Abstract: .alpha.-(hydroxyimino)phosphonoacetic acids (also referred to as ".alpha.,.alpha.-disubstituted trifunctional oximes" and "Troika Acids") and their derivatives, and methods to prepare them are disclosed. Also disclosed are the structures and fragmentation pathways of the .alpha.-(hydroxyimino)phosphonoacetic acids. The .alpha.-(hydroxyimino)phosphonoacetic acids and derivatives are useful as pH sensitive chelating agents, enzyme activated drugs, drug delivery agents, phosphorylating reagents and photo-activated reagents.

Abstract: This invention relates to a process for the preparation of N-phosphonomethylglycine and its salts. More particularly, this invention is directed to a method for preparing N-phosphonomethylglycine involving the reaction of AMPA, an alkali metal cyanide or hydrogen cyanide, and formaldehyde and hydrolyzing the product of that reaction to form N-phosphonomethylglycine and its salts.

Abstract: An improved process is provided for the manufacture of N-phosphonomethylglycine from N-phophonomethyliminodiacetic acid in the presence of a molecular-oxygen containing gas utilizing a catalytically active carbonaceous char produced at low temperature. The improvement is provided by the use of a carbonaceous char capable of rapidly decomposing hydrogen peroxide in an aqueous solution.

Abstract: A process for removing N-(phosphonomethylglycine) (glyphosate) or a salt or ionic form thereof from an aqueous mixture in which it is present, wherein the aqueous mixture is an effluent from a glyphosate manufacturing process, the process comprising adding to the mixture of ions capable of forming an insoluble or partially soluble complex glyphosate salt, and removing the complex salt from the mixture. An additional process permits recovery of glyphosate from the precipitate of complex salts by a process comprising forming an aqueous slurry of the precipitate having a pH greater than 8 and removing the resultant metal oxide from the slurry to give an aqueous solution containing glyphosate.

Abstract: A process for preparing glyphosate and other secondary amines of related structure in which a precursor primary amine such as aminomethylphosphonic acid is condensed with glyoxylic acid, or a related aldehyde compound, and the condensation product reduced without isolation to produce the desired product.

Abstract: A process for preparing N-phosphonomethylglycine or an N-phosphonomethylglycine derivative involves the hydrogenation of cyanophosphonate derivatives in the presence of a glycine derivative and a catalyst to produce N-phosphonomethylglycine.

Abstract: The present invention provides a method for isolating N-phosphonomethylglycine which comprises adding an acid to precipitate salts from an aqueous solution of an alkali metal salt and/or an alkaline earth metal salt of N-phosphonomethylglycine solution to neutralize and adjust the same to a pH of 2.5 or higher, removing the precipitated salts, and adjusting the pH to 2.5 or lower to crystallize N-phosphonomethylglycine. N-phosphonomethylglycine is thus isolated and purified in high purity and good yield.

Abstract: The present invention relates to compositions comprising pharnaceutically-acceptable carriers and a phosphonocarboxylate, or a pharmaceutically-acceptable salt thereof, having a structure according to formula (I): ##STR1##

Abstract: The present invention provides a method for producing N-phosphonomethylglycine which comprises reacting an aminomethylphosphonic acid with glycolonitrile, or formaldehyde and hydrogen cyanide in situ, under an alkaline condition to convert the aminomethylphosphonic acid into an N-phosphonomethylglycinonitrile salt or a mixture of an N-phosphonomethylglycinonitrile salt and N-phosphonomethylglycinonitrile, and then hydrolyzing the product under an acidic condition. Subsequent to a reaction step for the production of N-phosphonomethylglycinonitrile, the reaction product is hydrolyzed by adding thereto an acid in a prescribed amount. Accordingly, the use of a large amount of an alkaline metal hydroxide and the neutralization step for obtaining N-phosphonomethylglycine after hydrolysis, which steps are necessary in a conventional alkali hydrolysis method, are omitted in the present invention.

Abstract: The present invention relates to phosphonsulfonates and the pharmaceutically-acceptable salts and esters thereof, having the following structure according to formula (I): ##STR1## The present invention further relates to pharmaceutical compositions containing a safe and effective amount of a compound of the present invention, and pharmaceutically-acceptable excipients. Finally, the present invention relates to methods for treating or preventing pathological conditions characterized by abnormal calcium and phosphate metabolism in humans or other mammals, including treating or preventing osteoporosis and arthritis, especially rheumatoid arthritis and osteoarthritis. This method comprises administering to a human or other mammal in need of such treatment of a safe and effective amount of a compound or composition of the present invention.

