28728-55-4

Basic information

• Product Name: HEXADIMETHRINE BROMIDE
• Synonyms: SEQUA-BRENE(TM);POLYBRENE;POLY(N,N,N',N'-TETRAMETHYL-N-TRIMETHYLENEHEXAMETHYLENEDIAMMONIUM DIBROMIDE);6,3-ionenebromide;poly((dimethyliminio)hexamethylene(dimethylimino)trimethylenedibromide);HEXADIMETHRIN BROMIDE;HEXADIMETHRINE BROMIDE;1,5-DIMETHYL-1,5-DIAZAUNDECAMETHYLENE POLYMETHOBROMIDE
• CAS NO: 28728-55-4
• Molecular Formula: C39H90Br6N6X2
• Molecular Weight: 1122.6
• Mol File: 28728-55-4.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 209.5 °C at 760 mmHg
• Flash Point: 73.9 °C
• Appearance: /gelatinous solid
• Density: g/cm³
• Vapor Pressure: 0.202mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: H2O: 0.1 g/mL, clear to slightly hazy, colorless to faintly
• Merck: 13,4702
• CAS DataBase Reference: HEXADIMETHRINE BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: HEXADIMETHRINE BROMIDE(28728-55-4)
• EPA Substance Registry System: HEXADIMETHRINE BROMIDE(28728-55-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• RIDADR: 2811
• WGK Germany: 3
• RTECS: TQ2655000
• F: 3-10
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 28728-55-4(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 28728-55-4 differently. You can refer to the following data:
1. Hexadimethrine bromide can be used to transfect mammalian cells with DNA. It can be used to increase the efficiency of lipofection transfections.Hexadimethrine bromide has been used for lentivirus infection in cells. It has been used for infection of cells with retroviral supernatant.
2. Antiheparin agent. A 3mg quantity has been found to enhance peptide degradation in automated sequential analysis.
3. Used as a protein/peptide carrier for protein sequencing.

General Description

Hexadimethrine bromide is a quaternary ammonium compound which works as a heparin antagonist. It is also involved in the transformation of low molecular weight DNA.

Purification Methods

Purify it by chromatography on Dowex 50 and/or by filtration through alumina before use [Frank Hoppe-Seyler's Z Physiol Chemie 360 997 1979]. It is hygroscopic, and its solubility in H2O is 10%.

InChI:InChI=1/C10H24N2.C3H6Br2/c1-11(2)9-7-5-6-8-10-12(3)4;4-2-1-3-5/h5-10H2,1-4H3;1-3H2

Upstream product

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Relevant articles and documents

Synthesis and characterization of asymmetrical gemini surfactants

The effect of variation in the length of surfactant hydrocarbon tail groups was tested in a series of dissymmetric gemini surfactants (N1-alkyl N1,N1,N3,N3-tetramethyl-N3-(6-pyren-6yl)-hexyl)propane-1,3-diammonium dibromide designated as CmC3CnBr, with m = hexyl pyrene, and n = 8, 12, 14, 16, and 18. The aggregation properties of these surfactants have been investigated by means of 1H NMR, fluorescence spectroscopy, surface tension and electrical conductivity measurements. The critical micelle concentration (CMC) was determined using surface tension and confirmed using the specific conductance method. Krafft temperatures and the degree of micelle ionization (α) were obtained from specific conductance measurements. With an increase of the dissymmetry (m/n) ratio, the CMC decreased linearly and an increase in the Krafft temperatures was observed for all of the gemini surfactants. α values for the dissymmetric GS were higher than those of the m-3-m counterparts, which may be attributed to enhanced micelle-micelle interactions that arise from increased hydrophobicity of the hydrocarbon chains. The introduction of the bulky pyrenyl tail group resulted in much lower CMC values compared to their symmetrical counterparts affecting the packing of these surfactants at the air/water interface, which resulted in high-ordered structures (lamellar and inverted micelles). This in turn affected the thermodynamic parameters of the micellization.

