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Thioridazine

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Identification
Molecular formula
C21H26N2OS2
CAS number
130-61-0
IUPAC name
2-methylsulfinyl-10-[2-(2-piperidyl)ethyl]phenothiazine
State
State
At room temperature, Thioridazine is in a solid state, specifically in the form of a crystalline powder which is stable under standard conditions.
Melting point (Celsius)
107.00
Melting point (Kelvin)
380.15
Boiling point (Celsius)
409.50
Boiling point (Kelvin)
682.65
General information
Molecular weight
370.56g/mol
Molar mass
370.5580g/mol
Density
1.2810g/cm3
Appearence
Thioridazine typically appears as a white or off-white crystalline powder. It is odorless and can degrade over time when exposed to light, air, and moisture, which may lead to a discoloration to a light tan color.
Comment on solubility

Solubility of 2-methylsulfinyl-10-[2-(2-piperidyl)ethyl]phenothiazine

The solubility of 2-methylsulfinyl-10-[2-(2-piperidyl)ethyl]phenothiazine can be influenced by several factors related to its chemical structure and properties. This compound typically exhibits moderate to good solubility in organic solvents, which is largely attributed to its hydrophobic phenothiazine core combined with hydrophilic groups.

Key points to consider regarding its solubility include:

  • Solvent Polarity: This compound generally shows greater solubility in non-polar to moderately polar organic solvents, such as ethanol, methanol, and chloroform.
  • Intermolecular Interactions: The presence of the methylsulfinyl group enhances solubility through dipole-dipole interactions and hydrogen bonding possibilities.
  • Temperature Dependency: Like many organic compounds, solubility tends to increase with temperature, indicating thermal effects on dissolution.
  • pH Influence: Being a phenothiazine derivative, the solubility may also vary significantly with changes in pH, impacting its ionic versus neutral form.

In practical terms, this means that while the 2-methylsulfinyl-10-[2-(2-piperidyl)ethyl]phenothiazine can dissolve well in certain organic media, its behavior in aqueous environments is likely to be limited, making it essential to choose the right solvent for applications involving this compound.

Interesting facts

Interesting Facts about 2-methylsulfinyl-10-[2-(2-piperidyl)ethyl]phenothiazine

The compound 2-methylsulfinyl-10-[2-(2-piperidyl)ethyl]phenothiazine is a fascinating member of the phenothiazine family, which has garnered significant attention in medicinal chemistry due to its diverse biological activities. Here are some noteworthy aspects:

  • Pharmacological Significance: This compound has shown promise in exhibiting antipsychotic properties, making it relevant in the treatment of various mental health disorders.
  • Structural Diversity: The unique structure of 2-methylsulfinyl-10-[2-(2-piperidyl)ethyl]phenothiazine includes a piperidine moiety, which contributes to its complex biological effects. This highlights the importance of structural modifications in enhancing the pharmacological profile of drug candidates.
  • Mechanism of Action: Compounds like this one are believed to interact with various neurotransmitter systems in the brain, including dopamine and serotonin receptors, which are critical in influencing mood and behavior.
  • Research Potential: Ongoing investigations into similar phenothiazines aim to unlock further therapeutic uses, thereby expanding their roles beyond psychiatry into areas like oncology and pain management.

In summary, 2-methylsulfinyl-10-[2-(2-piperidyl)ethyl]phenothiazine exemplifies the profound impact that a slight modification in molecular structure can have on therapeutic properties. Its role in advancing our understanding of complex neurobiological systems cannot be overstated, and it serves as a reminder of the interconnectedness of chemistry and medicine.

Synonyms
Normesoridazine
N-Desmethylmesoridazine
Northioridazine 2-sulfoxide
2A0VRH8Z1N
UNII-2A0VRH8Z1N
14471-95-5
10H-Phenothiazine, 2-(methylsulfinyl)-10-(2-(2-piperidinyl)ethyl)-
2-(Methylsulfinyl)-10-(2-(2-piperidinyl)ethyl)-10H-phenothiazine
RefChem:166647
DTXSID301043092