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Acetophenazine

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Identification
Molecular formula
C24H29ClN2OS
CAS number
2751-74-0
IUPAC name
2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethyl acetate
State
State

At room temperature, acetophenazine is in the solid state. It is usually synthesized and used in its hydrochloride form which is more stable for pharmaceutical applications.

Melting point (Celsius)
187.00
Melting point (Kelvin)
460.15
Boiling point (Celsius)
503.60
Boiling point (Kelvin)
776.75
General information
Molecular weight
446.02g/mol
Molar mass
446.9740g/mol
Density
1.3700g/cm3
Appearence

Acetophenazine appears as a crystalline solid. It is typically white or off-white in color. The compound is often prepared in its hydrochloride form which influences its appearance as a powder.

Comment on solubility

Solubility of 2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethyl acetate

The solubility of 2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethyl acetate in various solvents can be influenced by several factors. This compound is relatively complex, incorporating both hydrophobic and hydrophilic characteristics due to its multiple functional groups. Understanding its solubility can be crucial for applications in both pharmaceuticals and material sciences.

Solubility Characteristics:

  • Polar Solvents: The presence of the ethyl acetate moiety generally suggests better solubility in polar solvents such as water and alcohols.
  • Non-polar Solvents: Given the phenothiazine structure, there may be a significant affinity for non-polar solvents such as chloroform and benzene, suggesting potential solubility in these mediums.
  • Temperature Effects: Fluctuating temperatures can influence solubility; typically, higher temperatures increase solubility for many organic compounds.
  • pH Levels: Alterations in pH can affect the ionization state of the piperazine and thiazine groups, thereby impacting solubility.

It is often said that “like dissolves like,” which means that polar solvents are more likely to dissolve polar compounds, and non-polar solvents will dissolve non-polar compounds. Therefore, predicting the precise solubility requires careful consideration of its functional groups and the solvent in question.

In conclusion, the solubility of 2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethyl acetate can be encapsulated with an understanding of its structural attributes, and solvent interactions—a critical aspect when utilizing this compound in diverse applications.

Interesting facts

Interesting Facts about 2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethyl acetate

This compound is a fascinating example of the intersection between organic chemistry and medicinal chemistry. Its unique structure features a piperazine ring, which is significant due to its various applications in pharmaceuticals.

Key Features

  • Piperazine Ring: The presence of the piperazine moiety is notable as it contributes to the compound's biological activity, often found in many psychoactive drugs.
  • Phenothiazine Derivative: As a derivative of phenothiazine, this compound is associated with antipsychotic properties, making it a subject of research for treating various mental health disorders.
  • Chlorine Substitution: The 2-chloro substitution on the phenothiazine ring enhances the compound’s efficacy and alters its pharmacological properties.

Interestingly, compounds like this one are not just limited to mental health treatments; they also show promise in anti-inflammatory and antimicrobial activities, broadening their potential therapeutic applications.

Research Significance

Ongoing research into compounds with this structure has led to:

  • Improved formulations for targeted drug delivery.
  • Enhanced understanding of their mechanism of action at the molecular level.
  • Potential use in combination therapies with other treatment modalities.

In conclusion, 2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethyl acetate serves as an excellent example of how intricate chemical structures can lead to significant advancements in medicinal chemistry, paving the way for developing new therapeutic agents. As the field progresses, compounds like this will be key in discovering innovative treatments for complex diseases.

Synonyms
THIOPROPAZATE
Thiopropazat
84-06-0
Dartal
Tiopropazato
Dartalan
Perphenazine acetate
Thiopropazatum
Thiopropazatum [INN-Latin]
Tiopropazato [INN-Spanish]
Thiopropazate [INN]
4-(3-(2-Chlorophenothiazin-10-yl)propyl)-1-piperazineethanol acetate
HSDB 3401
Thiopropazate [INN:BAN]
EINECS 201-513-4
UNII-0JFY081Q2X
SC 7105
0JFY081Q2X
Thiopropazate (INN)
CHEBI:59119
1-(2-Acetoxyethyl)-4-(3-(2-chloro-10-phenothiazinyl)propyl)piperazine
10-(3-(1-(2-Acetoxyethyl)-4-piperazinyl)propyl)-2-chlorophenothiazine
2-Chloro-10-(3-(1-(2-acetoxyethyl)-4-piperazinyl)propyl)phenothiazine
N-(beta-Acetoxyethyl)-N'-(gamma-(2'-chloro-10'-phenothiazinyl)propyl)piperazine
THIOPROPAZATE [MI]
THIOPROPAZATE [HSDB]
2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethyl acetate
THIOPROPAZATE [WHO-DD]
DTXSID6023654
1-Piperazineethanol, 4-(3-(2-chlorophenothiazin-10-yl)propyl)-, acetate (ester)
2-{4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl}ethyl acetate
1-Piperazineethanol, 4-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-, acetate (ester)
1-Piperazineethanol, 4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-, acetate (ester)
2-Chloro-10-[3-[1-(2-acetoxyethyl)-4-piperazinyl]propyl]phenothiazine
2-(4-[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl)ethyl acetate
Thiopropazatum (INN-Latin)
Tiopropazato (INN-Spanish)
1-(2-Acetoxyethyl)-4-[3-(2-chloro-10-phenothiazinyl)propyl]piperazine
1-Piperazineethanol, 4-(3-(2-chlorophenothiazin-10-yl)propyl)-, acetate
10-[3-[4-(2-Acetoxyethyl)-1-piperazinyl]propyl]-2-chlorophenothiazine
1-Piperazineethanol, 4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-, acetate
1-Piperazineethanol, 4-[3-(2-chlorophenothiazin-10-yl)propyl]-, acetate (ester)
N-(.beta.-Acetoxyethyl)-N'-(.gamma.-(2'-chloro-10'-phenothiazinyl)propyl)piperazine
10-(3-(4-(2-Acetoxyethyl)-1-piperazinyl)propyl)-2-chlorophenothiazine
1-Piperazineethanol, 4-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-, acetate
2-(4-(3-(2-Chloro-10H-phenothiazin-10-yl)propyl)-1-piperazinyl)ethyl acetate
2-(4-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)piperazin-1-yl)ethyl acetate
SCHEMBL144729
2-CHLORO-10-
DTXCID603654
CHEMBL1697851
N05AB05
1-(2-ACETOXYETHYL)-4-
N-(BETA-ACETOXYETHYL)-N'-
CS-6585
DB13557
DA-68158
HY-101614
NS00005784
D09216
Q7784690
2-(4-[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl)ethyl acetate #
1-Piperazineethanol, 4-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-, acetate (ester) (9CI)
201-513-4