Additional Chalcogen Attached Directly Or Indirectly To The Diazine Ring By Nonionic Bonding Patents (Class 544/302)
  • Patent number: 5387575
    Abstract: Disclosed are a pyrimidine or triazine compound represented by the following formula (I): ##STR1## wherein R.sup.1 represents cyano group, a halogen atom, hydroxy group or --O--R.sup.7 where R.sup.7 represents a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a halo-lower alkyl group or a cyano-lower alkyl group; R.sup.2 represents hydrogen atom or a lower alkyl group; R.sup.3 represents hydrogen atom or a lower alkyl group; R.sup.4 represents a 1-imidazolyl group, --NHSO.sub.2 --R.sup.8 where R.sup.8 represents a lower alkyl group or a phenyl group which may have a substituent, hydroxy group, a lower alkoxy group or a benzyloxy group when Z is nitrogen atom; or a 1-imidazolyl group, --NHSO.sub.2 --R.sup.8 where R.sup.
    Type: Grant
    Filed: June 5, 1992
    Date of Patent: February 7, 1995
    Assignee: Ube Industries, Ltd.
    Inventors: Katsumasa Harada, Takaaki Abe, Yuji Akiyoshi, Akio Matsushita, Mikio Kojima, Ikuo Shiraishi, Kaoru Yamamoto, Takashi Hayama, Shohei Fukuda
  • Patent number: 5370821
    Abstract: The invention relates to optically active compounds represented by the general formula ##STR1## wherein R.sub.1, R.sub.2, Q.sub.1, Q.sub.2, Q.sub.3, ##STR2## and M are defined as in the specification, methods and intermediates for their preparation, liquid crystal compositions comprising at least one optically active compound of formula I and their use in electrooptical display, switching and modulation devices.
    Type: Grant
    Filed: January 11, 1993
    Date of Patent: December 6, 1994
    Assignees: Takeda Chemical Industries, Ltd., Hitachi, Ltd.
    Inventors: Koichi Matsumura, Mitsuru Kawada, Yoshitaka Uesugi, Yuka Sudo, Katsumi Kondo, Teruo Kitamura
  • Patent number: 5371062
    Abstract: The present invention relates to new substituted azines, of the general formula (I) ##STR1## in which n, Q.sup.1, Q.sup.2, Q.sup.3, R.sup.1, R.sup.2, R.sup.3, X, Y and Z have the meanings given in the description, to a plurality of processes for their preparation, and to their use as herbicides.
    Type: Grant
    Filed: April 1, 1993
    Date of Patent: December 6, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andreee, Mark W. Drewes, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5346880
    Abstract: This invention relates to novel pyrimidinylthioalkane derivatives of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are defined in the specification and A represents hydroxy, and B represents hydrogen or A and B together form a carbonyl group, a process for their production and a method of using said derivatives to combat unwanted plant growth.
    Type: Grant
    Filed: April 6, 1993
    Date of Patent: September 13, 1994
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Toshio Goto, Yoshinori Kitagawa, Hidenori Hayakawa, Katsuhiko Shibuya, Ryo Watanabe
  • Patent number: 5342958
    Abstract: Compounds of the formula ##STR1## wherein A is a hydrogen atoms, a halogen atom, a methyl group, or a methoxy group;B is a hydrogen atom, a halogen atom, a methyl group, or a methoxy group, with the proviso that A and B ar not both a hydrogen atom;X and Y each are an oxygen atom or a sulfur atom;R is a hydrogen atom, an alkyl group, a hydroxy group, an alkoxy group, an alkoxymethyl group, an acyl group, or an alkoxycarbonyl group;R.sub.1 is a hydrogen atom, an alkyl group, a halogen substituted alkyl group, an alkoxy substituted alkyl group, an alkylthio substituted alkyl group, a cyano substituted alkyl group, a 1-cycloalkenyl group, a benzyl group, a halogen substituted benzyl group, a hydroxy group, an alkoxy group, an acyl group, an alkoxycarbonyl group, an alkoxythiocarbonyl group, an alkylsulfonyl group, or a phenylsulfonyl group, while furthermore R and R.sub.1 together with the group ##STR2## indicated in the above formula may form a ring system; and R.sub.
