Phosphorus Containing Patents (Class 536/117)
  • Patent number: 5401647
    Abstract: Disclosed is a method of preparing limulus amoebocyte lysate substantially free from factor G which comprises bringing limulus amoebocyte lysate into contact with an insoluble carrier on which a (1.fwdarw.3)-.beta.-D-glucoside structural portion represented by the following formula [I] produced by depolymerizing and/or fractionating a carbohydrate chain is immobilized: ##STR1## wherein n represents an integer of 2 to 370.
    Type: Grant
    Filed: May 27, 1992
    Date of Patent: March 28, 1995
    Assignee: Seikagaku Kogyo Kabushiki Kaisha (Seikagaku Corporation)
    Inventors: Shigenori Tanaka, Jun Aketagawa, Yuko Shibata
  • Patent number: 5393744
    Abstract: A compound having the following formula I: ##STR1## in which: R' represents a hydrogen atom or an azido group,alc represents an alkyl group of 1 to 4 carbon atoms, an alkoxy group of 1 to 4 carbon atoms or an amino group.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: February 28, 1995
    Assignee: Institut Pasteur
    Inventors: Tam Huynh Dinh, Catherine Gouyette, Bernadette Dupraz, Jean Igolen, Nathalie Savatier, Jean-Francois Nicolas, Francoise Barre-Sinoussi
  • Patent number: 5384311
    Abstract: This invention relates to liquid sucralose concentrate compositions comprising sucralose, a preservative system, a buffering system and a liquid.
    Type: Grant
    Filed: August 18, 1992
    Date of Patent: January 24, 1995
    Assignee: McNeil-PPC, Inc.
    Inventors: Robert N. Antenucci, Richard L. Barndt, Kas Mohammed
  • Patent number: 5371203
    Abstract: The invention relates to a process for the stereoselective preparation of .beta.-L-fucopyranosyl phosphates via the trichloroacetimidates of protected L-fucose and the synthesis and purification of very pure GDP-fucose from the .beta.-L-fucopyranosyl phosphates.
    Type: Grant
    Filed: January 31, 1992
    Date of Patent: December 6, 1994
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Richard R. Schmidt, Karl-Heinz Jung, Barbara Spahngehl, Willy Kinzy, Jurgen Hemberger
  • Patent number: 5367068
    Abstract: The present invention relates to a method for treating, and in particular for abrading surfaces, utilizing glass-like polysaccharide grits. The invention also extends to novel glass-like polysaccharide products, especially starches, and to processes for the production thereof. Additionally, there is disclosed cross-linked polysaccharide materials and glass-like starches having a substantially occluded water component. Combinations of these various polysaccharide grits and other abrasive grit materials are also disclosed.
    Type: Grant
    Filed: November 25, 1992
    Date of Patent: November 22, 1994
    Assignee: ADM Agri-Industries, Ltd.
    Inventors: Christopher C. Lane, Ruben P. Lenz, Costa Athanassoulias
  • Patent number: 5360903
    Abstract: The present invention relates to a method for treating, and in particular for abrading surfaces, utilizing glass-like polysaccharide grits. The invention also extends to novel glass-like polysaccharide products, especially starches, and to processes for the production thereof. Additionally, there is disclosed cross-linked polysaccharide materials and glass-like starches having a substantially occluded water component. Combinations of these various polysaccharide grits and other abrasive grit materials are also disclosed.
    Type: Grant
    Filed: November 25, 1992
    Date of Patent: November 1, 1994
    Assignee: ADM Agri-Industries, Ltd.
    Inventors: Christopher C. Lane, Ruben P. Lenz, Costa Athanassoulias
  • Patent number: 5358936
    Abstract: A glucofuranose derivative substituted at the 3,5,6- or 3,6-positions with a radical that provides an anionic charge at physiological pH values is disclosed, as are pharmaceutical compositions, and methods of making and using the same. The compounds are useful in treating inflammation, and particularly conditions that involve neutrophil influx; they are also useful in inhibiting gastric ulcer formation.
