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Pirenzepine

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Identification
Molecular formula
C19H21Cl2N3O3
CAS number
28797-61-7
IUPAC name
3,5-dichloro-N-[(1-ethylpyrrolidin-2-yl)methyl]-2,6-dihydroxy-benzamide
State
State

At room temperature, pirenzepine is in a solid state as it forms a stable, powdery compound that does not melt easily under normal atmospheric conditions.

Melting point (Celsius)
195.00
Melting point (Kelvin)
468.00
Boiling point (Celsius)
320.00
Boiling point (Kelvin)
593.00
General information
Molecular weight
351.29g/mol
Molar mass
351.2290g/mol
Density
1.3000g/cm3
Appearence

Pirenzepine is typically presented as a white to off-white crystalline powder. Its crystalline nature allows it to be refined into a fine, pure substance, suitable for precise dosing in pharmaceutical applications.

Comment on solubility

Solubility of 3,5-dichloro-N-[(1-ethylpyrrolidin-2-yl)methyl]-2,6-dihydroxy-benzamide

The solubility of 3,5-dichloro-N-[(1-ethylpyrrolidin-2-yl)methyl]-2,6-dihydroxy-benzamide (C19H21Cl2N3O3) is influenced by several factors, including its chemical structure and the presence of functional groups. Here are some important points to consider:

  • Polarity: This compound contains both hydrophilic (2,6-dihydroxy) and hydrophobic (alkyl groups and chloro substituents) characteristics. This dual nature usually leads to moderate solubility in polar solvents such as water.
  • Functional Groups: The hydroxyl groups can engage in hydrogen bonding, which typically enhances solubility in water, while the chloro groups can impact solubility adversely due to their nonpolar nature.
  • Solvent Interactions: The solubility can greatly vary in different solvents. It is often more soluble in organic solvents like ethanol and methanol compared to aqueous solutions, depending on the solvent's capacity to stabilize the compound.
  • Temperature Effects: Typically, increased temperature promotes solubility for most compounds; hence, heating a solution of this compound may improve its dissolution.

In summary, the solubility of this compound is characterized by a complex interplay of its structure and environmental factors. Understanding these dynamics is essential for applications in medicinal chemistry and pharmacology.

Interesting facts

Interesting Facts about 3,5-Dichloro-N-[(1-ethylpyrrolidin-2-yl)methyl]-2,6-dihydroxy-benzamide

This compound, known for its intricate structure and active properties, plays a notable role in medicinal chemistry. Here are some engaging insights regarding this intriguing molecule:

  • Pharmacological Potential: The presence of the dichloro and hydroxyl groups in its structure suggests its potential as a pharmacophore, making it a candidate for drug development targeting various biological pathways.
  • Complex Structure: The compound features a benzamide backbone, which is significant because benzamides are often found in drugs, including antipsychotics and analgesics. This compound's unique side chains may contribute to its biological activity.
  • Chirality and Stereochemistry: The ethylpyrrolidine ring introduces an aspect of chirality, enabling the compound to potentially exist in multiple stereoisomeric forms. This characteristic can have profound effects on drug efficacy and metabolism.
  • Environmental Impact: The chlorine substituents could suggest environmental persistence, as compounds with halogenated groups often resist degradation in the environment. This could raise concerns related to bioaccumulation or toxicity, emphasizing the need for thorough eco-toxicological studies.
  • Research Applications: Researchers are continually exploring compounds like this one for their roles in pathways such as inflammation and neuroprotection, making this an area of active investigation.

As science progresses, investigating compounds with intricate models, such as 3,5-dichloro-N-[(1-ethylpyrrolidin-2-yl)methyl]-2,6-dihydroxy-benzamide, can lead to the discovery of groundbreaking therapeutic agents. As stated by researchers, “It is the multi-faceted interplay of simplicity and complexity in chemical structures that often leads to the most exciting discoveries.”

Synonyms
3,5-dichloro-N-[(1-ethylpyrrolidin-2-yl)methyl]-2,6-dihydroxybenzamide
857335-91-2
SCHEMBL820943
DTXSID30274454
DTXSID901155065
SB48370
3,5-Dichloro-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2,6-dihydroxybenzamide