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Polymorphism of Nicotinamide Riboside Chloride and Crystal Structure Determination of the Most Stable Crystalline Form

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Abstract

Three crystalline forms of nicotinamide riboside chloride (NR-Cl), namely Form A, Form B and Form C, were prepared and characterized. Form A and Form B are true polymorphs of anhydrous forms, while Form C is a pseudo-polymorph of a methanolate solvate form. The relative polymorphic stability relationship among these three crystalline forms was established, and Form B was found to be the most stable form with a higher crystal density (1.591 Mg/m3) and a higher melting/decomposing temperature (123 °C) compared to that of Form A (1.512 Mg/m3 and 119 °C). The crystal structure of Form B (orthorhombic P212121 space group, a = 7.0008(11) Å, b = 9.6465(15) Å, c = 17.971(3) Å, V = 1213.7(3) Å3, Z = 4) was determined by single crystal X-ray diffraction analysis.

Index Abstract

The crystal structure of the most stable polymorph of nicotinamide riboside chloride (NR-Cl) is reported.

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Data Availability

All data generated or analyzed for this work are included in the article and the Supplementary Information document. CCDC number 2,244,277 contains the crystallographic data for NR-Cl-Form B reported in this paper. These data can be obtained free of charge via www.ccdc.cam.ac.ukldata-request/cif, or by emailing data_request@ccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax:+44 1223 336,033.

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Acknowledgements

We thank Dr. Faraj Atassi, Dr. Steve Cook and Dr. Liping Zhou in AstraZeneca for invaluable discussions and proof reading of the manuscript.

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Authors and Affiliations

  1. AstraZeneca, Waltham, MA, USA

    Dedong Wu

  2. Newton South High School, Newton, MA, USA

    Branden Wu

  3. University of Georgia, Athens, GA, USA

    Pingrong Wei

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  1. Dedong Wu
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  2. Branden Wu
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  3. Pingrong Wei
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Contributions

Dedong Wu wrote the main manuscript text and carried out the polymorph study; Branden Wu prepared the crystals for single crystal analysis; Pingrong Wei collected single crystal x-ray diffraction data and verified the crystal structure. All authors reviewed the manuscript.

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Correspondence to Dedong Wu.

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Wu, D., Wu, B. & Wei, P. Polymorphism of Nicotinamide Riboside Chloride and Crystal Structure Determination of the Most Stable Crystalline Form. J Chem Crystallogr 53, 465–474 (2023). https://doi.org/10.1007/s10870-023-00985-1

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  • DOI: https://doi.org/10.1007/s10870-023-00985-1

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