Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00563)
Name
Propantheline
Synonyms    Click to Show/Hide the Synonyms of This API
propantheline; Propanthelinium; 298-50-0; Propanthelinum; UNII-1306V2B0Q8; methyl-di(propan-2-yl)-[2-(9H-xanthene-9-carbonyloxy)ethyl]azanium; CHEBI:8481; 1306V2B0Q8; Propanthelin; HSDB 3174; CAS-50-34-0; EINECS 206-063-2; Ammonium, (2-hydroxyethyl)diisopropylmethyl-, xanthene-9-carboxylate (ester); 2-Propanaminium, N-methyl-N-(1-methylethyl)-N-(2-((9H-xanthen-9-ylcarbonyl)oxy)ethyl)-; Spectrum_000870; Prestwick0_000827; Prestwick1_000827; Prestwick2_000827; Prestwick3_000827; Spectrum2_001300; Spectrum3_000882; Spectrum4_000973; Spectrum5_001076; Lopac-P-8891; C07506; Lopac0_001014; SCHEMBL80089; BSPBio_000753; BSPBio_002436; GTPL329; KBioGR_001345; KBioSS_001350; DivK1c_000802; SPBio_001339; SPBio_002674; BPBio1_000829; CHEMBL1180725; DTXSID6047230; KBio1_000802; KBio2_001350; KBio2_003918; KBio2_006486; KBio3_001764; NINDS_000802; [2-[(9h-xanthen-9-ylcarbonyl)oxy]ethyl]diisopropylmethylaminium; ZINC1530761; CCG-205094; DB00782; IDI1_000802; NCGC00015854-01; NCGC00015854-02; NCGC00015854-03; NCGC00015854-04; NCGC00015854-05; NCGC00015854-06; NCGC00015854-07; NCGC00015854-14; NCGC00016219-01; NCGC00021543-03; SBI-0050987.P003; DB-047660; AB00053808; FT-0603371; AB00053808_15; L001263; Q3275451; methylbis(propan-2-yl){2-[(9H-xanthen-9-yl)carbonyloxy]ethyl}azanium
Clinical Status
Approved
Disease Indication Excessive sweating ICD-11: EE00 [1]
PubChem CID
4934
Formula
C23H30NO3+
Canonical SMILES
CC(C)[N+](C)(CCOC(=O)C1C2=CC=CC=C2OC3=CC=CC=C13)C(C)C
InChI
1S/C23H30NO3/c1-16(2)24(5,17(3)4)14-15-26-23(25)22-18-10-6-8-12-20(18)27-21-13-9-7-11-19(21)22/h6-13,16-17,22H,14-15H2,1-5H3/q+1
InChIKey
VVWYOYDLCMFIEM-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=4934"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 368.5 Topological Polar Surface Area 35.5
XlogP 4.2 Complexity 474
Heavy Atom Count 27 Rotatable Bond Count 7
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 3
Full List of Drug Formulations (DFMs) Containing This API
          Propantheline 15 mg tablet Click to Show/Hide the Full List of Formulation(s):          2 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; Butyl alcohol; Isopropyl alcohol; Magnesium stearate; Ammonia; Ferrosoferric oxide; Propylene glycol; Titanium dioxide; Polysorbate 80; Hypromelloses; Polyethylene glycols; Shellac; Starch, corn
                   Dosage Form Oral Tablet
                   Company West-Ward Pharmaceticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Isopropyl alcohol DIG Info Lymphoma P388/ADR cells (IC50 = 0.22 uM) [2]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [3]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             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 anhydrous; Calcium carbonate; Magnesium stearate; Magnesium carbonate; Sucrose; Talc; Titanium dioxide; Castor oil; Corn starch; Cosmetic ochre; Cosmetic red; Light mineral oil; Saccharin sodium; Waxes
                   Dosage Form Oral Tablet
                   Company Shire
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Calcium carbonate DIG Info Carbonic anhydrase IX (Ki = 8600 nM) [6]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
          Propantheline 7.5 mg tablet Click to Show/Hide the Full List of Formulation(s):          1 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 anhydrous; Calcium carbonate; Magnesium stearate; Magnesium carbonate; Sucrose; Talc; Titanium dioxide; Castor oil; Corn starch; Light mineral oil; Saccharin sodium; Waxes
                   Dosage Form Oral Tablet
                   Company Shire
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Calcium carbonate DIG Info Carbonic anhydrase IX (Ki = 8600 nM) [6]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
          Propantheline Bromide 15mg tablet Click to Show/Hide the Full List of Formulation(s):          1 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
Starch, Corn; Lactose Monohydrate; Magnesium Stearate; Ammonia; Ferrosoferric Oxide; Isopropyl Alcohol; Butyl Alcohol; Propylene Glycol; Shellac; Hypromellose, Unspecified; Polyethylene Glycol, Unspecified; Polysorbate 80; Titanium Dioxide
                   Dosage Form Tablet
                   Company West-Ward Pharmaceuticals Corp.
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Isopropyl alcohol DIG Info Lymphoma P388/ADR cells (IC50 = 0.22 uM) [2]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [3]
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [7]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Polyethylene glycol 4000 DIG Info Albendazole monooxygenase (Inhibition ratio < 40 %) [3]
References
1 Propantheline bromide in the management of hyperhidrosis associated with spinal cord injury. Ann Pharmacother. 1995 May;29(5):489-92.
2 Synthesis and evaluation of dihydropyrroloquinolines that selectively antagonize P-glycoprotein. J Med Chem. 2004 Mar 11; 47(6):1413-22.
3 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.
4 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
5 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
6 Carbonic anhydrase inhibitors. Inhibition of isozymes I, II, IV, V, and IX with anions isosteric and isoelectronic with sulfate, nitrate, and carbonate. Bioorg Med Chem Lett. 2005 Feb 1; 15(3):567-71.
7 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.

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