Hexetidine

Identification

Name
Hexetidine
Accession Number
DB08958
Type
Small Molecule
Groups
Approved, Investigational
Description

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

Structure
Thumb
Synonyms
  • Esetidina
  • Hexétidine
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Steri/sol LiquidLiquid0.1 %BuccalJohnson & Johnson1992-12-312013-07-31Canada
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)
Categories
UNII
852A84Y8LS
CAS number
141-94-6
Weight
Average: 339.6021
Monoisotopic: 339.361348455
Chemical Formula
C21H45N3
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

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
Amphotericin BThe therapeutic efficacy of Amphotericin B can be decreased when used in combination with Hexetidine.
AmrinoneThe therapeutic efficacy of Hexetidine can be increased when used in combination with Amrinone.
AzimilideThe therapeutic efficacy of Hexetidine can be increased when used in combination with Azimilide.
BuspironeThe metabolism of Buspirone can be decreased when combined with Hexetidine.
BusulfanThe serum concentration of Busulfan can be increased when it is combined with Hexetidine.
CisaprideThe serum concentration of Cisapride can be increased when it is combined with Hexetidine.
DidanosineDidanosine can cause a decrease in the absorption of Hexetidine resulting in a reduced serum concentration and potentially a decrease in efficacy.
DocetaxelThe metabolism of Docetaxel can be decreased when combined with Hexetidine.
EtravirineThe serum concentration of Etravirine can be increased when it is combined with Hexetidine.
FosphenytoinThe serum concentration of Hexetidine can be decreased when it is combined with Fosphenytoin.
Food Interactions
Not Available

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. [PubMed:21356020]
  2. Satzinger G, Herrmann W, Zimmermann F: [Analytical profile of purified hexetidine (author's transl)]. Arzneimittelforschung. 1975;25(12):1849-53. [PubMed:3183]
External Links
KEGG Drug
D07068
PubChem Compound
3607
PubChem Substance
310264923
ChemSpider
3481
ChEBI
94339
ChEMBL
CHEMBL144673
Drugs.com
Drugs.com Drug Page
Wikipedia
Hexetidine
ATC Codes
A01AB12 — HexetidineG01AX16 — Hexetidine
MSDS
Download (338 KB)

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4CompletedSupportive CareOral Mucositis1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
FormRouteStrength
LiquidBuccal0.1 %
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

Taxonomy

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 / Azacycle / Aminal / Organic nitrogen compound / Organopnictogen compound / Hydrocarbon derivative / Primary amine / Organonitrogen compound / Primary aliphatic amine / Amine
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
Not Available

Drug created on May 28, 2014 14:30 / Updated on August 02, 2018 06:12