    Type: Grant
    Filed: July 31, 1991
    Date of Patent: October 25, 1994
    Assignee: Paul Gordon
    Inventors: Paul Gordon, Edward P. Gamson
  • Patent number: 5314811
    Abstract: A process for converting lipid-containing bacterial capsular polysaccharide, such as lipo-polyribosyl ribitol phosphate, lipo-PRP, into lipid-free, endotoxin-free polysaccharide, such as polyribosyl ribitol phosphate, PRP, by solubilizing polysaccharide-containing powder derived from culture media of bacteria, such as Haemophilus influenzae type b, cleaving covalently bound fatty acids from the polysaccharide, and removing the lipids, and endotoxin.
    Type: Grant
    Filed: July 13, 1992
    Date of Patent: May 24, 1994
    Assignee: Merck & Co., Inc.
    Inventors: Ann L. Lee, Mark S. Rienstra, Walter E. Manger, Robert D. Sitrin
  • Patent number: 5288859
    Abstract: A process for stereospecific preparation of glycosyl azides by reacting a metal azide with a glycosyl phosphate triester having the phosphate group cis to the adjacent C-2 substituent is disclosed.
    Type: Grant
    Filed: January 22, 1991
    Date of Patent: February 22, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Subramaniam Sabesan
  • Patent number: 5278300
    Abstract: 4,6-O-hydroxyphosphoryl-glucosamine derivatives as shown in the following formula [I] and their pharmaceutically-acceptable salts: ##STR1## wherein R.sub.1 and R.sub.2 represent a hydrogen atom or a hydroxy group; one of R.sub.3 and R.sub.4 represents --OCO(CH.sub.2).sub.n CH.sub.3, --CH.sub.2 (CH.sub.2).sub.n CH.sub.3, or --O--CH.sub.2 (CH.sub.2).sub.n CH.sub.3, and the other represents a hydrogen atom; l is an integer of 4-16; m is an integer of 4-16; and n is an integer of 6-18.
    Type: Grant
    Filed: December 12, 1991
    Date of Patent: January 11, 1994
    Assignees: Japan Tobacco, Inc., Akira Hasegawa
    Inventors: Akira Hasegawa, Shinichi Uesato, Tomio Ishida, Tomio Ishida
  • Patent number: 5219843
    Abstract: The saccharides of formula I, ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 independently are optionally substituted acyl, are novel. They possess interesting pharmacological, especially immunostimulant, antiinflammatory and antitumor properties. They may be obtained by deprotection of a corresponding compound in protected form.
    Type: Grant
    Filed: November 22, 1991
    Date of Patent: June 15, 1993
    Assignee: Sandoz Ltd.
    Inventor: Ingolf Macher
  • Patent number: 5191072
    Abstract: Lipid A monosaccharide analogues of the following general formula: ##STR1## wherein R.sub.1 is a hydrogen atom or a hydroxyl group, 1 is an integer of 8-14, m is an integer of 11-17 integer, and n is 8-14 integer.
    Type: Grant
    Filed: July 17, 1991
    Date of Patent: March 2, 1993
    Assignees: Japan Tobacco Inc., Akira Hasegawa
    Inventors: Akira Hasegawa, Makoto Kiso, Shinichi Uesato, Masanobu Suzuki, Tomio Ishida, Yutaka Saito
  • Patent number: 5166139
    Abstract: Complexes of saponins from Centella asiatica, terminalia sp. and Terminalia sericea and relevant aglycons with phospholipids are described. The saponins may be asiaticoside, madecassicoside and sericoside. The molar ratio of phospholipids to saponins is from 0.5 to 2. The phospholipids are selected from the group consisting of soy lecithins, phospholipids from bovine or swine brain or cutis, phosphatidylcholine, phosphatidylserine, phosphatidylethanolamine in which the acyl groups can be the same or different and are mostly derived from palmitic, stearic, oleic, linoleic, linolenic acids. Pharmaceutical compositions and the method of treatment are also described.
