Plural Ring Oxygens In The Hetero Ring Patents (Class 549/347)
  • Patent number: 5144046
    Abstract: An improved process for the preparation of cyclic ketene acetals such as 2-methylene-1,3-dioxepane is provided. This process entails reacting at an elevated temperature a halogenated cyclic ketene acetal such as 2-chloromethyl-1,3-dioxepane with a hydroxide compound such as potassium hydroxide in a non-reactive alcohol such as 2-butanol.
    Type: Grant
    Filed: February 14, 1991
    Date of Patent: September 1, 1992
    Inventor: Saughagya C. Mathur
  • Patent number: 5137913
    Abstract: The invention concerns a diaryl ether cyclic ether of the formula I, or a pharmaceutically-acceptable salt thereof, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl or naphthyl;X.sup.1 is oxy, thio, sulphinyl or sulphonyl;Ar.sup.2 is optionally substituted phenylene, or a 6-membered heterocyclene moiety containing up to three nitrogen atoms;R.sup.1 and R.sup.2 together form a group of the formula --A.sup.2 --X.sup.2 --A.sup.3 -- wherein each of A.sup.2 and A.sup.3 is (1-4C) alkylene and X.sup.2 is oxy, thio, sulphinyl, sulphonyl or imino; andR.sup.3 is (1-6C)alkyl, (2-6C)alkenyl, (2-6C)alkynyl and substituted (1-4C)alkyl.The invention also concerns processes for the manufacture of a diaryl ether cyclic ether of the formula I, or a pharmaceutically-acceptable salt thereof, and pharmaceutical compositions containing said cyclic ether. The compounds of the invention are inhibitors of the enzyme 5-lipoxygenase.
    Type: Grant
    Filed: December 12, 1991
    Date of Patent: August 11, 1992
    Assignees: Imperial Chemical Industries PLC, ICI Pharma
    Inventors: Thomas G. C. Bird, Philip N. Edwards
  • Patent number: 5134159
    Abstract: Retinoid like activity is exhibited by compounds of the formula ##STR1## wherein the R.sub.1 -R.sub.6 groups are independently H or straight chain or branched chain lower alkyl or cycloalkyl of 1 to 6 carbons; X symbolizes an ester or thioester linkage, Y is lower branched chain alkyl having 2 to 6 carbons, cycloalkyl having 3 to 6 carbons or is (CH.sub.2).sub.n where n is an integer between 0 to 6 or is an alkenyl group of 2 to 6 carbons, and having 1 or 2 double bonds, or an alkynyl group of 2 to 6 carbons; and Z is H, OH, OR', OCOR', --COCH or a pharmaceutically acceptable salt, COOR.sub.8, COONR.sub.9 R.sub.10, --CH.sub.2 OH, CH.sub.2 OR.sub.11, CH.sub.2 OCOR.sub.11, CHO, CH(OR.sub.12), CHOR.sub.13 O, --COR', CR'(OR.sub.12).sub.2, or CR'OR.sub.13 O; where R' is an alkyl cycloalkyl or alkenyl group containing 1-5 carbons, R.sub.8 is an alkyl group of 1-10 carbons, or a cycloalkyl group of 5-10 carbons, or R.sub.8 is phenyl or lower alkylphenyl, R.sub.9 and R.sub.
    Type: Grant
    Filed: March 26, 1991
    Date of Patent: July 28, 1992
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 5132345
    Abstract: An ion-selective polymeric membrane for an electrochemical sensor for use in analytical chemistry, comprisinga) a supporting matrix e.g. of PVC, andb) an ionophore selected from calixarene or oxacalixarene derivatives of the formula IV ##STR1## wherein n+m=3-8;m=0-8;n=0-8;a, which may be the same or different on each aryl group, is 0 or 1;R.sup.2 is alkyl, aryl, alkaryl, alkoxy, alkoxyalkoxy, aryloxy, alkaryloxy, alicyclic, alkylthio, arylthio, alkarylthio, or a substituted derivative thereof;R.sup.3 is --H, alkyl or alkenyl;X is --OH or a group containing an acrylate or methacrylate functional group;provided that when X is --OH, n is at least 1/2(n+m);and provided that when m=0, n=4, a=0 and R.sup.3 is alkyl or allyl, R.sup.2 is not alkoxy having 4 or more carbon atoms in the alkyl group;and provided that when m=0, n=4, a=0 and R.sup.3 is t-butyl, R.sup.2 is not methoxy or ethoxy;or of the formula V ##STR2## wherein R.sup.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: July 21, 1992
    Inventors: Stephen J. Harris, Michael A. McKervey, Gyula Svehla, Dermot Diamond
  • Patent number: 5120459
    Abstract: Perfluorinated polyethers having the formulaR.sub.f O--(CF.sub.2 CF.sub.2 O).sub.n --R'.sub.fwherein n is an integer of 1-11 and each of R.sub.f and R'.sub.f is a perfluorinated C.sub.1 -C.sub.5 -alkyl radical, dimers of such polyethers and carbon to carbon intramolecularly coupled cyclic derivatives of such polyethers are produced by direct fluorination of the polyethers in an inert solvent. Compositions of the perfluorinated polyethers and their derivatives are useful as functional fluids.
