Identification

Summary

Cetrimonium is a compound that can be used as a topical antiseptic.

Brand Names
Xylonor
Generic Name
Cetrimonium
DrugBank Accession Number
DB01718
Background

Cetrimonium is a quaternary ammonium cation whose salts are used as antiseptics.

Type
Small Molecule
Groups
Approved
Structure
Thumb
Weight
Average: 284.5435
Monoisotopic: 284.331725349
Chemical Formula
C19H42N
Synonyms
  • Cetrimonium cation
  • Cetrimonium ion
  • Cetyl-Trimethyl-Ammonium
  • Cetyltrimethylammonium
  • Cetyltrimethylammonium cation
  • Cetyltrimethylammonium ion
  • Hexadecyltrimethylammonium
  • Hexadecyltrimethylammonium cation
  • Hexadecyltrimethylammonium ion
  • N,N,N-Trimethyl-1-hexadecanaminium
  • Trimethylhexadecylammonium
External IDs
  • PB-300

Pharmacology

Indication

Not Available

Pharmacology
Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Associated Conditions
Associated Therapies
Contraindications & Blackbox Warnings
Contraindications
Avoid life-threatening adverse drug events
Improve clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events & improve clinical decision support.
Learn more
Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCyclopropane mycolic acid synthase MmaA2Not AvailableMycobacterium tuberculosis
UCyclopropane mycolic acid synthase 1Not AvailableMycobacterium tuberculosis
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
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.
Learn more
Improve decision support & research outcomes with our structured adverse effects data.
Learn more
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.
Not Available
Food Interactions
No interactions found.

