Phosphorus Attached Directly To The Six-membered Hetero Ring By Nonionic Bonding Patents (Class 546/21)
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Patent number: 4999429Abstract: Aryl difluoromethyl sulfone adds to aldehydes under phase transfer conditions to give novel substituted alcohols of the general formulaRCH(OH)CF.sub.2 SO.sub.2 Ar (I)wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.Type: GrantFiled: November 13, 1989Date of Patent: March 12, 1991Assignee: Ethyl CorporationInventor: G. Patrick Stahly
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Patent number: 4920225Abstract: Optically active compounds of formula 1 ##STR1## wherein R.sub.1 is H or lower alkyl;R.sub.2 and R.sub.6 are each independently lower alkyl, aryl, or arylalkyl;R.sub.3 is CN, NO.sub.2, CO.sub.2 R.sub.5, CONHR.sub.5, SO.sub.2 R.sub.5, or P(O)(OR.sub.5).sub.2, where R.sub.5 is lower alkyl, lower alkoxyalkyl, aryl, or arylalkyl;R.sub.4 is aryl, heterocyclyl, or fused-ring heterocyclyl, optionally substituted with one, two, or three halo, NO.sub.2, CN, lower alkyl, lower alkoxy, lower alkylamino, CF.sub.3, OCH.sub.2 F, or OCF.sub.3 ;are prepared by fractional crystallization from hot organic solvent and water in the presence of a suitable optically active amine base.Type: GrantFiled: December 22, 1986Date of Patent: April 24, 1990Assignee: Laboratoires Syntex S.A.Inventor: Gilles Genain
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Patent number: 4908453Abstract: Reagents useful in the preparation of 5'-biotinylated oligonucleotides are disclosed.Type: GrantFiled: January 23, 1989Date of Patent: March 13, 1990Assignee: E. I. Du Pont De Nemours and CompanyInventor: Anthony J. Cocuzza
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Patent number: 4898854Abstract: The present invention is concerned with the phosphonic acids of formula I ##STR1## wherein one or both of the acidic hydroxy groups of the phosphonic acid moiety may be functionalized in form of pharmaceutically acceptable mono- or di- esters; wherein Y represents optionally substituted 2-carboxypyrrolidinyl, 2-carboxy-2,5-dihydropyrrolyl, 2-carboxy-1,2,3,6-tetrahydropyridinyl, 2-carboxy-1,2,5,6-tetrahydropyridinyl, 2-carboxypiperidinyl, 2-carboxytetrahydroquinolinyl or 2-carboxyperhydroquinolinyl, 2-carboxy-2,3-dihydroindolyl or 2-carboxyperhydroindolyl as described herein, and in each of which the carboxy group may be functionalized in form of a pharmaceutically acceptable ester or amide; A represents a direct bond, lower alkenylene, lower alkylidene or lower alkylene provided that A does not represent a direct bond when Y represents 2-carboxypyrrolidinyl; and pharmaceutically acceptable salts thereof; which are useful for the treatment of nervous system disorders in mammals and as antagonists of the N-methType: GrantFiled: July 11, 1988Date of Patent: February 6, 1990Assignee: Ciba-Geigy CorporationInventors: Alan J. Hutchison, Kenneth R. Shaw, Josef A. Schneider
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Patent number: 4885284Abstract: A compound of the formula: ##STR1## wherein each of R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 which may be the same or different, is hydrogen or C.sub.1 -C.sub.4 alkyl; one of X.sup.1 and X.sup.2 is nitro, fluroine, chlorine, difluoromethyoxy or trifluoromethyl and the other is hydrogen, or both of X.sup.1 and X.sup.2 are chlorine; and Y is ##STR2## wherein A is C.sub. -C.sub.6 alkylene, each of Ar.sup.1 and Ar.sup.2 which may be the same or different, is phenyl which may be substituted by chlorine, fluorine or C.sub.1 -C.sub.3 alkoxy, and m is an integer of from 0 to 4, or Y is ##STR3## wherein A, Ar.sup.1 and Ar.sup.2 are as defined above when that both X.sup.1 and X.sup.2 are chlorine; or a pharmaceutically acceptable salt thereof.Type: GrantFiled: April 14, 1986Date of Patent: December 5, 1989Assignee: Nissan Chemical Industries Ltd.Inventors: Kiyotomo Seto, Sakuya Tanaka, Ryozo Sakoda
