Abstract: The present invention provides 1-Hydroxy-3-(N-methyl-N-propylamino)propane-1,1-diphosphonic acid of formula ##STR1## wherein R is hydrogen or C.sub.1 -C.sub.4 alkyl and the pharmacologically acceptable salts thereof.The present invention also provides processes for the preparation of a diphosphonic acid of formula I and pharmaceutical compositions containing it for the treatment of diseases of the calcium metabolism.
Abstract: The present invention provides disphosphonates of the general formula: ##STR1## wherein R.sub.1 is a straight-chain or branched, saturated or unsaturated aliphatic hydrocarbon radical of 1-9 carbon atoms which is optionally substituted by phenyl or cyclohexyl, R.sub.2 is cyclohexyl or cyclohexylmethyl, benzyl or a straight-chained or branched, saturated or unsaturated aliphatic hydrocarbon of 4 to 18 carbon atoms which is optionally substituted by phenyl or oxygen wherein the oxygen can be esterified or etherified, R.sub.3 is hydrogen or a straight-chain or branched alkyl of 1-4 carbon atoms, X is a straight-chain or branched alkylene chain of 1-6 carbon atoms and Y is hydrogen, hydroxyl or an amino group optionally substituted by alkyl radicals of 1-6 carbon atoms; as well as the pharmacologically acceptable salts thereof.
Abstract: A method of controlling veterinary ectoparasites of mammals and birds of the sub-Orders Ixodoidea and Sarcoptiformes comprising the application of a parasiticidally effective, non-toxic amount of a pyrethroid of formula ##STR1## together with at least one parasiticidal organophosphoruscompound active against said ectoparasites.
Abstract: Oxa-alkane polyphosphonic acids corresponding to general formula (I) ##STR1## in which R.sup.1 is a C.sub.1 -C.sub.10 alkyl group, an optionally substituted C.sub.6 -C.sub.10 aryl group, a phenyl- or naphthylalkyl group, a group having the general formula ##STR2## or a group having the general formula ##STR3## R.sup.2 represents H or methyl, A represents the structural unit ##STR4## where n is an integer of from 1 to 20 and M represents H or the cation of a base, to the use of the above compounds as complexing agents and as thresholders, and to compositions containing one or more compounds of general formula (I).
Abstract: The present invention relates to products of the formula ##STR1## where R.sub.1 is H or alkyl, n is an integer from 0 to 10, and R.sub.2 is chosen from amongst H, unsubstituted or substituted alkyl radicals, a ##STR2## group, a substituted or unsubstituted phenyl radical, a ##STR3## group, where X is oxygen or sulfur, or a heterocyclic radical with 5 or 6 members, which may or may not be fused to a benzene ring and R.sub.3 is H or OH.The present invention also relates to a process for the preparation of the products of the formula (I), and to the drugs, having in particular an anti-inflammatory effect, containing a product of formula (I).
Type:
Grant
Filed:
March 7, 1988
Date of Patent:
October 24, 1989
Assignee:
Sanofi
Inventors:
Jean C. Breliere, Xavier Emonds-Alt, Georges Garcia
Abstract: A compound of the formula: ##STR1## wherein R.sup.1 --A-- is a group of the formula: ##STR2## in which R.sup.1 is aryl or a heterocyclic group, each of which may be substituted with substituent(s) selected from the group consisting of lower alkyl, lower alkoxy, lower alkylthio, halo(lower)alkyl, acyl, acylamino and halogen, or lower alkyl which may be substituted with a heterocyclic group optionally substituted with acyl, andX is O or S, andR.sup.2 is hydrogen or lower alkyl, provided that when R.sup.1 is lower alkyl, thenR.sup.1 --A-- is a group of the formula: ##STR3## in which R.sup.1 and X are each as defined above, and pharmaceutically acceptable salts thereof, processes for the preparation thereof and pharmaceutical composition comprising the same.
Abstract: A composition of matter and method of making the composition which relates to an all aqueous, phase stable emulsion of organophosphorous pesticides which is free of organic solvents. The composition comprises from about 40 to 95 percent by weight of an organophosphorous selected from the group consisting of phosphates, phosphorothioates and phosphorothionates, and mixtures thereof, from about 3 to 10 percent by weight of an nonionic block, heteric, heteric/block copolymer of ethylene oxide and propylene oxide, from about 3 to 16 percent by weight urea, and about 20 to 50 percent water. The composition is made by blending these components together under moderate agitation.
