“A simple and economical procedure for synthesis of amantadine hydrochloride”, International Journal of Pharmaceutical Sciences and Research 10 (2019) 4359-4366

Amantadine hydrochloride (1), a well-known antiviral drug, has been used to treat certain type-A influenza infections and been also medicated as an anti-dyskinetic agent for Parkinson’s disease. In this paper, we report a simple and economical procedure for synthesis of amantadine hydrochloride (1)...

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Main Author: Nguyen Huu Tung
Other Authors: Phan Dinh Chau
Published: IJPSR 2019
Online Access:https://dlib.phenikaa-uni.edu.vn/handle/PNK/247
https://doi.org/10.13040/IJPSR.0975-8232.10(9).4359-66
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spelling oai:localhost:PNK-2472022-08-17T05:54:41Z “A simple and economical procedure for synthesis of amantadine hydrochloride”, International Journal of Pharmaceutical Sciences and Research 10 (2019) 4359-4366 Nguyen Huu Tung Phan Dinh Chau Dang Tuan Anh Vu Binh Duong Amantadine hydrochloride (1), a well-known antiviral drug, has been used to treat certain type-A influenza infections and been also medicated as an anti-dyskinetic agent for Parkinson’s disease. In this paper, we report a simple and economical procedure for synthesis of amantadine hydrochloride (1) from 1-bromoadamantane (3) and urea in a one-step procedure with high yield (81%) and advantage. The structure of the obtained amantadine hydrochloride was confirmed by MS, 1H-NMR and 13CNMR spectra and its quality was validated following the United State Pharmacopeia (USP 38). In addition, the synthesis condition was optimized following parameters including reaction reagent as source of nitrogen, reaction temperature, reaction time, reagent molar-ratio, solvent and HCl concentration, successively, to archive the highest yield of amantadine hydrochloride (1) at the following certified condition: reaction temperature = 175°C; reaction time = 1.0 h; molar ratio of (urea: 1-bromo-adamantane) = (3 : 1), in diphenyl ether with ratio of (Ad-Br : Ph2O) = 1.1 g :1 mL), respectively. 2019 2020-04-29T07:52:25Z 2020-04-29T07:52:25Z 2019 bccb00181 https://dlib.phenikaa-uni.edu.vn/handle/PNK/247 https://doi.org/10.13040/IJPSR.0975-8232.10(9).4359-66 application/pdf IJPSR
institution Digital Phenikaa
collection Digital Phenikaa
description Amantadine hydrochloride (1), a well-known antiviral drug, has been used to treat certain type-A influenza infections and been also medicated as an anti-dyskinetic agent for Parkinson’s disease. In this paper, we report a simple and economical procedure for synthesis of amantadine hydrochloride (1) from 1-bromoadamantane (3) and urea in a one-step procedure with high yield (81%) and advantage. The structure of the obtained amantadine hydrochloride was confirmed by MS, 1H-NMR and 13CNMR spectra and its quality was validated following the United State Pharmacopeia (USP 38). In addition, the synthesis condition was optimized following parameters including reaction reagent as source of nitrogen, reaction temperature, reaction time, reagent molar-ratio, solvent and HCl concentration, successively, to archive the highest yield of amantadine hydrochloride (1) at the following certified condition: reaction temperature = 175°C; reaction time = 1.0 h; molar ratio of (urea: 1-bromo-adamantane) = (3 : 1), in diphenyl ether with ratio of (Ad-Br : Ph2O) = 1.1 g :1 mL), respectively.
author2 Phan Dinh Chau
author_facet Phan Dinh Chau
Nguyen Huu Tung
author Nguyen Huu Tung
spellingShingle Nguyen Huu Tung
“A simple and economical procedure for synthesis of amantadine hydrochloride”, International Journal of Pharmaceutical Sciences and Research 10 (2019) 4359-4366
author_sort Nguyen Huu Tung
title “A simple and economical procedure for synthesis of amantadine hydrochloride”, International Journal of Pharmaceutical Sciences and Research 10 (2019) 4359-4366
title_short “A simple and economical procedure for synthesis of amantadine hydrochloride”, International Journal of Pharmaceutical Sciences and Research 10 (2019) 4359-4366
title_full “A simple and economical procedure for synthesis of amantadine hydrochloride”, International Journal of Pharmaceutical Sciences and Research 10 (2019) 4359-4366
title_fullStr “A simple and economical procedure for synthesis of amantadine hydrochloride”, International Journal of Pharmaceutical Sciences and Research 10 (2019) 4359-4366
title_full_unstemmed “A simple and economical procedure for synthesis of amantadine hydrochloride”, International Journal of Pharmaceutical Sciences and Research 10 (2019) 4359-4366
title_sort “a simple and economical procedure for synthesis of amantadine hydrochloride”, international journal of pharmaceutical sciences and research 10 (2019) 4359-4366
publisher IJPSR
publishDate 2019
url https://dlib.phenikaa-uni.edu.vn/handle/PNK/247
https://doi.org/10.13040/IJPSR.0975-8232.10(9).4359-66
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score 8.891145