    Type: Grant
    Filed: March 23, 1990
    Date of Patent: June 9, 1992
    Assignee: Monsanto Company
    Inventors: Dennis J. Kalota, John S. McConaghy, Jr., Paul W. Foerst, Paul H. Liu, Frank R. Feher, Jr.
  • Patent number: 5110821
    Abstract: Compounds of the formula ##STR1## wherein: Y is an alkylene bridge of 3-9 carbon atoms;R' is lower-alkyl or hydroxy-lower-alkyl or 1-5 carbon atoms;R.sub.1 and R.sub.2 are hydrogen, halogen, lower-alkyl, lower-alkoxy, nitro, lower-alkoxycarbonyl or trifluoromethyl; andR.sub.8 is hydrogen or lower-alkyl of 1-5 carbon atoms, with the proviso that when R.sub.8 is hydrogen R' is hydroxy-lower-alkyl,are useful as antiviral agents, particularly against picornaviruses, including numerous strains of rhinovirus.
    Type: Grant
    Filed: June 7, 1990
    Date of Patent: May 5, 1992
    Assignee: Sterling Drug Inc.
    Inventor: Guy D. Diana
  • Patent number: 5089492
    Abstract: Acylamino carboxylic acid derivatives corresponding to the formula I ##STR1## in which the groups R.sup.1, R.sup.2, R.sup.3, Z.sup.1 and Z.sup.2 represent functional groups specified in the claims. The acylamino carboxylic acid derivatives have valuable pharmacological properties which, in particular, favorably influence nitrogen metabolism. The compounds are useful as active ingredients in pharmaceutical and/or dietetic compositions for treatment or prevention of nitrogen metabolism disturbances in large mammals caused, for example, by liver or kidney damage.
    Type: Grant
    Filed: May 24, 1990
    Date of Patent: February 18, 1992
    Assignees: Kali-Chemie AG, Pfrimmer Kabi GmbH & Co. KG
    Inventors: Klaus Gerling, Henning Heinemanmn, Andreas Meier, Klaus Langer
  • Patent number: 5084440
    Abstract: Novel odorants, namely acetals and ketals of alkyl-substituted oxo-tetralins and oxo-indanes, are described.
    Type: Grant
    Filed: January 24, 1990
    Date of Patent: January 28, 1992
    Assignee: Givaudan Corporation
    Inventors: Josianne Baudin, Alain-Pierre Bonenfant, Hans U. Gonzenbach
  • Patent number: 5030654
    Abstract: A series of novel spiro-substituted glutaramide derivatives have been prepared, including the pharmaceutically acceptable salts thereof and bioprecursors therefor, wherein the spiro-substituent completes a 5- or 6-membered carbocycyclic ring and is located at the carbon atom adjacent to the carbamoyl group. These particular compounds are inhibitors of the neutral endopeptidase E.C.3.4.24.11 enzyme and are therefore useful in therapy as diuretic agents for the treatment of hypertension, heart failure, renal insufficiency and other disorders. Methods for preparing these compounds from known starting materials are provided.
    Type: Grant
    Filed: May 19, 1989
    Date of Patent: July 9, 1991
    Assignee: Pfizer Inc.
    Inventors: Ian T. Barnish, John C. Danilewicz, Keith James, Gillian M. R. Samuels, Nicholas K. Terrett, Michael T. Williams, Martin J. Wythes
  • Patent number: 5004843
    Abstract: Process for preparing predominantly Z-substituted allylic alcohols of the formula: ##STR1## wherein R.sup.1 is a straight or branched C.sub.1 -C.sub.25 alkyl group optionally bearing at least one substituent and/or at least one unsaturated linkage and R.sup.2 is a hydrogen atom or a methyl group, which comprises reacting a vinyl epoxide of the formula: ##STR2## wherein R.sup.2 is as defined above with an organolithium compound of the formula above. More particularly, there is disclosed a process for R.sup.1 --Li wherein R.sup.1 is as defined above; particularly, process for preparing .alpha.-santalol of the formula: ##STR3## which comprises reacting 3-methyl-3,4-epoxybutene-1 with lithiomethyl-2,3-dimethyltricyclo[2.2.1.0.sup.2,6 ]heptane.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: April 2, 1991
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Mitsuhisa Tamura, Gohu Suzukamo, Ken-ichi Hirose
  • Patent number: 5003089
    Abstract: Cyclic 6-membered to 8-membered 1,2-vinylenedioxy compounds of the general formula I ##STR1## where A is ##STR2## R.sup.1 to R.sup.7 independently of one another are each hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.2 -C.sub.16 -alkoxyalkyl, C.sub.2 -C.sub.8 -alkenyl, C.sub.2 -C.sub.8 -alkynyl, C.sub.5 -C.sub.8 -cycloalkyl, aryl, C.sub.7 -C.sub.10 -alkylphenyl, C.sub.7 -C.sub.10 -phenalkyl, C.sub.8 -C.sub.10 -phenalkenyl or a heterocyclic structure, or R.sup.2 and R.sup.3, R.sup.2 and R.sup.4, R.sup.3 and R.sup.4, R.sup.2 and R.sup.6, R.sup.3 and R.sup.6, R.sup.4 and R.sup.5 or R.sup.6 and R.sup.7 together form a cycloaliphatic or heterocyclic ring, and R.sup.1 to R.sup.7 may furthermore carry substituents which are inert under the reaction conditions, and n is 0 or 1, are prepared by a process in which a cyclic 2-oxymethyl-1,3-dioxa compound or one of its derivatives of the general formula II ##STR3## where R.sup.1 to R.sup.7, A and n have the abovementioned meanings, and R.sup.8 is hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: July 13, 1989
    Date of Patent: March 26, 1991
    Assignee: Basf Aktiengesellschaft
    Inventors: Franz Merger, Juergen Frank, Wolfgang Hoelderich, Toni Dockner, Manfred Sauerwald
  • Patent number: 4988827
    Abstract: Ether-substituted isonitriles, Tc99m complexes thereof, and processes for myocardial tissue radioimaging using the Tc99m complexes.
