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Tacrine hydrochloride

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Identification
Molecular formula
C13H20Cl2N2O3
CAS number
321-64-2
IUPAC name
(7-oxocyclohepta-1,3,5-trien-1-yl)-[3-oxo-3-(2-piperidin-1-ium-1-ylethoxy)propyl]ammonium;dichloride
State
State

The compound is typically found in a solid state at room temperature.

Melting point (Celsius)
189.00
Melting point (Kelvin)
462.15
Boiling point (Celsius)
333.15
Boiling point (Kelvin)
606.30
General information
Molecular weight
289.22g/mol
Molar mass
198.6730g/mol
Density
1.2900g/cm3
Appearence

Tacrine hydrochloride appears as an off-white crystalline powder or crystals.

Comment on solubility

Solubility Overview

The solubility of the compound (7-oxocyclohepta-1,3,5-trien-1-yl)-[3-oxo-3-(2-piperidin-1-ium-1-ylethoxy)propyl]ammonium; dichloride can be influenced by various factors due to its complex structure. This compound exhibits certain characteristics that dictate its behavior in different solvents.

Factors Influencing Solubility

  • Polarity: The presence of the piperidinium group suggests a significant level of polarity, which typically enhances solubility in polar solvents, such as water.
  • Counterions: The dichloride component indicates that it can dissociate in solution, making the cationic part more soluble by stabilizing the overall ionic interactions.
  • Hydrogen Bonding: Functional groups capable of hydrogen bonding may improve solubility in polar solvents by allowing for more interactions with the solvent molecules.

Expected Solubility

While the specific solubility data may require empirical testing, one can anticipate that:

  • The compound is likely to be soluble in water due to the ionic nature of the ammonium component.
  • Solvent polarity will greatly affect its dissolution, with organic solvents potentially yielding varied results based on their polarity.
  • In non-polar solvents, the solubility is expected to be significantly lower due to the compound's polar and ionic characteristics.

In conclusion, the solubility of this compound can be generally described as favorable in polar environments, attributed to its ionic components and ability to engage in hydrogen bonding. However, as with many complex compounds, practical solubility tests are crucial for definitive conclusions.

Interesting facts

Interesting Facts about (7-oxocyclohepta-1,3,5-trien-1-yl)-[3-oxo-3-(2-piperidin-1-ium-1-ylethoxy)propyl]ammonium; dichloride

The compound (7-oxocyclohepta-1,3,5-trien-1-yl)-[3-oxo-3-(2-piperidin-1-ium-1-ylethoxy)propyl]ammonium; dichloride represents a fascinating intersection of organic chemistry and medicinal applications.

Key Features

  • Cyclic Structure: The core of this compound features a cycloheptatriene, showcasing interesting properties related to its conjugation and electron delocalization.
  • Functional Groups: The presence of both keto and ammonium components allows for diverse chemical reactivity. This makes it a prime candidate for further chemical modifications.
  • Medicinal Potential: Compounds that incorporate piperidine rings are commonly found in many pharmaceuticals, particularly in developing analgesics and antipsychotics. This suggests a potential therapeutic role for this compound.
  • Ion Pairing: The dichloride form may enhance solubility and stability in aqueous solutions, which is pivotal for biological assays and pharmacological applications.

Research Significance

This compound can serve as a model for studying complex biological interactions due to its structural complexity. Researchers often explore:

  • Mechanistic Pathways: Understanding how this compound interacts at a molecular level could provide insights into drug design and development.
  • Structure-Activity Relationships (SAR): Evaluating how modifications to its structure affect its biological activity can lead to optimized drug candidates with enhanced efficacy.

The rich chemical landscape represented in (7-oxocyclohepta-1,3,5-trien-1-yl)-[3-oxo-3-(2-piperidin-1-ium-1-ylethoxy)propyl]ammonium; dichloride exemplifies how intricate organic compounds can be harnessed for advancements in both academic research and practical applications within medicinal chemistry. With continued exploration, the potential benefits of this compound could extend well into therapeutic realms.

Synonyms
beta-Alanine, N-(7-oxo-1,3,5-cycloheptatrien-1-yl)-, 2-piperidinoethyl ester, dihydrochloride
18188-86-8
N-(7-Oxo-1,3,5-cycloheptatrien-1-yl)-beta-alanine 2-piperidinoethyl ester dihydrochloride