    Type: Grant
    Filed: August 11, 1993
    Date of Patent: August 30, 1994
    Assignee: Solvay Duphar International Research B.V.
    Inventors: Kobus Wellinga, Rudolf Mulder
  • Patent number: 5318972
    Abstract: A pyrimidine nucleoside derivative and pharmaceutically acceptable salt thereof specified by the presence of ethyl group or isopropyl group at 5-position of the pyrimidine ring and the presence of a (substituted) phenylthio or a (substituted) benzyl group at 6-position of the pyrimidine ring is provided. The pyrimidine nucleoside derivative and pharmaceutically acceptable salt thereof show a markedly higher anti-retroviral activity than conventional analogous compounds and have a relatively low toxicity against the host cells, and therefore, are useful as an active ingredient of antiviral agent.
    Type: Grant
    Filed: March 28, 1991
    Date of Patent: June 7, 1994
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Tadashi Miyasaka, Hiromichi Tanaka, Erik D. A. De Clercq, Masanori Baba, Richard T. Walker, Masaru Ubasawa
  • Patent number: 5318945
    Abstract: Thiocarboxylic acid derivatives useful as herbicides or plant growth regulators are of the general formula I ##STR1## where R.sup.1 is unsubstituted or substituted alkyl, unsubstituted or substituted cycloalkyl or cycloalkenyl, unsubstituted or substituted alkenyl or alkynyl or unsubstituted or substituted phenyl;R.sup.2 is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy or alkylthio;X is nitrogen or CR.sup.6, where R.sup.6 is hydrogen or, together with R.sup.3, forms a C.sub.3 - or C.sub.4 -alkylene chain or C.sub.3 - or C.sub.4 -alkenylene chain in which a methylene group is replaced with oxygen;R.sup.3 is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy or alkylthio or R.sup.3 is bonded to R.sup.6 as stated above to give a 5-membered or 6-membered ring;R.sup.
    Type: Grant
    Filed: December 21, 1992
    Date of Patent: June 7, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Ernst Baumann, Thomas Saupe, Joachim Rheinheimer, Uwe J. Vogelbacher, Matthias Bratz, Norbert Meyer, Matthias Gerber, Karl-Otto Westphalen, Uwe Kardorff, Andreas Landis, Helmut Walter
  • Patent number: 5312922
    Abstract: Fluorogenic chelators for Eu.sup.3+ and Tb.sup.3+ are provided, they form highly fluorescent complexes with Eu.sup.3+ and Tb.sup.3+. In all cases, the fluorescence observed was lanthanide-specific, long-lived and it was monitored by microsecond time-resolved fluorometry. The fluorogenic chelators could be quantified, in the presence of excess lanthanide, at levels <10.sup.-8 mol/L. Two new fluorogenic chelators can form ternary complexes with Eu.sup.3+ and Tb.sup.3+, in the presence of EDTA. The structures of the identified chelators is such that enzyme substrates can be used for enzyme-labelled time-resolved fluorometric immunoassays. The chelator 4-methylumbelliferyl phosphate which forms fluorescent, long-lived complexes with Eu.sup.3+, can be split by alkaline phosphatase to phosphate and 4-methylumbelli-ferone which does not form fluorescent complexes with Eu.sup.3+. Highly sensitive immunoassays for thyrotropin and thyroxine in human serum are demonstrated.
    Type: Grant
    Filed: April 6, 1992
    Date of Patent: May 17, 1994
    Assignee: Nordion International Inc.
    Inventor: Eleftherios P. Diamandis
  • Patent number: 5312919
    Abstract: This invention relates to novel photooxidation products, and derivatives thereof, of Merocyanine 540, their preparation and their uses as anticancer and antiviral agents.
