New Potent SARS-CoV 3C-Like Protease Inhibitors Derived from Thieno[2,3-d]-pyrimidine Derivatives.
Identifieur interne : 000D13 ( PubMed/Curation ); précédent : 000D12; suivant : 000D14New Potent SARS-CoV 3C-Like Protease Inhibitors Derived from Thieno[2,3-d]-pyrimidine Derivatives.
Auteurs : Amira S. Abd El-All [Égypte] ; Sanaa M Sh Atta [Égypte] ; Hanaa M F. Roaiah [Égypte] ; Enas M. Awad [Égypte] ; Mohamed M. Abdalla [Égypte]Source :
- Archiv der Pharmazie [ 1521-4184 ] ; 2016.
Descripteurs français
- KwdFr :
- Antiviraux (), Antiviraux (synthèse chimique), Cysteine endopeptidases (), Protéines virales (), Protéines virales (antagonistes et inhibiteurs), Pyrimidines (), Pyrimidines (synthèse chimique), Relation structure-activité, Sialidase (), Sialidase (antagonistes et inhibiteurs), Sous-type H3N2 du virus de la grippe A (enzymologie).
- MESH :
- antagonistes et inhibiteurs : Protéines virales, Sialidase.
- enzymologie : Sous-type H3N2 du virus de la grippe A.
- synthèse chimique : Antiviraux, Pyrimidines.
- Antiviraux, Cysteine endopeptidases, Protéines virales, Pyrimidines, Relation structure-activité, Sialidase.
English descriptors
- KwdEn :
- Antiviral Agents (chemical synthesis), Antiviral Agents (chemistry), Cysteine Endopeptidases (chemistry), Influenza A Virus, H3N2 Subtype (enzymology), Neuraminidase (antagonists & inhibitors), Neuraminidase (chemistry), Pyrimidines (chemical synthesis), Pyrimidines (chemistry), Structure-Activity Relationship, Viral Proteins (antagonists & inhibitors), Viral Proteins (chemistry).
- MESH :
- chemical , antagonists & inhibitors : Neuraminidase, Viral Proteins.
- chemical , chemical synthesis : Antiviral Agents, Pyrimidines.
- chemical , chemistry : Antiviral Agents, Cysteine Endopeptidases, Neuraminidase, Pyrimidines, Viral Proteins.
- enzymology : Influenza A Virus, H3N2 Subtype.
- Structure-Activity Relationship.
Abstract
2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (1) condensed with carbaldehydes 2a,b to give the respective thienopyrimidines (3a,b), which reacted with phosphoryl chloride and hydrazine hydrate to afford the respective pyrimidinohydrazines (4a,b). Compound 4a condensed with acetophenone under Vilsmeier conditions to afford the formylated pyrazolopyrimidine 6. Condensation of 4a with active methylenes produced the respective pyrazolopyrimidines (7-11). Besides, 4a condensed with succinic anhydride and with phthalic anhydride, yielding the pyrrolidine-2,5-dione 12 and the isoindoline-1,3-dione 13, respectively. Moreover, 4a reacted with isatin to afford the hydrazono-indolin-2-one 14. Structural elucidations for the new thienopyrimidines were based upon compatible analytical and spectroscopic results. Eleven of the new compounds were tested and found active against influenza A neuraminidase virus (H3N2). Compounds 12 and 13 were the most potent.
DOI: 10.1002/ardp.201500407
PubMed: 26806115
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pubmed:26806115Le document en format XML
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<term>Influenza A Virus, H3N2 Subtype (enzymology)</term>
<term>Neuraminidase (antagonists & inhibitors)</term>
<term>Neuraminidase (chemistry)</term>
<term>Pyrimidines (chemical synthesis)</term>
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<term>Pyrimidines (synthèse chimique)</term>
<term>Relation structure-activité</term>
<term>Sialidase ()</term>
<term>Sialidase (antagonistes et inhibiteurs)</term>
<term>Sous-type H3N2 du virus de la grippe A (enzymologie)</term>
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<front><div type="abstract" xml:lang="en">2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (1) condensed with carbaldehydes 2a,b to give the respective thienopyrimidines (3a,b), which reacted with phosphoryl chloride and hydrazine hydrate to afford the respective pyrimidinohydrazines (4a,b). Compound 4a condensed with acetophenone under Vilsmeier conditions to afford the formylated pyrazolopyrimidine 6. Condensation of 4a with active methylenes produced the respective pyrazolopyrimidines (7-11). Besides, 4a condensed with succinic anhydride and with phthalic anhydride, yielding the pyrrolidine-2,5-dione 12 and the isoindoline-1,3-dione 13, respectively. Moreover, 4a reacted with isatin to afford the hydrazono-indolin-2-one 14. Structural elucidations for the new thienopyrimidines were based upon compatible analytical and spectroscopic results. Eleven of the new compounds were tested and found active against influenza A neuraminidase virus (H3N2). Compounds 12 and 13 were the most potent. </div>
</front>
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