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US 4,071,478 AGranted
Controlled partially cross-linked 3,3-ionenes
AssigneeMerck & Co., Inc.
InventorsTsung-Ying Shen, Arthur F. Wagner
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AssigneeMerck & Co., Inc.
InventorsTsung-Ying Shen, Arthur F. Wagner
Estimating the term…
The invention disclosed herein relates to novel partially cross-linked, fully quaternized poly-[(methylimino)trimethylene] polymers wherein a minor proportion (1% to 20%) of the nitrogen atoms in adjacent poly-[(methylimino)trimethylene] linear chains are, by quaternization, joined through trimethylene or 2-hydroxy-trimethylene bridges, the non-cross-linked nitrogens in the said linear chains being fully quaternized with lower alkyl or trialkylammoniopropyl groupings; and to the novel process for preparing these partially cross-linked, fully quaternized polymers which comprises reacting poly-[(methylimino)trimethylene] with 0.01 to 0.2 equivalents of 1,3-dihalo-propane or 1,3-dihalo-2-hydroxypropane per equivalent of tertiary amine in said poly-[(methylimino)trimethylene], and subsequently reacting the resulting product with excess alkyl halide or 3-halopropyltrialkylammonium halide. These partially cross-linked fully quaternized poly-[(methylimino) trimethylene] polymers are useful as highly-efficient bile acid sequestrants.
The process which comprises reacting a poly-[(methylimino)trimethylene] polymer with about 1% to 20% of the stoichiometric equivalent (based on the tertiary amine content of the polymer) of 1,3-dihalopropane or 2-hydroxy-1,3-dihalopropane, thereby forming a partially (1% to 20%) cross-linked, partially-quaternized polymeric mixture, wherein nitrogen atoms in adjacent poly-[(methylimino)trimethylene] linear chains are, by quaternization, joined through trimethylene or 2-hydroxy-trimthylene bridges;
The process as defined in cllaim 1 wherein poly-[(methylimino)trimethylene] is reacted with about 7% of the stoichiometric equivalent of 2-hydroxy-1,3-dichloropropane, and the resulting 7% quaternized, 7% 2-hydroxy-1,3-trimethylene-cross-linked, poly-[(methylimino)trimethylene] is reacted with an excess of trimethylammoniopropyl chloride to form substantially completely quaternized, 7% 2-hydroxy-1,3-trimethylene-cross-linked, poly-[{methyl-(3-trimethylammoniopropyl)iminio}trimethylene dichloride].
The substantially completely quaternized, 1% to 20% (1,3-trimethylene or 2-hydroxy-1,3-trimethylene)-cross-linked, poly-[{methyl-(alkyl or 3-trialkylammoniopropyl)iminio}trimethylene(halide, dihalide or other pharmacologically acceptable anion)], characterized as being active as bile acid sequestrant.
A partially cross-linked, quaternary polymer, having bile acid sequestrant activity, selected from the group consisting of completely quaternized, 1% to 20% 1,3-trimethylene-cross-linked, poly-[(alkylmmethyliminio)trimethylene halide];
The substantially completely quaternized, 1% to 20% 1,3-trimethylene-cross-linked, poly[(dimethyliminio)trimethylene chloride].
The substantially completely quaternized, 1% to 20% 1,3-trimethylene-cross-linked, poly-[{methyl-(3-trimethylammoniopropyl)iminio}trimethylene dichloride].
The substantially completely quaternized, 1% to 20% 2-hydroxy-1,3-trimethylene-cross-linked, poly-[(dimethyliminio)trimethylene chloride].
The substantially completely quaternized, 1% to 20% 2-hydroxy-1,3-trimethylene-cross-linked, poly-[{methyl-(3-trimethylammoniopropyl)iminio}trimethylene dichloride].
Dependencies are inferred from the claim text.