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8-(trifluoromethyl)-10H-phenothiazine-1-carboxylic acid

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Identification
Molecular formula
C14H8F3NOS
CAS number
52415-07-1
IUPAC name
8-(trifluoromethyl)-10H-phenothiazine-1-carboxylic acid
State
State

At room temperature, this compound exists in a solid state, typically presented as a stable crystalline form.

Melting point (Celsius)
157.00
Melting point (Kelvin)
430.20
Boiling point (Celsius)
326.40
Boiling point (Kelvin)
599.60
General information
Molecular weight
319.30g/mol
Molar mass
319.3010g/mol
Density
1.4880g/cm3
Appearence

The compound is typically found as a crystalline solid, characterized by its distinct solid-state structure. The crystalline form often exhibits a light color, although specific shades can vary based on purity and polymorphic form.

Comment on solubility

Solubility of 8-(trifluoromethyl)-10H-phenothiazine-1-carboxylic acid

The solubility of 8-(trifluoromethyl)-10H-phenothiazine-1-carboxylic acid can be quite interesting due to its unique structural features. Typically, the presence of the trifluoromethyl group can influence solubility in the following ways:

  • Polarity: The trifluoromethyl group is highly electronegative, which can reduce the overall polarity of the compound. This may lead to lower solubility in polar solvents like water.
  • Hydrogen Bonding: The carboxylic acid functional group can participate in hydrogen bonding, which may enhance solubility in specific polar solvents, especially in alcohols and acids.
  • Solvent Interaction: The solubility may vary significantly when interacting with different solvents. For instance, it may have good solubility in dimethyl sulfoxide (DMSO) and similar organic solvents.

Considering these factors, it is crucial to recognize that the solubility characteristics of this compound can vary broadly based on the solvent used. The ability to predict its solubility effectively lies in understanding the balance between its hydrophobic trifluoromethyl group and the hydrophilic carboxylic acid group.

In summary, while the solubility of 8-(trifluoromethyl)-10H-phenothiazine-1-carboxylic acid might not be universal, its behavior in various solvents reflects the complex interplay between its functional groups.

Interesting facts

Interesting Facts About 8-(Trifluoromethyl)-10H-Phenothiazine-1-Carboxylic Acid

8-(Trifluoromethyl)-10H-phenothiazine-1-carboxylic acid is a fascinating compound that belongs to the phenothiazine family, which encompasses a wide range of structures and biological activities. Here are some compelling aspects of this compound:

  • Unique Structure: The incorporation of a trifluoromethyl group enhances the compound's lipophilicity, making it particularly interesting in medicinal chemistry.
  • Pharmacological Potential: Phenothiazine derivatives have been widely studied for their psychotropic effects, with many serving as antipsychotic medications. The presence of functional groups like the carboxylic acid may modulate these effects.
  • Environmental Significance: The trifluoromethyl group is known for its chemical stability and resistance to degradation, raising questions about the environmental persistence of compounds incorporating this moiety.
  • Applications in Synthesis: Due to its complex structure, this compound may serve as a valuable intermediate in the synthesis of other biologically active molecules.

The versatility of this compound underscores the significance of trifluoromethylated compounds in various fields including pharmaceuticals, agrochemicals, and materials science. As noted by researchers, "The trifluoromethyl group can enhance metabolic stability and bioactivity," emphasizing its potential for innovation in drug design.

In summary, 8-(trifluoromethyl)-10H-phenothiazine-1-carboxylic acid stands out not only for its structural features but also for its potential applications and the insights it offers into the broader landscape of chemical research.

Synonyms
FLUTIAZIN
7220-56-6
8-(trifluoromethyl)-10H-phenothiazine-1-carboxylic acid
10H-Phenothiazine-1-carboxylic acid, 8-(trifluoromethyl)-
8VNN85Y884
10H-Phenothiazine-1-carboxylicacid, 8-(trifluoromethyl)-
8-(Trifluoromethyl)phenothiazine-1-carboxylic acid
Flutiazin [USAN:INN]
Flutiazina
Flutiazine
UNII-8VNN85Y884
FLUTIAZIN [INN]
Flutiazin (USAN/INN)
FLUTIAZIN [USAN]
SCHEMBL193601
CHEMBL2105105
BDBM35886
DTXSID10222534
8-trifluoromethylphenothiazine-1-carboxylic
NS00126504
D04238
8-Trifluoromethylphenothiazine-1-carboxylic acid
Phenothiazine-1-carboxylic acid, 8-trifluoromethyl-
Q27271085