CAS 1119-97-7 Tetradecyltrimethylammonium Bromide

Synonyms

MTAB; N,N,N-Trimethyl-1-tetradecanammonium bromide; Myristyltrimethylammonium bromide

IUPAC Name

trimethyl(tetradecyl)azanium;bromide

Molecular Weight

336.42

Molecular Formula

C17H38BrN

Canonical SMILES

CCCCCCCCCCCCCC[N+](C)(C)C.[Br-];

InChI

InChI=1S/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

InChI Key

CXRFDZFCGOPDTD-UHFFFAOYSA-M

Melting Point

250 °C

Purity

99%

Density

0.5 g/cm³

Solubility

Soluble in water

Appearance

White powder

Storage

+2C to +8C

Complexity

158

Covalently-Bonded Unit Count

EC Number

214-291-9

Exact Mass

335.21876

Formal Charge

H-Bond Acceptor

Heavy Atom Count

Isomeric SMILES

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

MDL Number

MFCD00011770

Monoisotopic Mass

335.21876

Rotatable Bond Count

Topological Polar Surface Area

0 Å²

UNII

8483H94W1E

Application

Tetradecyltrimethylammonium Bromide serves as a versatile compound with multiple applications. It acts as an inhibitor of dynamin I/II by targeting the dynamin-phospholipid interaction, effectively blocking dynamin GTPase activity with a Ki of 940 nM. This functionality allows it to rapidly and reversibly inhibit various forms of endocytosis without causing immediate cellular damage, making it a valuable pharmacological tool for researching dynamin-mediated trafficking events. Additionally, it can induce cytokinesis failure and apoptosis in human cancer cells while also promoting cytoprotective autophagy in human Jurkat T cells. Beyond its biological applications, Tetradecyltrimethylammonium Bromide is used as a disinfectant, deodorant, and laboratory reagent, and it has been employed in studies involving surfactant-controlled synthetic methods and capillary zone electrophoresis to analyze organic acids, thereby highlighting its role as a cationic surfactant in both scientific research and various industrial applications.

February 7, 2025

Highly Effective Research-Grade Inhibitor

Tetradecyltrimethylammonium Bromide from Alfa Chemistry is outstanding for research. It effectively inhibits dynamin GTPase activity, facilitating detailed studies on endocytosis with precise results, making it essential in our laboratory experiments.