    Type: Grant
    Filed: January 18, 1991
    Date of Patent: November 24, 1992
    Assignee: Indena, S.p.A.
    Inventors: Ezio Bombardelli, Gianfranco Patri, Roberto Pozzi
  • Patent number: 5164375
    Abstract: A phospholipid having the formula ##STR1## is described. The compound has antifungal properties.
    Type: Grant
    Filed: September 27, 1991
    Date of Patent: November 17, 1992
    Assignee: Merck & Company, Inc.
    Inventors: Frank VanMiddlesworth, Kenneth E. Wilson, Otto D. Hensens, Deborah Zink, Maria B. Lopez
  • Patent number: 5158941
    Abstract: This invention concerns the use of synthetic Lipid A analog P9132 to activate human monocytes, and inhibit growth of tumor cells.
    Type: Grant
    Filed: June 8, 1990
    Date of Patent: October 27, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Prabhakar K. Jadhav, Mary E. Neville, Robert C. Newton, Subramaniam Sabesan
  • Patent number: 5158939
    Abstract: A method is disclosed for stimulating the immune systems of animals with non-toxic lipid A derivatives. The derivatives include the lipopolysaccharide (LPS) and diphosphoryl lipid A (DPLA) for Rhodopsuedomonas.
    Type: Grant
    Filed: May 11, 1990
    Date of Patent: October 27, 1992
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Kuni K. Takayama, Nilofer Qureshi
  • Patent number: 5152928
    Abstract: Surfactant containing one or more of lysophospholipid represented by general formula; ##STR1## [wherein R.sup.1 and R.sup.2 represent hydrogen atom or the acyl residue of fatty acid, but either one of R.sup.1 and R.sup.2 is hydrogen atom, the other being acyl group. X represents an organic group remaining after removing one hydrogen atom of an optional hydroxyl group of polyhydric alcohol therefrom] and the method for producing the same are described.
    Type: Grant
    Filed: December 12, 1990
    Date of Patent: October 6, 1992
    Assignee: Kabushiki Kaisha Yakult Honsha
    Inventors: Satoshi Kudo, Eriko Nishi
  • Patent number: 5143831
    Abstract: A method for preparing optically pure N-containing sugars is disclosed wherein an optically impure chiral aldehyde acceptor is enzymatically condensed with dihydroxyacetone phosphate or dihydroxyacetone with a catalytic amount of inorganic arsenate in the presence of an aldolase to form an N-containing sugar.
    Type: Grant
    Filed: August 30, 1988
    Date of Patent: September 1, 1992
    Assignee: G. D. Searle & Co.
    Inventors: Chi-Huey Wong, John R. Durrwachter, Richard L. Pederson
  • Patent number: 5137876
    Abstract: The compound having the formula: ##STR1## has antiviral activity, specifically in the prevention or treatment of infection by retroviruses, including HIV, and immunosuppressive activity, either as a compound, pharmaceutically acceptable salt, or a pharmaceutical composition ingredient, whether or not in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of preventing or treating viral infections and modulating immune responses in vivo are also described.
    Type: Grant
    Filed: October 12, 1990
    Date of Patent: August 11, 1992
    Assignee: Merck & Co., Inc.
    Inventors: Malcolm MacCoss, Laura C. Meurer, Richard L. Tolman
  • Patent number: 5134230
    Abstract: A disaccharide compound represented by formula (I): ##STR1## wherein R, R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5 are as defined in the specification and a salt thereof are disclosed. The compound exhibits excellent antitumor activity and low toxicity and is useful as an antitumor agent.
    Type: Grant
    Filed: January 18, 1991
    Date of Patent: July 28, 1992
    Assignee: Daiichi Pharmaceutical Co., Ltd.
