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Molecules 2013, 18(12), 15344-15356; doi:10.3390/molecules181215344
Article

Identification and Physicochemical Characteristics of Temozolomide Process-Related Impurities

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Received: 24 October 2013; in revised form: 27 November 2013 / Accepted: 3 December 2013 / Published: 11 December 2013
(This article belongs to the Section Medicinal Chemistry)
Download PDF [1251 KB, uploaded 18 June 2014]
Abstract: In this article the crystal structures of the starting material TZ-5 and the key intermediate TZ-6 of temozolomide (TZ-7), an anticancer therapeutic agent, are presented, together with their spectroscopic and thermal characteristics. Both compounds crystallize in the triclinic P-1 space group. X-ray crystallography studies proved that the compound TZ-6 exists as a monohydrate. A complete structural assignment was obtained for the signals in the 1H-, 13C- and 15N-nuclear magnetic resonance spectra and the structures were confirmed by Fourier-Transform infrared and Raman spectroscopy. The article describes the importance of the high purity of TZ-6 during the small-scale plant production of TZ-7 in a desired polymorphic form III with the purity higher than 99.50%, according to an HPLC method.
Keywords: temozolomide intermediate; X-ray crystallography; nuclear magnetic resonance; high-performance liquid chromatography temozolomide intermediate; X-ray crystallography; nuclear magnetic resonance; high-performance liquid chromatography
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Łaszcz, M.; Kubiszewski, M.; Jedynak, Ł.; Kaczmarska, M.; Kaczmarek, Ł.; Łuniewski, W.; Gabarski, K.; Witkowska, A.; Kuziak, K.; Malińska, M. Identification and Physicochemical Characteristics of Temozolomide Process-Related Impurities. Molecules 2013, 18, 15344-15356.

AMA Style

Łaszcz M, Kubiszewski M, Jedynak Ł, Kaczmarska M, Kaczmarek Ł, Łuniewski W, Gabarski K, Witkowska A, Kuziak K, Malińska M. Identification and Physicochemical Characteristics of Temozolomide Process-Related Impurities. Molecules. 2013; 18(12):15344-15356.

Chicago/Turabian Style

Łaszcz, Marta; Kubiszewski, Marek; Jedynak, Łukasz; Kaczmarska, Monika; Kaczmarek, Łukasz; Łuniewski, Wojciech; Gabarski, Krzysztof; Witkowska, Anna; Kuziak, Krzysztof; Malińska, Maura. 2013. "Identification and Physicochemical Characteristics of Temozolomide Process-Related Impurities." Molecules 18, no. 12: 15344-15356.


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