Phosphorus Attached Directly Or Indirectly To A 1,2-diazine Ring By Nonionic Bonding Patents (Class 544/232)
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Patent number: 5280123Abstract: Insecticidal, acaricidal or nematocidal compositions which comprise organophosphorus compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 each represents a C.sub.1 to C.sub.4 alkyl group;X represents NH or N--R.sup.4 wherein R.sup.4 represents an alkyl; an alkenyl; an alkynyl; a phosphoric acid ester radical; a cyano group; a group of formula (II): ##STR2## (wherein R.sup.5 represents an alkyl or alkylamino group); or a group of the formula: --(R.sup.6).sub.n --CO--R.sup.7 (wherein n is 0 or 1; R.sup.6 represents a methylene or an ethylene group; and R.sup.7 represents an alkyl, an alkoxy, an alkylthio group, an alkylamino group or a hydrogen atom);Z represents N--R.sup.8 (wherein R.sup.8 represents a nitro group, a cyano group, an alkylsulfonyl group, a tosyl group or an alkylcarbonyl group) or a group represented by the formula: C(CN)R.sup.9 (wherein R.sup.9 represents a cyano group or an alkoxycarbonyl group); andA represents an ethylene group which may be substituted with C.sub.1 to C.sub.Type: GrantFiled: July 5, 1991Date of Patent: January 18, 1994Assignee: Agro-Kanesho Co., Ltd.Inventors: Katsumi Nanjo, Akinori Kariya, Shinya Henmi
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Patent number: 5260285Abstract: Novel substituted imidazopyridazines of formula (I) which are useful as angiotensin II antagonists, are disclosed.Type: GrantFiled: November 25, 1991Date of Patent: November 9, 1993Assignee: Merck & Co., Inc.Inventors: Eric E. Allen, William J. Greenlee, Prasun K. Chakravarty, Malcolm MacCoss, Arthur A. Patchett, Thomas F. Walsh
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Patent number: 5250521Abstract: Novel substituted pyrazolopyrimidines of formula (I) which are useful as angiotensin II antagonists, are disclosed.Type: GrantFiled: November 25, 1991Date of Patent: October 5, 1993Assignee: Merck & Co., Inc.Inventors: Eric E. Allen, William J. Greenlee, Prasun K. Chakravarty, Malcolm MacCoss, Arthur A. Patchett, Thomas F. Walsh
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Patent number: 5229514Abstract: Compounds of formula III ##STR1## wherein R.sub.1 is hydrogen; X is oxygen or sulfur; A is C.sub.1 -C.sub.2 alkylene and Q is --COOR.sub.16, where R.sub.16 is C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkylthio-C.sub.1 -C.sub.4 alkyl are intermediates to compounds which have good pre- and post-emergence selective herbicidal and growth-regulating properties.Type: GrantFiled: May 12, 1992Date of Patent: July 20, 1993Assignee: Ciba-Geigy CorporationInventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner
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Patent number: 5229375Abstract: Phosphine oxide-terminated allene-ene-yne compounds are disclosed that possess DNA-cleaving, antimicobial and tumor growth-inhibiting properties. Methods of making and using those compounds are also disclosed.Type: GrantFiled: August 1, 1990Date of Patent: July 20, 1993Assignee: Scripps Clinic and Research FoundationInventors: Peter E. Maligres, Kyriacos C. Nicolaou
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Patent number: 5215975Abstract: The invention is a compound of R or S enantiomers or racemic mixtures of compounds of the formula: ##STR1## wherein: (A) X is(i) C.sub.1 -C.sub.24(ii) C.sub.1 -C.sub.24 alkoxy;(iii) C.sub.1 -C.sub.24 carboamoyloxy; ##STR2## wherein n is an integer from 1 to 25 and m is an integer from 0 to 24 and the sum of n and m is less than or equal to 25;(v) phenyl;(vi) mono-or polysubstituted phenyl substituted with C.sub.1 -C.sub.20 alkoxy, halogen, trifluoromethyl, phenyl, or benzyloxy;(vii) phenoxy;(viii) mono- or polysubstituted phenoxy substituted with C.sub.1 -C.sub.20 alkyl, C.sub.1 -C.sub.20 alkoxy, halogen, trifluoromethyl, phenyl, or benzyloxy;(ix) naphthaloxy;(x) mono- or polysubstituted naphthaloxy substituted with C.sub.1 -C.sub.20 alkyl, C.sub.1 -C.sub.20 alkoxy or halogen;(B) i is an integer from 1 to 3 and j is an integer from 1 to 6;(C) Q is --OR.sub.2, ##STR3## or O--C--R.sub.2, wherein R.sub.2 is hydrogen, C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.Type: GrantFiled: September 23, 1991Date of Patent: June 1, 1993Assignee: American Cyanamid CompanyInventors: Allan Wissner, Robert E. Schaub, Phaik-Eng Sum