    Type: Grant
    Filed: June 1, 1987
    Date of Patent: January 29, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Paul L. Bergstein, Vinayakam Subramanyam
  • Patent number: 4971981
    Abstract: Novel substituted 1,3-dioxolan and 1,4-dioxan derivatives of formula I ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 each independently of the others represents hydrogen or C.sub.1 -C.sub.4 -alkyl or, if n=1,R.sub.2 and R.sub.4 together represent one of the radicals ##STR2## R.sub.7 represents hydrogen, halogen, methyl, ethyl, C.sub.1 -C.sub.2 -alkyl substituted by 1 to 5 halogen atoms, methoxy, ethoxy or C.sub.1 -C.sub.2 -alkoxy substituted by 1 to 5 halogen atoms;R.sub.8 represents a halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkyl substituted by 1 to 7 halogen atoms, C.sub.1 -C.sub.3 -alkoxy, C.sub.1 -C.sub.3 -alkoxy substituted by 1 to 7 halogen atoms, or cyano;U represents a grouping --CH.dbd. or --N.dbd.;X represents --O--, --S-- or --N(R.sub.9)--;Y represents --O--, --S--, --S(O)--, --S(O.sub.2)--, --CH.sub.2 --, --CO-- or --N(R.sub.9)--, whereinR.sub.9 represents hydrogen, C.sub.1 -C.sub.
    Type: Grant
    Filed: January 19, 1988
    Date of Patent: November 20, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Friedrich Karrer
  • Patent number: 4962207
    Abstract: The present application discloses novel potassium salts of particular tellurium and selenium compounds which are useful for the stimulation of the production of cytokines.
    Type: Grant
    Filed: October 9, 1987
    Date of Patent: October 9, 1990
    Assignee: Bar-Ilan University
    Inventors: Michael Albeck, Benjamin Sredni
  • Patent number: 4929739
    Abstract: A novel complex of a class of tellurium and selenium compounds is disclosed, which is based on a complexing agent and the particular compound to be complexed.
    Type: Grant
    Filed: March 24, 1988
    Date of Patent: May 29, 1990
    Assignee: Bar-Ilan University
    Inventors: Benjamin Sredni, Leo Pavliv, Michael Albeck
  • Patent number: 4902818
    Abstract: The manufacture of optically active bifunctional compounds of the general formula ##STR1## wherein R represents protected hydroxymethyl, protected formyl or alkoxycarbonyl and R.sup.1 represents a group of the formula ##STR2## in which R.sup.2 and R.sup.3 represents lower alkyl or cycloalkyl or R.sup.2 and R.sup.3 together with the nitrogen atom represent a heterocyclic ring, by isomerizing compounds of the general formula ##STR3## wherein R, R.sup.2 and R.sup.3 have the above significance and R.sup.3 can additionally signify hydrogen, is described.The compounds of formula I are potential intermediates in the manufacture of, interalia, natural vitamin E and natural vitamin K.sub.1.
    Type: Grant
    Filed: October 5, 1988
    Date of Patent: February 20, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Hans-Jurgen Hansen, Rudolf Schmid, Max Schmid
  • Patent number: 4883888
    Abstract: Oxa-fenchols and oxa-fenchyl amines are disclosed which are useful in the preparation of high intensity sweeteners. These sweeteners can be used to sweeten a variety of foods, beverages and other oral products. The oxa-fenchols also have a pine-like fragrance which makes them potentially useful as a perfume ingredient.
