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1-Hexadecylpyridinium bromide

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Products Intro: Product Name:1-Hexadecylpyridinium bromide
CAS:140-72-7
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CAS:140-72-7
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1-Hexadecylpyridinium bromide Basic information
Product Name:1-Hexadecylpyridinium bromide
Synonyms:1-HEXADECYLPYRIDINUM BROMIDE;1-HEXADECYLPYRIDINIUM BROMIDE;1-Hexadecylpyridinium;HexadecylpyridiniumBromideMono;1-cetylpyridiniumbromide;1-hexadecyl-pyridiniubromide;acetoquatcpb;cetapharm
CAS:140-72-7
MF:C21H38BrN
MW:384.44
EINECS:205-428-3
Product Categories:pharma material;Cationic Surfactants;Functional Materials;Heterocyclic Quarternary Ammonium Salts (Surfactants);Pyridinium Compounds;Surfactants;bc0001
Mol File:140-72-7.mol
1-Hexadecylpyridinium bromide Structure
1-Hexadecylpyridinium bromide Chemical Properties
Melting point 63-69 °C
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform,Methanol,Acetone,Ethanol[soluble in]
solubility soluble in Chloroform,Methanol,Acetone,Ethanol
form powder to crystal
color White to Almost white
Water Solubility 5 g/L (20 ºC)
BRN 3778948
InChIInChI=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
InChIKeyDVBJBNKEBPCGSY-UHFFFAOYSA-M
SMILES[N+]1(CCCCCCCCCCCCCCCC)C=CC=CC=1.[Br-]
LogP1.699 (est)
CAS DataBase Reference140-72-7(CAS DataBase Reference)
EPA Substance Registry SystemCetylpyridinium bromide (140-72-7)
Safety Information
Hazard Codes T+,Xi,Xn
Risk Statements 22-26-36/37/38-20/21/22
Safety Statements 26-28-36/37-45-36/37/39-22-36
RIDADR 2811
WGK Germany 3
RTECS UU4848000
TSCA TSCA listed
HazardClass 6.1(b)
PackingGroup III
HS Code 29333999
Storage Class6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard ClassificationsAcute Tox. 2 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
Hazardous Substances Data140-72-7(Hazardous Substances Data)
Toxicitymouse,LD50,unreported,126mg/kg (126mg/kg),Pharmazie. Vol. 40, Pg. 273, 1985.
MSDS Information
ProviderLanguage
Cetylpyridinium bromide English
SigmaAldrich English
ACROS English
1-Hexadecylpyridinium bromide Usage And Synthesis
Description1-Hexadecylpyridinium bromide is a cationic surfactant capable of bactericidal activity and has been used for ion exchange. As a bactericidal agent, it reduces the surface tension between pathogenic membranes and their environments. This interaction disrupts membrane integrity and osmoregulation, leading to cell lysis. It has also been shown to quickly and efficiently remove metal ions from solutions. The compound removes cations from the solution through a cation/surfactant complex, which precipitates from an aqueous phase into an organic phase and can subsequently be extracted. It is an effective ion exchange agent for extracting DNA and proteins.
Chemical Propertieswhite to cream coloured powder
UsesHexadecylpyridinium bromide (HDPB) is a biochemical assay reagent.
DefinitionChEBI: A pyridinium salt that has N-hexadecylpyridinium as the cation and bromide as the anion.
Synthesis
Pyridine

110-86-1

1-Bromohexadecane

112-82-3

1-Hexadecylpyridinium bromide

140-72-7

General method: 1-bromohexadecane (0.01 mol) and pyridine (0.011 mol) were added sequentially to 25 mL of anhydrous acetonitrile and heated to reflux for 24 hours. Upon completion of the reaction, the solvent was removed by evaporation, the residue was co-evaporated with benzene to remove residual water, and finally the N-hexadecyl pyridine bromide salt was recrystallized from acetone.

References[1] Molecules, 2010, vol. 15, # 3, p. 1967 - 1972
[2] Green Chemistry, 2009, vol. 11, # 1, p. 83 - 90
[3] European Journal of Medicinal Chemistry, 2013, vol. 66, p. 46 - 55
[4] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1952, vol. 291, p. 1,4
[5] Journal of the American Pharmaceutical Association (1912-1977), 1942, vol. 31, p. 51
1-Hexadecylpyridinium bromide Preparation Products And Raw materials
Raw materialsPyridine-->1-Bromohexadecane
Preparation Products4-ISOPROPYLPHENYLACETIC ACID
Tag:1-Hexadecylpyridinium bromide(140-72-7) Related Product Information
Vecuronium bromide Rocuronium bromide Ethidium bromide Allyl bromide 1-Hexadecylamine Dimidium bromide 1-Bromohexadecane Sodium bromate 1-HEXADECANESULFONIC ACID SODIUM SALT Cetylpyridinium chloride Cetylpyridinium chloride monohydrate 1-tetradecylpyridinium bromide 1-Bromononane Bromoferrocene Bromocyclohexane Cyclobutyl bromide 1-Bromobutane 1-Bromo-2-methylpropane

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