C=o Other Than As Ketone Or Aldehyde, Attached Directly Or Indirectly To Phosphorus Patents (Class 514/120)
  • Patent number: 5614509
    Abstract: The use of NMDA receptor antagonists or their physiologically compatible salts for preventing the development of tolerance during the long-term treatment with benzodiazepine-receptor-binding active ingredients as well as the combination of new pharmaceutical agents with benzodiazepine-receptor-binding active ingredients is described.
    Type: Grant
    Filed: March 2, 1995
    Date of Patent: March 25, 1997
    Assignee: Schering Aktiengesellschaft
    Inventors: Lechoslaw Turski, Karin G. Steppuhn, Herbert Schneider, David N. Stephens
  • Patent number: 5565439
    Abstract: The subject invention involves a method for treating hyperproliferative conditions in mammalian epithelial cells comprising administering to the mammal a composition containing a safe and effective amount of a lysophosphatidic acid compound or derivative having the structure ##STR1## or a cyclic derivative thereof having the structure ##STR2## or a pharmaceutically acceptable salt thereof, wherein: a) --Y-- is --0-- or --CH.sub.2 --;b) --Z is --XH, --H or halo;c) each --X-- is independently --0-- or --S--; andd) --R is unsubstituted or substituted, saturated or unsaturated, straight or branched chain alkyl having from 11 to about 23 carbon atoms.
    Type: Grant
    Filed: November 4, 1994
    Date of Patent: October 15, 1996
    Assignee: The Procter & Gamble Company
    Inventors: Gary A. Piazza, Adam W. Mazur
  • Patent number: 5563129
    Abstract: There are disclosed novel hydroquinone derivatives of the formula: ##STR1## The derivatives of the formula (I) have various pharmacological activities such as antioxidation in living bodies and are useful as medicaments.
    Type: Grant
    Filed: April 24, 1995
    Date of Patent: October 8, 1996
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hirotomo Masuya, Masayoshi Yamaoka
  • Patent number: 5556842
    Abstract: This invention provides a lung graft preservative composition comprising a phosphoric acid diester compound of the formula: ##STR1## (wherein R.sub.1 and R.sub.2 are the same or different and each represents a hydrogen atom or a methyl group) or a pharmaceutically acceptable salt thereof and a method for the preservation of the lung graft using the compound.
    Type: Grant
    Filed: January 23, 1995
    Date of Patent: September 17, 1996
    Assignee: Senju Pharmaceutical Co., Ltd.
    Inventors: Nobuyoshi Shimizu, Kouzi Uno, Motoi Aoe, Kenichi Yoshida
  • Patent number: 5521223
    Abstract: The subject invention relates to methods for regulating wrinkles in mammalian skin comprising topical application of a lysophosphatidic acid compound having the structure: ##STR1## or a cyclic derivative thereof having the structure: ##STR2## or a pharmaceutically acceptable salt thereof, wherein --R is unsubstituted or substituted, saturated or unsaturated, straight or branched chain alkyl having from 12 to about 23 carbon atoms; each --X-- is independently --O-- or --S--; and --Y-- is --O-- or --CH.sub.2 --.
    Type: Grant
    Filed: May 13, 1993
    Date of Patent: May 28, 1996
    Assignee: The Procter & Gamble Company
    Inventors: Gary A. Piazza, Adam W. Mazur
  • Patent number: 5514639
    Abstract: The invention provides a concentrate for dilution with water in the preparation of an agriculatural composition for application to crops, soil or animals and comprising an agricultural chemical whose agricultural activity varies with the pH of the water; and the invention provides a method of preparing such agricultural composition by mixing the concentrate with water and effecting such pH modification to the composition as is necessary to obtain a pH in the composition at which the agricultural activity of the chemical is acceptable. The concentrate comprises an active ingredient and a pH indicator for colouring the water, and the proportions of pH indicator and active ingredient are selected so that when the concentrate is diluted with water to provide an effective concentration of active ingredient in the water, the pH indicator indicates visually whether or not the pH of the water is suitable for acceptable agricultural activiy of the chemical.
    Type: Grant
    Filed: October 1, 1993
    Date of Patent: May 7, 1996
    Assignee: Gouws & Scheepers (Proprietary) Limited
    Inventors: Jonah Fisher, Martin D. Bloomberg
  • Patent number: 5512534
    Abstract: The present invention relates to compounds of the formula I ##STR1## in which R.sup.1 is hydrogen,a substituted or unsubstituted aliphatic radicalhaving up to 30 carbon atoms,a substituted or unsubstituted alicyclic radicalhaving up to 30 carbon atoms,a substituted or unsubstituted aromatic radicalhaving up to 24 carbon atoms ora substituted or unsubstituted heteroaromaticradical having up to 20 carbon atoms,R.sup.2 is an amino acid,x'=0-80,y'=0-50,x"=0-80 andy"=0-50,with at least one of the variables x', y', x" and y" being greater than 0. The compounds of the formula I are prepared by reacting the corresponding dihydrogen phosphate with the respective amino acid or salt thereof. The compounds according to the invention can be employed, for example, as surfactants for emulsifying organic solvents in water.
