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Diphenoxylate

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Identification
Molecular formula
C30H32NO2
CAS number
915-30-0
IUPAC name
[9-(2-phenylethyl)-9-azabicyclo[3.3.1]nonan-3-yl] 2-hydroxy-2,2-diphenyl-acetate
State
State

At room temperature, diphenoxylate is in a solid state. It is typically provided as a powder for pharmaceutical use.

Melting point (Celsius)
225.00
Melting point (Kelvin)
498.15
Boiling point (Celsius)
372.70
Boiling point (Kelvin)
645.85
General information
Molecular weight
451.59g/mol
Molar mass
452.5420g/mol
Density
1.1814g/cm3
Appearence

Diphenoxylate is a white crystalline powder. It may exhibit a slight odor and has a bitter taste. The compound dissolves in certain organic solvents and is less soluble in water, forming a clear solution when dissolved.

Comment on solubility

Solubility of [9-(2-phenylethyl)-9-azabicyclo[3.3.1]nonan-3-yl] 2-hydroxy-2,2-diphenyl-acetate

The solubility of the compound [9-(2-phenylethyl)-9-azabicyclo[3.3.1]nonan-3-yl] 2-hydroxy-2,2-diphenyl-acetate is influenced by various factors including its molecular structure and the nature of its functional groups. Here are some key points to consider:

  • Polarity: The presence of hydroxyl groups generally increases solubility in polar solvents such as water, due to hydrogen bonding.
  • Hydrophobic Character: The diphenyl segment exhibits hydrophobic characteristics, which can limit solubility in polar environments.
  • Solvent Interaction: The solubility may vary significantly between different solvents; it may be more soluble in organic solvents like ethanol or acetone compared to water.

As a result, one might expect that this compound shows moderate solubility in polar solvents but potentially exhibits higher solubility in non-polar or less polar solvents. This behavior can be summarized as:

  1. Fairly soluble in polar organic solvents.
  2. Potentially insoluble or only slightly soluble in water.

Understanding these solubility parameters is essential for applications such as drug formulation and synthesis. Therefore, it is crucial to consider the specific context in which this compound is being utilized.

Interesting facts

Interesting Facts About [9-(2-phenylethyl)-9-azabicyclo[3.3.1]nonan-3-yl] 2-hydroxy-2,2-diphenyl-acetate

This compound, often referred to as a member of a unique class of bicyclic compounds, exhibits fascinating characteristics that capture the interest of both chemists and pharmaceutical scientists alike. Here are some noteworthy facts:

  • Structural Elegance: The presence of a bicyclic structure lends this compound its distinct shape, which can influence its reactivity and interaction with biological targets.
  • Pharmaceutical Potential: Compounds with similar structures have been studied for their potential as drug candidates, particularly in the realm of neuropharmacology.
  • Versatile Synthesis: The synthetic pathways leading to this compound often involve innovative methods like ring-closing reactions and stereoselective transformations, making it a critical subject of study for synthetic organic chemists.
  • Biological Activity: There is ongoing research into how variations in the alkyl side chains of bicyclic compounds can affect their pharmacokinetic properties, potentially leading to new therapeutic agents.
  • Historical Context: The exploration of azabicyclic structures has paved the way for significant advancements in medicinal chemistry, often leading to breakthroughs in understanding various neurological disorders.

As we delve deeper into the chemistry of compounds like this one, it becomes clear that the intricate relationships between structure, function, and biological activity continue to challenge and inspire researchers. The engaging interplay of these factors exemplifies the dynamic nature of chemical research.

In pursuit of better therapeutic strategies, understanding compounds such as [9-(2-phenylethyl)-9-azabicyclo[3.3.1]nonan-3-yl] 2-hydroxy-2,2-diphenyl-acetate invites us to explore novel avenues in drug design and development.

Synonyms
KSD 2598
6606-09-3
BRN 1557256
9-Phenethyl-9-azabicyclo(3.3.1)nonan-3-beta-ol benzilate
9-AZABICYCLO(3.3.1)NONAN-3-beta-OL, 9-PHENETHYL-, BENZILATE
N-Phenethyl-norgranatan-3-ol beta-(alpha-hydroxy-alpha-diphenylacetyl) ester [German]
N-Phenethyl-norgranatan-3-ol beta-(alpha-hydroxy-alpha-diphenylacetyl) ester
DTXSID00984538
9-(2-Phenylethyl)-9-azabicyclo[3.3.1]nonan-3-yl hydroxy(diphenyl)acetate