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Identification

Molecular formula
C19H22N4O2
CAS Number
19794-93-5
IUPAC Name
2-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]isoindoline-1,3-dione
Molecular Weight
371.40g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
0.9810g/cm3
Synonyms
NAN-190
Interesting facts

Interesting Facts About 2-[4-[4-(2-Methoxyphenyl)piperazin-1-yl]butyl]isoindoline-1,3-dione

This compound, often referred to in scientific literature as a part of a broader class of pharmaceuticals, showcases several fascinating properties and applications that are notable for chemists and researchers alike.

Pharmacological Relevance

  • Potential Therapeutic Uses: Structures similar to this compound have been investigated for their potential in treating various neurological disorders, including anxiety and depression. The presence of the piperazine moiety may contribute to its pharmacological activity.
  • Mechanism of Action: Compounds with similar frameworks typically act as modulators of neurotransmitter systems, suggesting that they could influence dopamine and serotonin levels in the brain.

Chemical Structure Insights

The unique arrangement of atoms in this molecule contributes to its biological properties. The isoindoline core is particularly interesting:

  • Rigid Structure: The isoindoline ring provides a rigid scaffold that can facilitate specific interactions with biological targets.
  • Substituent Variability: The substituents on the piperazine and methoxy groups can greatly influence the compound's lipophilicity and bioavailability, impacting its overall efficacy.

Synthesis and Applications

Synthesizing such compounds often involves complex organic reactions, making them intriguing to synthetic chemists. Common methods include:

  • Coupling Reactions: Creating the intricate linkages often requires skillful use of coupling agents.
  • Aromatic Substitution: The methoxy group introduces specific electronic properties that can enhance the reactivity at the aromatic site.

As research continues into the structure-activity relationship (SAR) of such compounds, the potential for new drug development is immense. To quote a notable researcher in medicinal chemistry:

“The complexity of small molecules holds the key to unlocking new therapeutic avenues.”

In conclusion, 2-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]isoindoline-1,3-dione is more than just a string of chemical symbols; it represents the intricate dance of chemistry and biology. Its potential roles in medicinal applications can pave the way for innovative treatments in the future.

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