    Type: Grant
    Filed: October 4, 1993
    Date of Patent: April 30, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gerhard Frisch, Thomas Maier
  • Patent number: 5488043
    Abstract: The present invention relates to a method for stabilizing acephate which comprises adding a sodium salt of condensed phosphate and/or a synthetic silicic acid in which the surface silanol groups being alkylsilylated to acephate or acephate-containing dry pesticidal formulation and a stabilized acephate having added a sodium salt of condensed phosphate and/or a synthetic silicic acid in which the surface silanol groups being alkylsilylated.
    Type: Grant
    Filed: December 20, 1994
    Date of Patent: January 30, 1996
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Masahiro Yamada, Yasuyuki Katayama, Toshiro Ohtsubo
  • Patent number: 5478815
    Abstract: A liver protectant comprising a phosphoric diester compound of the following formula (wherein R.sub.1 and R.sub.2 are the same or different and each represents hydrogen or methyl) or a pharmacologically acceptable salt thereof. ##STR1## The liver protectant composition of this invention effectively inhibits the elevation of GOT and GPT, among other parameters, so that it is useful for the prevention and therapy , of acute liver disorder, chronic liver disorder and fuminant liver disorder. It can also be used in cirrhosis of the liver with success. The liver protectant composition of this invention can be used with advantage in liver damage associated with alcohol intake and hepatic impairment due to acetaminophen and other drugs. Furthermore, the liver protectant composition of this invention is of value in acute intrahepatic cholestasis.
    Type: Grant
    Filed: November 30, 1994
    Date of Patent: December 26, 1995
    Assignee: Senji Pharmaceutical Co., Ltd.
    Inventors: Kazumi Ogata, Takahiro Sakaue, Sachiko Matsuura, Rie Nagao, Shinya Ogino
  • Patent number: 5474992
    Abstract: A pharmaceutical composition for renal disorder and a dialysis solution for extracorporeal hemodialysis which comprise a phosphoric acid diester of the following formula: ##STR1## (wherein R.sub.1 and R.sub.2 are the same or different and each represents a hydrogen atom or a methyl group) or a pharmacologically acceptable salt thereof.Since the composition of this invention inhibits the formation of free radicals in the body, it can be advantageously used for the prophylaxis and treatment of various renal disorders such as glomerulonephritis, acute renal failure, uremia, adriamycin nephrosis, puromycin nephrosis, gentamicin- and cisplatin-induced disorders of the kidney, renal impairment due to paraquat and other agricultural chemicals, and immune complex nephritis. Moreover, the composition of this invention is also of use as a dialysis solution for extracorporeal hemodialysis with the propylactic/therapeutic effect on dialysis amyloidosis.
    Type: Grant
    Filed: August 31, 1994
    Date of Patent: December 12, 1995
    Assignee: Senju Pharmaceutical Co., Ltd.
    Inventors: Kazumi Ogata, Takahiro Sakaue, Noriko Saito, Sachiko Matsuura, Rie Nagao, Shinya Ogino
  • Patent number: 5464623
    Abstract: Insecticidal pellet compositions of N-hydrocarboyl phosphoroamidothioates and phosphoroamidodithioates are provided. These compositions have improved odor control, thermal stability, attrition resistance, bulk density and handling characteristics over the powdered forms of the insecticides. Methods are provided for making such pellets, and in particular, an extrusion method is provided in which the dry insecticidal composition is mixed with from 3-25% of a solvent to form a consistency of damp sandy loam and then extruded.
    Type: Grant
    Filed: August 18, 1989
    Date of Patent: November 7, 1995
    Assignee: Chevron Research Company
    Inventors: Jimmy H. Chan, Rodrick I. Satre, James H. Trusler, Sadanand G. Memula
  • Patent number: 5459149
    Abstract: The present Application discloses pesticidally active compounds of formula (I):Q(CH.sub.2).sub.a (O).sub.b Q.sup.1 CR.sup.2 =CR.sup.3 CR.sup.4 =CR.sup.5 CXNR.sup.1 R.sup.xor a salt or propesticide thereof, wherein Q is an optionally substituted aromatic monocyclic or fused bicyclic ring system in which at least one ring is aromatic, or Q is a dihalovinyl group or a group R.sup.6 --C=C--where R.sup.6 is C.sub.1-4 alkyl, tri C.sub.1-4 alkylsilyl, halo or hydrogen; Q.sup.1 is a 1,2-cyclopropyl ring optionally substituted by one or more groups selected from C.sub.1-3 alkyl, halo, C.sub.1-3 haloalkyl, C.sub.2-3 alkynyl, or cyano; or Q.sup.1 is (CH.sub.2).sub.7 ; a=0 or 1; b=0 or 1; R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same or different with at least one being hydrogen and the others being independently selected from hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 haloalkyl; X is oxygen or sulphur;R.sup.1 is phenyl optionally substituted by 1-5 substituents chosen from: a) C.sub.1-4 alkyl, C.sub.
