Abstract: New .DELTA..sup.1,3,5 -3-chloro-pregnane derivatives of the general formula (I), ##STR1## wherein X is hydrogen atom, acetyl group or a chloroacetyl group, andY and Z represent hydrogen atom or a halogen atom, with the proviso that at least one of them is other than hydrogen,are prepared by reacting a .DELTA..sup.1,4 -3-oxo-pregnane derivative of the general formula (II), ##STR2## wherein X' is acetyl group or a chloroacetyl group and Y and Z are as defined above, with a chloromethyleneiminium salt of the general formula (III), ##STR3## wherein A.sup.(-) is a salt-forming anion, in an aprotic solvent in the presence of a tertiary base, and, if desired, subjecting the resulting product to hydrolysis.The compounds of the general formula (I) exert antiphlogistic effects and can be used in the therapy for the treatment of inflammations.
Abstract: Animal hair grease is recovered in a high yield from a scouring waste liquid obtained from a scouring process of a raw animal hair material with a hydrophobic organic solvent and containing a scouring extract derived from the raw animal hair material. The process for this comprises the steps of:(A) converting the scouring waste liquid to a flock-forming liquid by the following operations, which may be carried out in any sequence,(a) adding water to the scouring waste,(b) adjusting the content of the scouring extract in the flock-forming liquid to 20% to 70% based on the entire weight of the flock-forming liquid,(c) adjusting the content of water in the flock-forming liquid to 2% to 110% based on the weight of the scouring extract, and(d) adjusting the temperature of the flock-forming liquid to 80.degree. C. to 100.degree. C.
Abstract: 29-Fluorophytosterols are utilized to form insecticidal and termiticidal compositions which are safe and economical for the combatting of termites and related insect pests.
Type:
Grant
Filed:
February 28, 1983
Date of Patent:
June 5, 1984
Assignee:
The Research Foundation of State University of New York
Abstract: A medicine having transplant rejection and/or immunological inflammation inhibiting activities is provided, said medicine comprising a combination of a prostaglandin derivative and an immunosuppressive drug, such as a corticosteroid or a mercaptopurine, whereas further a method for treating patients is provided.
Type:
Grant
Filed:
December 9, 1982
Date of Patent:
June 5, 1984
Assignee:
Erasmus Universiteit Rotterdam
Inventors:
Willy J. Kort, Ivan L. Bonta, Martinus J. P. Adolfs, Dirk L. Westbroek
Abstract: A composition of matter possessing powerful germicidal, antiseptic, fungicidal and bacteriacidal properties and a method of preparing the same are disclosed. The claimed method of manufacture permits the incorporation of iodine, urea or an iodophore or any combination thereof in the lipoidal, non polar, liquid aqueous phase of a two phase liquid aqueous system thereby producing the said composition of matter. The claimed composition can be prepared across a range of pH values extending from 3.4 to 7.5 without any significant loss of stability or germicidal, antiseptic, fungicidal and bacteriacidal activity.
Abstract: For repelling elk, hart, roe deer and similar animals from plantations, orchards, road sections etc. one or more natural or synthetic steroids of the type occurring on human skin or hair or in human sweat or urine are used. Also derivatives of these steroids obtainable by subjecting the steroids to air, moisture or micro-organisms may be used. The steroids are combined with a carrier into a repellent unit which may liberate molecules of the repellent substance to the air for maintaining a concentration perceptible to the sense of smell of the animals.
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, and R.sup.2 is a C.sub.1-6 alkyl group or a C.sub.3-6 cycloalkyl group 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 17.alpha..beta.-position, and acid addition salts thereof have activity as antidysthythmic agents and may be applicable for the treatment of dysrthymias in humans or animals. The compounds may be provided in the form of compositions in admixture with pharmaceutical carriers and excipients and may be prepared by a variety of processes known for producing steroids of this type. The invention also provides intermediates for the preparation of the compounds of formula (I) wherein R.sup.2 and/or R.sup.1 are replaced with hydrogen atoms, and processes for the preparation of such intermediates.
Type:
Grant
Filed:
December 6, 1982
Date of Patent:
May 29, 1984
Assignee:
Glaxo Group Limited
Inventors:
Gordon H. Phillipps, David C. Humber, David B. Ewan, Barry A. Coomber
Abstract: .DELTA..sup.4 -3-keto, .DELTA..sup.1,4 -3-keto and 3.beta.-hydroxy 17-keto steroids (I) are transformed into the corresponding 16-.beta.-methyl-17-keto steroids (IV) by first activating the C-16 position, then methylating. By protecting the C-3 position of the .DELTA..sup.4 -3-keto and 3.beta.-hydroxy steroids the yields are greatly increased.
Abstract: 7.alpha.-Alkoxycarbonyl-15.beta.,16.beta.-methylene-4-androstene compounds of Formula I ##STR1## wherein R.sup.1 is hydrogen or methyl,R.sup.2 is alkyl of 1-4 carbon atoms,X is ##STR2## and Y is carbonyl, andthe bond between the C-1 and C-2 carbon atoms is a single or double bond, orwhen the bond between the C-1 and C-2 carbon atoms is a single bond,X can also be ##STR3## when Y is ##STR4## possess valuable pharmacological properties, e.g., as aldosterone antagonists, i.e. they reverse the effect of deoxycorticosterone on the excretion of sodium and potassium.
