152128-77-3

152128-77-3 structure

Name: Emtricitabine Degradant-III
Chemical Name: 4-amino-5-fluoro-1-[(2R,3R,5S)-2-(hydroxymethyl)-3-oxo-1,3-oxathiolan-5-yl]pyrimidin-2-one
CAS Number: 152128-77-3
Molecular Formula: C₈H₁₀FN₃O₄S
Molecular Weight: 263.24600
Catalog: Signaling Pathways Anti-infection HIV
Create Date: 2017-12-20 19:27:36
Modify Date: 2025-08-27 10:48:00
Emtricitabine Degradant-III is a major degradation product of Emtricitabine. Emtricitabine is a potent nucleoside reverse transcriptase inhibitor used for the treatment of HIV infection.

Name	4-amino-5-fluoro-1-[(2R,3R,5S)-2-(hydroxymethyl)-3-oxo-1,3-oxathiolan-5-yl]pyrimidin-2-one
Synonyms	[2R-(2\|A,5\|A)]-4-Amino-5-fluoro-1-[2-(hydroxymethyl)-3-oxido-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone Emtricitabine S-Oxide (Mixture of Diastereomers) 4-Amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-3-oxido-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone [2R-(2\|A,5\|A)]-4-Amino-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone S-Oxide Emtricitabine Impurity 2 Emtricitabine Degradant-III

Description	Emtricitabine Degradant-III is a major degradation product of Emtricitabine. Emtricitabine is a potent nucleoside reverse transcriptase inhibitor used for the treatment of HIV infection.
Related Catalog	Signaling Pathways >> Anti-infection >> HIV Signaling Pathways >> Anti-infection >> Reverse Transcriptase Research Areas >> Infection
Target	Reverse Transcriptase HIV
In Vitro	Emtricitabine, an antiretroviral agent is used to evaluate degradation pathways under different stress conditions in order to identify degradation products as prescribed by ICH guidelines. Emtricitabine degrades over 51%, 13% and 53% during acid, base and oxidative degradation respectively followed by formation of three major degradation products (Degradant-I to Degradant-III)[1].
References	[1]. A Prakash, et al. Forced degradation study of emtricitabine for evaluation of genotoxic impurity in active pharmaceutical ingredient's (API) shelf life. World Journal of Pharmacy and Pharmaceutical Sciences (2015), 4(7), 1909-1919.