152128-77-3

152128-77-3 structure
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: 2024-01-01 23:41:23
  • 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
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.

Molecular Formula C8H10FN3O4S
Molecular Weight 263.24600
Exact Mass 263.03800
PSA 127.64000