This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Diphemanil
- DrugBank Accession Number
- DB13720
- Background
Not Available
- Type
- Small Molecule
- Groups
- Approved, Vet approved, Withdrawn
- Structure
Structure for Diphemanil (DB13720)
- Weight
- Average: 278.418
Monoisotopic: 278.190326197 - Chemical Formula
- C20H24N
- Synonyms
- Diphemanil cation
- Diphemanil ion
Pharmacology
- Indication
Used in the treatment of peptic ulcer, gastric hyperacidity, and hypermotility in gastritis and pylorospasm, and in the treatment of hyperhidrosis (excessive perspiration).
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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.
- Mechanism of action
Diphemanil Methylsulfate exerts its action by primarily binding the muscarinic M3 receptor. M3 receptors are located in the smooth muscles of the blood vessels, as well as in the lungs. This means they cause vasodilation and bronchoconstriction. They are also in the smooth muscles of the gastrointestinal tract (GIT), which help in increasing intestinal motility and dilating sphincters. The M3 receptors are also located in many glands which help to stimulate secretion in salivary glands and other glands of the body.
Target Actions Organism AMuscarinic acetylcholine receptor M3 antagonistHumans - Absorption
Poorly absorbed from the gastrointestinal tract with an absolute bioavailability of 15 to 25%.
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
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Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareAclidinium The risk or severity of adverse effects can be increased when Diphemanil is combined with Aclidinium. Adenosine The risk or severity of Tachycardia can be increased when Adenosine is combined with Diphemanil. Albuterol The risk or severity of Tachycardia can be increased when Salbutamol is combined with Diphemanil. Alfentanil The risk or severity of adverse effects can be increased when Diphemanil is combined with Alfentanil. Alloin The therapeutic efficacy of Alloin can be decreased when used in combination with Diphemanil. - Food Interactions
- Not Available
Products
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Ingredient UNII CAS InChI Key Diphemanil methylsulfate W2ZG23MGYI 62-97-5 BREMLQBSKCSNNH-UHFFFAOYSA-M - International/Other Brands
- Demotil (Pharmacia) / Prantal (Schering-Plough) / Prentol (Essex)
Categories
- ATC Codes
- A03CA08 — Diphemanil and psycholeptics
- A03CA — Synthetic anticholinergic agents in combination with psycholeptics
- A03C — ANTISPASMODICS IN COMBINATION WITH PSYCHOLEPTICS
- A03 — DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS
- A — ALIMENTARY TRACT AND METABOLISM
- Drug Categories
- Agents producing tachycardia
- Alimentary Tract and Metabolism
- Anti-Asthmatic Agents
- Anticholinergic Agents
- Autonomic Agents
- Bronchodilator Agents
- Drugs for Functional Gastrointestinal Disorders
- Muscarinic Antagonists
- Parasympatholytics
- Peripheral Nervous System Agents
- Respiratory System Agents
- Synthetic Anticholinergics, Quaternary Ammonium Compounds
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Diphenylmethanes
- Direct Parent
- Diphenylmethanes
- Alternative Parents
- Piperidines / Tetraalkylammonium salts / Azacyclic compounds / Organopnictogen compounds / Organic salts / Hydrocarbon derivatives / Amines / Organic cations
- Substituents
- Amine / Aromatic heteromonocyclic compound / Azacycle / Diphenylmethane / Hydrocarbon derivative / Organic cation / Organic nitrogen compound / Organic salt / Organoheterocyclic compound / Organonitrogen compound
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Q26TX1UD0W
- CAS number
- 15394-62-4
- InChI Key
- LCTZPQRFOZKZNK-UHFFFAOYSA-N
- InChI
- InChI=1S/C20H24N/c1-21(2)15-13-19(14-16-21)20(17-9-5-3-6-10-17)18-11-7-4-8-12-18/h3-12H,13-16H2,1-2H3/q+1
- IUPAC Name
- 4-(diphenylmethylidene)-1,1-dimethylpiperidin-1-ium
- SMILES
- C[N+]1(C)CCC(CC1)=C(C1=CC=CC=C1)C1=CC=CC=C1
References
- General References
- Not Available
- External Links
- ChemSpider
- 5897
- BindingDB
- 74260
- 89782
- ChEBI
- 93636
- ChEMBL
- CHEMBL1201340
- ZINC
- ZINC000001482039
- Wikipedia
- Diphemanil_metilsulfate
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.000372 mg/mL ALOGPS logP -0.4 ALOGPS logP -0.15 Chemaxon logS -5.9 ALOGPS Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 0 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 0 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 111.69 m3·mol-1 Chemaxon Polarizability 33.56 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0400-1390000000-9230391bafd4bd5f8343 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 165.22874 predictedDeepCCS 1.0 (2019) [M+H]+ 167.58675 predictedDeepCCS 1.0 (2019) [M+Na]+ 173.78452 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Yes
- Actions
- Antagonist
- General Function
- Receptor activity
- Specific Function
- The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the...
- Gene Name
- CHRM3
- Uniprot ID
- P20309
- Uniprot Name
- Muscarinic acetylcholine receptor M3
- Molecular Weight
- 66127.445 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [Article]
Drug created at June 23, 2017 20:47 / Updated at June 12, 2020 16:53