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Chlorpromazine

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Identification
Molecular formula
C17H19ClN2OS
CAS number
50-53-3
IUPAC name
8-chloro-10-[3-(dimethylamino)propyl]phenothiazin-2-ol
State
State

Chlorpromazine is a solid at room temperature. It is typically provided in powder form for pharmaceutical applications and can be sensitive to light and moisture.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.15
Boiling point (Celsius)
374.90
Boiling point (Kelvin)
648.05
General information
Molecular weight
318.86g/mol
Molar mass
318.8640g/mol
Density
1.3000g/cm3
Appearence

Chlorpromazine appears as a white to off-white or slightly yellow crystalline powder. It may have a faint odor and is typically sensitive to light.

Comment on solubility

Solubility of 8-chloro-10-[3-(dimethylamino)propyl]phenothiazin-2-ol

The solubility of 8-chloro-10-[3-(dimethylamino)propyl]phenothiazin-2-ol is influenced by various factors that are important to consider.

Factors Affecting Solubility:

  • Polarity: This compound features both polar and nonpolar functional groups, leading to its amphiphilic nature. Its solubility in polar solvents, such as water, may be limited.
  • Hydrogen Bonding: The presence of the hydroxyl group contributes to potential hydrogen bonding interactions, which can enhance solubility in protic solvents.
  • Alkyl Chains: The dimethylamino group introduces hydrophobic characteristics, which can negatively impact solubility in aqueous environments.

In practical terms, *solubility can vary significantly between different solvents*. It is generally expected to have:

  • Moderate solubility in organic solvents, where it can more readily disrupt solvation shells.
  • Limited solubility in water, potentially leading to a need for formulation strategies to improve its bioavailability in pharmaceutical applications.

In summary, the solubility of 8-chloro-10-[3-(dimethylamino)propyl]phenothiazin-2-ol is a nuanced characteristic that depends on the balance of its hydrophilic and hydrophobic properties, necessitating careful consideration in practical use cases.

Interesting facts

Interesting Facts about 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazin-2-ol

8-Chloro-10-[3-(dimethylamino)propyl]phenothiazin-2-ol is a fascinating compound that belongs to the class of phenothiazines, which are significant in the field of medicinal chemistry. Phenothiazines are known for their diverse biological activities, particularly as antipsychotic agents. Here are some noteworthy aspects of this compound:

  • Pharmacological Significance: This compound exhibits potential antipsychotic and antidepressant properties, making it a candidate for mental health treatment. It functions by influencing various neurotransmitter systems in the brain, particularly dopamine receptors.
  • Structure-Activity Relationship: The presence of the dimethylamino group serves to enhance the lipophilicity of the compound, which can improve its ability to cross the blood-brain barrier and potentially increase efficacy in therapeutic applications.
  • Chloro Substitution: The chlorine atom at the 8th position plays a crucial role in modifying the compound's reactivity and biological activity. Substituted phenothiazines often demonstrate varied pharmacological profiles based on the nature and position of substituents.
  • Research Applications: Beyond mental health, this compound also garners interest in various fields such as neuropharmacology and drug development due to its unique structure, which allows researchers to explore new medicinal applications.
  • Importance in Synthetic Chemistry: The synthesis of phenothiazine derivatives, such as this compound, is often a subject of study in organic chemistry due to their complex structures and the challenge of functionalizing specific positions on the phenothiazine ring.

In summary, 8-chloro-10-[3-(dimethylamino)propyl]phenothiazin-2-ol is not just a mere chemical compound but a testament to the intricate relationship between chemical structure and biological activity. As science progresses, it is likely that compounds like these will continue to pave the way for new innovations in pharmacotherapy.

Synonyms
8-Hydroxychlorpromazine
3926-67-8
8-chloro-10-[3-(dimethylamino)propyl]phenothiazin-2-ol
2-Chloro-8-hydroxy-10-(3-(dimethylamino)propyl)phenothiazine
PHENOTHIAZINE, 2-CHLORO-10-(3-(DIMETHYLAMINO)PROPYL)-8-HYDROXY-
10H-Phenothiazin-2-ol, 8-chloro-10-(3-(dimethylamino)propyl)-
10H-Phenothiazin-2-ol, 8-chloro-10-[3-(dimethylamino)propyl]-
8-Hydroxy Chlorpromazine
BRN 1224591
SCHEMBL11199372
DTXSID00192510
UBUDVAYGFVRZCO-UHFFFAOYSA-N
Phenothiazin-2-ol, 8-chloro-10-[3-(dimethylamino)propyl]-
8-HYDROXY-2-CHLOROPROMAZINE
PDSP1_001663
PDSP2_001647
NS00113967
Q63399801
8-Chloro-10-[3-(dimethylamino)propyl]-10H-phenothiazin-2-ol #