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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: 4876339Abstract: A reaction medium of ethanol condensed with 1-20, most preferably 4-6 moles, of ethylene or propylene oxide per mole of ethanol greatly improves the practicality of the preparation of azacycloalkane-2,2-diphosphonic acids of the general formula I: ##STR1## where R means a hydrogen or a lower alkyl radical with from 1 to 3 carbon atoms, and n means an integer between 3 and 11, by phosphonylating the corresponding lactams with phosphonic acid and phosphorous trihalides in the presence of water.Type: GrantFiled: March 10, 1989Date of Patent: October 24, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Helmut Blum, Siglinde Hemmann
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Patent number: 4863933Abstract: The disclosure relates to a class of 2-(pyridylalkylamino)-3-hydroxypyridines which are active as histamine H.sub.1 -antagonists.Type: GrantFiled: April 25, 1988Date of Patent: September 5, 1989Assignee: Smith Kline & French Laboratories LimitedInventors: David G. Cooper, Peter D. Miles, Rodney C. Young
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Patent number: 4857515Abstract: A compound of formula (I): ##STR1## wherein R.sup.1 is alkenyl or alkyl or both of the depicted R.sup.1 groups together represent trimethylene and form a six-membered ring together with the depicted oxygen and phosphorus atoms, R.sup.2 is nitro, trifluoromethyl or halogen, R.sup.3 is alkyl, and R.sup.4 is dimethoxymethyl, formyl, hydroxymethyl or nitrile.Type: GrantFiled: October 30, 1987Date of Patent: August 15, 1989Assignee: Nippon Shinyaku Co., Ltd.Inventors: Kiyoshi Kimura, Masahiro Kise, Iwao Morita, Toshio Tomita, Masami Tsuda
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Patent number: 4851525Abstract: Process for the conversion of an organophosphonic acid of the formula ##STR1## in which n=3-5 and R=H or C.sub.1 -C.sub.3 alkyl, into an alkali metal or ammonium salt comprising reacting the moist filter cake which accumulates during the production of organophosphonic acids by known processes (water content 10 to 40% by weight) with anhydrous or concentrated aqueous alkali metal hydroxide or ammonia and exposing the paste formed, which has a water content of from 20 to 80% by weight, to intense shear forces in mixing, dispersing, or kneading units, water being removed from the paste under reduced pressure and with application of heat until the paste changes into a free-flowing powder.Type: GrantFiled: August 12, 1987Date of Patent: July 25, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Willi Wuest, Hubert Harth, Dirk Springer, Franz Foerg
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Patent number: 4776880Abstract: Disclosed are diphenoxymethylpyridines, their preparation and their use as herbicides.Type: GrantFiled: February 1, 1988Date of Patent: October 11, 1988Assignee: The Dow Chemical CompanyInventors: Sudarshan K. Malhotra, Ingrid L. Knox
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Patent number: 4764519Abstract: The disclosure relates to a class of 2-(pyridylalkylamino)-3-hydroxypyridines which are active as histamine H.sub.1 -antagonists.Type: GrantFiled: May 1, 1987Date of Patent: August 16, 1988Assignee: Smith Kline & French Laboratories LimitedInventors: David G. Cooper, Peter D. Miles, Rodney C. Young
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Patent number: 4755611Abstract: Heterocyclic phosphine compounds, pharmaceutical compositions containing an effective, tumor cell growth-inhibiting amount of such a compound, and a method for treating tumor cells sensitive to such a compound which comprises adminstering a tumor cell growth-inhibiting amount of such a compound to an animal afflicted by said tumor cells.Type: GrantFiled: August 11, 1987Date of Patent: July 5, 1988Assignee: SmithKline Beckman CorporationInventor: David T. Hill
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Patent number: 4743618Abstract: Novel compounds useful as dopamine receptor agonists for the treatment of various diseases of the central nervous system such as Parkinson's disease and related disorders having the structural formula ##STR1## where R.sub.2, R.sub.3 and R.sub.4 are each selected from the group consisting of H, and OA; A is selected from the group consisting of hydrocarbyl radicals; ##STR2## where X is S or O: and pharmaceutically acceptable salts thereof. Also disclosed is a method for inducing a dopaminergic response in a patient by adminstering a pharmacologically-effective amount of one of the foregoing compounds.Type: GrantFiled: July 28, 1986Date of Patent: May 10, 1988Assignee: Nelson Research & Development Co.Inventor: Alan S. Horn
