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Fluphenazine decanoate

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Identification
Molecular formula
C32H47ClN3O2S
CAS number
2553-88-2
IUPAC name
2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethanol;4-[2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethoxy]-4-oxo-butanoic acid
State
State

At room temperature, fluphenazine decanoate is in a liquid state, primarily due to its formulation in oil for use in injectable forms. In a pure state, it may appear as solid crystals or powder, depending on the specific conditions of storage and preparation.

Melting point (Celsius)
18.00
Melting point (Kelvin)
291.15
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.15
General information
Molecular weight
563.07g/mol
Molar mass
563.0740g/mol
Density
1.2650g/cm3
Appearence

Fluphenazine decanoate is typically a yellowish oil. In a laboratory setting, it may also appear as an off-white crystalline powder if isolated and purified. This compound is commonly formulated in oil for injectable solutions, often leading it to appear as a clear, slightly viscous liquid in pharmaceutical preparations.

Comment on solubility

Solubility of 2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethanol; 4-[2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethoxy]-4-oxo-butanoic acid

The solubility of complex organic compounds like 2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethanol; 4-[2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethoxy]-4-oxo-butanoic acid can be influenced by various factors, such as molecular structure and functional groups. Here are some points to consider:

  • Polarity: The presence of polar functional groups like hydroxyl (-OH) and carbonyl (C=O) enhances solubility in polar solvents, such as water.
  • Hydrophobic Regions: Hydrophobic segments may limit solubility in aqueous environments, making the compound more soluble in organic solvents like ethanol or acetone.
  • pH Dependency: The solubility may also change with pH, particularly for acidic or basic groups—affecting ionization and thus solubility.
  • Temperature: An increase in temperature generally leads to increased solubility for most solids.

In summary, understanding the solubility properties of this compound is vital for its applications, as it affects its bioavailability and reactivity. The interplay of the various functional groups must be examined closely to predict its behavior in different environments.

Interesting facts

Interesting Facts about the Compound

The compound featuring the complex name 2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethanol; 4-[2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethoxy]-4-oxo-butanoic acid belongs to a fascinating class of compounds with potential therapeutic applications.

1. Structure and Complexity

This compound has a meticulous structure that allows for diverse interactions at a molecular level. Key components of its structure include:

  • Chlorophenothiazine Backbone: A noteworthy feature associated with various pharmacological effects.
  • Piperazine Ring: Contributes to the compound's ability to interact with neurotransmitter systems, making it of interest in neuropharmacology.
  • Cyclopenta[a]phenanthrene Moiety: Suggests steroidal activity, which may influence hormonal pathways.

2. Therapeutic Applications

This compound could be instrumental in developing medications for:

  • Antipsychotic Treatments: Given its phenothiazine component, it might offer promise in treating schizophrenia.
  • Cancer Therapy: The steroid-like characteristics invite exploration into potential anticancer agents.
  • Neurological Disorders: As a piperazine derivative, it may exhibit efficacy in addressing conditions like anxiety and depression.

3. Mechanisms of Action

Researchers are intrigued by how such compounds interact at the biochemical level. Some contextual mechanisms include:

  • Dopamine Receptor Modulation: Could provide insights into the treatment of psychotic disorders.
  • Cell Signaling Pathways: The steroid-like aspect may engage in modulating gene expression related to cell growth and apoptosis.

4. Future Research Directions

Given the structure's complexity, future studies may focus on:

  • Safety and Efficacy: Extensive in vivo and in vitro studies to establish therapeutic windows.
  • Derivative Synthesis: Exploring analogs to enhance bioavailability and target specificity.
  • Mechanistic Studies: Delving deeper into its molecular interactions and potential side effects.

This compound exemplifies the intricate tapestry of medicinal chemistry, where meticulous design can lead to remarkable therapeutic innovations. The convergence of its structural characteristics and potential applications highlights the significance of interdisciplinary research in advancing health sciences.

Synonyms
DTXSID70972604
4-[(11,17-Dihydroxy-3,20-dioxopregna-1,4-dien-21-yl)oxy]-4-oxobutanoic acid--2-{4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl}ethan-1-ol (1/1)