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
DrugInteractionDrug group
AgmatineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Agmatine.Experimental, Investigational
AmiodaroneThe therapeutic efficacy of Hexetidine can be increased when used in combination with Amiodarone.Approved, Investigational
AmlodipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Amlodipine.Approved
Amphotericin BThe therapeutic efficacy of Amphotericin B can be decreased when used in combination with Hexetidine.Approved, Investigational
AmrinoneThe therapeutic efficacy of Hexetidine can be increased when used in combination with Amrinone.Approved
AranidipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Aranidipine.Approved, Investigational
AzelnidipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Azelnidipine.Approved, Investigational
AzimilideThe therapeutic efficacy of Hexetidine can be increased when used in combination with Azimilide.Investigational
BarnidipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Barnidipine.Approved
BencyclaneThe therapeutic efficacy of Hexetidine can be increased when used in combination with Bencyclane.Experimental
BenidipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Benidipine.Approved, Investigational
BepridilThe therapeutic efficacy of Hexetidine can be increased when used in combination with Bepridil.Approved, Withdrawn
BioallethrinThe therapeutic efficacy of Hexetidine can be increased when used in combination with Bioallethrin.Approved, Experimental
BuspironeThe metabolism of Buspirone can be decreased when combined with Hexetidine.Approved, Investigational
BusulfanThe serum concentration of Busulfan can be increased when it is combined with Hexetidine.Approved, Investigational
CarboxyamidotriazoleThe therapeutic efficacy of Hexetidine can be increased when used in combination with Carboxyamidotriazole.Investigational
CaroverineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Caroverine.Experimental
CilnidipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Cilnidipine.Approved, Investigational
CinnarizineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Cinnarizine.Approved, Investigational
CisaprideThe serum concentration of Cisapride can be increased when it is combined with Hexetidine.Approved, Investigational, Withdrawn
ClevidipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Clevidipine.Approved, Investigational
CyclandelateThe therapeutic efficacy of Hexetidine can be increased when used in combination with Cyclandelate.Approved
CyclosporineThe metabolism of Cyclosporine can be decreased when combined with Hexetidine.Approved, Investigational, Vet Approved
DarodipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Darodipine.Experimental
DidanosineDidanosine can cause a decrease in the absorption of Hexetidine resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
DiltiazemThe therapeutic efficacy of Hexetidine can be increased when used in combination with Diltiazem.Approved, Investigational
DocetaxelThe metabolism of Docetaxel can be decreased when combined with Hexetidine.Approved, Investigational
DofetilideThe serum concentration of Dofetilide can be increased when it is combined with Hexetidine.Approved, Investigational
DotarizineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Dotarizine.Investigational
EfonidipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Efonidipine.Approved, Investigational
EperisoneThe therapeutic efficacy of Hexetidine can be increased when used in combination with Eperisone.Approved, Investigational
EthosuximideThe therapeutic efficacy of Hexetidine can be increased when used in combination with Ethosuximide.Approved
EtravirineThe serum concentration of Etravirine can be increased when it is combined with Hexetidine.Approved
FelodipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Felodipine.Approved, Investigational
FendilineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Fendiline.Withdrawn
Fish oilThe therapeutic efficacy of Hexetidine can be increased when used in combination with Fish oil.Approved, Nutraceutical
FlunarizineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Flunarizine.Approved
FluspirileneThe therapeutic efficacy of Hexetidine can be increased when used in combination with Fluspirilene.Approved, Investigational
FosphenytoinThe serum concentration of Hexetidine can be decreased when it is combined with Fosphenytoin.Approved, Investigational
GabapentinThe therapeutic efficacy of Hexetidine can be increased when used in combination with Gabapentin.Approved, Investigational
GallopamilThe therapeutic efficacy of Hexetidine can be increased when used in combination with Gallopamil.Investigational
IsradipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Isradipine.Approved, Investigational
LacidipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Lacidipine.Approved, Investigational
LamotrigineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Lamotrigine.Approved, Investigational
LercanidipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Lercanidipine.Approved, Investigational
LevetiracetamThe therapeutic efficacy of Hexetidine can be increased when used in combination with Levetiracetam.Approved, Investigational
LidoflazineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Lidoflazine.Experimental