    Type: Grant
    Filed: September 20, 1994
    Date of Patent: October 17, 1995
    Assignee: Roussel Uclaf
    Inventors: John E. Robinson, George S. Cockerill
  • Patent number: 5434144
    Abstract: The subject invention relates to methods of regulating skin wrinkles and/or atrophy in mammalian skin comprising topically applying to the skin of a mammal in need of treatment a composition comprising a safe and effective amount of a cyclic polyanionic polyol derivative having the structure: ##STR1## wherein n is an integer from 1 to 3; and each X is, independently, selected from the group consisting of OSO.sub.3.sup.-, OPO.sub.3.sup..dbd., SO.sub.3.sup.--, PO.sub.3.sup..dbd., CO.sub.2.sup.--, and OH; with at least 3 X's being other than OH.
    Type: Grant
    Filed: March 4, 1994
    Date of Patent: July 18, 1995
    Assignee: The Procter & Gamble Company
    Inventors: Gerald B. Kasting, John M. Gardlik
  • Patent number: 5411948
    Abstract: Methods for the in vitro and in vivo inhibition of microbial colonization are provided. The methods use host cell phospholipid molecules ("receptors") which bind microorganisms.
    Type: Grant
    Filed: June 16, 1993
    Date of Patent: May 2, 1995
    Assignees: HCS Research and Development, MicroCarb, Inc.
    Inventors: Clifford A. Lingwood, Howard C. Krivan, Bo Nilsson
  • Patent number: 5385903
    Abstract: The use of the non-NMDA receptor antagonists quisqualate or kainate antagonists or their physiologically compatible salts for treatment of withdrawal symptoms after drug abuse as well as the combination of the new pharmaceutical agents with NMDA antagonists are described.
    Type: Grant
    Filed: July 9, 1992
    Date of Patent: January 31, 1995
    Assignee: Schering Aktiengesellschaft
    Inventors: Karin G. Steppuhn, Karin Bressler, Martin Gieseler, David N. Stephens, Lechoslaw Turski
  • Patent number: 5369100
    Abstract: The present invention is directed to an insecticidal composition including irregularly shaped to spherically shaped particles prepared by compaction, in the absence of a binder, of an admixture including ammonium sulfate and at least one insecticidal compound of the formula: ##STR1## wherein R and R.sup.1 individually are an alkyl, alkenyl or alkynyl group containing up to 6 carbon atoms, R.sup.2 is hydrogen, an alkyl group containing 1 to 18 carbon atoms, a cycloalkyl group containing 3 to 8 carbon atoms, an alkenyl group containing 2 to 18 carbon atoms or an alkynyl group containing 3 to 18 carbon atoms, R.sup.3 is hydrogen or an alkyl group containing 1 to 6 carbon atoms, and Y is oxygen or sulfur. The present invention is also directed to methods for manufacturing such particles and for killing insects with such particles.
    Type: Grant
    Filed: September 24, 1992
    Date of Patent: November 29, 1994
    Assignee: Valent U.S.A. Corporation
    Inventor: Gary L. Cummings
  • Patent number: 5360783
    Abstract: A water-based pesticidal composition contains 100 weight parts of substantially water-insoluble pesticide and 1.7-200 weight parts of a surface active agent. The surface active agent contains Component A and Component B at weight ratio of A/B=80/20-20/80. Component A is polyalkylene glycol ether derivative of polyethylene polyamine shown by the following general formula and having molecular weight of 20,000-100,000: ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are selected from the group consisting of hydrogen, alkyl group with 1-4 carbon atoms, alkanoyl group with 2-18 carbon atoms, alkenoyl group with 2-18 carbon atoms and polyoxyalkylene glycol group containing oxyethyne unit and oxypropylene unit at weight ratio of (oxyethyne unit/oxypropylene unit=)100/0-50/50, at least one of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 being the polyoxyalkylene glycol group, and n is an integer 2-250.
    Type: Grant
    Filed: March 29, 1993
    Date of Patent: November 1, 1994
    Assignee: Takemoto Yushi Kabushiki Kaisha
    Inventors: Shinichi Itoh, Kenji Kuno, Akio Hoshino
  • Patent number: 5356621
    Abstract: A method of attracting flies of the Muscidae or Muscinae families comprising providing in a locus where the flies exist a fly attractant composition which contains as an active ingredient a composition extracted from a bamboo with an extractive solvent such as water or C.sub.1 -C.sub.4 alcohol.
