1-(4-Chlorophenyl)piperazine derivative

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Identification

Molecular formula
C23H24ClN3O2
CAS Number
36286-72-5
IUPAC Name
2-[4-(4-chlorophenyl)piperazin-1-yl]ethyl 3-(1H-indol-3-yl)prop-2-enoate
Molecular Weight
387.91g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.3000g/cm3
Interesting facts

Interesting Facts about 2-[4-(4-chlorophenyl)piperazin-1-yl]ethyl 3-(1H-indol-3-yl)prop-2-enoate

This compound is a fascinating example of a synthetic molecule that bridges the fields of medicinal chemistry and pharmacology. It belongs to a class of compounds that incorporate both piperazine and indole moieties, which are known for their intriguing biological activities.

Biological Significance

The presence of the piperazine ring in this compound often leads to enhanced activity as a neuroactive agent. The following points highlight key aspects related to its biological properties:

  • Psychoactive Potential: Compounds with similar structures are frequently researched for their potential as antidepressants or antipsychotics, given the role of serotonin receptors in these conditions.
  • Drug Design: The incorporation of the indole structure is also vital, as indoles are known to interact with various neurotransmitter systems.
  • Pharmacophore: This particular compound may serve as a pharmacophore for developing new medications targeting mental health disorders.

Structure-Activity Relationship (SAR)

In medicinal chemistry, the concept of SAR is crucial. This compound demonstrates how minor modifications in molecular structure can significantly influence its biological activity:

  • Chlorophenyl Substituent: The presence of a 4-chlorophenyl group likely enhances interaction with biological targets, improving selectivity and potency.
  • Piperazine Linkage: The piperazine moiety can enhance water solubility, facilitating better bioavailability in pharmaceutical applications.

Applications and Research

Research into compounds like this one is ongoing, as scientists explore their potential applications, which include:

  • Development of new psychotropic medications
  • Treatments for anxiety and mood disorders
  • Investigating their roles in neuromodulation and cognitive enhancement

In conclusion, 2-[4-(4-chlorophenyl)piperazin-1-yl]ethyl 3-(1H-indol-3-yl)prop-2-enoate showcases the complexities of synthetic organic compounds and their relevance in developing therapeutic agents. Its unique structure and potential applications make it a compelling subject for ongoing scientific study.

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