Divalent Chalcogen Double Bonded Directly To Pentavalent Phosphorus Patents (Class 558/161)
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Patent number: 5482638Abstract: Addition products of monoepoxides or diepoxides of mono- or polyunsaturated monocyclic or bicyclic hydrocarbons and dithiophosphoric acids, a process for the production of the adducts from the corresponding dithiophosphoric acids and epoxides and the use of the addition products as lubricant additives in lubricants based on mineral oils or native oils.Type: GrantFiled: December 6, 1993Date of Patent: January 9, 1996Assignee: Rhein Chemie Rheinau GmbHInventors: Thomas Dimmig, Gunter Jager, Thomas Petri
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Patent number: 5453524Abstract: The present invention provides a phosphorus-containing isoprenoid derivative represented by the following general formula (I) or a pharmacologically acceptable salt thereof, which is useful as a preventive and therapeutic agent for diseases for which a squalene synthetase inhibiting action is efficacious: ##STR1## wherein R.sup.1 and R.sup.2 each represent a hydrogen atom, a lower alkyl, cycloalkyl, alkenyl or alkynyl group, an aryl group which may be substituted, an arylalkyl group in which the aryl group may be substituted, or a heteroaryl or heteroarylalkyl group: R.sup.3 and R.sup.4 each represent a hydrogen atom, a lower alkyl group or an alkali metal; Y represents a group represented by the formula: ##STR2## (wherein R.sup.5 and R.sup.6 each represent a hydrogen atom, a lower alkyl group or an alkali metal or a group represented by the formula: --CO.sub.2 R.sup.7 (wherein R.sup.7 represents a hydrogen atom, a lower alkyl group or an alkali metal); Z represents a group represented by the Formula: --(CH.Type: GrantFiled: February 22, 1994Date of Patent: September 26, 1995Assignee: Eisai Co., Ltd.Inventors: Katsuya Tagami, Ichirou Yoshida, Naoki Kobayashi, Yoshio Fukuda, Yoshihito Eguchi, Makoto Nakagawa, Hironobu Hiyoshi, Hironori Ikuta, Makoto Kaino, Kenji Hayashi, Issei Ohtsuka, Shinya Abe, Shigeru Souda
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Patent number: 5451401Abstract: Polyphosphonic acid ester compounds with flavorant, coolant and/or sweetener components, and tartar, plaque and/or calculus control compositions with improved taste comprising one or more polyphosphonic acid ester compounds are described.Type: GrantFiled: September 29, 1993Date of Patent: September 19, 1995Assignee: The Procter & Gamble CompanyInventors: Kim W. Zerby, Jeffrey C. Hayes
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Patent number: 5442085Abstract: A method of making a monomer of tetraalkyl vinylidene-1, 1-diphosphonate. The monomer is manufactured by combining an aqueous secondary amine solution with a formaldehyde and a tetra (alkyl) methylene diphosphonate. The resulting mixture is maintained at a pH above about 6 and refluxed for two hours to enable reaction to produce the monomer of tetraalkyl vinylidene-1, 1-diphosphonate. The product monomer is then purified to produce the final end product.Type: GrantFiled: October 5, 1993Date of Patent: August 15, 1995Assignee: The University of Tennessee Research CorporationInventor: Spiro D. Alexandratos
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Patent number: 5438048Abstract: Novel pharmacologically active methylenebisphosphonates having formula (I) wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently are straight or branched, optionally unsaturated C.sub.1 -C.sub.10 -alkyl, optionally unsaturated C.sub.3 -C.sub.10 -cycloalkyl, aryl, aralkyl, silyl SiR.sub.3 or hydrogen, whereby in formula (I) at least one of the groups R.sup.1, R.sup.2, R.sup.3 or R.sup.4 is hydrogen and at least one of the groups is different from hydrogen, Q.sup.1 is hydrogen, hydroxyl, halogen, amino NH.sub.2, or OR', wherein R' is C.sub.1 -C.sub.4 -lower alkyl or acyl, Q.sup.2 is straight or branched, optionally unsaturated C.sub.1 -C.sub.10 -alkyl, -hydroxyalkyl or -aminoalkyl, whereby the oxygen may, as a substituent, contain one group or the nitrogen as a substituent may contain one or two groups, which are C.sub.1 -C.sub.4 -lower alkyl or acyl, or the two substituents of the nitrogen form together with the nitrogen atom a saturated, partly saturated or an aromatic heterocyclic ring, or Q.sup.Type: GrantFiled: October 20, 1993Date of Patent: August 1, 1995Assignee: Leiras OyInventors: Hannu Nikander, Marjaana Heikkila-Hoikka, Esko Pohjala, Hannu Hanhijarvi, Leena Lauren
