Journal ArticleDOI
Acyloxymethyl carbonochloridates. new intermediates in prodrug synthesis
Michael Folkmann,Frantz J. Lund +1 more
Reads0
Chats0
TLDR
In this article, the synthesis of stable acyloxymethyl carbonochloridates 7 has been accomplished in four steps from chloromethyl CO 3 to carbonothioate 6cc by chlorination with sulfuryl chloride.Abstract:
The synthesis of a number of stable acyloxymethyl carbonochloridates 7 has been accomplished in four steps from chloromethyl carbonochloridate 3. Each step has been optimized with propanoyl-oxymethyl carbonochloridate 7c as a model compound (64% overall yield). Diethyl ether-boron trifluoride catalyzes the conversion of carbonothioate 6cc to the carbonochloridate 7c by chlorination with sulfuryl chloride. Acylation of a few compounds containing hydroxy or amino groups by 7c is describedread more
Citations
More filters
Journal ArticleDOI
Improvement of oral peptide bioavailability: Peptidomimetics and prodrug strategies
Giovanni M. Pauletti,Giovanni M. Pauletti,Sanjeev Gangwar,Teruna J. Siahaan,Jeffrey Aubé,Ronald T. Borchardt +5 more
TL;DR: This manuscript will focus on the physiological limitations for oral peptide delivery and on various strategies using chemical modifications to improve oral bioavailability of peptide-based drugs.
Patent
Antiviral phosphonomethoxy nucleotide analogs having increased oral bioavailability
Murty N. Arimilli,Kenneth C. Cundy,Joseph P. Dougherty,Choung U. Kim,Reza Oliyai,Valentino J. Stella +5 more
TL;DR: In this paper, the structure of esters of antiviral phosphonomethoxy nucleotide analogs with carbonates and/or carbamates having the structure OC(R 2 ) 2 OC(O)X(R) a was defined.
Patent
Prodrugs of gaba analogs, compositions and uses thereof
Mark A. Gallop,Kenneth C. Cundy,Cindy X. Zhou,Fayang Gregory Qiu,Fenmei Yao,Jia-Ning Xiang,Ian R. Ollman +6 more
TL;DR: In this article, the authors present methods for using prodrugs of GABA analogs and pharmaceutical compositions of prodrug drugs for treating or preventing common diseases and/or disorders, as well as methods for making prodrug drug analogs.
Patent
Compositions and methods for combination antiviral therapy
TL;DR: In this article, therapeutic combinations of [2-(6-amino-purin-9]- yl]-1-methyl-ethoxymethyl]-phosphonic acid diisopropoxycarbonyloxymyethyl ester (tenofovir disoproxil fumarate, Viread®) and [2R, 5S, cis]-4-aminoside-5-fluoro-l-(2 hydroxymethyl-1,3-oxathiolan-5]-pyrimidin-2-one
Patent
Acyloxyalkyl carbamate prodrugs, methods of synthesis, and use
TL;DR: In this paper, the authors discuss acyloxyalkyl carbamate prodrugs of (±)-4-amino-3-(4-chlorophenyl)butanoic acid and analogs thereof for treating or preventing common diseases and disorders such as spasticity and/or acid reflux disease.