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Rhodanine

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Identification
Molecular formula
C10H8ClNOS2
CAS number
141-84-4
IUPAC name
3-(4-chlorophenyl)-5-methyl-2-thioxo-thiazolidin-4-one
State
State

Rhodanine is typically a solid at room temperature, appearing as a stable powder, which is primarily used for its chemical reactivity in forming complex compounds with metals.

Melting point (Celsius)
165.00
Melting point (Kelvin)
438.00
Boiling point (Celsius)
680.00
Boiling point (Kelvin)
953.00
General information
Molecular weight
250.75g/mol
Molar mass
187.6300g/mol
Density
1.5260g/cm3
Appearence

Rhodanine appears as a pale yellow crystalline powder. It is not known to have any odor and can appear colorless when purified to high extent. The compound is a thiazolidine derivative known for its particular use in analytical biochemistry.

Comment on solubility

Solubility of 3-(4-Chlorophenyl)-5-methyl-2-thioxo-thiazolidin-4-one

The solubility of 3-(4-chlorophenyl)-5-methyl-2-thioxo-thiazolidin-4-one can be characterized as follows:

  • Solvent Dependent: This compound exhibits variable solubility depending on the solvent used. Common solvents may include dimethyl sulfoxide (DMSO) and ethanol.
  • Polarity: Being a thiazolidinone derivative, its solubility reflects its polarity and functional groups. The presence of the thioxo group and chlorophenyl moiety plays a critical role in determining interaction with solvent molecules.
  • Temperature Influence: Higher temperatures often enhance solubility, leading to increased molecular movement and intermolecular interactions that can favor the dissolution process.
  • Structured Formulation: The crystalline nature of 3-(4-chlorophenyl)-5-methyl-2-thioxo-thiazolidin-4-one can significantly affect solubility. Crystallinity tends to impede solubility; thus, altering the formulation may help increase solubility.

Overall, while 3-(4-chlorophenyl)-5-methyl-2-thioxo-thiazolidin-4-one does exhibit **some solubility** in selected organic solvents, its **solubility profile** remains impacted by multiple factors such as temperature, polarity, and the **nature of the solvent**. Future investigations into solubility enhancement could focus on the creation of more soluble derivatives or formulation strategies to improve bioavailability.

Interesting facts

Interesting Facts About 3-(4-chlorophenyl)-5-methyl-2-thioxo-thiazolidin-4-one

3-(4-chlorophenyl)-5-methyl-2-thioxo-thiazolidin-4-one, often referred to as a member of the thiazolidinone family, is a fascinating compound due to its diverse biological activities and potential applications in various fields. Here are some interesting points to consider:

  • Pharmacological Significance: This compound has been studied for its potential as a pharmaceutical agent. It is believed to exhibit anti-inflammatory, antimicrobial, and even anticancer properties, making it an intriguing candidate for drug development.
  • Structure-Activity Relationship: The presence of the 4-chlorophenyl group plays a crucial role in enhancing the lipophilicity of the compound, which is essential for penetrating biological membranes and improving bioavailability.
  • Thiazolidinone Core: The thiazolidinone structure is known for its versatility and is key to the biological activity of many compounds. It serves as a core structure in several clinically used medications, like thiazolidinediones (TZDs), which are utilized in diabetes treatment.
  • Synthesis Techniques: The synthetic routes to obtain this compound often involve condensation reactions that highlight the creative strategies chemists use to construct complex molecules from simpler reagents.
  • Research Opportunities: Given its various potential applications, researchers continue to explore derivatives of this compound, aiming to enhance its pharmacological properties and reduce any potential toxicity.

Totaling over a decade of research, compounds like 3-(4-chlorophenyl)-5-methyl-2-thioxo-thiazolidin-4-one underline the importance of exploring heterocyclic chemistry for medicinal purposes. The continuous investigation into its effects not only contributes to our understanding of its therapeutic capabilities but also opens doors for innovative drug design.

In conclusion, this compound exemplifies the intersection of chemistry and biology, showcasing how small changes in molecular structure can lead to significant alterations in biological activity. As we delve deeper into the world of thiazolidinones, the quest for new therapeutics persists, promising exciting advancements in the field of medicinal chemistry.

Synonyms
3-(p-Chlorophenyl)-5-methylrhodanine
6012-92-6
N 244
3-(p-Chlorophenyl)-5-methyl rhodanine
Rhodanine, 3-(p-chlorophenyl)-5-methyl-
4-Thiazolidinone, 3-(4-chlorophenyl)-5-methyl-2-thioxo-
NSC4747
NSC43397
NSC 4747
WLN: T5SYNV EHJ BUS CR DG& E1
N-244
NSC 43397
BRN 0202323
4-27-00-03229 (Beilstein Handbook Reference)
SCHEMBL415989
NSC-4747
NSC-43397
3-(4-chlorophenyl)-5-methyl-2-thioxo-thiazolidin-4-one
3-(4-Chlorophenyl)-5-methyl-2-thioxo-1,3-thiazolidin-4-one