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Cetylpyridinium chloride

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Identification
Molecular formula
C21H38ClN
CAS number
123-03-5
IUPAC name
hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-yl-amino]ethyl]-dimethyl-ammonium
State
State

At room temperature, cetylpyridinium chloride is in a solid state. Specifically, it is a crystalline powder known for its antiseptic properties used in mouthwashes, toothpastes, and throat lozenges.

Melting point (Celsius)
77.00
Melting point (Kelvin)
350.15
Boiling point (Celsius)
88.00
Boiling point (Kelvin)
361.15
General information
Molecular weight
358.01g/mol
Molar mass
358.0120g/mol
Density
0.9680g/cm3
Appearence

Cetylpyridinium chloride appears as a white crystalline powder. It is hygroscopic, meaning it can absorb moisture from the environment. The powder is soluble in water and alcohol but practically insoluble in chloroform, ether, and oils.

Comment on solubility

Solubility of Hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-yl-amino]ethyl]-dimethyl-ammonium (C21H38ClN)

The solubility of hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-yl-amino]ethyl]-dimethyl-ammonium is influenced by several factors, primarily due to its complex structure, which incorporates both hydrophobic and hydrophilic characteristics.

General Notes on Solubility:

  • Hydrophobic Chain: The hexadecyl group contributes significantly to the hydrophobic nature of the compound, which tends to make it less soluble in polar solvents such as water.
  • Charged Ammonium Group: The presence of the dimethylammonium moiety introduces positive charge, which can enhance solubility in polar solvents but might also lead to aggregation in certain conditions.
  • Functional Groups: The methoxyphenyl and pyrimidinyl groups can participate in hydrogen bonding, potentially increasing solubility in specific organic solvents.

In summary, this compound's solubility profile can be categorized as follows:

  1. Good solubility in: Organic solvents like ethanol and methanol due to the functional groups.
  2. Poor solubility in: Water at room temperature because of the long hydrophobic chain.
  3. Temperature Dependence: Solubility may increase at elevated temperatures, as is common with many organic compounds.

Due to these varying influences, one can state, "The solubility of this compound is complex and multifaceted, dependent on both the solvent used and the environmental conditions."

Interesting facts

Interesting Facts About Hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-yl-amino]ethyl]-dimethyl-ammonium

Hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-yl-amino]ethyl]-dimethyl-ammonium is a fascinating compound with a unique structure and diverse applications. Here are some intriguing insights:

  • Quaternary Ammonium Compound: This compound belongs to the class of quaternary ammonium compounds, which are known for their role as surfactants, antimicrobial agents, and in drug delivery systems.
  • Active Ingredient: Its active component, the pyrimidine moiety, contributes significantly to its bioactivity, making it interesting for pharmaceutical applications, particularly in the realms of cancer treatment and antimicrobial activities.
  • Structural Diversity: The presence of a long hydrocarbon tail (hexadecyl group) enhances its lipophilicity, which may improve its ability to penetrate biological membranes.
  • Mechanism of Action: The mechanistic pathways of this compound can involve disruption of cell membrane integrity and inhibition of essential cell functions, making it a subject of study in antimicrobial resistance.
  • Potential in Drug Delivery: Due to its lipophilic nature and ability to form micelles, it could be developed as a carrier for hydrophobic drugs, enhancing their solubility and bioavailability.
  • Versatile Applications: Beyond pharmaceuticals, quaternary ammonium compounds like this one find applications in personal care products, disinfectants, and in the food industry for their antimicrobial properties.

In summary, hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-yl-amino]ethyl]-dimethyl-ammonium represents an intersection of chemistry and practical applications, aligning with the contemporary focus on developing new therapeutic agents and sustainable practices in various industries.

Synonyms
thonzonium
Tonzonium
Thonzonium ion
Thonzonium cation
Z05ZE98FV8
25466-36-8
UNII-Z05ZE98FV8
TONZONIUM [WHO-DD]
N-(2-((4-Methoxybenzyl)(pyrimidin-2-yl)amino)ethyl)-N,N-dimethylhexadecan-1-aminium
DTXSID8048232
NCGC00016507-01
CAS-553-08-2
Thonizide
hexadecyl(2-(((4-methoxyphenyl)methyl)(pyrimidin-2-yl)amino)ethyl)dimethylazanium
hexadecyl(2-{[(4-methoxyphenyl)methyl](pyrimidin-2-yl)amino}ethyl)dimethylazanium
Prestwick0_000925
Prestwick1_000925
Prestwick2_000925
Prestwick3_000925
BSPBio_000830
cid_11102
SPBio_003009
BPBio1_000914
SCHEMBL5990893
CHEMBL1201322
DTXCID9028207
BDBM59083
CHEBI:94514
DB09552
hexadecyl-[2-[(4-methoxyphenyl)methyl-pyrimidin-2-ylamino]ethyl]-dimethylazanium
NCGC00016507-02
NCGC00016507-03
AB00513967
NS00070382
AB00513967_12
AB00513967_13
BRD-K13387373-004-14-5
BRD-K13387373-004-15-2
Q27166363
hexadecyl-[2-[(4-methoxyphenyl)methyl-(2-pyrimidinyl)amino]ethyl]-dimethylammonium