Abstract: A process is provided for selectively converting formaldehyde in an acidic organic waste aqueous stream in the most part to formose sugars rather than to alkali metal formate and methanol by reacting the stream with a strong alkali base to provide a pH of at least about 8.5 and heating the resulting basic solution to a temperature of at least about 80.degree. C. The formaldehyde is present in the waste stream in amounts between about 1000 ppm to 10,000 ppm.

Abstract: .alpha.-Phosphonosulfonate compounds are provided which inhibit the enzyme squalene synthetase and thereby inhibit cholesterol biosynthesis. These compounds have the formula ##STR1## wherein R.sup.2 is OR.sup.5 or R.sup.5a ; R.sup.3 and R.sup.5 are independently H, alkyl, arylalkyl, aryl or cycloalkyl; R.sup.5a is H, alkyl, arylalkyl or aryl; R4 is H, alkyl, aryl, arylalkyl, or cycloalkyl;, Z is H, halogen, lower alkyl or lower alkenyl; and R.sup.1 is a lipophilic group which contains at least 7 carbons and is alkyl, alkenyl, alkynyl, mixed alkenyl-alkynyl, aryl, arylalkyl, cycloalkyl, cycloalkylalkyl, heteroaryl, heteroarylalkyl, cycloheteroalkyl, cycloheteroalkylalkyl; as further defined above; including pharmaceutically acceptable salts and or prodrug esters of the phosphonic (phosphinic) and/or sulfonic acids.

Abstract: A process for preparing N-hydroxyalkylaminomethyl-phosphonic acid or salts thereof which comprises contacting an alkanolamine, formaldehyde and a trialkyl phosphite under suitable reaction conditions to produce a reaction mixture, and hydrolyzing the reaction mixture under neutral, acidic or basic conditions. In one embodiment, the N-hydroxyalkylaminomethylphosphonic acid or salts thereof is catalytically oxidized to produce an N-phosphonomethylaminocarboxylic acid or salts thereof.

Abstract: A process for the preparation of N-phosphonomethyliminodiacetic acid is disclosed. The process comprises simultaneously infusing into a reaction mixture water, a source of iminodiacetic acid, a source of formaldehyde, and a source of phosphorous acid and strong acid.

Abstract: A process whereby N-phosphonomethylglycine (glyphosate) or its salts is manufactured by:1) forming N-phosphonomethylglycinonitrile by reacting aminomethylphosphonic acid, an alkali metal cyanide and formaldehyde in aqueous solution at a pH in the range from 10 to 13 (and preferably from 11 to 11.

Abstract: The present invention relates to a method of manufacturing N-phosphonomethylglycine and salts thereof, which can be biologically degraded, and have superior effectiveness against weeds and are useful as herbicides, by means of alkali hydrolysis of N-phosphonomethylglycinonitrile. In order to obtain high yields of the desired high purity, the amount of salt produced as a by-product is reduced by using the alkali so as to result in not less than 2 molecules and less than 3 molecules of the alkali for each molecule of N-phosphonomethylglycinonitrile when the alkali is monovalent, and not less than 1 molecule and less than 1.5 molecules of the alkali for each molecule of N-phosphonomethylglycinonitrile when the alkali is divalent.

Abstract: This invention is a pharmaceutical composition that inhibits the growth of cancers and tumors in mammals, particularly in human and warm blooded animals. The composition contains a 10:1 to 1:10 mixture of (1) N-chlorophenyl carbamates and N-chlorophenylthiocarbamates and (2) N-phosphonoglycine derivatives which are systemic herbicides. This composition can also be used to treat viral infections.

Abstract: Solid N-phosphonomethylglycine or glyphosate acid in "wet cake" form is charged to a suitable mixer/reactor. A stoichiometric equivalent of anhydrous ammonia gas is fed to the mixer for direct reaction with the glyphosate acid as it is agitated within the mixer. A water Jacket containing circulating water or other suitable heat transfer facilitating means readily known to those in the art is adapted to the mixer and used to remove heat from the reactor produced by the exothermic reaction. The moisture content of the glyphosate wet cake, the design of the mixer including a preferred close tolerance relation between the inner walls of the reactor and its mixing impellers together with the relative location of the ammonia gas inlet in the mixer/reactor and maintenance of a reaction temperature of about 60.degree. C. or below are all important process variables.

