Richardson-merrell Inc.

Duke University

Other

Vladimir Petrow

Joyce F Grunwell

Harvey D Benson

John O'Neal Johnston

Alan D Proia

Leon Lack

The present invention provides compounds and methods of inducing a variety of therapeutic responses in a subject in need of such treatment. The method includes administering a compound of Formula (I) ##STR1## wherein R.sub.1 -R.sub.7 are as defined in the specification; and wherein said compound of Formula (I) is ethylenically unsaturated at a set of locations selected from the group consisting of (a) between C.sub.4 and C.sub.5 ; (b) both between C.sub.3 and C.sub.4 and between C.sub.5 and C.sub.6 ; (c) between C.sub.5 and C.sub.6 ; (d) both between C.sub.4 and C.sub.5 and between C.sub.6 and C.sub.7 ; (e) both between C.sub.3 and C.sub.4 between C.sub.5 and C.sub.6 and between C.sub.7 and C.sub.8 ; (f) both between C.sub.4 and C.sub.5 and between C.sub.7 and C.sub.8 ; and (g) both between C.sub.5 and C.sub.6 and between C.sub.7 and C.sub.8. The compounds of Formula (I) are administered in an amount effective to induce the desired therapeutic response.

19-oxygenated steroids as therapeutic agents

Methods for treating angiogenesis, tumors, and ocular hypertension with steroids are disclosed herein. The steroids have angiostatic activity with reduced glucocorticoid activity.

Methods of inhibiting angiogenesis and tumor growth, and treating

A method of treating androgen-related disorders in an animal which comprises administering to the animal dihydrotestosterone level decreasing amounts of a compound of formula (I): ##STR1## wherein R is H or F; R.sup.1 is selected from the group consisting of --H; straight or branched chain lower alkyl; hydroxyl; --OCOR.sup.3 ; and O--(C.sub.1 -C.sub.6 alkyl); wherein R.sup.3 is --H, C.sub.1 -C.sub.10 straight or branched chain alkyl group, phenyl, phenyl alkylene having straight or branched chain C.sub.1 -C.sub.6 alkylene, C.sub.5 -C.sub.10 cycloalkyl or C.sub.6 -C.sub.10 cycloalkyl alkylene; R.sup.2 is H.sub.2, methylene, ethylidene, .alpha.-CH.sub.3 (H), .beta.-CH.sub.3 (H), .alpha.-(OH)(H) or the acetonide derived from the 16.alpha.,17.alpha.-dihydroxy derivative, and n is 1 or 2.

Method of treating androgen-related disorders

Compounds of the following general formula are useful in treating prostatic carcinoma: ##STR1## wherein R is --CHO or --CH.sub.2 OR.sub.1 ; each of R.sub.1 and R.sub.2 is hydrogen, alkylcarbonyl wherein the alkyl moiety has from 1 to 20 carbon atoms and is straight or branched, benzoyl, phenylalkylcarbonyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched or cycloalkylcarbonyl wherein the cycloalkyl moiety has from 5 to 10 carbon atoms; R.sub.3 is hydrogen; or R.sub.2 and R.sub.3 together form a double bond between the 17-position carbon atom and the oxygen atom.

Method of treating prostatic carcinoma

Derivatives of androst-4-en-19-ol are useful for enhancing libido and related psychic attitudes.

Androst-4-en-19-ols

The present invention concerns derivatives of 19-oxygenated-androst-5-enes which are useful in the enhancement of libido and related psychic attitudes.

19-Oxygenated-androst-5-enes for the enhancement of libido

Compounds of the following general formula are useful in treating the symptoms of menopause and osteoporosis: ##STR1## wherein R is --CHO or --CH.sub.2 OR.sub.1 ; each of R.sub.1 and R.sub.2 is hydrogen, alkylcarbonyl wherein the alkyl moiety has from 1 to 20 carbon atoms and is straight or branched, benzoyl, phenylalkylcarbonyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched or cycloalkylcarbonyl wherein the cycloalkyl moiety has from 5 to 10 carbon atoms; R.sub.3 is hydrogen; or R.sub.2 and R.sub.3 together form a double bond between the 17-position carbon atom and the oxygen atom.

Method of treating the symptoms of menopause and osteoporosis

Derivatives of androst-4-en-19-ol are described which are useful in enhancing the libido and related psychic attitudes in primates.

Androst-4-en-19-ols for the enhancement of libido

Compounds of the following general formula are useful in inducing an estrogenic response in a patient in need thereof: ##STR1## wherein R is --CHO or --CH.sub.2 OR.sub.1 ; each of R.sub.1 and R.sub.2 is hydrogen, alkylcarbonyl wherein the alkyl moiety has from 1 to 20 carbon atoms and is straight or branched, benzoyl, phenylalkylcarbonyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched or cycloalkylcarbonyl wherein the cycloalkyl moiety has from 5 to 10 carbon atoms; R.sub.3 is hydrogen; or R.sub.2 and R.sub.3 together form a double bond between the 17-position carbon atom and the oxygen atom.

Method of inducing an estrogenic response

Compounds of the following general formula are useful in treating acne: ##STR1## wherein R is --CHO or --CH.sub.2 OR.sub.1 ; each of R.sub.1 and R.sub.2 is hydrogen, alkylcarbonyl wherein the alkyl moiety has from 1 to 20 carbon atoms and is straight or branched, benzoyl, phenylalkylcarbonyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched or cycloalkylcarbonyl wherein the cycloalkyl moiety has from 5 to 10 carbon atoms; R.sub.3 is hydrogen; or R.sub.2 and R.sub.3 together form a double bond between the 17- position carbon atom and the oxygen atom.

Method of treating acne

Derivatives of 19-oxygenated-5.alpha.-androstanes are described which are useful in enhancing the libido and related psychic attitudes in mammals.

19-Oxygenated-5.alpha.-androstanes for the enhancement of libido

The present invention concerns androst-4-en-19-ones which are useful in the enhancement of libido and related pyschic attitudes.

Androst-4-en-19-ones for the enhancement of libido

Compounds of the following general formula are useful in treating benign prostatic hypertrophy: ##STR1## wherein R is --CHO or --CH.sub.2 OR.sub.1 ; each of R.sub.1 and R.sub.2 is hydrogen, alkylcarbonyl wherein the alkyl moiety has from 1 to 20 carbon atoms and is straight or branched, benzoyl, phenylalkylcarbonyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched or cycloalkylcarbonyl wherein the cycloalkyl moiety has from 5 to 10 carbon atoms; R.sub.3 is hydrogen; or R.sub.2 and R.sub.3 together form a double bond between the 17-position carbon atom and the oxygen atom.

Method of treating benign prostatic hypertrophy

A method of contraception which comprises administering a compound of the following general formula: ##STR1## wherein R is --CHO or --CH.sub.2 OR.sub.1 ; each of R.sub.1 and R.sub.2 is hydrogen, alkylcarbonyl wherein the alkyl moiety has from 1 to 20 carbon atoms and is straight or branched, benzoyl, phenylalkylcarbonyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched or cycloalkylcarbonyl wherein the cycloalkyl moiety has from 5 to 10 carbon atoms; R.sub.3 is hydrogen; or R.sub.2 and R.sub.3 together form a double bond between the 17-position carbon atom and the oxygen atom either alone or in combination with a progestogen.

Method of contraception

The present invention concerns derivatives of androst-4-en-19-one which are useful in the enhancement of libido and related psychic attitudes.

Growing community of inventors

Chapel Hill, NC, United States of America

Vladimir Petrow