Products

Products2
Drug product information from 10+ global regions
Our datasets provide approved product information including:
dosage, form, labeller, route of administration, and marketing period.
Access now
Access drug product information from over 10 global regions.
Access now
Product Ingredients
IngredientUNIICASInChI Key
Cetrimonium bromideL64N7M9BWR57-09-0LZZYPRNAOMGNLH-UHFFFAOYSA-M
Cetrimonium carboxydecyl PEG-8 dimethicone0T3143V100Not AvailableNot applicable
Cetrimonium chlorideUC9PE95IBP112-02-7WOWHHFRSBJGXCM-UHFFFAOYSA-M
Cetrimonium hydroxide8Q7D6895LV505-86-2WJLUBOLDZCQZEV-UHFFFAOYSA-M
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Cetrimide Aqueous Soln 1%Liquid1 %TopicalIngram And Bell Inc.1960-12-311999-08-05Canada flag
Cetrimide Cream 0.5%Cream.5 %TopicalCanadian Custom Packaging Company1992-12-31Not applicableCanada flag
Cetrimide Tincture 0.5%Tincture.5 %TopicalCanadian Custom Packaging Company1990-12-31Not applicableCanada flag
CETRIX CREAM 0.5%CreamTopicalPRIME PHARMACEUTICAL SDN. BHD.2020-09-08Not applicableMalaysia flag
DERMOPLEX ANTISEPTIC CREAMCreamTopicalDUOPHARMA MANUFACTURING (BANGI) SDN BHD2020-09-08Not applicableMalaysia flag
Dr. Zheng bacteriostatic solutionLiquid0.125 mg/100mLExtracorporealGuangzhou Yuxiao Biological Products Co., Ltd2020-04-11Not applicableUS flag
Resdan Dandruff Treatment Liquid 1%Liquid; Shampoo1 %TopicalWyeth Ltd.1992-12-312005-07-28Canada flag
Savlon Crm 0.5%Cream.5 %TopicalWhitehall Robins Inc.1993-12-312002-07-19Canada flag
SOOV BITE GELGel0.5 % w/wTopicalEGO PHARMACEUTICALS (SINGAPORE) PTE. LTD.1996-12-18Not applicable
WIN-AID ANTISEPTIC CREAM 0.5%W/WCreamTopicalWINWA MEDICAL SDN. BHD.2020-09-08Not applicableMalaysia flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
AXCEL SILICONE CREAM BPC 73Cetrimonium bromide (0.5 %) + Dimethicone (10 %)CreamTopicalKOTRA PHARMA (M) SDN. BHD.2020-09-082020-12-18Malaysia flag
BACTRICIDECetrimonium bromide (15 g/100mL) + Chlorhexidine gluconate (1.5 g/100mL)SolutionTopicalบริษัท สหแพทย์เภสัช จำกัด1997-05-20Not applicableThailand flag
Bye Bye Burn LotCetrimonium bromide (.1 %) + Allantoin (.1 %) + Benzocaine (.55 %) + Vitamin E (2 %)LotionTopicalDavid D. Daniels Ltd.1996-08-151998-01-15Canada flag
CHLORHEXIDINE GLUCONATE-CETRIMIDE SOLUTIONCetrimonium bromide (15 g/100mL) + Chlorhexidine gluconate (1.5 g/100mL)SolutionTopicalบริษัท บี.เอ็ล.ฮั้ว จำกัด จำกัด1986-05-29Not applicableThailand flag
Chlorhexidine-cetrimide Soltn ConcCetrimonium bromide (15 %) + Chlorhexidine gluconate (1.5 %)LiquidTopicalBio Pharm, Inc.1989-12-311996-09-09Canada flag
Dermoplex Bite and Sting CreamCetrimonium bromide (0.5 %) + Camphor (3 %) + Levomenthol (1 %)CreamTopicalDUOPHARMA MANUFACTURING (BANGI) SDN BHD2020-09-08Not applicableMalaysia flag
DRAPOLENE (CREAM)Cetrimonium bromide (2 MG/1G) + Benzalkonium (0.1 MG/1G)CreamCutaneousบริษัท แกล็กโซสมิทไคล์น คอนซูมเมอร์ เฮลธ์แคร์ (ประเทศไทย) จำกัด2016-06-12Not applicableThailand flag
DRAPOLENE CREAMCetrimonium bromide (0.2 % w/w) + Benzalkonium chloride (0.01 % w/w)CreamCutaneousGLAXOSMITHKLINE CONSUMER HEALTHCARE SDN. BHD.2020-09-08Not applicableMalaysia flag
DYNA ANTISEPTIC CREAMCetrimonium bromide (0.5 % w/w) + Glycerin (2 % w/w)CreamTopicalDYNAPHARM (M) SDN BHD2020-09-08Not applicableMalaysia flag
INHIBAC HOSPITAL CONCENTRATECetrimonium bromide (15 g/100mL) + Chlorhexidine gluconate (1.5 g/100mL)SolutionTopicalบริษัท สหแพทย์เภสัช จำกัด1988-08-15Not applicableThailand flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Dr. Zheng bacteriostatic solutionCetrimonium bromide (0.125 mg/100mL)LiquidExtracorporealGuangzhou Yuxiao Biological Products Co., Ltd2020-04-11Not applicableUS flag

Categories

ATC Codes
D08AJ04 — CetrimideD11AC01 — CetrimideR02AA17 — CetrimoniumD08AJ02 — Cetrimonium
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as tetraalkylammonium salts. These are organonitrogen compounds containing a quaternary ammonium substituted with four alkyl chains.
Kingdom
Organic compounds
Super Class
Organic nitrogen compounds
Class
Organonitrogen compounds
Sub Class
Quaternary ammonium salts
Direct Parent
Tetraalkylammonium salts
Alternative Parents
Organopnictogen compounds / Organic salts / Hydrocarbon derivatives / Amines / Organic cations
Substituents
Aliphatic acyclic compound / Amine / Hydrocarbon derivative / Organic cation / Organic salt / Organopnictogen compound / Tetraalkylammonium salt
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
quaternary ammonium ion (CHEBI:39561) / a cation (CPD-13595)
Affected organisms
Not Available

Chemical Identifiers

UNII
Z7FF1XKL7A
CAS number
6899-10-1
InChI Key
RLGQACBPNDBWTB-UHFFFAOYSA-N
InChI
InChI=1S/C19H42N/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(2,3)4/h5-19H2,1-4H3/q+1
IUPAC Name
hexadecyltrimethylazanium
SMILES
CCCCCCCCCCCCCCCC[N+](C)(C)C

