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Pirenzepine hydrochloride

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Identification
Molecular formula
C19H25ClN4O3
CAS number
130133-87-0
IUPAC name
N-[3-hydroxy-4-(piperidine-1-carbonyl)phenyl]-2-piperidin-1-ium-1-yl-acetamide;chloride
State
State

At room temperature, pirenzepine hydrochloride is in a solid state.

Melting point (Celsius)
189.00
Melting point (Kelvin)
462.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
463.88g/mol
Molar mass
463.0010g/mol
Density
1.3800g/cm3
Appearence

Pirenzepine hydrochloride appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of N-[3-hydroxy-4-(piperidine-1-carbonyl)phenyl]-2-piperidin-1-ium-1-yl-acetamide; chloride

The solubility of N-[3-hydroxy-4-(piperidine-1-carbonyl)phenyl]-2-piperidin-1-ium-1-yl-acetamide; chloride can be described as quite interesting due to its unique structural features. This compound features multiple functional groups that affect its interaction with solvents. The solubility is influenced by factors such as:

  • Polarity: The presence of hydroxyl groups enhances the polarity, making the compound more likely to dissolve in polar solvents.
  • Ionization: As a quaternary ammonium compound, the +1 charge from the piperidine moiety suggests that it will have a high degree of solubility in polar protic solvents, such as water.
  • Hydrogen Bonding: The hydroxyl group can engage in hydrogen bonding, further increasing solubility in aqueous conditions by stabilizing interactions with water molecules.

In summary, the expected solubility profile for this compound is as follows:

  • Highly soluble in water
  • Moderate solubility in alcohols and other polar solvents
  • Limited solubility in non-polar organic solvents

As stated in the literature, "the solubility of ionic compounds can be largely enhanced in polar environments." Thus, this compound's solubility traits make it an interesting candidate for various pharmaceutical applications.

Interesting facts

Interesting Facts about N-[3-hydroxy-4-(piperidine-1-carbonyl)phenyl]-2-piperidin-1-ium-1-yl-acetamide;chloride

This compound, with its intricate structure, belongs to a class of molecules that has captured significant interest in medicinal chemistry, particularly for its potential therapeutic applications.

1. Pharmacological Significance

  • Potential Anti-inflammatory Agents: Many derivatives related to this compound have been researched for their ability to reduce inflammation in various conditions.
  • Neurological Implications: The piperidine moieties in its structure suggest that it may exhibit neuroprotective effects, making it a potential candidate for treating neurodegenerative diseases.

2. Structural Highlights

  • Complex Architecture: The presence of hydroxyl and acetamide functional groups can lead to enhanced biological interactions, allowing for stronger binding affinity with biological targets.
  • Ionization Potential: This compound exists in its ionized form as a chloride, making it soluble in polar environments, which is crucial for pharmacokinetics and delivery.

3. Synthesis and Modification

The synthesis of this compound involves multi-step processes that can include:

  • Functional group transformations
  • Coupling reactions to form the piperidinyl units

Researchers continually explore synthetic modifications to enhance its efficacy and reduce toxicity.

4. Biological Studies

Studies have shown that compounds with similar structures often exhibit:

  • Antimicrobial properties
  • Antidepressant effects
  • Cholinergic activity, influencing cognitive functions

The exploration of this molecule could lead to novel treatments and insights into pharmacological mechanisms.

In conclusion, N-[3-hydroxy-4-(piperidine-1-carbonyl)phenyl]-2-piperidin-1-ium-1-yl-acetamide;chloride represents a fascinating example of how complex molecular structures can open the doors to innovative therapies in modern medicine. As we unravel its potential, we push the boundaries of what is possible in the field of drug design and development.

Synonyms
Piperidino-4-(2-piperidinoacetylamino)salicylamide, hydrochloride
Acetanilide, 3'-hydroxy-2-piperidino-4'-piperidinocarbonyl-, hydrochloride
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