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Crystallographic and physicochemical characterization of salcaprozoic acid: A structural basis for SNAC-enabled drug delivery systems

Lookup NU author(s): Dr Parag RoyORCiD, Dr Paul Waddell, Dr Oisín KavanaghORCiD

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This work is licensed under a Creative Commons Attribution 4.0 International License (CC BY 4.0).

Abstract

© 2025 International Union of Crystallography. All rights reserved.Salcaprozate sodium (SNAC) is a clinically approved oral permeation enhancer, notably used in the formulation of oral semaglutide. Despite its pharmaceutical importance, the crystallographic information of SNAC or its free acid form, salcaprozoic acid {systematic name: 8-[(2-hydroxyphenyl)formamido]octanoic acid, C15H21NO4, denoted HNAC}, has not been reported previously. Here, we present the first crystallographic and physicochemical characterization of HNAC using single-crystal X-ray diffraction and complementary analytical techniques. The structure reveals the molecular conformation, hydrogen-bonding network and packing features of HNAC, supported by a complementary solid-state dataset. These findings provide fundamental insights into the structural and physicochemical properties of this physiologically relevant form of SNAC.

Publication metadata

Author(s): Roy P, Waddell PG, Dey R, Kavanagh ON

Publication type: Article

Publication status: Published

Journal: Acta Crystallographica Section C: Structural Chemistry

Year: 2025

Volume: 81

Issue: 11

Pages: 607-613

Print publication date: 01/11/2025

Acceptance date: 03/10/2025

Date deposited: 26/11/2025

ISSN (print): 2053-2296

ISSN (electronic): 2053-2296

Publisher: International Union of Crystallography

URL: https://doi.org/10.1107/S2053229625008691

DOI: 10.1107/S2053229625008691

PubMed id: 41051497

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