Pelanserin: 3-[3-(4-phenyl-piperazin-1-yl)prop-yl]quinazoline-2,4(1H,3H)-dione

Area of Science:

• Medicinal Chemistry
• Structural Biology
• Pharmacology

Background:

• Serotonin 5-HT2 and α1-adrenoceptors are key targets in various physiological processes.
• Understanding the structure-activity relationship of receptor antagonists is crucial for drug development.

Purpose of the Study:

• To characterize the chemical structure and receptor binding profile of a novel compound.
• To elucidate the crystal structure and intermolecular interactions of the title compound.

Main Methods:

• Chemical synthesis and characterization of the title compound (C21H24N4O2).
• X-ray crystallography to determine the molecular and crystal structure.
• Pharmacological assays to assess antagonist activity at serotonin 5-HT2 and α1-adrenoceptors.

Main Results:

• The compound acts as a potent antagonist for both serotonin 5-HT2 and α1-adrenoceptors.
• The crystal structure shows an n-propyl chain linking quinazolinedione and phenyl-piperazine moieties.
• Molecules form dimers via hydrogen bonds and extend into chains through C-H⋯O associations.

Conclusions:

• The title compound exhibits significant antagonist properties at serotonin 5-HT2 and α1-adrenoceptors.
• The determined crystal structure provides insights into the compound's conformation and packing.
• Observed intermolecular interactions may influence the compound's efficacy and stability.