Abstract: This invention relates to novel 3,20-dioxo-1,4-pregnadiene-17.alpha.-ol 17-aromatic heterocyclic carboxylates, to pharmaceutical formulations thereof, and their use in the treatment and control of inflammatory conditions.
Abstract: The disclosure concerns 5.beta.-hydroxy-.DELTA..sup.6 -steroids of the general formula ##STR1## wherein R.sup.1 is hydrogen, acyl, lower alkyl, or the tetrahydropyranyl residue andR.sup.2, R.sup.3 individually are respectively hydrogen or jointly are methylene andX stands for oxygen, the groupings ##STR2## (wherein R.sup.4 means hydrogen or acyl) and ##STR3## (wherein R.sup.5 means hydrogen or lower alkyl) and a process for the preparation thereof by reacting corresponding 7.alpha.-chloro-5.beta.,6.beta.-epoxy steroids in an inert solvent with metallic zinc in a lower aliphatic carboxylic acid or dilute mineral acid at temperatures of between room temperature and 100.degree. C., preferably at 40.degree.-70.degree. C.The compounds producible by this method are intermediates for the preparation of 3-keto-.DELTA..sup.4 -6.beta.,7.beta.-methylene steroids constituting pharmacologically valuable compounds, for example aldosterone antagonists.
Type:
Grant
Filed:
March 11, 1982
Date of Patent:
September 18, 1984
Assignee:
Schering Aktiengesellschaft
Inventors:
Dieter Bittler, Henry Laurent, Klaus Nickisch, Robert Nickolson, Rudolf Wiechert
Abstract: The invention provides a compound of formula I ##STR1## where R.sup.1 represents hydrogen, lower alkanoyl or aryol, or tri-lower alkyl silyl, or a group R.sup.3 --O--CO-- (where R.sup.3 represents lower alkyl); R.sup.2 represents hydrogen, hydroxyl or fluorine and X represents --S--, --SO--, --SO.sub.2 --, --O--or --NR.sup.4 -- (where R.sup.4 represents hydrogen, lower alkyl or lower alkanoyl); the compounds are useful in the prophylaxis or management of cardiovascular disease through the regulation of serum cholesterol and a particularly useful compound is 23-thia-25-hydroxy-cholesterol.
Abstract: The novel compound 4-dimethylaminopyridinium chlorochromate has been found to be an effective oxidizing agent for converting alcohols to their respective aldehydes or ketones, especially for the selective conversion of allylic and benzylic alcohols to their corresponding aldehydes and ketones.
Abstract: 16.alpha.-Radiohalo-3,17.beta.-dihydroxy steroidal estrogens and their radiolabelled analogs are described. These steroidal estrogens have high estrogen receptor activity and are prepared by halogen exchange with the corresponding 16.beta.-bromo compound. The radiolabelled estrogens of this invention are useful in estrogen receptor assays, radioimmunoassays, in vivo imaging of tissue having estrogen receptor activity, and for therapeutic treatment of tumors having estrogen receptor activity.
Abstract: 11.beta.-Chloro-.DELTA..sup.15 -steroids of Formula I ##STR1## wherein R.sup.1 is hydrogen or acyl andR.sup.2 is ethynyl, chloroethynyl, or propynyl have strong progestational activity.
Type:
Grant
Filed:
April 18, 1983
Date of Patent:
August 7, 1984
Assignee:
Schering Aktiengesellschaft
Inventors:
Helmut Hofmeister, Karl Petzoldt, Klaus Annen, Henry Laurent, Rudolf Wiechert, Yukeshige Nishino
Abstract: The invention relates to a method of preparing .DELTA.5,7-steroids, in particular 7-dehydrocholesterol compounds, of the general formula: ##STR1## wherein R is a hydrogen atom, a hydroxy group, optionally etherified with a C.sub.1 -C.sub.4 alkanol or esterified with a C.sub.1 -C.sub.4 alkane carboxylic acid, a C.sub.2 -C.sub.5 alkanoyl group, optionally ketalized with a C.sub.1 -C.sub.4 alkanol, or a branched or non-branched, saturated or unsaturated C.sub.1 -C.sub.10 alkyl group, optionally substituted with one or more fluorine atoms or hydroxy groups, which hydroxygroup or groups is (are) optionally etherified with C.sub.1 -C.sub.4 alkanol(s) or esterified with C.sub.1 -C.sub.4 alkane carboxylic acid(s), andR.sup.1, R.sup.2 and R.sup.3 are equal or different and represent hydrogen atoms or hydroxy groups, optionally etherified with C.sub.1 -C.sub.4 alkanols or esterified with C.sub.1 -C.sub.4 alkane carboxylic acids, or wherein R.sup.1 and R.sup.2 together constitute a C.sub.2 -C.sub.
Type:
Grant
Filed:
January 11, 1983
Date of Patent:
August 7, 1984
Assignee:
Duphar International Research B.V.
Inventors:
Menso P. Rappoldt, Louis F. Pauli, Jan Hoogendoorn
Abstract: Novel 6.beta.,7.beta.-methylene-17.alpha.-pregn-4-ene-21,17-carbolactones of Formula I ##STR1## wherein R and R' each is hydrogen or jointly form a methylene group.These exhibit a good antimineralocorticoid effect with low side effects.
