Exploration of Solid Forms of Crisaborole: Crystal Engineering Identifies Polymorphism in Commercial Sources and Facilitates Cocrystal Formation

Gonzalo Campillo-Alvarado; Tighe D Didden; Shalisa M Oburn; Dale C Swenson; Leonard R MacGillivray

doi:10.1021/acs.cgd.8b00375

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Exploration of Solid Forms of Crisaborole: Crystal Engineering Identifies Polymorphism in Commercial Sources and Facilitates Cocrystal Formation

Journal article

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Exploration of Solid Forms of Crisaborole: Crystal Engineering Identifies Polymorphism in Commercial Sources and Facilitates Cocrystal Formation

Gonzalo Campillo-Alvarado, Tighe D Didden, Shalisa M Oburn, Dale C Swenson and Leonard R MacGillivray

Crystal growth & design, Vol.18(8), pp.4416-4419

08/01/2018

DOI: 10.1021/acs.cgd.8b00375

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Abstract

We report the discovery of three polymorphs of the very recently FDA-approved boron-containing active pharmaceutical ingredient, Crisaborole. Crisaborole displays polymorphism based on the syn (Form I) and anti (Form II) conformations of the hydroxyl group of the oxaborole ring as shown by single-crystal X-ray analysis. Forms I and II were discovered based on the availability from two different commercial suppliers, while Form III was obtained upon heating of Form I or II. A cocrystal based on 4,4′-bipyridine was also obtained.

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Title: Subtitle: Exploration of Solid Forms of Crisaborole: Crystal Engineering Identifies Polymorphism in Commercial Sources and Facilitates Cocrystal Formation
Creators: Gonzalo Campillo-Alvarado - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United States
Tighe D Didden - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United States
Shalisa M Oburn - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United States
Dale C Swenson - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United States
Leonard R MacGillivray - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United States
Resource Type: Journal article
Publication Details: Crystal growth & design, Vol.18(8), pp.4416-4419
DOI: 10.1021/acs.cgd.8b00375
ISSN: 1528-7483
eISSN: 1528-7505
Grant note: DOI: 10.13039/501100003141, name: Consejo Nacional de Ciencia y Tecnolog?a; DOI: 10.13039/100000078, name: Division of Materials Research, award: DMR-1708673; name: Consejo Veracruzano de Investigaci?n Cient?fica y Desarrollo Tecnol?gico; DOI: 10.13039/100012011, name: Graduate College, University of Iowa; name: Belin-Blank Center, University of Iowa
Language: English
Date published: 08/01/2018
Academic Unit: Chemistry; Pharmaceutical Sciences and Experimental Therapeutics
Record Identifier: 9984216707402771

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