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Patent number: 5212177Abstract: Novel compounds having the formula ##STR1## and its isomer ##STR2## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and X are as defined herein. These compounds inhibit the action of angiotensin II and are useful, therefore, for example, an antihypertensive agents.Type: GrantFiled: December 16, 1991Date of Patent: May 18, 1993Assignee: E. R. Squibb & Sons, Inc.Inventors: Michael A. Poss, Karnail S. Atwal
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Patent number: 5190929Abstract: Cyclophosphamides possessing anti-tumor activity and having the formula ##STR1## and salts thereof; wherein R is lower alkyl, aryl, aryl-lower alkyl or a nitrogen, sulfur or oxygen containing heterocyclic or heterocyclic lower alkyl, andR' is hydrogen, hydroxy or OOH with the proviso that when R' is hydrogen, R is other than methyl or phenyl and when R' is hydroxy, R is other than methyl.Type: GrantFiled: May 25, 1988Date of Patent: March 2, 1993Assignee: Research Corporation Technologies, Inc.Inventors: Richard F. Borch, Gregory W. Canute
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Patent number: 5189039Abstract: Disclosed is a compound of the formula ##STR1## wherein R.sup.1 is H, NH.sub.2, or OCH.sub.3, R.sup.2 is an optionally substituted cyclic group optionally containing one or more heteroatoms, R.sup.3 and R.sup.4 are independently H or C.sub.1-4 alkyl, m is 0-4, n is 0-6, p is 0.1, X is CN, CSNH.sub.2, PO(OH).sub.2, COOH, SO.sub.2 NH.sub.2, NH.sub.2, OH, CNHNH.sub.2, tetrazole, triazole, or COR.sup.5 where R.sup.5 is C.sub.1-4 alkyl, CF.sub.3, NH.sub.2, or OC.sub.1-4 alkyl, and Y is O or NH that is useful as a pharmaceutical.Type: GrantFiled: May 14, 1991Date of Patent: February 23, 1993Assignee: BioCryst, Inc.Inventors: Shri Niwas, John A. Secrist, III, John A. Montgomery, Mark D. Erion, Wayne C. Guida, Steve E. Ealick
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Patent number: 5120843Abstract: The aromatic amines (I), alkyl amines (II), bicyclic amines (III). ##STR1## cycloalkyl amines (IV), aromatic bicyclic amines (V), hydroquinone amines (VI), quinone amines (VII), amino-ethers (VIII) and bicyclic amino ethers (IX) are useful as pharmaceutical agents for treating a number of conditions including spinal trauma, mild and/or moderate to severe head injury, etc. Also disclosed is a method of treatment using the 3,4-dihydrobenzopyrans (XI).Type: GrantFiled: October 23, 1989Date of Patent: June 9, 1992Assignee: UpjohnInventors: John M. McCall, Donald E. Ayer, E. Jon Jacobsen, Frederick J. VanDoornik, John R. Palmer
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Patent number: 5077405Abstract: This invention relates to 3-(1-substituted-4-piperazinyl)-1H-indazoles having the following formula ##STR1## wherein R.sub.1 is hydrogen, lower alkyl, arylloweralkyl, acyl, cycloalkylloweralkylene, and phenylsulfonyl; and R.sub.2 is hydrogen, lower alkyl, hydroxyloweralkyl of the formula -(loweralkylene)-OH, arylloweralkyl, acyl, cycloalkylloweralkylene, ##STR2## where Z is selected from hydrogen, halogen, loweralkoxy, CF.sub.3, NO.sub.2, and NH.sub.2 ; ##STR3## where Z is as defined above; ##STR4## where Z is as defined above; ##STR5## where R.sub.3 and R.sub.4 are each independently hydrogen and loweralkyl; ##STR6## where Z is as defined above; ##STR7## where R' and R" are each independently hydrogen and loweralkyl; X is hydrogen, loweralkyl, hydroxyl, halogen, loweralkoxy, CF.sub.3, NO.sub.2 and amino; n is an integer of 1 to 4, with the further proviso that R.sub.2 is not loweralkyl when R.sub.Type: GrantFiled: May 21, 1990Date of Patent: December 31, 1991Assignee: Hoechst-Roussel Pharmaceuticals IncorporatedInventors: Joseph T. Strupczewski, Kenneth J. Bordeau
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Patent number: 5017211Abstract: The invention is concerned with novel compounds of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 have the significances given in the description, as well as enol ethers and salts thereof and their manufacture, weed control compositions which contain such compounds as the active substance and the use of the active substances or compositions for the control of weeds. The invention is also concerned with certain novel starting materials and their production.Type: GrantFiled: May 19, 1989Date of Patent: May 21, 1991Assignee: Ciba-Geigy CorporationInventors: Jean Wenger, Paul Winternitz, Martin Zeller