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Patent number: 4731358Abstract: New substituted .beta.-carbolines of formula I ##STR1## wherein R.sup.3 is hydrogen or a non-carboxyl based substituent, and R.sup.4-9 have various meanings,are valuable pharmaceutical products with long lasting action on the central nervous system.Type: GrantFiled: September 2, 1986Date of Patent: March 15, 1988Assignee: Schering AktiengesellschaftInventors: Andreas Huth, Dieter Rahtz, Dieter Seidelmann, Helmut Schmiechen, Helmut Biere, Claus T. Braestrup
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Patent number: 4731107Abstract: Disclosed are diphenoxymethyl pyridines, their preparation and their use as herbicides.Type: GrantFiled: November 21, 1986Date of Patent: March 15, 1988Assignee: The Dow Chemical CompanyInventors: Sudarshan K. Malhotra, Ingrid L. Evoy
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Patent number: 4716230Abstract: Heterocyclic phosphine compounds, pharmaceutical compositions containing an effective, tumor cell growth-inhibiting amount of such a compound, and a method for treating tumor cells sensitive to such a compound which comprises administering a tumor cell growth-inhibiting amount of such a compound to an animal afflicted by said tumor cells.Type: GrantFiled: March 25, 1986Date of Patent: December 29, 1987Assignee: Smithkline Beckman CorporationInventor: David T. Hill
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Patent number: 4705856Abstract: .beta.-carbolines of formula I ##STR1## can be prepared by reacting an indole of formula II: ##STR2## with an azabutadiene of formula III ##STR3## in the presence of an acid at 50.degree.-200.degree. C.Type: GrantFiled: October 28, 1983Date of Patent: November 10, 1987Assignee: Schering AktiengesellschaftInventor: Helmut Biere
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Patent number: 4698093Abstract: Disclosed herein are 3,5-pyridinedicarboxylic acid derivatives having heteroatom substitution at the 4 position which are useful as herbicides and herbicide precursors.Type: GrantFiled: August 27, 1985Date of Patent: October 6, 1987Assignee: Monsanto CompanyInventors: Len F. Lee, Maria L. Miller
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Patent number: 4692183Abstract: Disclosed are diphenoxymethyl pyridines, their preparation and their use as herbicides.Type: GrantFiled: December 30, 1985Date of Patent: September 8, 1987Assignee: The Dow Chemical CompanyInventors: Sudarshan K. Malhotra, Ingrid L. Evoy
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Patent number: 4690933Abstract: The invention provides compounds of the formula (I) ##STR1## or salts, esters, or amides or other protected forms thereof; wherein R.sub.1 is a C.sub.1-7 bivalent aliphatic hydrocarbon group or a single bond;R.sub.2 and R.sub.3 are the same or different and are each hydrogen, C.sub.1-4 alkyl or taken together with the nitrogen comprise a nitrogen-containing heterocyclic ring having four to six ring members;X is --N.dbd. or --CH.dbd.;A and B each represent hydrogen atoms or --CA--CB-- represents --C.dbd.C--; and D is an acidic group other than a carboxylic acid group.Also provided are pharmaceutical compositions of compounds of the formula (I), methods for the preparation of the compounds and intermediates in their preparation.The compounds of the formula (I) have antihistamic activity.Type: GrantFiled: July 27, 1984Date of Patent: September 1, 1987Assignee: Burroughs Wellcome Co.Inventors: Geoffrey G. Coker, John W. A. Findlay
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Patent number: 4685953Abstract: Disclosed are diphenoxymethylpyridines, their preparation and their use as herbicides.Type: GrantFiled: December 30, 1985Date of Patent: August 11, 1987Assignee: The Dow Chemical CompanyInventors: Sudarshan K. Malhotra, Ingrid L. Evoy
