Schering Aktiengesellschaft

Other

Hoffmann-la Roche Inc.

Klaus Kieslich

Rudolf Wiechert

Ulrich Kerb

Marcel Muller

Leo Alig

Andor Furst

Karl Petzoldt

Henry Laurent

Helmut Wachtel

Helmut Hofmeister

Helmut Vorbruggen

Bernd Raduchel

Klaus Annen

Wolfgang Kehr

Helmut Dahl

Reinhard Horowski

Hans Wendt

Dieter Palenschat

Gert Paschelke

Robert C Nickolson

Joachim-Friedrich Kapp

Peter Keller

Henning Koch

Otto Engelfried

Peter Klaus Mengel

Werner Skubalia

The present invention is directed to 3-oxo, 6,9-hydro or halo, 11-oxo or (.alpha.--H,.beta.--OH), 17a-alkanoyloxy, 17a.beta.-carboxylate D-homosteroids which are useful as antiinflammatory agents.

D-Homosteroids

A process for the preparation of a 15 .alpha.-hydroxyprostaglandin intermediate of the formula ##STR1## wherein R.sub.1 is phenoxymethyl, phenoxymethyl substituted on the phenyl moiety by halogen or trifluoromethyl, or alkyl of 1-5 carbon atoms, and

Microbiological reduction of 15-ketoprostaglandin intermediates

A high yield process for preparing 9.alpha.-hydroxy-4-androstene-3,17-dione comprises fermenting 4-androstene-3,17-dione with a culture of Corynespora cassicola ATCC 16,718.

Process for preparing 9.alpha.-hydroxy-4-androstene-3,17-dione

D-Homopregnanes of the formula ##STR1## wherein the dotted line in the 1,2-position together with the corresponding solid line denotes a single or double carbon-carbon bond; R.sup.6 is hydrogen, fluoro, chloro or methyl; R.sup.9 is hydrogen, fluoro, chloro or bromo; R.sup.11 is hydroxyl, acyloxy, fluoro or chloro; and R.sup.17a is hydroxyl or acyloxy with the proviso that when R.sup.9 is fluoro, chloro or bromo and R.sup.11 is fluoro or chloro, the atomic number of R.sup.11 is less than or equal to that of R.sup.9 ; and with the further proviso that when R.sup.6 is hydrogen, and R.sup.11 and R.sup.17a are hydroxy or when R.sup.6 is fluoro, R.sup.11 and R.sup.17a are hydroxyl and the dotted line in the 1,2-position together with the corresponding solid line denotes a single carbon-carbon bond, R.sup.9 is fluoro, chloro or bromo and processes for the preparation thereof are disclosed.

D-Homopregnanes

Compounds of the formula ##STR1## wherein X is .beta.-CH.sub.2 OH or CO and R.sub.2 is F, Cl or CH.sub.3, and their physiologically acceptable 21-esters are useful for the treatment of allergic diseases of the respiratory tract and for the treatment of topical and systemic inflammatory conditions.

Novel corticoids

The present disclosure relates to steroids. More particularly, the disclosure is concerned with D-homosteroids, a process for the manufacture thereof and pharmaceutical preparations containing same. The subject D-homosteroids have high endocrinal activity and are particularly active as anti-inflammatory agents.

D-homosteroids

D-homo-20-ketopregnanes of the formula ##STR1## wherein R.sub.1 is hydrogen, fluorine, chlorine, bromine, alkyl, alkoxy, or azido; R.sub.2 is oxygen, ##STR2## and R.sub.7 is hydrogen, lower alkyl, or acyl of up to 5 carbon atoms; R.sub.3 is hydrogen or methyl R.sub.4 is oxygen, two hydrogens, ##STR3## R.sub.5 is hydrogen, hydroxy, alkoxy, azido, mercapto, thiocyano, cyano, dialkylamino, morpholino, thiomorpholino, or piperazino; R.sub.6 is methyl or ethyl; The hydrogen atom in the 5-position is of the .alpha.- or .beta.-configuration; And acid addition salts thereof, possess narcotic-anesthetic activity.

D-homo-20-ketopregnanes and method for inducing anesthesia or narcosis

D-homo-20-ketopregnanes of the formula ##STR1## wherein R.sub.1 is oxygen, ##STR2## in which R.sub.5 is hydrogen or lower acyl; R.sub.2 is hydrogen or methyl; R.sub.3 is oxygen, ##STR3## or two hydrogen atoms; R.sub.4 is hydrogen, hydroxy or acyloxy; R.sub.6 is hydrogen or methyl; and R.sub.7 is hydrogen, acetyl, hydroxy or lower acyloxy in the .alpha.- or .beta.-position possess CNS-depressant activity, including anesthesia upon parenteral administration, and are produced by hydrogenating the corresponding steroids having double bonded C.sub.5 and/or C.sub.16 carbon atoms.

D-Homo-20-ketopregnanes

The present disclosure relates to steroid carboxylic acids and derivatives thereof. More particularly, the disclosure is concerned with D-homosteroid carboxylic acids and their derivatives, a process for the preparation thereof and pharmaceutical compositions containing same. The instant compounds are active endocrinal agents, especially as antiinflammatory agents.

Steroid carboxylic acids and derivatives

Novel D-homosteroids of the formula ##STR1## are disclosed. These compounds exhibit anti-inflammatory activity.

Methylene steroids of the formula ##STR1## wherein X is H, F or CH.sub.3 ; Y is hydroxymethylene, alkanoyloxymethylene or carbonyl; R.sub.1 is H, OH or alkanoyloxy; and R.sub.2 is H, OH or esterified OH, possess topical anti-inflammatory activity.

Novel methylene steroids

Pregnane-21-oic acid derivatives of the formula ##STR1## wherein THE LINKAGE REPRESENTS A SINGLE BOND OR A DOUBLE BOND;

Growing community of inventors

Berlin, Germany

Klaus Kieslich