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Patent number: 5428181Abstract: A compound represented by the general formula: ##STR1## wherein A-O-denotes a residue of a compound having an estrogenic activity; R.sub.1 denotes H or a C.sub.1 -C.sub.6 alkyl group; X denotes a single bond, a C.sub.1 -C.sub.10 alkylene group or a group of the formula ##STR2## wherein R.sub.2 denotes H or a C.sub.1 -C.sub.5 alkyl group; Z denotes a nitro group or a halogen; n is an integer of 3 to 12; k is an integer of 1 to 5; L is an integer of 0 to 5; and q is an integer of 1 to 3,and physiologically acceptable salts thereof are disclosed.The compounds have a high affinity to bone tissues, and the compounds per se and metabolites thereof show significant therapeutic effect on bone diseases such as osteoporosis, rheumatoid arthritis and osteoarthritis.Type: GrantFiled: December 24, 1992Date of Patent: June 27, 1995Assignee: Hoechst Japan LimitedInventors: Tatsuo Sugioka, Mizuho Inazu
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Patent number: 5413726Abstract: There is disclosed a group of lubricant additives that have improved oxidative stability, high viscosity and relatively lower cost and that comprise telomerized vegetable oils having no more than 4% polyunsaturated fatty acids. There is also disclosed sulfurized and phosphite adduct derivatives of telomerized vegetable oil for use as lubricant additives.Type: GrantFiled: May 14, 1993Date of Patent: May 9, 1995Assignee: International Lubricants, Inc.Inventor: Phillip S. Landis
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Patent number: 5407923Abstract: Substituted derivatives of deoxymyoinositol of general formula (I): ##STR1## in which R.sup.1, R.sup.2 and R.sup.5 are identical or different and represent a linear or branched alkyl group of 3 to 14 carbon atoms.R.sup.3 and R.sup.4 are identical or different and represent a hydrogen atom, a protecting group of the hydroxyl groups or the residue of formula --CO--(CH.sub.2).sub.n --CH.sub.3in whichn represents the number 12, 13, 14, 15, 16 or 17, and their salts, process for preparing them and their use in medicaments.Type: GrantFiled: August 12, 1993Date of Patent: April 18, 1995Assignee: Bayer PharmaInventors: Erwin Bischoff, Zhan Gao, Stefan Wohlfeil, Gabriele Hecker, Jeannine Cleophax, Didier Dubreuil, Stephane Gero, Alice Olesker, Catherine Verre-Sebrie, Mauro V. de Almeida, Georges Vass
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Patent number: 5395828Abstract: A compound of the formula (I) ##STR1## in which R.sub.1 is e.g. phosphate,R.sub.2 is e.g. phosphate or OH, andR.sub.4 is e.g. ##STR2## are suitable Calcium antagonists and useful e.g. for the treatment of cardio-vascular diseases.Type: GrantFiled: June 24, 1992Date of Patent: March 7, 1995Assignee: Hoechst AktiengesellschaftInventors: Werner Schiebler, Elke Deckert, Erik Dreef, Gijs V. D. Marel, Jacques V. Boom
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Patent number: 5393912Abstract: Two types of structural analogues of D-myo-inositol 1,4,5-trisphosphate [Ins(1,4,5)P.sub.4 ] are prepared by a chemo-enzymatic route. These 6-O-substituted analogues retain the biological activity of Ins(1,4,5)P.sub.3 and are able to elicit Ca.sup.2+ release from porcine brain microsomes. Moreover, these analogues allow the preparation of Ins(1,4,5)P.sub.3 -based immunogens and affinity matrix which are successfully applied to the preparation and purification of antibodies against Ins(1,4,5)P.sub.3. These antibodies display discriminative affinity toward Ins(1,4,5)P.sub.3, and provide a useful tool to study intracellular Ca.sup.2+ mobilization.Type: GrantFiled: January 13, 1994Date of Patent: February 28, 1995Assignee: The Board of Governors for Higher Education, State of Rhode Island and Providence PlantationsInventors: Ching-Shih Chen, Da-Ming Gou, Woan-Ru Shieh
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Patent number: 5376649Abstract: Novel pharmaceutically active bisphosphonic acid derivatives of formula (I), in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently are C.sub.1 -C.sub.22 -alkyl, C.sub.2 -C.sub.22 -alkenyl, C.sub.2 -C.sub.22 -alkynyl, C.sub.3 -C.sub.10 -cycloalkyl, C.sub.3 -C.sub.10 -cycloalkenyl, aryl, aralkyl, silyl and hydrogen, and R.sup.4 is different from hydrogen, Q.sup.1 is hydrogen, fluorine, chlorine, bromine or iodine, and Q.sup.2 is chlorine, bromine or iodine, including the stereoisomers, such as the geometrical isomers and optically active isomers, of the compounds, as well as the pharmaceutically acceptable salts of the compounds.Type: GrantFiled: February 3, 1992Date of Patent: December 27, 1994Assignee: Leiras OyInventors: Esko Pohjala, Keikki Nupponen, Jouko Vepsalainen