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Patent number: 4983592Abstract: The invention is novel compounds of the formula: ##STR1## which are antagonists of platelet activating factor.Type: GrantFiled: December 19, 1988Date of Patent: January 8, 1991Assignee: American Cyanamid Co.Inventors: Allan Wissner, Kenneth Green, Robert E. Schaub
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Patent number: 4971958Abstract: The present invention provides diphosphonic acid derivatives of the general formula: ##STR1## according to claim 1. These compounds are useful for the treatment or prophylaxis of calcium metabolism disturbance or disease.Type: GrantFiled: May 23, 1989Date of Patent: November 20, 1990Assignee: Boehringer Mannheim GmbHInventors: Elmar Bosies, Rudi Gall
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Patent number: 4971957Abstract: Novel carboxamide compounds represented by the general formula (I) possess excellent activities for lowering lipids and thus they are useful as agents for treating and preventing various diseases (hyperlipidemia) such as hypercholesterolemia, hypertriglyceridemia, hyperphospholipidemia, hyperlipacidemia, and the like.Type: GrantFiled: June 29, 1989Date of Patent: November 20, 1990Assignee: Otsuka Pharmaceutical Factory, Inc.Inventors: Kazuhiko Tsutsumi, Eiji Uesaka, Kayoko Shinomiya, Yoshihiko Tsuda, Yauso Shoji, Atsushi Shima
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Patent number: 4968686Abstract: This invention relates to the use of acyclic substituted pyrrolo[2,3-d]pyrimidine nucleoside analogs in the treatment of viral infections. Such substituted compounds retain antiviral properties present in their parent compounds, yet exhibit significantly decreased levels of cytotoxicity, thereby having therapeutic potential as antiviral agents.Type: GrantFiled: June 21, 1989Date of Patent: November 6, 1990Assignee: The Regents of The University of MichiganInventors: Leroy B. Townsend, John G. Drach, Charles Shipman, Jr., Jeffrey S. Pudlo
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Patent number: 4968797Abstract: 4,4-diaryldihydroquinazolones of the formula ##STR1## wherein X.sup.1, X.sup.2 and X.sup.3, independently of one another, denote hydrogen, halogen, alkyl, aryl, alkanoylamino, aroylamino, heteryl, NY.sup.1 Y.sup.2, OY.sup.3 or SY.sup.3, at least one of the radicalsX.sup.1, X.sup.2 or X.sup.3 standing for NY.sup.1 Y.sup.2, OY.sup.3 or SY.sup.3,R.sup.1 denotes hydrogen, alkyl, cycloalkyl, aralkyl, aryl or the members of a bridge to the o-carbon of ring C,R.sup.2 denotes a radical of an acid,Y.sup.1, Y.sup.2 and Y.sup.3, independently of one another, denote hydrogen, alkyl, cycloalkyl, aralkyl aryl or heteryl or the remaining members of a 5- or 6-membered ring which reaches to one of the o-position benzene C atoms and may contain further hetero atoms orY.sup.1 +Y.sup.Type: GrantFiled: October 30, 1987Date of Patent: November 6, 1990Assignee: Bayer AktiengesellschaftInventors: Horst Berneth, Alfred Brack, Karlheinrich Meisel
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Patent number: 4963538Abstract: Novel HMG-CoA reductase inhibitors are useful as antihypercholesterolemic agents and are represented by structural formulae (I) or (II): ##STR1## wherein position 5 of the polyhydronaphthyl ring is singly or doubly bonded to oxygen or incorporated into a C.sub.3-7 carbocyclic ring.Type: GrantFiled: March 13, 1989Date of Patent: October 16, 1990Assignee: Merck & Co., Inc.Inventors: Mark E. Duggan, George D. Hartman
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Patent number: 4954503Abstract: This invention relates to 3-(1-substituted-4-piperazinyl)-1H-indazoles having the following formula ##STR1## wherein R.sub.1 is hydrogen, lower alkyl, arylloweralkyl, acyl, cycloalkylloweralkylene, and phenylsulfonyl: and R.sub.2 is hydrogen, lower alkyl, hydroxyloweralkyl of the formula ##STR2## where Z is selected from hydrogen, halogen, loweralkoxy, CF.sub.3, NO.sub.2, and NH.sub.2 ; ##STR3## where Z is as defined above; ##STR4## where Z is as defined above; ##STR5## where R.sub.3 and R.sub.4 are each independently hydrogen and loweralkyl; ##STR6## where Z is as defined above; ##STR7## where R' and R" are each independently hydrogen and loweralkyl; X is hydrogen, loweralkyl, hydroxyl, halogen, loweralkoxy, CF.sub.3, NO.sub.2 and amino; n is an integer of 1 to 4, with the further proviso that R.sub.2 is not loweralkyl when R.sub.Type: GrantFiled: September 11, 1989Date of Patent: September 4, 1990Assignee: Hoechst-Roussel Pharmaceuticals, Inc.Inventors: Joseph T. Strupczewski, Kenneth J. Bordeau
