Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is a C.sub.1-8 alkyl group or a C.sub.3-7 cycloalkyl group;R.sup.2 is a C.sub.1-6 alkyl group or a C.sub.3-7 cycloalkyl group;R.sup.3 is a hydroxy group or a group of formula --OR.sup.4 or --OCOR.sup.5 whereR.sup.4 is an alkyl or alkenyl group which may contain up to 6 carbon atoms (or such a group substituted by halogen, C.sub.1-6 alkoxy, carboxyl, phenyl, phenyl substituted by nitro, halo, C.sub.1-4 alkoxy or C.sub.1-4 alkyl), a C.sub.3-7 cycloalkyl group, a phenyl group (or such a group substituted by nitro, halo, C.sub.1-4 alkoxy or C.sub.1-4 alkyl), or a carbon-attached 5-7 membered heterocyclic ring in which the hetero atom is selected from nitrogen, oxygen and sulphur, andR.sup.5 is a hydrogen atom or a group R.sup.4 as defined above;and the D-homo analogues thereof having the group --CO.sub.2 R.sup.2 (wherein R.sup.2 is as defined above) at the 17a.beta.
Type:
Grant
Filed:
March 16, 1983
Date of Patent:
February 5, 1985
Assignee:
Glaxo Group Limited
Inventors:
Gordon H. Phillipps, David C. Humber, George B. Ewan, Barry A. Coomber, Anthony J. Pateman
Abstract: The present invention concerns the novel compounds having fluoro, amino, nitro or hydroxy monosubstituted at the 2- or 4- position on deoxyestrone as well as deoxyestra-17-ol. The compounds are useful as estrogen sulfotransferase inhibitors. Such estrogen sulfotransferase inhibition provides the novel use for treating a female mammal to prevent implantation of a blastocyst. Additionally, the invention concerns the novel synthesis and novel intermediates in the synthesis of the estrogen sulfotransferase inhibiting compound of the present invention.
Abstract: The severity in incidence of menopausal or age related skin dryness in particular localized areas of the body can be reduced or eradicated by topical administration of effective dosages of the free alcohol form of dehydroepiandrosterone or its derivatives.
Abstract: Novel biologically active metabolites of vitamin D.sub.3, 1,23,25-trihydroxy-24-oxo-vitamin D.sub.3 (1,23,25(OH).sub.3 -24-oxo-D.sub.3); and 1,25,-Dihydroxy-24-oxo-vitamin D.sub.3 (1,25(OH).sub.2 -24-oxo-D.sub.3). Also the method of preparing these novel metabolites of vitamin D.sub.3. The use of these compounds in humans for the treatment of disease states involving calcium homeostatic disorders by the administration of an effective amount of said compounds.
Type:
Grant
Filed:
October 3, 1983
Date of Patent:
January 22, 1985
Assignee:
The Regents of the University of California
Abstract: A novel nitromethylation composition comprising nitromethane and a catalytic amount of a bifunctional basic catalyst, optionally in an organic solvent, a method of nitromethylating ketonic compounds with said compositions and novel steroids of the formulae ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms optionally substituted with an oxygen or nitrogen group or halogen 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 optionally contain at least one double bond and optionally substituted with at least one member of the group consisting of --OH, .dbd.0, halogen, alkyl and alkoxy of 1 to 4 carbon atoms and alkenyl and alkynyl of 2 to 4 carbon atoms and their use to form the corresponding 21-acetoxy-20-ketocorticosteroids compounds in a simple manner.
Type:
Grant
Filed:
January 31, 1983
Date of Patent:
December 25, 1984
Assignee:
Roussel Uclaf
Inventors:
Derek H. R. Barton, William B. Motherwell, Samir Z. Zard
Abstract: Antiinflammatory activity is exhibited by steroids having the structural formula ##STR1## or a 1,2-dihydro derivative thereof, wherein R is alkyl;R.sub.1 is hydrogen, alkyl, alkenyl, alkynyl, or aryl;R.sub.2 is carbonyl or .beta.-hydroxymethylene;R.sub.3 is hydrogen or halogen; andR.sub.4 is hydrogen, methyl or fluorine.
Abstract: Process to reduce stereoselectively 3alpha-hydroxy-7-keto-5beta-cholanic acid to 3alpha,7beta-dihydroxy-5beta-cholanic acid in ter.alcohols by using, as reducing agent, sodium metal in the presence of other metal salts.Examples of metal salts particularly useful are: potassium, cesium and rhubidium organic salts and, more particularly, potassium acetate or potassium ter.butylate.
Type:
Grant
Filed:
April 1, 1983
Date of Patent:
December 4, 1984
Assignee:
Zambon S.p.A.
Inventors:
Claudio Giordano, Francesco Minisci, Mariano Meneghin, Giulio Perdoncin
Abstract: The invention relates to a novel process for the preparations of pregnane derivatives of formula I, ##STR1## wherein R.sup.1 stands for a methyl or an ethyl group,R.sup.2 represents a hydrogen atom or a methyl group, andX is a hydrogen atom or a formyl or acetyl group, and the bond indicated by a dotted and a continuous line stands for a single or a double bond beween the two neighboring carbon atoms.According to the invention a trifluoroacetate ester of formula II, ##STR2## wherein R.sup.1 and R.sup.2 are as defined above, is reacted with formic acid or acetic acid in the presence of a catalytic amount of a mercury salt in a dipolar proton-free or basic solvent. The formyl or acetyl group being in the place of X can be split off in a way known per se.The process provides a novel advantageous method for building up the pregnane side chain characteristic of corticoids.
