Labile quaternary ammonium salts useful in binding bile acids in

Details Labile quaternary ammonium salts useful in binding bile acids in Labile quaternary ammonium salts useful in binding bile acids in

1977-06-24

1979-02-20

Waddell, Frederick E.

Drug, bio-affecting and body treating compositions

Antigen, epitope, or other immunospecific immunoeffector

Recombinant or stably-transformed bacterium encoding one or...

424238, 424308, 424309, 424311, 424313, 424317, 424318, A61K 3123, A61K 3122, A61K 31235, A61K 3124

Patent

active

041407962

ABSTRACT:
Free and conjugated bile acids are effectively bound in warm-blooded animals by administering thereto, a therapeutically effective bile acid binding amount of a quaternary ammonium compound having the formula: ##STR1## wherein ##STR2## represents a tertiary open chain or cyclic aliphatic amine; wherein ##STR3## represents an unsaturated amine; wherein R represents a member selected from the group consisting of a hydrogen atom, a C.sub.1 -C.sub.20 open chain or cyclo alkyl group, a C.sub.1 -C.sub.20 alkoxy-alkyl group, a C.sub.1 -C.sub.20 alkanoyloxyalkyl group, a C.sub.1 -C.sub.20 haloalkyl group, a C.sub.1 -C.sub.20 carboxyalkyl group, an aryl group, and a substituted aryl group, whose substituents are selected from the group consisting of a halogen atom, an O--C.sub.1 -C.sub.4 alkyl group, an O--C.sub.1 -C.sub.8 alkanoyl group, a nitro group, a carboxyl group, and a carboethoxy group; wherein R.sub.1, which may be the same or different, represents any member defined by R above with the proviso that R cannot be a hydrogen atom, a ##STR4## WHEREIN R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each selected from the group consisting of a hydrogen atom, a methyl group or an ethyl group, a C.sub.0 -C.sub.22 straight or branched ##STR5## WHEREIN N IN EACH OCCURRENCE AND M REPESENT AN INTEGER OF FROM 0 TO 22, AN ##STR6## WHEREIN A represents a C.sub.0 -C.sub.22 straight or branched alkyl group as above or a --(CH.sub.2 CH.sub.2 O).sub.p group, wherein the p represents an integer of from 0 to 22, and the residue of any naturally occurring bile acid or synthetic derivative thereof; and wherein X.sup.- represents a halogen atom or any other organic or inorganic monovalent anion are disclosed.
These compounds are relatively nontoxic and substantially bind bile acids in warm-blooded animals and thus reduce the ulcerogenic symptoms exhibited by those characterized as being ulcer-prone.

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