LoperamideThe therapeutic efficacy of Hexetidine can be increased when used in combination with Loperamide.Approved
LosartanThe metabolism of Losartan can be decreased when combined with Hexetidine.Approved
Magnesium sulfateThe therapeutic efficacy of Hexetidine can be increased when used in combination with Magnesium sulfate.Approved, Investigational, Vet Approved
ManidipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Manidipine.Approved, Investigational
MentholThe therapeutic efficacy of Hexetidine can be increased when used in combination with Menthol.Approved
MethsuximideThe therapeutic efficacy of Hexetidine can be increased when used in combination with Methsuximide.Approved
MibefradilThe therapeutic efficacy of Hexetidine can be increased when used in combination with Mibefradil.Investigational, Withdrawn
NaftopidilThe therapeutic efficacy of Hexetidine can be increased when used in combination with Naftopidil.Investigational
NicardipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Nicardipine.Approved, Investigational
NifedipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Nifedipine.Approved
NiguldipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Niguldipine.Experimental
NiludipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Niludipine.Experimental
NilvadipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Nilvadipine.Approved, Investigational
NimesulideThe therapeutic efficacy of Hexetidine can be increased when used in combination with Nimesulide.Approved, Investigational, Withdrawn
NimodipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Nimodipine.Approved, Investigational
NisoldipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Nisoldipine.Approved
NitrendipineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Nitrendipine.Approved, Investigational
NylidrinThe therapeutic efficacy of Hexetidine can be increased when used in combination with Nylidrin.Approved
OtiloniumThe therapeutic efficacy of Hexetidine can be increased when used in combination with Otilonium.Experimental, Investigational
PhenytoinThe serum concentration of Phenytoin can be increased when it is combined with Hexetidine.Approved, Vet Approved
PinaveriumThe therapeutic efficacy of Hexetidine can be increased when used in combination with Pinaverium.Approved
PrenylamineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Prenylamine.Withdrawn
ProgesteroneThe absorption of Progesterone can be decreased when combined with Hexetidine.Approved, Vet Approved
QuinidineThe serum concentration of Quinidine can be increased when it is combined with Hexetidine.Approved, Investigational
RanolazineThe serum concentration of Ranolazine can be increased when it is combined with Hexetidine.Approved, Investigational
RifabutinThe serum concentration of Rifabutin can be increased when it is combined with Hexetidine.Approved, Investigational
RifampicinThe serum concentration of Rifampicin can be increased when it is combined with Hexetidine.Approved
RifapentineThe serum concentration of Rifapentine can be increased when it is combined with Hexetidine.Approved, Investigational
RifaximinThe serum concentration of Rifaximin can be increased when it is combined with Hexetidine.Approved, Investigational
SeletracetamThe therapeutic efficacy of Hexetidine can be increased when used in combination with Seletracetam.Investigational
SolifenacinThe metabolism of Solifenacin can be decreased when combined with Hexetidine.Approved
SucralfateSucralfate can cause a decrease in the absorption of Hexetidine resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
SunitinibThe metabolism of Sunitinib can be decreased when combined with Hexetidine.Approved, Investigational
TacrolimusThe metabolism of Tacrolimus can be decreased when combined with Hexetidine.Approved, Investigational
TerodilineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Terodiline.Experimental
TetrahydropalmatineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Tetrahydropalmatine.Investigational
Tolfenamic AcidThe therapeutic efficacy of Hexetidine can be increased when used in combination with Tolfenamic Acid.Approved, Investigational
TranilastThe therapeutic efficacy of Hexetidine can be increased when used in combination with Tranilast.Approved, Investigational
TrimebutineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Trimebutine.Approved
TrimethadioneThe therapeutic efficacy of Hexetidine can be increased when used in combination with Trimethadione.Approved
VerapamilThe therapeutic efficacy of Hexetidine can be increased when used in combination with Verapamil.Approved
VinpocetineThe therapeutic efficacy of Hexetidine can be increased when used in combination with Vinpocetine.Investigational
WIN 55212-2The therapeutic efficacy of Hexetidine can be increased when used in combination with WIN 55212-2.Experimental
ZiconotideThe therapeutic efficacy of Hexetidine can be increased when used in combination with Ziconotide.Approved
ZolpidemThe serum concentration of Zolpidem can be increased when it is combined with Hexetidine.Approved
ZonisamideThe therapeutic efficacy of Hexetidine can be increased when used in combination with Zonisamide.Approved, Investigational
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 June 02, 2018 08:14