Phosphorus Attached Directly To Amino Nitrogen By Nonionic Bonding Patents (Class 564/12)
  • Patent number: 5707979
    Abstract: Compounds of the formula I, ##STR1## in which the symbols or substituents A, B, D, D*, E and E* have the meanings given in the specification, inhibit aspartyl proteases and are suitable for controlling viral diseases.
    Type: Grant
    Filed: June 28, 1995
    Date of Patent: January 13, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Anuschirwan Peyman, Wilhelm Stahl, Karl-Heinz Budt, Dieter Ruppert, Henning Schussler, Konrad Wagner
  • Patent number: 5698737
    Abstract: A method is disclosed for deprotonating a compound comprising treating the compound with a base of the general formula: ##STR1## in the presence of a nitrile solvent; wherein R.sup.1, R.sup.2 and R.sup.3 are each individually H, (C.sub.1 -C.sub.15)alkyl, (C.sub.6 -C.sub.9)aryl, (C.sub.1 -C.sub.4)alkyl(C.sub.6 -C.sub.9)aryl, ((C.sub.1 -C.sub.4)alkyl).sub.3 Si, or (C.sub.6 -C.sub.9)aryl(C.sub.1 -C.sub.4)alkyl.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: December 16, 1997
    Assignee: Iowa State University Research Foundation
    Inventors: John G. Verkade, Thyagarajan Mohan, Andrzej E. Wroblewski
  • Patent number: 5698003
    Abstract: Improved solvent systems for the formulation of N-alkyl thiophosphoric triamide urease inhibitors. These formulations enable the preparation of stable concentrated solutions of N-alkyl thiophosphoric triamides for storage, transportation, and eventual impregnation onto solid urea containing fertilizers and incorporation into liquid urea containing fertilizer compositions. These formulations are comprised primarily of a solvent selected from the group consisting of glycols and glycol derivatives. Optionally, in addition to the glycol base solvent, the formulations can contain a co-solvent selected from the group consisting of liquid amides, 2-pyrrolidone and N-alkyl 2-pyrrolidones, and/or a nonionic surfactant selected from the group consisting of alkylaryl polyether alcohols. The presence of the co-solvent and/or surfactant has been found to impart desirable properties to the formulations under certain conditions.
    Type: Grant
    Filed: December 19, 1995
    Date of Patent: December 16, 1997
    Assignee: IMC-Agrico Company
    Inventors: Barry A. Omilinsky, Alexander D. Lindsay, Allen R. Sutton, Willis L. Thornsberry, Jr.
  • Patent number: 5693627
    Abstract: A method of inhibiting the proliferation of B cells by using inhibitors of phosphotyrosine phosphatase can be used to regulate the immune response and to treat diseases such as leukemias or lymphomas marked by malignant proliferation of B cells. The use of such inhibitors can be combined with radiation, which produces a synergistic effect. Several types of inhibitors can be used, including: (1) compounds comprising a metal coordinate-covalently bound to an organic moiety that can form a five- or six-membered ring; (2) compounds in which vanadium (IV) is coordinate-covalently bound to an organic moiety such as a hydroxamate, .alpha.-hydroxypyridinone, .alpha.-hydroxypyrone, .alpha.-amino acid, hydroxycarbonyl, or thiohydroxamate; (3) coordinate-covalent complexes of vanadyl and cysteine or a derivative thereof; (4) nonhydrolyzable phosphotyrosine phosphatase analogues; (5) phostatin; and (6) 4-(fluoromethyl)phenyl phosphate and esterified derivatives.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: December 2, 1997
    Assignee: Bristol-Myers Squibb Company
    Inventor: Gary L. Schieven
  • Patent number: 5652207
    Abstract: Novel bleaches, a method for bleaching substrates using these materials and detergent compositions containing same are reported. The bleaches are phosphinoyl imines. Substrates such as fabrics may be bleached in an aqueous solution containing the phosphinoyl imines and a peroxygen compound.
    Type: Grant
    Filed: August 12, 1996
    Date of Patent: July 29, 1997
    Assignee: Lever Brothers Company, Division of Conopco, Inc.
    Inventor: Naresh Dhirajlal Ghatlia
  • Patent number: 5527960
    Abstract: Fluorinating reagents expressed in a general formula; ##STR1## (In the general formula, R is an alkyl group having 1 to 5 carbons or a dialkylamino group in which each alkyl group has 1 to 3 carbons.), and a fluorinating method to fluorinate an alcoholic hydroxyl group by using the reagent. Raw materials of the aforesaid fluorinating reagents can be easily converted to object products and are less poisonous and corrosive. Their procurement and preparation are also easy. Further, it is easy to fluorinate compounds containing an alcoholic hydroxyl group by using this fluorinating reagents.
    Type: Grant
    Filed: January 24, 1995
    Date of Patent: June 18, 1996
    Assignee: Daikin Industries Ltd.
    Inventor: Hirokazu Aoyama
  • Patent number: 5516940
    Abstract: A compound and method of making a compound for use as a diagnostic or therapeutic pharmaceutical comprises either a phosphorous or germanium core and at least two hydrazine groups forming a ligand for bonding to a metal extending from the phosphorous or germanium core.
