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Chemical Structure| 57-09-0 Chemical Structure| 57-09-0
Chemical Structure| 57-09-0

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Cetrimonium bromide is a quaternary ammonium salt with surfactant and antimicrobial properties. Cetrimonium bromide is mainly used in cell culture, gene transfection, and antimicrobial research.

Synonyms: CTAB; Cetyltrimethylammonium bromide; Hexadecyltrimethylammonium bromide

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Product Citations

Product Citations

Chrzan, Julia ; Drabczyk, Anna Karolina ; Siemińska, Izabela ; Baj-Krzyworzeka, Monika ; Greber, Katarzyna Ewa ; Jaśkowska, Jolanta , et al.

Abstract: Colorectal cancer (CRC) remains a major global health challenge, necessitating the development of more effective and environmentally sustainable treatments. This study presents a novel green synthetic protocol for 1,3,5-triazine derivatives with anticancer potential, employing both microwave-assisted and ultrasound-assisted methods. The synthesis was optimized using 4-chloro-N-(2-chlorophenyl)-6-(morpholin-4-yl)-1,3,5-triazin-2-amine as the key intermediate, with sodium carbonate, TBAB, and DMF providing optimal yields under microwave conditions. To enhance sustainability, a modified sonochemical method was also developed, enabling efficient synthesis in aqueous media with a minimal use of organic solvents. A series of nine morpholine-functionalized derivatives were synthesized and evaluated for cytotoxic activity against SW480 and SW620 colorectal cancer cell lines. Compound 11 demonstrated superior antiproliferative activity (IC50 = 5.85 µM) compared to the reference drug 5-fluorouracil, while compound 5 showed promising dual-line activity. In silico ADME analysis supported the drug likeness of the synthesized compounds, and biomimetic chromatography analysis confirmed favorable physicochemical properties, including lipophilicity and membrane affinity. These results underscore the potential of the developed protocol to produce bioactive triazine derivatives through an efficient, scalable, and environmentally friendly process, offering a valuable strategy for future anticancer drug development.

Keywords: 1,3,5-triazine ; green chemistry ; microwave-assisted synthesis ; sonochemistry ; colorectal cancer ; anticancer agents ; phase-transfer catalysis ; cytotoxicity ; ADME ; drug likeness

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Product Details of Cetrimonium bromide

CAS No. :57-09-0
Formula : C19H42BrN
M.W : 364.45
SMILES Code : CCCCCCCCCCCCCCCC[N+](C)(C)C.[Br-]
Synonyms :
CTAB; Cetyltrimethylammonium bromide; Hexadecyltrimethylammonium bromide
MDL No. :MFCD00011772
InChI Key :LZZYPRNAOMGNLH-UHFFFAOYSA-M
Pubchem ID :5974

Safety of Cetrimonium bromide

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H315-H318-H335-H373-H400
Precautionary Statements:P260-P280-P301+P312+P330-P305+P351+P338+P310
Class:9
UN#:3077
Packing Group:

Application In Synthesis of Cetrimonium bromide

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 57-09-0 ]
  • Downstream synthetic route of [ 57-09-0 ]

[ 57-09-0 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 20098-38-8 ]
  • [ 57-09-0 ]
  • [ 1897-41-2 ]
References: [1] Patent: US4517129, 1985, A, .
  • 2
  • [ 57-09-0 ]
  • [ 12582-61-5 ]
References: [1] Journal of the Chemical Society, Dalton Transactions, 2000, # 18, p. 3143 - 3148.
 

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