Fluphenazine dihydro-chloride dimethanol solvate

Area of Science:

• Crystallography
• Organic Chemistry
• Materials Science

Background:

• Phenothiazine derivatives are known for their diverse pharmacological activities.
• Understanding the solid-state structure of novel derivatives is crucial for drug design and development.
• The systematic name 1-(2-hydroxy-ethyl)-4-[3-(2-trifluoro-methyl-10H-phenothiazin-10-yl)propyl]piperazine-1,4-diium dichloride dimethanol disolvate describes a complex organic salt.

Purpose of the Study:

• To elucidate the three-dimensional crystal structure of the title compound.
• To analyze the molecular conformation and intermolecular interactions within the crystal lattice.
• To provide a foundation for structure-activity relationship studies of related phenothiazine compounds.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles provided conformational information.
• Identification and analysis of hydrogen bonding networks and other intermolecular contacts.

Main Results:

• The dihedral angle between the two outer benzene rings of the tricyclic phenothiazine system was determined to be 46.91(13)°.
• The piperazine ring was found to adopt a chair conformation.
• The crystal structure is stabilized by a network of O-H⋯Cl, N-H⋯Cl, C-H⋯O, C-H⋯Cl, and C-H⋯F hydrogen bonds and contacts.

Conclusions:

• The crystal structure of the title compound has been successfully determined.
• The conformational preferences and stabilizing interactions provide insights into the solid-state behavior of this phenothiazine derivative.
• This structural information is valuable for the rational design of new compounds with potential therapeutic applications.