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Details

Stereochemistry ACHIRAL
Molecular Formula C19H42N.C18H35O2
Molecular Weight 568.0128
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CETRIMONIUM STEARATE

SMILES

CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCC[N+](C)(C)C

InChI

InChIKey=DXQWPBNWAKTXPF-UHFFFAOYSA-M
InChI=1S/C19H42N.C18H36O2/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(2,3)4;1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-19H2,1-4H3;2-17H2,1H3,(H,19,20)/q+1;/p-1

HIDE SMILES / InChI
Molecular Formula C18H35O2
Molecular Weight 283.4693
Charge -1
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 / 0
E/Z Centers 0
Optical Activity NONE

Description
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

Imperial Chemical Industries
59
Curator's Comment: Cetrimide was first introduced as a combined cleanser and skin antiseptic by Barnes (1942). http://www.sciencedirect.com/science/article/pii/S0140673600701000 reference retrieved from https://www.ncbi.nlm.nih.gov/pubmed/18132350

Approval Year

1999
174
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Interacts
323
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
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.
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

PubMed

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

Patents

US6187290B1
9
US6284289B1
9

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 Fri Dec 15 15:04:50 UTC 2023
Edited
by admin
on Fri Dec 15 15:04:50 UTC 2023
Record UNII
4P1PNM96KR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CETRIMONIUM STEARATE
MI  
Common Name English
HEXADECYLTRIMETHYLAMMONIUM STEARATE
Systematic Name English
STEARIC ACID, ION(1-), HEXADECYLTRIMETHYLAMMONIUM
Systematic Name English
CETRIMONIUM STEARATE [MI]
Common Name English
1-HEXADECANAMINIUM, N,N,N-TRIMETHYL-, OCTADECANOATE (1:1)
Systematic Name English
1-HEXADECANAMINIUM, N,N,N-TRIMETHYL-, OCTADECANOATE
Systematic Name English
TRIMETHYLHEXADECYLAMMONIUM STEARATE
Systematic Name English
CETYLTRIMETHYLAMMONIUM STEARATE
Systematic Name English
AMMONIUM, HEXADECYLTRIMETHYL-, STEARATE
Systematic Name English
OCTADECANOIC ACID, ION(1-), N,N,N-TRIMETHYL-1-HEXADECANAMINIUM
Systematic Name English
CETA STEARATE
Common Name English
N-HEXADECYL-N,N,N-TRIMETHYLAMMONIUM STEARATE
Systematic Name English
Code System Code Type Description
MERCK INDEX
m631
Created by admin on Fri Dec 15 15:04:50 UTC 2023 , Edited by admin on Fri Dec 15 15:04:50 UTC 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
204-691-1
Created by admin on Fri Dec 15 15:04:50 UTC 2023 , Edited by admin on Fri Dec 15 15:04:50 UTC 2023
PRIMARY
FDA UNII
4P1PNM96KR
Created by admin on Fri Dec 15 15:04:50 UTC 2023 , Edited by admin on Fri Dec 15 15:04:50 UTC 2023
PRIMARY
CAS
124-23-2
Created by admin on Fri Dec 15 15:04:50 UTC 2023 , Edited by admin on Fri Dec 15 15:04:50 UTC 2023
PRIMARY
PUBCHEM
31290
Created by admin on Fri Dec 15 15:04:50 UTC 2023 , Edited by admin on Fri Dec 15 15:04:50 UTC 2023
PRIMARY
EPA CompTox
DTXSID7059563
Created by admin on Fri Dec 15 15:04:50 UTC 2023 , Edited by admin on Fri Dec 15 15:04:50 UTC 2023
PRIMARY
Related Record Type Details
Structure of CETRIMONIUM
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of CETRIMONIUM
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