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Patent number: 5338731Abstract: Bisphosphonate compounds are of the Formula (I): ##STR1## wherein Y is .dbd.O or .dbd.N--OH and n is from 3 to 24, and further wherein when Y is .dbd.O, (i) R.sub.1 is hydrogen and R.sub.2 is sodium, or (ii) R.sub.1 is sodium and R.sub.2 is methyl, and when Y is .dbd.N--OH, R.sub.1 is sodium and R.sub.2 is methyl.Type: GrantFiled: March 8, 1993Date of Patent: August 16, 1994Assignee: Yissum, Research Development Company of the Hebrew University of JerusalemInventors: Eli Breuer, Gershon Golomb
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Patent number: 5312954Abstract: Novel bisphosphonates comprise compounds of the formula (I) ##STR1## wherein m and l are independently 1 or 2; R.sub.1 represents hydrogen, a lower alkyl group, or an alkali metal cation; R.sub.2 represents hydrogen, a lower alkyl group or an alkali metal cation; Y represents .dbd.0 or .dbd.N--OH, or --OH and X represents --(CH.sub.2).sub.n --, a branched alkylene group, or a branched or straight alkenylene or alkynylene chain optionally substituted by one or more oxygen or nitrogen atoms, wherein n is an integer from 3 to 24. Further definitions of X are included in the description.Type: GrantFiled: May 13, 1992Date of Patent: May 17, 1994Assignee: Yissum, Research Development Company of the Hebrew University of JerusalemInventors: Eli Breuer, Gershon Golomb
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Patent number: 5300671Abstract: Diphosphonic acids of formula (I), wherein R.sub.1 and R.sub.2 are hydrogen or C.sub.1 -C.sub.4 alkyl; (A) is hydrogen, halogen, hydroxy or C.sub.1 -C.sub.12 alkyl; (B) is a bond, a C.sub.1 -C.sub.8 alkylene chain, a cycloalkylalkylene chain, an alkylene chain substituted by cyclohexyl or cyclopentyl groups, or an aralkyl chain, an alkyl chain containing an heteroatom (O, S or N--CH.sub.3) or an ureido residue --(CH.sub.2).sub.nl --NHCONH--(CH.sub.2).sub.n --with n ranging from 1 to 5, R.sub.3 is hydrogen, C.sub.1 -C.sub.9 alkyl, C.sub.3 -C.sub.6 cycloalkyl, benzyl, phenyl or p-methoxybenzyl; (C) is C.sub.1 -C.sub.5 alkyl, phenyl or an aralkyl chain; R.sub.4 is hudrogen, C.sub.1 -C.sub.5 alkyl or an amino group optionally substituted by alkyl, phenyl, benzyl, p-methoxybenzyl, acyl, amminoacidic or peptide groups; R.sub.5 and R.sub.6 are 2-haloethyl or together form a 1-aziridinyl residue, are useful as antitumor agent.Type: GrantFiled: June 9, 1992Date of Patent: April 5, 1994Assignee: Boehringer Mannheim Italia S.p.A.Inventors: Sergio Tognella, Valeria Livi, Ernesto Menta, Silvano Spinelli
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Patent number: 5292913Abstract: Disclosed herein are phosphoric acid esters of myoinositol, which are represented by the following general formula (I): ##STR1## and their salts, as well as a preparation process thereof. The myoinositol derivatives can each be obtained by causing a phosphorylating agent to act on a myoinositol derivative substituted with catalytic reduction removable substituent groups at the positions other than those desired to be substituted by phosphoric acid residual groups and then catalytically reducing the thus-phosphorylated myoinositol.Type: GrantFiled: September 24, 1992Date of Patent: March 8, 1994Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Shoichiro Ozaki, Yutaka Watanabe, Akira Awaya, Yusaku Ishizuka
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Patent number: 5260472Abstract: Multigram quantities of Ins(1,4,5) P.sub.3, Ins(1,3,4) P.sub.3, and Ins(1,3,4,5)P.sub.4 are prepared in their enantiomerically pure forms from the two enantiomers of 1,2:5,6-di-O-cyclohexylidene myo-inositol. Also, a facile enzymatic preparation is also described of these chiral precursors through enantiospecific deacylation of the corresponding racemic esters is disclosed.Type: GrantFiled: January 29, 1992Date of Patent: November 9, 1993Assignee: The Board of Governors for Higher Education State of Rhode Island and Providence PlantationsInventor: Ching-Shih Chen
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Patent number: 5256808Abstract: A method of making a monomer of tetraalkyl vinylidene-1, 1-diphosphonate. The monomer is manufactured by combining an aqueous secondary amine solution with a formaldehyde and a tetra (alkyl) methylene diphosphonate. The resulting mixture is maintained at a pH above about 6 and refluxed for two hours to enable reaction to produce the monomer of tetraalkyl vinylidene-1, 1-diphosphonate. The product monomer is then purified to produce the final end product.Type: GrantFiled: December 4, 1992Date of Patent: October 26, 1993Assignee: The University of Tennessee Research Corp.Inventor: Spiro D. Alexandratos
