Health Packaging; Carilion Materials Management; Eisai
                   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]
References
1 FDA label for approved pilocarpine 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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