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Thioridazine hydrochloride

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Identification
Molecular formula
C21H27ClN2O2S
CAS number
130-61-0
IUPAC name
O-(2-piperidin-1-ium-1-ylethyl) 4-ethoxybenzenecarbothioate;chloride
State
State

Thioridazine hydrochloride is a solid at room temperature. It is typically used in its anhydrous form for pharmaceutical applications.

Melting point (Celsius)
173.00
Melting point (Kelvin)
446.15
Boiling point (Celsius)
293.40
Boiling point (Kelvin)
566.55
General information
Molecular weight
407.98g/mol
Molar mass
407.0330g/mol
Density
1.2880g/cm3
Appearence

Thioridazine hydrochloride typically appears as a light yellow to tan powder. It may also occur in a crystalline form, which can sometimes appear off-white or pale yellow due to impurities or exposure to light and air.

Comment on solubility

Solubility of O-(2-piperidin-1-ium-1-ylethyl) 4-ethoxybenzenecarbothioate;chloride

The solubility of O-(2-piperidin-1-ium-1-ylethyl) 4-ethoxybenzenecarbothioate;chloride is a fascinating topic due to its unique structure, which integrates both organic and ionic components. The presence of the piperidine moiety and the chloride ion significantly influences its solubility behavior.

Key Factors Affecting Solubility:

  • Polarity: The ionic nature of the chloride component suggests higher solubility in polar solvents such as water.
  • Hydrogen Bonding: Potential for forming hydrogen bonds due to the presence of nitrogen in the piperidine ring may enhance solubility in certain organic solvents.
  • Alkyl Chains: The ethoxy group aids in solubilizing the compound in organic solvents, promoting solubility in non-polar environments.

In general, O-(2-piperidin-1-ium-1-ylethyl) 4-ethoxybenzenecarbothioate;chloride is expected to exhibit:

  1. Good solubility in
    water due to ionic interactions.
  2. Moderate solubility in common
    organic solvents such as ethanol and methanol.
  3. Limited solubility in
    non-polar solvents owing to the presence of the polar features.

In summary, the solubility of this compound is highly influenced by its structural components, allowing for versatile applications across different mediums. As with many ionic compounds, its effective solubility and interactions can be pivotal in practical scenarios, including synthesis and formulation.

Interesting facts

Interesting Facts About O-(2-piperidin-1-ium-1-ylethyl) 4-ethoxybenzenecarbothioate;chloride

This compound represents a fascinating intersection of organic chemistry and medicinal chemistry. The presence of a piperidine ring in its structure suggests potential applications in drug development, particularly in the design of compounds targeting neurological pathways.

Key Features:

  • Piperidine Moiety: The piperidine ring is known for its role in numerous pharmaceutical agents, providing both steric and electronic effects that could influence biological activity.
  • Functional Group Diversity: The 4-ethoxybenzenecarbothioate unit introduces a unique combination of functional groups, showcasing the compound’s potential for different reactivity patterns and biological interactions.
  • Anionic Component: The chloride ion, acting as a counter ion, enhances solubility and stability in aqueous environments, which is crucial for potential pharmaceutical applications.

Despite its complex structure, the compound's synthesis can be approached via standard organic reactions, and the functional groups can be tailored to modify its pharmacological properties. Chemists often quote that "the structure dictates function," and in this case, the intricate arrangement of atoms may lead to novel therapeutic compounds with improved efficacy.

This compound is not just a textbook example of synthetic organic chemistry but also opens up avenues for research in medicinal chemistry, allowing chemists to explore its behavior in biological systems and its potential as a lead compound in drug discovery. Its unique structure challenges researchers to unlock its full potential through various chemical modifications.

Synonyms
p-Ethoxythiobenzoic acid O-2-piperidinoethyl ester hydrochloride
BENZOIC ACID, p-ETHOXYTHIO-, O-2-PIPERIDINOETHYL ESTER, HYDROCHLORIDE
16780-14-6