BENZODODECINIUM CHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H38N.Cl
Molecular Weight	339.986
Optical Activity	NONE
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1

InChI

InChIKey=JBIROUFYLSSYDX-UHFFFAOYSA-M

InChI=1S/C21H38N.ClH/c1-4-5-6-7-8-9-10-11-12-16-19-22(2,3)20-21-17-14-13-15-18-21;/h13-15,17-18H,4-12,16,19-20H2,1-3H3;1H/q+1;/p-1

HIDE SMILES / InChI

Molecular Formula	C21H38N
Molecular Weight	304.5331
Charge	1
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10657748 | https://www.medicines.org.uk/emc/product/5111/smpc | https://www.sandoz.ca/sites/www.sandoz.ca/files/Timolol%20Maleate-Ex%20Consumer%20information.pdf | https://www.drugs.com/international/benzododecinium.html | https://www.ncbi.nlm.nih.gov/pubmed/21393196 | https://www.ncbi.nlm.nih.gov/pubmed/13238957

Benzododecinium, a quaternary ammonium compound, is an antiseptic agent and disinfectant. Benzododecinium is used as preservative in different pharmaceutical formulations. Thus, the dispenser of Timoptol-LA, used for the treatment of patients with ocular hypertension, contains benzododecinium bromide as a preservative. It is used as preservative and the corneal permeability enhancer in formulation. Benzododecinium is effective against gram-positive microbes.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Spodoptera exigua 3 Target ID: CHEMBL613321 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29175345	Inhibitor 8504
Pseudomonas fluorescens 4 Target ID: CHEMBL612500 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21393196	Inhibitor 8504

PubMed

Title	Date	PubMed
The use of quaternary ammonium disinfectants selects for persisters at high frequency from some species of non-tuberculous mycobacteria and may be associated with outbreaks of soft tissue infections.	2010-12	20926395
Short-term comparative study of the effects of preserved and unpreserved topical levofloxacin on the human ocular surface.	2010-12	20550489
Tolerability and effectiveness of preservative-free dorzolamide-timolol (preservative-free COSOPT) in patients with open-angle glaucoma or ocular hypertension.	2010-07-21	20668720
[Optimization of benzalkonium chloride concentration in 0.0015% tafluprost ophthalmic solution from the points of ocular surface safety and preservative efficacy].	2010-06	20519865
Sorption of quaternary ammonium compounds to municipal sludge.	2010-04	20045549
Biofouling control using microparticles carrying a biocide.	2010	19937490
In situ forming polymeric drug delivery systems.	2009-05	20490289
Characterization of occupational exposures to cleaning products used for common cleaning tasks--a pilot study of hospital cleaners.	2009-03-27	19327131
Surface and volume properties of dodecylethyldimethylammonium bromide and benzyldimethyldodecylammonium bromide I. Surface properties of dodecylethyldimethylammonium bromide and benzyldimethyldodecylammonium bromide.	2009-03-15	19095241
Synthesis of macroporous thermosensitive hydrogels: a novel method of controlling pore size.	2009-03-03	19437726
Surface and volume properties of dodecylethyldimethylammonium bromide and benzyldimethyldodecylammonium bromide: II. Volumetric properties of dodecylethyldimethylammonium bromide and benzyldimethyldodecylammonium bromide.	2009-02-15	19013584
Instrument processing with lauryl dimethyl benzyl ammonium bromide: a challenge for patient safety.	2008-10	18926316
Speciation of scandium and gallium in soil.	2008-09	18653213
Measuring quaternary ammonium cleaning agents with ion selective electrodes.	2006-06-16	17723398
The influence of cholesterol on the interaction between N-dodecyl-N,N-dimethyl-N-benzylammonium halides and phosphatidylcholine bilayers.	2006-05-30	16729594
[Inactivation of mycobacteria by disinfectants with a tuberculocidal label].	2006-05	16762258
Molecular mechanism and thermodynamics study of plasmid DNA and cationic surfactants interactions.	2006-04-11	16584250
Release characteristics of anionic drug compounds from liquid crystalline gels. Part II. The effects of ion pairing and buffering on the passive delivery of anionic drugs across non-rate-limiting membranes.	2006-03-27	16426777
Architecture of the hydrophobic and hydrophilic layers as found from crystal structure analysis of N-benzyl-N,N-dimethylalkylammonium bromides.	2005-10-01	16122544
Identification of benzalkonium chloride in commercial grapefruit seed extracts.	2005-09-21	16159196
Water purification from organic pollutants by optimized micelle-clay systems.	2005-04-01	15871274
[Preformulation studies of potential drug XIX M: partition coefficient].	2005-03	15895969
Adverse drug reactions in Canada. Hematologic reactions to sterol and sterolin-containing products.	2004-08	15455811
Analysis of benzyldimethyldodecylammonium bromide in chemical disinfectants by liquid chromatography and capillary electrophoresis.	2004-06-11	15250425
Effect of alcohol addition to the aqueous phase on the thermal effects of micellization of cationic benzyldimethyldodecylammonium bromide and its adsorption onto porous and nonporous silicas.	2004-04-15	15028484
Sterol and sterolin-containing products: hematologic adverse reactions.	2004-04-13	15108714
Interaction between N-dodecyl-N,N-dimethyl-N-benzylammonium halides and phosphatidylcholine bilayers-the effect of counterions.	2003-04	12691853
Bactericidal treatment of raw cotton as the method of byssinosis prevention.	2003-02-07	12570400
Speciation of vanadium in soil.	2003-01-02	18968878
Mikrocalorimetric studies on the interaction of N-dodecyl-N,N-dimethyl-N-benzylammonium halides with phosphatidylcholine bilayers: a counterion effect.	2002	12097968
Controlled drug release from gels using surfactant aggregates. II. Vesicles formed from mixtures of amphiphilic drugs and oppositely charged surfactants.	2001-11	11758767
Counterion effects on interaction of amphiphilic quaternary ammonium salts with model membranes.	2001-06-26	11421457
Quaternary ammoniums and other preservatives' contribution in oxidative stress and apoptosis on Chang conjunctival cells.	2001-03	11222522

Patents

Sample Use Guides

In Vivo Use Guide

Ophthalmic use: The 25 uL of test sample was instilled in the lower conjunctival sac of eye and holded for 10 seconds.

Route of Administration: Topical

In Vitro Use Guide

The MIC was found to be 20 mg/L and the MBC was 10 mg/L

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:23:06 GMT 2025` Edited by `admin` on `Mon Mar 31 18:23:06 GMT 2025`
Record UNII	Y5A751G47H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BENZODODECINIUM CHLORIDE

Official Name

English

NSC-85508

Preferred Name

English

N-TETRADECYL DIMETHYL ETHYLBENZYL AMMONIUM CHLORIDE

Systematic Name

English

BENZODODECINIUM CHLORIDE [MART.]

Common Name

English

BENZYLDODECYLDIMETHYLAMMONIUM CHLORIDE

Systematic Name

English

BENZYLDIMETHYLDODECYLAMMONIUM CHLORIDE

Systematic Name

English

Benzododecinium chloride [WHO-DD]

Common Name

English

benzododecinium chloride [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28394