Abstract: A process is provided for destroying formic acid and/or formaldehyde in an aqueous, organic acid waste stream by contacting the stream with a supported precious metal catalyst and passing air or molecular oxygen gas through the solution to promote chemical oxidation. The invention is a safe, practical and cost-effective alternative to bio-system treatment of these compounds using microorganisms. The process of the invention may be practiced in either a batch or continuous mode and, in accordance with the invention, formic acid present in a stream at a level of 3800 ppm and formaldehyde present in an amount of 5800 ppm can be reduced respectively to levels of 200 ppm or less.

Abstract: A process for the manufacture of an acid salt of an alkyl ester of N-phosphonomethylglycinonitrile is described which comprises reacting methyleneaminoacetonitrile trimer with a trialkylphosphite. The process is carried out under anhydrous conditions and in the presence of an anhydrous acid and an inert solvent in which methyleneaminoacetonitrile trimer is at least partially soluble and the acid salt of the alkyl ester of N-phosphonomethylglycinonitrile product is substantially insoluble. This is followed by recovering the precipitated acid salt of the alkyl ester of N-phosphonomethylglycinonitrile.

Abstract: A process for preparing N-hydroxyalkylaminomethylphosphonic acid or salts thereof which comprises contacting an alkanolamine, formaldehyde and a dialkyl phosphite in the presence of an alcohol under suitable reaction conditions to produce a reaction mixture, and hydrolyzing the reaction mixture under acidic or basic conditions. In one embodiment, the N-hydroxyalkylaminomethylphosphonic acid or salts thereof is catalytically oxidized to produce an N-phosphonomethylaminocarboxylic acid or salts thereof.

Abstract: The invention relates to the compounds of formula (I): ##STR1## in which: R.sub.1 denotes hydrogen, acyl, alkoxycarbonyl, benzyloxycarbonyl, phenoxycarbonyl or linear or branched C.sub.1 -C.sub.6 alkyl, substituted or unsubstituted, or R.sub.6 SO.sub.2 -- in which R.sub.6 denotes alkyl, naphthyl, phenyl, benzyl or morpholine,R.sub.2 denotes hydrogen or phenyl, substituted or unsubstituted benzyl, thienylmethyl, (pyridyl)methyl, diphenylmethyl, fluorenyl, naphthylmethyl, benzocyclobutyl, (dicyclopropylmethyl)methyl, indanyl or (C.sub.3 -C.sub.7 cycloalkyl)methyl,R'.sub.2 denotes hydrogen or elseR.sub.2 and R'.sub.2 together denote C.sub.6 H.sub.5 --CH.dbd.,R.sub.3 denotes any one of the groups as defined in the description, each of R.sub.4 and R.sub.5 denotes hydrogen or alkyl, or ##STR2## forms a boronic ester of pinanediol, A denotes the following group: ##STR3## in which n and A.sub.2 are as defined in the description, and medicinal products containing the same are useful as thrombin inhibitors.

Abstract: A process for preparing glyphosate and other secondary amines of related structure in which a precursor primary amine such as aminomethylphosphonic acid is condensed with glyoxylic acid, or a related aldehyde compound, and the condensation product reduced without isolation to produce the desired product.

Abstract: A peptide linkage unit is employed for joining peptide and pseudopeptide sequences, including peptides and pseudopeptides that inhibit aspartic proteinase enzymes. The peptide linkage unit includes a phosphinate methylene ammonium linkage in place of a peptidyl carboxamide bond. If the peptide linkage unit is incorporated into a peptide sequence that would otherwise serve as an aspartic proteinase substrate and if it is positioned at a cleavage site within such peptide sequence, the phosphinate methylene ammonium linkage is resistant to cleavage and serves as an exploding transition state analog of such cleavage site. When so incorporated, the phosphinate methylene ammonium linkage can bind or interfere with the active site of aspartic proteinase enzymes and inhibit its activity. Preferred inhibitors contain a phosphinic acid methylene amine group joining the P.sub.1 and P.sub.1 ' residues and have a length of 3 to about 15 amino acid residues.