    Type: Grant
    Filed: April 29, 1994
    Date of Patent: May 14, 1996
    Assignee: Curators of the University of Missouri
    Inventors: Kattesh V. Katti, Wynn A. Volkert, Alan R. Ketring, Prahlad R. Singh
  • Patent number: 5502250
    Abstract: A process for extracting metal values especially zinc values from aqueous solutions of metal salts which comprises contacting the aqueous solution with an organic phase comprising a compound of the formula: ##STR1## wherein each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4, independently, represents an optionally substituted hydrocarbyl or hydrocarbyloxy group or R.sup.1 and R.sup.2 together with the attached phosphorus atom and/or R.sup.3 and R.sup.4 together with the attached phosphorus atom form a 5- to 8-membered heterocyclic ring.
    Type: Grant
    Filed: November 29, 1994
    Date of Patent: March 26, 1996
    Assignee: Zeneca Limited
    Inventors: John Campbell, Raymond F. Dalton, Peter M. Quan
  • Patent number: 5468732
    Abstract: Phosphorus containing polypeptides as renin inhibitors, useful as antihypertensive agents.
    Type: Grant
    Filed: August 2, 1991
    Date of Patent: November 21, 1995
    Assignee: Pfizer Inc.
    Inventor: Ronald T. Wester
  • 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: 5367093
    Abstract: Compounds having the structural formula ##STR1## where X, Y, R and Z are defined in the specification are disclosed. The compounds of this invention are effective for controlling mites, nematodes, rice planthopper, tobacco budworm, and southern corn rootworm. Methods for making these compounds are also set forth.
    Type: Grant
    Filed: November 20, 1992
    Date of Patent: November 22, 1994
    Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical LTD/LTEE
    Inventors: Mark A. Dekeyser, Paul T. McDonald
  • Patent number: 5360563
    Abstract: There are disclosed compounds of formulae I and Ia ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other C.sub.1 -C.sub.13 alkyl which may be interrupted by oxygen, C.sub.5 -C.sub.6 cycloalkyl or, together with the linking N-atom, are a group of formula ##STR2## R is hydrogen or methyl, R.sub.3 is hydrogen or C.sub.1 -C.sub.13 alkyl, andR.sub.4 and R.sub.5 are each independently of the other hydrogen, C.sub.1 -C.sub.18 alkyl which may be interrupted by oxygen, C.sub.5 -C.sub.6 cycloalkyl or, together with the linking N-atom, are a group of formula ##STR3## withe proviso that R.sub.3, R.sub.4 and R.sub.5 are not simultaneously hydrogen and HNR.sub.1 R.sub.2 are not identical with NR.sub.3 R.sub.4 R.sub.5.The compounds are suitable for use as lubricant additives.
    Type: Grant
    Filed: May 27, 1993
    Date of Patent: November 1, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Horst Zinke, Rolf Schumacher
  • Patent number: 5352830
    Abstract: New phosphorous organic amides of a specific formula and their use as stabilizers for polymers and, other organic materials.
    Type: Grant
    Filed: October 28, 1992
    Date of Patent: October 4, 1994
    Assignee: Himont Incorporated
    Inventors: Marco Foa, Sauro Strologo, Giampiero Sabarino
  • Patent number: 5298651
    Abstract: A process for preparing isocyanates comprising (a) contacting carbon dioxide and a primary amine in the presence of an aprotic organic solvent and a phosphazene compound or a mixture of a phosphazene compound and an organic, nitrogenous base selected from the group consisting of guanidine compounds, amidine compounds, tertiary amines, pyridine and mixtures thereof to produce the corresponding ammonium carbamate salt, and (b) reacting the ammonium carbamate salt with an electrophilic or oxophilic dehydrating agent to produce the corresponding isocyanate. A second embodiment comprises recovering the ammonium carbamate salt of step (a) prior to reacting the ammonium carbamate salt with an electrophilic or oxophilic dehydrating agent in the presence of an aprotic organic solvent and a phosphazene compound or a mixture of a phosphazene compound and an organic, nitrogenous base selected from the group consisting of guanidine compounds, amidine compounds, tertiary amines, pyridine and mixtures thereof.
    Type: Grant
    Filed: October 15, 1992
    Date of Patent: March 29, 1994
    Assignee: Monsanto Company
    Inventors: William D. McGhee, Thomas E. Waldman
  • Patent number: 5284732
    Abstract: A silver halide light-sensitive material containing a hydrazine compound represented by formula (I): ##STR1## wherein L.sup.1 represents a single bond, --O--, --S--, --NR.sup.6 --, --CO--, SO.sub.2 --, --P(O) (G.sup.2 R.sup.6)-- or a combination thereof; L.sup.2 represents --SO.sub.2 NR.sup.6 --, --NR.sup.6 SO.sub.2 NR.sup.6 --, --CONR.sup.6 --, --NR.sup.6 CONR.sup.6 -- or --G.sup.2 P(O) (G.sup.2 R.sup.6)NR.sup.6 --; G.sup.1 represents --CO--, --SO.sub.2 --, --SO--, --COCO--, a thiocarbonyl group, an iminomethylene group or --P(O) (G.sup.2 R.sup.6)--; G.sup.2 represents a single bond, --O-- or --NR.sup.6 --; R.sup.1 represents an aliphatic group or an aromatic group; R.sup.2, R.sup.3, and R.sup.4 each represent a divalent aliphatic group or a divalent aromatic group; R.sup.5 represents a hydrogen atom, an aliphatic group, an aromatic group, an alkoxy group, an aryloxy group or an amino group; R.sup.6 represents a hydrogen atom, an aliphatic group or an aromatic group; m represents 0 or 1; and X.sup.
