The Upjohn Co.

John B Wright

Charles M Hall

Herbert G Johnson

Anthony A Sinkula

William J Wechter

Richard S Hsi

Novel compounds of the formula ##STR1## wherein X and Y are the same or different and are hydrogen, fluora, chloro, bromo, alkyl of one to six carbon atoms, inclusive, alkoxy of one to six carbon atoms, inclusive, nitro, cyano, amino, trifluoromethyl, ##STR2## wherein R.sub.1 is alkyl of one to six carbon atoms, inclusive, ##STR3## wherein R.sub.2 and R.sub.3 are the same or different and are hydrogen or alkyl of one to three carbon atoms inclusive, or CO.sub.2 Q where Q is alkyl of one to six carbon atoms, inclusive, hydrogen or a physiologically acceptable metal or amine cation; and R is hydrogen, alkyl of one to eight carbon atoms, inclusive, --CH.sub.2).sub.m phenyl wherein m is 0, 1 or 2 or (CH.sub.2).sub.n NR.sub.4 R.sub.5 wherein n is 1 or 2, and R.sub.4 and R.sub.5 are the same or different and are alkyl of one to three carbon atoms, inclusive, and a physiologically acceptable metal or amine cation; and physiologically acceptable acid addition salts thereof are formulated into pharmaceutical compositions suitable for oral, parenteral or inhalation administration which are used as prophylactic inhibitors of allergic manifestations in sensitized mammals.

Benzothiazole derivatives

Compounds represented below ##STR1## and pharmaceutical compositions thereof, the compositions including the non-substituted phenylene dioxamates are useful in the prophylactic treatment of sensitized mammals for allergy and all anaphylactic reactions of a reagin or non-reagin mediated nature.

Phenylene dioxamate esters

Compounds of the formula ##STR1## are useful as anti-allergy agents.

Oxamides, pharmaceutical compositions thereof and method of use

N-Hetero substituted dioxamic acid compounds

Novel compounds of the formula ##STR1## wherein R is alkyl of one to eight carbon atoms, inclusive, are formulated into pharmaceutical compositions suitable for oral or parenteral administration which are used as agents to prophylactically inhibit the allergic manifestations of a sensitized mammal.

3,5-Dinitro oxanilic acid ester compounds, compositions and methods

It has now been discovered that compounds of FIG. I ##STR1## are useful in the prophylactic treatment of sensitized humans and animals for allergy and all anaphylactic reactions of a reagin or non-reagin mediated nature. The compounds are formulated with pharmaceutical carriers for oral, parenteral, inhalation, or rectal means of administration. Certain compounds are novel.

Anti-allergic oxanilates

A method of treating mammals for allergy and anaphylactic reactions of a reagin or non-reagin mediated nature which comprises administering prophylactically to said mammal an anti-allergy or anaphylactic reaction effective amount of a compound of the formula ##STR1## Novel compositions are also claimed.

Anti-allergic bis-phenylene compositions and methods of using same

Dioxamic acids and salts

Compounds, compositions and methods of using the compounds of the formula as anti-allergics ##STR1## wherein X' is the same as X, X' is at the 3 or 4 position and is ##STR2## R is selected from the group consisting of hydrogen alkyl of one to eight carbon atoms, inclusive, and a physiologically acceptable metal or amine cation;

Meta and para phenylenedi-5-isoxazole carboxylic acids, esters and salts

Anti-allergic bis phenylene compositions and uses

Compounds of the formula ##STR1## wherein X and Y are the same or different and are hydrogen, fluoro, chloro, bromo, alkyl of one to six carbon atoms, inclusive, alkoxy of one to six carbon atoms, inclusive, nitro, cyano, amino, trifluoromethyl, ##STR2## wherein R.sub.1 is alkyl of one to six carbon atoms, inclusive, ##STR3## wherein R.sub.2 and R.sub.3 are the same or different and are hydrogen or alkyl of one to three carbon atoms inclusive, or CO.sub.2 Q where Q is alkyl of one to six carbon atoms, inclusive, hydrogen or a physiologically acceptable metal or amine cation; and R is hydrogen, alkyl of one to eight carbon atoms, inclusive, --CH.sub.2).sub.m phenyl wherein m is 0, 1 or 2 or (CH.sub.2).sub.n NR.sub.4 R.sub.5 wherein n is 1 or 2, and R.sub.4 and R.sub.5 are the same or different and are alkyl of one to three carbon atoms, inclusive, and a physiologically acceptable metal or amine cation; and physiologically acceptable acid addition salts thereof are formulated into pharmaceutical compositions suitable for oral, parenteral or inhalation administration which are used as prophylactic inhibitors of allergic manifestations in sensitized mammals.

Benzothiazolyl oxanic acids, esters and salts

Pharmaceutical composition having as the active agent a compound of the formula ##STR1## wherein R is hydrogen, a physiologically acceptable metal or amine cation and alkyl of one to eight carbon atoms inclusive, useful for preventing allergic manifestations in sensitized mammals.

Anti-allergic aminooxanilic acids and esters

A method of treating mammals for allergy and anaphylactic reactions of a reagin or non-reagin mediated nature which comprises administering prophylactically to said mammal an anti-allergy or anaphylactic reaction effective amount of a compound of the formula ##STR1## Novel compounds and compositions are also claimed.

Anti-allergic oxanil compounds

Novel chemical compounds of the formula: ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl from one to three carbon atoms, inclusive, phenyl, alkali metal, or an amine cation;

DI-Tham salt of 10-cl,1,4,6,9 tetrahydro-5-methyl 4,6

Pharmaceutical compositions having as the active agent a compound of the formula ##STR1## useful for preventing allergic manifestations in sensitized mammals and novel compounds.

Growing community of inventors

Kalamazoo, MI, United States of America

John B Wright