    Type: Grant
    Filed: June 12, 1992
    Date of Patent: May 17, 1994
    Assignee: Baylor Research Institute
    Inventors: Kirpal S. Gulliya, Burchard Franck, J. Lester Matthews, Udo Schneider
  • Patent number: 5290755
    Abstract: Salicylic acid derivatives and sulfur analogs thereof of the formula I, ##STR1## wherein the substituents are herein below defined.
    Type: Grant
    Filed: August 4, 1992
    Date of Patent: March 1, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Uwe J. Vogelbacher, Joachim Rheinheimer, Thomas Saupe, Norbert Meyer, Matthias Gerber, Karl-Otto Westphalen, Helmut Walter
  • Patent number: 5284820
    Abstract: Herbicidal substituted cycloalkenes of the formula ##STR1## in which A is a straight-chain or branched, optionally substituted alkanediyl group,X is O, S, N--R.sup.8 or CR.sup.9 R.sup.10,Y is O, S, NH or N-alkyl,Z is N or R.sup.11, andR.sup.1 to R.sup.11 represent various organic radicals.
    Type: Grant
    Filed: September 2, 1992
    Date of Patent: February 8, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Mark-Wilhelm Drewes, Peter Muller, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5276037
    Abstract: The invention concerns an aryl derivative of the formula I, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl, naphthyl or a heterocyclic moiety, and X.sup.1 is oxy, thio, sulphinyl, sulphonyl, difluoromethylene, imino, (1-4C)alkylimino or optionally substituted (1-4C)alkylene, or X.sup.1 is a group of the formula--X.sup.4 --CR.sub.2 -- or --CR.sub.2 --X.sup.4 --whereinX.sup.4 is oxy, thio, sulphinyl, sulphonyl or carbonyl and each R is hydrogen, methyl or ethyl;each of Ar.sup.2 and Ar.sup.3 is optionally substituted phenylene;X.sup.2 is oxy, thio, sulphinyl or sulphonyl;R.sup.1 is (1-4C)alkyl; andR.sup.2 and R.sup.3 together form a group of the formula --A.sup.1 --X.sup.3 --A.sup.2 -- which together with the carbon atom to which A.sup.1 and A.sup.2 are attached define a ring having 5 to 7 ring atoms, wherein each of A.sup.1 and A.sup.2 is (1-3C)alkylene and X.sup.
    Type: Grant
    Filed: April 14, 1993
    Date of Patent: January 4, 1994
    Assignees: Imperial Chemical Industries PLC, ICI Pharma
    Inventors: Robert I. Dowell, Philip N. Edwards, Keith Oldham
  • Patent number: 5270289
    Abstract: The invention relates to new substituted .alpha.-pyrimidinyloxy(thio)- and .alpha.-triazinyloxy(thio)carboxylic acid derivatives of general formula I ##STR1## in which A, R.sup.1-3, X and Y have the meanings given in the description, processes for their preparation and their use as herbicides, fungicides and plant growth regulants.
    Type: Grant
    Filed: April 1, 1992
    Date of Patent: December 14, 1993
    Assignee: Schering Aktiengesellschaft
    Inventors: Christoph Harde, Erhard Nordhoff, Anita Kruger, Gabriele Kruger, Gerhard Tarara, Peter Wegner, Nikolaus Heinrich, Clemens Kotter, Gerhard Johann, Richard Rees
  • Patent number: 5270318
    Abstract: A compounds of formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are independently hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, alkylcycloalkyl, halogen, haloalkyl, alkoxy, alkenoxy, alkoxyalkyl, haloalkoxy, alkylthio, cyano, nitro, amino, NR.sup.4 R.sup.5, hydroxy, acylamino, --CO.sub.2 R.sup.3, --O(CH.sub.2).sub.m CO.sub.2 R.sup.3, phenyl, phenoxy, benzyl or benzyloxy, the phenyl group or phenyl moiety of the benzyl group being optionally substituted in the ring; or R.sup.1 and R.sup.2 when taken together form a 5- or 6-membered ring; m is 1 or 2; R.sup.3 and R.sup.5 are hydrogen or C.sub.1-4 alkyl; R.sup.4 is C.sub.1-4 alkyl; n is 0 or 1; X is oxygen or sulphur; Y is hydrogen when n is 0; or Y is oxygen or sulphur when n is 1; are useful as nematicides.
