CETRIMONIUM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H42N
Molecular Weight	284.5435
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	1

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCCCCCCCCCCC[N+](C)(C)C

InChI

InChIKey=RLGQACBPNDBWTB-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Description
Sources: http://www.sciencedirect.com/science/article/pii/S0140673600701000
Curator's Comment: Description was created based on several sources, including http://www.americanpharmaceuticalreview.com/Featured-Articles/38886-Antimicrobial-Preservatives-Part-One-Choosing-a-Preservative-System/ | https://books.google.ru/books?id=EMrSBwAAQBAJ&printsec=frontcover&hl=ru#v=onepage&q&f=false | https://www.ncbi.nlm.nih.gov/pubmed/9880479 | http://www.medindia.net/doctors/drug_information/cetrimide.htm

Cetrimide is a quaternary ammonium compound. Cetrimide was first introduced as a combined cleanser and skin antiseptic by Barnes (1942). Cetrimide combines excellent detergent properties and minimal toxicity with a useful antiseptic action. Cetrimide affects membrane permeability allowing ‘leaking’ of essential cell constituents leading to cell death. This medication is a skin antiseptic and disinfectant prescribed for seborrhoeic dermatitis and wound cleansing. The cream has a bactericidal activity against gram-positive bacteria and incompatible with soaps and other anionic surfactants.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
hepatocyte cell migration 9 Target ID: GO:0002194 Sources: https://www.ncbi.nlm.nih.gov/pubmed/31262888	Inhibitor 8297
Cell membrane 42 Target ID: CHEMBL2364031 Sources: http://www.americanpharmaceuticalreview.com/Featured-Articles/38886-Antimicrobial-Preservatives-Part-One-Choosing-a-Preservative-System/ \| https://www.ncbi.nlm.nih.gov/pubmed/9880479	Interacts 323

Conditions

Condition	Modality	Targets	Highest Phase	Product
Skin infections 59 Sources: http://www.medindia.net/doctors/drug_information/cetrimide.htm	Curative		Approved 8429	CETRIMIDE Approved Use Cetrimide is a skin antiseptic and disinfectant prescribed for seborrhoeic dermatitis and wound cleansing. The cream has a bactericidal activity against gram-positive bacteria and incompatible with soaps and other anionic surfactants.
Seborrheic dermatitis 15 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13453100	Primary		Approved 8429	CETRIMIDE Approved Use Cetrimide is a skin antiseptic and disinfectant prescribed for seborrhoeic dermatitis and wound cleansing. The cream has a bactericidal activity against gram-positive bacteria and incompatible with soaps and other anionic surfactants.

PubMed

Title	Date	PubMed
The effects of two quaternary ammonium compounds on citric acid and sterol synthesis in Aspergillus niger.	1963 Apr	13990631
Antiseptics and disinfectants: activity, action, and resistance.	1999 Jan	9880479

Patents

Sample Use Guides

In Vivo Use Guide

Wound cleansing - Topical : Adult: Apply 0.1-1% aqueous solution or 0.5% cream onto affected area. Seborrhoeic dermatitis - Topical : Adult: Apply 10% shampoo solution onto the scalp.

Route of Administration: Topical

In Vitro Use Guide

Cetrimide, at 30 ug/ml inhibited growth of Aspergillus niger.

Name

Type

Language

CETRIMONIUM

Common Name

English

CETYLTRIMETHYLAMMONIUM CATION

Common Name

English

HEXADECYLTRIMETHYLAMMONIUM ION

Common Name

English

CETRIMONIUM CATION

Common Name

English

Cetrimonium [WHO-DD]

Common Name

English

HEXADECYLTRIMETHYLAMMONIUM CATION

Common Name

English

CETYLTRIMETHYLAMMONIUM ION

Common Name

English

HEXADECYLTRIMETHYLAMMONIUM

Systematic Name

English

TRIMETHYLHEXADECYLAMMONIUM

Systematic Name

English

CETYLTRIMETHYLAMMONIUM

Systematic Name

English

PB-300

Code

English

AMMONIUM, HEXADECYLTRIMETHYL-

Systematic Name

English

CETRIMONIUM ION

Common Name

English

1-HEXADECANAMINIUM, N,N,N-TRIMETHYL-

Systematic Name

English

Classification Tree Code System Code

WHO-ATC

R02AA17