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Vol. 31 No. 7 (2019): Vol 31 Issue 7

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Isolation and Structural Characterization of Degradation Products of Finasteride by Preparative HPLC, HRMS and 2D NMR

https://doi.org/10.14233/ajchem.2019.21955
Santhosh Guduru
Department of Medicinal Chemistry, G.V.K. Biosciences Pvt. Ltd, IDA Mallapur, Hyderabad-500076, India; Department of Engineering Chemistry, Andhra University, Visakhapatnam-530003, India
V.V.S.R.N. Anji Karun Mutha
Department of Medicinal Chemistry, G.V.K. Biosciences Pvt. Ltd, IDA Mallapur, Hyderabad-500076, India; Department of Engineering Chemistry, Andhra University, Visakhapatnam-530003, India
B. Vijayabhaskar
Department of Medicinal Chemistry, G.V.K. Biosciences Pvt. Ltd, IDA Mallapur, Hyderabad-500076, India
Muralidharan Kaliyaperumal
Department of Medicinal Chemistry, G.V.K. Biosciences Pvt. Ltd, IDA Mallapur, Hyderabad-500076, India
Prabhakar S. Achanta
Department of Medicinal Chemistry, G.V.K. Biosciences Pvt. Ltd, IDA Mallapur, Hyderabad-500076, India
Sreenivasa Reddy Anugu
Department of Medicinal Chemistry, G.V.K. Biosciences Pvt. Ltd, IDA Mallapur, Hyderabad-500076, India
Bharath Komandla
Department of Medicinal Chemistry, G.V.K. Biosciences Pvt. Ltd, IDA Mallapur, Hyderabad-500076, India
Raghu Babu Korupolu
Department of Engineering Chemistry, Andhra University, Visakhapatnam-530003, India
Kishore Babu Bonige
Department of Engineering Chemistry, Andhra University, Visakhapatnam-530003, India
Chidananda Swamy Rumalla
Department of Medicinal Chemistry, G.V.K. Biosciences Pvt. Ltd, IDA Mallapur, Hyderabad-500076, India

Corresponding Author(s) : Chidananda Swamy Rumalla

chidanand_swamy@yahoo.co.in

Asian Journal of Chemistry, Vol. 31 No. 7 (2019): Vol 31 Issue 7

Abstract

Finasteride is a 5-α-reductase inhibitor with a steroidal skeleton and an amide group in its structure. It was subjected to forced degradation to observe its stability under stress conditions according to ICH guidelines. It was found to be stable to base and peroxide. However, in acid medium, three degradation products were observed. All of them were isolated from the reaction mixture by preparative HPLC. Their structures were elucidated by extensive analysis of 1D, 2D NMR spectra and HRMS. To best of our knowledge, none of them have been reported elsewhere.

Keywords

Finasteride LC-MS NMR Degradation studies
Guduru, S., Karun Mutha, V. A., Vijayabhaskar, B., Kaliyaperumal, M., Achanta, P. S., Anugu, S. R., … Rumalla, C. S. (2019). Isolation and Structural Characterization of Degradation Products of Finasteride by Preparative HPLC, HRMS and 2D NMR. Asian Journal of Chemistry, 31(7), 1514–1518. https://doi.org/10.14233/ajchem.2019.21955
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