Duramed Pharmaceuticals, Inc.

Endeavor Pharmaceuticals

Barr Laboratories, Inc.

Edward N Hill

Robert R Whittle

Frederick D Sancilio

Thomas W Leonard

Katherin M Schlipp

Dean G Shirazi

Novel estrogenic compounds of Formula I are provided. wherein the bond represented by the wavy line may be a single or double bond such that when the wavy line is a single bond, Ris selected from the group consisting of hydrogen, sulfate and glucoronate or other esters, and when the wavy line is a double bond, Rdoes not exist; Ris lower alkyl; Rmay be selected from the group consisting of hydrogen, sulfate, or glucuronide or other esters; and Rthrough Rmay independently be selected from the group consisting of hydrogen, hydroxy, ketone, lower alkyl, lower alkoxy, halogen, and carbonyl groups and Ris selected from the group consisting of hydrogen, sulfate and glucoronide and other esters. When Ris hydroxy, the hydroxy or ester substituent may have either an &#x3b1; or a &#x3b2; orientation. Compositions of matter including compounds of the present invention are also provided as are methods of treating mammals in need of treatment using compounds of the present invention.

Estrogenic compounds, pharmaceutical compositions and formulations comprising the same

Estrogenic compounds and pharmaceutical formulations comprising the same

Estrogenic compounds, methods of using and methods of administering the same

Estrogenic compounds and topical pharmaceutical formulations of the same

Novel estrogenic compounds of Formula I are provided. wherein the bond represented by the wavy line may be a single or double bond such that when the wavy line is a single bond, Ris selected from the group consisting of hydrogen, sulfate and glucoronate or other esters, and when the wavy line is a double bond, Rdoes not exist; Ris lower alkyl; Rmay be selected from the group consisting of hydrogen, sulfate, or glucuronide or other esters; and Rthrough Rmay independently be selected from the group consisting of hydrogen, hydroxy, ketone, lower allyl, lower alkoxy, halogen, and carbonyl groups and Ris selected from the group consisting of hydrogen, sulfate and glucoronide and other esters. When Ris hydroxy, the hydroxy or ester substituent may have either an &#x3b1; or a &#x3b2; orientation. Compositions of matter including compounds of the present invention are also provided as are methods of treating mammals in need of treatment using compounds of the present invention.

(3) and (6) substituted estrogenic compounds

The present invention relates to novel estrogenic compounds. The present invention also relates to methods of treating estrogen deprivation in a subject comprising administering novel estrogenic compounds. Additionally, the present invention relates to methods of synthesizing novel estrogenic compounds.

C(14) estrogenic compounds

A composition of matter is provided having a mixture of active estrogenic compounds. The mixture is present in chemically pure form. The mixture includes salts of conjugated estrone, conjugated equilin, conjugated &#x394;-dehydroestrone, conjugated 17&#x3b1;-estradiol, conjugated 17&#x3b1;-dihydroequilin, conjugated 17&#x3b2;-dihydroequilin, conjugated 17&#x3b2;-estradiol, conjugated equilenin, conjugated 17&#x3b1;-dihydroequilenin, and conjugated 17&#x3b2;-dihydroequilenin. The mixture also contains the same essential estrogenic compounds present in naturally derived equine conjugated estrogens. Drug products including the composition of matter are also provided, as are methods of using these drug products to treat mammals in need of treatment. Methods of analyzing mixtures containing conjugated estrogens are also provided.

Pharmaceutical compositions of conjugated estrogens and methods of analyzing mixtures containing estrogenic compounds

Novel estrogenic compounds of Formula I are provided.wherein the bond represented by the wavy line may be a single or double bond such that when the wavy line is a single bond, Ris selected from the group consisting of hydrogen, sulfate and glucoronate or other esters, and when the wavy line is a double bond, Rdoes not exist; Ris lower alkyl; Rmay be selected from the group consisting of hydrogen, sulfate, or glucuronide or other esters; and Rthrough Rmay independently be selected from the group consisting of hydrogen, hydroxy, ketone, lower alkyl, lower alkoxy, halogen, and carbonyl groups and Ris selected from the group consisting of hydrogen, sulfate and glucoronide and other esters. When Ris hydroxy, the hydroxy or ester substituent may have either an &#x3b1; or a &#x3b2; orientation. Compositions of matter including compounds of the present invention are also provided as are methods of treating mammals in need of treatment using compounds of the present invention.

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Wilmington, NC, United States of America

Edward N Hill