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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-3-ol
State
State

At room temperature, chlorpromazine is typically encountered in its hydrochloride salt form, which is a solid.

Melting point (Celsius)
196.00
Melting point (Kelvin)
469.00
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.00
General information
Molecular weight
318.86g/mol
Molar mass
318.8600g/mol
Density
1.3000g/cm3
Appearence

Chlorpromazine is a pale yellow crystalline substance. It is typically supplied as its hydrochloride salt form, which appears as a white or creamy-white crystalline powder that is odorless and has a bitter taste. It is sensitive to air and light, undergoing discoloration upon exposure.

Comment on solubility

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

The solubility of 8-chloro-10-[3-(dimethylamino)propyl]phenothiazin-3-ol can be intriguing due to its complex structure. This compound is known to exhibit varying solubility characteristics depending on the solvent used. Here are some important considerations:

  • Polar Solvents: This compound is likely to be soluble in polar solvents such as water and methanol due to the presence of the hydroxyl (-OH) group, which can form hydrogen bonds with the solvent molecules.
  • Non-Polar Solvents: Conversely, solubility in non-polar solvents may be limited. The phenothiazine moiety contributes to hydrophobic interactions, potentially making the compound less soluble in non-polar environments like benzene.
  • Temperature Effects: Temperature can also play a crucial role; generally, increasing temperature can enhance the solubility of organic compounds in solvents.
  • pH Sensitivity: The compound may exhibit pH-dependent solubility due to the ionizable groups, thus the solubility can change in acidic versus basic conditions.

Many factors influence the solubility of this compound, which makes empirical testing in various media essential. As noted in chemical solubility studies, one must consider the specific interactions between the solute and solvent molecules to fully understand its solubility behavior.

Interesting facts

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

8-Chloro-10-[3-(dimethylamino)propyl]phenothiazin-3-ol is a fascinating compound that belongs to the phenothiazine family, a group notorious for its structural diversity and wide range of applications. Phenothiazines have made headlines in the field of pharmacology, being primarily recognized for their role as antipsychotic medications.

Here are some key points regarding this unique compound:

  • Pharmacological Significance: This compound is notable for its potential therapeutic applications, particularly in the treatment of psychiatric disorders. Its structure allows it to interact with various neurotransmitter systems, primarily dopamine and serotonin receptors.
  • Research Implications: The unique arrangement of the chlorine atom and the dimethylamino group facilitates extensive research into its biological effects. Studies that explore its mechanism of action can lead to better drug design and more effective treatments.
  • Historical Context: Phenothiazines were first discovered in the 1930s and have since evolved into a crucial class of pharmaceuticals. This compound's variation might contribute to the body of knowledge regarding drug efficacy and side-effect profiles.
  • Synthetic Pathways: The synthesis of this compound involves multi-step processes which can be quite instructive for chemistry students interested in organic synthesis techniques, elaborating on modern synthetic methods and their applications.
  • Potential for Structural Modification: Researchers often explore structural modifications in phenothiazines to enhance their efficacy and reduce side effects. The presence of a dimethylamino propyl side chain provides a good scaffold for such modifications.

As noted by scientists in the field, “Understanding the interaction of phenothiazine derivatives with target receptors is key to unlocking new pharmaceutical possibilities.” This compound, with its structural complexity, serves as a critical focal point for research on drug interactions and the development of next-generation psychotropics.

In conclusion, 8-Chloro-10-[3-(dimethylamino)propyl]phenothiazin-3-ol stands as more than just a chemical structure; it embodies the convergence of chemistry, medicine, and research, making it a compelling subject for both theoretical study and practical applications.

Synonyms
7-Hydroxychlorpromazine
2095-62-7
7-OCPZ
7-OHCPZ
P0X9L6UVP0
NSC-131053
UNII-P0X9L6UVP0
NSC 131053
7-OH-CPZ
BRN 1021503
PHENOTHIAZINE, 2-CHLORO-10-(3-(DIMETHYLAMINO)PROPYL)-7-HYDROXY-
8-Chloro-10-(3-(dimethylamino)propyl)-10H-phenothiazin-3-ol
10H-Phenothiazin-3-ol, 8-chloro-10-(3-(dimethylamino)propyl)-
DTXSID20175128
7-Hydroxy-2-chloro-10-(3'-(dimethylamino)-N-propyl)phenothiazine
7-HYDROXY-2-CHLOROPROMAZINE
Phenothiazin-3-ol, 8-chloro-10-(3-(dimethylamino)propyl)-
Phenothiazin-3-ol, 8-chloro-10-[3-(dimethylamino)propyl]-
10H-Phenothiazin-3-ol, 8-chloro-10-[3-(dimethylamino)propyl]-
8-Chloro-10-[3-(dimethylamino)propyl]-10H-phenothiazin-3-ol
7-Hydroxy-2-chloro-10-[3'-(dimethylamino)-N-propyl]phenothiazine
DTXCID0097619
Phenothiazin-3-ol, 8-chloro-10-(3-(dimethylamino)propyl)-(8CI)
10H-Phenothiazin-3-ol, 8-chloro-10-(3-(dimethylamino)propyl)-(9CI)
hicffjzgxweihn-uhfffaoysa-n
8-chloro-10-[3-(dimethylamino)propyl]phenothiazin-3-ol
NSC131053
MLS002920079
7-Hydroxy Chlorpromazine
Tetrapropylammonium Hydrogen Sulfate;
hydroxychlorpromazine
CHEMBL909
7-OH-CHLORPROMAZINE
NCIStruc1_001431
NCIStruc2_001713
SCHEMBL2389266
BDBM81812
CHEBI:125475
CAS_16414
CCG-37119
NCGC00014306
NCI131053
NSC_16414
NCGC00014306-02
NCGC00097415-01
NCI60_000684
PD094230
SMR001797676
CS-0817181
NS00115906
WLN: T C666 BN ISJ B3N1&1 EG LQ
Q27216094
8-Chloro-10-[3-(dimethylamino)propyl]-10H-phenothiazin-3-ol #