    Inventors: Tsuneo Kusama, Tsunehiko Soga, Tetsuo Shiba
  • Patent number: 5132416
    Abstract: Compounds of the formula (I) ##STR1## wherein R.sup.1 represents a pyranosyl radical and R.sup.4, R.sup.2, and R.sup.3 are as specified herein, compositions containing the compounds, methods of using the compounds to selectively kill tumor cells, and a process for the preparation of the compounds.
    Type: Grant
    Filed: August 20, 1990
    Date of Patent: July 21, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Lutz F. Tietze, Roland Fischer, Matthias Beller
  • Patent number: 5118671
    Abstract: Complexes formed between aescin, cholesterol or .beta.-sitosterol and phospholipids are described. The molar ratio of phospholipids to aescin/.beta.-sitosterol or cholesterol is from 0.5 to 2. The phospholipids are selected from the group of soy or egg lecithins, phospholipids from bovine or swine brain or cutis, phosphatidylcholine, phospatidylserine, phosphatidylethanolamine in which the acyl groups may be the same or different and are mostly derived from palmitic, stearic, oleic, linoleic, linolenic acids, for instance, pharmaceutical compositions and a method for producing an anti-inflammatory effect in an animal are also described.
    Type: Grant
    Filed: December 19, 1990
    Date of Patent: June 2, 1992
    Assignee: Indena S.p.A.
    Inventors: Ezio Bombardelli, Gianfranco Patri, Roberto Pozzi
  • Patent number: 5095104
    Abstract: A glucofuranose derivative substituted at the 3,5,6- or 3,6-positions with a radical that provides an anionic charge at physiological pH values is disclosed, as are pharmaceutical compositions, and methods of making and using the same. The compounds are useful in treating inflammation, and particularly conditions that involve neutrophil influx; they are also useful in inhibiting peptic ulcer formation.
    Type: Grant
    Filed: August 3, 1990
    Date of Patent: March 10, 1992
    Inventor: Paul Gordon
  • Patent number: 5094947
    Abstract: A process for producing fructose-1,6-diphosphate comprising the steps of: (a) enzymatically converting adenosine 5'-diphosphate to adenosine 5'-triphosphate using an acetate kinase-containing microorganism or an extract of the microorganism and phosphate donor; and (b) enzymatically converting a substrate capable of being converted to glucose or fructose to fructose-1,6-diphosphate using the adenosine 5'-triphosphate resulting from step (a) and the acetate kinase-containing microorganism or the extract of the microorganism.
    Type: Grant
    Filed: September 9, 1991
    Date of Patent: March 10, 1992
    Assignee: Unitika, Ltd.
    Inventors: Hiroshi Nakajima, Masaaki Onda, Ryoichi Turutani, Hayato Ishihara
  • Patent number: 5095123
    Abstract: Glycosyl phosphate triesters are prepared by reacting an anomeric mixture of a substituted hexopyranose with 4-N,N-dimethylaminopyridine and diphenyl chlorophosphate wherein using a specific order of addition determines the stereochemistry of the product.
    Type: Grant
    Filed: November 30, 1990
    Date of Patent: March 10, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Subramaniam Sabesan
  • Patent number: 5066794
    Abstract: Disaccharide derivatives represented by the formula (I): ##STR1## wherein R.sup.1 CO-- and R.sup.2 CO-- each represents a residue of a straight chain fatty acid having from 8 to 20 carbon atoms and having a hydroxyl group at the 3-position thereof; R.sup.3 CO-- and R.sup.4 CO-- each represents a residue of a straight chain fatty acid having from 8 to 20 carbon atoms; and m and n each represents an integer of from 8 to 12, and the salts thereof. The compounds exhibit biological activities equal to or higher than those of natural lipid A. Also, the compounds of this invention are very useful as standard reagent for determination of endotoxin in the samples to be tested.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: November 19, 1991
    Assignee: Daiichi Pharmaceutical Co., Ltd.
