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Chlorpromazine

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Identification
Molecular formula
C17H19ClN2OS
CAS number
50-53-3
IUPAC name
2-chloro-10-[3-(dimethylamino)propyl]phenothiazin-3-ol
State
State
Chlorpromazine is generally found in a solid state under room temperature conditions.
Melting point (Celsius)
190.00
Melting point (Kelvin)
463.15
Boiling point (Celsius)
408.50
Boiling point (Kelvin)
681.70
General information
Molecular weight
318.86g/mol
Molar mass
355.3290g/mol
Density
1.2800g/cm3
Appearence
Chlorpromazine is typically present as a white or creamy white crystalline powder.
Comment on solubility

Solubility of 2-chloro-10-[3-(dimethylamino)propyl]phenothiazin-3-ol

The solubility of 2-chloro-10-[3-(dimethylamino)propyl]phenothiazin-3-ol in various solvents exhibits interesting characteristics typical of complex organic compounds. Understanding its solubility profile is crucial for its applications in pharmaceuticals and related fields. Here are some key points regarding its solubility:

  • Polar Solvents: This compound shows moderate solubility in polar solvents. The presence of the -OH (hydroxyl) group contributes to its affinity for water.
  • Non-Polar Solvents: It is expected to have lower solubility in non-polar solvents due to its polar functional groups. Solvents such as hexane would likely show minimal interaction.
  • pH Dependence: The solubility may vary with pH levels, as the ionization of the -NH (amine) group can affect its behavior in aqueous solutions.

As a general rule, compounds containing hydroxyl, amine, and ionic groups tend to be more soluble in water. However, those with extensive hydrocarbon moieties may struggle to dissolve. Thus, the solubility of 2-chloro-10-[3-(dimethylamino)propyl]phenothiazin-3-ol can be summarized as

  • **Moderate in water, depending on conditions**
  • **Better solubility in polar organic solvents like ethanol**
  • **Diminished solubility in non-polar solvents**

In conclusion, understanding the solubility behavior of this compound is essential for optimizing its usage in different chemical environments as well as in pharmaceutical formulations.

Interesting facts

Interesting Facts about 2-chloro-10-[3-(dimethylamino)propyl]phenothiazin-3-ol

This compound belongs to the phenothiazine class of drugs, which are primarily recognized for their properties as antipsychotics. Here are some remarkable features of 2-chloro-10-[3-(dimethylamino)propyl]phenothiazin-3-ol:

  • Structure and Functionality: The phenothiazine structure consists of a three-ring system specifically designed to interact with various neurotransmitter systems, making it a crucial player in psychiatric medications.
  • Mechanism of Action: As a diverse antipsychotic compound, it primarily works by blocking dopamine D2 receptors in the brain, which alleviates symptoms of schizophrenia and severe anxiety.
  • Dimethylamino Group: The presence of the dimethylamino side chain enhances the compound's pharmacological activity, increasing its affinity for the dopamine receptors and enhancing its therapeutic effects.
  • Historical Significance: Phenothiazines were among the first class of drugs used in psychiatry, marking a significant advancement in the treatment of mental disorders in the mid-20th century.
  • Broad Therapeutic Use: Beyond its use in treating schizophrenia, this compound has been utilized to manage conditions such as severe nausea and vomiting due to its antiemetic properties.

In conclusion, 2-chloro-10-[3-(dimethylamino)propyl]phenothiazin-3-ol serves as a fascinating example of how specific chemical structures can profoundly influence biological activity and therapeutic use. Its development represents a critical milestone in pharmaceutical history, providing hope and improved quality of life to countless individuals.

Synonyms
3-Hydroxychlorpromazine
3930-47-0
PHENOTHIAZINE, 2-CHLORO-10-(3-(DIMETHYLAMINO)PROPYL)-3-HYDROXY-
2-Chloro-3-hydroxy-10-(3-(dimethylamino)propyl)phenothiazine
10H-Phenothiazin-3-ol, 2-chloro-10-(3-(dimethylamino)propyl)-
10H-Phenothiazin-3-ol, 2-chloro-10-[3-(dimethylamino)propyl]-
BRN 1224593
DTXSID90192544
SOUCXKDIHOVGPW-UHFFFAOYSA-N
Phenothiazin-3-ol, 2-chloro-10-[3-(dimethylamino)propyl]-
3-HYDROXY-2-CHLOROPROMAZINE
NS00113917
Q63399754
2-Chloro-10-[3-(dimethylamino)propyl]-10H-phenothiazin-3-ol #