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Ipratropium bromide

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Identification
Molecular formula
C20H30BrNO3
CAS number
22254-24-6
IUPAC name
(1,1-dimethylpyrrolidin-1-ium-3-yl) 2-cyclohexyl-2-hydroxy-2-phenyl-acetate;bromide
State
State

Ipratropium bromide is typically a solid at room temperature. However, when it is used pharmaceutically, it is often in a solution format for nebulization or delivered through an inhaler as an aerosol mist.

Melting point (Celsius)
233.00
Melting point (Kelvin)
506.15
Boiling point (Celsius)
223.00
Boiling point (Kelvin)
496.15
General information
Molecular weight
430.38g/mol
Molar mass
430.3770g/mol
Density
1.2335g/cm3
Appearence

Ipratropium bromide appears as a white crystalline powder. It is typically odorless. The compound is generally supplied as a solution or as an aerosol for use in inhalers. In its powdered form, it may absorb moisture when exposed to air.

Comment on solubility

Solubility of (1,1-dimethylpyrrolidin-1-ium-3-yl) 2-cyclohexyl-2-hydroxy-2-phenyl-acetate; bromide

The solubility of the compound (1,1-dimethylpyrrolidin-1-ium-3-yl) 2-cyclohexyl-2-hydroxy-2-phenyl-acetate; bromide can be influenced by a variety of factors:

  • Polarity: This compound possesses both polar and nonpolar characteristics due to the presence of the pyrrolidinium ion and the hydroxyphenyl acetate moiety, suggesting that it may be soluble in both polar solvents (like water) and nonpolar solvents (like hexane).
  • Electrolytic Effect: The bromide ion contributes to the ionic nature of the compound, which often enhances solubility in polar solvents due to dipole-dipole interactions.
  • Hydrogen Bonding: The hydroxyl group on the acetate can engage in hydrogen bonding, further increasing solubility in water and alcohols.

Generally, the degree of solubility can vary significantly based on the solvent type. For example:

  1. Highly soluble: In polar solvents, due to its ionic character.
  2. Moderately soluble: In less polar solvents, owing to its hydrophobic cyclohexyl group.
  3. Poorly soluble: In nonpolar solvents where the ionic interactions are less favorable.

In summary, the solubility of (1,1-dimethylpyrrolidin-1-ium-3-yl) 2-cyclohexyl-2-hydroxy-2-phenyl-acetate; bromide can be described as multifaceted, showcasing a unique balance between hydrophilic and hydrophobic properties that cater to a range of polar and nonpolar solvents.

Interesting facts

Interesting Facts about (1,1-Dimethylpyrrolidin-1-ium-3-yl) 2-Cyclohexyl-2-Hydroxy-2-Phenyl-Acetate; Bromide

This compound represents a fascinating intersection of organic chemistry and medicinal chemistry, primarily due to its unique structure and potential applications. Here are a few intriguing aspects:

  • Structure Complexity: The molecule contains a pyrrolidinium cation, which is notable for its positive charge and ability to act as a nucleophile in various reactions.
  • Hydroxyl Group: The presence of the hydroxyl group (–OH) enables the compound to engage in hydrogen bonding. This characteristic often enhances its solubility and interaction with biological molecules.
  • Functional Groups: The acetyl group and cyclohexyl group introduce stereochemistry into the compound, making it a potential candidate for chiral synthesis, which is pivotal in the pharmaceutical industry.
  • Pharmacological Potential: Compounds like these are often researched for their Bioactivity. Their structures can lead to various biological effects, making them interesting candidates for further exploration in drug development.
  • Applications in Organic Synthesis: The multifunctional nature of this compound can allow it to be utilized as a reagent in organic synthesis, potentially leading to new pathways for forming complex organic molecules.

Overall, (1,1-dimethylpyrrolidin-1-ium-3-yl) 2-cyclohexyl-2-hydroxy-2-phenyl-acetate; bromide exemplifies the profound relationship between molecular structure and its implications in chemistry and biotechnology. As stated by various scientists, "A single molecule can change our understanding of chemistry." This compound, in its intricate form, may be one such molecule!

Synonyms
HEXOPYRRONIUM BROMIDE
3734-12-1
Hexopyrrolate
Hexopyrronium bromide [INN]
Bromure d'hexopyrronium
Bromuro de hexopirronio
AP73B5SGYV
Hexopyrronii bromidum
AHR 483
Hexopyrronii bromidum [INN-Latin]
UNII-AP73B5SGYV
Bromure d'hexopyrronium [INN-French]
Bromuro de hexopirronio [INN-Spanish]
1,1-Dimethyl-3-hydroxy-pyrrolidinium bromide alpha-phenyl-cyclohexaneglycolate
1,1-Dimethyl-3-hydroxypyrrolidinium bromide alpha-phenylcyclohexaneglycolate
Pyrrolidinium, 3-((cyclohexylhydroxyphenylacetyl)oxy)-1,1-dimethyl-, bromide
Pyrrolidinium, 1,1-dimethyl-3-hydroxy-, bromide, alpha-phenylcyclohexaneglycolate
Hexopyrronii bromidum (INN-Latin)
Bromure d'hexopyrronium (INN-French)
Bromuro de hexopirronio (INN-Spanish)
1,1-DIMETHYL-3-HYDROXY-PYRROLIDINIUM BROMIDE .ALPHA.-PHENYL-CYCLOHEXANEGLYCOLATE
Hexopyrolate
3-Hydroxy-1,1-dimethylpyrrolidinium bromide, alpha-phenylcyclohexaneglycolate (6CI,7CI)
Pyrrolidinium, 3-((cyclohexylhydroxyphenylacetyl)oxy)-1,1-dimethyl-, bromide (9CI)
(1,1-dimethylpyrrolidin-1-ium-3-yl) 2-cyclohexyl-2-hydroxy-2-phenylacetate;bromide
Hexopyrroniumbromid
SCHEMBL915388
CHEMBL2105055
DTXSID40958450
AKOS040752013
(1,1-DIMETHYL-2,3,4,5-TETRAHYDROPYRROL-3-YL) 2-CYCLOHEXYL-2-HYDROXY-2-PHENYL-ACETATE BROMIDE
NS00123710
Q27274047
3-{[Cyclohexyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidin-1-ium bromide
3-Hydroxy-1,1-dimethylpyrrolidinium bromide, alpha-phenylcyclohexaneglycolate
(1,1-Dimethyl-2,3,4,5-tetrahydropyrrol-3-yl)2-cyclohexyl-2-hydroxy-2-phenyl-acetate bromide