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Dimenhydrinate and Salicylic Acid

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Identification
Molecular formula
C17H21NO·C7H6O3
CAS number
5633-20-5, 69-72-7
IUPAC name
2-benzhydryloxy-N,N-dimethyl-ethanamine;2-hydroxybenzoic acid
State
State

Both compounds are typically solid at room temperature. Dimenhydrinate as a pure compound is a white crystalline powder, and Salicylic Acid is normally solid as well, presenting in white crystalline form.

Melting point (Celsius)
104.00
Melting point (Kelvin)
377.15
Boiling point (Celsius)
211.00
Boiling point (Kelvin)
484.15
General information
Molecular weight
445.54g/mol
Molar mass
445.5420g/mol
Density
1.4447g/cm3
Appearence

Dimenhydrinate appears as a white crystalline powder and is often found in tablet form for medical use. Salicylic Acid, on the other hand, appears as white crystalline powder but can also appear as white crystals or needle-shaped crystals under certain conditions.

Comment on solubility

Solubility Characteristics of 2-benzhydryloxy-N,N-dimethyl-ethanamine and 2-hydroxybenzoic acid

The solubility of compounds can often be predicted based on their structure and the nature of their functional groups. In the case of 2-benzhydryloxy-N,N-dimethyl-ethanamine and 2-hydroxybenzoic acid, several key features can influence their solubility behavior:

  • Hydrophilicity vs Hydrophobicity: The presence of hydrophilic functional groups, such as -OH in 2-hydroxybenzoic acid, generally enhances solubility in polar solvents like water. On the contrary, the large hydrophobic benzhydryl group in 2-benzhydryloxy-N,N-dimethyl-ethanamine may limit its solubility.
  • pH Dependence: The solubility of 2-hydroxybenzoic acid can significantly change with pH. In acidic conditions, it remains mostly undissociated, while in alkaline conditions it may form salts, thus increasing solubility.
  • Intermolecular Interactions: Hydrogen bonding potential of both compounds facilitates interactions with solvents, making them more or less soluble depending on the solvent environment. For instance, 2-hydroxybenzoic acid can establish hydrogen bonds with water molecules, enhancing its solubility.

In summary, the solubility behaviors of 2-benzhydryloxy-N,N-dimethyl-ethanamine and 2-hydroxybenzoic acid depend on a balance of their hydrophobic and hydrophilic characteristics, pH conditions, and their capacity for hydrogen bonding. Understanding these properties not only assists in predicting solubility but also aids in the development of formulations in various chemical applications.

Interesting facts

Interesting Facts about 2-Benzhydryloxy-N,N-Dimethyl-Ethanamine and 2-Hydroxybenzoic Acid

The compound known as 2-benzhydryloxy-N,N-dimethyl-ethanamine is noteworthy for its unique structure and chemical properties. This compound features a central ethanamine backbone, which is significantly altered by the addition of a benzhydryl group and dimethyl groups, creating a fascinating molecular landscape. Here are some engaging insights:

  • Biological Activity: Compounds structurally similar to this one have been researched for their potential activity as antidepressants and anxiolytics, showcasing the importance of benzhydryl derivatives in medicinal chemistry.
  • Mechanism of Action: The presence of the nitrogen atom in the ethylamine side of the molecule suggests potential interaction with neurotransmitter receptors and transporters, which could explain the pharmacological effects observed in related compounds.
  • Synthetic Utility: This compound serves as an interesting intermediate in organic synthesis, allowing chemists to explore further variations that might enhance therapeutic effects or reduce side effects.

On the other hand, 2-hydroxybenzoic acid, commonly known as salicylic acid, is quite famous for its broad applications in the field of pharmaceuticals and cosmetics:

  • Historical Importance: Salicylic acid was originally derived from willow bark and has been used for centuries in traditional medicine.
  • Anti-inflammatory Properties: This compound is considered a precursor to aspirin, one of the most widely used medications for its pain-relieving and anti-inflammatory properties.
  • Cosmetic Benefits: Due to its exfoliating properties, 2-hydroxybenzoic acid is often incorporated into skincare products, particularly for the treatment of acne and other skin conditions.

In summary, both compounds offer rich insights into their applications ranging from medicinal properties to their role in cosmetic formulations. As chemists and researchers continue to explore these molecules, we can expect to uncover even more intriguing aspects of their abilities and uses in modern science.

Synonyms
DIPHENHYDRAMINE SALICYLATE
Benadine
Zeresmin
7491-10-3
Dimedrol hydrosalicylate
Ibelomin
Salibena
Neo-Benadosol
Restamin S
707L3YC54L
UNII-707L3YC54L
Diphenhydramine salicylate (JAN)
DTXSID10225883
EINECS 231-309-0
DIPHENHYDRAMINE SALICYLATE [JAN]
DIPHENHYDRAMINE SALICYLATE [WHO-DD]
Ethanamine, 2-(diphenylmethoxy)-N,N-dimethyl-, 2-hydroxybenzoate
Ethylamine, 2-(diphenylmethoxy)-N,N-dimethyl-, salicylate (1:1)
Benzoic acid, 2-hydroxy-, compd with 2-(diphenylmethoxy)-N,N-dimethylethanamine (1:1)
DTXCID40148374
231-309-0
2-(diphenylmethoxy)-n,n-dimethylethanaminium 2-hydroxybenzoate
58-73-1, diphenhydramine
chebi:34720
SCHEMBL506882
RTSZUSOHOIFYSY-UHFFFAOYSA-N
NS00082092
D02419
Q27887848
Salicylic acid, compound with 2-(benzhydryloxy)-N,N-dimethylethylamine (1:1)