Abstract: The invention provides a process for producing mixtures of glyoxylate and a dialkyl aminomethylphosphonate and the subsequent production of N-(phosphonomethyl)glycine, also known as glyphosate. The process comprises preparing in situ a mixture of glyoxylate and a dialkyl aminomethylphosphonate (DEAMPA) by enzymatically reacting glycolic acid (glycolate) and oxygen in an aqueous solution in the presence of a dialkyl aminomethylphosphonate and catalysts consisting of glycolate oxidase and catalase. The resulting mixture can be hydrogenated and then subjected to hydrolysis to produce N-(phosphonomethyl)glycine, a post-emergent phytotoxicant and herbicide.

Abstract: A solid, non-hygroscopic salt of the Formula (I) ##STR1## wherein R.sup.1 is hydroxy or alkyl;A is C.sub.1 to C.sub.

Abstract: A process for the manufacture of N-phosphonomethyliminodiacetic acid which comprises: 1) reacting iminodiacetic acid with phosphorous acid and a source of formaldehyde in aqueous solution in the presence of concentrated sulphuric acid; 2) filtering and recovering the N-phosphonomethyliminodiacetic acid product precipitated in stage (1); 3) recovering the filtrates from stage (2) and optionally removing a proportion of the water therefrom; 4) transferring the filtrates from stage (3) to a further reaction stage in which further iminodiacetic acid is reacted with phosphorous acid and a source of formaldehyde in the presence of sulphuric acid; and thereafter 5) repeating stages (1), (2), (3) and (4) in a plurality of re-cycles.

Abstract: A process for the manufacture of aminomethanephosphonic acid comprises:a) reacting a compound of formula R--CH.sub.2 --NH--CO--NH--CH.sub.2 --R' wherein R and R', which may be the same or different, represent a phosphonation leaving group with a phosphonating agent and subsequentlyb) hydrolysing the product of step (a) to form aminomethanephosphonic acid.

Abstract: The invention is directed to a process for preparing N-phosphonomethylglycine comprising the steps of reacting an aminomethylphosphonic acid with a glyconitrile in the presence of an alkali metal hydroxide to form a product, and then hydrolyzing the product by adding an alkali metal hydroxide in an amount sufficient to neutralize the resulting carboxylic acid.

Abstract: A compound of formula (I) ##STR1## where R.sup.1, R.sup.2, and R.sup.3 are alkyl or aralkyl or any two of R.sup.1, R.sup.2, and R.sup.3 together form a cycloalkyl ring and Y is S or S(O) is prepared by reacting N-phosphonomethylglycine with a compound of formula (II) ##STR2## where m is 0 or 1 in the presence of a base. A preferred compound of formula (I) is trimethylsulphonium N-phosphonomethylglycine and a preferred compound of formula (II) is trimethylsulphonium hydrogen sulphate.

Abstract: A solid, non-hygroscopic salt of the Formula (I) ##STR1## wherein R.sup.1 is dydroxy or alkyl;A is C.sub.1 to C.sub.

Abstract: There are provided novel aminophosphonic acid derivatives of the general formula [I]: ##STR1## wherein n is an integer of 2 or 3; R.sup.1 is a phenyl, naphthyl, indolyl, benzothienyl, benzofuryl or benzoxazolyl group which may have 1 to 3 substituents selected from the group consisting of hydroxyl and lower alkyloxy groups, or a hydrogen atom; R.sup.2 is a lower alkyl group, a benzyl group, a 4-hydroxybenzyl group, a 3-indolylmethyl group or a .beta.-phenethyl group; and A is an optional residue of an amino acid selected from the group consisting of tryptophane, tyrosine, phenylalanine, homophenylalanine, naphthylalanine or N.sup..omega. -nitroarginine, and their pharmaceutically acceptable salts. The compounds according to the present invention and their pharmaceutically acceptable salts exhibit an inhibitory activity against endothelin-converting enzyme, and are expected to be useful as a drug treating various diseases with which endothelin is concerned.