    Type: Grant
    Filed: June 9, 1993
    Date of Patent: February 8, 1994
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kazumi Nii, Toshihide Ezoe
  • Patent number: 5260103
    Abstract: Polyphosphazene derivatives containing carbonyl groups and variously alkylated tertiary aminic groups, suited to undergo rapid and efficient photo-crosslinking processes and having general formula: ##STR1## wherein: X represents substituents linked to the polyphosphazene chain by means of hydroxylic or aminic functions and containing carbonyl groups;X' represents additional substituents linked to the polyphosphazene chain by means of hydroxylic or aminic functions and containing one or more variously alkylated tertiary aminic groups;(w+y+z) is an integer ranging from 20 to 15,000;w and z are integers having a value higher than or equal to zero and at any rate lower than 15,000;y is an integer having a value of from 20 to 15,000.
    Type: Grant
    Filed: July 17, 1990
    Date of Patent: November 9, 1993
    Assignee: Consiglio Nazionale Delle Ricerche
    Inventors: Mario Gleria, Francesco Minto, Lucia Flamigni
  • Patent number: 5210202
    Abstract: Chiral phosphorus-containing ligands comprising at least one amine radical and at least one dihydrocarbylphosphinoxy radical of the formula W=OP (R).sub.
    Type: Grant
    Filed: December 23, 1991
    Date of Patent: May 11, 1993
    Assignee: Societe Chimique des Charbonnages S.A.
    Inventors: Michele Petit, Andre Mortreux, Francis Petit, Gerard Buono, Gilbert Peiffer
  • 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: 5177112
    Abstract: Certain novel compounds having the structural formula ##STR1## wherein R.sub.2, R.sub.3 and R.sub.4 are each selected from the group consisting of H and OA; A is H or is selected from the group consisting of hydrocarbyl radicals, e.g. lower alkyl radicals, i.e. methyl, ethyl, propyl, etc., or ##STR2## wherein R.sub.5 is selected from the group consisting of hydrocarbyl radicals, e.g. alkyl and aromatic residues; n is 2 or 3; and R.sub.1 is selected from the group consisting of organic radicals having fused aromatic rings, that is, radicals comprising at least two rings that share a pair of carbon atoms or share a carbon and nitrogen atom are useful for inducing a dopaminergic response and reducing the intraocular pressure in a mammal.
    Type: Grant
    Filed: September 10, 1991
    Date of Patent: January 5, 1993
    Assignee: Whitby Research, Inc.
    Inventor: Alan S. Horn
  • Patent number: 5118843
    Abstract: Herein is disclosed a method of producing an agent for treatment of cellulose fabrics comprising phosphoryl amide compounds which comprises reacting phosphorus oxychloride with ammonia in a state that ammonia always exists either in a solvent comprising a lower alcohol or in a solvent mixture comprising 100 parts by weight of a lower alcohol and 15 parts by weight or less of water.
    Type: Grant
    Filed: October 11, 1990
    Date of Patent: June 2, 1992
    Assignee: Nitto Boseki Co., Ltd.
    Inventors: Yoshiyuki Hayashi, Tadao Sasakura
  • Patent number: 5117057
    Abstract: This invention relates to insecticidal compositions containing N'-substituted-N,N'-disubstitutedhydrazines, methods of using such compositions and N'-substituted-N, N'-disubstitutedhydrazines. Specifically, the invention relates to insect growth regulating compositions, and methods of using such compositions, which include compounds having a nucleus of the formula ##STR1## where A', B', D and J are independently any atom or group of atoms; where E is a tertiary carbon containing organic radical, a haloalkyl having a total of at least four carbon and halogen atoms but not more than six halogen atoms, or a non-tertiary carbon containing non-haloalkyl organic or organometallic radical having at least five atoms other than hydrogen, oxygen and halogen, and is attached to the nitrogen shown in the formula by a carbon-to-nitrogen single bond; where one G.sub.1 is C, N, O and S, and both G.sub.2 's and the other G.sub.1 are carbon; or one G.sub.2 is S or P, and both G.sub.1 's and the other G.sub.