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Patent number: 5254544Abstract: Hydroxyphosphinyl phosphonate compounds are provided which inhibit the enzyme squalene synthetase and thereby inhibit cholesterol biosynthesis. These compounds have the formula ##STR1## wherein R.sup.2, R.sup.3 and R.sup.4 are independently H, alkyl, metal ion or a prodrug ester; and R.sup.1 is a lipophilic group which contains at least 6 carbons and is alkyl, alkenyl, alkynyl, mixed alkenylalkynyl, a hetero-containing moiety as defined herein, or a phenylalkyl or phenylalkenyl group including those containing a biphenyl group.Type: GrantFiled: September 25, 1992Date of Patent: October 19, 1993Assignee: E. R. Squibb & Sons, Inc.Inventors: Scott A. Biller, John K. Dickson, Jr.
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Patent number: 5212164Abstract: Compounds which are inhibitors of cholesterol biosynthesis (by inhibiting de novo squalene biosynthesis), and thus are useful as hypocholesterolemic agents and antiatherosclerotic agents are provided which have the structure ##STR1## wherein m is 0, 1, 2 or 3; n is 0, 1, 2, 3 or 4;Y.sup.1 and Y.sup.2 are H or halogen;R.sup.2, R.sup.3 and R.sup.4 may be the same or different and are independently H, metal ion, C.sub.1 to C.sub.8 alkyl or C.sub.3 to C.sub.12 alkenyl;X is O, S, NH or NCH.sub.2 R.sup.15 wherein R.sup.15 is H or C.sub.1 to C.sub.5 alkyl; andR.sup.1 is R.sup.5 --Q.sup.1 --Q.sup.2 --Q.sup.3 -- wherein R.sup.5, Q.sup.1, Q.sup.2 and Q.sup.3 are as defined herein;and when m is o, X is other than S; and if m is o and X is 0, then n is 1, 2, 3 or 4; including all stereoisomers thereof.Type: GrantFiled: March 29, 1990Date of Patent: May 18, 1993Assignee: E. R. Squibb & Sons, Inc.Inventors: Scott A. Biller, Michael J. Sofia
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Patent number: 5210263Abstract: The present invention provides novel inositol phosphate analogs and a method for their use for detecting the phosphatidylinositol cycle-dependent calcium of a cell.Type: GrantFiled: May 15, 1990Date of Patent: May 11, 1993Assignees: University of Pittsburgh, Mayo Foundation For Medical Education and ResearchInventors: Alan P. Kozikowski, Garth Powis
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Patent number: 5210262Abstract: A method is provided for preparing a phosphonic acid ester having the structure ##STR1## wherein R.sup.1 is farnesyl or a derivative or analog thereof, and R.sup.2 is lower alkyl, by treating a farnesyl halide R.sup.1 Hal(Hal=Cl,Br,I) with an alkoxide of the structure ##STR2## wherein M is an alkali metal and R.sup.2c is lower alkyl. The resulting phosphonic acid ester is an intermediate in preparing a squalene synthetase inhibitor which is used for inhibiting cholesterol biosynthesis.Type: GrantFiled: September 14, 1992Date of Patent: May 11, 1993Assignee: E. R. Squibb & Sons, Inc.Inventors: Janak Singh, Richard H. Mueller
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Patent number: 5204336Abstract: Substituted gem-diphosphonate compounds having use as cholesterol lowering agents are disclosed. A compound of the invention is tetraethyl-2-[3-t-butyl-4-hydroxynaphthyl]ethenylidene-1,1-diphosphonate.Type: GrantFiled: May 6, 1992Date of Patent: April 20, 1993Assignee: Symphar S.A.Inventors: Lawrence I. Kruse, Virendra P. Shah
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Patent number: 5196409Abstract: Novel bisphosphonates comprise compounds of the formula (I) ##STR1## wherein m and l are independently 1 or 2; R.sub.1 represents hydrogen, a lower alkyl group, or an alkali metal cation; R.sub.2 represents hydrogen, a lower alkyl group or an alkali metal cation; Y represents .dbd.0 or .dbd.N--OH, or --OH; and X represents --(CH.sub.2).sub.n --, a branched alkylene group, or a branched or straight alkenylene or alkynylene chain optionally substituted by one or more oxygen or nitrogen atoms, wherein n is an integer from 3 to 24; with the provision that when l.dbd.m.dbd.1, Y is .dbd.0, and R.sub.1 and R.sub.2 denote a lower alkyl group, n represents an integer from 9 to 20; and with the provision that when l.dbd.m.dbd.2, Y is --OH and R.sub.1 and R.sub.2 are methyl groups, n represents an integer from 9-24; and with the further provision that when l.dbd.m.dbd.2, Y is --OH and R.sub.1 and R.sub.2 are hydrogen, n represents 3, 5 or an integer from 7 to 24; or X is--(CH.sub.2).sub.p --(OCH.sub.2 CH.sub.2).sub.Type: GrantFiled: September 23, 1991Date of Patent: March 23, 1993Assignee: Yissum, Research Development Company of the Hebrew University of JerusalemInventors: Eli Breuer, Gershon Golomb