    Inventor: Tetsuo Shiba
  • Patent number: 5045593
    Abstract: Organophilic polymer adducts which are effective fluid loss control additives for oil base well-working fluids are prepared from an anionic or cationic water soluble polymer and one or more phosphatides. Preferred phosphatides are phosphoglycerides obtained from vegetable oils, most preferably commercial lecithin. Preferred polymers comprise polysaccharides or derivatives thereof and synthetic polymers.
    Type: Grant
    Filed: July 2, 1990
    Date of Patent: September 3, 1991
    Assignee: Venture Chemicals, Inc.
    Inventors: Jack C. Cowan, Roy F. House, Victor M. Granquist
  • Patent number: 5043436
    Abstract: A substrate for measurement of .alpha.-amylase activity comprising a malto-oligo saccharide respresented by general formula (I) or (V) described below:A--Gn--B (I)A--Gn--I (V)wherein A represents: ##STR1## B represents a monosaccharide or a derivative thereof other than glucose; I represents inositol or a derivative thereof; G represents glucose; and n represents an integer of 3 to 15; in formula (II) or (III), R.sub.1 to R.sub.4 each represents a hydrogen atom, a lower alkyl group or (CH.sub.2)yCOOM (wherein y is 0, 1 or 2 and M represents a hydrogen atom or an alkali metal); and X.sub.1 to X.sub.4 each represents an oxygen atom or a sulfur atom.
    Type: Grant
    Filed: November 3, 1987
    Date of Patent: August 27, 1991
    Assignees: Kurita Water Ind., Ltd., Zensuke Ogawa
    Inventor: Zensuke Ogawa
  • Patent number: 5041427
    Abstract: Compounds are disclosed which are useful in a method of treating animals to protect them from the toxic effects of Gram negative endotoxin. They include the diphosphoryl lipid A (DPLA) which can be obtained from R. sphaeroides ATCC 17023 grown at about 26.degree. C.
    Type: Grant
    Filed: January 19, 1990
    Date of Patent: August 20, 1991
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Kuni K. Takayama, Nilofer Qureshi
  • Patent number: 5039330
    Abstract: The invention concerns the use of fructose-1,6-diphosphate in botany for the formulations of compositions suited for the stimulation of the germination of dormant seeds and of the growth of stem tissues of growing plants.
    Type: Grant
    Filed: March 6, 1990
    Date of Patent: August 13, 1991
    Assignee: Biomedica Foscama Industria Chimico-Farmaceutica S.p.A.
    Inventors: Guillermo M. Bisso, Franco Gitti
  • Patent number: 5039665
    Abstract: The invention relates to methods of treatment of patients with heat disorders using fructose-1,6-diphosphate.
    Type: Grant
    Filed: August 29, 1990
    Date of Patent: August 13, 1991
    Inventor: Angel K. Markov
  • Patent number: 5034519
    Abstract: The invention relates to new oligosaccharides comprising the structure (D-ribose-D-ribitol-phosphate).sub.m, (D-ribitol-phosphate-D-ribose).sub.m or (phosphate-D-ribose-D-ribitol).sub.m, m being 2,3,4 . . . 19 or 20, to immunogens containing such oligosaccharide, to vaccines containing such immunogens and to methods for preparing such oligosaccharides, immunogens and vaccines. The vaccine is very suitable for treating infections caused by Haemophilus influenzae type b.