Abstract: Diphosphonate-derivatized macromolecules, such as proteins, suitable for use as technetium-99m-based scanning agents and as anticalcification agents are disclosed. The scanning agents are prepared by combining Tc-99m in a +3, +4 and/or +5 oxidation state with the diphosphonate-derivatized macromolecules. Also disclosed are pharmaceutical compositions containing these diphosphonate-derivatized macromolecules and methods for scintigraphic imaging using these diphosphonate-derivatized macromolecules labeled with Tc-99m.
Type:
Grant
Filed:
June 28, 1985
Date of Patent:
May 16, 1989
Assignee:
The Procter & Gamble Company
Inventors:
James J. Benedict, Charles R. Degenhardt, James W. Poser
Abstract: Disclosed are tetraalkyl enthenylidenebisphosphonates and a method for their manufacture. These compounds are suitable for use as antimicrobial agents in combating a number of pathogenic microorganisms, such as bacteria, yeasts, viruses, fungi and protozoa, when used together with a pharmaceutically-acceptable carrier. Also disclosed is a method for treating infectious diseases by administering a safe and effective amount of these tetraalkyl ethenylidenebisphosphonates.
Type:
Grant
Filed:
April 23, 1986
Date of Patent:
April 11, 1989
Assignee:
The Procter & Gamble Company
Inventors:
Charles R. Degenhardt, Duane L. Charbonneau
Abstract: This invention relates to pharmaceutical compositions for the treatment of arthrosis by intraarticular administration of the compositions diluted in a suitable aqueous or lyophilized carrier, comprising an effective amount of diphosphonates and amino acids, specifically aminocarboxylic acids, added thereto as stabilizers. The invention also relates to a therapeutic method for the treatment of arthrosis by intraarticular administration of the compositions into the body of human beings and animals.
Abstract: The present invention relates to products of the formula ##STR1## where R.sub.1 is H or alkyl, n is an integer from 0 to 10, and R.sub.2 is chosen from amongst H, unsubstituted or substituted alkyl radicals, a ##STR2## a substituted or unsubstituted phenyl radical, a ##STR3## where X is oxygen or sulfur, or a heterocyclic radical with 5 or 6 members, which may or may not be fused to a benzene ring and R.sub.3 is H or OH.The present invention also relates to a process for the preparation of the products of the formula (I), and to the drugs, having in particular an anti-inflammatory effect, containing a product of the formula (I).
Type:
Grant
Filed:
April 24, 1986
Date of Patent:
May 24, 1988
Assignee:
Sanofi
Inventors:
Jean C. Breliere, Xavier Emonds-Alt, Georges Garcia
Abstract: 3-Alkyl-3-oxo-1-aminopropane-1,1-diphosphonic acids and water-soluble salts thereof corresponding to the formula ##STR1## in which R.sup.1 represents an unbranched or branched C.sub.1 -C.sub.8 alkyl group, R.sup.2 and R.sup.3 independently of one another represent methyl or ethyl, and each M represents H or a cation of a water-soluble base, to a process for producing these compounds wherein oxonitriles corresponding to the formula: ##STR2## in which R.sup.1, R.sup.2 and R.sup.3 are as defined above, are reacted with mixtures of a phosphorus trihalide PX.sub.3, where X represents fluorine, chlorine or bromine, with phosphorous acid, the reaction mixture is hydrolyzed, and the reaction products are optionally converted into water-soluble salts; and to the use of the resulting compounds corresponding to general formula (III).
Abstract: Diphosphonate compounds, processes for their preparation and pharmaceutical compositions containing them and being useful for treating calcium metabolism disorders. The diphosphonates are of the formula ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen, acyl or alkyl which can be substituted by aryl, R.sub.3 and R.sub.4 are hydrogen or alkyl or R.sub.3 and R.sub.4 together represent lower alkylene, R.sub.5 is a hydrogen atom or alkyl, X is a valency bond or alkylene, Y is a valency bond, alkylene or substituted alkylene, Z is hydrogen, hydroxyl or amino group optionally substituted by alkyl and n is 1, 2 or 3; and including the pharmacologically acceptable salts thereof.
Abstract: The invention relates to a novel crystal modification, containing water of crystallization, of disodium 3-amino-1-hydroxypropane-1,1-diphosphonate of the formula ##STR1## and to a process for the manufacture thereof. This modification is suitable for the oral treatment of disorders of the calcium and phosphate metabolism and associated diseases in warm-blooded animals.
