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Ethyl 2-[3-methyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate

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Identification
Molecular formula
C14H20N2O3S
CAS number
55065-87-3
IUPAC name
ethyl 2-[3-methyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate
State
State

At room temperature, Ethyl 2-[3-methyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate typically exists as a solid.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
370.00
Boiling point (Kelvin)
643.15
General information
Molecular weight
282.39g/mol
Molar mass
282.3660g/mol
Density
1.1678g/cm3
Appearence

The compound typically appears as a solid, often observed in a crystalline powder form. The color may vary depending on purity and specific conditions of synthesis, generally appearing off-white or yellowish.

Comment on solubility

Solubility of Ethyl 2-[3-methyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate

Ethyl 2-[3-methyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate, with the chemical formula C14H20N2O3S, presents unique characteristics regarding its solubility. Understanding its solubility is crucial for various applications, especially in pharmaceuticals and chemical synthesis. Here are key points to note:

  • Solvent Compatibility: This compound is likely to be soluble in organic solvents such as ethanol, methanol, and acetone due to its ester functional group, which enhances solubility in polar solvents.
  • Water Solubility: As an organic compound, its water solubility may be limited. The presence of the thiazolidine ring can affect its polarity, making it less likely to dissolve in water.
  • pH Dependence: The solubility of this compound may also vary with pH, as protonation of the nitrogen atom in the piperidine group could increase solubility in acidic conditions.
  • Temperature Effects: Like many organic compounds, increasing the temperature can generally enhance solubility. This is worth considering in experimental conditions.

In conclusion, the solubility profile of ethyl 2-[3-methyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate is influenced by various factors, making it essential to consider these aspects when performing dissolutions or formulations involving this compound. Ultimately, understanding the solubility will guide researchers in applying this compound effectively.

Interesting facts

Interesting Facts About Ethyl 2-[3-Methyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate

Ethyl 2-[3-methyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate stands out as a fascinating compound due to its unique structural features and potential applications. Here are some noteworthy points:

  • Enzymatic Activity: Thiazolidine derivatives are known to exhibit a variety of biological activities, including antidiabetic and antimicrobial properties. This compound's thiazolidine backbone may contribute to such activities.
  • Piperidine Influence: The presence of a piperidine ring is significant as it often enhances biological activity and solubility in biological systems, making the compound potentially useful in medicinal chemistry.
  • Carbonyl Functionality: The keto group (C=O) in the thiazolidine ring is essential for the compound’s reactivity and can participate in various chemical reactions, serving as a site for nucleophilic attack.
  • Synthetic Versatility: The compound can be synthesized through various methods, making it an interesting subject for organic chemists. Variations in the synthesis pathway can lead to derivatives with enhanced properties.

Overall, ethyl 2-[3-methyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate exemplifies the intricate relationship between structure and function in chemistry. As studies continue, its potential applications in pharmaceuticals and materials science remain a promising area for further exploration. As one researcher noted, "The elegance of organic chemistry lies in the unexpected connections between structural features and biological activity."

Synonyms
Etozolin
73-09-6
(+/-)-Etozolin; (+/-)-Etozoline;Go 787; NSC 310039; W 2900A
ethyl 2-(3-methyl-4-oxo-5-piperidin-1-yl-1,3-thiazolidin-2-ylidene)acetate
Ethyl (3-methyl-4-oxo-5-piperidinothiazolidin-2-ylidene)acetate
DTXSID40874489
(Z)-Ethyl 2-(3-methyl-4-oxo-5-(piperidin-1-yl)thiazolidin-2-ylidene)acetate
CHEBI:135174
ZCKKHYXUQFTBIK-UHFFFAOYSA-N
Acetic acid,[3-methyl-4-oxo-5-(1-piperidinyl)-2-thiazolidinylidene]-, ethyl ester, [S-(Z)]-(9CI)
DB-126353
NS00006781
ethyl-3-methyl-4-oxo-5-piperidino-2-thiazolidinylidenacetat
(E)-ethyl 2-(3-methyl-4-oxo-5-(piperidin-1-yl)thiazolidin-2-ylidene)acetate