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Patent number: 4668823Abstract: A process for the selective production of bulky alkyldiarylphosphines and unsymmetrical dialkylarylphosphines comprising reacting a first Grignard reagent having a bulky alkyl group with an aryldichlorophosphine and thereafter and without isolating the resulting bulky alkylarylchlorophosphine intermediate, reacting said intermediate with a second Grignard reagent having a different, less bullky alkyl group or an aryl group to provide the product phosphine.Type: GrantFiled: December 30, 1983Date of Patent: May 26, 1987Assignee: Union Carbide CorporationInventor: Rex E. Murray
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Patent number: 4661144Abstract: Disclosed are diphenoxymethylpyridines, their preparation and their use as herbicides.Type: GrantFiled: December 30, 1985Date of Patent: April 28, 1987Assignee: The Dow Chemical CompanyInventors: Sudarshan K. Malhotra, Ingrid L. Evoy
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Patent number: 4652648Abstract: Phosphonous acid monoester-monoamides of the formula ##STR1## in which n is 1, R.sub.1 is phenyl, R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen or alkyl, R.sub.5 is alkyl or cyclohexyl, R.sub.6 is 2,2,6,6-tetramethylpiperidin-4-yl or ##STR2## R.sub.3 may also be ##STR3## where X is methylene or isopropylidene and R.sub.6 is alkyl or cyclohexyl. Said compounds are suitable for protecting organic material from the harmful effect of heat, oxygen and light.Type: GrantFiled: November 13, 1985Date of Patent: March 24, 1987Assignee: Ciba-Geigy CorporationInventor: Michael Rasberger
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Patent number: 4645800Abstract: A composition containing lactam functional materials, which are useful in the preparation of nylon block polymers, selected from the group consisting of: ##STR1## wherein, Q is ##STR2## with Y=C.sub.3 -C.sub.11 alkylene; b is an integer equal to 2 or more;R.sub.1 is an alkyl, aryl, aralkyl, alkyloxy, halogen, aryloxy, or aralkyloxy group;Z is a segment of: (1) a polyether, provided said polyether is not solely polyarylene polyether; (2) a polyester containing polyether or polymeric hydrocarbon segments (3) a hydrocarbon; (4) a polysiloxane; or (5) combinations thereof.Type: GrantFiled: July 3, 1985Date of Patent: February 24, 1987Assignee: DSM Rim Nylon VOFInventors: James D. Gabbert, Albert Y. Garner, Ross M. Hedrick
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Patent number: 4608367Abstract: .gamma.-Pyrone phosphoric ester derivative represented by the general formula below is useful as an effective component of an insecticidal or miticidal composition for agricultural and horticultural uses. ##STR1## wherein R.sup.1 is hydrogen, lower alkyl group, lower alkenyl group, cycloalkyl group or phenyl group, R.sup.2 is hydrogen or lower alkyl group unsubstituted or substituted with halogen atom, A is --SR.sup.3 or --NR.sup.4 R.sup.5, B is OR.sup.6, R.sup.3 being lower alkyl group, cycloalkyl group or phenyl group, R.sup.4 being hydrogen or lower alkyl group, R.sup.5 being lower alkyl group, lower alkenyl group, cycloalkyl group, phenyl group or benzyl group, R.sup.4 and R.sup.5 may link to form piperidino or morpholino group, R.sup.6 being lower alkyl group, cycloalkyl group or phenyl group, Y is oxygen or sulfur atom.Type: GrantFiled: July 25, 1985Date of Patent: August 26, 1986Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Yoshinori Endo, Hisashi Takao
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Patent number: 4606757Abstract: Disclosed are diphenoxymethylpyridines, their preparation and their use as herbicides.Type: GrantFiled: October 2, 1984Date of Patent: August 19, 1986Assignee: The Dow Chemical CompanyInventors: Sudarshan K. Malhotra, Ingrid L. Evoy
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Patent number: 4605647Abstract: New oxaazaphosphorine compounds corresponding to the formula: ##STR1## in which R is alkyl, cycloalkyl or alkoxy,phenyl, phenylalkyl, phenoxy or thiophenoxy in which the phenyl ring may be substituted by alkyl or alkoxy or by halogen.mono- or di-alkylamino optionally mono- or di-substituted by halogen, orpyrrolidinyl, piperidyl or morpholinyl or optionally substituted piperazinyl.These compounds may be used for antineoplastic therapy especially in the treatment of tumors.Type: GrantFiled: July 5, 1985Date of Patent: August 12, 1986Assignee: ADIR, S.A.R.L.Inventors: Gilbert Lavielle, Claude Cudennec