Type:
Grant
Filed:
June 9, 1983
Date of Patent:
August 7, 1984
Assignee:
Schering Aktiengesellschaft
Inventors:
Dieter Bittler, Henry Laurent, Rudolf Weichert, Jorge Casals-Stenzel, Ekkehard Schillinger
Abstract: Novel 17-[(hydroxymethyl)formamido methylene]-steroids of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms optionally substituted with halogen or an oxygen or nitrogen function and alkenyl and alkynyl of 2 to 4 carbon atoms, R.sub.2 is alkyl of 1 to 4 carbon atoms and the A,B,C and D rings may contain one or more double bonds and are optionally substituted with at least one member of the group consisting of hydroxy, keto, halogen, alkyl and alkoxy of 1 to 4 carbon atoms and alkenyl and alkynyl of 2 to 4 carbon atoms and a process for their preparation which are intermediates for the preparation of the corresponding 17-hydroxyacetyl steroids.
Abstract: The present invention relates to a stabilized aqueous suspension of oxendolone, which contains 0.05 to 1.0 w/v percent of a nonionic surfactant and 0.01 to 0.25 w/v percent of a p-hydroxybenzoic acid ester.The suspension satisfy the requirements of a pharmaceutical preparation and shows a prolonged activities of oxendolone without accompanying pain when it is injected.
Abstract: The invention provides a method for inducing molting in egg-laying hens as a means for extending their productive egg-laying life by administering to the hens an effective amount of a side chain-hydroxylated vitamin D.sub.3 compound.
Type:
Grant
Filed:
March 28, 1983
Date of Patent:
July 24, 1984
Assignee:
Wisconsin Alumni Research Foundation
Inventors:
Hector F. DeLuca, Heinrich K. Schnoes, Leslie E. Hart
Abstract: This invention relates to steroid compounds having a D-ring side chain structure of the formula, ##STR1## wherein R.sub.1 may be ##STR2## or --C.sub.n H.sub.2n --, wherein n is an integer from 0 to 8; Y may be S, N, or O; x is and integer of from 1 to 3; and each Z may be the same or different and is selected from the group consisting of H, OH, alkyl, aryl, aralkyl, acyloxy, cycloalkyl, substituted alkyl, substituted aryl or substituted cycloalkyl.
Type:
Grant
Filed:
August 19, 1981
Date of Patent:
July 17, 1984
Assignee:
Beth Israel Medical Center
Inventors:
Erwin H. Mosbach, Narayan K. N. Ayengar, Charles K. McSherry
Abstract: Androstane derivatives of Formula I ##STR1## wherein ---- is a single bond or a double bond,R.sub.1 is methyl or ethyl,R.sup.2 is hydrogen or alkyl of 1-8 carbon atoms,--X-- is --(CH.sub.2).sub.n --, --CH.dbd.CH(CH.sub.2).sub.m --, or --C.tbd.C--(CH.sub.2).sub.m --wherein n is 2 to 6 and m is 1 to 4,--A--B-- is --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--, --CCl.dbd.CH--, ##STR2## --U--V< is --CH.sub.2 --CH<, --CH.dbd.C<, --C(OH).dbd.C<, or --CCl.dbd.C<, and--W--Y-- is --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --C(CH.sub.3).sub.2 --, or ##STR3## with the proviso that the compound is not 17.alpha.-(3-acetoxypropyl)-17.beta.-hydroxy-4,6-androstadien-3-one, are pharmacologically efficacious compounds, e.g., are sebum suppressive.
Type:
Grant
Filed:
July 29, 1982
Date of Patent:
July 3, 1984
Assignee:
Schering, Aktiengesellschaft
Inventors:
Dieter Bittler, Henry Laurent, Klaus Nickisch, Rudolf Wiechert
Abstract: A method for increasing the fecundity of a flock of female sheep or goats comprising immunizing the animals in the flock against a steroidal androgen, such as 4-androstene-3, 17-dione or testosterone, or a steroidal oestrogen, such as oestrone, as by administering an immunogenic steroid/protein conjugate to the animals, to produce a mean steroid-binding antibody titer in the flock in the range of 1 in 500 to 1 in 3000 at the start of a mating period lasting at least twice the length of the average oestrous cycle for animals in the flock, and to maintain that titer so that it does not fall outside the range 1 in 200 to 1 in 2000 at the conclusion of the mating period, the overall decline in the titer being no more than 75% during the mating period.
Type:
Grant
Filed:
May 20, 1982
Date of Patent:
July 3, 1984
Assignee:
Commonwealth Scientific and Industrial Research Organization
Inventors:
Ronald I. Cox, Ronald M. Hoskinson, Rex J. Scaramuzzi, Patricia A. Wilson, John M. George
Abstract: D-Homo-4,17-androstadien-3-one is a pharmacologically effective compound having antiandrogenic activity upon topical application. The compound can be prepared from D-homo-5,17-androstadien-3.beta.-ol by oxidation with simultaneous isomerization of the 5(6)-double bond.
Abstract: 17.alpha.-substituted steroids of the formula ##STR1## wherein R.sub.1 is hydrogen, acyl, alkyl, alkenyl, alkyl or alkenyl interrupted by an oxygen atom, cyclopentyl, or tetrahydropyranyl,R.sub.2 is alkyl or alkenyl of 2-6 carbon atoms,X is oxygen or the grouping H(OR.sub.3) wherein R.sub.3 is hydrogen, acyl, alkyl, alkenyl, alkyl or alkenyl interrupted by an oxygen atom, cyclopentyl, or tetrahydropyranyl, upon topical application, display antiandrogenic properties and can be utilized for the treatment of acne, seborrhea, alopecia and hirsutism.
Type:
Grant
Filed:
May 20, 1982
Date of Patent:
June 26, 1984
Assignee:
Schering, Aktiengesellschaft (A.G.)
Inventors:
Rudolf Wiechert, Dieter Bittler, Annerose Schleusener, Manfred Albring