    Type: Grant
    Filed: July 13, 1984
    Date of Patent: November 28, 1989
    Assignee: The Procter & Gamble Company
    Inventor: John M. Gardlik
  • Patent number: 4877891
    Abstract: 1,1-dialkoxy- or 1,1-(.alpha.,.omega.-methylenedioxy)-non-2-yn-9-ol and their OH-protected derivatives of the general formula I ##STR1## where R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.6 -alkyl or together form an alkylene chain of 2 to 5 carbon atoms and X is hydrogen or a protective group which can be eliminated, their preparation and their use as intermediates.
    Type: Grant
    Filed: August 5, 1988
    Date of Patent: October 31, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Becker, Walter Seufert, Ernst Buschmann, Christiane Bruchner
  • Patent number: 4876368
    Abstract: A process is provided for the production of a monohydroxy monocyclic acetal, e.g., trimethylolpropane cyclic formal, of a trihydroxy alcohol, e.g., trimethylolpropane, and an aldehyde, e.g., formaldehyde, by subjecting a "heavier condensation product" of the trihydroxy alcohol and the aldehyde than the desired cyclic acetal, i.e., one having a higher molecular weight and boiling point, to acetal formation conditions. In a preferred embodiment, the product of reaction of the trihydroxy alcohol and aldehyde is treated to remove the desired monohydroxy monocyclic acetal product and at least part of the remainder comprising the heavier condensation product is recycled to the reaction together with a flesh supply of trihydroxy alcohol and aldehyde. The monohydroxy monocyclic acetal product may be further reacted to obtain a desired ester, e.g. trimethylolpropane cyclic formal acrylate, such as by transesterifying the acetal with a low boiling ester of the esterifying acid, e.g.
    Type: Grant
    Filed: May 24, 1988
    Date of Patent: October 24, 1989
    Assignee: Hoechst Celanese Corporation
    Inventors: Jerry A. Broussard, Wayne C. Fuqua, James H. George
  • Patent number: 4876370
    Abstract: 1,3,5-Nonatriene derivatives of formula: ##STR1## in which R.sub.1 and R.sub.2, together with the carbon atom to which they are linked, form a carbonyl group, or each of R.sub.1 and R.sub.2 denotes alkoxy or R.sub.1 and R.sub.2 together form an alkylenedioxy radical, which may be made by reaction of a butadiene derivative of formula: ##STR2## in which R is alkyl or phenyl, with a butanal ketoacetal of 10 formula: ##STR3## followed by reaction of the product with a halomethyltriphenylphosphonium halide, are useful intermediates e.g. for the production of phytol.
    Type: Grant
    Filed: September 19, 1988
    Date of Patent: October 24, 1989
    Assignee: Rhone-Poulenc Sante
    Inventors: Lucette Duhamel, Pierre Duhamel
  • Patent number: 4868318
    Abstract: The present invention relates to novel perfluoro chemicals (PFC), particularly perfluorocyclic ethers and polyfluorinated compounds containing a few chlorine atoms and to a method for the preparation thereof.
    Type: Grant
    Filed: March 9, 1987
    Date of Patent: September 19, 1989
    Assignee: The Green Cross Corporation
    Inventors: Kirby V. Scherer, Jr., Taizo Ono, Kouichi Yamanouchi, Kazumasa Yokoyama
  • Patent number: 4857539
    Abstract: Compounds of the formula ##STR1## wherein: Y is an alkylene bridge of 3-9 carbon atoms;Z is N or HC;R is hydrogen or lower-alkyl of 1-5 carbon atoms, with the proviso that when Z is N, R is lower-alkyl;R.sub.1 and R.sub.2 are hydrogen, halogen, lower-alkyl, lower-alkoxy, nitro, lower-alkoxycarbonyl or trifluoromethyl; andHet is selected from specified heterocyclic groups,are useful and antiviral agents, particularly against picornaviruses, including numerous strains of rhinovirus.
    Type: Grant
    Filed: June 16, 1987
    Date of Patent: August 15, 1989
    Assignee: Sterling Drug Inc.
    Inventors: Guy D. Diana, Philip M. Carabateas
  • Patent number: 4851550
    Abstract: The process according to the invention is particularly suitable for the preparation of aliphatic spiroorthocarbonates. For the preparation of aliphatic spiroorthocarbonates of the formula ##STR1## in which dichloromethane derivatives of the formula(R.sup.5 O).sub.2 CCl.sub.2 (II)are reacted with aliphatic diols of the formulaHO--B--OH (V)in the presence of stoichiometric amounts of H-containing bases, which contain the nitrogen as part of an aromatic system.
    Type: Grant
    Filed: September 21, 1987
    Date of Patent: July 25, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Mues, Hans-Josef Buysch
  • Patent number: 4845249
    Abstract: The new compound ##STR1## is prepared and converted to the new acetal ##STR2## which is reacted with an alkali phenolate or alkaline earth metal phenolate in the presence of copper or a copper compound as a catalyst and in the presence of a diluent at a temperature between about 100.degree. and 200.degree. C. to produce the new acetal ##STR3## which can be hydrolyzed to the corresponding aldehyde which is a known intermediate for pyrethroid-like insecticides.
