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Tacrine

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Identification
Molecular formula
C17H19N3
CAS number
321-64-2
IUPAC name
9-(4-phenylpiperazin-1-yl)-1,2,3,4-tetrahydroacridine
State
State

At room temperature, tacrine is a solid compound. It is typically handled in its powdered form for various applications, particularly in medicinal chemistry.

Melting point (Celsius)
197.00
Melting point (Kelvin)
470.15
Boiling point (Celsius)
523.15
Boiling point (Kelvin)
796.30
General information
Molecular weight
283.38g/mol
Molar mass
283.3750g/mol
Density
1.2375g/cm3
Appearence

Tacrine appears as a white to off-white crystalline powder. It is relatively stable under normal conditions and has a characteristic appearance typical of its class of chemical compounds.

Comment on solubility

Solubility of 9-(4-phenylpiperazin-1-yl)-1,2,3,4-tetrahydroacridine

The solubility of 9-(4-phenylpiperazin-1-yl)-1,2,3,4-tetrahydroacridine can be quite intriguing given its structural complexity. Here are some key points to consider:

  • Water Solubility: This compound typically displays limited water solubility, which is common among many organic compounds with complex ring structures.
  • Solvents: It is generally more soluble in organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO). This is due to the hydrophobic nature of the phenyl and acridine moieties.
  • pH Dependence: The solubility may also vary with pH, as the protonation state of the piperazine ring can affect how well this compound interacts with solvent molecules.
  • Temperature Influence: Increased temperature often enhances the solubility of organic compounds, so one might observe better solubility at elevated temperatures.

In conclusion, while 9-(4-phenylpiperazin-1-yl)-1,2,3,4-tetrahydroacridine does not easily dissolve in water, its solubility in organic solvents and the influence of external factors such as pH and temperature make for interesting considerations in its applications.

Interesting facts

Exploring 9-(4-phenylpiperazin-1-yl)-1,2,3,4-tetrahydroacridine

9-(4-phenylpiperazin-1-yl)-1,2,3,4-tetrahydroacridine is a fascinating compound that has drawn considerable interest in the fields of medicinal chemistry and pharmacology. Here are some engaging facts about this intriguing molecule:

  • Structure and Function: The compound contains a distinctive backbone characterized by its tetrahydroacridine structure, which contributes to its potential biological activities. The integration of a piperazine moiety enhances its binding affinity to various receptors, making it a subject of study for its therapeutic applications.
  • Potential Therapeutic Applications: Research has indicated that compounds like this one may exhibit neuroprotective properties. This makes them intriguing candidates for the treatment of neurodegenerative diseases, as they may help protect neuronal cells from damage.
  • Psychopharmacological Interest: The piperazine segment is known for its psychoactive properties, further indicating that the compound could play a role in modulating neurotransmitter systems. This opens avenues for exploring its effects on conditions such as anxiety and depression.
  • Research Advances: Recent studies have been focused on understanding the SAR (structure-activity relationship) of similar compounds. Insights gained from this could lead to the development of new drugs with enhanced efficacy and reduced side effects.
  • Quote Worth Mentioning: As a well-known chemical researcher once said, “The greatest discoveries in science are made when we look beyond what is currently understood.” This adage rings particularly true in the context of studying compounds like 9-(4-phenylpiperazin-1-yl)-1,2,3,4-tetrahydroacridine.

This compound exemplifies the intricate connection between structure and activity, illustrating how chemical diversity can lead to promising innovations in pharmacology. Further research and exploration could unlock its full potential, solidifying its place in modern medicinal chemistry.

Synonyms
7032-39-5
ACRIDINE, 1,2,3,4-TETRAHYDRO-9-(4-PHENYL-1-PIPERAZINYL)-
BRN 0836923
4-(4-Phenyl-1-piperazinyl)-2,3-tetramethylenequinoline
Acridine, 9-(4-phenyl-1-piperazinyl)-1,2,3,4-tetrahydro-
Piperazine, 1-(1,2,3,4-tetrahydro-9-acridinyl)-4-phenyl-
DTXSID00220605
DTXCID90143096
5-23-03-00083 (beilstein handbook reference)
9-(4-phenylpiperazin-1-yl)-1,2,3,4-tetrahydroacridine
AKOS001813243