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Patent number: 4950657Abstract: O,S-Dialkyl ((piperazinyl)carbonyl)phosphoramidothioates are prepared by the reaction of O,S-dialkyl phosphoroisocyanatidothioates with substituted piperazines and found to be effective plant systemic and contact insecticides. ((4-(1,1-Dimethylethyl)-1-piperazinyl)carbonyl)phosphoramidothioate, for example, is prepared from O,S-dimethyl phosphoroisocyanatidothioate and 4-(1,1-dimethylethyl)piperazine and found to control aster leafhoppers when applied to rice plants.Type: GrantFiled: October 10, 1989Date of Patent: August 21, 1990Assignee: The Dow Chemical CompanyInventors: Walter Reifschneider, Barat Bisabri-Ershadi, James E. Dripps, J. Brian Barron
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Patent number: 4894454Abstract: The synthesis of 4-, 4-(1,1)- and 3,5- substituted N-alkyl-pyridinium salts as well as of 2-carboxamide substituted N(1,4)diazinium compounds are described. The N-surfactants obtained have a small critical micelle concentration (CMC) of 10.sup.-5 -10.sup.-7 Mol/Liter. These surfactants produce micells of different size and form depending on the nature of the anions. 4-(1,1)-substituted and 3,5-substituted N-alkyl-pyridinium components are capable of forming vesicles in equeous solutions of different forms and sizes. The N-surfactants synthesized can be used as pharmaceuticals.Type: GrantFiled: August 6, 1987Date of Patent: January 16, 1990Assignee: Medice Chem.-Pharm. Fabrik, Putter GmbH & Co., KGInventor: Henrich H. Paradies
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Patent number: 4885283Abstract: The invention relates compounds of the formula ##STR1## wherein R.sup.1 -R.sup.5 and X have the significance given in the description, and their pharmaceutically acceptable salts. The compounds of formula I inhibit the enzyme collagenase and can be used in the form of medicaments for the control or prevention of degenerative joint diseases such as rheumatoid arthritis and osteoarthritis.Type: GrantFiled: December 1, 1987Date of Patent: December 5, 1989Assignee: Hoffmann-La Roche Inc.Inventors: Michael J. Broadhurst, Balraj K. Handa, William H. Johnson, Geoffrey Lawton, Peter J. Machin
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Patent number: 4879389Abstract: New chiral phosphinopyrrolidine compounds of the general formula: ##STR1## wherein R.sup.1 is a hydrogen atom, --COR, --COOR, --CONHR or --SO.sub.2 --R where R is an alkyl or aryl group, R.sup.2 and R.sup.3 each represents independently an aryl group which may have a substituent or substituents, and R.sup.4 and R.sup.5 each represents independently an aliphatic or cycloaliphatic hydrocarbyl group which may have a substituent or substituents, as well as the use of these compounds as ligand for a metal complex catalyst for asymmetric synthesis of optically active compounds. The new chiral phosphinopyrrolidine compounds are useful ligands which attain both of high optical yield and high reaction efficiency in catalytic asymmetric reduction.Type: GrantFiled: June 25, 1987Date of Patent: November 7, 1989Inventor: Kazuo Achiwa
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Patent number: 4816063Abstract: As a herbicide 9-phenylimino-8-thia-1,6-diazabicyclo[4.3.0]nonane-7-(one or thione) compound having the formula: ##STR1## wherein Y represents halogen, hydroxyl, alkyl, alkoxy which may be substituted by halogen, alkenyloxy, alkynyloxy, phenoxy, cycloalkyloxy, alkoxycarbonylalkyloxy alkoxycarbonylalkenyloxy, alkythiocarbonylalkyloxy, alkynyloxycarbonylalkyloxy, benzyloxycarbonylalkyloxy, trifluoromethyl, benzyloxy, alkenyl, cyanoalkyl, alkylcarbamoyloxy, benzyl, alkoxyalkyl, alkynyloxyalkyl, cycloalkylmethyloxy, alkoxyalkyloxy, phenethyloxy, cycloalkyloxycarbonylalkyloxy, pyrrolidinocarbonyl, phenylcarbonyl, ##STR2## n is an integer of from 0 to 3; and X is oxygen or sulfur.Type: GrantFiled: September 24, 1986Date of Patent: March 28, 1989Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Mikio Yamaguchi, Yukihiro Watase, Takeshi Kambe, Susumu Katou
