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Diphenhydramine hydrochloride

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Identification
Molecular formula
C17H22NO•HCl
CAS number
147-24-0
IUPAC name
2-benzhydryloxyethyl(trimethyl)ammonium;iodide
State
State

At room temperature, diphenhydramine hydrochloride is in a solid state. It is typically found as a powder or crystalline form, used in various pharmaceutical preparations.

Melting point (Celsius)
167.50
Melting point (Kelvin)
440.65
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.15
General information
Molecular weight
291.82g/mol
Molar mass
291.8200g/mol
Density
1.2100g/cm3
Appearence

Diphenhydramine hydrochloride typically appears as a white crystalline powder. It is odorless and has a bitter taste. The compound is hygroscopic, meaning it can absorb moisture from the air.

Comment on solubility

Solubility of 2-benzhydryloxyethyl(trimethyl)ammonium iodide

The solubility of 2-benzhydryloxyethyl(trimethyl)ammonium iodide in various solvents is an important aspect to consider for its applications. This compound typically displays distinctive solubility properties:

  • Water Solubility: This compound is generally soluble in water due to the presence of the ionic iodide group, which promotes interaction with water molecules.
  • Organic Solvents: It tends to be more soluble in organic solvents, such as ethanol or methanol, which can stabilize the ammonium cation through dipole-dipole interactions.
  • Influence of Temperature: Elevated temperatures may enhance solubility, allowing for better dissolution in both polar and non-polar solvents.

As with many quaternary ammonium compounds, environmentally relevant factors such as pH, ionic strength, and presence of other solutes can significantly affect solubility. It's fascinating to note that:

  • The solubility can vary significantly depending on the counterion, with iodide favoring solubility compared to other anions.
  • Hydrophobic interactions from the benzhydryl groups may also play a role, affecting overall behavior in mixed solvents.

In summary, the solubility of 2-benzhydryloxyethyl(trimethyl)ammonium iodide is a complex interplay of ionic interactions, solvent characteristics, and temperature, making it a compound of significant interest in both theoretical and practical applications.

Interesting facts

Interesting Facts about 2-benzhydryloxyethyl(trimethyl)ammonium iodide

2-benzhydryloxyethyl(trimethyl)ammonium iodide is a fascinating compound that showcases the interplay between organic chemistry and medicinal applications. Here are some intriguing insights about this compound:

  • Quaternary Ammonium Compound: This compound belongs to the category of quaternary ammonium salts, which are recognized for their unique properties and extensive use in various fields.
  • Biological Significance: Compounds like 2-benzhydryloxyethyl(trimethyl)ammonium iodide can exhibit interesting pharmacological properties, making them valuable in drug development and synthesis.
  • Application in Biochemistry: This compound is often studied for its potential role as a neurotransmitter or in receptor modulation, helping to elucidate mechanisms in cellular signaling pathways.
  • Structural Features: The presence of the benzhydryl group enhances lipophilicity, potentially influencing the compound's interaction with biological membranes.
  • Achieving Selectivity: The structural makeup allows for strategies aimed at achieving selective binding to specific receptors, which is crucial in designing targeted therapies.
  • Potential Industrial Uses: Beyond its medicinal value, quaternary ammonium compounds are also utilized as surfactants, antimicrobial agents, and in the formulation of various products in the cosmetic and personal care industry.

"The boundaries of chemistry expand with each unique compound we discover." Understanding the properties and applications of compounds like 2-benzhydryloxyethyl(trimethyl)ammonium iodide is essential for pushing the frontiers of science, ultimately leading to advancements in healthcare and technology.

Synonyms
Diphenhydramine methiodide
Mefenidramium iodide
14177-81-2
CTN47N39PR
Ethanaminium, 2-(diphenylmethoxy)-N,N,N-trimethyl-, iodide
AMMONIUM, (2-(DIPHENYLMETHOXY)ETHYL)TRIMETHYL-, IODIDE
(2-Diphenylmethoxyethyl)trimethylammonium iodide
2-benzhydryloxyethyl(trimethyl)azanium;iodide
ETHANAMINIUM, 2-(DIPHENYLMETHOXY)-N,N,N-TRIMETHYL-, IODIDE (1:1)
CHEMBL540139
UNII-CTN47N39PR
beta-(Diphenylmethoxy)-ethyl-trimethyl-ammonium-iodide
DTXSID50931193
DIPHENHYDRAMINE METHYLIODIDE
Q27275768
2-(Diphenylmethoxy)-N,N,N-trimethylethan-1-aminium iodide
Diphenhydramine Methiodide;Ethanaminium, 2-(diphenylmethoxy)-N,N,N-trimethyl-, iodide (1:1); (2-Diphenylmethoxyethyl)trimethylammonium iodide (6CI); Ammonium, [2-(diphenylmethoxy)ethyl]trimethyl-, iodide (8CI); Ethanaminium, 2-(diphenylmethoxy)-N,N,N-trimethyl-, iodide (9CI); Diphenhydramine methiodide