Hexadecylpyridinium bromide
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| Category | Enzyme inhibitors |
| Catalog number | BBF-03829 |
| CAS | 140-72-7 |
| Molecular Weight | 384.44 |
| Molecular Formula | C21H38BrN |
| Purity | 96% |
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Description
Hexadecylpyridinium bromide is a pyridinium salt that has N-hexadecylpyridinium as the cation and bromide as the anion. It has a role as a surfactant, an antiseptic drug and an EC 2.7.11.18 (myosin-light-chain kinase) inhibitor. It is a pyridinium salt and a bromide salt.
Specification
| Synonyms | 1-Hexadecylpyridinium bromide; Cetylpyridinium bromide |
| Storage | Store at -20°C |
| IUPAC Name | 1-hexadecylpyridin-1-ium;bromide |
| Canonical SMILES | CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1.[Br-] |
| InChI | InChI=1S/C21H38N.BrH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-22-20-17-15-18-21-22;/h15,17-18,20-21H,2-14,16,19H2,1H3;1H/q+1;/p-1 |
| InChI Key | DVBJBNKEBPCGSY-UHFFFAOYSA-M |
Properties
| Appearance | White to Almost white powder to crystal |
| Application | Used in mouthwashes, lozenges, and as a topical disinfectant; Used as a germicide, deodorant, laboratory reagent, surfactant, and topical antiseptic/disinfectant. |
| Melting Point | 63-69°C |
| Solubility | Soluble in acetone, ethanol, and chloroform |
| LogP | log Kow= 1.83 |
Reference Reading
1. New focus of the cloud point/Krafft point of nonionic/cationic surfactants as thermochromic materials for smart windows
Jingcheng Hao, Yanan Han, Ping Qi, Zhaohui Huang, Yihan Liu, Aixin Song Chem Commun (Camb) . 2022 Feb 24;58(17):2814-2817. doi: 10.1039/d1cc06605f.
A nonionic poly(oxyethylene) monoalkyl ether (C12(EO)6) and a cationic hexadecylpyridinium bromide (HPB) were used to achieve warm/cool transparency transition switchability, depending on the decrease in the hydration of the EO-headgroup of C12(EO)6above the cloud point (Tc) and the crystallization of HPB below the Krafft point (Tk). The liquid state shows the advantage of being free-flowing, frost-resistance, flexible-adjustment and solar-energy-storing-capability due to the moisture-rich characteristics, while the hydrogel state exhibits free-standing properties.
2. Influence of enhancers on the absorption and on the pharmacokinetics of cefodizime using in-vitro and in-vivo models
Albert Härtl, Matthias Brandsch, Beate Bretschneider, Reinhard H H Neubert, Yahya Mrestani J Pharm Pharmacol . 2004 Apr;56(4):485-93. doi: 10.1211/0022357023187.
In the development of novel antibiotics, more and more compounds have been found that cannot be absorbed orally and, therefore, must be administered intravenously or intramuscularly. Because of the obvious drawbacks of drug delivery by injection, the development of alternatives with enhanced oral bioavailability has received much attention in pharmaceutical research. Cefodizime, a novel third-generation cephalosporin with significant advantages in the parenteral treatment of common infections, was used as a model drug. Cefodizime behaves as a highly hydrophilic compound, as shown from its extremely low partition coefficient. The effect of cationic absorption enhancers (hexadecyldimethylbenzylammonium chloride, N-hexadecylpyridinium bromide, dodecyltrimethylammonium bromide and hexadecyltrimethylammonium bromide) on the lipophilicity of cefodizime was investigated by means of the n-octanol/water system. Results showed that the counter-ions had a positive influence on the solubility of cefodizime. These results on partitioning coefficients in the n-octanol/buffer system were confirmed using an in-vitro transport model with artificial and biological membranes (Caco-2-cells). Furthermore, the physiological compatibility of the absorption enhancers was investigated using the active D-glucose transport. The pharmacokinetic profile of cefodizime was evaluated in rabbits after intraduodenal administration with and without an absorption enhancer.
3. Liquid-liquid extraction of palladium(II) from hydrobromic acid media by hexadecylpyridinium bromide
Ali Jabbari, Naader Alizadeh, Shabnam Salimi Anal Sci . 2002 Mar;18(3):307-11. doi: 10.2116/analsci.18.307.
A simple and rapid liquid-liquid extraction of palladium has been studied involving ion-pairing of bromocomplexes of palladium(II) with hexadecylpyridinium bromide (HDPB) dissolved in chloroform. The stoichiometry and distribution of (HDP)2PdBr4 between the aqueous and organic phase was investigated by spectrophotometric mole ratio method. The extraction efficiency of palladium(II) by HDPB was studied as a function of several variables: acid, salt, surfactant concentration and equilibrium time. The results showed that PdBr4(2-) extraction could be explained by assuming the formation of (HDP)2PdBr4 complexes in the aqueous solution and transfer to organic phase. The extraction was fast and the shaking time was only a few min. The average recovery of palladium(II) from an aqueous solution containing 10 microg/ml of analyte was 99% with an RSD% of 0.95. The percentage recovery of 0.2 microg/ml palladium(II) was 96%.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