    Type: Grant
    Filed: March 2, 1988
    Date of Patent: July 4, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Fuchs, Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel, Erich Klauke
  • Patent number: 4837357
    Abstract: 2,2-Disubstituted 3-chloropropionic esters I ##STR1## where R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -oxaalkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -oxaalkenyl, aryl or C.sub.7 -C.sub.12 -aralkyl or R.sup.1 -C-R.sup.2 is 5-, 6- or 7-membered ring, R.sup.3 is C.sub.2 -C.sub.6 -oxaalkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -oxaalkenyl or C.sub.7 -C.sub.12 -aralkyl, are prepared by converting 2,2-disubstituted 3-hydroxypropanals II ##STR2## into the esterdiol III ##STR3## reacting this esterdiol III in the presence of a transesterification catalyst with an alcohol R.sup.3 OH to give the 3-hydroxyester IV ##STR4## reacting the hydroxyester IV with a stoichiometric or greater than stoichiometric amount of the thionyl chloride and thermally decomposing the product to give the chloropropionic ester I.
    Type: Grant
    Filed: October 21, 1987
    Date of Patent: June 6, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Peter Hettinger
  • Patent number: 4833258
    Abstract: Novel intermediates and a novel process for their preparation, where said intermediates are useful in the preparation of 6-hydroxymethyl and related oxidation derivatives of mevinolin and analogs thereof, are disclosed.
    Type: Grant
    Filed: February 17, 1987
    Date of Patent: May 23, 1989
    Assignee: Merck & Co., Inc.
    Inventors: Robert L. Smith, Ta Jyh Lee
  • Patent number: 4827002
    Abstract: There are prepared compounds of general formula: ##STR1## wherein: R.sub.1 =H, or alkyl or acyl containing from 1 to 10 carbon atoms, R.sub.2, R.sub.3, like or unlike each other, may be H, or an alkyl containing from 1 to 10 carbon atoms and where R.sub.1 and R.sub.2 may form, together, an alkylene group containing from 2 to 10 carbon atoms, and optionally including up to 2 oxygen atoms in the chain, by means of addition reaction induced by radicalic starters of 1,2-dichlorodifluoroethylene to alcohols, ethers or esters of general formula: ##STR2## wherein: R.sub.1, R.sub.2, R.sub.3 are defined as above.
    Type: Grant
    Filed: May 31, 1985
    Date of Patent: May 2, 1989
    Assignee: Montefluos S.P.A.
    Inventors: Alberto Fontana, Silvana Modena, Giovanni Moggi
  • Patent number: 4827003
    Abstract: The invention relates to compounds of formula: ##STR1## in which m, n, p and q are equal to 0 or 1, p being different from q and the sum m+n+p+q being equal to 2, A denotes a nonionic chain arrangement chosen from the groups:--C.sub.2 H.sub.4 O--.sub.rand/or--C.sub.3 H.sub.5 (OH)O--.sub.s,in whichr denotes a number which can assume all integral values between 0 and 5 or a statistical average value between 0 and 20,s denotes a number which can assume all integral values between 0 and 5 or a statistical average value between 0 and 10,u is equal to 0 to 1, with the restriction that when u=0, s and r are also zero,R denotes(i) a linear or branched hydrocarbon radical which has 1 to 32 carbon atoms and can contain one or more oxygen atoms in the chain or bear one or more OH groups or(ii) a (C.sub.8 -C.sub.18 alkyl)phenyl radical.These compounds can be used for preparing stable chemical compounds, for conveying active substances or for forming vesicles.
    Type: Grant
    Filed: June 13, 1986
    Date of Patent: May 2, 1989
    Assignee: L'Oreal
    Inventors: Guy Vanlerberghe, Alexandre Zysman, Henri Sebag
  • Patent number: 4795811
    Abstract: A process for converting 6-carboxy to 6-hydroxymethyl mevinolin analogs and novel intermediates formed in this process are disclosed.
    Type: Grant
    Filed: June 22, 1987
    Date of Patent: January 3, 1989
    Assignee: Merck & Co., Inc.
    Inventors: Samuel L. Graham, Thomas H. Scholz
  • Patent number: 4792606
    Abstract: A process for the preparation of a dimeric aromatic acyl cyanide of the formula ##STR1## in which Ar is optionally substituted phenyl, naphthyl or hetaryl,comprising reaction an acyl halide of the formulaAr--CO--Halin whichHal is fluorine, chlorine or bromine, with an alkali metal cyanide in a two-phase system comprising water and a water-immiscible or only sparingly water-miscible aliphatic ketone, and in the presence of a phase-transfer catalyst. The products are known intermediates for pesticides.
    Type: Grant
    Filed: July 16, 1987
    Date of Patent: December 20, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Hermann-Dieter Krall
  • Patent number: 4782013
    Abstract: This invention is directed to a photographic element containing a radiation-sensitive silver halide emulsion layer and a macrocyclic thia or selena ether compound which also comprises oxygen atoms. These macrocyclic compounds are improved silver halide ripening agents.
    Type: Grant
    Filed: July 23, 1987
    Date of Patent: November 1, 1988
    Assignee: Eastman Kodak Company
    Inventors: Arthur H. Herz, Roger L. Klaus
  • Patent number: 4767863
    Abstract: New and more efficient chemical processes are provided for preparing (.alpha.S, 5S)-.alpha.-amino-3-chloro-2-isoxazoline-5-acetic acid (AT-125), (.alpha.S, 5S)-.alpha.-amino-3-bromo-2-isoxazoline-5-acetic acid (bromo AT-125) and the C-5 epimers thereof. The disclosed processes allow the above-mentioned antitumor agents to be produced in high yield and purity with substantially fewer steps than prior art chemical procedures.
    Type: Grant
    Filed: June 25, 1987
    Date of Patent: August 30, 1988
    Assignee: Bristol-Myers Company
    Inventors: Dolatrai M. Vyas, Terrence W. Doyle, Yulin Chiang
  • Patent number: 4761490
    Abstract: Certain tellurium compounds have been found to have the ability to stimulate the in vivo and in vitro production of cytokines and their receptors. These compounds may be utilized in the treatment of certain tumors, autoimmune diseases, immune diseases and infectious diseases.
    Type: Grant
    Filed: September 30, 1985
    Date of Patent: August 2, 1988
    Assignee: Bar-Ilan University
    Inventors: Michael Albeck, Benjamin Sredni
  • Patent number: 4761496
    Abstract: An alkylene or dialkyl ketal of the formula ##STR1## wherein R.sup.3 is halo, carboxy or (C.sub.1 -C.sub.12)alkyl, alkoxy, acyl, acyloxy, carbalkoxy or alkylthio.R.sup.1 is (C.sub.1 -C.sub.12)alkyl, (C.sub.6 -C.sub.20)aryl or (C.sub.7 -C.sub.21)alkylaryl or aralkyl; andR.sup.2 is (C.sub.1 -C.sub.12)alkyl or the two R.sup.2 taken together are (C.sub.2 -C.sub.12)alkylene.An alpha-enol ether of the formula ##STR2## wherein R.sup.1 and R.sup.3 are as defined above and R.sup.2 is (C.sub.1 -C.sub.12)alkyl.
    Type: Grant
    Filed: October 13, 1987
    Date of Patent: August 2, 1988
    Assignee: Eastman Kodak Company
    Inventors: Joseph R. Zoeller, Charles E. Sumner, Jr.
  • Patent number: 4761489
    Abstract: Substituted 5-formyl-1,3-dioxepans of the general formula I ##STR1## where R.sup.1 is a straight-chain or branched alkyl radical of 1 to 10 carbon atoms which may furthermore contain oxygen in the form of an ether group, or a 5-membered to 8-membered ring which is unsubstituted or substituted by alkyl groups and/or an alkylene group, has up to 10 carbon atoms and may furthermore contain oxygen in the form of an ether group, R.sup.2 is hydrogen, or R.sup.1 and R.sup.2 together form an alkylene radical of 4 to 10 carbon atoms which is unsubstituted or substituted by alkyl or alkoxy and may furthermore contain oxygen in the form of an ether group, and R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are each hydrogen or methyl, and the total number of carbon atoms is not more than 25, their preparation and their use as scents.
    Type: Grant
    Filed: October 30, 1986
    Date of Patent: August 2, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Gramltch, Hardo Siegel, Dieter Jahn
  • Patent number: 4755625
    Abstract: 1,1,2-trialkoxyethanes I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each C.sub.1 -C.sub.8 -alkyl and R.sup.1 and R.sup.2 may furthermore be bonded to one another to form a 5-membered to 7-membered ring, are prepared by reacting a formaldehyde dialkyl acetal II with carbon monoxide and hydrogen, from 0.5 to 1.5 moles of hydrogen being used per mole of carbon monoxide, and with not less than 1 mole of alcohol R.sup.3 OH per mole of formaldehyde dialkyl acetal under superatmospheric pressure and at elevated temperatures in the presence of a catalyst which is formed from a cobalt carbonyl compound and a trivalent organic compound of the formula III ##STR2## where A is phosphorus, arsenic, antimony or bismuth and R.sup.4, R.sup.5 and R.sup.6 are each an organic radical.
