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Sci. Pharm.
Volume 83
Issue 3
10.3797/scipharm.1501-13
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Article

Synthesis of Isomeric and Potent Impurities of the Triazole-Based Antifungal Drug Voriconazole

by
Dhanraj T. S. S. SUNDARAM
1,2,*,
Jayati MITRA
1,
Aminul ISLAM
1,
Koilpillai Joseph PRABAHAR
1,
Battula VENKATESWARA RAO
2 and
Sanasi PAUL DOUGLAS
2
1
Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Survey No. 71 & 72, Indrakaran (V), Medak Dist.-502329, Andhra Pradesh, India
2
Department of Engineering chemistry, Andhra University College of Engineering (A), Andhra University, Visakhapatnam-530003, Andhra Pradesh, India
*
Author to whom correspondence should be addressed.
Sci. Pharm. 2015, 83(3), 445-452; https://doi.org/10.3797/scipharm.1501-13
Submission received: 25 January 2015 / Accepted: 6 March 2015 / Published: 6 March 2015
Versions Notes

Abstract

We describe the synthesis of two positional isomers and a desfluoro impurity of Voriconazole starting with Friedel–Crafts acylation of mono- and difluoro-benzene. These isomers are the crucial components in determining the quality of Voriconazole during its manufacturing from the key raw material, 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one. All the prepared impurities were characterized by IR, 1H-NMR, 13C-NMR, and mass spectral data.
Keywords: Voriconazole; Impurity synthesis; Positional isomers; Chloroacetyl chloride Voriconazole; Impurity synthesis; Positional isomers; Chloroacetyl chloride

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MDPI and ACS Style

SUNDARAM, D.T.S.S.; MITRA, J.; ISLAM, A.; PRABAHAR, K.J.; VENKATESWARA RAO, B.; PAUL DOUGLAS, S. Synthesis of Isomeric and Potent Impurities of the Triazole-Based Antifungal Drug Voriconazole. Sci. Pharm. 2015, 83, 445-452. https://doi.org/10.3797/scipharm.1501-13

AMA Style

SUNDARAM DTSS, MITRA J, ISLAM A, PRABAHAR KJ, VENKATESWARA RAO B, PAUL DOUGLAS S. Synthesis of Isomeric and Potent Impurities of the Triazole-Based Antifungal Drug Voriconazole. Scientia Pharmaceutica. 2015; 83(3):445-452. https://doi.org/10.3797/scipharm.1501-13

Chicago/Turabian Style

SUNDARAM, Dhanraj T. S. S., Jayati MITRA, Aminul ISLAM, Koilpillai Joseph PRABAHAR, Battula VENKATESWARA RAO, and Sanasi PAUL DOUGLAS. 2015. "Synthesis of Isomeric and Potent Impurities of the Triazole-Based Antifungal Drug Voriconazole" Scientia Pharmaceutica 83, no. 3: 445-452. https://doi.org/10.3797/scipharm.1501-13

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