    Type: Grant
    Filed: March 18, 1992
    Date of Patent: December 14, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventor: Michael D. Turnbull
  • Patent number: 5269965
    Abstract: The invention relates to optically active compounds represented by the general formula ##STR1## wherein R.sub.1, R.sub.2, Q.sub.1, Q.sub.2, Q.sub.3, ##STR2## and M are defined as in the specification, methods and intermediates for their preparation, liquid crystal compositions comprising at least one optically active compound of formula I and their use in electrooptical display, switching and modulation devices.
    Type: Grant
    Filed: April 15, 1993
    Date of Patent: December 14, 1993
    Assignees: Takeda Chemical Industries, Hitachi, Ltd.
    Inventors: Koichi Matsumura, Mitsuru Kawada, Yoshitaka Uesugi, Yuka Sudo, Katsumi Kondo, Teruo Kitamura
  • Patent number: 5262385
    Abstract: A compounds represented by the formula ##STR1## wherein X represents a fluorine atom,W represents an oxygen atom, sulfur atom or group --OCH.sub.2 --,Z.sup.1 and Z .sup.2 each represent a nitrogen atom or group CH, but when Z.sup.1 is a nitrogen atom, Z.sup.2 represents a nitrogen atom or group CH and when Z.sup.1 is a group CH, Z.sup.2 represents a nitrogen atom,R.sup.1 and R.sup.2 each independently represent either a hydrogen atom, halogen atom or mono- or dilower alkyl-substituted amino, or a lower alkyl, lower alkoxy or lower alkylthio each of which may be substituted with a halogen atom,R.sup.3 and R.sup.4 form together with the carbon atoms to which they bind respectively a 5- to 8-membered carbon ring.
    Type: Grant
    Filed: July 23, 1991
    Date of Patent: November 16, 1993
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Atsushi Goh, Sachio Kudo, Yorio Kumamoto, Michi Watanabe, Takako Takahashi, Takako Aoki, Norishige Toshima, Keiji Endo, Hideshi Mukaida, Shinji Kawaguchi, Rika Higurashi
  • Patent number: 5262402
    Abstract: This invention relates to a process for preparation of pyrimidinetriones. It also relates to novel N-dihydroxyphosphoryl pyrimidinetrione derivatives which may be useful as water-soluble prodrugs of certain pyrimidinetrione compounds.
    Type: Grant
    Filed: October 30, 1991
    Date of Patent: November 16, 1993
    Assignee: Sapos S.A.
    Inventors: Bernard Siegfried, Jindrich Vachta, Karel Valter, Stephane Hugentobler
  • Patent number: 5262386
    Abstract: Pyrimidinyl- and triazinyl-salicylamides of the formula I ##STR1## in which the meanings of the radicals are described in claim 1, and the salts of compounds of the formula I which have a free hydroxycarbonyl group have a herbicidal and plant-growth regulating action. They are suitable as active substances in weed killers and in compositions for positively influencing the growth of crop plants.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: November 16, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Christoph Luthy, Raymond Fisher
  • Patent number: 5250536
    Abstract: Compounds of formula (I): ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are independently hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, alkylcycloalkyl, halogen, haloalkyl, alkoxy, alkenoxy, alkoxyalkyl, haloalkoxy, alkylthio, cyano, nitro, amino, NR.sup.5 R.sup.6, hydroxy, acylamino, --CO.sub.2 R.sup.4, --O(CH.sub.2).sub.m CO.sub.2 R.sup.4, phenyl, phenoxy, benzyl or benzyloxy, the phenyl group or phenyl moiety of the benzyl group being optionally substituted in the ring; or R.sup.2 and R.sup.3 when taken together form a 5- or 6-membered ring; m is 1 or 2; R.sup.4 and R.sup.6 are hydrogen or C.sub.1-4 alkyl; R.sup.5 is C.sub.1-4 alkyl; n is 0, 1 or 2; are useful as nematicides.