Type:
Grant
Filed:
October 20, 1982
Date of Patent:
November 13, 1984
Assignee:
Richter Gedeon Vegyeszeti Gyar R.T.
Inventors:
Anna Boor, Jozsef Toth, Tamas Szen, Laszlo Gabor, Piroska Major nee Feistner, Sandor Holly
Abstract: Antiinflammatory activity is exhibited by steroids having the formula ##STR1## and the 1,2-dehydro derivatives thereof, wherein R is hydrogen, alkyl, or aryl;R.sub.1 is hydrogen, alkyl, ##STR2## alkylthio, alkoxy, fluoro, hydroxyalkyl, cyanoalkyl, alkoxycarbonyl-(CH.sub.2).sub.p -, mono-, di- or trifluoromethyl, or ##STR3## wherein p is 0, 1, 2, 3 or 4, Y.sub.1 is alkyl or aryl, and Y.sub.2 and Y.sub.3 are the same or different and each is hydrogen or alkyl;R.sub.2 is alkyl, alkenyl or alkynyl;R.sub.3 is carbonyl or .beta.-hydroxymethylene;R.sub.4 is hydrogen or halogen;R.sub.5 is hydrogen, methyl or fluorine; andn is 0, 1 or 2.
Abstract: This invention provides a novel vitamin D derivative, namely a 24-oxime derivative of vitamin D.sub.3, and a process for its preparation. The compound of this invention is an effective inhibitor of vitamin D-25-hydroxylation and markedly suppresses the formation of the physiologically active vitamin D metabolites. The compound would thus find use as an effective antagonist of vitamin D activation, and for treating hypercalcemic conditions resulting from metabolic, bone, or neoplastic diseases, or from vitamin D intoxication.
Type:
Grant
Filed:
February 13, 1984
Date of Patent:
November 6, 1984
Assignee:
Wisconsin Alumni Research Foundation
Inventors:
Hector F. DeLuca, Heinrich K. Schnoes, John Y. Chu, Bruce D. Kabakoff
Abstract: A composition for treating hair and/or scalps of human beings consists of a mixture of protein, vegetable oil, hydrocarbons, alcohol, emulsifying agents and keratin fibre strengthener. The composition in the form of a cream is applied to and massaged into the hair and/or scalp at least once in each twenty four hour period, each period of massage being of at least fifteen minutes duration.
Abstract: Antiinflammatory activity is exhibited by pregnenes having the structural formula ##STR1## wherein R.sub.1 is hydrogen, hydroxy, halogen, or acyloxy;R.sub.2 and R.sub.3 are each hydrogen, R.sub.2 and R.sub.3 are each methyl, R.sub.2 and R.sub.3 are each alkylthio, R.sub.2 is hydrogen and R.sub.3 is alkyl, R.sub.2 is hydroxyl and R.sub.3 is alkyl, or R.sub.2 and R.sub.3 taken together are --(CH.sub.2).sub.2 --, methylene, or oxo; andR.sub.4 is hydrogen, fluorine, chlorine or bromine.
Type:
Grant
Filed:
January 20, 1984
Date of Patent:
October 2, 1984
Assignee:
E. R. Squibb & Sons, Inc.
Inventors:
Donald S. Karanewsky, Christopher M. Cimarusti
Abstract: A process is disclosed for the separation of 4-androsten-3,17-dione/1,4-androstadien-3,17-dione mixtures, which are produced, e.g., upon microbiological sterol-side chain decomposition, through conversion of said mixture into a mixture of 17.beta.-cyano-17.alpha.-hydroxy-4-androsten-3-one/17.beta.-cyano-17.alpha .-hydroxy-1,4-androstadien-3-one, from which the difficultly soluble 17.beta.-cyano-17.alpha.-hydroxy-4-androsten-3-one is separated in crystalline form through filtration, and the 17.beta.-cyano-17.alpha.-hydroxy-1,4-androstadiene remaining in the mother liquor is re-split, directly or after extraction with organic solvent, by treatment in alkaline medium, into 1,4-androstadien-3,17-dione, and isolated as such. The separation of the products follows in high yields, and in sufficient purity for further working-up in the synthesis of androstane and pregnane derivatives, as well as estratrienes.
Type:
Grant
Filed:
March 10, 1983
Date of Patent:
October 2, 1984
Assignee:
Veb Jenapharm Jena
Inventors:
Gerhard Teichmuller, Joachim Rabe, Harry Henkel
Abstract: The invention relates to novel 19-thio-androstane derivatives having the general formula: ##STR1## and the 4,5-dihydro analogues thereof, wherein R.sub.1 =H, hydrocarbyl(1-4C), aralkyl(7-9C), aryl(6-9C) or acyl derived from an organic carboxylic acid having 1-18 C atoms;R.sub.2 =O, .alpha.R.sub.4 (.beta.R.sub.3) or an acetal group;R.sub.3 =a free, esterified or etherified hydroxyl group; andR.sub.4 =H or hydrocarbyl(1-4C);and wherein the broken lines indicate the optional presence of a double bond in the 1,2-position and/or 6,7-position, and to processes for obtaining same.The novel compounds possess aromatase-inhibiting properties.
Type:
Grant
Filed:
July 12, 1983
Date of Patent:
September 25, 1984
Assignee:
Akzo N.V.
Inventors:
Max S. de Winter, Pieter J. N. van Luit
Abstract: The present invention relates to a method for promoting weight gain in a domestic farm animal which comprises subcutaneously implanting a slow-release implant which contains norgestomet in a quantity such that at least 75 mcg/day to a maximum of 200 mcg/day is administered for a period of from 60 to 210 days.