1119-97-7 Usage
Description
Cetrimide, also known as Myristyltrimethylammonium bromide, is a cationic/zwitterionic type of surfactant. It is a white fine powder crystal with a melting point of 245°C to 250°C and a rough estimate of its density is 1.1328. Cetrimide is soluble in water with a solubility of 20 g/100 mL. It is a dynamin I/II inhibitor that targets the dynamin-phospholipid interaction and inhibits dynamin GTPase activity with a Ki=940nM. It rapidly and reversibly inhibits multiple forms of endocytosis with no acute cellular damage, making it a useful pharmacological tool for studying dynamin-mediated trafficking events. Additionally, it induces cytokinesis failure and apoptosis in human cancer cells and induces cytoprotective autophagy in human Jurkat T cells.
Uses
Used in Disinfectant Applications:
Cetrimide is used as a disinfectant for its ability to inhibit the growth of microorganisms and prevent the spread of infections.
Used in Deodorant Applications:
Cetrimide is used as a deodorant due to its effectiveness in controlling and eliminating unpleasant odors.
Used in Laboratory Reagent Applications:
Cetrimide is used as a laboratory reagent in various scientific research and experiments, particularly in the study of dynamin-mediated trafficking events and its effects on cancer cells.
Used in Surfactant-Controlled Synthesis:
Cetrimide, specifically Myristyltrimethylammonium, has been used in a study to assess a surfactant-controlled synthetic method to obtain a nanophase of mesoporous ceria-zirconia solid solution containing cationic defects in the crystalline structure.
Used in Soil and Plant Analysis:
Cetrimide has also been used in a study to determine the low molecular weight of organic acids in soils and plants by capillary zone electrophoresis, contributing to the understanding of soil and plant health.
Purification Methods
Crystallise the bromide from acetone or a mixture of Me2CO and >5% MeOH or Me2CO/EtOH. Wash it with diethyl ether and dry it in a vacuum oven at 60o. It is a cationic detergent. Its solubility is 1g/5g H2O. [Dearden & Wooley J Phys Chem 91 2404 1987, Shelton et al. J Am Chem Soc 68 754 1946, Beilstein 4 III 419, 4 IV 813.]
References
1) Quan et al. (2007), Myristal trimethyl ammonium bromide and octadecyl trimethyl ammonium bromide are surface-active small molecules dynamin inhibitors that block endocytosis mediated by dynamin I or dynamin II; Mol. Pharmacol., 72 1425
2) Joshi et al. (2011), Development and validation of a stability indicating method for the enantioselective estimation of omeprazole enantiomers in the enteric-coated formulations by high performance liquid chromatography; Mol. Cancer, 104 78
3) De Beco et al. (2009), Endocytosis is required for E-cadherin redistribution at mature adherens junctions; Proc. Natl. Acad. Sci. USA, 106 7010
4) Kim et al. (2016), Inhibition of autophagy enhances dynamin inhibitor-induced apoptosis via promoting Bak activation and mitochondrial damage in human Jurkat T cells; Biochem. Biophys. Res. Commun., 478 1609
Check Digit Verification of cas no
The CAS Registry Mumber 1119-97-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,1 and 9 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1119-97:
(6*1)+(5*1)+(4*1)+(3*9)+(2*9)+(1*7)=67
67 % 10 = 7
So 1119-97-7 is a valid CAS Registry Number.
InChI:InChI=1/C17H38N.BrH/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18(2,3)4;/h5-17H2,1-4H3;1H/q+1;/p-1
1119-97-7Relevant articles and documents
Kinetics of hydrolysis of procaine in aqueous and micellar media
Al-Blewi, Fawzia Faleh,Al-Lohedan, Hamad A.,Rafiquee,Issa, Zuheir A.
, p. 1 - 9 (2013/01/15)
The kinetics of alkaline hydrolysis of procaine under the pseudo-first-order condition ([OH-] a [procaine]) has been carried out. N,N-Diethylaminoethanol and p-aminobenzoate anion were obtained as the hydrolysis product. The rate of hydrolysis was found to be linearly dependent upon [NaOH]. The addition of cationic cetyltrimethylammonium bromide (CTAB), dodecyltrimethylammonium bromide (DDTAB) and tetradecyltrimethylammonium bromide, and anionic sodium dodecyl sulfate (SDS) micelles inhibited the rate of hydrolysis. The maximum inhibitive effect on the reaction rate was observed for SDS micelles, whereas among the cationic surfactants, CTAB inhibited most. The variation in the rate of hydrolysis of procaine in the micellar media is attributed to the orientation of a reactive molecule to the surfactant and the binding constant of procaine with micelles. The rate of hydrolysis of procaine is negligible in DDTAB micelles. The observed results in the presence of cationic micelles were treated on the basis of the pseudophase ion exchange model. The results obtained in the presence of anionic micelles were treated by the pseudophase model, and the various kinetic parameters were determined.
A convenient laboratory synthesis of deuterium-labelled trimethyl tetradecyl ammonium sulphate
Chavda, Sameer,Coumbarides, Gregory S.,Dingjan, Marco,Eames, Jason,Zarbakhsh, Ali
, p. 147 - 151 (2007/10/03)
A convenient and practical laboratory synthesis of deuterium-labelled trimethyl tetradecyl ammonium sulphate is reported. Copyright
Interaction of Methyl Orange with Submicellar Cationic Surfactants
Dutta, Robin K.,Bhat, Subray N.
, p. 2457 - 2460 (2007/10/02)
The interaction of aqueous Methyl Orange (MO), an azo dye, with alkyltrimethylammonium and N-hexadecylpyridinium halide surfactants in submicellar concentration ranges has been investigated.The interaction gives rise to a new absorption band of MO with a maximum at ca. 370 nm, and the appearance of the new band has been attributed to change in the chromophore microenvironment in water structure enforced closely packed ion pairs of the dye with submicellar cationic surfactant.The strength of the interaction depends on the alkyl chain length of the surfactant, the surfactant head group and the counter ions.