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Patent number: 5177239Abstract: A method is provided for preparing a phosphonic acid ester having the structure ##STR1## wherein R.sup.1 is farnesyl or a derivative or analog thereof, and R.sup.2 is lower alkyl, by treating a farnesyl halide R.sup.1 Hal(Hal.dbd.Cl,Br,I) with an alkoxide of the structure ##STR2## wherein M is an alkali metal and R.sup.2c is lower alkyl. The resulting phosphonic acid ester is an intermediate in preparing a squalene synthetase inhibitor which is used for inhibiting cholesterol biosynthesis.Type: GrantFiled: July 17, 1989Date of Patent: January 5, 1993Assignee: E. R. Squibb & Sons, Inc.Inventors: Janak Singh, Richard H. Mueller
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Patent number: 5166388Abstract: A stabilized composition of phytic acid is obtained by the steps of:heating and drying rice bran de-fatted by pressing;adding acidic water of pH 3 to 5 to the dried rice bran, stirring the solution and completing the stirring before the pH of the solution reaches 5.7; andheating the thus obtained liquid extract to solidify protein components, followed by the removal of the solid matters by filtration. This composition is advantageously used for removing uraroma and body odor.Type: GrantFiled: July 6, 1990Date of Patent: November 24, 1992Assignee: Sanwa Kagaku Kenkyusho Co., Ltd.Inventors: Kiichi Sawai, Masayasu Kurono, Hiromoto Asai, Takahiko Mitani, Naohisa Ninomiya
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Patent number: 5157027Abstract: Compounds which are inhibitors of cholesterol biosynthesis (by inhibiting de novo squalene biosynthesis), and thus are useful as hypocholesterolemic agents and antiatherosclerotic agents are provided which have the structure ##STR1## and analogs thereof, wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different and are H, lower alkyl, a metal ion or a prodrug ester;R.sup.5 is H, halogen or lower alkyl;Zq is substituted alkenyl, substituted alkynyl, mixed alkenyl-alkynyl or substituted phenylalkyl or, phenylalkenyl or phenylalkynyl, or alkyl, including all stereoisomers thereof.New methods for using such compounds to inhibit cholesterol biosynthesis are also provided.Type: GrantFiled: May 13, 1991Date of Patent: October 20, 1992Assignee: E. R. Squibb & Sons, Inc.Inventors: Scott A. Biller, David R. Magnin
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Patent number: 5153183Abstract: This invention relates to a methylenediphosphonic acid compound expressed by the formula (1). The compound has a marked effect as an anti-inflammatory agent or, more particularly, against inflammations accompanying disturbances in bone metabolism.Type: GrantFiled: May 6, 1991Date of Patent: October 6, 1992Assignee: Toray Industries, Inc.Inventors: Norio Kawabe, Keijiro Takanishi, Shu Matsumoto
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Patent number: 5104863Abstract: This invention relates to pyrindine-diphosphonic acid derivatives which are useful in treating or preventing diseases characterized by abnormal calcium and phosphate matabolism, in particular those which are characterized by abnormal bone metabolism. This invention further relates to pharmaceutical compositions which contain the novel compounds of the present invention, and to a method of treating or preventing diseases characterized by abnormal calcium and phosphate metabolism utilizing a compound of the present invention.Type: GrantFiled: July 3, 1990Date of Patent: April 14, 1992Assignees: The Procter & Gamble Company, The Procter & Gamble CompanyInventors: James J. Benedict, Karen Y. Johnson, James J. Benedict, Karen Y. Johnson
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Patent number: 5103036Abstract: A process is provided for preparing a 3-alkenylidene-1,1-bisphosphonate which is an intermediate for preparing an inhibitor of the enzyme squalene synthetase which is useful as an inhibitor of cholesterol biosynthesis, or which bisphosphonate itself is useful as an inhibitor of cholesterol biosynthesis. The process involves the palladium catalyzed coupling of an allylic ester with a tetraester of a methylenebisphosphonate to form a 3-alkenylidene-1,1-bisphosphonate containing an alkene moiety located .gamma., .delta. to the phosphonates.Type: GrantFiled: May 13, 1991Date of Patent: April 7, 1992Assignee: E. R. Squibb & Sons, Inc.Inventors: David R. Magnin, Richard B. Sulsky