    Type: Grant
    Filed: February 10, 1993
    Date of Patent: October 18, 1994
    Assignee: Sankyo Company, Limited
    Inventors: Yuichiro Tabaru, Akio Saito
  • Patent number: 5352674
    Abstract: Chemically stable granular insecticidal compositions of phosphoroamidothioates and phosphoroamidodithioates are provided. These compositions comprise at least 75 weight percent of ammonium sulfate effective for granulating the insecticidal components. Insecticidal methods employing these granules are also disclosed.
    Type: Grant
    Filed: March 24, 1992
    Date of Patent: October 4, 1994
    Assignee: Valent U.S.A.
    Inventor: Gary Cummings
  • Patent number: 5336671
    Abstract: The invention provides fungicidal compositions containing benzyl-tris(aryl)-phosphonium salts of the general formula ##STR1## in which R.sup.1 represents an optionally substituted alkyl or alkoxy group; R.sup.2 represents a hydrogen atom or an optionally substituted alkyl group; R.sup.3, R.sup.4 and R.sup.5 independently represent a hydrogen or halogen atom or an optionally substituted alkyl or alkoxy group; and A.sup.- represents an anion processes for the preparation of such compounds. Certain of the compounds of formula I are novel and the invention therefore also provides processes for the preparation of such compounds and their use as fungicides.
    Type: Grant
    Filed: October 18, 1991
    Date of Patent: August 9, 1994
    Assignee: Shell Research Limited
    Inventors: Heinz-Manfred Becher, Guido Albert, Jurgen Curtze
  • Patent number: 5324747
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, n, m, o, p and q are as hereinafter set forth, and, when R.sub.2 is hydrogen, pharmaceutically acceptable salts thereof with bases, are described. The compounds of formula 1 are potent inhibitors of phospholipases A.sub.2 (PLA.sub.2 's) and are therefore useful in the treatment of inflammatory diseases, such as psosiasis, inflammatory bowel disease, asthma, allergy, arthritis, dermatitis, gout, pulmonary disease, myocardial ischemia/reperfusion, and trauma induced inflammation, such as spinal cord injury.
    Type: Grant
    Filed: July 15, 1992
    Date of Patent: June 28, 1994
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Mathew Carson, Ru-Jen L. Han, Ronald A. LeMahieu, Vincent S. Madison
  • Patent number: 5312814
    Abstract: .alpha.- Phosphonocarboxylate compounds are provided which inhibit the enzyme squalene synthetase and thereby inhibit cholesterol biosynthesis. These compounds have the formula ##STR1## wherein R.sup.1 is a lipophilic group which contains at least 7 carbons and is substituted alkyl, optionally substituted cycloalkyl, optionally substituted cycloalkylalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted arylalkyl or optionally substituted aryl;Z is H, halogen, hydroxy, hydroxyalkyl or lower alkyl;R.sup.2 and R.sup.3 are independently H, metal ion or other pharmaceutically acceptable cation, or a prodrug ester;R.sup.4 is H, metal ion or other pharmaceutically acceptable cation, lower alkyl, lower alkenyl, arylalkyl, aryl or a prodrug ester.
    Type: Grant
    Filed: December 9, 1992
    Date of Patent: May 17, 1994
    Assignee: Bristol-Myers Squibb Co.
    Inventors: Scott A. Biller, David R. Magnin
  • Patent number: 5308766
    Abstract: The present invention provides compounds that function as hydrolytic enzyme inhibitors (inactivators) and substrates. These compounds are useful in assays to detect and measure levels of hydrolytic enzyme activity and are more particularly useful in treatment regimens for various disease states and conditions implicating the underlying specific hydrolytic enzyme. Examples of hydrolytic enzymes include, but are not limited to, phospholipases, lipases, esterases, proteases, etc.
    Type: Grant
    Filed: June 10, 1991
    Date of Patent: May 3, 1994
    Assignee: The Regents of the University of California
    Inventors: Edward A. Dennis, William N. Washburn
  • Patent number: 5306713
    Abstract: A highly active antioxidant composed of a diester of phosphoric acid with tocopherol and ascorbic acid or a salt thereof used to stabilize other materials.
    Type: Grant
    Filed: August 7, 1991
    Date of Patent: April 26, 1994
    Assignees: Shiseido Company Ltd., Senju Pharmaceutical Co, Ltd.
    Inventors: Keiko Suetsugu, Kazumi Ogata, Kenichi Yoshida, Keiichi Uehara, Kenichi Tomita
  • Patent number: 5298501
    Abstract: Chemically stable granular insecticidal compositions of phosphoroamidothioates and phosphoroamidodithioates are provided. These compositions comprise at least 83 weight percent of ammonium sulfate effective for granulating the insecticidal components. Insecticidal methods employing these granules are also disclosed.