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Patent number: 4806542Abstract: Isohexide nucleosides of the formula I ##STR1## in which R and B have the meaning given in the description, processes for their preparation and their use as medicaments, in particular as cytostatics, virustatics and immunostimulants.Type: GrantFiled: February 26, 1987Date of Patent: February 21, 1989Assignee: Heinrich Mack Nachf.Inventors: Peter Stoss, Elmar Kaes
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Patent number: 4794183Abstract: Compounds of formula (I): ##STR1## [wherein: m is 1-3; A and B are oxygen or sulfur; and one of R.sup.1 and R.sup.2 is C.sub.10 -C.sub.22 alkyl and the other is a group of formula (II). ##STR2## where: n is 2 or 3; and --NR.sup.3 R.sup.4 R.sup.5 is an amino group] and salts thereof are effective anti-cancer agents.Type: GrantFiled: January 14, 1986Date of Patent: December 27, 1988Assignee: Sankyo Company LimitedInventors: Norio Nakamura, Hideki Miyazaki, Fusaaki Shimizu, Kazuhiko Sasagawa
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Patent number: 4772702Abstract: In the preparation of a (thiono)phosphoric ester of the formula ##STR1## in which X represents oxygen or sulphur,R and R.sup.1 are identical or different and represent alkyl, andR.sup.2 represents optionally substituted aryl or represents optionally substituted hetaryl having at least one nitrogen atom,wherein a hydroxyl derivative of the formulaR.sup.2 --OHor an ammonium, alkali metal or alkaline earth metal salt thereof is reacted with a (thiono)phosphoric halide of the formula ##STR2## in which Hal represents halogen,the improvement which comprises effecting the reaction in the presence of a bicyclic organic amine as catalyst. Advantageously the reaction is effected in a diluent in the presence of potassium carbonate as an acid acceptor at 20.degree. to 100.degree. C., and 0.8 to 1.5 mols of the halide and 0.005 to 0.5 mol of 1,4-diazabicayclo-(2,2,2)-octane are used as bicyclic organic amine per mol of the hydroxyl compound.Type: GrantFiled: June 17, 1986Date of Patent: September 20, 1988Assignee: Bayer AktiengesellschaftInventor: Fritz Maurer
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Patent number: 4772701Abstract: Novel compounds of the formula ##STR1## wherein B represents a methylene, ethylene or vinylene group, R.sup.1 represents a hydrogen atom or an alkyl, aralkyl, amino-alkyl, mono-alkylamino-alkyl, dialkylamino-alkyl, acylamino-alkyl, phthalimido-alkyl, alkoxycarbonylamino-alkyl, aryloxycarbonylamino-alkyl, aralkoxycarbonylamino-alkyl, alkylaminocarbonylamino-alkyl, arylaminocarbonylamino-alkyl, aralkylaminocarbonylamino-alkyl, alkylsulphonyl-amino-alkly or arylsulphonylamino-alkyl group, R.sup.2 represents a carboxyl, alkoxycarbonyl or aralkoxycarbonyl carbonyl group or a group of the formula ##STR2## R.sup.3 represents a carboxyl, alkoxycarbonyl or aralykoxycarbonyl group, R.sup.4 and R.sup.5 each represent a hydrogen atom or R.sup.4 and R.sup.5 together represent an oxo group; R.sup.6 and R.sup.7 each represent a hydrogen atom or an alkyl or aralkyl group or R.sup.6 and R.sup.Type: GrantFiled: November 28, 1986Date of Patent: September 20, 1988Assignee: Hoffmann-La Roche Inc.Inventors: Michael R. Attwood, Cedric H. Hassall, Robert W. Lambert, Geoffrey Lawton, Sally Redshaw
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Patent number: 4766213Abstract: Compounds of the formula ##STR1## are disclosed wherein the variables are herein described. These compounds are intermediates to compounds which influence the influx of calcium into the cell.Type: GrantFiled: January 16, 1987Date of Patent: August 23, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Horst Juraszyk, Rolf Gericke, Inge Lues, Rolf Bergmann, Claus J. Schmitges
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Patent number: 4746351Abstract: This invention relates to herbicidally active substituted benzoxazole (or benzothiazole) compounds and to the use of such compounds to control the growth of noxious plants, i.e., weeds.Type: GrantFiled: May 12, 1986Date of Patent: May 24, 1988Assignee: PPG Industries, Inc.Inventor: Donald R. Nielsen
