The Hetero Ring And Acyclic Chalcogen Are Both Bonded Directly At The 17 Position Of The Cyclopentanohydrophenanthrene Ring System Patents (Class 540/101)
Abstract: The present invention relates to a new stereoselective process for the synthesis of 17(?)-17-acetyl-17-hydroxy-estr-4-en-3-one of formula (I), as well as to the new intermediates of the process. The 17(?)-17-acetyl-17-hydroxy-estr-4-en-3-one (gestonorone) is an important intermediate in the synthesis of the active ingredients having progestogen activity—such as gestonorone capronate and nomegestroi acetate. Formulas (I), (II) and (III).
Type:
Grant
Filed:
December 15, 2014
Date of Patent:
February 7, 2017
Assignee:
RICHTER GEDEON NYRT.
Inventors:
János Csörgei, Anita Horváth, Csaba Sánta, Sándor Mahó, Zoltán Béni, János Horváth
Abstract: Novel intermediate compounds of formula IV, V, VI, VII and VIII which are useful for the preparation of steroids of the formula ##STR1## wherein the substituents are defined in the specification.
Abstract: The invention is drawn to a process for the preparation of a steroid of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 4 carbon atoms, R.sub.2 is alkyl of 1 to 4 carbon atoms and theo A, B, C, and D ring system has at least one double bond and is optionally substituted by at least one optionally protected hydroxy, optionally protected keto, halogen, alkyl and alkoxy of 1 to 4 carbon atoms, and alkenyl and alkynyl of 2 to 4 carbon atoms by reacting the corresponding 17-ketosteroid with a compound of the formula ##STR2## and then by reacting the resulting compound with an aryl sulfenyl halide. The intermediate produced then undergoes rearrangement followed by epimerization with a strong base to obtain a mixture of the corresponding sulfoxide diastereoisomers which is reacted with a thiophilic compound. The intermediate produced undergoes acid hydrolysis to provide the compound of formula I.
Abstract: 17-Aryl -5.alpha.,14.beta.-androstane, androstene and androstadiene derivatives of formula (I): ##STR1## wherein the symbol --- represents a single or a double bond; when the double bond is not present in the 4 or 5 position, the hydrogen in position 5 has the .alpha. configuration;Y is oxygen or guanidinoimino, when --- in position 3 is a double bond;Y is hydroxy, OR.sup.2 or SR.sup.2, when in position 3 is a single bond and has an .alpha. or .beta. configuration;R is a substituted or unsubstituted aryl ring; andR.sup.1 is hydrogen, methyl, ethyl or n-propyl substituted by OH or NR.sup.4 R.sup.5.
Abstract: A compound selected from the group consisting of a compound of the formula ##STR1## wherein R.sub.2 and R'.sub.2 are individually hydrogen or methyl, R.sub.11 is an organo of 1 to 18 carbon atoms optionally containing at least one heteroatom with the atom adjacent to the 11-carbon atom being a carbon, the wavy lines at the 13 and 17-positions indicate that when the 13-methyl is .alpha., R'.sub.17 group is .beta. and R.sub.17 is .alpha. and when the 13-methyl is .sub..beta., R.sub.17 is .sub..beta. and R'.sub.17 is .alpha., R.sub.17 is --OH or acyloxy of 1 to 18 carbon atoms and R'.sub.
Type:
Grant
Filed:
March 21, 1990
Date of Patent:
April 28, 1992
Assignee:
Roussel Uclaf
Inventors:
Andre Claussner, Jacques Leclaire, Lucien Nedelec, Daniel Philibert
Abstract: Compounds of the formula ##STR1## wherein C.sup.1 and N.sup.4 are in trans configuration to each other, wherein R and Y are defined herein below, as bases and pharmaceutically acceptable acid addition salts thereof, processes for their preparation and pharmaceutical preparations and methods of treatment employing such compounds. The compounds are useful for treatment of disorders in the central nervous system.
Type:
Grant
Filed:
April 19, 1984
Date of Patent:
September 16, 1986
Assignee:
Astra Lakemedel Aktiebolag
Inventors:
Bengt R. Andersson, Folke L. Arvidsson, Per A. E. Carlsson, John S. M. Hjort, Anette M. Johansson, Per L. Lindberg, John L. G. Nilsson, Domingo Sanchez, Kjell A. I. Svensson, Hakan V. Wikstrom