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Patent number: 5097057Abstract: There are disclosed novel phosphorus-containing compounds including and derived from hydrogen phosphonates. The compounds of the present invention can be prepared by reacting a hydrogen phosphonate with: (a) an ethylene derivative in a Michael reaction, (b) an amine or amide and formaldehyde in a Mannich reaction, (c) an aldehyde or ketone, (d) a halogen, (e) carbon tetrachloride and an alkylamine, and (f) carbon tetrachloride and a hydroxyphosphonate. Halophosphonates produced according to procedure (d) can also be used in reactions with (a) alkylamines and (b) hydroxyphosphonates or epoxides to produce the compounds of the present invention.Type: GrantFiled: September 29, 1989Date of Patent: March 17, 1992Assignee: Akzo America Inc.Inventors: Thomas A. Hardy, Edward N. Walsh
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Patent number: 5043330Abstract: The invention relates to new gem-diphosphonates derivatives substituted by phenol groups of formula (I): ##STR1## as well as the process for their preparation and the pharmaceutical compositions containing them.Type: GrantFiled: March 14, 1989Date of Patent: August 27, 1991Assignee: Symphar S.A.Inventors: Lan Nguyen, Eric Niesor, Hieu Phan, Pierre Maechler, Craig Bentzen
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Patent number: 5041429Abstract: Phytic acid or at least one of its salts is used as an effective component for cell activators in a hypoxic state, circulatory ameliorators, dementia remedies and edible compositions.Type: GrantFiled: May 22, 1989Date of Patent: August 20, 1991Assignee: Sanwa Kagaku Kenkyusho Co., Ltd.Inventors: Kiichi Sawai, Masayasu Kurono, Hiromoto Asai, Takahiko Mitani, Motohide Hayashi, Tunematu Suzuki, Naohisa Ninomiya
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Patent number: 4977066Abstract: Esters of trihydric or tetrahydric alcohols with alkenylphosphonic or -phosphinic acids, which can be polymerized by means of actinic light, are disclosed. They are combined with polymeric binders, in particular water-soluble polymers, and free-radical-forming photoinitiators to form photopolymerizable mixtures which are suitable for the preparation of photoresists and the production of printing plates. The mixtures show reduced temperature sensitivity and have long shelf lives.Type: GrantFiled: May 22, 1989Date of Patent: December 11, 1990Assignee: Hoechst AktiengesellschaftInventors: Joachim Gersdorf, Hans-Jerg Kleiner
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Patent number: 4959441Abstract: Alkenylphosphonic and -phosphinic acid esters of 1,1,1-tris(hydroxymethyl)alkanes and of 2,2-bis-hydroxymethyl-1,3-propanediol are useful as cross-linking agents in polymeric hydrogels.Type: GrantFiled: May 8, 1989Date of Patent: September 25, 1990Assignee: Cassella AktiengesellschaftInventors: Friedrich Engelhardt, Ulrich Riegel, Joachim Gersdorf, Hans-Jerg Kleiner
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Patent number: 4939131Abstract: Novel cyclic geminal-diphosphonic acid compounds, and pharmaceutical compositions containing these compounds, which are useful for treating diseases characterized by abnormal calcium and phosphate metabolism; and a method of treating diseases characterized by abnormal calcium and phosphate metabolism utilizing these novel cyclic diphosphonic acid compounds.Type: GrantFiled: August 14, 1987Date of Patent: July 3, 1990Assignee: The Procter & Gamble CompanyInventors: James J. Benedict, Karen Y. Johnson
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Patent number: 4939284Abstract: 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: GrantFiled: January 24, 1989Date of Patent: July 3, 1990Assignee: The Procter & Gamble CompanyInventor: Charles R. Degenhardt
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Patent number: 4886895Abstract: There are disclosed multiphosphorus-containing compounds comprising phosphonate-containing or phosphate-containing phosphate esters. The compounds can be prepared by: (a) reacting a phosphonate-containing or phosphate-containing alcohol with phosphorus pentoxide following by reaction with an epoxide, (b) reacting a phosphonate-containing or phosphate-containing alcohol with a phosphorus oxyhalide, hydrolyzing any phosphorus halogen bonds and then reacting the resulting phosphoric acid derivative with an epoxide, (c) transesterifying a phosphonate-containing or phosphate-containing alcohol with a dialkyl phosphite, oxidizing the resulting compound to yield a phosphoric acid derivative and reacting the phosphoric acid derivative with an epoxide. The compounds are useful as flame retardant additives for polyurethanes and textiles.Type: GrantFiled: February 6, 1989Date of Patent: December 12, 1989Assignee: Akzo America Inc.Inventors: Thomas A. Hardy, Edward N. Walsh
