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Alogliptin and its benzoate salt.

Thomas Gelbrich¹, Volker Kahlenberg, Ulrich J Griesser

¹Institute of Pharmacy, University of Innsbruck, Innrain 52, 6020 Innsbruck, Austria. thomas.gelbrich@uibk.ac.at

Acta Crystallographica. Section C, Crystal Structure Communications

|June 8, 2013

Summary

This summary is machine-generated.

The crystal structures of alogliptin free base and its benzoate salt reveal distinct hydrogen-bonding networks and molecular conformations. These differences are crucial for understanding the drug

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Area of Science:

Crystallography and Molecular Structure
Medicinal Chemistry and Drug Design

Background:

Alogliptin is an antidiabetic drug used to manage type 2 diabetes.
Understanding the solid-state structure of drugs is vital for formulation and efficacy.

Purpose of the Study:

To elucidate the crystal structure of the free base of alogliptin.
To determine the crystal structure of the alogliptin benzoate salt.
To compare the molecular conformations and hydrogen-bonding patterns of both forms.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the three-dimensional structures.
Analysis of intermolecular interactions, specifically hydrogen bonds, was performed.

Main Results:

The free base of alogliptin exhibits a 2D hydrogen-bonded network with two independent molecules.
The alogliptin benzoate salt forms a layered structure through extensive N-H···O hydrogen bonds.
Significant conformational differences were observed between the alogliptin moieties in the free base and the benzoate salt.

Conclusions:

The crystal packing and hydrogen-bonding motifs differ significantly between alogliptin free base and its benzoate salt.
These structural variations may influence the physicochemical properties and bioavailability of alogliptin.