    Type: Grant
    Filed: March 18, 1992
    Date of Patent: October 5, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventor: Michael D. Turnbull
  • Patent number: 5246938
    Abstract: Compounds of formula (I): ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are independently hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, alkylcycloalkyl, halogen, haloalkyl, alkoxy, alkenoxy, alkoxyalkyl, haloalkoxy, alkylthio, cyano, nitro, amino, NR.sup.5 R.sup.6, hydroxy, acylamino, --CO.sub.2 R.sup.4, --O(CH.sub.2).sub.m CO.sub.2 R.sup.4, phenyl, phenoxy, benzyl or benzyloxy, the phenyl group or phenyl moiety of the benzyl group being optionally substituted in the ring; or R.sup.2 and R.sup.3 when taken together form a 5 - or 6-membered ring; m is 1 or 2; R.sup.4 and R.sup.6 are hydrogen or C.sub.1-4 alkyl; R.sup.5 is C.sub.1-4 alkyl; n is 0, 1 or 2; provided that when n is 0, R.sup.1, R.sup.2 and R.sup.3 are not all hydrogen, or when n is 0 and R.sup.2 is hydrogen, R.sup.1 and R.sup.3 are not both methyl, or when n is 0 and R.sup.2 and R.sup.3 are both hydrogen, R.sup.1 is not methyl; are useful as nematicides.
    Type: Grant
    Filed: March 18, 1992
    Date of Patent: September 21, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Michael D. Turnbull, John Finney
  • Patent number: 5246914
    Abstract: Salicyloyl(thio)ether derivatives of the formula I, ##STR1## where is oxygen or sulfur and Z is carbon or nitrogen, and the radicals R.sup.1 to R.sup.4 and A have the meanings given in the disclosure, and processes and intermediates for preparing compounds I.
    Type: Grant
    Filed: August 7, 1992
    Date of Patent: September 21, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Uwe J. Vogelbacher, Joachim Rheinheimer, Thomas Saupe, Norbert Meyer, Matthias Gerber, Karl-Otto Westphalen, Helmut Walter
  • Patent number: 5232897
    Abstract: Herbicidal pyrimidine compound having the formula ##STR1## wherein the substitutents A, R.sup.1, R.sup.2, X, Y.sup.1, Y.sup.2, Y.sup.3 and Z are as defined herein below.
    Type: Grant
    Filed: November 2, 1992
    Date of Patent: August 3, 1993
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Mitsunori Hiratsuka, Naonori Hirata, Kazuo Saitoh, Hideyuki Shibata
  • Patent number: 5225550
    Abstract: It is possible, by using symmetrical formaldehyde acetals of the formula ##STR1## in which the substituents R.sup.1 -R.sup.3 have the specified meanings, advantageously to introduce the substituent ##STR2## into nitrogen-containing heterocyclic systems to form acyclic nucleoside analogs.
    Type: Grant
    Filed: June 25, 1991
    Date of Patent: July 6, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Gerhard Jahne
  • Patent number: 5208333
    Abstract: (2R)-1-(Aryloxy)-3-(butyryloxy)-2-propanols of the general formula (I), ##STR1## where Ar is a monocyclic or polycyclic aromatic or heteroaromatic radical, and a process for their preparation by the reaction of (2R)-glycidyl butyrate with an aromatic hydroxy compound Ar--OH in the presence of a quaternary ammonium halide.