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Patent number: 4743687Abstract: Compounds of the formula ##STR1## wherein R.sup.1 represents hydroxy, alkyl, aralkyl, aralkoxy-alkyl, hydroxy-alkyl, amino-alkyl, acylamino-alkyl, monoalkylamino-alkyl, dialkylamino-alkyl, alkoxycarbonylamino-alkyl, halo-alkyl, carboxy-alkyl, alkoxycarbonyl-alkyl, alkoxy or aralkoxy; R.sup.2 and R.sup.3 each represent hydrogen, alkyl or aralkyl; R.sup.4 and R.sup.5 each represent hydrogen or R.sup.4 and R.sup.5 together represent oxo; and X represents an oxygen atom or the group --NR.sup.6 -- in which R.sup.6 represents hydrogen, alkyl or aralkyl or --(CH.sub.2).sub.n -- in which n stands for zero, 1 or 2,and racemates, enantiomers, diastereoisomers or pharmaceutically acceptable salts thereof have antihypertensive activity and can be used as medicaments in the form of pharmaceutical preparations. They can be prepared according to known methods.Compounds useful as starting materials for producing the compounds of formula I are also provided.Type: GrantFiled: June 23, 1986Date of Patent: May 10, 1988Assignee: Hoffmann-La Roche Inc.Inventors: Geoffrey Lawton, Sally Redshaw
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Patent number: 4740505Abstract: Organic phosphates of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are respectively an alkyl group; R.sup.3 is a phenyl group which is substituted at least by a pyridazinyloxy or pyridazinylthio group in which the pyridazinyl group may be substituted; and X is an oxygen or sulfur atom, or a salt thereof, have marked insecticidal-acaricidal activity against plant pests and mites, household pests, with very low toxicity to warm-blooded animals and fish.Type: GrantFiled: February 18, 1986Date of Patent: April 26, 1988Assignees: Takeda Chemical Industries, Ltd., Nippon Chemical Industrial Co., Ltd.Inventors: Kazuo Kamei, Nobuo Matsumoto, Yasuo Sato
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Patent number: 4737184Abstract: Novel N-(heterocyclicaminocarbonyl) substituted thiophene-, furan- and pyrrolesulfonamides, such as N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-6,7-dihydro-5H-thieno- [3,2-b]thiopyran-3-sulfonamide, 4,4-dioxide and N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-6,7-dihydro-5H-thieno[3,2-b ]thiopyran-3-sulfonamide, 4,4-dioxide and their method-of-use as herbicides are described.Type: GrantFiled: May 10, 1985Date of Patent: April 12, 1988Assignee: E. I. Du Pont De Nemours and CompanyInventor: Robert J. Pasteris
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Patent number: 4723987Abstract: Sulfonamides such as N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-1,3-dihydro-6-methyl-3-oxof uro[3,4-c]pyridine-4-sulfonamide are useful as herbicides and plant growth regulants.Type: GrantFiled: April 22, 1986Date of Patent: February 9, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mary A. Hanagan
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Patent number: 4716232Abstract: 1-(Vinyl phosphonate adduct) pyrazolidinones are intermediates to bicyclic pyrazolidinone antimicrobial compounds.Type: GrantFiled: May 14, 1986Date of Patent: December 29, 1987Assignee: Eli Lilly and CompanyInventor: Robert J. Ternansky
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Patent number: 4710579Abstract: A compound provided by the present invention, of the formula ##STR1## wherein R.sup.1 is C.sub.14-20 alkyl; R.sup.2, R.sup.3 and R.sup.4 are independently hydrogen or C.sub.1-5 alkyl, or ##STR2## represents a cyclic ammonio group; and A is C.sub.2-5 alkylene, and a pharmaceutically acceptable salt thereof, are useful as a anti-tumor agent.Type: GrantFiled: October 30, 1985Date of Patent: December 1, 1987Assignee: Takeda Chemical Industries, Ltd.Inventors: Shoshichi Nojima, Hiroaki Nomura, Tetsuya Okutani
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Patent number: 4666499Abstract: Certain 2-methyl-4-phosphinylcinnolinium hydroxide inner salts, useful for controlling unwanted plants.Type: GrantFiled: August 29, 1985Date of Patent: May 19, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventors: John R. Ponte, James J. Steffens, Herbert Estreicher
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Patent number: 4658024Abstract: Novel compounds of the formula ##STR1## wherein B represents a methylene, ethylene or vinylene group, R.sup.1 represents a hydrogen atom or an alkyl, aralkyl, amino-alkyl, mono-alkylamino-alkyl, dialkylamino-alkyl, acylamino-alkyl, phthalimido-alkyl, alkoxycarbonylamino-alkyl, aryloxycarbonylamino-alkyl, aralkoxycarbonylamino-alkyl, alkylaminocarbonylamino-alkyl, arylaminocarbonylamino-alkyl, aralkylaminocarbonylamino-alkyl, alkylsulphonylamino-alkyl or arylsulphonylamino-alkyl group, R.sup.2 represents a carboxyl, alkoxycarbonyl or aralkoxycarbonyl group or a group of the formula ##STR2## R.sup.3 represents a carboxyl, alkoxycarbonyl or aralkoxycarbonyl group, R.sup.4 and R.sup.5 each represent a hydrogen atom or R.sup.4 and R.sup.5 together represent an oxo group, R.sup.6 and R.sup.7 each represent a hydrogen atom or an alkyl or aralkyl group or R.sup.6 and R.sup.Type: GrantFiled: February 1, 1985Date of Patent: April 14, 1987Assignee: Hoffmann-La Roche Inc.Inventors: Michael R. Attwood, Cedric H. Hassall, Robert W. Lambert, Geoffrey Lawton, Sally Redshaw