    Type: Grant
    Filed: February 9, 1993
    Date of Patent: March 29, 1994
    Assignee: Valent U.S.A. Corporation
    Inventor: Gary Cummings
  • Patent number: 5288754
    Abstract: The present invention provides a method of treating ocular hypertension which comprises applying to the eye an amount sufficient to treat ocular hypertension of a compound of formula (I) ##STR1## wherein the wavy line attachments indicate either alpha (.alpha.) or beta (.beta.) configuration; hatched lines indicate .alpha. configuration, solid triangles are used to indicate .beta. configuration; the dashed bonds represent a single bond or a double bond which can be in the cis or trans configuration; X is selected from the group consisting of O, NH, S and NR, where R is an aliphatic hydrocarbon group of about 1 to about 6 carbon atoms; Y is a polar functional group; one of R.sub.1 and R.sub.2 is .dbd.O, --OH or a --O(CO)R.sub.4 group, and the other one is --OH or a --O(CO)R.sub.4 group or R.sub.1 is .dbd.O and R.sub.2 is is H; R.sub.3 is --OH or --O(CO)R.sub.4, wherein R.sub.4 is a saturated or unsaturated acyclic hydrocarbon group having from 1 to about 20 carbon atoms, or --(CH.sub.2).sub.n R.sub.
    Type: Grant
    Filed: February 4, 1992
    Date of Patent: February 22, 1994
    Assignee: Allergan, Inc.
    Inventors: David F. Woodward, Ming F. Chan
  • Patent number: 5276021
    Abstract: Compounds which are useful as inhibitors of cholesterol biosynthesis and thus as hypocholesterolemic agents are provided which have the structure ##STR1## wherein R is OH, or salts thereof or lower alkoxy;R.sup.x is H or alkyl;X is --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--, --C.tbd.C--, --CH.sub.2 CH.sub.2 CH.sub.2 -- or --CH.sub.2 O-- (where O is linked to Z);Z is a hydrophobic anchor, such as ##STR2## wherein the dotted lines represent optional double bonds.
    Type: Grant
    Filed: December 19, 1991
    Date of Patent: January 4, 1994
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Donald S. Karanewsky, Michael C. Badia, Scott A. Biller, Eric M. Gordon, Michael J. Sofia
  • Patent number: 5242908
    Abstract: The use of a compound of the formula I ##STR1## in which V is an alkyl group, fluorine, chlorine, bromine, or iodine, n is an integer from 1 to 5, W is an alkyl, alkenyl, alkynyl or alkoxy group, cyanide, nitro, carboxyl, hydrogen or a cycloalkyl, aryl, aralkyl or carboalkoxy group, R.sup.1 and R.sup.2 are an alkyl, alkenyl, alkynyl, cycloalkyl or halogenoalkyl group, sodium, potassium, calcium, magnesium, aluminum, lithium, ammonium, triethylammonium or hydrogen, R.sup.1 and R.sup.2 together form a cyclic diester, R.sup.3 and R.sup.4 are an alkyl, alkenyl, alkynyl, carboalkoxy, cycloalkyl or alkoxy group, hydrogen, fluorine, chlorine, bromine or iodine and X, Y and Z are oxygen or sulfur, for the treatment of diseases caused by DNA viruses or RNA viruses is described.
    Type: Grant
    Filed: February 1, 1991
    Date of Patent: September 7, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Anuschirwan Peyman, Eugen Uhlmann, Karlheinz Budt, Jochen Knolle, Irvin Winkler, Matthias Helsberg
  • Patent number: 5219846
    Abstract: A method for treatment of human tumors which are sensitive to the compounds recited below, particularly those which have become resistant to chemotherapy. The method comprises administering an effective amount of creatine phosphate or phosphoenolpyruvic acid.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: June 15, 1993
    Inventors: Nicole Bru, Victor Izrael
  • Patent number: 5208224
    Abstract: Novel phosphorus containing compounds are described, as well as methods for the preparation and pharmaceutical composition of same, which are useful in preventing the intestinal absorption of cholesterol and thus are useful in the treatment of hypercholesterolemia and atherosclerosis.
    Type: Grant
    Filed: March 13, 1991
    Date of Patent: May 4, 1993
    Assignee: Warner-Lambert Company
    Inventors: Gary L. Bolton, Janak K. Padia, Bharat K. Trivedi
  • Patent number: 5189062
    Abstract: ULV plant protecting arthropodicidal formulation comprising alkyl aryl polyglycol ether as further additives in addition to the active ingredient(s) dissolved in the mixture of alphatic hydrocarbons and sunflower oil. The formulation according to the invention has an initial contact angle on the plant surface of >13.degree., after 20 minutes of >6.degree. and it is often 120 minutes still at least 2.degree..
    Type: Grant
    Filed: January 28, 1992
    Date of Patent: February 23, 1993
    Assignee: Chinoin Gyogyszer -ES Vegyeszeti Termekek Gyara R.T.
