An unprecedented case of dodecamorphism: the twelfth polymorph of aripiprazole formed by seeding with its active metabolite

T. A. Zeidan; J. T. Trotta; P. A. Tilak; M. A. Oliveira; R. A. Chiarella; B. M. Foxman; Ö. Almarsson; M. B. Hickey

doi:10.1039/C5CE02467F

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An unprecedented case of dodecamorphism: the twelfth polymorph of aripiprazole formed by seeding with its active metabolite†

T. A. Zeidan,*^a J. T. Trotta,^a P. A. Tilak,^a M. A. Oliveira,^a R. A. Chiarella,^a B. M. Foxman,^b Ö. Almarsson ‡^a and M. B. Hickey^a

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* Corresponding authors

^a Alkermes, Inc., 852 Winter Street, Waltham, MA 02451-1420, USA
E-mail: tarek.zeidan@alkermes.com
Fax: +1 781 609 5855
Tel: +1 781 609 6538

^b Department of Chemistry, Brandeis University, 415 South Street, MS 015, Waltham, MA 02454, USA

Abstract

A new polymorph of aripiprazole has been discovered, making it the most polymorphic drug to date with twelve reported anhydrous forms, and a record-breaking ninth solved crystal structure. The new form was induced by seeding with crystals of the active metabolite dehydro-aripiprazole.

This article is part of the themed collection: Editor’s Collection: Polymorphism in Molecular Crystals

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DOI: https://doi.org/10.1039/C5CE02467F
Article type: Communication
Submitted: 16 Dec 2015
Accepted: 12 Jan 2016
First published: 13 Jan 2016

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CrystEngComm, 2016,18, 1486-1488

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An unprecedented case of dodecamorphism: the twelfth polymorph of aripiprazole formed by seeding with its active metabolite

T. A. Zeidan, J. T. Trotta, P. A. Tilak, M. A. Oliveira, R. A. Chiarella, B. M. Foxman, Ö. Almarsson and M. B. Hickey, CrystEngComm, 2016, 18, 1486 DOI: 10.1039/C5CE02467F

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CrystEngComm

An unprecedented case of dodecamorphism: the twelfth polymorph of aripiprazole formed by seeding with its active metabolite†

Abstract

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An unprecedented case of dodecamorphism: the twelfth polymorph of aripiprazole formed by seeding with its active metabolite

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