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Thalidomide

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Identification
Molecular formula
C13H10N2O4
CAS number
50-35-1
IUPAC name
4-(2,6-dioxo-3-piperidyl)-4-azatricyclo[5.2.1.02,6]decane-3,5-dione
State
State

At room temperature, Thalidomide is in a solid state. The compound is stable and is typically handled in its solid form.

Melting point (Celsius)
273.00
Melting point (Kelvin)
546.15
Boiling point (Celsius)
620.00
Boiling point (Kelvin)
893.15
General information
Molecular weight
258.23g/mol
Molar mass
258.2280g/mol
Density
1.2184g/cm3
Appearence

Thalidomide typically appears as a white to off-white crystalline powder. It is practically insoluble in water but is soluble in acetone and soluble to some extent in ethanol and methanol.

Comment on solubility

Solubility of 4-(2,6-Dioxo-3-piperidyl)-4-azatricyclo[5.2.1.02,6]decane-3,5-dione

This compound, with a complex structure, displays interesting solubility characteristics that make it a notable subject of study. Understanding its solubility is crucial for its applications in various chemical processes.

  • Solvent Compatibility: The solubility of 4-(2,6-dioxo-3-piperidyl)-4-azatricyclo[5.2.1.02,6]decane-3,5-dione varies significantly in different solvents. It tends to be more soluble in:
    • Polar solvents such as water and methanol due to the presence of functional groups that can engage in hydrogen bonding.
    • Organic solvents like ethanol and acetone, which can help in dissolving the compound effectively.

  • Temperature Effects: The solubility of this compound can also be influenced by temperature. Generally, an increase in temperature:
    • Leads to higher solubility in most solvents, making it easier to work with in reactions.
    • May change the solubility dynamics, allowing for different crystallization methods.

  • pH Influence: The solubility may depend on the pH of the solution. An alteration in pH can:
    • Enhance solubility in acidic or basic environments.
    • Stabilize different ionic forms of the compound, thus affecting its overall solubility in those conditions.

In summary, the solubility behavior of 4-(2,6-dioxo-3-piperidyl)-4-azatricyclo[5.2.1.02,6]decane-3,5-dione is multifaceted and influenced by various factors such as solvent choice, temperature, and pH. Understanding these factors is crucial for effective use and manipulation of this compound in research and application.

Interesting facts

Interesting Facts about 4-(2,6-Dioxo-3-piperidyl)-4-azatricyclo[5.2.1.02,6]decane-3,5-dione

The compound 4-(2,6-dioxo-3-piperidyl)-4-azatricyclo[5.2.1.02,6]decane-3,5-dione is a fascinating example of fusion between structural complexity and potential pharmacological application. Here are some intriguing insights about this unique compound:

  • Structural Complexity: This compound features a tricyclic structure that is characteristic of many bioactive molecules. The distinct azatricyclo framework plays a crucial role in its stability and reactivity.
  • Functional Groups: Its structure includes 2 carbonyl groups which can lead to interesting reactivity patterns, making this compound a potential candidate for various chemical transformations.
  • Biological Significance: Compounds with similar piperidine and diketone structures are often explored in medicinal chemistry for their potential use as therapeutic agents, particularly in the fields of neuropharmacology and anti-cancer research.
  • Research Potential: Scientists are increasingly interested in compounds with dual functionality, such as this one, which may serve as ligands in complexation reactions or as intermediates in the synthesis of more complex molecules.
  • Interdisciplinary Applications: The synthesis and application of this compound could bridge several fields, including organic chemistry, medicinal chemistry, and materials science, highlighting the interdisciplinary nature of modern scientific research.

In summary, 4-(2,6-dioxo-3-piperidyl)-4-azatricyclo[5.2.1.02,6]decane-3,5-dione stands out not only because of its unique structure but also the potential avenues for its application in various scientific disciplines. As quoted by a prominent chemist, "The beauty of chemistry lies in its ability to transform simple elements into complex molecules that can change our lives."

Synonyms
14166-26-8
Biglumide; K 2004
20537-86-4
4-(2,6-dioxopiperidin-3-yl)-4-azatricyclo[5.2.1.02,6]decane-3,5-dione
orb1695117
SCHEMBL1641627
CHEMBL2104485
DTXSID10864473
NSC407013
AKOS040754131
NSC-407013
NS00125775
2-(2,6-Dioxopiperidin-3-yl)hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione