The Hetero Ring Is Five-membered Patents (Class 549/6)
  • Patent number: 4826829
    Abstract: Thiophene derivatives of the following formula are effective as acaricdies: ##STR1## wherein A is selected from -phenylthienyl and -phenyl optionally carrying one or more substitutents selected from -lower alkyl, -lower alkoxy, -phenoxy, -hydroxy, -halogen, -lower haloalkyl, -phenylcarbonyl, -lower alkyl carbonyloxy, -lower alkyl sulfonyl, -lower alkyl sulfonyloxy, -amino, -lowr alkyl carboxamido, and -lower haloalkyl carboxamido;R.sub.4 is selected from -hydrogen and -lower alkyl; andR.sub.5 is selected from -thienyl optionally carrying one or more substituents selected from -lower alkyl, -phenylethynyl, -lower alkylthio, -lower haloalkyl carbonyl, and lower alkyl sulfoxy; or -phenyl optionally carrying one or more substituents selected from -lower alkyl and -lower alkoxy.
    Type: Grant
    Filed: March 9, 1988
    Date of Patent: May 2, 1989
    Assignee: FMC Corporation
    Inventors: Susan E. Eurkart, Richard B. Phillips, David M. Roush
  • Patent number: 4806604
    Abstract: The present invention discloses a new class of calcium chelating compounds which have a decreased affinity for calcium following illumination. These new compounds contain a photolabile nitrobenzyl derivative coupled to a tetracarboxylate Ca.sup.2+ chelating parent compound having the octacoordinate chelating groups characteristic of EGTA or BAPTA. However unlike EGTA or BAPTA-like compounds, in which the two halves of the chelator are linked by a simple 1,2-ethanediyl moiety, the compounds of the present invention modify the stereochemical conformation of this linkage by adding bulky substituents or incorporating the linkage into a carbocyclic or heterocyclic ring. In a first form, the new compounds are comprised of a BAPTA-like chelator coupled to a single 2-nitrobenzyl derivative, which in turn is a photochemical precursor of a 2-nitrosobenzophenone.
    Type: Grant
    Filed: May 13, 1987
    Date of Patent: February 21, 1989
    Assignee: Regents of the University of California
    Inventors: Roger Yonchien Tsien, Stephen R. Adams
  • Patent number: 4806448
    Abstract: Compounds of formula I ##STR1## in conjunction with compounds that donate acid when exposed to actinic radiation, are suitable for use as positive photoresists. In formula I, R.sup.1 and R.sup.2 are hydrogen, alkyl, aryl, cycloalkyl, aralkyl or alkaryl, R.sup.3 to R.sup.8 are hydrogen or lower alkyl, X is --O-- or --NR.sup.9 --, where R.sup.9 is hydrogen or C.sub.1 -C.sub.4 alkyl n is 0 or 1, m is 2, 3 or 4 and Q is an organic radical of valency m.The photoresists are suitable for making printing formes, printed circuits, integrated circuits or silver-free photographic films.
    Type: Grant
    Filed: November 27, 1987
    Date of Patent: February 21, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Martin Roth
  • Patent number: 4804654
    Abstract: Compounds of the formula ##STR1## wherein the symbols have assigned meanings, and their use as insecticides and/or miticides.
    Type: Grant
    Filed: March 4, 1987
    Date of Patent: February 14, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Mohamed A. H. Fahmy
  • Patent number: 4782079
    Abstract: Thiophene derivatives of the following formula are effective as acaricides: ##STR1## wherein R.sub.A is selected from -hydrogen, -halogen, -lower alkyl, hydroxy, -lower alkoxy, -lower alkylthio, -lower alkoxyalkoxy, -lower alkoxycarbonyl, -aryloxycarbonyl, -lower alkoxycarbonyloxy, -lower alkylsulfonyl, -lower alkylsulfonyloxy, -arylsulfonyloxy, and -lower alkyl phosphonyloxy;R.sub.B is -hydrogen, or R.sub.A and R.sub.B together are --C.sub.4 H.sub.4 --bridging 2'-3' or 3'-4';R.sub.3 and R.sub.4 are selected from -hydrogen, -lower alkyl, and -aryl;X is -halogen; andY is selected from -hydrogen and -halogen.
    Type: Grant
    Filed: January 26, 1988
    Date of Patent: November 1, 1988
    Assignee: FMC Corporation
    Inventors: Susan E. Burkart, Richard B. Phillips, David M. Roush
  • Patent number: 4755611
    Abstract: 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: Grant
    Filed: August 11, 1987
    Date of Patent: July 5, 1988
    Assignee: SmithKline Beckman Corporation
    Inventor: David T. Hill
  • Patent number: 4743618
    Abstract: 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: Grant
    Filed: July 28, 1986
    Date of Patent: May 10, 1988
    Assignee: Nelson Research & Development Co.
    Inventor: Alan S. Horn
  • Patent number: 4722933
    Abstract: The invention provides compounds represented by the general 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 H or ##STR2## R.sub.5 is selected from the group consisting of alkyl and aromatic residues; n is 2 or 3; and R.sub.1 is selected from the group consisting ##STR3## wherein R.sub.6 is selected from the group consisting of halogen, hydrocarbyl and hetero atom-substituted hydrocarbyl, comprising from 1 to 12 carbon atoms and wherein said hetero-atoms are selected from the group consisting of halogen, nitrogen, oxygen, sulfur and phosphorus; R.sub.7 is R.sub.6 or H and m equals 1, 2 or 3; with the proviso that at least one of R.sub.2, R.sub.3 and R.sub.4 is H, that at least one of R.sub.2, R.sub.3 and R.sub.4 is not H and that R.sub.2 and R.sub.4 are not both OA; and pharmaceutically-acceptable salts thereof. The compounds are dopamine receptor agonists and useful for the treatment of glaucoma in mammals.
    Type: Grant
    Filed: March 17, 1986
    Date of Patent: February 2, 1988
    Assignee: Nelson Research & Development Co.
    Inventor: Alan S. Horn
  • Patent number: 4719203
    Abstract: Diphosphonate compounds, processes for their preparation and pharmaceutical compositions containing them and being useful for treating calcium metabolism disorders. The diphosphonates are of the formula ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen, acyl or alkyl which can be substituted by aryl, R.sub.3 and R.sub.4 are hydrogen or alkyl or R.sub.3 and R.sub.4 together represent lower alkylene, R.sub.5 is a hydrogen atom or alkyl, X is a valency bond or alkylene, Y is a valency bond, alkylene or substituted alkylene, Z is hydrogen, hydroxyl or amino group optionally substituted by alkyl and n is 1, 2 or 3; and including the pharmacologically acceptable salts thereof.
    Type: Grant
    Filed: November 12, 1986
    Date of Patent: January 12, 1988
    Assignee: Boehringer Mannheim GmbH
    Inventors: Elmar Bosies, Rudi Gall
  • Patent number: 4716230
    Abstract: 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: Grant
    Filed: March 25, 1986
    Date of Patent: December 29, 1987
    Assignee: Smithkline Beckman Corporation
    Inventor: David T. Hill
  • Patent number: 4686298
    Abstract: Compounds of the formula ##STR1## are useful in the preparation of .alpha.-acyloxy phosphonate compounds. The final products are useful as anti-hypertensive agents due to their angiotensin converting enzyme inhibition activity.
    Type: Grant
    Filed: February 4, 1987
    Date of Patent: August 11, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Donald S. Karanewsky, Tamara Dejneka
  • Patent number: 4670422
    Abstract: Compounds of the formula ##STR1## wherein X is various amino or imino acids and esters are disclosed. These compounds are useful as anti-hypertensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.
    Type: Grant
    Filed: March 27, 1986
    Date of Patent: June 2, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Donald S. Karanewsky, Tamara Dejneka
  • Patent number: 4668823
    Abstract: 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: Grant
    Filed: December 30, 1983
    Date of Patent: May 26, 1987
    Assignee: Union Carbide Corporation
    Inventor: Rex E. Murray
  • Patent number: 4656293
    Abstract: Organic chlorophosphanes of the formula III ##STR1## in which R.sup.1 is chlorine or an aliphatic radical, preferably only chlorine, andR.sup.2 is an aromatic, heterocyclic or aliphatic radical,are prepared by reacting organic phosphorus oxychlorides of the formula I ##STR2## in which R.sup.1 is chlorine or an aliphatic radical, preferably only chlorine,R.sup.2 is an aromatic or heterocyclic radical in the event that R.sup.1 is chlorine and an aromatic, heterocyclic or aliphatic radical in the event that R.sup.1 is an aliphatic radical,with a trialkylphosphane of the formula II(R.sup.3).sub.3 P (II)in which R.sup.3 is an aliphatic radical, at temperatures between about 20.degree. and about 170.degree. C. Said organic chlorophosphanes III are mainly intermediates in various fields, such as pharmaceuticals, plant protection, dyestuffs and polymers.
    Type: Grant
    Filed: January 9, 1986
    Date of Patent: April 7, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hans-Jerg Kleiner
  • Patent number: 4632995
    Abstract: Organic chlorophosphanes of the formula II ##STR1## in which R.sup.1 =an aromatic or heterocyclic radical and R.sup.2 =an aliphatic radical or Cl are prepared by reacting organic phosphorus oxychlorides of the formula I ##STR2## in which R.sup.1 and R.sup.2 have the meaning mentioned above with triphenylphosphane (C.sub.6 H.sub.5).sub.3 P at an elevated temperature. The organic chlorophosphanes II are, in the main, intermediates in various specialized fields, such as the pharmaceuticals, plant protection, dyestuffs and polymers sectors.
    Type: Grant
    Filed: April 12, 1984
    Date of Patent: December 30, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hans-Jerg Kleiner
  • Patent number: 4624695
    Abstract: The invention relates to novel urease inhibited fertilizer compositions containing urea and a urease inhibiting amount of one or more o-diaminophosphinyl derivatives of oximes, and methods and composition for inhibiting the activity of urease through use of such compounds.
    Type: Grant
    Filed: December 20, 1983
    Date of Patent: November 25, 1986
    Assignee: Allied Corporation
    Inventors: Michael D. Swerdloff, Milorad M. Rogic, Larry L. Hendrickson
  • Patent number: 4616005
    Abstract: Phosphonyl hydroxyacyl amino acids 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: Grant
    Filed: December 16, 1985
    Date of Patent: October 7, 1986
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Donald S. Karanewsky, Edward W. Petrillo, Jr.
  • Patent number: 4598071
    Abstract: Phosphonamide substituted lactams of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents.
    Type: Grant
    Filed: November 28, 1984
    Date of Patent: July 1, 1986
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Donald S. Karanewsky
  • 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: 4568671
    Abstract: 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: Grant
    Filed: June 30, 1983
    Date of Patent: February 4, 1986
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4567168
    Abstract: A cyanohydrin phosphate of the formula ##STR1## wherein R represents a hydrogen atom or an optionally substituted radical selected from alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aralkyl, aralkenyl and aryl, or an optionally substituted heterocyclic radical,R.sup.1 and R.sup.2 are identical or different and individually represent optionally substituted radicals selected from alkyl, alkenyl, alkynyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, alkylthio, alkenylthio, alkinylthio, arylthio, aralkylthio, alkylamino (monoalkylamino or dialkylamino), arylamino and aralkylamino, or together represent alkanediyl, alkanedioxy, aminoalkyloxy or alkanediamino, andX represents oxygen or sulphur,are obtained by the reaction of a phosphoric acid chloride of the general formula ##STR2## wherein X, R.sup.1 and R.sup.2 have the meaning given above, with an aldehyde of the general formulaR--CHO (III)wherein R has the meaning given above, in the presence of an approximately equimolar quantity of water-soluble cyanides.
    Type: Grant
    Filed: January 28, 1982
    Date of Patent: January 28, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd-Wieland Kruger, Hans-Jochem Riebel, Ingeborg Hammann, Bernhard Homeyer, Wilhelm Stendel
  • Patent number: 4567169
    Abstract: New nitrosourea compounds that can be used as medicaments and correspond to the general formula I ##STR1## in which R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl or phenyl,R.sub.2 is hydrogen, C.sub.1 -C.sub.6 alkyl, thienyl, or phenyl which may carry substituents,R.sub.3 is hydrogen, C.sub.1 -C.sub.6 alkyl, or benzyl which may carry substituents, orR.sub.2 and R.sub.3 together represent --(CH.sub.2).sub.m --, m being 3 or 4.Pharmaceutical compositions; therapeutic administration especially for the treatment of tumours.
    Type: Grant
    Filed: November 2, 1983
    Date of Patent: January 28, 1986
    Assignee: ADIR, s.a.r.l.
    Inventors: Gilbert Lavielle, Claude Cudennec
  • Patent number: 4562185
    Abstract: The present invention relates to combating pests with five-membered nitrogen-containing heterocyclic compounds of the formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3, X and Y have the meaning given in the description. Many of the compounds are new.
    Type: Grant
    Filed: March 15, 1984
    Date of Patent: December 31, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Jager, Rudolf Fauss, Kurt Findeisen, Benedikt Becker, Bernhard Homeyer
  • Patent number: 4555506
    Abstract: Phosphorus containing compounds of the formula ##STR1## wherein X is a substituted or unsubstituted imino or amino acid and A is ##STR2## These compounds possess angiotensin converting enzyme activity and are thus useful as hypertensive agents.
    Type: Grant
    Filed: December 24, 1981
    Date of Patent: November 26, 1985
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Donald S. Karanewsky, Edward W. Petrillo, Jr.
  • Patent number: 4539421
    Abstract: The title compounds correspond to the formula ##STR1## and are useful as stabilizers for organic polymers and lubricating oils to counteract the degradative effects of heat, light and air.
    Type: Grant
    Filed: October 11, 1983
    Date of Patent: September 3, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: John D. Spivack, Stephen D. Pastor, Paul Odorisio
  • Patent number: 4522693
    Abstract: 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: Grant
    Filed: June 2, 1983
    Date of Patent: June 11, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Andreas Henne, Anton Hesse, Guenter Heil, Gunnar Schornick
  • Patent number: 4522942
    Abstract: A compound of the formula: ##STR1## wherein R.sub.1 is a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a lower cycloalkyl group, a lower cycloalkyl(lower)alkyl group, a halo(lower)alkyl group, a lower alkoxy(lower)alkyl group, a di(lower)alkoxy(lower)alkyl group, a cyano(lower)alkyl group, a lower alkylthio(lower)alkyl group, a lower alkynylthio(lower)alkyl group, a lower dioxothiacycloalkyl group, a lower thiacycloalkyl group, a lower oxacycloalkyl group, a lower oxacycloalkyl(lower)alkyl group or a thienyl(lower)alkyl group, R.sub.2 is a lower alkyl group and R.sub.3 is a 3,5-dimethoxyphenyl group, a 3,4-methylenedioxyphenyl group or a 4,5-methylenedixoy-2-nitrophenyl group, which is useful as a fungicide.
    Type: Grant
    Filed: June 2, 1983
    Date of Patent: June 11, 1985
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hideo Kohsaka, Sasaki Mitsuru, Yukio Ishiguri
  • Patent number: 4522817
    Abstract: A fungicidal composition which comprises as an active ingredient a fungicidally effective amount of a phosphoramidothionate of the formula: ##STR1## wherein R.sub.1 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a lower cycloalkyl group, a lower cycloalkyl(lower)alkyl group, a halogen atom-substituted lower alkyl group, a lower alkoxy(lower)alkyl group, a di(lower)alkoxy(lower)alkyl group, a cyano group-substituted lower alkyl group, a lower alkylthio(lower)alkyl group, a lower dioxothiacycloalkyl group, a lower thiacycloalkyl group, a lower oxacycloalkyl group, a furanyl(lower)alkyl group or a thiophenyl(lower)alkyl group, R.sub.2 is a lower alkyl group and R.sub.3 is a lower alkyl group or a lower alkoxy group, and an inert carrier or diluent.
    Type: Grant
    Filed: March 14, 1983
    Date of Patent: June 11, 1985
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hideo Kohsaka, Mitsuru Sasaki, Yukio Ishiguri
  • Patent number: 4508731
    Abstract: Compounds of the formula ##STR1## in which Ar is 2-alkyl-, -alkoxy- or -halo-methyl-phenyl or .alpha.-naphthyl, each of which is further substituted,R.sub.1 is 2-furyl, 2-tetrahydrofuryl, alkenyl, cyclopropyl, .beta.-alkoxyethyl, hydroxymethyl, triazolylmethyl, imidazolylmethyl, pyrazolylmethyl, alkylsulfinyl, alkylsulfonyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkenylthio, alkynylthio, alkylsulfinyloxy, dialkylaminosulfinyloxy, phosphoric or thiophosphoric esters or amides, or alkylcarbonyloxy, andR.sub.9 is hydrogen or methyl,are microbicidally, in particular fungicidally active. The preferred compounds are those in which Ar is 2-methylphenyl, 2-methoxyphenyl, 2-chlorophenyl or .alpha.-naphthyl, each of which is further substituted by azido, and R.sub.9 is hydrogen.
    Type: Grant
    Filed: February 13, 1984
    Date of Patent: April 2, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
  • Patent number: 4482718
    Abstract: The present invention provides a process for the preparation of 2-(thien-2-yl)- and 2-(thien-3-yl)-ethylamine derivatives of the general formula: ##STR1## in which R.sub.1, in the 2-, 3-, 4- or 5-position, is a hydrogen or halogen atom, a nitro, carboxyl, cyano or amino group, a linear or branched alkyl or alkoxy radical or a heterocyclic or non-heterocyclic aromatic radical, which is optionally mono- or polysubstituted, the aminoethyl chain is in the 2- or 3-position, R.sub.2, R.sub.3 and R.sub.4, which are the same or different, are hydrogen atoms or heterocyclic or non-heterocyclic aromatic radicals, which are optionally mono- or polysubstituted, and Ar is a heterocyclic or non-heterocyclic aromatic radical, which is optionally mono- or polysubstituted.
    Type: Grant
    Filed: June 29, 1982
    Date of Patent: November 13, 1984
    Assignee: Sanofi
    Inventors: Isaac Chekroun, Alain Heymes
  • Patent number: 4473560
    Abstract: Compounds of the formula ##STR1## wherein n is 0, 1, or 2;R.sup.1 is hydrogen or alkyl of 1-4 carbon atoms;R.sup.2 is hydrogen, an alkali metal atom, an alkaline earth metal atom, or alkyl of 1-4 carbon atoms; andAr is phenyl; phenyl substituted by fluorine, chlorine, alkyl of 1-4 carbon atoms, or alkoxy of 1-4 carbon atoms; naphthyl; biphenyl; or thienyl;or when R.sup.2 is H, a physiologically acceptable salt thereof with an organic basehave valuable antiinflammatory properties.
    Type: Grant
    Filed: January 27, 1983
    Date of Patent: September 25, 1984
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Biere, Clemens Rufer, Irmgard Boettcher
  • Patent number: 4470934
    Abstract: New cyanoalkylphosphoric acid ester chlorides of the general formula ##STR1## in which R represents a hydrogen atom, an optionally substituted radical selected from alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, aralkyl, aralkenyl and aryl, or an optionally substituted heterocyclic radical,R.sup.1 represents an optionally substituted radical selected from alkyl, alkenyl, alkinyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, alkylthio, alkenylthio, alkinylthio, arylthio, aralkylthio, alkylamino (monoalkylamino or dialkylamino), arylamino or aralkylaminoand X represents oxygen or sulphurare obtained by the reaction of a phosphoric acid dichloride of the general formula ##STR2## with an aldehyde of the general formulaR--CHO (III)in the presence of an approximately equimolar quantity of a water-soluble cyanide. The compounds of the formula (I) can be used as intermediate products for the preparation of insecticides.
    Type: Grant
    Filed: March 14, 1983
    Date of Patent: September 11, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd-Wieland Kr/u/ ger, Hans-Joachem Riebel, Ingeborg Hammann, Berhard Homeyer, Wilhelm Stendel
  • Patent number: 4461764
    Abstract: Compounds of the formula: ##STR1## wherein X is sulfur or oxygen; R.sub.1 is lower alkyl; R.sub.2 is lower alkyl, lower straight chain alkoxy, lower alkylthio, phenyl or the group --NR.sub.3 R.sub.4 where R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl, provided that when X is oxygen, R.sub.2 is not phenyl, are pesticidal, exhibiting activity against pests such as plant fungal diseases and, in many cases, insects.
    Type: Grant
    Filed: September 22, 1982
    Date of Patent: July 24, 1984
    Assignee: Chevron Research Company
    Inventor: Philip S. Magee
  • Patent number: 4448773
    Abstract: Compounds of the formula ##STR1## in which Ar is 2-alkyl-, -alkoxy- or -halo-methyl-phenyl or .alpha.-naphthyl, each of which is further substituted,R.sub.1 is 2-furyl, 2-tetrahydrofuryl, alkenyl, cyclopropyl, .beta.-alkoxyethyl, hydroxymethyl, triazolylmethyl, imidazolylmethyl, pyrazolylmethyl, alkylsulfinyl, alkylsulfonyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkenylthio, alkynylthio, alkylsulfinyloxy, dialkylaminosulfinyloxy, phosphoric or thiophosphoric esters or amides, or alkylcarbonyloxy,R.sub.7 is hydrogen or optionally-substituted methyl or ethyl, andR.sub.8 is alkyl optionally substituted by alkoxy,are microbicidally, in particular fungicidally, active. Preferred compounds are those in which Ar is 2-methylphenyl, 2-methoxyphenyl, 2-chlorophenyl or .alpha.-naphthyl, each of which is further substituted by azido, and each of R.sub.7 and R.sub.8 is methyl.
    Type: Grant
    Filed: April 22, 1982
    Date of Patent: May 15, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
  • Patent number: 4432972
    Abstract: 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: Grant
    Filed: December 27, 1982
    Date of Patent: February 21, 1984
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Donald S. Karanewsky, Edward W. Petrillo, Jr.
  • Patent number: 4425281
    Abstract: A composition of matter of the formula ##STR1## where M is Cu(I) or Ag(I); R.sup.1 is C.sub.1 -C.sub.6 fluoroalkyl, C.sub.1 -C.sub.8 alkyl, C.sub.4 -C.sub.6 heterocycle containing O, S or N or C.sub.6 -C.sub.10 aryl; R.sup.2 is H or C.sub.1 -C.sub.6 alkyl, with the proviso that R.sup.1 and R.sup.2 together with the carbons to which they are attached may be joined together to form a C.sub.6 ring; L is an unsaturated hydrocarbon containing at least one non-aromatic unsaturation; x and y are 1 or 2; and n is from 1 to 8.
    Type: Grant
    Filed: July 13, 1981
    Date of Patent: January 10, 1984
    Assignee: Exxon Research and Engineering Co.
    Inventor: Gerald Doyle
  • Patent number: 4424213
    Abstract: Novel heterobicyclic compounds of Formula I, processes for preparing same and pesticidal compositions and methods are described.
    Type: Grant
    Filed: November 2, 1981
    Date of Patent: January 3, 1984
    Assignee: SDS Biotech Corporation
    Inventors: Thomas A. Magee, Robert D. Battershell, Lawrence E. Limpel, Andrew W. Ho, Arthur W. Friedman, H. Glenn Corkins, William W. Brand, Russell Buchman, Louis Storace, Edmond R. Osgood
  • Patent number: 4416833
    Abstract: Compounds of the formula ##STR1## wherein X is an imino acid or ester are disclosed as useful hypotensive agents due to their angiotensin converting enzyme inhibition activity.
    Type: Grant
    Filed: November 26, 1982
    Date of Patent: November 22, 1983
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Donald S. Karanewsky, Edward W. Petrillo, Jr.
  • Patent number: 4416832
    Abstract: New cyanoalkylphosphoric acid ester chlorides of the general formula ##STR1## in which R represents a hydrogen atom, an optionally substituted radical selected from alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, aralkyl, aralkenyl and aryl, or an optionally substituted heterocyclic radical,R.sup.1 represents an optionally substituted radical selected from alkyl, alkenyl, alkinyl, aryl, aralkyl, alkoxy, aryloxy, aralkoxy, alkylthio, alkenylthio, alkinylthio, arylthio, aralkylthio, alkylamino (monoalkylamino or dialkylamino), arylamino or aralkylamino and X represents oxygen or sulphurare obtained by the reaction of a phosphoric acid dichloride of the general formula ##STR2## with an aldehyde of the general formulaR--CHO (III)in the presence of an approximately equimolar quantity of a water-soluble cyanide. The compounds of the formula (I) can be used as intermediate products for the preparation of insecticides.
    Type: Grant
    Filed: January 28, 1982
    Date of Patent: November 22, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd-Wieland Kruger, Hans-Jochem Riebel, Ingeborg Hammann, Bernhard Homeyer, Wilhelm Stendel
  • Patent number: 4416831
    Abstract: Compounds of the formula ##STR1## wherein X is an imino acid or ester and R.sub.1 is hydrogen, ##STR2## are useful hypotensive agents due to their angiotensin converting enzyme inhibition activity.
    Type: Grant
    Filed: November 1, 1982
    Date of Patent: November 22, 1983
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Edward W. Petrillo, Jr.
  • Patent number: 4410518
    Abstract: A novel class of chemical compounds useful as pesticides consists of N-phosphinoaminosulfinylcarbamate esters. The preparation of these compounds and their formulation to control insects are exemplified.
    Type: Grant
    Filed: March 22, 1982
    Date of Patent: October 18, 1983
    Assignee: Regents of the University of California
    Inventors: Tetsuo R. Fukuto, Hiroki Ohta
  • Patent number: 4405355
    Abstract: Compounds of the formula ##STR1## wherein R is aliphatic hydrocarbyl, alicyclic hydrocarbyl or aryl suitably substituted, if desired, or a heterocyclic group, R.sup.1 is hydrogen or alkyl, R.sup.2 is alkyl or alkoxy, R.sup.3 is ##STR2## wherein a is 0 or 1, R.sup.4 is hydrogen or CW'.sub.3, the W' being hydrogen or halogen, Z is halogen and X is halogen, hydroxy, alkoxy, acetoxy, carbethoxyalkoxy, phenoxy, alkylthio, carbethoxyalkylthio, phenylthio, phosphono, dithiophosphonoxy, phosphoramido, isocyanato, isothiocyanato, alkyl- and dialkylthiocarbamoylthio, alkyl- and dialkylcarbamoyloxy, alkylsulfonyl, etc., have herbicidal activity.
    Type: Grant
    Filed: January 26, 1981
    Date of Patent: September 20, 1983
    Assignee: Chevron Research Company
    Inventor: Malcolm S. Singer
  • Patent number: 4395275
    Abstract: Alkylphosphonate mono and diesters of N-phosphonomethylglycine are disclosed which are useful as herbicides. This invention further relates to herbicidal compositions containing such alkylphosphonate mono and diesters of N-phosphonomethylglycine and to herbicidal methods employing such compounds and compositions.
