Skip to main content

Thiazolidine-2,4-dione

ADVERTISEMENT
Identification
Molecular formula
C3H5NO2S
CAS number
2295-31-0
IUPAC name
thiazolidine-2,4-dione
State
State

Thiazolidine-2,4-dione is a solid at room temperature, maintaining its stability and crystalline structure under standard conditions.

Melting point (Celsius)
121.00
Melting point (Kelvin)
394.15
Boiling point (Celsius)
268.80
Boiling point (Kelvin)
541.95
General information
Molecular weight
117.15g/mol
Molar mass
117.1480g/mol
Density
1.4400g/cm3
Appearence

Thiazolidine-2,4-dione is typically found as a white crystalline powder. It is a heterocyclic compound containing sulfur and nitrogen in its structure, which contributes to its crystalline nature. The compound is opaque and exhibits no distinct odor.

Comment on solubility

Solubility of Thiazolidine-2,4-dione

Thiazolidine-2,4-dione (C3H5NO2S), commonly known as a derivative of thiazolidine, exhibits interesting solubility characteristics that are crucial for its applications in various fields.

Key Points on Solubility:

  • Solvent Compatibility: Thiazolidine-2,4-dione is known to be soluble in polar solvents such as water and alcohols, making it accessible for numerous reactions.
  • pH Dependence: The solubility can vary significantly with changes in pH. Under acidic conditions, increased solubility may be observed due to protonation.
  • Temperature Influence: A common observation is that higher temperatures can enhance the solubility of thiazolidine-2,4-dione in various solvents.
  • Chemical Structure Impact: The presence of functional groups like the sulfonyl and carbonyl groups in its structure contributes to its polar nature and hence solubility.

As solubility is a key factor in determining how a compound behaves in biological and chemical processes, understanding thiazolidine-2,4-dione's solubility not only aids in practical applications but also sheds light on its reactivity and interaction with other chemicals.

In summary, while thiazolidine-2,4-dione is generally soluble in polar solvents, specific conditions such as solvent choice, pH, and temperature need to be considered to maximize its solubility for various uses.

Interesting facts

Interesting Facts about Thiazolidine-2,4-dione

Thiazolidine-2,4-dione, often referred to as a member of the thiazolidine family, is a fascinating compound that has garnered attention in both organic chemistry and medicinal fields. Here are some intriguing aspects:

  • Medical Relevance: Thiazolidine-2,4-dione derivatives have been explored for their potential in treating various diseases, particularly type 2 diabetes. They act as insulin sensitizers, helping to improve blood sugar control.
  • Structural Features: The structure of thiazolidine-2,4-dione includes a thiazolidine ring, which consists of a five-membered ring containing both nitrogen and sulfur. This unique configuration contributes to its reactivity and biological activity.
  • Biochemistry: The compound is known to influence cellular signaling pathways, particularly those involving peroxisome proliferator-activated receptors (PPARs). These receptors play a crucial role in regulating metabolism, making thiazolidine-2,4-dione relevant in studies of obesity and metabolic syndrome.
  • Synthesis: The synthesis of thiazolidine-2,4-dione typically involves the cyclization of specific amino acids and thioketones. Researchers continuously seek more efficient synthetic routes to explore its derivatives and analogs.
  • Research Applications: Scientists are investigating the broader implications of thiazolidine-2,4-dione in areas like cancer research, due to its potential effects on cell proliferation and apoptosis (programmed cell death).
  • Environmental Impact: Some studies have raised concerns about the environmental persistence of thiazolidine compounds, emphasizing the importance of understanding their long-term effects when they enter ecosystems.

Overall, thiazolidine-2,4-dione stands out as a compound with significant implications in health and disease. Its intricate structure and versatile applications make it a compelling subject for ongoing research in the fields of chemistry and medicine.

Synonyms
2,4-THIAZOLIDINEDIONE
2295-31-0
1,3-Thiazolidine-2,4-dione
Thiazolidinedione
thiazolidine-2,4-dione
2,4-Dioxothiazolidine
2,4(3H,5H)-Thiazoledione
MFCD00005478
USAF EK-5496
CHEBI:50992
Thiazolidinedione-2,4
thiazolidin-2,4-dione
AA68LXK93C
NSC6745
NSC-6745
Thiazolidindione
2,4-thiazolidindione
2,4-thiazolidine dione
NSC 6745
EINECS 218-941-2
UNII-AA68LXK93C
BRN 0110700
1,3-Thiazolane-2,4-dione
AI3-61185
thiazolidine-dione
2,4thiazolidinedione
thiazole-2,4-dione
2,4 thiazolidinedione
2,5H)-Thiazoledione
thiazolidine-2,4 dione
WLN: T5SVMV EHJ
SCHEMBL5043
1,3-thiazole-2,4-dione
4-27-00-03144 (Beilstein Handbook Reference)
CHEMBL85398
SCHEMBL8158011
DTXSID5040623
1,3-Thiazolidine-2,4-dione #
BCP26341
AC7504
BDBM50502228
STK159523
2,4-DIOXO-1,3-THIAZOLIDINE
AKOS000119892
AKOS025397012
AC-3453
CS-W019917
DB11898
FT16406
2-THIAZOLIN-4-ONE, 2-HYDROXY-
AS-15441
HY-59272
SY001546
GW3478456
NS00027309
T1990
2,4-Thiazolidinedione, technical grade, 90%
EN300-18067
SR-01000945204
1,3-Thiazolidine-2,4-dione;2,4-Thiazolidinedione
Q1393556
SR-01000945204-1
BRD-K70526448-001-02-0
Z57131032
F1028-0003
9UT
OD3