    Type: Grant
    Filed: June 14, 1991
    Date of Patent: May 26, 1992
    Assignee: Rohm and Haas Company
    Inventors: Adam C. Hsu, Harold E. Aller, Raymond A. Murphy, Dat P. Le, Donald W. Hamp, Barry Weinstein
  • Patent number: 5081284
    Abstract: A novel N-substituted peptidyl compound represented by the general formula (1): ##STR1## where R.sub.1 is a straight-chained or branched acyl group having 2-10 carbon atoms, a branched, cyclic or partly branched cyclic alkyloxycarbonyl group having 4-15 carbon atoms, a substituted or unsubstituted benzyloxycarbonyl group, a 2,2,2-trichloroethyloxycarbonyl group, a 2-(trimethylsilyl)ethyloxycarbonyl group, a p-toluensulfonyl group, an o-nitrophenylsulfenyl group, a diphenylphosphonothioyl group, a triphenylmethyl group, a 2-benzoyl-1-methylvinyl group or a 4-phenylbutyryl group; R.sub.2 is a hydrogen atom or when taken together with R.sub.1, may form a phthaloyl group; R.sub.3 is an isobutyl group, a n-butyl group or an isopropyl group; R.sub.4 is a butyl group, a benzyl group or a methylthioethyl group; and R.sub.5 is a hydrogen atom or a chloromethyl group, which inhibits the activity of cysteine proteinases.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: January 14, 1992
    Assignee: Suntory Limited
    Inventors: Naoki Higuchi, Masayuki Saitoh, Norio Iwasawa, Motoo Sumida, Hiroshi Shibata
  • Patent number: 5068425
    Abstract: Phosphinamides are prepared by the action of an organic halide on an oxazaphospholidine. Depending upon the configuration desired for the stereoisomer to be obtained, an oxazaphospholidine is utilized which has been derived from a (+) or (-) optically-active amino-alcohol. These phosphinamides are useful for the preparation of phosphinates, in particular optically-active phosphinates of known absolute configuration; for this, the phosphinamide is subjected to alcoholysis.
    Type: Grant
    Filed: October 17, 1990
    Date of Patent: November 26, 1991
    Assignee: Societe Nationale Elf Aquitaine
    Inventor: Sylvain Juge
  • Patent number: 4983768
    Abstract: Phosphinamides are prepared by the action of an organic halide on an oxazaphospholidine. Depending upon the configuration desired for the stereoisomer to be obtained, an oxazaphospholidine is utilized which has been derived from a (+) or (-) optically-active amino-alcohol. These phosphinamides are useful for the preparation of phosphinates, in particular optically-active phosphinates of known absolute configuration; for this, the phosphinamide is subjected to alcoholysis.
    Type: Grant
    Filed: July 15, 1985
    Date of Patent: January 8, 1991
    Assignee: Societe Nationale Elf Aquitaine
    Inventor: Sylvain Juge
  • Patent number: 4952728
    Abstract: New chemical product, constituted by an organic phosphorus compound of the structure ##STR1## where Q is an N or O atom, T is an alkylene or arylene, possibly carrying substituents, or not existing, while R.sup.1 to R.sup.7, the same or different, are H or aliphatic, cycloaliphatic and/or arylic hydrocarbon radicals, possibly substituted, R.sup.3 not existing when Q is oxygen.This product is used as an intermediate in the preparation of different derivatives of phosphinous acid.
    Type: Grant
    Filed: August 26, 1987
    Date of Patent: August 28, 1990
    Assignee: Societe Nationale Elf Aquitaine
    Inventors: Sylvain Juge, Jean-Pierre Genet
  • Patent number: 4914234
    Abstract: Novel 10,10-Dihydro-10-[substituted carbonyl)imino]-10-phenyl-10H-phenoxaphines of the formula: ##STR1## wherein A is selected from the group consisting of hydrogen and COOR.sub.1, where, when A is hydrogen the compound is in the form of a water soluble salt HnX, where n is an integer 1 or 2 and X is selected from the group consisting of sulfate, trefluoroacetate, bromide and chloride and R.sub.1 is selected from the group consisting of straight or branched chain alkyl(C.sub.1 -C.sub.4), alkenyl(C.sub.2 -C.sub.4), alkynyl(C.sub.2 -C.sub.4), cycloalkyl(C.sub.3 -C.sub.6), cycloalkyl(C.sub.3 -C.sub.6)methyl, benzyl, pyridylmethyl and tetrahydro-3-furanyl; methods for using these compounds for effecting diuresis, treating hypertension and edema and lowering plasma renin activity in mammals; pharmaceutical compositions of matter containing these compounds and processes for their preparation.
    Type: Grant
    Filed: August 4, 1988
    Date of Patent: April 3, 1990
    Assignee: American Cyanamid Company
    Inventors: Andrew S. Tomcufcik, Joseph W. Marsico, Nancy H. Eudy, Howard Newman
  • Patent number: 4894368
    Abstract: Novel triarylphosphinimide derivatives having the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are each at the ortho or meta position, represent mono- or disubstituents and are selected from the group consisting of hydrogen, alkyl(C.sub.1 -C.sub.3), alkoxy(C.sub.1 -C.sub.3), trifluoromethyl and halogen; and R.sub.4 is selected from the group consisting of alkyl (C.sub.1 -C.sub.3), alkenyl(C.sub.2 -C.sub.3), alkynyl(C.sub.2 -C.sub.4), alkynyl(C.sub.2 -C.sub.4), cycloalkyl(C.sub.3 -C.sub.5), cycloalkyl(C.sub.3 -C.sub.6)methyl, 4-oxopentyl, 3-tetrahydrofuranyl, 2,3-dihydro-1H-iden-1-yl, 1-alkyl(C.sub.1 -C.sub.3)cyclopentyl, trans-2-alkyl(C.sub.1 -C.sub.3)cyclopentyl, trans-2-alkoxy(C.sub.1 -C.sub.3)cyclopentyl, 1-cyclopropylethyl, 2-methylcyclopropylmethyl, dicyclopropylmethyl, 2-, 3- or 4-pyridinylmethyl, 2-cyclopenten-1-yl, tetrahydro-2H-pyran-4-yl and cis and trans-2-methoxycyclohexyl; with the proviso that when R.sub.4 is alkyl(C.sub.1 -C.sub.3), R.sub.1, R.sub.2 and R.sub.