References

General References
Not Available
KEGG Drug
D03454
KEGG Compound
C11275
PubChem Compound
2681
PubChem Substance
46507665
ChemSpider
2580
BindingDB
58941
RxNav
20614
ChEBI
39561
ChEMBL
CHEMBL1183605
ZINC
ZINC000006846023
PDBe Ligand
16A
Wikipedia
Cetrimonium
PDB Entries
1kpg / 1tpy / 3b00 / 3hf0 / 3p73 / 5hxw / 6wl5 / 7jj1

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2RecruitingTreatmentLocal anesthesia therapy / Wounds Injuries1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
LotionTopical
Ointment
SolutionTopical
Solution, concentrateTopical
LiquidTopical1 %
TinctureTopical.5 %
SolutionVaginal100 ml
SolutionVaginal1000 ml
SolutionVaginal500 ml
CreamTopical
LiquidExtracorporeal0.125 mg/100mL
SprayTransmucosal
LozengeOral
CreamCutaneous
Liquid; shampooTopical1 %
ShampooTopical
CreamTopical.5 %
LiquidTopical
GelTopical
GelTopical0.5 % w/w
CreamTopical1 %
Lotion
CreamTopical
Spray, meteredBuccal
Spray, meteredTopical
SprayOral
AerosolTopical
Aerosol, meteredBuccal
SprayTopical0.15 g/100g
SolutionVaginal
CreamTopical0.5 %w/w
GelOphthalmic
LiquidDental
Solution
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)240 °CPhysProp
water solubility1E+005 mg/LMERCK INDEX (1996)
Predicted Properties
PropertyValueSource
Water Solubility5.24e-06 mg/mLALOGPS
logP2.48ALOGPS
logP2.69ChemAxon
logS-7.8ALOGPS
Physiological Charge1ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 Å2ChemAxon
Rotatable Bond Count15ChemAxon
Refractivity104.99 m3·mol-1ChemAxon
Polarizability41.09 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.8956
Blood Brain Barrier+0.9693
Caco-2 permeable+0.7014
P-glycoprotein substrateNon-substrate0.5098
P-glycoprotein inhibitor INon-inhibitor0.9556
P-glycoprotein inhibitor IINon-inhibitor0.7862
Renal organic cation transporterNon-inhibitor0.6184
CYP450 2C9 substrateNon-substrate0.8557
CYP450 2D6 substrateNon-substrate0.6596
CYP450 3A4 substrateSubstrate0.5059
CYP450 1A2 substrateNon-inhibitor0.8243
CYP450 2C9 inhibitorNon-inhibitor0.947
CYP450 2D6 inhibitorNon-inhibitor0.9149
CYP450 2C19 inhibitorNon-inhibitor0.9266
CYP450 3A4 inhibitorNon-inhibitor0.9831
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9722
Ames testNon AMES toxic0.9617
CarcinogenicityCarcinogens 0.7243
BiodegradationReady biodegradable0.8286
Rat acute toxicity2.8455 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8233
hERG inhibition (predictor II)Non-inhibitor0.5139
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available

Targets

Drugtargets2
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
Methyltransferase activity
Specific Function
Catalyzes the conversion of a double bond to a cis cyclopropane ring at the distal position of an alpha mycolic acid via the transfer of a methylene group from S-adenosyl-L-methionine. MmaA2 also c...
Gene Name
mmaA2
Uniprot ID
Q79FX6
Uniprot Name
Cyclopropane mycolic acid synthase MmaA2
Molecular Weight
32724.06 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
Catalyzes the conversion of a double bond to a cyclopropane ring at the distal position of an alpha mycolic acid via the transfer of a methylene group from S-adenosyl-L-methionine. Cyclopropanated mycolic acids are key factors participating in cell envelope permeability, host immunomodulation and persistence.
Specific Function
Cyclopropane-fatty-acyl-phospholipid synthase activity
Gene Name
cmaA1
Uniprot ID
P9WPB7
Uniprot Name
Cyclopropane mycolic acid synthase 1
Molecular Weight
32460.98 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at June 13, 2005 13:24 / Updated at December 04, 2021 10:27