    Type: Grant
    Filed: June 19, 1981
    Date of Patent: July 26, 1983
    Assignee: Monsanto Company
    Inventor: William R. Purdum
  • Patent number: 4381297
    Abstract: Compounds of the formula ##STR1## wherein X is an imino acid or ester are disclosed as useful hypotensive agents due to their angiotensin converting enzyme inhibition activity.
    Type: Grant
    Filed: May 4, 1981
    Date of Patent: April 26, 1983
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Donald S. Karanewsky, Edward W. Petrillo, Jr.
  • Patent number: 4374040
    Abstract: Aminoalkylenephosphonic acids and their alkali metal salts prepared by a reaction utilizing a primary or secondary tetrahydrothiophenamine 1,1-dioxide or the hydrochloride thereof, an aldehyde or a ketone, and orthophosphorous acid are useful in the control of scale and sludge deposition in aqueous systems. When used in combination with known corrosion inhibitors they show synergistic results in inhibiting corrosion of metal surfaces in contact with an aqueous system that is normally corrosive to such metals.
    Type: Grant
    Filed: August 19, 1980
    Date of Patent: February 15, 1983
    Assignee: Buckman Laboratories, Inc.
    Inventors: Joseph G. E. Fenyes, John D. Pera
  • Patent number: 4374131
    Abstract: Compounds of the formula ##STR1## wherein X is an imino acid or ester and R.sub.1 is hydrogen, ##STR2## are useful hypotensive agents due to their angiotensin converting enzyme inhibition activity.
    Type: Grant
    Filed: April 27, 1981
    Date of Patent: February 15, 1983
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Edward W. Petrillo, Jr.
  • Patent number: 4354975
    Abstract: This invention pertains to novel processes for preparing phosphorus derivatives of aminothiomethylcarbamates using as intermediates corresponding phosphorus derivatives of aminothiocarbamic halides. The carbamates are useful as pesticides against insects, mites, and nematodes. Two processes for preparing the corresponding intermediates are described. One preparation generally reacts an appropriate N-chlorothiophosphoramide with N-methylcarbamoyl halide. The other preparation generally reacts an N-chlorothiomethylcarbamoyl halide with an appropriate phosphoramide. The intermediate will react with various alcohols to produce the desired carbamates in the process of the invention.
    Type: Grant
    Filed: July 21, 1980
    Date of Patent: October 19, 1982
    Assignee: The Upjohn Company
    Inventor: Stephen J. Nelson
  • Patent number: 4324744
    Abstract: 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: Grant
    Filed: May 9, 1980
    Date of Patent: April 13, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Lechtken, Ingolf Buethe, Anton Hesse
  • Patent number: 4298738
    Abstract: 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 form a ring andR.sup.3 is an at least disubstituted phenyl, pyridyl, furyl or thienyl radical which carries, at least at the two carbon atoms adjacent to the linkage point of the carbonyl group, the substituents A and B, which may be identical or different, and each of which is alkyl, alkoxy or alkythio of 1 to 6 carbon atoms, cycloalkyl of 5 to 7 carbon atoms, phenyl or halogen, or R.sup.3 is .alpha.-naphthyl substituted by A and B at least in the 2- and 8-positions or is .beta.
    Type: Grant
    Filed: May 12, 1980
    Date of Patent: November 3, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Lechtken, Ingolf Buethe, Manfred Jacobi, Werner Trimborn
  • Patent number: 4268506
    Abstract: New thienylmethyl-thiophosphoric acid esters of the formula ##STR1## where R.sup.1 denotes methyl or ethyl, R.sup.2 denotes linear or branched alkyl of a maximum of 5 carbon atoms, X denotes oxygen or sulfur, Y denotes sulfur or --NH--, Z denotes halogen, and n denotes one of the integers 0, 1, 2 and 3, which are effective against pests, especially insects, Arachnida and Nemathelminthes, and pesticides containing these compounds as active ingredients.
    Type: Grant
    Filed: July 5, 1979
    Date of Patent: May 19, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Annegrit Baumann, Heinrich Adolphi