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Patent number: 4595753Abstract: Compositions of matter are disclosed which are highly useful in hydroformylation processes. The compositions are non-charged, non-chelated bis- and tris-(alkyl diaryl phosphine) rhodium carbonyl hydrides. The substituents of the alkyl group include heteroorganic radicals containing silane, silicone, ether, ester, keto and hydroxy oxygen, phosphine oxide and phosphorus ester phosphorus, amine, amide, amine oxide and heterocyclic nitrogen groups.These compositions are highly stable and selective catalysts for the hydroformylation of olefins under certain conditions. The disclosed catalyst systems contain a large excess of phosphine ligand and employ alpha-olefin plus synthesis gas reactant mixtures having a high H.sub.2 /CO ratio at relatively low pressures. They produce mostly aldehydes derived from terminal attack on the alpha-olefin reactant.Type: GrantFiled: November 30, 1983Date of Patent: June 17, 1986Assignee: Exxon Research and Engineering Co.Inventors: Alexis A. Oswald, Torris G. Jermasen, Andrew A. Westner, I-der Huang
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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: 4579682Abstract: Phosphonous acid monoester-monoamides of the formula ##STR1## in which n is 1 or 2, when n is 1, R.sub.1 is alkyl or phenyl, or when n is 2, R.sub.1 is phenylene-Y-phenylene where Y is a direct bond, --O--, --S-- or alkylidene, R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen or alkyl and R.sub.5 and R.sub.6 together with the N-atom to which they are bonded from a heterocyclic ring, are suitable for protecting organic material from the harmful effect of heat, oxygen and light.Type: GrantFiled: December 5, 1983Date of Patent: April 1, 1986Assignee: Ciba-Geigy CorporationInventor: Michael Rasberger
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Patent number: 4576934Abstract: A compound of the formula: ##STR1## where X is hydrogen, nitro, trifluoromethyl, fluorine, chlorine, bromine or iodine; A is 1,3-propylene or 1,4-butylene which may be substituted by C.sub.1 -C.sub.3 alkyl, R is C.sub.1 -C.sub.4 alkyl, --Y--N(R.sup.1)(R.sup.2) or ##STR2## where each of R.sup.1, R.sup.2 and R.sup.3, which may be the same or different are hydrogen, C.sub.1 -C.sub.6 alkyl, or aralkyl, and Y is C.sub.2 -C.sub.6 alkylene, and Me is methyl, or its pharmaceutically acceptable salt. These compounds have utility as anti-hypertensive agents and coronary or peripheral vasodilators.Type: GrantFiled: September 26, 1984Date of Patent: March 18, 1986Assignee: Nissan Chemical Industries Ltd.Inventors: Kiyotomo Seto, Sakuya Tanaka, Ryozo Sakoda
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Patent number: 4535073Abstract: Dihydropyridine derivatives of Formula (I) and pharmaceutically acceptable salts thereof ##STR1## in which R.sup.1 -R.sup.7 are as defined, methods of preparing these compounds and pharmaceutical compositions and methods of using these compounds for the treatment of heart disease, circulatory disorders and hypertension.Type: GrantFiled: March 2, 1984Date of Patent: August 13, 1985Assignee: Nippon Shinyaku Co LimitedInventors: Kiyoshi Kimura, Iwao Morita, Seiichiro Morimura
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Patent number: 4522693Abstract: Acylphosphine sulfides of the formula ##STR1## where R.sup.1 is alkyl, cycloalkyl or an unsubstituted or substituted phenyl, naphthyl or heterocyclic radical; R.sup.2 has the meaning of R.sup.1 and can be identical to or different from R.sup.1, or is alkoxy, unsubstituted or substituted phenoxy or phenoxyalkyl, or R.sup.1 or R.sup.2 are linked together to form a ring, which may contain further alkyl substituents and fused-on benzene rings; R.sup.3 is alkyl, a cycloaliphatic radical, substituted phenyl, an unsubstituted or substituted naphthyl or heterocyclic radical or the group ##STR2## where X is unsubstituted or substituted phenylene or an aliphatic or cycloaliphatic divalent radical; and where one or more of R.sup.1, R.sup.2 and R.sup.3 may be olefinically unsaturated.These acylphosphine sulfides can be prepared from acylphosphines and sulfur and can be used as photoinitiators in photopolymerizable compositions.Type: GrantFiled: June 2, 1983Date of Patent: June 11, 1985Assignee: BASF AktiengesellschaftInventors: Andreas Henne, Anton Hesse, Guenter Heil, Gunnar Schornick
