NAV

Domiphen

Identification

Generic Name
Domiphen
DrugBank Accession Number
DB11594
Background

Domiphen bromide is a quaternary ammonium compound that is predominantly employed as a topically administered antiseptic agent.

Type
Small Molecule
Groups
Approved, Experimental
Structure
3D
Similar Structures
Weight
Average: 334.567
Monoisotopic: 334.310441332
Chemical Formula
C22H40NO
Synonyms
  • (beta-phenoxyethyl)dimethyldodecylammonium
  • 1-dodecanaminium, n,n-dimethyl-n-(2-phenoxyethyl)
  • Dodecyldimethyl(2-phenoxyethyl)ammonium
  • Domiphen cation
  • Domiphen ion
  • Phenododecinium
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Pharmacology

Indication

Anti-infective (topical), it is used for the treatment of Acute Infectious Dental Diseases and other conditions.

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Used in combination for symptomatic treatment ofHemorrhoidsCombination Product in combination with: Cinchocaine (DB00527)••••••••••••
Contraindications & Blackbox Warnings
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Pharmacodynamics

The efficacy and tolerability of domiphen bromide (domifen bromide), administered at a dosage of 0.5 mg every 4-6 hr in a double-blind placebo controlled study in 31 patients affected by acute infectious dental diseases, are described. After 2 days of treatment with the drug, there was a significant decrease in pain and inflammation. The drug elicited a good response, improved prognosis and reduced the number of days of illness.

Mechanism of action

Domiphen bromide is a quaternary antiseptic with actions and uses similar to those of cationic surfactants.

Absorption

Not Available

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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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
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.
Not Available
Food Interactions
No interactions found.

Products

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Product Ingredients
IngredientUNIICASInChI Key
Domiphen bromideR4CY19YS7C538-71-6OJIYIVCMRYCWSE-UHFFFAOYSA-M
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Antiseptique Pastille 1.5mg CeriseLozenge1.5 mg / lozOralProdemdis Enr.1991-12-312010-07-15Canada flag
Antiseptique Pastille 1.5mg CitronLozenge1.5 mg / lozOralProdemdis Enr.1991-12-312010-07-15Canada flag
Antiseptique Pastille 1.5mg MentheLozenge1.5 mg / lozOralProdemdis Enr.1991-12-312010-07-15Canada flag
Antiseptique Pastille 1.5mg Miel EucalyptusLozenge1.5 mg / lozOralProdemdis Enr.1991-12-312010-07-15Canada flag
Bronchodex Pastille 1.5mg Miel EucLozenge1.5 mg / lozOralProdemdis Enr.1989-12-312010-07-15Canada flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Exoden PowderDomiphen bromide (0.12 1/100g) + Cetylpyridinium chloride (0.043 g/100g)PowderTopicalLifeon Corp.2021-03-09Not applicableUS flag
Exoden PowderDomiphen bromide (0.3 1/70g) + Cetylpyridinium chloride (0.084 g/70g)PowderTopicalLifeon Corp.2016-04-072019-09-26US flag
INALAR RAFFREDDOREDomiphen bromide (0.025 g/100ml) + Xylometazoline hydrochloride (0.1 g/100ml)Aerosol, sprayRespiratory (inhalation)Farmakopea S.P.A.2014-07-082016-06-12Italy flag
INALAR RAFFREDDOREDomiphen bromide (0.025 g/100ml) + Xylometazoline hydrochloride (0.1 g/100ml)Aerosol, sprayRespiratory (inhalation)Farmakopea S.P.A.2014-07-082016-06-12Italy flag
INALAR RAFFREDDOREDomiphen bromide (0.025 g/100mL) + Xylometazoline (0.1 g/100mL)SprayNasalFarmakopea S.P.A.2014-07-082022-07-02Italy flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Exoden PowderDomiphen bromide (0.12 1/100g) + Cetylpyridinium chloride (0.043 g/100g)PowderTopicalLifeon Corp.2021-03-09Not applicableUS flag
Exoden PowderDomiphen bromide (0.3 1/70g) + Cetylpyridinium chloride (0.084 g/70g)PowderTopicalLifeon Corp.2016-04-072019-09-26US flag

Categories

ATC Codes
A01AB06 — Domiphen
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Phenol ethers
Sub Class
Not Available
Direct Parent
Phenol ethers
Alternative Parents
Phenoxy compounds / Alkyl aryl ethers / Tetraalkylammonium salts / Organopnictogen compounds / Organic salts / Hydrocarbon derivatives / Amines / Organic cations
Substituents
Alkyl aryl ether / Amine / Aromatic homomonocyclic compound / Ether / Hydrocarbon derivative / Monocyclic benzene moiety / Organic cation / Organic nitrogen compound / Organic oxygen compound / Organic salt
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
4AZL56CU0F
CAS number
13900-14-6
InChI Key
YXUPZGKORWTXID-UHFFFAOYSA-N
InChI
InChI=1S/C22H40NO/c1-4-5-6-7-8-9-10-11-12-16-19-23(2,3)20-21-24-22-17-14-13-15-18-22/h13-15,17-18H,4-12,16,19-21H2,1-3H3/q+1
IUPAC Name
dodecyldimethyl(2-phenoxyethyl)azanium
SMILES
CCCCCCCCCCCC[N+](C)(C)CCOC1=CC=CC=C1

References

General References
  1. Egashira T, Nakagawa K, Shimamoto M, Kaneko O, Sadaoka K: Proceedings: Pharmacological study of dodecyl dimethyl-2-phenoxyethyl ammonium bromide (domiphen). Jpn J Pharmacol. 1974;24(0):s:37. [Article]
  2. Scaglione F, Coduri M, Nebuloni R, Fraschini F: Activity and tolerability of domifen bromide in patients affected by acute infectious dental diseases: a double-blind placebo-controlled trial. Int J Clin Pharmacol Res. 1983;3(5):357-61. [Article]
PubChem Compound
3149
PubChem Substance
347828001
ChemSpider
3037
RxNav
23623
ChEBI
135978
ChEMBL
CHEMBL1187011
ZINC
ZINC000006845992
Wikipedia
Domiphen

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount
2RecruitingTreatmentAcute Vulvovaginal Candidiasis1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
TabletOral
LozengeOral1.5 mg / loz
LozengeOral
PowderTopical
Aerosol, sprayRespiratory (inhalation)
SprayNasal
MouthwashOral
CreamTopical
DressingTopical.15 %
DressingTopical
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility4.8e-06 mg/mLALOGPS
logP3.1ALOGPS
logP2.55Chemaxon
logS-7.9ALOGPS
pKa (Strongest Basic)-4.9Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count1Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area9.23 Å2Chemaxon
Rotatable Bond Count15Chemaxon
Refractivity117.14 m3·mol-1Chemaxon
Polarizability44.63 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-004i-9540000000-64a1cc42b04f889bde5d
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-190.06267
predicted
DeepCCS 1.0 (2019)
[M+H]+192.42068
predicted
DeepCCS 1.0 (2019)
[M+Na]+198.64491
predicted
DeepCCS 1.0 (2019)

Drug created at May 18, 2016 20:20 / Updated at February 20, 2024 23:55