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Patent number: 4883891Abstract: There are disclosed novel phosphorous-containing compounds including and derived from hydrogen phosphonates. The compounds of the present invention can be prepared by reacting a hydrogen phosphonate with: (a) an ethylene derivative in a Michael reaction, (b) an amine or amide and formaldehyde in a Mannich reaction, (c) an aldehyde or ketone, (d) a halogen, (e) carbon tetrachloride and an alkylamine, and (f) carbon tetrachloride and a hydroxyphosphate. Halophosphonates produced according to procedure (d) can also be used in reactions with (a) alkylamines and (b) hydroxyphosphonates or epoxides to produce the compounds of the present invention.Type: GrantFiled: October 17, 1988Date of Patent: November 28, 1989Assignee: Akzo America Inc.Inventors: Thomas A. Hardy, Edward N. Walsh
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Patent number: 4873355Abstract: A process for regioselectively preparing phosphorylated cyclitols, in particular phosphorylated inositols such as myo-inositol 1,4,5-tris(phosphate) and myo-inositol 1,3,4,5-tetrakis(phosphate). Novel cyclitols produced by means of this process are also described.Type: GrantFiled: May 29, 1987Date of Patent: October 10, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventors: Frank W. Hobbs, James L. Meek
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Patent number: 4826629Abstract: Multifunctional (antiwear/anitoxidant) additives prepared by reaction of diorganophosphorodithioic acids and a sulfurous-oxyhalide, e.g. thionyl chloride impart resistance to oxidation and abrasion when incorporated into lubricating oils.Type: GrantFiled: April 20, 1987Date of Patent: May 2, 1989Assignee: Mobil Oil CorporationInventor: Abraham O. M. Okorodudu
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Patent number: 4818774Abstract: Polyvalent cations (e.g., U(IV), Fe(III) can be extracted from aqueous solution using novel organophosphorus compounds of the formulas: ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are selected from alkyl, alkoxyl, alkylaryl and alkylaryloxy groups having from 1 to 18 carbon atoms or hydroxyl;R.sup.3 is independently selected from substituted and unsubstituted alkyl and alkylaryl groups having 1 to about 18 carbon atoms or hydrogen;R.sup.4 is independently selected from alkyl and alkylaryl groups having 1 to about 18 carbon atoms; provided that the sum of the carbon atoms of the R.sup.1, R.sup.2, R.sup.3 and R.sup.4 groups is at least 15; andR.sup.5 is independently selected from substituted and unsubstituted alkyl and alkylaryl groups having 1 to about 18 carbon atoms or a polymeric group; provided that the sum of the carbon atoms of the R.sup.1, R.sup.2 and R.sup.5 groups is at least 16.Type: GrantFiled: March 10, 1986Date of Patent: April 4, 1989Assignee: Occidental Chemical CorporationInventor: Kenneth M. Kem
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Patent number: 4732998Abstract: The present invention relates to hitherto unknown compounds of the formula I ##STR1## in which R.sub.1 is a straight or branched, saturated or unsaturated aliphatic or alicyclic C.sub.1 -C.sub.10 hydrocarbon radical, an aryl or an aryl-C.sub.1 -C.sub.4 -alkyl radical, R.sub.1 if desired being unsubstituted or substituted with straight or branched C.sub.1 -C.sub.4 -alkyl, amino, C.sub.1 -C.sub.4 -alkamino, di-(C.sub.1 -C.sub.4 -alkyl)-amino, carboxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, hydroxy, C.sub.1 -C.sub.4 -alkoxy, phenoxy, mercapto, C.sub.1 -C.sub.4 -alkylthio, phenylthio, halogen, trifluoromethyl; R.sub.2 stands for hydrogen, C.sub.1 -C.sub.8 -alkyl, aryl-C.sub.1 -C.sub.4 -alkyl or halogen; X is O or S, and n is an integer from 0 to 2; with the proviso that R.sub.2 cannot be hydrogen or methyl if n=O and R.sub.1 is methyl.The compounds of the invention are valuable in the human and veterinary practice.Type: GrantFiled: March 31, 1986Date of Patent: March 22, 1988Assignee: Leo Pharmaceutical Products, Ltd.Inventor: Ernst T. Binderup
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Patent number: 4719203Abstract: 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.Type: GrantFiled: November 12, 1986Date of Patent: January 12, 1988Assignee: Boehringer Mannheim GmbHInventors: Elmar Bosies, Rudi Gall