    Type: Grant
    Filed: June 17, 1988
    Date of Patent: January 16, 1990
    Assignee: American Cyanamid Company
    Inventors: Andrew S. Tomcufcik, John E. Emma, Nancy H. Eudy, Joseph W. Marsico, Howard Newman
  • Patent number: 4859795
    Abstract: Compounds of the general formula ##STR1## wherein X and Y are the same or different and denote oxygen or sulfur,R.sub.1 is an ethylenically unsaturated aliphatic radical containing from 2 to 6 carbon atoms, andR.sub.2 is a saturated aliphatic radical containing from 1 to 6 carbon atoms or an aryl radical containing from 6 to 10 carbon atoms,are intermediate products used for the preparation of photocrosslinkable polymers with lateral (thio)phosphinyl(thio)urethane groups or (thio)phosphinyl(thio)urea groups, which polymers are useful in photosensitive mixtures and recording material.
    Type: Grant
    Filed: May 8, 1987
    Date of Patent: August 22, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Thomas Gerdau, Hans-Jerg Kleiner, Georg Pawlowski
  • Patent number: 4777290
    Abstract: Novel 10,10-Dihydro-10-[(substituted carbonyl)imino]-10-phenyl-10H-phenoxaphines of the formula: ##STR1## wherein A is selected from the group consisting of hydrogen and COOR.sub.1, where, when A is hydrogen the compound is in the form of a water soluble salt HnX, where n is an integer 1 or 2 and X is selected from the group consisting of sulfate, trefluoroacetate, bromide and chloride and R.sub.1 is selected from the group consisting of straight or branched chain alkyl(C.sub.1 -C.sub.4), alkenyl(C.sub.2 -C.sub.4), alkynyl(C.sub.2 -C.sub.4), cycloalkyl(C.sub.3 -C.sub.6), cycloalkyl(C.sub.3 -C.sub.6)methyl, benzyl, pyridylmethyl and tetrahydro-3-furanyl; methods for using these compounds for effecting diuresis, treating hypertension and edema and lowering plasma renin activity in mammals; pharmaceutical compositions of matter containing these compounds and processes for their preparation.
    Type: Grant
    Filed: July 27, 1987
    Date of Patent: October 11, 1988
    Assignee: American Cyanamid Company
    Inventors: Andrew S. Tomcufcik, Joseph W. Marsico, Nancy H. Eudy, Howard Newman
  • Patent number: 4747971
    Abstract: Amine-containing dispersants, such as succinimides, Mannich Bases and Viscosity-index improvers are reacted with fluorophosphoric acid. The reaction of the dispersant with the fluorophosphoric acid passivates the dispersant to fluorocarbon compositions used as seals, for example in automobile engines.
    Type: Grant
    Filed: March 6, 1987
    Date of Patent: May 31, 1988
    Assignee: Chevron Research Company
    Inventor: Timothy R. Erdman
  • Patent number: 4713190
    Abstract: Carboxylic amide dispersants are reacted with a fluorine-containing acid reagent selected from fluorophosphoric acid, boron trifluoride, fluoboric acid and the ammonium salts thereof. The reaction of the dispersant with the fluorine-containing acid passivates the dispersant to fluorocarbon compositions used as seals, for example in automobile engines.
    Type: Grant
    Filed: October 23, 1985
    Date of Patent: December 15, 1987
    Assignee: Chevron Research Company
    Inventor: Timothy R. Erdman
  • Patent number: 4689324
    Abstract: Novel 10,10-Dihydro-10-[(substituted carbonyl)imino]-10-phenyl-10H-phenoxaphines of the formula: ##STR1## wherein A is selected from the group consisting of hydrogen and COOR.sub.1, where, when A is hydrogen the compound is in the form of a water soluble salt HnX, where n is an integer 1 or 2 and X is selected from the group consisting of sulfate, trefluoroacetate, bromide and chloride and R.sub.1 is selected from the group consisting of straight or branched chain alkyl(C.sub.1 -C.sub.4), alkenyl(C.sub.2 -C.sub.4), alkynyl(C.sub.2 -C.sub.4), cycloalkyl(C.sub.3 -C.sub.6), cycloalkyl(C.sub.3 -C.sub.6)methyl, benzyl, pyridylmethyl or which tetrahydro-3-furanyl; methods for using these compounds for effecting diuresis, treating hypertension and edema and lowering plasma renin activity in mammals; pharmaceutical compositions of matter containing these compounds and processes for their preparation.
