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Terbinafine

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Identification
Molecular formula
C21H25ClN2
CAS number
78628-80-5
IUPAC name
1-[4-benzyl-2-hydroxy-5-[(2-hydroxyindan-1-yl)amino]-5-oxo-pentyl]-N-tert-butyl-4-(3-pyridylmethyl)piperazine-2-carboxamide
State
State

Terbinafine is typically encountered in a solid crystalline form when at room temperature. It is stable under normal conditions of use and storage, and it is usually used in solid dosing formulations such as tablets or creams.

Melting point (Celsius)
204.50
Melting point (Kelvin)
477.65
Boiling point (Celsius)
670.20
Boiling point (Kelvin)
943.35
General information
Molecular weight
291.45g/mol
Molar mass
291.4450g/mol
Density
1.0800g/cm3
Appearence

Terbinafine is typically a fine, crystalline powder. It can be white to off-white in color. It is usually available in its hydrochloride form for pharmaceutical use, where it appears as fine crystals or crystalline powder.

Comment on solubility

Solubility of 1-[4-benzyl-2-hydroxy-5-[(2-hydroxyindan-1-yl)amino]-5-oxo-pentyl]-N-tert-butyl-4-(3-pyridylmethyl)piperazine-2-carboxamide

The compound with the chemical formula C21H25ClN2 exhibits unique solubility characteristics that are vital for its application in various fields. Understanding solubility can be broken down into several key aspects:

  • Polarity: The presence of multiple functional groups, such as hydroxyl (-OH) and amide (-CONH-) moieties, suggests that this compound may exhibit increased solubility in polar solvents like water.
  • Hydrophobic Interactions: The tert-butyl group and benzyl substituents contribute hydrophobic regions, which may limit solubility in water but enable solubility in organic solvents.
  • pH Dependence: The solubility could be affected by the pH of the surrounding medium. In an acidic environment, the ionization of the amide may enhance water solubility, making it crucial to consider the pH during dissolution.
  • Temperature Influence: An increase in temperature generally improves solubility, especially for organic compounds. Hence, the compound’s solubility is likely to increase with rising temperature.

Overall, while the structural complexity and the balance of hydrophilic and hydrophobic regions suggest variable solubility, it’s essential to conduct specific experiments to determine its solubility under various conditions. As with many compounds, “the optimal solubility can derive from the precise balance of structural features”, showcasing the intricate relationship between molecular structure and solvation processes.

Interesting facts

Interesting Facts about 1-[4-benzyl-2-hydroxy-5-[(2-hydroxyindan-1-yl)amino]-5-oxo-pentyl]-N-tert-butyl-4-(3-pyridylmethyl)piperazine-2-carboxamide

The compound 1-[4-benzyl-2-hydroxy-5-[(2-hydroxyindan-1-yl)amino]-5-oxo-pentyl]-N-tert-butyl-4-(3-pyridylmethyl)piperazine-2-carboxamide represents a fascinating area of study within medicinal chemistry, particularly in the search for novel pharmaceutical agents. Here are some engaging aspects of this compound:

  • Complex Structure: This compound features multiple functional groups, making it a prime candidate for interaction with various biological targets. The presence of both a piperazine core and an indan moiety contributes to its structural diversity.
  • Potential Applications: Due to its intricate design, researchers are particularly interested in exploring its therapeutic potentials, including possible applications in treating nervous system disorders and related conditions.
  • Structure-Activity Relationship (SAR): The combination of the carboxamide and hydroxyl groups can lead to interesting SAR studies. These studies help scientists understand how modifications to the structure can influence biological activity, which is crucial in drug design.
  • Biological Interactions: Compounds with similar structures often exhibit fascinating interactions with receptors, making this compound an intriguing subject for pharmacological studies.
  • Advancements in Synthesis: The synthesis of this compound showcases modern techniques that can facilitate the development of complex pharmaceuticals. It could offer insights into more efficient synthetic pathways for similar compounds.

Overall, the exploration of 1-[4-benzyl-2-hydroxy-5-[(2-hydroxyindan-1-yl)amino]-5-oxo-pentyl]-N-tert-butyl-4-(3-pyridylmethyl)piperazine-2-carboxamide opens up a plethora of scientific inquiries and holds potential for novel therapeutic advances. As stated in the field of medicinal chemistry, “The key to discovery is not in what we know, but in what we are willing to explore.”

Synonyms
SCHEMBL1176257
DTXSID90861400
CBVCZFGXHXORBI-UHFFFAOYSA-N
NSC740136
NSC-740136
1-(4-benzyl-2-hydroxy-5-((2-hydroxy-2,3-dihydro-1H-inden-1-yl)amino)-5-oxopentyl)-N-(tert-butyl)-4-(pyridin-3-ylmethyl)piperazine-2-carboxamide
1-[2-hydroxy-4-[(2-hydroxy-2,3-dihydro-1H-inden-1-yl)carbamoyl]-5-phenyl-pentyl]-4-(pyridin-3-ylmethyl)-N-tert-butyl-piperazine-2-carboxamide
1-{4-Benzyl-2-hydroxy-5-[(2-hydroxy-2,3-dihydro-1H-inden-1-yl)amino]-5-oxopentyl}-N-tert-butyl-4-[(pyridin-3-yl)methyl]piperazine-2-carboxamide