Richardson-merrell Inc.

Other

Johann M Grisar

Thomas R Blohm

Edward M Roberts

Robert W Fleming

Arthur D Sill

Norbert L Wiech

Compounds possessing hypoglycemic, hypotensive, anti-inflammatory, anticoagulant and diuretic acitivity are represented by compounds of the following formula ##STR1## wherein Y is thienyl, cycloalkyl of from 5 to 7 carbon atoms, phenyl or substituted phenyl in which case the substituents on the substituted phenyl are selected from halogen, such as fluorine, chlorine, bromine or iodine, lower alkyl of from 1 to 4 carbon atoms and lower alkoxy of from 1 to 4 carbon atoms; Z is hydrogen or hydroxy; R is hydrogen, lower alkyl of from 1 to 4 carbon atoms, phenyl or benzyl; R.sup.1 is hydrogen, lower alkyl of from 1 to 4 carbon atoms or halogen, such as chlorine, fluorine, bromine or iodine; m is from 3 to 6; and n is from 3 to 11. Pharmaceutical compositions of these compounds and their use are also disclosed.

Substituted cycloalkyl lactamimides

Compounds possessing hypoglycemic, hypotensive, antiinflammatory, anticoagulant and diuretic activity are represented by compounds of the following formula ##STR1## wherein Y is thienyl, cycloalkyl of from 5 to 7 carbon atoms, phenyl or substituted phenyl in which case the substituents on the substituted phenyl are selected from halogen, such as fluorine, chlorine, bromine or iodine, lower alkyl of from 1 to 4 carbon atoms and lower alkoxy of from 1 to 4 carbon atoms; Z is hydrogen or hydroxy; R is hydrogen, lower alkyl of from 1 to 4 carbon atoms, phenyl or benzyl; R.sup.1 is hydrogen, lower alkyl of from 1 to 4 carbon atoms or halogen, such as chlorine, fluorine, bromine or iodine; m is from 3 to 6; and n is from 3 to 11. Pharmaceutical compositions of these compounds and their use are also disclosed.

Compounds possessing hypoglycemic, hypotensive, anti-inflammatory, anticoagulant and diuretic activity are represented by compounds of the following formula ##STR1## wherein Y is thienyl, cycloalkyl of from 5 to 7 carbon atoms, phenyl or substituted phenyl in which case the substituents on the substituted phenyl are selected from halogen, such as fluorine, chlorine, bromine or iodine, lower alkyl of from 1 to 4 carbon atoms and lower alkoxy of from 1 to 4 carbon atoms; Z is hydrogen or hydroxy; R is hydrogen, lower alkyl of from 1 to 4 carbon atoms, phenyl or benzyl; R.sup.1 is hydrogen, lower alkyl of from 1 to 4 carbon atoms or halogen, such as chlorine, fluorine, bromine or iodine; m is from 3 to 6; and n is from 3 to 11. Pharmaceutical compositions of these compounds and their use are also disclosed.

Compounds possessing hypoglycemic, hypotensive, anti-inflammatory, anticoagulant and diuretic activity are represented by compounds of the following formula ##STR1## where Y is thienyl, cycloalkyl of from 5 to 7 carbon atoms, phenyl or substituted phenyl in which case the substituents on the substituted phenyl are selected from halogen, such as fluorine, chlorine, bromine or iodine, lower alkyl of from 1 to 4 carbon atoms and lower alkoxy of from 1 to 4 carbon atoms; Z is hydrogen or hydroxy; R is hydrogen, lower alkyl of from 1 to 4 carbon atoms, phenyl or benzyl; R.sup.1 is hydrogen, lower alkyl of from 1 to 4 carbon atoms or halogen, such as chlorine, fluorine, bromine or iodine; m is from 3 to 6; and n is from 3 to 11. Pharmaceutical compositions of these compounds and their use are also disclosed.

Compounds useful as antiviral agents are those of the formula ##SPC1## Wherein each R.sup.1 is hydrogen or methyl; each n is an integer of 2 to 4; each of R.sup.2 and R.sup.3 is alkyl of 3 to 5 carbon atoms or alkenyl of 3 to 5 carbon atoms; or a pharmaceutically acceptable acid addition salt of said base. Pharmaceutical compositions are formed from these compounds with pharmaceutically acceptable carriers.

Bis(aminoalkylsulfamoyl)anthraquinone antiviral agents

Novel compounds useful as diuretic agents and anticoagulants are represented by the following formula ##SPC1## Wherein m is a positive whole integer of from 1 to 3; n is a positive whole integer of from 3 to 7; R and R.sup.1 may be the same or different and represent hydrogen, a straight or branched lower alkyl chain of from 1 to 4 carbon atoms, halogen, trifluorometyl, trifluoromethylthio, trifluoromethoxy, phenyl, phenoxy, or lower alkoxy of from 1 to 4 carbon atoms, with the proviso that both R and R' are not hydrogen, and with the proviso that when m is equal to 1, and one of R or R.sup.1 is hydrogen the other of R or R.sup.1 is not lower alkoxy of from 1 to 4 carbon atoms; and pharmaceutically acceptable acid addition salts and individual optical isomers where applicable.

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Cincinnati, OH, United States of America

Johann M Grisar