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Patent number: 4696920Abstract: 2-Substituted-1,3-propylidenediphosphonates of formula (I), where A, R.sup.1 and R.sup.2 are defined in claim 1, are therapeutically active compounds, namely for the treatment of cardiovascular diseases.They can be prepared by reacting phosphonating agents with 1,3- dibromopropanes or ditosylates of 1,3-propanediols substituted in position 2. ##STR1## .Type: GrantFiled: July 16, 1985Date of Patent: September 29, 1987Assignee: Symphar S.A.Inventors: Craig L. Bentzen, Yves Guyon-Gellin, Kyriacos Kalathakis, Hieu T. Phan, Lan Nguyen Mong, Eric Niesor, Jean-Robert Rossier
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Patent number: 4689123Abstract: As novel compounds, ethane tetraphosphonate esters, including octaalkyl and trimethylsilyl esters, and ethylene tetraphosphonic acid, as well as new compositions including a mixture of the acid with tetramethyl methylene diphosphonic acid, and a process for the preparation thereof.Type: GrantFiled: December 23, 1986Date of Patent: August 25, 1987Assignee: The Dow Chemical CompanyInventor: Stephen A. Noding
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Patent number: 4687768Abstract: Novel cyclic geminal-diphosphonic acid compounds, and pharmaceutical compositions containing these compounds, which are useful for treating diseases characterized by abnormal calcium and phosphate metabolism; and a method of treating diseases characterized by abnormal calcium and phosphate metabolism utilizing these noval cyclic diphosphonic acid compounds.Type: GrantFiled: December 21, 1984Date of Patent: August 18, 1987Assignee: The Procter & Gamble CompanyInventors: James J. Benedict, Karen Y. Johnson
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Patent number: 4631142Abstract: New diphosphonic acid diesters in which the two phosphorus atoms are bound by a hydrocarbon group while each of the two acid functions of the diphosphonate is esterified by a radical having at least three carbon atoms are prepared by the treatment with a weak base of a corresponding tetramethyl diphosphonate, thereupon replacement of the cations of the base in the resultant disalt, by a radical R by means of a halide of said radical, and finally hydrolysis of the mixed diphosphonate thus obtained. The new compounds are suitable for various known uses of the different diphosphonates and in particular for the complexing of heavy metals; they are used in particular for the extraction of uranium and metals associated with it.Type: GrantFiled: October 11, 1983Date of Patent: December 23, 1986Assignee: Societe Nationale Elf Aquitaine (Production)Inventor: Georges Sturtz
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Patent number: 4613674Abstract: This invention relates to novel substituted 2-hydroxy-2-phosphinyl ethanals of the general Formula I. ##STR1## to 1,2-dihydroxy-1,2-bisphosphinylethanes of the general Formula II ##STR2## to methods of making the same, to compositions containing compounds of the general Formula I, and/or of the general Formula II, to the use of such compositions to impart flame-resistance to cellulose and cellulose containing materials, to flame-resistant compositions containing compounds of the general Formula II and to the use of the compounds of the general Formula II as metal complexing agents.In the compounds of the Formulas I and II R.sub.1 and R.sub.2 may be the same or different radicals including alkoxy, aryloxy, arylalkoxy, cycloalkoxy, alkyl, alkenyl, aryl, aralkyl, cycloalkyl as well as such radicals containing substituents such as halogen, amino, hydroxy, alkoxy, mercapto, carboxy, carbalkoxy and the like in addition R.sub.1 and/or R.sub.2 may be hydroxy.Type: GrantFiled: September 23, 1983Date of Patent: September 23, 1986Inventors: Alexandros K. Tsolis, Ioannis A. Mikroyannidis
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Patent number: 4587034Abstract: Triphosphonic ester, each of the three phosphorus atoms of which is bound to a carbon atom of the same hydrocarbon group, having 2 or 4 free acid functions or two salt functions, is prepared by reacting an alkaline-metal derivative of a phosphite diester with a diphosphonic acid tetra-ester, followed by hydrolysis of the compound obtained. The triphosphonic esters may be used for various known uses of phosphonates, including the extraction of heavy metals.Type: GrantFiled: October 11, 1983Date of Patent: May 6, 1986Assignee: Societe Nationale Elf Aquitaine (Production)Inventors: Georges Sturtz, Thierry Pensec, Jean-Claude Gautier