    Type: Grant
    Filed: December 29, 1987
    Date of Patent: July 23, 1991
    Assignee: De Staat Der Nederlanden
    Inventors: Eduard C. Beuvery, Adolf Evenberg, Jan T. Poolman, Jacobus H. van Boom, Peter Hoogerhout, Constant A. A. van Boeckel
  • Patent number: 5026834
    Abstract: A modified cellulose has a structure represented by the formula ##STR1## Cell is the framework of the unmodified cellulose molecule or of the chitin molecule, in each case without hydroxyl groups. Z is a nitrogen or sulfur atom. In the case where Z is a nitrogen atom, T and Z together are an acylamide or urea group and Q is (X'-Y') and/or together with the O an ester group and/or together with the O a carbamate group. In the case where Z is a sulfur atom, T is omitted and Q together with the O is an ester group and/or together with the O a carbamate group and, as desired, (X'--Y'). The relationships 0<n<m and 0.ltoreq.s<m are obeyed and (n+s) indicates the mean degree of substitution. m=3 in the case of the unmodified cellulose molecule and m=2 in the case of the chitin molecule.
    Type: Grant
    Filed: December 9, 1988
    Date of Patent: June 25, 1991
    Assignee: Akzo N.V.
    Inventors: Michael Diamantoglou, Helmut Kuhne
  • Patent number: 5013724
    Abstract: According to the process of the invention, a glycosaminoglycan is used in the form of a salt soluble in an organic medium and is subjected to the action of a given sulfation agent.
    Type: Grant
    Filed: July 11, 1986
    Date of Patent: May 7, 1991
    Assignee: Sanofi Societe Anonyme
    Inventors: Maurice Petitou, Jean Choay
  • Patent number: 5006647
    Abstract: A disaccharide compound represented by formula (I): ##STR1## wherein R, R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5 are as defined in the specification and a salt thereof are disclosed. The compound exhibits excellent antitumor activity and low toxicity and is useful as an antitumor agent.
    Type: Grant
    Filed: March 2, 1988
    Date of Patent: April 9, 1991
    Assignee: Daiichi Seiyaku Co., Ltd.
    Inventors: Tsuneo Kusama, Tsunehiko Soga, Tetsuo Shiba
  • Patent number: 5001114
    Abstract: New alkyl mono and polyglycoside phosphate esters and anionic derivatives thereof are described which compounds have the general formulaRO(G).sub.x Z.sub.ywhereinG is a glycosyl moiety which is selected from the group consisting of fructose, glucose, mannose, galactose, talose, gulose, allose, altrose, idose, arabinose, xylose, lyxose, ribose or mixtures thereof,R is an aliphatic or aromatic hydrocarbon group substituted on the glycosyl moiety which aliphatic or aromatic group is a straight chain or is branched, or is cyclic, saturated or unsaturated and has 6 to 30 carbon atoms;x=1 to 10;y=1 to 3.times.+1;at least one of the hydroxyl groups at the hydroxyl position of at least one of the glycosyl moieties is substituted with Z which is ##STR1## wherein A=R.sub.1, H.sup.+ or (G).sub.x ORB=R.sub.2, M.sup.+ or (G).sub.x ORexcept that when B--R.sub.2 or (G).sub.x OR, A.noteq.H, when A or B=(G).sub.x OR, Z substitutes one of the hydroxyl groups of the glycosyl moieties of A or B, and R.sub.1 and R.sub.
    Type: Grant
    Filed: October 27, 1989
    Date of Patent: March 19, 1991
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventor: Robert S. McDaniel, Jr.
  • Patent number: 4987237
    Abstract: Novel derivatives of monophosphoryl lipid A and a process for their preparation are provided. The derivatives contain one or more free groups, such as an amine, on a side chain attached to the primary hydroxyl groups of the monophosphoryl lipid A nucleus through an ester group. The derivatives provide a convenient method for coupling the lipid A through coupling agents to various biologically active materials, substrates, and the like, wherein the immunostimulant properties of lipid A are desired.
    Type: Grant
    Filed: October 22, 1987
    Date of Patent: January 22, 1991
    Assignee: Ribi ImmunoChem Research, Inc.