Type:
Grant
Filed:
March 23, 1982
Date of Patent:
May 22, 1984
Assignee:
Schering Aktiengesellschaft
Inventors:
Klaus Nickisch, Henry Laurent, Rudolf Wiechert, Jorge Casals-Stenzel
Abstract: New .DELTA.4-steroid compounds optionally containing a further double bond in the 1-position and an 11-oxygen function and corresponding to general formula I below: ##STR1## in which X represents halogen, particularly chlorine or bromine, or NH.sub.2 and Y is a hydroxyl group, or together with the C-atom substituted by Y, represents a carbonyl group, are obtained from the associated steroid-20-carboxylic acids by reaction with a halogenating agent in substantially stoichiometric quantities at temperatures not exceeding 15.degree. C., after which the steroid-20-carboxylic acid halide formed is, if desired, reacted with ammonia or with a compound which yields ammonia.
Abstract: This invention is directed to a new class of vitamin D compounds which are characterized by a modified ring A and triene structures and to a method for preparing same. The 7,8-dihydroxy-, 10.19-dihydroxy- and 10-oxo-19-nor-analogs of 25-hydroxyvitamin D.sub.3 are specifically disclosed.
Type:
Grant
Filed:
May 11, 1983
Date of Patent:
May 15, 1984
Assignee:
Wisconsin Alumni Research Foundation
Inventors:
Hector F. DeLuca, Heinrich K. Schnoes, Herbert E. Paaren, Connie M. Smith
Abstract: This invention relates to hydroxylated derivatives of vitamin D.sub.2, to processes for preparing such compounds, to intermediates utilized in such processes and to certain isotopically labelled vitamin D.sub.2 compounds.The vitamin D.sub.2 derivatives would find application in the treatment of or prophylaxsis for various disease states characterized by calcium and phosphorous imbalances and as a substitute for vitamin D.sub.3 and its metabolites in their various applications.
Type:
Grant
Filed:
September 20, 1982
Date of Patent:
May 15, 1984
Assignee:
Wisconsin Alumni Research Foundation
Inventors:
Hector F. DeLuca, Heinrich K. Schnoes, Jacek W. Morzycki
Abstract: There is described an aqueous pharmaceutical solution comprising a steroid selected from prednisolone, prednisolone sodium phosphate, prednisone and methyl prednisolone, the steroid being present at a concentration of at least 0.3 mg/ml., the pH of the formulation between 5 and 8 and the formulation containing a pharmaceutically acceptable preservative, a pharmaceutically acceptable chelating agent, and being substantially free of ethanol.There is also described a method of treatment of a variety of conditions, particularly in children, using the solution.
Abstract: A monohydrate of a steroid having the structure ##STR1## and the 1,2-dehydro derivatives thereof, is provided which monohydrate is in the form of a particulate material having a stable average particle size of less than about 20 microns. Cream and lotion formulations containing the steroid monohydrate and a method for forming the monohydrate are also provided.
Type:
Grant
Filed:
December 27, 1982
Date of Patent:
May 8, 1984
Assignee:
E. R. Squibb & Sons, Inc.
Inventors:
Yu-Chang J. Wang, Friedrich Dursch, Richard L. O'Laughlin, Thaddeus Prusik
Abstract: Novel 19-nor steroids and 19-nor-D-homo-steroids of the formula ##STR1## wherein R.sub.1 is an organic radical of 1 to 18 carbon atoms containing at least one atom selected from the group consisting of nitrogen, phosphorous and silicon with the atom immediately adjacent to the 11-carbon atom being carbon, R.sub.2 is a hydrocarbon of 1 to 8 carbon atoms, X is selected from the group consisting of a pentagonal ring and a hexagonal ring optionally substituted and optionally containing a double bond, B and C together form a double bond or an epoxy group, the C.dbd.A group at position 3 is selected from the group consisting of C--O, ketal, which may be open or closed ##STR2## --C.dbd.NOH, --C--NOAlK.sub.3 and C--CH.sub.2, AlK.sub.1, AlK.sub.2 and AlK.sub.3 are selected from the group consisting of alkyl of 1 to 8 carbon atoms and aralkyl of 7 to 15 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having anti-glucocorticoid activity and a process for their preparation.