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Patent number: 4522735Abstract: 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: GrantFiled: June 17, 1983Date of Patent: June 11, 1985Assignee: The B. F. Goodrich CompanyInventor: Dwight W. Chasar
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Patent number: 4520197Abstract: Substituted tetrahydrobenzodiazaphosphorindiones or tetrahydropyridodiazaphosphorindiones, intermediates therefore, synthesis thereof, said compounds being useful herbicides.Type: GrantFiled: February 1, 1984Date of Patent: May 28, 1985Assignee: Zoecon CorporationInventor: Shy-Fuh Lee
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Patent number: 4514569Abstract: A method for the synthesis of particular isoquinoline compounds which are useful intermediates in the preparation of members of the family of opium alkaloids, such as morphine and codeine. Steps in the process include the acylation of the isoquinoline nitrogen; reaction of the acylated isoquinoline with a phosphorous compound; and condensation with a benzaldehyde derivative to yield a 1-benzyl isoquinoline.Type: GrantFiled: January 28, 1982Date of Patent: April 30, 1985Inventors: James B. Hendrickson, Cesar Rodriguez
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Patent number: 4501684Abstract: 2-naphthyl phosphoramidites are readily and inexpensively prepared by the reaction of N-dichlorophosphinoamines with a 2-naphthol in an alkylamine. The 2-naphthyl phosphoramidites are stabilizers for polymers such as the polyolefins and enhance the stabilizing activity of hydroxyphenylalkyleneyl isocyanurates.Type: GrantFiled: June 17, 1983Date of Patent: February 26, 1985Assignee: The B. F. Goodrich CompanyInventor: Dwight W. Chasar
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Patent number: 4451400Abstract: Halogenophosphazenes of the formula ##STR1## in which n denotes 3 to 100, are reacted with alcohols or amines having polyalkylpiperidyl groups to give compounds which are suitable for stabilizing synthetic polymers and are distinguished by a very high migration resistance.Type: GrantFiled: May 7, 1982Date of Patent: May 29, 1984Assignee: Hoechst AktiengesellschaftInventor: Hartmut Wiezer
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Patent number: 4432971Abstract: Phosphonamidates of the formula ##STR1## wherein X is a substituted or unsubstituted imino or amino acid or ester. These compounds possess angiotensin converting enzyme activity and are thus useful as hypotensive agents.Type: GrantFiled: June 28, 1982Date of Patent: February 21, 1984Assignee: E. R. Squibb & Sons, Inc.Inventors: Donald S. Karanewsky, Edward W. Petrillo, Jr.
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Patent number: 4432972Abstract: Phosphonamidates of the formula ##STR1## wherein X is an amino acid or ester. These compounds possess angiotensin converting enzyme inhibition activity and enkephalinase inhibition activity. Thus they are useful as hypotensive and analgesic agents.Type: GrantFiled: December 27, 1982Date of Patent: February 21, 1984Assignee: E. R. Squibb & Sons, Inc.Inventors: Donald S. Karanewsky, Edward W. Petrillo, Jr.
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Patent number: 4433149Abstract: Substituted tetrahydrobenzodiazaphosphorindiones or tetrahydropyridodiazaphosphorindiones, intermediates therefore, synthesis thereof, said compounds being useful herbicides.Type: GrantFiled: May 19, 1982Date of Patent: February 21, 1984Assignee: Zoecon CorporationInventor: Shy-Fuh Lee
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Patent number: 4427665Abstract: Phosphinylalkanoyl imino acids of the formula ##STR1## wherein X is tetrahydroisoquinoline carboxylic acid, dihydroindole or dihydroisoindole carboxylic acid are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity.Type: GrantFiled: May 19, 1982Date of Patent: January 24, 1984Assignee: E. R. Squibb & Sons, Inc.Inventors: Donald S. Karanewsky, Edward W. Petrillo, Jr.
