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Desipramine

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Identification
Molecular formula
C18H22N2
CAS number
50-47-5
IUPAC name
N-[3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)propyl]-N-methyl-hydroxylamine
State
State

At room temperature, Desipramine is a solid.

Melting point (Celsius)
168.00
Melting point (Kelvin)
441.20
Boiling point (Celsius)
450.40
Boiling point (Kelvin)
723.50
General information
Molecular weight
266.39g/mol
Molar mass
266.3850g/mol
Density
1.1872g/cm3
Appearence

Desipramine is a white to off-white crystalline solid. It has low solubility in water but dissolves in organic solvents such as ethanol and methanol.

Comment on solubility

Solubility of N-[3-(5,6-dihydrobenzob[1]benzazepin-11-yl)propyl]-N-methyl-hydroxylamine

The solubility of N-[3-(5,6-dihydrobenzob[1]benzazepin-11-yl)propyl]-N-methyl-hydroxylamine can be influenced by several factors, primarily its molecular structure and polarity. Here are some important aspects to consider:

  • Polarity: The presence of hydroxylamine functional groups generally enhances solubility in polar solvents such as water and alcohols.
  • Hydrogen bonding: The hydroxylamine portion can engage in hydrogen bonding, potentially increasing its solubility in aqueous solutions.
  • Hydrophobic regions: The large hydrophobic aromatic components may contribute to lower solubility in water, leading to a more complex solubility profile.
  • Solvent compatibility: The compound is likely to dissolve better in organic solvents like DMSO or ethanol compared to non-polar solvents.

In summary, while N-[3-(5,6-dihydrobenzob[1]benzazepin-11-yl)propyl]-N-methyl-hydroxylamine shows promise for solubility in polar environments, the balance between its hydrophilic and hydrophobic characteristics will play a critical role in determining its actual solubility in various solvents.

Interesting facts

Interesting Facts about N-[3-(5,6-dihydrobenzob[1]benzazepin-11-yl)propyl]-N-methyl-hydroxylamine

This intriguing compound belongs to a class of chemicals that has gained attention in medicinal chemistry due to its potential therapeutic applications. Here are some fascinating insights:

  • Drug Development: The structure of this compound suggests potential use in drug development, particularly as an antidepressant or anxiolytic agent. The benzob[1]benzazepine scaffold is often associated with neuroactive pharmaceuticals.
  • Hydroxylamine Functionality: The presence of a hydroxylamine group makes this compound interesting to chemists, as hydroxylamines can serve as nucleophiles and are involved in various organic reactions, including the synthesis of amides and oximes.
  • Structural Complexity: The compound's complex bicyclic structure demands careful consideration during synthesis and characterization, making it a fine subject for students learning about advanced organic chemistry techniques.
  • Biological Activity: Initial studies of similar compounds in this category have shown that they may exhibit inhibitory effects on neurotransmitter reuptake, providing insights into their potential mechanisms of action.
  • Future Research: Ongoing research into compounds like this one may lead to discoveries of new pathways in neuropharmacology, further expanding our understanding of mental health treatments.

In summary, N-[3-(5,6-dihydrobenzob[1]benzazepin-11-yl)propyl]-N-methyl-hydroxylamine is not merely a complex chemical; it embodies a wealth of opportunities for exploration in both theoretical and applied sciences. As the quest for effective pharmaceuticals continues, compounds of this nature will likely play a crucial role in shaping future developments.

Synonyms
N-Hydroxydesmethylimipramine
N-Hydroxydesipramine
5227-91-8
RefChem:163539
N-[3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)propyl]-N-methylhydroxylamine
DTXSID70966644
5H-Dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-N-hydroxy-N-methyl-
3-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-hydroxy-N-methylpropan-1-amine