Hexetidine

Identification

Summary

Hexetidine is an topical antiseptic agent used for disinfection and prevention of bacterial, fungal and yeast infections of the oral and vaginal mucosa.

Generic Name
Hexetidine
DrugBank Accession Number
DB08958
Background

A bactericidal and fungicidal antiseptic. It is used as a 0.1% mouthwash for local infections and oral hygiene.

Type
Small Molecule
Groups
Approved, Investigational
Structure
Thumb
Weight
Average: 339.6021
Monoisotopic: 339.361348455
Chemical Formula
C21H45N3
Synonyms
  • Esetidina
  • Hexetidina
  • Hexétidine
  • Hexetidine
  • Hexetidinum

Pharmacology

Indication

Not Available

Pharmacology
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Associated Conditions
Contraindications & Blackbox Warnings
Contraindications
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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
Adverseeffects
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Toxicity

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.
DrugInteraction
AcenocoumarolThe therapeutic efficacy of Acenocoumarol can be increased when used in combination with Hexetidine.
DicoumarolThe therapeutic efficacy of Dicoumarol can be increased when used in combination with Hexetidine.
FluindioneThe therapeutic efficacy of Fluindione can be increased when used in combination with Hexetidine.
PhenindioneThe therapeutic efficacy of Phenindione can be increased when used in combination with Hexetidine.
PhenprocoumonThe therapeutic efficacy of Phenprocoumon can be increased when used in combination with Hexetidine.
WarfarinThe therapeutic efficacy of Warfarin can be increased when used in combination with Hexetidine.
Interactions
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Food Interactions
No interactions found.

Products

Products2
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International/Other Brands
Actigrip Gola (Johnson & Johnson) / Bactidol (Johnson & Johnson) / Belosept (Belupo) / Collu-Hextril (Johnson & Johnson) / Hexoral (Johnson & Johnson) / Hextril (Bristol-Myers Squibb) / Isozid-H (Gebro) / Oraldene (McNeil) / Oraldine (Johnson & Johnson) / Steri/Sol (Johnson & Johnson) / Stomatidin (Bosnalijek) / Stopangin (Ivax) / Vagi-Hex (Drossapharm)
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Bactidol MouthwashMouthwashOralJOHNSON & JOHNSON SDN BHD2020-09-08Not applicableMalaysia flag
Steri/sol LiquidLiquid0.1 %BuccalJohnson & Johnson1992-12-312013-07-31Canada flag

Categories

ATC Codes
G01AX16 — HexetidineA01AB12 — Hexetidine
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as diazinanes. These are organic compounds containing diazinane, a six-membered saturated heterocycle containing four carbon atoms and two nitrogen atoms.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazinanes
Sub Class
Not Available
Direct Parent
Diazinanes
Alternative Parents
Azacyclic compounds / Aminals / Organopnictogen compounds / Monoalkylamines / Hydrocarbon derivatives
Substituents
1,3-diazinane / Aliphatic heteromonocyclic compound / Aminal / Amine / Azacycle / Hydrocarbon derivative / Organic nitrogen compound / Organonitrogen compound / Organopnictogen compound / Primary aliphatic amine
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
852A84Y8LS
CAS number
141-94-6
InChI Key
DTOUUUZOYKYHEP-UHFFFAOYSA-N
InChI
InChI=1S/C21H45N3/c1-6-10-12-19(8-3)14-23-16-21(5,22)17-24(18-23)15-20(9-4)13-11-7-2/h19-20H,6-18,22H2,1-5H3
IUPAC Name
1,3-bis(2-ethylhexyl)-5-methyl-1,3-diazinan-5-amine
SMILES
CCCCC(CC)CN1CN(CC(CC)CCCC)CC(C)(N)C1

References

Synthesis Reference

U.S. Patent 3,054,797.

General References
  1. Afennich F, Slot DE, Hossainian N, Van der Weijden GA: The effect of hexetidine mouthwash on the prevention of plaque and gingival inflammation: a systematic review. Int J Dent Hyg. 2011 Aug;9(3):182-90. doi: 10.1111/j.1601-5037.2010.00478.x. Epub 2010 Sep 6. [Article]
  2. Satzinger G, Herrmann W, Zimmermann F: [Analytical profile of purified hexetidine (author's transl)]. Arzneimittelforschung. 1975;25(12):1849-53. [Article]
KEGG Drug
D07068
PubChem Compound
3607
PubChem Substance
310264923
ChemSpider
3481
RxNav
5301
ChEBI
94339
ChEMBL
CHEMBL144673
Drugs.com
Drugs.com Drug Page
Wikipedia
Hexetidine
MSDS
Download (338 KB)

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4CompletedPreventionMouthwashes / Oral Biofilm / Periodontitis1
4CompletedSupportive CareOral Mucositis1
4Unknown StatusBasic ScienceGingivitis / Oral Biofilm / Periodontitis1
Not AvailableCompletedPreventionBacteremia1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
MouthwashOral
SprayOral
SolutionBuccal; Oral0.1 g
RinseOral
SolutionTopical
SolutionBuccal; Oropharyngeal0.1 g
LiquidBuccal0.1 %
InsertVaginal
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00594 mg/mLALOGPS
logP4.98ALOGPS
logP5.74ChemAxon
logS-4.8ALOGPS
pKa (Strongest Basic)9.12ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.5 Å2ChemAxon
Rotatable Bond Count12ChemAxon
Refractivity107.4 m3·mol-1ChemAxon
Polarizability44.07 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0a4i-2900000000-8471a8c759f783c56515

Drug created on May 28, 2014 20:30 / Updated on June 19, 2021 00:27