    Type: Grant
    Filed: March 5, 1986
    Date of Patent: August 25, 1987
    Assignee: American Cyanamid Company
    Inventors: Andrew S. Tomcufcik, Joseph W. Marsico, Nancy H. Eudy, Howard Newman
  • Patent number: 4636387
    Abstract: A long-acting, local anesthetic, comprising a polymeric phosphazene backbone, and certain radicals having local anesthetic activity and an amino functional group on the ring of said radical through which said radical is covalently attached to the phosphazene backbone by a phosphorous-nitrogen single bond is disclosed along with medicaments containing such anesthetics. The radicals employed are 2-amino-4-picoline, benoxinate, naepaine and phenacaine.
    Type: Grant
    Filed: September 21, 1984
    Date of Patent: January 13, 1987
    Assignee: Research Corporation
    Inventors: Harry R. Allcock, Paul E. Austin, Thomas X. Neenan
  • Patent number: 4606907
    Abstract: New stable complexing agents for radionuclides which are phosphonate derivatives of certain polyamidoamines have been found which are useful in imaging the skeletal system in animals. Even though the complexing agents have high molecular weights the complexes clear rapidly and very efficiently through the kidneys, with large amounts being taken up in the bone. The ratio of uptake in bone to that in surrounding soft tissue is high even at relatively short times after injection.
    Type: Grant
    Filed: July 2, 1984
    Date of Patent: August 19, 1986
    Assignee: The Dow Chemical Company
    Inventors: Jaime Simon, Wynn A. Volkert, David A. Wilson
  • Patent number: 4605434
    Abstract: (2-Nitro-5-aryloxy-phenylamino)-alkylphosphine oxide derivatives of the formula I ##STR1## wherein X is halogen, CF.sub.3, NO.sub.2, CN, CONH.sub.2 or CSNH.sub.2,Y is nitrogen or --CH.dbd.,R.sup.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl, or aralkyl having 1-4 carbon atoms in the alkyl moiety,R.sup.2 is hydrogen or C.sub.1 -C.sub.4 -alkyl,R.sup.3 is hydrogen, C.sub.1 -C.sub.4 -alkyl, phenyl, benzyl or C.sub.1 -C.sub.4 -alkylbenzyl,R.sup.4 and R.sup.5 independently of one another are each C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.2 -C.sub.6 -alkoxyalkyl, or aralkyl having 1-4 carbon atoms in the alkyl moiety,m is zero to 3, andn is 1 to 3,have useful herbicidal properties.
    Type: Grant
    Filed: July 12, 1984
    Date of Patent: August 12, 1986
    Assignee: CIBA-GEIGY Corporation
    Inventor: Ludwig Maier
  • Patent number: 4588838
    Abstract: The invention is directed to the electrodeposition of a coating of a phosphorylated amide on a metal such as aluminum and the formation of a chemical bond between the metal and the coating, such amide being in the form of (a) an organic polymer consisting of a poly (phosphinohydrazide), a poly (phosphinoguanide) or a poly (phosphinoureide), including homopolymers and copolymers thereof, and their thio analogs or (b) a 2:1 molar adduct of a nitrogen=containing compound such as hydrazine, guanidine or urea or its thio analog, and an organic phosphite or phosphonate. In the method of electrolytically depositing such coating on the metal substrate, e.g., aluminum, the substrate is employed as the anode in a non-aqueous or aqueous electrolyte containing a phosphorylated amide of the type noted above, e.g.
    Type: Grant
    Filed: May 27, 1983
    Date of Patent: May 13, 1986
    Assignee: McDonnell Douglas Corporation
    Inventor: Norman R. Byrd
  • Patent number: 4582932
    Abstract: Highly fire resistant composites or laminates particularly applicable as structural components in aircraft, e.g. in the engine nacelle, as part of the acoustic panel-fire wall structure, and capable of withstanding a 2,000.degree. F. flame temperature, comprising incorporating an additive in the form of a polymeric phosphorylated amide, into a resin, e.g., a polyimide or an epoxy resin, such additive being soluble in the resin. The resulting resin containing the additive is then applied to or impregnated into a substrate such as glass fiber cloth or graphite fiber, to form a composite structure which is then cured. The resulting cured composite when subjected to high temperatures of the order of, e.g., a 2,000.degree. F. flame temperature, forms a resin char of reduced thermal conductivity which holds the fibers of the laminate together and maintains the structural stability and integrity of the laminate.