    Type: Grant
    Filed: July 16, 1987
    Date of Patent: July 5, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Robert Maerkl, Werner Bertleff, Rudolf Kummer
  • Patent number: 4749800
    Abstract: Polysaccharide esters containing aldehyde and acetal groups having the structural formulas ##STR1## are prepared by reacting a polysaccharide, such as a starch, gum, or cellulose, with an acetal-containing reagent which contains a functional group reactive with the hydroxyl groups of the polysaccharide; Z is a multivalent organic group: A and A' are independently a lower alkyl or together form at least a 5-membered cyclic acetal; x is at least 1; and y is at least 1. When x is >1 the esters are crosslinked. Typical reagents for introducing the acetal group include 3,3-diethoxypropionyl guanidine (itself a novel compound) and 4-(methylaminoacetaldehyde dimethyl acetal)-4-oxo-butanoic acid). The derivatives are useful in conventional applications such as coatings, adhesives, paper additives and foodstuffs.
    Type: Grant
    Filed: August 17, 1987
    Date of Patent: June 7, 1988
    Assignee: National Starch and Chemical Corporation
    Inventors: Patrick G. Jobe, Diane J. Lamb, Gary T. Martino
  • Patent number: 4748257
    Abstract: The new compound ##STR1## is prepared and converted to the new acetal ##STR2## which is reacted with an alkali phenolate or alkaline earth metal phenolate in the presence of copper or a copper compound as a catalyst and in the presence of a diluent at a temperature between about 100.degree. and 200.degree. C. to produce the new acetal ##STR3## which can be hydrolyzed to the corresponding aldehyde which is a known intermediate for pyrethroid-like insecticides.
    Type: Grant
    Filed: July 21, 1986
    Date of Patent: May 31, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Fuchs, Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel, Erich Klauke
  • Patent number: 4739081
    Abstract: The invention relates to new crown ether derivatives of the general Formula I ##STR1## and a process for the preparation thereof wherein Z.sup.1 is a group of the general Formula ##STR2## R.sub.a and R.sub.b may be the same or different and R.sub.a represents an alkyl group having 1-4 carbon atoms and R.sub.b is an alkyl group having 1-20 carbon atoms.The new crown ethers are useful in the preparation of ion-selective electrodes having a long lifetime.
    Type: Grant
    Filed: November 1, 1984
    Date of Patent: April 19, 1988
    Assignee: Magyar Tudomanyos Akademia
    Inventors: Laszlo Toke, Bela gai, Istvan Bitter, Erno Pungor, Klara Szepesvary nee Toth, Erno Lindner, Maria Forro nee Horvath, Jeno Havas
  • Patent number: 4724099
    Abstract: A boron-containing heterocyclic compound prepared by reacting a primary amine or ammonia with an alkylene oxide or epoxide and then reacting concurrently or subsequently this reaction intermediate with a boric acid. This boron-containing heterocyclic compound may further be reacted with a metal, metaloid or other metal compound and even further contain sulfur, such as a sulfide group.The boron-containing heterocyclic compound provides extreme pressure anti-wear properties when provided in a lubricating composition. The lubricating composition may also comprise anti-oxidants, copper corrosion inhibitors, and lead corrosion inhibitors. The anti-wear properties of a lubricating composition can be enhanced using the borates of the present invention in conjunction with a copper compound.The boron-containing heterocyclic compound may be used in automatic transmission fluids alone, further reacted with an ester of a polyhydric alcohol or mixed with said ester.Automatic transmission fluid compositions are provided.
    Type: Grant
    Filed: July 11, 1986
    Date of Patent: February 9, 1988
    Assignee: Union Oil Company of California
    Inventors: Richard A. Holstedt, Michael C. Croudace
  • Patent number: 4719227
    Abstract: Iodopropargyl ethers of the formula ##STR1## wherein A represents oxygen or a methylene group,R.sup.1 denotes hydrogen or lower alkyl,R.sup.2 and R.sup.3 are identical or different and represent hydrogen, lower alkyl, alkenyl or unsubstituted or halogen-substituted phenyl, or R.sup.2 and R.sup.3 together form a carbocyclic ring with 4 to 7 C atoms,L and m represent 0, 1 or 2,k denotes 0 or 1 andn denotes an integer from 0 to 4, with the proviso that if 1 is 0, n represents 1, 2, 3 or 4,can be prepared by reaction of the corresponding propargyl ethers with iodinating agents. The iodopropargyl ethers are active compounds in microbicidal agents.
    Type: Grant
    Filed: February 27, 1986
    Date of Patent: January 12, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerold Schade, Wilfried Paulus, Hans-Georg Schmitt
  • Patent number: 4707182
    Abstract: The oxime ethers of the formula I below are able to act as antidotes or safeners to protect cultivated plants from the phytotoxic effects of herbicides. Such cultivated plants are preferably sorghum, cereals, maize and rice, and herbicides are principally chloroacetanilides and thiocarbamates. The oxime ethers have the formula I ##STR1## wherein n is 1 or 2, each of R.sub.1 and R.sub.2 is hydrogen or C.sub.1 -C.sub.4 alkyl each of R.sub.3 and R.sub.4 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 haloalkylsulfinyl, C.sub.1 -C.sub.4 haloalkylsulfonyl or nitro; each of R.sub.5 and R.sub.6 independently of the other is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.8 alkoxyalkyl, C.sub.3 -C.sub.4 alkenyl, C.sub.3 -C.sub.
