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filingDate 2001-07-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_6d9322194aa16bb9ce130aa65fe8b344
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publicationDate 2002-01-31-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber WO-0208235-A1
titleOfInvention Medicament for oral application, containing aminopropyl phosphonic acid esters as an active ingredient
abstract The pharmaceutical agents, aminopropyl phosphonic acids, such as 3-N-formyl hydroxyl aminopropyl phosphonic acid (fosmidomycin) and 3-N-acetyl hydroxyl aminopropyl phosphonic acid (FR900098), comprising highly polar functional groups, exhibit insufficient resorption power in the gastrointestinal tract. However, many esters of said active ingredients prove to be suitable prodrugs, for example the compounds of formula (I) wherein R1 and R2 are independently selected from the group consisting of hydrogen and C1-9-alkyl; R3 is selected from the group consisting of substituted and unsubstituted phenyl esters and R5-Y-R6; R4 is selected from the group consisting of substituted and unsubstituted phenyl esters and R7-X-R8; X and Y are independently selected from the group consisting of sulphur and oxygen; R7 and R5 are independently selected from the group consisting of C1-9-alkylene groups and C0-9-alkyl-ar-C0-9-alkyl groups; and R6 and R8 are independently selected from the group consisting of C1-9-alkylene groups and ar-C1-9-alkylene groups; or R3 and R4 together form an alkylene group comprising 1 to 5 carbon atoms, said group bonding the two ester-forming oxygen atoms of the phosphorus group together in such a way that a ring is formed. Said compounds are sufficiently stable to be able to stay in the gastrointestinal tract without considerably decomposing, but do decompose to a large extent in the target cell.
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