4-(diphenylmethylidene)-1,1-dimethylpiperidin-1-ium methyl sulfate

• ChemBase ID: 610
• Molecular Formular: C21H27NO4S
• Molecular Mass: 389.50838
• Monoisotopic Mass: 389.16607935
• SMILES: S(=O)(=O)(OC)[O-].[N+]1(CCC(=C(c2ccccc2)c2ccccc2)CC1)(C)C
• Canonical SMILES: C[N+]1(C)CCC(=C(c2ccccc2)c2ccccc2)CC1.COS(=O)(=O)[O-]
• InChI: InChI=1S/C20H24N.CH4O4S/c1-21(2)15-13-19(14-16-21)20(17-9-5-3-6-10-17)18-11-7-4-8-12-18;1-5-6(2,3)4/h3-12H,13-16H2,1-2H3;1H3,(H,2,3,4)/q+1;/p-1
• InChIKey: BREMLQBSKCSNNH-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(diphenylmethylidene)-1,1-dimethylpiperidin-1-ium methyl sulfate
• IUPAC Traditional name: 4-(diphenylmethylidene)-1,1-dimethylpiperidin-1-ium monomethyl sulfate; 4-(diphenylmethylidene)-1,1-dimethylpiperidin-1-ium methyl sulfate(1-)
• Brand Name: Prantal
• Synonyms: Diphemanil Methylsulfate; Diphemanil metilsulfate

Database IDs

• CAS Number: 62-97-5
• PubChem SID: 46506069; 160964073
• PubChem CID: 6126
• CHEBI ID: 59782
• ATC CODE: A03AB15
• CHEMBL: 1200880
• Chemspider ID: 5896
• DrugBank ID: DB00729
• Unique Ingredient Identifier: W2ZG23MGYI
• Wikipedia Title: Diphemanil_metilsulfate

CALCULATED PROPERTIES

JChem

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): -0.1460902
• LogD (pH = 7.4): -0.1460902
• Log P: -0.1460902
• Molar Refractivity: 111.691 cm^3
• Polarizability: 35.339024 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.12
• LOG S: -6.28
• Solubility (Water): 2.04e-04 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 2.57

Pharmacology Properties

• Target: AChR

Product Information

• Salt Data: Methylsulfate

DETAILS

DrugBank - DB00729

• Drug Groups: approved
• Description: Diphemanil Methylsulfate is a quaternary ammonium anticholinergic. It binds muscarinic acetycholine receptors and thereby decreases secretory excretion of stomach acids as well as saliva and sweat.
• Indication: Used in the treatment of peptic ulcer, gastric hyperacidity, and hypermotility in gastritis and pylorospasm, and in the treatment of hyperhidrosis (excessive perspiration).
• Pharmacology: Diphemanil Methylsulfate is a quaternary ammonium anticholinergic. It binds muscarinic acetycholine receptors and thereby decreases secretory excretion of stomach acids as well as saliva and sweat.
• Affected Organisms: Humans and other mammals
• Absorption: Poorly absorbed from the gastrointestinal tract with an absolute bioavailability of 15 to 25%.