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Trimetazidine

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Identification
Molecular formula
C14H22N2O3
CAS number
5011-34-7
IUPAC name
2-[4-[(4-tert-butylphenyl)methyl]piperazin-1-yl]-1-[3,4,5-tris(hydroxymethyl)phenyl]ethanone
State
State

At room temperature, trimetazidine is in a solid state, appearing as a white crystalline powder.

Melting point (Celsius)
281.00
Melting point (Kelvin)
554.15
Boiling point (Celsius)
306.00
Boiling point (Kelvin)
579.15
General information
Molecular weight
267.35g/mol
Molar mass
267.3530g/mol
Density
1.1963g/cm3
Appearence

Trimetazidine appears as a white crystalline powder. It is typically used in its dihydrochloride salt form for medicinal purposes. The compound is odorless and has a slightly bitter taste.

Comment on solubility

Solubility of 2-[4-[(4-tert-butylphenyl)methyl]piperazin-1-yl]-1-[3,4,5-tris(hydroxymethyl)phenyl]ethanone

The solubility of 2-[4-[(4-tert-butylphenyl)methyl]piperazin-1-yl]-1-[3,4,5-tris(hydroxymethyl)phenyl]ethanone is an intriguing topic, particularly due to the complex structure of this compound. It highlights some notable characteristics:

  • Polarity: Given its molecular structure, which contains multiple hydroxymethyl groups, the compound possesses a degree of polarity. This can suggest a potential for solubility in polar solvents such as water or methanol.
  • Hydroxyl Groups: The tris(hydroxymethyl)phenyl component adds to its ability to engage in hydrogen bonding, which usually enhances solubility in aqueous solutions.
  • Hydrophobic Elements: The tert-butyl group may impart hydrophobic characteristics, which could limit solubility in polar solvents but increase solubility in organic solvents like dichloromethane or ethyl acetate.
  • Dimensional Complexity: The piperazine ring and the overall three-dimensional conformation might affect sterics and interactions with solvents, thus influencing the degree of solubility.

In essence, the solubility of this compound can be described as context-dependent, with the following considerations impacting its behavior:

  1. Choice of solvent – polar vs. non-polar
  2. Temperature conditions
  3. The presence of other solutes

Therefore, while one might anticipate moderate solubility in polar solvents due to the hydroxyl functionalities, it's essential to evaluate specific conditions to draw more conclusive insights.

Interesting facts

Interesting Facts about 2-[4-[(4-tert-butylphenyl)methyl]piperazin-1-yl]-1-[3,4,5-tris(hydroxymethyl)phenyl]ethanone

This fascinating compound is the result of intricate organic synthesis and showcases the diverse functionalities that can be incorporated into a single molecule. Here are some key aspects worth noting:

  • Pharmacological Potential: Compounds like this one often exhibit interesting biological activities, making them valuable in medicinal chemistry. They may serve as potential lead compounds in drug development.
  • Piperazine Moiety: The presence of a piperazine ring is notable, as it is a common structure in many pharmaceuticals. 1Piperazines are known for their versatility, offering a range of chemical reactivity.
  • Aromatic Systems: Incorporating substituents like tert-butylphenyl and tris(hydroxymethyl)phenyl not only contributes to the compound's stability but also enhances lipophilicity and solubility, critical for bioactivity.
  • Hydroxymethyl Groups: The three hydroxymethyl groups can significantly influence both the solubility and polarity of the compound, potentially affecting how the molecule interacts with biological systems.
  • Mechanism Insights: Compounds with similar structures can serve as important tools in understanding various biological mechanisms due to their ability to modulate biochemical pathways.

Overall, the complexity of 2-[4-[(4-tert-butylphenyl)methyl]piperazin-1-yl]-1-[3,4,5-tris(hydroxymethyl)phenyl]ethanone not only reflects the artistry of synthetic organic chemistry but also underscores the importance of molecular design in the quest for new therapeutic agents. As researchers delve into its properties, the potential applications could illuminate new avenues in the field of medicinal chemistry.