Micellization behavior of cationic gemini surfactants in aqueous-ethylene glycol solution

The micellization behavior of gemini surfactants i.e. alkanediyl-α, ω-bis(cetyldimethylammonium bromide) (C16-s-C 16,2Br- where s = 3, 4, 10) in 10% (v/v) ethylene glycol solution was investigated by surface tension and conductometric measurements at 300 K. The critical micelle concentration, degree of micellar ionization, surface excess concentration, minimum surface area per molecule of surfactant, surface pressure at the CMC and Gibbs energy of adsorption of the dimeric surfactants have also been determined in the presence of different salts (NaCl, NaBr and NaI). The critical micelle concentration and degree of micellar ionization values decrease significantly in the presence of sodium halides and follows the sequence NaCl NaBr NaI. The free energy, enthalpy and entropy of micellization of dimeric surfactants in 10% (v/v) ethylene glycol solution were determined using the temperature dependence of the critical micelle concentration. The standard free energy of micellization was found to be negative in all the cases. AOCS 2011.

Determination of the Aggregation Number of Pyrene-Labeled Gemini Surfactant Micelles by Pyrene Fluorescence Quenching Measurements

A cationic gemini surfactant referred to as Py-3-12 and composed of two alkylated diammonium bromide head groups, a propyl spacer, and dodecyl and 1-pyrenehexyl hydrophobic tails was synthesized. Its critical micellar concentration (CMC) was determined to equal 0.15 (±0.02) mM by surface tension and time-resolved fluorescence measurements. The state of the pyrene molecules, whether they were incorporated inside the Py-3-12 micelles or unassociated in the aqueous solution, was determined by applying the global model-free analysis (MFA) to the fluorescence decays acquired with Py-3-12 aqueous solutions. The unassociated Py-3-12 surfactants emitted as pyrene monomers and showed a long fluorescence lifetime. The excited pyrenyl groups located inside Py-3-12 micelles formed an excimer by a rapid encounter with a ground-state pyrene with an average rate constant equal to 0.69 (±0.06) ns-1. After having the photophysical properties of Py-3-12 in aqueous solution characterized, the number (Nagg) of surfactants per micelle was determined by conducting quenching experiments with dinitrotoluene (DNT). Although DNT is fairly hydrophobic, it was found to partition itself between the Py-3-12 micelles and the aqueous phase. Fluorescence quenching experiments performed on the pyrene monomer and excimer generated by the Py-3-12 aqueous solutions yielded the concentration ([Q]b) of DNT bound to the Py-3-12 micelles and the average number ?n?d of DNT quenching an excimer by diffusive encounters. A combination of steady-state and time-resolved fluorescence quenching experiments on the excimer yielded the number (?n?s) of DNT molecules that were bound to the micelles and quenched the excimer in a static manner. A plot of the sum ?n?d + ?n?s as a function of [Q]b yielded an Nagg value of 14.0 (±0.2) Py-3-12 units per micelle. This study represents the first example in the literature where Nagg is determined for a micelle, where each surfactant molecule is labeled with pyrene.

Influence of Amine-Based Cationic Gemini Surfactants on Catalytic Activity of α-Chymotrypsin

The α-chymotrypsin activity was tested in aqueous media with the presence of novel cationic amine–based gemini surfactant, with different spacer chain lengths and head group size, and also compared with the cationic cetyltrimethylammonium bromide (CTAB) a

Gemini surfactants foam formation ability and foam stability depends on spacer length

A series of cationic gemini surfactants containing different spacer length were synthesized and analyzed structurally. It was shown that the surface tension (σ) and critical micelle concentration (CMC), which had a maximum for the n-C4H8 spacer depended on the spacer length. The foaming ability and foam stability are high for the gemini surfactants with short spacers (C2H4 to n-C4H8), while longer spacers lead to a distinct decrease of these foam parameters. Foaming properties are discussed in terms of configuration and conformation of a surfactant molecule and in relation to micellization state kinetic.