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Patent number: 4650791Abstract: A novel phospholipid of the formula: ##STR1## wherein R.sup.1 is an alkyl group of 10 to 24 carbon atoms, R.sup.2 is a cyclic imide group and A.sup.+ is a cyclic ammonio group and a salt thereof have platelet activating factor inhibiting activity and are useful for prevention and treatment of circulatory disorders and allergic bronchial asthma.Type: GrantFiled: January 8, 1985Date of Patent: March 17, 1987Assignee: Takedo Chemical Industries, Ltd.Inventors: Hiroaki Nomura, Kohei Nishikawa, Susumu Tsushima
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Patent number: 4649203Abstract: Novel ketoalkylphospholipids, inclusive of salts thereof, of the formula ##STR1## wherein R.sup.1 is an aliphatic hydrocarbon residue containing 10 to 20 carbon atoms,R.sup.2 is hydrogen or methoxy, andR.sup.3, R.sup.4 and R.sup.5 are independently hydrogen or C.sub.1-5 alkyl, or ##STR2## represents a cyclic ammonio group, exhibit inhibitory activity against multiplication of tumor cells and antifungal activity.Type: GrantFiled: March 27, 1986Date of Patent: March 10, 1987Assignee: Takeda Chemical Industries, Ltd.Inventors: Shoshichi Nojima, Hiroaki Nomura, Susumu Tsushima
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Patent number: 4617295Abstract: Oxime N-alkyl-N-.alpha.-(alkylthio-phosphorothio)acyl carbamates represented the structure: ##STR1## wherein the R represents various imino radicals, Q is oxygen or sulfur and the numbered R groups represent various alkyl substituents, which exhibit superior insecticidal and miticidal activity.Type: GrantFiled: October 3, 1985Date of Patent: October 14, 1986Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4588838Abstract: 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: GrantFiled: May 27, 1983Date of Patent: May 13, 1986Assignee: McDonnell Douglas CorporationInventor: Norman R. Byrd
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Patent number: 4560752Abstract: Novel 5-(substituted amino)phenoxyalkyl-, phenylthioalkyl-, phenylsulfinylalkyl-, and phenylsulfonylalkylphosphinates and phosphonates, synthesis thereof, intermediates therefor, and the use of said novel compounds for the control of weeds.Type: GrantFiled: June 28, 1984Date of Patent: December 24, 1985Assignee: Zoecon CorporationInventor: Shy-Fuh Lee
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Patent number: 4551532Abstract: New ethylene glycol derivatives, inclusive of salts thereof, which have the formula: ##STR1## wherein n is an integer of 1 to 15; R.sup.1 is an aliphatic hydrocarbon group containing 6 to 26 carbon atoms; R.sup.2, R.sup.3 and R.sup.4 are independently H or lower alkyl, or ##STR2## represents a cyclic ammonio group, exhibit inhibitory activity to multiplication of tumor cells and antimicrobial activity.Type: GrantFiled: April 27, 1981Date of Patent: November 5, 1985Assignee: Takeda Chemical Industries, Ltd.Inventors: Motoo Hozumi, Hiroaki Nomura, Yoshio Yoshioka
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Patent number: 4542219Abstract: Ethylene glycol derivatives, inclusive of salts thereof, which have the formula: ##STR1## wherein R.sup.1 is C.sub.8-26 aliphatic hydrocarbon residue; R.sup.2, R.sup.3 and R.sup.4 are each hydrogen or lower alkyl which may be substituted, or --N.sup.+ R.sup.2 R.sup.3 R.sup.4 represents cyclic ammonio, exhibit inhibitory activity to multiplication of tumor cells and antimicrobial activity.Type: GrantFiled: March 24, 1982Date of Patent: September 17, 1985Assignee: Takeda Chemical Industries, Ltd.Inventors: Motoo Hozumi, Hiroaki Nomura, Yoshio Yoshioka