    Inventors: Kent R. Myers, Edgar F. Ribi, deceased
  • Patent number: 4983582
    Abstract: A preventive and therapeutic method for hypertension by dosing hexose phosphate calcium which produces an immediate effect without having any undesirable side-effects to control a rise in the blood pressure, and is efficacious also for various diseases of which onset can be ascribed to hypertension, such as myocardial infarction, cerebral apoplexy, cirrhosis of livers, billiary stasis, and others.
    Type: Grant
    Filed: February 12, 1988
    Date of Patent: January 8, 1991
    Assignee: Kao Corporation
    Inventors: Masakazu Murata, Yoshinao Nagashima, Kenji Hara, Shigeto Kayane, Takashi Imamura
  • Patent number: 4968790
    Abstract: Phosphates are disclosed which stimulate the enzyme fructose-1,6-bisphosphatase and inhibit the enzyme 6-phosphofructo-1-kinase, thereby lowering glucose levels in mammals. These phosphates may thus be used to treat hyperglycemia and/or diabetes. Processes for the synthesis of the phosphates are also disclosed.
    Type: Grant
    Filed: October 28, 1988
    Date of Patent: November 6, 1990
    Assignee: American Cyanamid Company
    Inventors: Vern G. DeVries, Thomas H. Claus, Middleton B. Floyd, Jr., Semiramis Ayral-Kaloustian
  • Patent number: 4948883
    Abstract: Bismuth salts of phosphorylated and/or sulfonated saccharides are prepared from a corresponding metal salt reactant, a water soluble organic acid, and a bismuth substance. For example, a complex salt of bismuth hydroxide sucrose octasulfate can be prepared in high yield and good purity from potassium sucrose octasulfate, trichloroacetic acid, trifluoracetic acid or 4-methylbenzenesulfonic acid, and bismuth hydroxide. Corresponding hydrogen phosphorylated and/or sulfonated saccharides may be intermediate products.
    Type: Grant
    Filed: October 31, 1989
    Date of Patent: August 14, 1990
    Assignee: Marion Laboratories, Inc.
    Inventor: Steven R. Duff
  • Patent number: 4945158
    Abstract: Phosphonates are disclosed which stimulate the enzyme fructose-1,6-bisphosphatase and inhibit the enzyme 6-phosphofructo-1-kinase, thereby lowering glucose levels in mammals. These phosphonates may thus be used to treat hyperglycemia and/or diabetes. Processes for the synthesis of the phosphonates are also disclosed.
    Type: Grant
    Filed: August 12, 1988
    Date of Patent: July 31, 1990
    Assignee: American Cyanamid Company
    Inventors: Vern G. DeVries, Thomas H. Claus, Middleton B. Floyd, Jr., Semiramis Ayral-Kaloustian
  • Patent number: 4943629
    Abstract: Alpha-substituted phosphonates are disclosed which stimulate the enzyme fructose-1,6-bisphosphatase and inhibit the enzyme 6-phosphofructo-1-kinase, thereby lowering glucose levels in mammals. These alpha-substituted phosphonates may thus be used to treat hyperglycemia and/or diabetes. Processes for the synthesis of the alpha-substituted phosphonates are also disclosed.
    Type: Grant
    Filed: August 12, 1988
    Date of Patent: July 24, 1990
    Assignee: American Cyanamid Company
    Inventors: Vern G. DeVries, Thomas H. Claus, Middleton B. Floyd, Jr., Semiramis Ayral-Kaloustian
  • Patent number: 4940786
    Abstract: Bismuth salts of phosphorylated and/or sulfonated saccharides can be prepared in one reaction vessel from a corresponding metal salt reactant, a water soluble organic acid, and a bismuth substance. For example, a complex salt of bismuth hydroxide sucrose octasulfate can be prepared in high yield and good purity from potassium sucrose octasulfate, trifluoracetic acid, and bismuth hydroxide.
    Type: Grant
    Filed: October 31, 1989
    Date of Patent: July 10, 1990
    Assignee: Marion Laboratories, Inc.