    Inventors: Andras Szego, Laszlo Pap, Lajos Nagy, Eva Somfai, Gyorgy Szucsany, Istvan Szekely, Aniko D. nee Molnar, Agnes Hegedus
  • Patent number: 5183812
    Abstract: Methods for converting phosphonates into thiophosphonates and specific thiophosphonate compounds so produced are disclosed and claimed. The methods start with a reaction mixture formed of a phosphonate compound, including one or more strong electron-withdrawing groups located adjacent to the phosphorus in the compound, a slight excess of Lawesson's reagent, and a polar aprotic solvent. The reaction mixture is heated until reaction is complete and may be followed with separation or hydrolyzation steps to produce thiophosphonic acids and their addition salts. One of these thio-analogues, thiophosphonoformic acid (TPFA) is particularly effective at inhibiting HIV replication and in treating HIV infection.
    Type: Grant
    Filed: September 30, 1991
    Date of Patent: February 2, 1993
    Inventor: Charles E. McKenna
  • Patent number: 5182271
    Abstract: The invention discloses certain thioether, keto-ester and alkyl phospholipids which are useful in treating multiple sclerosis.
    Type: Grant
    Filed: August 30, 1991
    Date of Patent: January 26, 1993
    Assignee: Sandoz Ltd.
    Inventor: William J. Houlihan
  • Patent number: 5166144
    Abstract: The invention relates to new O-halogenocyclobutyl S-alkyl (di)thiophosphoric acid ester-amides of the general formula (I) ##STR1## in which A represents fluorine or chlorine,B represents hydrogen or alkyl,X represents oxygen or sulphur,R.sup.1 represents hydrogen, alkyl, --COH (formyl) or --CO-alkyl (acyl) which is optionally substituted by halogen,R.sup.2 represents hydrogen or alkyl, andR.sup.3 represents alkyl or alkoxyalkyl,which can be used as agents for combating pests.
    Type: Grant
    Filed: March 20, 1992
    Date of Patent: November 24, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd-Wieland Kruger, Dietmar Bielefeldt, Karl-R. Gassen, Jurgen Hartwig, Wilhelm Stendel, Christoph Erdelen
  • Patent number: 5164382
    Abstract: 6-Fluoroshikimic acid derivatives of the formula (I): ##STR1## wherein R.sup.1 is hydroxy or a moiety biotransformable thereto and R.sup.2 is hydrogen or --P(O)(OH).sub.2 have antibacterial, antifungal, and herbicidal activity. Their preparation and use are described as are pharmaceutical compositions containing them.
    Type: Grant
    Filed: April 17, 1990
    Date of Patent: November 17, 1992
    Assignee: Imperial Chemical Industries plc
    Inventors: James K. Sutherland, William J. Watkins, George A. Snow, Gareth M. Davies
  • Patent number: 5164383
    Abstract: O-Halogenocyclopentyl S-alkyl (di)thiphosphoric(phosphonic) acid ester derivatives of the general formula (I) ##STR1## in which R.sup.1 represents alkyl, alkoxy or the radical ##STR2## R.sup.3 represents hydrogen or alkyl and R.sup.4 represents hydrogen, alkyl, --COH (formyl) or optionally halogen-substituted --CO-alkyl (acyl),R.sup.2 represents alkyl or alkoxyalkyl andX represents oxygen or sulphur,can be used as pesticides.
    Type: Grant
    Filed: March 20, 1992
    Date of Patent: November 17, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd-Wieland Kruger, Michael Negele, Jurgen Hartwig, Christoph Erdelen, Wilhelm Stendel
  • Patent number: 5108991
    Abstract: Compositions useful for carrying physiologically active agents such as therapeutic agents through skin and other body membranes comprising the agent and an effective, non-toxic amount of a compound having the structural formula ##STR1## wherein R' is H or a lower alkyl group, m is 3, N is 6-11 and R is --CH.sub.3.
    Type: Grant
    Filed: December 31, 1985
    Date of Patent: April 28, 1992
    Assignee: Whitby Research, Inc.
    Inventor: Vithal J. Rajadhyaksha
  • Patent number: 5100667
    Abstract: A method of making, without use of a solvent, insecticidal pellet compositions of N-hydrocarboyl phosphoroamidothioates and phosphoroamidodithioates is provided.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: March 31, 1992
    Assignee: Chevron Research and Technology Company
    Inventors: Jim H. Chan, Kent A. Hasse, Roderick I. Satre, James H. Trusler
  • Patent number: 5082832
    Abstract: Novel 2,2-dimethyl-cyclopropane carboxylic acid derivatives of the formula ##STR1## wherein X.sub.1 and X.sub.2 are individually halogen, R.sub.1 is selected from the group consisting of halogen, alkyl of 1 to 8 carbon atoms, optionally substituted aryl of 6 to 14 carbon atoms, perfluoroalkyl of 1 to 8 carbon atoms, --CN and ##STR2## R' is alkyl of 1 to 8 carbon atoms, Y is selected from the group consisting of ##STR3## Alk.sub.1 is optionally unsaturated alkyl of 1 to 8 carbon atoms no substituted or substituted with at least one functional group, Ar is aryl of 6 to 14 carbon atoms no substituted or substituted with at least one functional group, Alk.sub.2 and Alk.sub.3 and Alk.sub.2 ' and Alk.sub.