    Type: Grant
    Filed: December 9, 1988
    Date of Patent: May 4, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Axel Paul, Wolfgang Ladner, Hardo Siegel
  • Patent number: 5201937
    Abstract: Salicylic acid derivatives of the formula I ##STR1## (R.sup.1 is succinimidoxy; unsubstituted or substituted hetaryl; OR.sup.5 where R.sup.5 is substituted or unsubstituted cycloalkyl, alkyl, alkenyl, alkynyl, phenyl or substituted methyleneamino; OR.sup.8 where R.sup.8 is hydrogen, alkali metal or alkaline earth metal cation, ammonium or organic ammonium;R.sup.2 and R.sup.3 are each C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.2 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.2 -haloalkoxy and/or C.sub.1 -C.sub.4 -alkylthio;R.sup.4 is ethynyl or unsubstituted or substituted vinyl;X is oxygen or sulfur;Z is nitrogen or methine)are used as herbicides and bioregulators.
    Type: Grant
    Filed: October 16, 1991
    Date of Patent: April 13, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Joachim Rheinheimer, Karl Eicken, Uwe J. Vogelbacher, Karl-Otto Westphalen, Matthias Gerber, Helmut Walter
  • Patent number: 5185026
    Abstract: Herbicidal naphthalene derivatives of the formula ##STR1## in which Q represents oxygen, sulphur or the group NR, where R represents hydrogen or alkyl,R.sup.1 represents hydrogen or alkylR.sup.2, R.sup.3 and R.sup.4 are identical or different and in each case represent hydrogen or another radical,R.sup.5 represents hydrogen or halogen, or represents in each case optionally substituted alkyl, alkoxy, alkylthio, alkylamino or dialkylamino,R.sup.6 represents hydrogen or halogen, or represents in each case optionally substituted alkyl or alkoxy, andR.sup.7 represents hydrogen or halogen, or represents in each case optionally substituted alkyl, alkoxy, alkylthio, alkylamino or dialkylamino, andZ represents N--R.sup.
    Type: Grant
    Filed: April 4, 1991
    Date of Patent: February 9, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Mark W. Drewes, Michael Haug, Klaus Lurssen, Hans-Joachim Santel, Robert R. Schmidt
  • Patent number: 5178663
    Abstract: Disclosed is a 3-alkoxyalkanoic acid compound represented by the following formula (I): ##STR1## wherein R.sup.1 represents a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a cycloalkyl group, a halo-lower alkyl group or a cyano-lower alkyl group; R.sup.2 represents hydrogen atom or a lower alkyl group; R.sup.3 represents a lower alkyl group or a cycloalkyl group; or R.sup.2 and R.sup.3 are mutually bonded to represent a cycloalkyl group; R.sup.4 represents hydrogen atom, a lower alkyl group or a lower alkynyl group; R.sup.5 represents a lower alkoxy group, a lower alkyl group, a halogen atom or a halo-lower alkyl group; R.sup.6 represents a lower alkoxy group or a lower alkyl group; andX represents oxygen atom or sulfur atom,or an alkali addition salt thereof, processes for preparing the same and herbicides containing the same as an active ingredient(s).
    Type: Grant
    Filed: October 18, 1991
    Date of Patent: January 12, 1993
    Assignee: UBE Industries, Ltd.
    Inventors: Katsumasa Harada, Takaaki Abe, Yuji Akiyoshi, Hiroshi Shiraishi, Kaoru Yamamoto
  • Patent number: 5178662
    Abstract: Benzaldehyde acetal compounds represented by the following formula: ##STR1## in which each R is a C.sub.3-8 alkyl group and forms an ether bond with the corresponding oxygen atom of the orthoaldehyde moiety have no injury to crops and, moreover, exhibits superb herbicidal effects owing to the limitation of the number of carbon atoms of each alkyl group to 3-8.