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Patent number: 4386204Abstract: Compounds of the formula I ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl, phenyl or C.sub.7 -C.sub.9 phenylalkyl and R.sub.2 is hydrogen or C.sub.1 -C.sub.18 alkyl, or, if R.sub.1 is hydrogen, R.sub.2 is a divalent 1,1,3,3-tetramethylpropylene radical fused in the 2-position and 3-position or the 9-position and 10-position, and X is sulfur or a group --CH(R).sub.3 --, in which R.sub.3 is hydrogen or a radical of the formula II --CH(R.sub.4)--CH(R.sub.5)SR.sub.6, and each of R.sub.4 and R.sub.5 independently is hydrogen or C.sub.1 -C.sub.6 alkyl and R.sub.6 is C.sub.1 -C.sub.20 alkyl, while the alkyl group can be interrupted by one or more sulfur atoms, and A is a primary or secondary aliphatic or alicyclic, aromatic or araliphatic amine which contains substituents of the same type or mixed substituents, or a heterocyclic amine or a hydrazine derivative. These compounds are useful stabilizers for organic material.Type: GrantFiled: October 26, 1981Date of Patent: May 31, 1983Assignee: Ciba-Geigy CorporationInventor: Michael Rasberger
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Patent number: 4381372Abstract: Polymers and oligomers of the formula ##STR1## are useful as ultraviolet light stabilizers for various polymers, especially polyolefins.Type: GrantFiled: April 8, 1981Date of Patent: April 26, 1983Assignee: American Cyanamid CompanyInventor: Frank F. Loffelman
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Patent number: 4341772Abstract: S-(Diarylamino)thiophosphates are useful as miticides, insecticides, fungicides and ovicides.Type: GrantFiled: May 5, 1980Date of Patent: July 27, 1982Assignee: E. I. Du Pont de Nemours and CompanyInventor: Gary D. Grantham
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Patent number: 4324744Abstract: Acylphosphine oxide compounds of the general formula ##STR1## where R.sup.1 is alkyl, cyclohexyl, cyclopentyl, aryl which is unsubstituted or substituted by halogen, alkyl or alkoxy, or an S-containing or N-containing five-membered or six-membered heterocyclic radical,R.sup.2 has one of the meanings of R.sup.1 (but R.sup.1 and R.sup.2 may be identical or different), or is alkoxy, aryloxy or aralkoxy, or R.sup.1 and R.sup.2 together from a ring, andR.sup.3 is straight-chain or branched alkyl of 2 to 18 carbon atoms, a cycloaliphatic radical of 3 to 12 carbon atoms, phenyl or naphthyl which are alkyl-, alkoxy- or thioalkoxy-substituted, or an S-containing or N-containing five-membered or six-membered heterocyclic radical, and may contain additional functional groups, or is the group ##STR2## where R.sup.1 and R.sup.2 have the above meanings and X is phenyl or an aliphatic or cycloaliphatic divalent radical of 2 to 6 carbon atoms,and one or more of the radicals R.sup.1 to R.sup.Type: GrantFiled: May 9, 1980Date of Patent: April 13, 1982Assignee: BASF AktiengesellschaftInventors: Peter Lechtken, Ingolf Buethe, Anton Hesse
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Patent number: 4322527Abstract: Compounds of the formula I ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl, phenyl or C.sub.7 -C.sub.9 phenylalkyl and R.sub.2 is hydrogen or C.sub.1 -C.sub.18 alkyl, or, if R.sub.1 is hydrogen, R.sub.2 is a divalent 1,1,3,3,-tetramethylpropylene radical fused in the 2-position and 3-position or the 9-position and 10-position, and X is sulfur or a group --CH(R).sub.3 --, in which R.sub.3 is hydrogen or a radical of the formula II --CH(R.sub.4)--CH(R.sub.5)SR.sub.6, and each of R.sub.4 and R.sub.5 independently is hydrogen or C.sub.1 -C.sub.6 alkyl and R.sub.6 is C.sub.1 -C.sub.20 alkyl, while the alkyl group can be interrupted by one or more sulfur atoms, and A is a primary or secondary aliphatic or alicyclic, aromatic or araliphatic amine which contains substituents of the same type or mixed substituents, or a heterocyclic amine or a hydrazine derivative. These compounds are useful stabilizers for organic material.Type: GrantFiled: May 5, 1980Date of Patent: March 30, 1982Assignee: Ciba-Geigy CorporationInventor: Michael Rasberger
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Patent number: 4302451Abstract: [(N,N-diarylamino)thio]phosphoramide compounds such as N-[N-[2-chloro-5-(trifluoromethyl)phenyl]-N-[2,4-dinitro-6-(trifluoromethy l)phenyl]amino thio]-N-(1-methylethyl)phosphoramidic acid, diethyl ester, are useful as miticides, insecticides, fungicides and ovicides.Type: GrantFiled: May 5, 1980Date of Patent: November 24, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: Caleb W. Holyoke, Jr.