Hexadecyl trimethyl ammonium iodide

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H42N.I
Molecular Weight	411.448
Optical Activity	NONE
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of Hexadecyl trimethyl ammonium iodide

Structure Search

SMILES

[I-].CCCCCCCCCCCCCCCC[N+](C)(C)C

InChI

InChIKey=LGPJVNLAZILZGQ-UHFFFAOYSA-M

InChI=1S/C19H42N.HI/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(2,3)4;/h5-19H2,1-4H3;1H/q+1;/p-1

HIDE SMILES / InChI

Molecular Formula	HI
Molecular Weight	127.91241
Charge	0
Count

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

Molecular Formula	C19H42N
Molecular Weight	284.5435
Charge	1
Count

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

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 8504
Cell membrane 40 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 8583	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 8583	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
Antiseptics and disinfectants: activity, action, and resistance.	1999-01	9880479
The effects of two quaternary ammonium compounds on citric acid and sterol synthesis in Aspergillus niger.	1963-04	13990631

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.

Substance Class	Chemical Created by `admin` on `Tue Apr 01 20:01:36 GMT 2025` Edited by `admin` on `Tue Apr 01 20:01:36 GMT 2025`
Record UNII	MHN7X3RZ8V
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

NSC-193421

Preferred Name

English

Hexadecyl trimethyl ammonium iodide

Systematic Name

English

Cetyltrimethylammonium iodide

Common Name

English

Trimethylhexadecylammonium iodide

Systematic Name

English

1-HEXADECANAMINIUM, N,N,N-TREIMETHYL-, IODIDE

Common Name

English

Ammonium, hexadecyltrimethyl-, iodide

Systematic Name

English

Palmityltrimethylammonium iodide

Common Name

English

Cetrimide iodide

Common Name

English

1-Hexadecanaminium, N,N,N-trimethyl-, iodide (1:1)

Systematic Name

English

Code System Code Type Description

PUBCHEM

3084004