Abstract: The invention is directed to a mixture of acetylpolyalkylindanes and acetylpolyalkyltetralines obtainable by cycloalkylation of p-cymene and/or p,.alpha.-dimethylstyrene and/or 8-p-cymenyl halides and/or 8-p-cymenyl alcohol with a mixture of alkenes consisting of one or more methylbutene isomers and one or more dimethylbutene isomers, followed by acetylation of the intermediate mixture of polyalkylindanes and polyalkyltetralines.

Abstract: A solid, non-hygroscopic salt of the Formula (I) ##STR1## wherein R.sup.1 is hydroxy or alkyl;A is C.sub.1 to C.sub.

Abstract: Process for preparing N-phosphono-methyl-iminodiacetic acid by means of phosphonomethylation of iminodiacetic acid performed by reacting an aqueous solution of phosphoric acid and hydrochloric acid, obtained by hydrolysis of phosphorous trichloride, with iminodiacetic acid and formaldehyde, in which phosphorous trichloride is hydrolysed in step (a) with water or an aqueous solution or hydrochloric acid, the reaction temperature and amount of water are regulated such that an aqueous solution of hydrochloric acid and phosphoric acid in a molar ratio of 0.5:1 to 2:1 is formed, and gaseous hydrochloric acid is caused to develop from the reaction medium. The phosphonomethylation reaction is performed in the solution obtained in step (a) in the presence of iminodiacetic acid in a molar ratio of iminodiacetic acid to phosphoric acid between 1:1 and 1:1.2 with the addition of formaldehyde. The N-phosphono-methyl-iminodiacetic acid is then recovered from the reaction medium.

Abstract: A process for preparing N-phosphonomethyl iminodiacetic acid wherein solutions of an alkali metal salt of IDA are reacted with formaldehyde so as to form the alkali metal salt of hydroxymethyliminodiacetic acid (HMIDA). The HMIDA can be subsequently reacted with a phosphorous source such as phosphorous acid to produce PMIDA in good yield.

Abstract: A compound of formula (I) ##STR1## where R.sup.1, R.sup.2, and R.sup.3 are alkyl or aralkyl or any two of R.sup.1, R.sup.2, and R.sup.3 together form a cycloalkyl ring and Y is S or S(O) is prepared by reacting N-phosphonomethylglycine with a compound of formula (II) ##STR2## where m is 0 or 1 in the presence of a base. A preferred compound of formula (I) is trimethylsulphonium N-phosphonomethylglycine and a preferred compound of formula (II) is trimethylsulphonium hydrogen sulphate.

Abstract: The present invention describes a novel compound, 2-azabicyclo[2.2.1]hept-5-ene-2-acetic acid, its preparation and the preparation of related compounds, and the use of said compounds as intermediates for the preparation of N-phosphonomethylglycine.

Abstract: The present invention relates to the N-phosphonomethyl-biaryl substituted amino acid derivatives of formula I ##STR1## wherein X represents a direct bond, C.sub.1-4 -alkylene or C.sub.2 -C.sub.4 -alkenylene; R and R' represent independently hydrogen, carbocyclic aryl, 6-tetrahydronaphthyl, 5-indanyl, .alpha.-(trichloromethyl, carboxyl, esterified carboxyl or amidated carboxyl)substituted-(lower alkyl or aryl-lower alkyl), acyloxymethyl optionally monosubstituted on methyl carbon by C.sub.1-20 -alkyl, by C.sub.5 -C.sub.7 -cycloalkyl, by aryl or by aryl-lower alkyl; R.sub.1 represents monocyclic carbocyclic or monocyclic heterocyclic aryl; COR.sub.3 represents carboxyl or carboxyl derivatized in form of a pharmaceutically acceptable ester; R.sub.2 and R.sub.

Abstract: The invention provides a process for the production of N-(phosphonomethyl)glycine, also known as glyphosate. The process comprises hydrogenating a mixture containing glyoxylic acid and aminomethylphosphonic acid, the mixture having been enzymatically prepared in situ by the reaction of glycolic acid and oxygen in an aqueous solution containing aminomethylphosphonic acid and the enzymes glycolate oxidase and catalase.

