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Tacrine

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Identification
Molecular formula
C13H14N2
CAS number
321-64-2
IUPAC name
9-(1-piperidyl)-1,2,3,4-tetrahydroacridine
State
State

Tacrine, at room temperature, is in a solid state.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.15
Boiling point (Celsius)
528.90
Boiling point (Kelvin)
802.05
General information
Molecular weight
198.28g/mol
Molar mass
198.2750g/mol
Density
1.1460g/cm3
Appearence

Tacrine is typically a white to off-white crystalline powder.

Comment on solubility

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

When considering the solubility of 9-(1-piperidyl)-1,2,3,4-tetrahydroacridine, it is important to note several factors that influence its behavior in various solvents:

  • Polarity: The presence of the piperidine ring contributes to the compound's polar characteristics, suggesting that it may have varying solubility in polar vs. non-polar solvents.
  • Solvent Interaction: The solubility can significantly vary depending on the solvent used. Common solvents to consider include water, ethanol, and dimethyl sulfoxide (DMSO).
  • Temperature Effects: Temperature plays a crucial role in solubility, often increasing the solubility of organic compounds like this one as the temperature rises.
  • pH Sensitivity: As a basic compound, its solubility might change under different pH conditions, which is critical for applications in biological systems.

In summary, while specific solubility data may not be readily available, understanding the characteristics that affect the solubility of 9-(1-piperidyl)-1,2,3,4-tetrahydroacridine can lead to successful applications in various chemical and pharmaceutical contexts. Always conduct preliminary solubility tests to determine the best solvent conditions for your specific needs.

Interesting facts

Interesting Facts about 9-(1-Piperidyl)-1,2,3,4-tetrahydroacridine

9-(1-Piperidyl)-1,2,3,4-tetrahydroacridine is a fascinating compound that has attracted attention in the fields of medicinal chemistry and neuroscience, primarily due to its potential applications in treating neurological disorders. Here are some notable aspects of this intriguing molecule:

  • Neuroprotective Properties: This compound is studied for its neuroprotective effects, particularly in conditions such as Alzheimer's disease. It acts on cholinergic systems, making it of significant interest in the development of cholinesterase inhibitors.
  • Structure-Activity Relationship: The interaction of the piperidine ring with the acridine moiety is essential for its biological activity, providing a rich area for research into how structural modifications can influence its therapeutic effects.
  • Mode of Action: It enhances cognitive function in animal models, suggesting a mechanism that involves the modulation of neurotransmitter release. This makes it a candidate for investigating memory-related impairments.
  • Potential Drug Development: Ongoing research seeks to identify derivatives of this compound that could lead to more potent and selective drug candidates, paving the way for innovative treatments in neuropharmacology.
  • Historical Significance: The study of tetrahydroacridines has been pivotal in understanding the development of drugs aiming to combat age-related cognitive decline, highlighting its role in the advancement of neuroscience.

As a compound rich in potential, 9-(1-Piperidyl)-1,2,3,4-tetrahydroacridine continues to be a topic of engaging research and discovery, showcasing the intersection of chemistry and medicine in addressing complex diseases.

Synonyms
BRN 0233872
ACRIDINE, 1,2,3,4-TETRAHYDRO-9-PIPERIDINO-
5782-90-1
4-(1-Piperidyl)-2,3-tetramethylenequinoline
Acridine, 9-piperidino-1,2,3,4-tetrahydro-
Piperidine, 1-(1,2,3,4-tetrahydro-9-acridinyl)-
DTXSID50206535
4-22-00-04911 (Beilstein Handbook Reference)
DTXCID80129026
CHEMBL4549672
BDBM50515455