Haloprogin is a topical antifungal agent. Its structure does not contain any of the functional groups typically exploited in hydrogen bond based co-crystal design. On the other hand, its 1-iodoalkyne moiety is nicely tailored to a crystal engineering strategy based on halogen bonding. Here we describe the formation of three polymorphs of haloprogin and of three co-crystals that this active pharmaceutical ingredient forms with both neutral and ionic co-crystal formers. The halogen bond plays a major role in all of the six structures and the interaction is thus confirmed to be a valuable tool which may complement the hydrogen bond when polymorphs and co-crystals of active pharmaceutical ingredients are pursued.

Polymorphs and co-crystals of haloprogin: an antifungal agent

CHIEROTTI, Michele Remo;GOBETTO, Roberto;
2014-01-01

Abstract

Haloprogin is a topical antifungal agent. Its structure does not contain any of the functional groups typically exploited in hydrogen bond based co-crystal design. On the other hand, its 1-iodoalkyne moiety is nicely tailored to a crystal engineering strategy based on halogen bonding. Here we describe the formation of three polymorphs of haloprogin and of three co-crystals that this active pharmaceutical ingredient forms with both neutral and ionic co-crystal formers. The halogen bond plays a major role in all of the six structures and the interaction is thus confirmed to be a valuable tool which may complement the hydrogen bond when polymorphs and co-crystals of active pharmaceutical ingredients are pursued.
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http://pubs.rsc.org/en/content/articlelanding/2014/ce/c4ce00367e#!divAbstract
Halogen bonding; CO-CRYSTAL FORMATION; crystal engineering; SOLID-STATE NMR; drug
Michele Baldrighi;Davide Bartesaghi;Gabriella Cavallo;Michele R. Chierotti;Roberto Gobetto;Pierangelo Metrangolo;Tullio Pilati;Giuseppe Resnati;Giancarlo Terraneo
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/146438
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