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36932

Supelco

Hexadecyltrimethylammonium bromide

analytical standard

Synonym(s):

CTAB, Cetrimonium bromide, Cetyltrimethylammonium bromide, Palmityltrimethylammonium bromide

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About This Item

Linear Formula:
CH3(CH2)15N(Br)(CH3)3
CAS Number:
57-09-0
Molecular Weight:
364.45
Beilstein/REAXYS Number:
3598189
EC Number:
200-311-3
MDL number:
MFCD00011772
UNSPSC Code:
41116107
PubChem Substance ID:
329755544
NACRES:
NA.24

grade

analytical standard

Quality Level

100

description

cationic

assay

98-102%

shelf life

limited shelf life, expiry date on the label

mol wt

364.45 g/mol

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

248-251 °C (lit.)

solubility

H2O: soluble 36.4 g/L at 20 °C (completely)

application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

SMILES string

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

InChI

1S/C19H42N.BrH/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

InChI key

LZZYPRNAOMGNLH-UHFFFAOYSA-M

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General description

Cetrimonium bromide(CTAB) is a quaternary ammonium derivative known to enhance anti-tumor activity. It is one of the components of the broad-spectrum antiseptic cetrimide and may also be used as a buffer for DNA extraction.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food. Find all available reference materials for compounds listed in 10/2011 here

Application

CTAB may be used as a reference standard for the determination of:
  • CTAB in various water samples by combining a dispersive liquid-liquid microextraction (DLLME) technique with high performance liquid chromatography.
  • CTAB in pharmaceutical formulations by reversed-phase high-performance liquid chromatography (RP- HPLC).

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2 - STOT RE 2 Oral - STOT SE 3

target_organs

Gastrointestinal tract, Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

471.2 °F - closed cup

flash_point_c

244 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCJ9677
BCCD6967
BCCC4842
BCBZ6093
BCBV8836

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Potential use of cetrimonium bromide as an apoptosis-promoting anti-cancer agent for head and neck cancer
Ito E, et al.
Molecular Pharmacology (2009)
Journal of Applied Chemistry Application of dispersive liquid-liquid microextraction and high-performance liquid chromatography for the determination of cetrimonium bromide in water samples.
Rajabi M and Ghazaghi M
J. Appl. Chem., 8(27) (2013)
Development and validation of RP-HPLC method for cetrimonium bromide and lidocaine determination.
Malenovic A, et al.
Il Farmaco (Societa Chimica Italiana : 1989), 60(2), 157-161 (2005)
Sebastien Fraud et al.
Antimicrobial agents and chemotherapy, 52(12), 4478-4482 (2008-10-08)
The biocide chlorhexidine (CHX) as well as additional membrane-active agents were shown to induce expression of the mexCD-oprJ multidrug efflux operon, dependent upon the AlgU stress response sigma factor. Hyperexpression of this efflux system in nfxB mutants was also substantially
Lourdes Pérez et al.
European journal of medicinal chemistry, 44(5), 1884-1892 (2008-12-17)
Biocompatible cationic surfactants from the amino acid lysine (hydrochloride salts of N(epsilon)-lauroyl lysine methyl ester, N(epsilon)-myristoyl lysine methyl ester and N(epsilon)-palmitoyl lysine methyl ester) have been prepared in high yields by lysine acylation in epsilon position with three natural saturated
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