    Type: Grant
    Filed: May 13, 1985
    Date of Patent: November 17, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Henry Martin, Urs Fricker
  • Patent number: 4703129
    Abstract: The invention relates to a process for the continuous preparation of trioxane, optionally together with cyclic formals, from an aqueous formaldehyde solution in the presence of acidic solid-bed catalysts, the reaction taking place without simultaneous evaporation.The process according to the invention can be carried out even at high formaldehyde concentrations without appreciable paraformaldehyde deposits.
    Type: Grant
    Filed: December 13, 1985
    Date of Patent: October 27, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Karl-Friedrich Muck, Karlheinz Burg
  • Patent number: 4692538
    Abstract: New and more efficient chemical processes are provided for preparing (.alpha.S, 5S)-.alpha.-amino-3-chloro-2-isoxazoline-5-acetic acid (AT-125), (.alpha.S, 5S)-.alpha.-amino-3-bromo-2-isoxazoline-5-acetic acid (bromo AT-125) and the C-5 epimers thereof. The disclosed processes allow the above-mentioned antitumor agents to be produced in high yield and purity with substantially fewer steps than prior art chemical procedures.
    Type: Grant
    Filed: May 28, 1985
    Date of Patent: September 8, 1987
    Assignee: Bristol-Myers Company
    Inventors: Dolatrai M. Vyas, Terrence W. Doyle, Yulin Chiang
  • Patent number: 4681692
    Abstract: Zwitterionic (internal) imidazoline acid phosphates provide effective friction reducing and anti-wear characteristics for lubricant compositions when incorporated therein.
    Type: Grant
    Filed: July 1, 1985
    Date of Patent: July 21, 1987
    Assignee: Mobil Oil Corporation
    Inventor: Andrew G. Horodysky
  • Patent number: 4671816
    Abstract: Acetylene compounds of the formula ##STR1## where R.sup.1, R.sup.2 and X have the meanings given in the description, a process for their preparation and their use for regulating plant growth.
    Type: Grant
    Filed: August 23, 1985
    Date of Patent: June 9, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Jens-Uwe Bliesener, Manfred Baumann, Werner Hoffmann, Hubert Sauter, Johann Jung
  • Patent number: 4654073
    Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where A is tetrahydropyran-4-yl, 3-methyltetrahydropyran-4-yl, 1,4-dioxanyl, 5,5-dimethyl-1,3-dioxan-2-yl, 2,5-dimethyl-1,4-dioxan-3-yl, 2,6-dimethyl-1,4-dioxan-3-yl, 2-methyl-1,3-dithiolan-2-yl, 2,6-dimethyltetrahydrothiopyran-3-yl, 2-methyl-1,3-dithian-2-yl or unsubstituted or substituted 1,3-dioxepan-5-yl, R.sup.1 is hydrogen or methoxycarbonyl, R.sup.2 is alkyl and R.sup.3 is alkyl, alkenyl, haloalkenyl or propargyl, are used for controlling undesirable plant growth of grass species, especially in broadleaved crops and monocotyledon crops which do not belong to the grass family.
    Type: Grant
    Filed: October 31, 1984
    Date of Patent: March 31, 1987
    Assignee: Basf Aktiengesellschaft
    Inventors: Dieter Jahn, Rainer Becker, Michael Keil, Winfried Richarz, Hardo Siegel, Wolfgang Spiegler, Bruno Wuerzer
  • Patent number: 4624696
    Abstract: Cyclohexenone derivatives of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the meanings stated in the description, herbicides which contain these compounds and a method for controlling undesirable plant growth.
    Type: Grant
    Filed: October 9, 1985
    Date of Patent: November 25, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Keil, Rainer Becker, Dieter Jahn, Dieter Kolassa, Ulrich Schirmer, Wolfgang Will, Bruno Wuerzer, Norbert Meyer
  • Patent number: 4594446
    Abstract: The invention relates to new antimicrobially active 3-cephem compounds, processes for preparing such compounds, new intermediate compounds comprising alkoxyimino dioxy butyric acid derivatives useful in said processes, and processes for preparation of said intermediates.
    Type: Grant
    Filed: January 14, 1985
    Date of Patent: June 10, 1986
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Ikuo Ueda, Takao Takaya, Masakazu Kobayashi, Takashi Masugi, Hisashi Takasugi, Hiromu Kochi, Tadashi Kitaguchi
  • Patent number: 4593110
    Abstract: One mole of 2,2,3,3,4,4-hexafluoropentane-1,5-diol is reacted with one mole f formaldehyde in the presence of an excess of trifluoromethanesulfonic acid to produce 1,3-dioxa-5,5,6,6,7,7-hexafluorocyclooctane.
    Type: Grant
    Filed: July 8, 1985
    Date of Patent: June 3, 1986
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Judah M. Goldwasser, Horst G. Adolph, Cynthia L. Ebner