Type:
Grant
Filed:
September 8, 1986
Date of Patent:
December 8, 1987
Assignees:
Ciba-Geigy Corporation, Henkel Kommanditgesellschaft auf Aktien
Abstract: The present invention provides diphosphonic acid derivatives of the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5, independently of one another or also together, signify hydrogen atoms or lower alkyl radicals, whereby R.sub.1 and X or R.sub.3 and Y or R.sub.4 and Z, together with the nitrogen atom to which they are attached, can form a five- or six-membered ring, X and Y, which can be the same or different, represent a straight-chained or branched alkylene chain with up to 6 carbon atoms which can optionally be substituted by aromatic or heteroaromatic radicals, Z is a straight-chained or branched alkylene chain with up to 6 carbon atoms, which can be interrupted by heteroatoms and can optionally also be substituted by aromatic or heteroaromatic radicals, n is 0, 1 or 2 and A is a hydrogen atom or a hydroxyl group, and the pharmacologically acceptable salts thereof.
Abstract: Diphosphonic acid derivatives of the formula ##STR1## wherein X is cyano, 2-cyanoethyl, or 3- aminopropyl and Y is H, or X and Y together represent dimethylaminomethylene ((CH.sub.3).sub.2 NCH.dbd.), andR is hydrogen, alkyl of 1-4 carbon atoms, or a cation derived from a base, especially an alkali metal atom,excluding the cyanomethanebis (phosphonic acid diethyl ester),are pharmacologically active compounds.
Type:
Grant
Filed:
July 5, 1983
Date of Patent:
February 24, 1987
Assignee:
Schering Aktiengesellschaft
Inventors:
Helmut Biere, Clemens Rufer, Irmgard Boettcher
Abstract: A method for inhibiting the formation of tumor cell metastases without treating the underlying cancer itself in humans and animals having metastatic cancer involving the skeleton is disclosed. In this method of treatment, a safe and effective amount of ethane-1-hydroxy-1,1-diphosphonic acid, dichloromethane diphosphonic acid or a pharmaceutically-acceptable salt or ester, such as the sodium salt, of these acids is administered.
Abstract: The invention relates to novel urease inhibited fertilizer compositions containing urea and a urease inhibiting amount of one or more diaminophosphinyl compounds having oxidized sulfur functions, and methods and composition for inhibiting the activity of urease through use of such compounds.
Type:
Grant
Filed:
December 20, 1983
Date of Patent:
December 16, 1986
Assignee:
Allied Corporation
Inventors:
Michael D. Swerdloff, Milorad M. Rogic, Larry L. Hendrickson
Abstract: 4-Dimethylamino-1-hydroxybutane-1,1-diphosphonic acid and water-soluble salts thereof, methods for their preparation, and uses thereof as complexing agents.
Abstract: The invention relates to novel urease inhibited fertilizer compositions containing urea and a urease inhibiting amount of one or more o-diaminophosphinyl derivatives of oximes, and methods and composition for inhibiting the activity of urease through use of such compounds.
Type:
Grant
Filed:
December 20, 1983
Date of Patent:
November 25, 1986
Assignee:
Allied Corporation
Inventors:
Michael D. Swerdloff, Milorad M. Rogic, Larry L. Hendrickson
Abstract: Biphosphonic acids of general formula I: ##STR1## in which R is a fluorine atom of a linear or branched alkyl radical containing between 1 and 5 carbon atoms, which may also be substituted by one or more amino groups of fluorine atoms or both amino groups and fluorine atoms, R' is hydroxy or fluorine, and their salts with an alkali metal, an organic base or a basic aminoacid, exhibit valuable properties in the treatment of urolithiasis or in the treatment as inhibitors of bone reabsorption. The compound 4-amino-1-hydroxybutan-1,1-biphosphonic acid is between 100 and 300 times more active than Cl.sub.2 MDP.
Abstract: A pharmaceutical composition for the treatment of osteopathias is described which contains an effective amount of the active ingredient 6-amino-1-hydroxyhexane-1,1-diphosphonic acid or a pharmaceutically acceptable salt, ester, or a chelation complex with copper and inert carriers. The compositions are suitable for oral or systemic administration or topical application.
Abstract: Diphosphonic acid derivatives of Formula I ##STR1## wherein R is hydrogen, an alkali metal atom, an alkaline earth metal atom, or an alkyl group of 1-4 carbon atoms andA is derived from a carboxylic acid having anti-inflammatory and antiphlogistic activity and containing an aromatic or heteroaromatic group, of Formula IIACOOH (II),are pharmacologically efficacious compounds.
Type:
Grant
Filed:
January 27, 1983
Date of Patent:
March 5, 1985
Assignee:
Schering Aktiengesellschaft
Inventors:
Helmut Biere, Clemens Rufer, Irmgard Boettcher