On the Mechanism of Formation and the Synthesis of Pantoprazole Sodium Sesquihydrate-Related Compound E: A Phantom Chemical Entity

[Image: see text] A mechanism for the formation of pantoprazole related compound E (RC E) is proposed involving the formation of a radical cation in the pH range of 5–8. pH dependence of RC E is demonstrated, and the contribution of the difluoromethoxy group in stabilizing the C-6 free radical, a pr...

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Autores principales: Yari, Ahmad, Zolali, Amin, Karimian, Khashayar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6648569/
https://www.ncbi.nlm.nih.gov/pubmed/31459358
http://dx.doi.org/10.1021/acsomega.8b00845
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author Yari, Ahmad
Zolali, Amin
Karimian, Khashayar
author_facet Yari, Ahmad
Zolali, Amin
Karimian, Khashayar
author_sort Yari, Ahmad
collection PubMed
description [Image: see text] A mechanism for the formation of pantoprazole related compound E (RC E) is proposed involving the formation of a radical cation in the pH range of 5–8. pH dependence of RC E is demonstrated, and the contribution of the difluoromethoxy group in stabilizing the C-6 free radical, a prerequisite to the formation of the dimer byproduct, is discussed. Also, the synthesis of pantoprazole RC E is reported using the benzidine rearrangement.
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spelling pubmed-66485692019-08-27 On the Mechanism of Formation and the Synthesis of Pantoprazole Sodium Sesquihydrate-Related Compound E: A Phantom Chemical Entity Yari, Ahmad Zolali, Amin Karimian, Khashayar ACS Omega [Image: see text] A mechanism for the formation of pantoprazole related compound E (RC E) is proposed involving the formation of a radical cation in the pH range of 5–8. pH dependence of RC E is demonstrated, and the contribution of the difluoromethoxy group in stabilizing the C-6 free radical, a prerequisite to the formation of the dimer byproduct, is discussed. Also, the synthesis of pantoprazole RC E is reported using the benzidine rearrangement. American Chemical Society 2019-01-09 /pmc/articles/PMC6648569/ /pubmed/31459358 http://dx.doi.org/10.1021/acsomega.8b00845 Text en Copyright © 2019 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Yari, Ahmad
Zolali, Amin
Karimian, Khashayar
On the Mechanism of Formation and the Synthesis of Pantoprazole Sodium Sesquihydrate-Related Compound E: A Phantom Chemical Entity
title On the Mechanism of Formation and the Synthesis of Pantoprazole Sodium Sesquihydrate-Related Compound E: A Phantom Chemical Entity
title_full On the Mechanism of Formation and the Synthesis of Pantoprazole Sodium Sesquihydrate-Related Compound E: A Phantom Chemical Entity
title_fullStr On the Mechanism of Formation and the Synthesis of Pantoprazole Sodium Sesquihydrate-Related Compound E: A Phantom Chemical Entity
title_full_unstemmed On the Mechanism of Formation and the Synthesis of Pantoprazole Sodium Sesquihydrate-Related Compound E: A Phantom Chemical Entity
title_short On the Mechanism of Formation and the Synthesis of Pantoprazole Sodium Sesquihydrate-Related Compound E: A Phantom Chemical Entity
title_sort on the mechanism of formation and the synthesis of pantoprazole sodium sesquihydrate-related compound e: a phantom chemical entity
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6648569/
https://www.ncbi.nlm.nih.gov/pubmed/31459358
http://dx.doi.org/10.1021/acsomega.8b00845
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AT karimiankhashayar onthemechanismofformationandthesynthesisofpantoprazolesodiumsesquihydraterelatedcompoundeaphantomchemicalentity

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