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Ethyl 2-[3-ethyl-4-oxo-5-(piperidin-1-yl)thiazolidin-2-ylidene]acetate

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Identification
Molecular formula
C15H22N2O3S
CAS number
83963-40-8
IUPAC name
ethyl 2-[3-ethyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate
State
State

At room temperature, ethyl 2-[3-ethyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate is typically a solid. This compound is stable under normal conditions but should be stored away from direct sunlight and heat sources to prevent degradation.

Melting point (Celsius)
98.00
Melting point (Kelvin)
371.15
Boiling point (Celsius)
410.50
Boiling point (Kelvin)
683.65
General information
Molecular weight
310.40g/mol
Molar mass
310.4020g/mol
Density
1.1500g/cm3
Appearence

Ethyl 2-[3-ethyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate usually appears as a crystalline solid with a light yellow to pale orange color. The precise shade can vary depending on purity and environmental factors such as light exposure and temperature.

Comment on solubility

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

When analyzing the solubility of ethyl 2-[3-ethyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate, several factors come into play:

  • Polarity: The presence of both ethyl and thiazolidine groups impacts the molecule's overall polarity. The polar characteristics can enhance solubility in polar solvents.
  • Hydrogen Bonding: Functional groups capable of hydrogen bonding can improve solubility in water, making this compound potentially soluble due to its nitrogen and oxygen content.
  • Solvent Compatibility: Ethyl 2-[3-ethyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate is likely to have better solubility in organic solvents such as methanol and ethanol than in water.

In summary, while the precise solubility of ethyl 2-[3-ethyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate can vary depending on specific conditions and solvent systems, it is expected to exhibit moderate to good solubility in polar organic solvents, driven by the balance of its hydrophilic and hydrophobic components. Always keep in mind that factors such as temperature and pH can significantly influence the solubility profile of this compound.

Interesting facts

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

Ethyl 2-[3-ethyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate is a fascinating compound that belongs to the thiazolidin class of compounds, which has broad applications in medicinal chemistry. Here are some intriguing aspects of this compound:

  • Medicinal Potential: Thiazolidin derivatives, including this particular compound, have shown promise in various therapeutic areas, particularly in anti-inflammatory and antibacterial research.
  • Structural Diversity: The compound features a unique thiazolidin ring, which introduces diverse functionalities, making it interesting for the development of new drugs.
  • Piperidine Incorporation: The presence of a piperidyl group in the structure can enhance the compound's biological activity and influence its ability to cross biological membranes, which is crucial for drug efficacy.
  • Reactivity: The carbonyl functional group (keto) present in the thiazolidin ring can facilitate further chemical reactions, offering pathways for synthesizing new derivatives.
  • Importance in Synthesis: Ethyl esters like this compound can often be used as intermediates in organic synthesis, contributing to the development of more complex molecules.

The thiazolidin framework is particularly valued in medicinal chemistry for its ability to mimic natural products, providing insights into new mechanisms of action for drug design. As research evolves, the exploration of compounds like ethyl 2-[3-ethyl-4-oxo-5-(1-piperidyl)thiazolidin-2-ylidene]acetate continues to reveal their potential in the development of novel therapeutic agents.

Synonyms
17243-64-0
ethyl 2-(3-ethyl-4-oxo-5-piperidin-1-yl-1,3-thiazolidin-2-ylidene)acetate
ethyl (2E)-2-[(5S)-3-ethyl-4-oxo-5-piperidin-1-yl-1,3-thiazolidin-2-ylidene]acetate
Probilin; Secrebil; W 3699
SCHEMBL123815
orb1695657
DTXSID70864757
UAXYBJSAPFTPNB-UHFFFAOYSA-N
NS00100163
3-ethyl-4-oxo-5-piperidino-delta-thiazolidine acetic acid ethyl ester
Ethyl [3-ethyl-4-oxo-5-(piperidin-1-yl)-1,3-thiazolidin-2-ylidene]acetate