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Patent number: 4528284Abstract: Phosphoric acid esters of the formula ##STR1## wherein X is CH or N,Ar is optionally substituted phenyl, diphenyl or naphthyl,R is cyano, carboxylic acid ester, carboxylic acid thioester or carboxylic acid amide.R.sub.10 is alkyl,R.sub.11 alkyl, alkoxy, alkylthio or phenyl, andY is sulfur.For R: the ester groups are alkenyl, alkynyl, cycloalkyl, optionally substituted phenyl, alkyl interrupted by oxygen or sulfur and optionally substituted by halogen, phenyl, carboxylic acid ester, alkylcarbonyl, optionally substituted phenyl carbonyl, or a C.sub.5 or C.sub.6 heterocycle; the thioester groups are alkyl or optionally substituted phenyl or benzyl; the amide is optionally mono- or di-substituted by alkyl, cycloalkyl, optionally substituted phenyl or benzyl, or may form a C.sub.5 or C.sub.6 heterocyclic ring. The compounds are useful in controlling phytopathogenic fungi.Type: GrantFiled: October 5, 1983Date of Patent: July 9, 1985Assignee: Ciba-Geigy CorporationInventors: Wolfgang Eckhardt, Walter Kunz
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Patent number: 4512924Abstract: Novel compounds of the formula ##STR1## wherein B represents a methylene, ethylene or vinylene group, R.sup.1 represents a hydrogen atom or an alkyl, aralkyl, amino-alkyl, mono-alkylamino-alkyl, dialkylaminoalkyl, acylamino-alkyl, phthalimido-alkyl, alkoxycarbonylamino-alkyl, aryloxycarbonylamino-alkyl, aralkoxycarbonylamino-alkyl, alkylaminocarbonylamino-alkyl, arylaminocarbonylamino-alkyl, aralkylaminocarbonylamino-alkyl, alkylsulphonylamino-alkyl or arylsulphonylamino-alkyl group, R.sup.2 represents a carboxyl, alkoxycarbonyl or aralkoxycarbonyl group or a group of the formula ##STR2## R.sup.3 represents a carboxyl, alkoxycarbonyl or aralkoxycarbonyl group, R.sup.4 and R.sup.5 each represent a hydrogen atom or R.sup.4 and R.sup.5 together represent an oxo group, R.sup.6 and R.sup.7 each represent a hydrogen atom or an alkyl or aralkyl group or R.sup.6 and R.sup.Type: GrantFiled: May 12, 1983Date of Patent: April 23, 1985Assignee: Hoffmann-La Roche Inc.Inventors: Michael R. Attwood, Cedric H. Hassall, Robert W. Lambert, Geoffrey Lawton, Sally Redshaw
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Patent number: 4478749Abstract: Antibacterial activity is exhibited by .beta.-lactams having a phosphinic or phosphonic substituent in the 1-position and an acylamino substituent in the 3-position.Type: GrantFiled: March 15, 1982Date of Patent: October 23, 1984Assignee: E. R. Squibb & Sons, Inc.Inventors: William H. Koster, Christopher M. Cimarusti
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Patent number: 4413999Abstract: The invention provides amidoxime derivatives of the general formula ##STR1## wherein R.sub.1 is an alkyl group of 1 to 8 carbon atoms, phenyl, a heterocyclic ring structure of 5 to 8 atoms containing one or more nitrogen or oxygen atoms or combinations thereof or a bicyclic condensed ring system optionally containing at least one heterocyclic ring which groups may each be optionally substituted. R.sub.2 is a mono or bicyclic heterocyclic radical containing at least two nitrogen atoms which radical is also optionally substituted. R.sub.3 and R.sub.4 are independently H, or an alkyl of 1 to 4 carbon atoms or one, but not both, is ##STR2## and the other, H, wherein R.sub.5 or R.sub.6 are alkyls of 2 to 5 carbon atoms optionally substituted by R.sub.1, or a phenyl optionally substituted by R.sub.1 or R.sub.5 or R.sub.6 is combined with R.sub.1 to jointly form cyclic imidoximes or imidedioximes.Type: GrantFiled: March 5, 1982Date of Patent: November 8, 1983Assignee: Research Products Rehovot Ltd.Inventors: Charles Linder, Gershon Aviv
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Patent number: RE33745Abstract: As a herbicide 9-phenylimino-8-thia-1,6-diazabicyclo[4.3.0]nonane-7-(one or thione) compound having the formula: ##STR1## wherein Y represents halogen, hydroxyl, alkyl, alkoxy which may be substituted by halogen, alkenyloxy, alkynyloxy, phenoxy, cycloalkyloxy, alkoxycarbonylalkyloxy alkoxycarbonylalkenyloxy, alkythiocarbonylalkyloxy, alkynyloxycarbonylalkyloxy, benzyloxycarbonylalkyloxy, trifluoromethyl, benzyloxy, alkenyl, cyanoalkyl, alkylcarbomoyloxy, benzyl, alkoxyalkyl, alkynyloxyalkyl, cycloalkylmethyloxy, alkoxyalkyloxy, phenethyloxy, cycloalkyloxycarbonylalkyloxy, pyrrolidinocarbonyl, phenylcarbonyl, ##STR2## n is an integer of from 0 to 3; and X is oxygen or sulfur.Type: GrantFiled: August 15, 1989Date of Patent: November 19, 1991Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Mikio Yamaguchi, Yukihiro Watase, Takeshi Kambe, Susumu Katou