Type:
Grant
Filed:
June 10, 1982
Date of Patent:
May 8, 1984
Assignee:
Roussel Uclaf
Inventors:
Jean G. Teutsch, Germain Costerousse, Daniel Philibert, Roger Deraedt
Abstract: This invention relates to novel mono- and bisquaternary ammonium derivatives of 5.alpha.-androstanes having the formula: ##STR1## wherein: R.sub.1 =H or alkyl (1-4 C);R.sub.2 and R.sub.3 each are alkyl (1-4 C) or form together with the N-atom a piperidino, pyrrolidino or morpholino group;R.sub.4 =O or H(.beta.OR.sub.5) andR.sub.5 =H or acyl derived from an organic carboxylic acid having 1-18, preferably 1-6 carbon atoms;the quaternarizing group being a saturated or unsaturated aliphatic hydrocarbon group having 1-4 carbon atoms the anion being halide; and acid addition salts of the monoquaternary compounds; and to pharmaceutical preparations containing one or more of said androstane compounds as active constituent.The compounds according to the invention are non-depolarizing neuromuscular blocking agents having very quick onset and recovery characteristics, a short duration of action and a favorable dissociation between muscle blocking and vagal blocking effects.
Type:
Grant
Filed:
June 9, 1982
Date of Patent:
May 8, 1984
Assignee:
Akzo N.V.
Inventors:
Ian C. Carlyle, David S. Savage, Thomas Sleigh
Abstract: Antiinflammatory activity is exhibited by steroids having the formula ##STR1## and the 1,2-dehydro, 6,7-dehydro and 15,16-dehydro derivatives thereof, whereinone of R.sub.1 and R.sub.2 is alkyl, cycloalkyl, aryl, arylalkyl, or --CH.sub.2 X wherein X is alkylthio, alkoxy, aroyloxy, alkanoyloxy or alkoxycarbonyl, and the other is alkylthioalkyl, alkoxyalkyl, alkanoyloxyalkyl, aroyloxyalkyl, alkoxycarbonylalkyl, carboxyalkyl or arylalkyl;R.sub.3 is hydrogen, hydroxy, alkoxy, aryloxy, oxo, methylene, alkylthio, arylthio, alkanoyl, alkanoyloxy, or halogen;R.sub.4 is carbonyl or .beta.-hydroxymethylene;R.sub.5 is hydrogen or halogen; andR.sub.6 is hydrogen, methyl, hydroxy, alkanoyl or halogen.
Abstract: .DELTA.4-Steroid-20-carboxylic acids (BNC compounds) which may optionally contain at least one other double bond in the 1(2)- and/or 9(11)-position and which may also contain an oxygen function, particularly a hydroxyl group or a keto group, in the 11-position, are degraded in the 20-carboxyl group by carboxy inversion degradation. To achieve this, the BNC-carboxylic acids are first transformed into their acid halides which are reacted with peracids to form mixed acid anhydrides, followed by hydrolysis. The reaction product obtained is a mixture of 20-hydroxy- and 20(21)-ene-steroid compounds which contain one carbon atom less than the starting material used. New and known C21-steroid compounds can be produced by the process. The C21-steroid compounds having an oxygenated function in the 11-position may be processed to prednisolone and prednisone by known procedures.
Abstract: Androstenes having the formula ##STR1## wherein R.sub.1 hydrogen and R.sub.2 is alkyl, cycloalkyl, aryl, arylalkyl, alkylthioalkyl, alkoxyalkyl, alkanoyloxyalkyl, aroyloxyalkyl, alkoxycarbonylalkyl, carboxyalkyl, or arylalkyl, or R.sub.1 is alkanoyl or aroyl and R.sub.2 is alkyl;R.sub.3 is hydrogen, hydroxy, alkoxy, aryloxy, oxo, methylene, alkylthio, arylthio, alkanoyl, alkanoyloxy, or halogen;R.sub.4 is carbonyl, .beta.-hydroxymethylene or .beta.-acetyloxymethylene;R.sub.5 is hydrogen or halogen; andR.sub.6 is hydrogen, methyl, hydroxy, alkanoyl or halogen are useful intermediates for the preparation of steroids having antiinflammatory activity.
Abstract: A compound selected from the group consisting of: 3-amino-.DELTA..sup.5 -pregnenes of the formula I: ##STR1## wherein X is selected from the group of ##STR2## the wavy lines indicate that the group may be in the .alpha.-or .beta.-position, R.sub.1 is selected from the group consisting of hydrogen and hydroxyalkyl or 2 to 5 carbon atoms, R.sub.2 is selected from the group consisting of hydrogen, hydroxyalkyl of 2 to 5 carbon atoms, acyl of an aliphatic carboxylic acid of 3 to 8 carbon atoms, alkoxycarbonyl of 2 to 8 carbon atoms, acyl of an .alpha.-amino-carboxylic acid or from a peptide of 2 to 3 amino acids of which amines may be either unsubstituted or mono-or disubstituted with alkyl of 1 to 5 carbon atoms with the proviso that R.sub.1 and R.sub.2 are not both hydrogen and that if the 3-amino group is in the .beta.-position, (i) when X is ##STR3## R.sub.1 and R.sub.2 are not both hydroxyethyl or (ii) when X is ##STR4## and R.sub.1 is hydrogen, R.sub.
Type:
Grant
Filed:
October 25, 1982
Date of Patent:
April 24, 1984
Assignee:
Roussel Uclaf
Inventors:
Vesperto Torelli, Josette Benzoni, Roger Deraedt