    Type: Grant
    Filed: May 27, 1983
    Date of Patent: April 15, 1986
    Assignee: McDonnell Douglas Corporation
    Inventors: Norman R. Byrd, Daniel C. Peek
  • Patent number: 4582905
    Abstract: Convenient intermediates for preparing 3-substituted-2-hydroxypropyl aryl ether .beta.-blockers, a reaction to the intermediates of the following formula and a conversion to obtain the said .beta.-blockers are disclosed. ##STR1## (wherein X is hydrogen or halogen; Y is halogen, hydroxy, lower acyloxy, amino, lower alkylamino, lower aralkylamino, lower acylamino, di-lower alkylamino, lower alkyleneamino, N-lower alkyl-N-lower aralkylamino, di-lower acylamino, N-lower alkyl-N-lower acylamino or N-tri-lower alkylsilylamino;one of P and R combined together with Q represents lower alkylene or alkenylene optionally interrupted by O, N or S and optionally substituted by lower alkyl, lower aralkyl, lower carboxylic acyl, carboxy, protected carboxy; hydroxy, lower alkoxy, lower acyloxy, oxo; amino, lower alkylamino, lower acylamino, nitro, nitroso, lower alkylthio, lower sulfonic acyl or halogen;and the remaining R or P is hydrogen or halogen;and dotted line represents the presence of one or two double bonds).
    Type: Grant
    Filed: December 20, 1984
    Date of Patent: April 15, 1986
    Assignee: Shionogi & Co., Ltd.
    Inventor: Makiko Sakai
  • Patent number: 4578512
    Abstract: Novel vinyl ethers are prepared in decarboxylation reactions of novel acid fluoride compounds according to the following reaction: ##STR1## wherein a is 0 or an integer greater than 0;b is 0 or an integer greater than 0;n=1 or an integer greater than 1;R.sub.f and R.sub.f ' are independently selected from the group consisting of F, Cl, perfluoroalkyl or fluorochloroalkyl;X=F, Cl, Br or mixtures thereof when n>1X'=Cl or Br;Y is an acid group or an acid derivative easily convertible to an acid group;Z=F, Cl, Br, OH, NRR' or OA;R and R' are independently selected from the group consisting of hydrogen, an alkyl having one or more than one carbon atoms, and aryl; andA=alkali metal, quaternary nitrogen, or R.These vinyl ethers may be homopolymerized with themselves or copolymerized with other vinyl ethers.
    Type: Grant
    Filed: February 4, 1982
    Date of Patent: March 25, 1986
    Assignee: The Dow Chemical Company
    Inventors: Bobby R. Ezzell, William P. Carl, William A. Mod
  • Patent number: 4559078
    Abstract: Phosphorus-containing N-phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N'-triazinylureas of the formula ##STR1## and the salts of these compounds with amines, alkali or alkaline earth metal bases or quaternary ammonium bases have good pre-emergence and post-emergence selective herbicidal and growth-regulating properties.In this formula, X is a group ##STR2## Y is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, trifluoromethyl, C.sub.2 -C.sub.5, alkenyl, C.sub.2 -C.sub.5 -alkynyl, nitro, --COOR.sup.6 or --Q--R.sup.6, Z is nitrogen or the methine group, E is oxygen or sulfur, R.sup.1 is hydrogen or C.sub.1 -C.sub.5 -alkyl and R.sup.2 and R.sup.3 independently of one another are C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy, C.sub.1 -C.sub.3 -halogenoalkyl, C.sub.1 -C.sub.3 -halogenoalkoxy, cyclopropyl, amino, methylamino or dimethylamino, and A is oxygen, sulfur, C.sub.1 -C.sub.5 -alkylene, C.sub.2 -C.sub.5 -alkenylene, C.sub.1 -C.sub.5 -halogenoalkylene or --NR.sup.7 --(CH.sub.2).sub.m --; --CH.sub.
    Type: Grant
    Filed: December 19, 1983
    Date of Patent: December 17, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Ludwig Maier, Willy Meyer, Konrad Oertle, Achim Roloff, Werner Topfl
  • Patent number: 4522735
    Abstract: Amines are reacted with phosphorous trichloride to form N-dichlorophosphinoamines that are then reacted with a bisphenol in about equimolar amounts to provide polyphosphoramidite oligomers. The polyphosphoramidite oligomers are effective as stabilizers for polymers such as polyolefins, and form even more efficient stabilizer combinations with hydroxyphenylalkyleneyl isocyanurates.
    Type: Grant
    Filed: June 17, 1983
    Date of Patent: June 11, 1985
    Assignee: The B. F. Goodrich Company
    Inventor: Dwight W. Chasar
  • Patent number: 4495174
    Abstract: A long-acting, local anesthetic, comprising a polymeric phosphazene backbone, and 2-amino-4-picoline radical having local anesthetic activity and an amino functional group on the ring of said radical through which said radical is covalently attached to the phosphazene backbone by a phosphorous-nitrogen single bond is disclosed along with medicaments containing such anesthetics.
    Type: Grant
    Filed: June 21, 1982
    Date of Patent: January 22, 1985
    Assignee: Research Corporation
    Inventors: Harry R. Allcock, Paul E. Austin, Thomas X. Neenan
  • Patent number: 4470933
    Abstract: A compound of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently is an optionally substituted alkyl, aralkyl, aryl, alkoxy, aryloxy, aralkoxy, alkylthio, arylthio, aralkylthio, alkylamino, arylamino or aralkylamino radical,is produced by reacting a compound of the formula ##STR2## in which X is hydrogen, an alkali metal ion, an optionally alkyl- ,aralkyl- and/or aryl-substituted ammonium radical, a trialkylsilyl radical, or ##STR3## with bromine in the presence of an inert diluent at a temperature from about -50.degree. to 20.degree. C.The product can be employed as a flame retardant, a vulcanizing accelerator and/or an intermediate for synthesizing pesticides.