    Type: Grant
    Filed: October 18, 1989
    Date of Patent: January 21, 1992
    Assignee: Roussel Uclaf
    Inventors: Joseph Cadiergue, Jean-Pierre Demoute, Jean Tessier
  • Patent number: 5075058
    Abstract: A method of making insecticidal pellet compositions of N-hydrocarboyl phosphoroamidothioates and phosphoroamidodithioates, combined with a herbicide, fungicide, fertilizer or other insecticide is provided.
    Type: Grant
    Filed: January 30, 1990
    Date of Patent: December 24, 1991
    Assignee: Chevron Research and Technology Company
    Inventors: Jim H. Chan, Kent A. Hasse, Roderick I. Satre, James H. Trusler
  • Patent number: 5037813
    Abstract: A compound of Formula (I):R.sup.1 (CA.dbd.CA.sup.1).sub.x --C(.dbd.X)NR.sup.2 R.sup.3(I)where R.sup.1 is alkyl optionally substituted by a group selected from alkoxy, alkenyl, alkynyl, alkenyloxy, alkynyloxy, aryl, aryloxy, arylalkoxy and cycloalkyl fused to an aryl ring; x=1 or 2; X=O or S; each A and A.sup.1 is independently hydrogen, alkyl or haloalkyl; R.sup.2 is alkyl, alkenyl or cycloalkyl any of which may be substituted by halo, alkenyl, alkyl, cycloalkyl, alkynyl, dioxalanylalkyl or alkoxy; and R.sup.3 is selected from groups (A) to (D):(A) --Y.dbd.X.sup.1 --(R.sup.4).sub.a where X.sup.1 is O or S, Y is phosphorus or carbon, R.sup.4 is hydrogen, alkyl, alkoxy, acyl or CO.sub.2 R.sup.5 is alkyl or aryl, and a is 1 or 2.(B) --S(R.sup.6)(O).sub.bwhere R.sup.6 alkyl, aryl, aryloxy, alkoxy, thioalkoxy, thioaryl, alkythio, alkoxythio or arylthio and b is 0, 1 or 2(C) --S(O).sub.c NR.sup.7 R.sup.8where c is 0, 1 or 2, R.sup.7 is --COR.sup.9 or --CO.sub.2 R.sup.9 where R.sup.
    Type: Grant
    Filed: December 11, 1986
    Date of Patent: August 6, 1991
    Assignee: Burroughs Wellcome Co.
    Inventors: Malcolm H. Black, Robert J. Blade, Robert J. Peek
  • Patent number: 5025002
    Abstract: Phosphorus-based compositions useful as biocides for the control of a broad spectrum of harmful micoorganisms are disclosed. The compositions contain at least one compound of the general formula(RO).sub.2 P(O)CXYZwherein R is H, a C.sub.1-12 aliphatic hydrocarbon radical or a phenyl radical, X is H or halogen, Y is halogen, and Z is a substitutent selected from the group consisting of COOH, CN, COOR and CONR.sub.2, with the proviso that X and Y cannot both be C1. The effective concentrations of the biocides vary according to the specific system, generally being in the range of between 0.1 to 5000 parts per million of substrate. The compositions may be employed alone or in the form of mixtures with other known compatible active agents. The compositions show high biocidal activity against various microorganisms in comparison with known biocides.
    Type: Grant
    Filed: August 31, 1988
    Date of Patent: June 18, 1991
    Assignee: Bromine Compounds Ltd.
    Inventors: Reinhard Effenberger, David Direktor
  • Patent number: 5025003
    Abstract: Compounds which are inhibitors of cholesterol biosynthesis (by inhibiting de novo squalene biosynthetis), and thus are useful as hypocholesterolemic agents and antiatherosclerotic agents, are provided which have the structure ##STR1## wherein R.sup.2 is a metal ion, lower alkyl or H; R.sup.3 is a metal ion or lower alkyl;R is R.sup.1 --(CH.sub.2).sub.n --, R.sup.1 --(CH.sub.2).sub.m --O-- orR.sup.1 --(CH.sub.2).sub.m --OCH.sub.2 --, wherein n is 1 to 4 and m is 0 to 3, 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.New intermediates, new methods of preparation and a method for using such compounds to inhibit cholesterol biosynthesis are also provided.
    Type: Grant
    Filed: September 18, 1989
    Date of Patent: June 18, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Scott A. Biller
  • Patent number: 4999346
    Abstract: Insecticidal composition comprising propetamphos and hydroprene is useful for safe, fast, complete and long lasting control of cockroach populations. A method for control of the cockroach population comprises an administration of the novel composition to the locus of the cockroach population. Both hydroprene and propetamphos are administered in an effective, cockroach population controlling amount.
