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Emtricitabine Degradant-III

Names

[ CAS No. ]:
152128-77-3

[ Name ]:
Emtricitabine Degradant-III

[Synonym ]:
[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

Biological Activity

[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.


[Related Small Molecules]

Cenicriviroc | Ebselen | Triciribine | Raltegravir (potassium salt) | Tipranavir | DELAVIRDINE MESYLATE | Bictegravir | TAK-779 | Betulinic acid | Nelfinavir mesylate | Cabotegravir | nevirapine | Zidovudine | Celgosivir (hydrochloride)

Chemical & Physical Properties

[ Molecular Formula ]:
C8H10FN3O4S

[ Molecular Weight ]:
263.24600

[ Exact Mass ]:
263.03800

[ PSA ]:
127.64000

Related Compounds