    Inventor: Steven R. Duff
  • Patent number: 4935406
    Abstract: Bismuth (phosph/sulf)ated saccharides are useful in ameliorating gastrointestinal disorders associated with Campylobacter-like organisms such as, for example, Campylobacter pylori. For example, compositions containing a complex salt of bismuth hydroxide sucrose octasulfate can be thus employed to treat Type B gastritis.
    Type: Grant
    Filed: September 20, 1988
    Date of Patent: June 19, 1990
    Assignee: Marion Laboratories, Inc.
    Inventors: James C. Coleman, Douglas L. Cole
  • Patent number: 4918175
    Abstract: The titled compositions are useful as pharmaceuticals in ameliorating disorders associated with gastric mucosal damage. For example, compositions containing a complex salt of bismuth hydroxide sucrose octasulfate can be thus employed.
    Type: Grant
    Filed: June 21, 1988
    Date of Patent: April 17, 1990
    Assignee: Marion Laboratories, Inc.
    Inventors: S. Marc Bowen, Richard S. Bodine, James C. Coleman
  • Patent number: 4916220
    Abstract: A pharmaceutical preparation containing a carrier with palmitoyl-fructose-1,6- diphosphate as the active drug, for use in the therapy of hypophosphatemias, of cardiopathies, and of alcoholism and relevant methods for producing said preparation.
    Type: Grant
    Filed: April 18, 1989
    Date of Patent: April 10, 1990
    Assignee: Biomedica Foscama Industria Chimico-Farmaceutica
    Inventors: Lauro Galzigna, Franco Gritti
  • Patent number: 4916217
    Abstract: Etoposide-3',4'-quinone is converted into a phosphorane or phosphate ester by reaction with an organic phosphine or phosphite. The resulting phosphoranes and phosphates have anti-tumor activity in animals.
    Type: Grant
    Filed: January 8, 1987
    Date of Patent: April 10, 1990
    Assignee: Bristol-Myers Company
    Inventor: Mark G. Saulnier
  • Patent number: 4914197
    Abstract: Novel phosphoric diesters of general formula: ##STR1## wherein R.sub.1 and R.sub.2 are the same or different and each means a methyl group or a hydrogen atom, provided that at least one of R.sub.1 and R.sub.2 is a hydrogen atom, or a salt thereof which can be produced by reacting .beta., .gamma. or .delta.-tocopherol with a halophosphorylating agent such as phosphorus oxychloride, reacting the resultant product with ascorbic acid whereof hydroxyl groups at 5- and 6-positions are protected, and then removing protected groups from the hydroxyl groups. The phosphoric diester has antiinflammatory activity.
    Type: Grant
    Filed: March 4, 1987
    Date of Patent: April 3, 1990
    Assignee: Senju Pharmaceutical Co., Ltd.
    Inventors: Itaru Yamamoto, Kazumi Ogata
  • Patent number: 4912094
    Abstract: Modified lipopolysaccharides, particularly de-3-0-acylated monophosphoryl lipid A and de-3-0-acylated diphosphoryl lipid A, are provided by an alkaline hydrolysis under controlled conditions which removes only the .beta.-hydroxymyristic acyl residue that is ester-linked to the reducing-end glucosamine at position 3. The modified products are less endotoxic and maintain their antigenic and immuno-stimulating properties.
    Type: Grant
    Filed: June 29, 1988
    Date of Patent: March 27, 1990
    Assignee: Ribi ImmunoChem Research, Inc.
    Inventors: Kent R. Myers, Alex T. Truchot
  • Patent number: 4904768
    Abstract: Phosphate derivatives of 4'-demethylepipodophyllotoxin glucosides are novel antitumor agents and the salts thereof offer the pharmaceutical advantage of high water solubility.
    Type: Grant
    Filed: May 27, 1988
    Date of Patent: February 27, 1990
    Assignee: Bristol-Myers Company
    Inventors: Mark G. Saulnier, Peter D. Senter, John F. Kadow