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Piperothiazine 10-oxide

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Identification
Molecular formula
C20H24N2OS2
CAS number
63732-74-3
IUPAC name
10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine 5-oxide
State
State

At room temperature, the compound is found in a solid state. Its crystalline form is stable under standard conditions.

Melting point (Celsius)
150.50
Melting point (Kelvin)
423.65
Boiling point (Celsius)
560.00
Boiling point (Kelvin)
833.00
General information
Molecular weight
370.56g/mol
Molar mass
370.5560g/mol
Density
1.2500g/cm3
Appearence

The compound typically appears as a solid, exhibiting a crystalline structure. Its color can vary from white to off-white. The compound is generally odorless.

Comment on solubility

Solubility of 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine 5-oxide

The solubility of 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine 5-oxide can be quite intriguing due to its complex structure and functional groups. Here are some key points to consider regarding its solubility:

  • Hydrophilicity vs. Hydrophobicity: The presence of a phenothiazine backbone along with a piperidyl side chain introduces a balance of hydrophobic and hydrophilic characteristics, influencing how this compound interacts with solvents.
  • Solvent Compatibility: It is likely to have moderate solubility in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), while showing lower solubility in water due to the larger hydrophobic region.
  • Temperature Dependence: Like many organic compounds, solubility may increase with temperature, making it essential to consider the specific conditions when dissolving.
  • pH Sensitivity: The solubility could be affected by the pH of the solution, especially since the piperidine ring can be protonated, modifying the overall charge and polarity of the compound.

In summary, the solubility of 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine 5-oxide is influenced by its structural components and environmental conditions. Understanding these factors is crucial when working with this compound in various chemical processes.

Interesting facts

Interesting Facts about 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine 5-oxide

10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine 5-oxide is a fascinating compound belonging to the phenothiazine class, which is renowned for its numerous applications in medicine, particularly as antipsychotic agents. This compound exhibits a unique structural composition that showcases the intricate balance between its piperidine moiety and the phenothiazine framework. Here are some noteworthy points about this compound:

  • Pharmacological Potential: Compounds related to phenothiazines often hold therapeutic significance, mainly in treating psychiatric disorders. Their interaction with neurotransmitter systems can lead to significant psychoactive effects.
  • Molecular Complexity: The presence of both piperidine and phenothiazine structures indicates a versatile reactivity, which can be harnessed for synthesizing derivatives with enhanced biological activities.
  • Role of the Sulfur Atom: The sulfur atom in this compound not only influences its electronic properties but also affects its solubility profile, which is crucial for biological compatibility.
  • Research Interest: Ongoing studies are exploring the modifications in phenothiazine derivatives, aiming to reduce side effects while enhancing efficacy, making this compound a subject of interest in medicinal chemistry.

As noted by researchers, “The exploration of phenothiazines continues to reveal complex interactions within the central nervous system, showcasing their transformative potential in modern therapeutics.”
Understanding compounds like 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfanyl-phenothiazine 5-oxide not only deepens our comprehension of synthetic pathways but also strengthens our grasp of their role in therapeutic innovation.

Synonyms
Thioridazine 5-Sulfoxide
7776-05-8
Thioridazine-5-sulfoxide
10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfanylphenothiazine 5-oxide
YI69B9MW63
Thioridazine-d3 5-Sulfoxide
10H-Phenothiazine, 10-(2-(1-methyl-2-piperidinyl)ethyl)-2-(methylthio)-, 5-oxide
Thioridazine Sulfoxide
10-[2-[(2RS)-1-Methylpiperidin-2-yl]ethyl]-2-(methylsulfanyl)-10H-phenothiazine 5-Oxide (Thioridazine 5-Sulfoxide)
Thioridazine 5-Oxide
10-(2-(1-METHYLPIPERIDIN-2-YL)ETHYL)-2-METHYLSULFANYLPHENOTHIAZINE 5-OXIDE
Thioridazine-5-oxide
UNII-YI69B9MW63
THIORIDAZINE SULPHOXIDE
CHEMBL3544852
DTXSID80998951
AS-88649
NS00114141
THIORIDAZINE IMPURITY C [EP IMPURITY]
Thioridazine 5-sulfoxide(mixture of diastereomers)
Q27294535
THIORIDAZINE HYDROCHLORIDE IMPURITY C [EP IMPURITY]
10-[2-(1-Methylpiperidin-2-yl)ethyl]-2-(methylsulfanyl)-5lambda~4~-phenothiazin-5(10H)-one