Document Detail

Synthesis of (S)-1-(2',3'-dihydroxypropyl)-2-alkylthiouracils as new antiviral agents.
MedLine Citation:
PMID:  9675767     Owner:  NLM     Status:  MEDLINE    
2-Alkylthiouracils 1a-f have been prepared. Nucleoside coupling of 2 with sodium salt of 1a-f gave the corresponding dioxolane derivatives 3a-f which were treated with 80% acetic acid at reflux temperature to give (S)-1-(2',3'-dihydroxypropyl)-2-alkylthiouracil derivatives 4a-f. Treatment of 4d with 1 mol tosyl chloride gives the corresponding monotosylate 5. On the other hand, with 2 mol it gives the ditosylate 6. Treatment of 5 and/or 6 with sodium azide/dimethylformamide give 7 and 8 which could be reduced to the corresponding amino derivatives 9 and 10 by using triphenylphosphine/pyridine.
A A Rahman; M T Aal
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Die Pharmazie     Volume:  53     ISSN:  0031-7144     ISO Abbreviation:  Pharmazie     Publication Date:  1998 Jun 
Date Detail:
Created Date:  1998-08-20     Completed Date:  1998-08-20     Revised Date:  2007-01-29    
Medline Journal Info:
Nlm Unique ID:  9800766     Medline TA:  Pharmazie     Country:  GERMANY    
Other Details:
Languages:  eng     Pagination:  377-80     Citation Subset:  IM; X    
Chemistry Department, Faculty of Science, Menoufia University, Shebin El-Koam, Egypt.
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MeSH Terms
Anti-HIV Agents / chemical synthesis*,  pharmacology
Hepatitis B virus / drug effects,  physiology
Magnetic Resonance Spectroscopy
Thiouracil / analogs & derivatives,  chemical synthesis*,  pharmacology
Virus Replication / drug effects
Reg. No./Substance:
0/Anti-HIV Agents; 141-90-2/Thiouracil

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