    Type: Grant
    Filed: October 8, 1982
    Date of Patent: September 11, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jan Michalski, Marek Potrzebowski, Andrzej Lopusinski
  • Patent number: 4456464
    Abstract: Novel phenoxyphenoxyalkyl-, phenoxyphenylthioalkyl- or phenoxyphenylsulfonylalkyl-substituted phosphinates and phosphonates, related compounds, synthesis thereof, intermediates therefor, and the use of said novel compounds for the control of weeds.
    Type: Grant
    Filed: October 8, 1982
    Date of Patent: June 26, 1984
    Assignee: Zoecon Corporation
    Inventors: Shy-Fuh Lee, Clive A. Henrick
  • Patent number: 4456465
    Abstract: Novel phenoxyphenyl-substituted or pyridyloxyphenyl-substituted phosphinates and phosphinothioates, syntheses thereof, intermediates therefor, and the use of said novel phosphinates and phosphinothioates for the control of weeds.
    Type: Grant
    Filed: January 10, 1983
    Date of Patent: June 26, 1984
    Assignee: Zoecon Corporation
    Inventor: Shy-Fuh Lee
  • Patent number: 4381401
    Abstract: 2-Oxazolidinone or N-substituted derivatives thereof are reacted with aromatic amine hydrochlorides at elevated temperatures to produce 1,2-ethanediamines.
    Type: Grant
    Filed: October 9, 1981
    Date of Patent: April 26, 1983
    Assignee: The Dow Chemical Company
    Inventor: Graham S. Poindexter
  • Patent number: 4369147
    Abstract: A compound of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently is an optionally substituted alkyl, aralkyl, aryl, alkoxy, aryloxy, aralkoxy, alkylthio, arylthio, aralkylthio, alkylamino, arylamino or aralkylamino radical,is produced by reacting a compound of the formula ##STR2## in which X is hydrogen, an alkali metal ion, an optionally alkyl-, aralkyl- and/or aryl-substituted ammonium radical, a trialkylsilyl radical, or ##STR3## with bromine in the presence of an inert diluent at a temperature from about -50.degree. to 20.degree. C.The product can be employed as a flame retardant, a vulcanizing accelerator and/or an intermediate for synthesizing pesticides.
    Type: Grant
    Filed: November 24, 1981
    Date of Patent: January 18, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jan Michalski, Marek Potrzebowski, Andrzej Lopusinski
  • Patent number: 4336207
    Abstract: This invention pertains to novel phosphorus derivatives of aminothiocarbamic halides and processes for their preparation. The carbamic halides are readily prepared by two general procedures. In one procedure an appropriate N-(chlorothio)phosphorus amide reactant is readily prepared by reacting the corresponding phosphorus amide with sulfur dichloride which reactant will react with N-methylcarbamoyl halide so as to produce the corresponding object compounds of this invention. In a different procedure the same compounds that are the object of this invention are prepared by reacting an appropriate corresponding phosphorus amide with an N-chlorothiomethylcarbamoyl halide reactant which reactant is readily prepared by reacting N-methylcarbamoyl halide with sulfur chloride. The novel compounds of this invention are intermediates for the preparation of pesticides.
    Type: Grant
    Filed: June 23, 1980
    Date of Patent: June 22, 1982
    Assignee: The Upjohn Company
    Inventor: Stephen J. Nelson
  • Patent number: 4311855
    Abstract: An improved process for manufacturing tetrakis (hydroxymethyl) phosphonium amide condensation product without the formation of a precipitate. Urea or thiourea is added to the tetrakis (hydroxymethyl) phosphonium salt having an anion formed from a dibasic or tribasic or polybasic acid. The said salt is in aqueous solution. The pH of the aqueous solution of said salt is adjusted to the range of 4-6.5 when the urea or thiourea is added to the salt. The proportion of said salt to said urea or thiourea is 1:0.05-0.5 (molar). The sulphuric acid salt is preferred. The process produces an improved aqueous product substantially free of insolubles.
    Type: Grant
    Filed: January 25, 1980
    Date of Patent: January 19, 1982
    Assignee: Albright & Wilson Ltd.
    Inventors: Robert Cole, James E. Stephenson
  • Patent number: 4234512
    Abstract: 2-(2,2-Dimethoxyethyl-3,3-dimethylcyclopropanecarbaldehyde and 2-[2-(2,2-dihalovinyl)-3,3-dimethylcyclopropyl]ethanal dimethyl acetals are new pyrethroid intermediates. They are prepared from 2-(2-hydroxymethyl-3,3-dimethylcyclopropyl)ethanal dimethyl acetal.
    Type: Grant
    Filed: July 9, 1979
    Date of Patent: November 18, 1980
    Assignee: Shell Oil Company
    Inventors: Johannes Van Berkel, Hendrik C. Kelderman