Abstract: Improvements to a method for preparing N-phosphonomethylglycyne by oxidation of N-phosphonomethyliminodiacetic acid. N-phosphonomethylglycine may be obtained by oxidation of N-phosphonomethyliminodiacetic acid with O.sub.2 or with an oxygen-containing gas, in the presence of a noble metal catalyst on activated carbon. To avoid the catalyst losses, the improvements of the invention consist in a pressure scavaging with N.sub.2, after completion of the oxidation reaction. Owing to such treatment, the catalyst losses are reduced from 30% to 1%, making the processing economically viable on a large industrial scale. The recovered catalyst holds its catalytic activity and may be reused at least 20 consecutive times. N-phosphonomethylglycine is a herbicide of extended application.

Abstract: This invention relates to controlling corrosion in aqueous systems and more particularly to using certain calcium insensitive phosphonomethyl amine oxide compounds. The compounds of this invention are water soluble phosphonomethyl amine oxides having at least one oxidized tertiary amine group of the formula: ##STR1## and water soluble salts thereof and having a cloud point of at least about 25 ppm.

Abstract: This disclosure describes novel compounds, N-[(1,2,3,4,5-pentaalkyl-2,4-cyclopentadien-1-yl)methyl]-glycines, the preparation of the new compounds and their use as intermediates for the preparation of N-phosphonomethylglycine.

Abstract: A process for preparing a carboxyalkyl-substituted hydroxylamine represented by formula (I) ##STR1## where L represents an alkylene group; A represents a hydrogen atom, a sulfo group, a carboxy group, a phosphono group, a trialkylammonio group, a hydroxy group, an amino group, an acyl group, a carbamoyl group, a sulfamoyl group, an alkoxycarbonyl group, or a cyano group; and R.sub.1, R.sub.2, and R.sub.3, which may be the same or different, each represent a hydrogen atom, an alkyl group, or an aryl group; which comprises: reacting an .alpha.,.beta.-unsaturated carboxylic acid represented by formula (II) as an alkylating agent ##STR2## where R'.sub.1, R'.sub.2, and R'.sub.3, which may be the same or different, each represent the same group as defined for R.sub.1, R.sub.2, and R.sub.

Abstract: A process is provided for producing N-phosphonomethylglycine by the oxidation of N-phosphonomethyliminodiacetic acid with a peroxide to form an intermediate N-phosphonomethyliminodiacetic acid-N-oxide. Thereafter, the N-phosphonomethyliminodiacetic acid-N-oxide is converted to N-phosphonomethylglycine by adding a catalytic amount of a metal selected from the group consisting of iron, zinc, aluminum, vanadium and copper, or a compound selected from the group consisting of water-soluble vanadium compounds, ferrous salts and cuprous salts.

Abstract: A process for producing N-phosphonomethylglycine by the oxidation of N-phosphonomethyliminodiacetic acid using a molecualr oxygen-containing gas in the presence of a transition metal catalyst.

Abstract: N-Phosphonomethylglycine can be purified and concentrated from aqueous solutions containing N-phosphonomethylglycine and impurities, such as N-formyl-N-phosphonomethylglycine, phosphorous acid, and the like, by passing the aqueous solution through an ion exchange column containing a weakly basic ion exchange resin to remove such impurities.

Abstract: A process is provided for producing N-phosphonomethylglycine by the oxidation of N-phosphonomethyliminodiacetic acid with a peroxide to form an intermediate N-phosphonomethyliminodiacetic acid-N-oxide. Thereafter, the N-phosphonomethyliminodiacetic acid-N-oxide is converted to N-phosphonomethylglycine by adding a catalytic amount of a metal selected from the group consisting of iron, zinc, aluminum, vanadium and copper, or a compound selected from the group consisting of water-soluble vanadium compounds, ferrous salts and cuprous salts.

Abstract: A process is provided for producing N-phosphonomethylglycine by the oxidation of N-phosphonomethyliminodiacetic acid with a peroxide to form an intermediate N-phosphonomethyliminodiacetic acid-N-oxide. Thereafter, the N-phosphonomethyliminodiacetic acid-N-oxide is converted to N-phosphonomethylglycine by adding a catalytic amount of a metal selected from the group consisting of iron, zinc, aluminum, vanadium and copper, or a compound selected from the group consisting of water-soluble vanadium compounds, ferrous salts and cuprous salts.

Abstract: A process for the preparation of N-phosphonomethylglycine by reaction of aminomethanephosphonic acid and glyoxylic acid in the molar ratio 1:2 in aqueous medium.