    Type: Grant
    Filed: July 3, 1989
    Date of Patent: March 12, 1991
    Assignee: Sandoz Ltd.
    Inventor: Robin R. Rudolph
  • Patent number: 4988681
    Abstract: A phosphinic acid derivative represented by the general formula [I], or a pharmaceutically acceptable salt thereof, ##STR1## wherein R.sup.1 represents an alkyl, cycloalkyl or aralkyl group which may be substituted; R.sup.2 and R.sup.5 may be identical or different, and each represents a hydrogen atom, or an ester residue capable of forming a non-toxic ester hydrolyzable in vivo; and A represents a group of the formula ##STR2## wherein R.sup.3 represents an alkyl group, a group of the formula ##STR3## wherein R.sup.30 represents a halogen atom, a carboxyl group, a hydroxyl group, a cycloalkyl group which may be substituted, an aryl group which may be substituted, an arylthio group, a heteroarylthio group which may be substituted, an alkylthio group which may be substituted, an amino group which may be substituted, or a lower alkoxycarbonyl group; R.sup.
    Type: Grant
    Filed: June 22, 1989
    Date of Patent: January 29, 1991
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Kiyofumi Ishikawa, Takehiro Fukami, Hiroshi Naganuma, Kyoko Nakamichi
  • Patent number: 4970199
    Abstract: Disclosed are steroidal derivatives of glycolipids, in which steroids are bridged, via a medium length hydrocarbon chain, to 1-thio-D-mannopyranoses or 1-thio-L-fucopyranoses in combination with an anti-AIDS drug, that protect an immunocomprimised hot, particularly resulting from an AIDS-related virus, against opportunistic infection.
    Type: Grant
    Filed: July 10, 1989
    Date of Patent: November 13, 1990
    Assignee: Merck & Co., Inc.
    Inventors: Philippe L. Durette, William K. Hagmann, Mitree M. Ponpipom
  • Patent number: 4950652
    Abstract: Studies of Synergistic combinations of dsRNAs and anti-viral agents in the treatment of viral diseases indicates dsRNA, especially mismatched dsRNA, plays a powerful and versatile role as a core drug in combination therapy for human viral pathogens, notably for ARC and AIDS.
    Type: Grant
    Filed: November 25, 1987
    Date of Patent: August 21, 1990
    Assignee: HEM Research, Inc.
    Inventor: William A. Carter
  • Patent number: 4946834
    Abstract: Invented are substituted acrylate analogues of steroidal synthetic compounds, pharmaceutical compositions containing the compounds, and methods of using these compounds to inhibit steroid 5.alpha.-reductase. Also invented are intermediates used in preparing these compounds.
    Type: Grant
    Filed: December 23, 1988
    Date of Patent: August 7, 1990
    Assignee: SmithKline Beecham Corporation
    Inventors: Dennis A. Holt, Mark A. Levy, Brian W. Metcalf
  • Patent number: 4943307
    Abstract: The invention relates to a plant-protective solution containing 2.5 to 40 % by weight of one or more water-insoluble plant-protective ingredient(s) 20 to 71.5 % by weight of dimethylformamide and/or dimethylsulfoxide and/or acetone as water-miscible solvent, 10 to 71.5 % by weight of furfurol and/or furfuryl alcohol as partially water-miscible solvent, 1 to 15 % by weight of commonly used additives such as anionic and/or nonionic surface active agents and macromolecules.The invention also relates to the ready-for-use plant-protective suspension containing 0.2 to 10 % by weight of one or more water-insoluble plant-protective ingredient(s) with a particle size of 0.1 to 50 .mu.m, 0 to 60 % by weight of a fertilizer, 0.2 to 10 % by weight of dimethylformamide and/or dimethylsulfoxide and/or acetone as water-miscible solvent, 0.2 to 10 % by weight of furfurol and/or furfuryl alcohol as partially water-miscible solvent, 0.05 to 2.
    Type: Grant
    Filed: July 15, 1988
    Date of Patent: July 24, 1990
    Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.
    Inventors: Tamas Detre, Sandor ngyan, Laszlo Pap, Andras Szego, Zoltan Karadi, Klara Bertus nee Bende, Katalin Marmarosi nee Kellner
  • Patent number: 4904646
    Abstract: Compounds which are useful as inhibitors of cholesterol biosynthesis and thus as hypocholesterolemic agents are provided which have the structure ##STR1## including salts thereof, wherein R is OH, lower alkoxy or lower alkyl; R.sup.x is H or alkyl;X is --O-- or --NH--;n is 1 or 2Z is a hydrophobic anchor, such as ##STR2## wherein the dotted lines represent optional double bonds. New intermediates used in preparing the above compounds, pharmaceutical compositions containing such compounds and a method for using such compounds to inhibit cholesterol biosynthesis are also provided.
    Type: Grant
    Filed: April 18, 1988
    Date of Patent: February 27, 1990
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Donald S. Karanewsky, Scott A. Biller, Eric M. Gordon