    Type: Grant
    Filed: December 16, 1991
    Date of Patent: January 12, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Tsutomu Ishii, Katsutoshi Ishikawa, Sunao Maeda, Masatoshi Gohbara, Yasunaga Iwasaki, Makoto Nishida, Sadafumi Koda
  • Patent number: 5169856
    Abstract: The present invention relates to unsaturated carboxylic acid amide derivatives of the formula ##STR1## wherein ring A stands for an optionally substituted aromatic ring; R.sup.1 stands for a hydrogen atom or an optionally substituted hydrocarbon residue or forms an optionally substituted carbocyclic ring with the adjacent group --CH.dbd.C-- together with two carbon atoms constituting the ring A; R.sup.2 stands for a hydrogen atom, an optionally substituted hydrocarbon residue or an optionally substituted acyl group; R.sup.3 stands for an optionally substituted hydrocarbon residue; and n denotes an integer ranging from 2 to 6, and salts thereof, as well as the production thereof.The compounds of the present invention act on the central nervous system of mammals and has a strong anti-cholinesterase activity, which can be used for the prophylaxis and therapy of, for example, senile dementia, Alzheimer's diseases, Huntington's chorea, et., and are useful as medicines.
    Type: Grant
    Filed: February 6, 1989
    Date of Patent: December 8, 1992
    Assignee: Takeda Chemical Industries, Inc.
    Inventors: Giichi Goto, Akinobu Nagaoka
  • Patent number: 5167693
    Abstract: Herbicidal substituted azines of the formula ##STR1## in which m represents the numbers 0, 1, 2 or 3,A represents nitrogen or a C-X group where X represents hydrogen or halogen,Q represents oxygen or sulphur,R.sup.1 and R.sup.2 are identical or different and represent hydrogen, halogen, alkyl, halogenoalkyl, alkoxy-alkyl, alkoxy, halogenoalkoxy, alkylthio, alkylamino or dialkylamino,R.sup.3 represents amino, hydroxyl, halogen, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylamino, dialkylamino, alkylcarbonylamino, alkoxycarbonyl-amino or alkylsulphonylamino,R.sup.4 represents hydrogen or alkyl andZ represents N--R.sup.
    Type: Grant
    Filed: May 23, 1991
    Date of Patent: December 1, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Mark W. Drewes, Rolf Kirsten, Wolfgang Kramer, Bernd W. Kruger, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5166206
    Abstract: Substituted pyrimidines, pyrimidinones and pyridopyrimidines of formula (I) are as angiotensin II antagonists useful in the treatment of hypertension, ocular hypertension and certain CNS ailments: ##STR1## wherein K is --N(R.sup.8a)--C(.dbd.M) or --N.dbd.C(R.sup.8b) where M is O or NR.sup.22.
    Type: Grant
    Filed: March 27, 1991
    Date of Patent: November 24, 1992
    Assignee: Merck & Co., Inc.
    Inventors: Eric E. Allen, William J. Greenlee, Malcolm MacCoss, Arthur A. Patchett
  • Patent number: 5164396
    Abstract: The invention relates to new barbituric acid derivatives of the general formula ##STR1## wherein R is a substituted or unsubstituted phenyl group or heteroaryl group having 5 or 6 ring atoms, the heteroaryl group comprising one or more hetero atoms selected from the group consisting of N, O and S, and the substituents being selected from the group consisting of halogen, cyano, nitro, formyl, acetyl, 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 and optionally substituted phenoxy;R.sub.1 is a C.sub.3 -C.sub.5 alkyl group, a C.sub.3 -C.sub.5 alkenyl group, a C.sub.3 -C.sub.5 alkynyl group, a cyclopropyl group or a cyclopropyl(C.sub.1 -C.sub.4)alkyl group, andR.sub.2 is a C.sub.1 -C.sub.4 alkyl group or an amino group;as well as salts and metal complexes of the said compounds.These compounds may be used in compositions for the control of insects, in particular aphids, in agriculture, horticulture and silviculture.
    Type: Grant
    Filed: May 1, 1991
    Date of Patent: November 17, 1992
    Assignee: Duphar International Research B.V.
    Inventors: Arnoldus C. Grosscurt, Jan W. Terpstra
  • Patent number: 5145856
    Abstract: Compounds having the formula (I): ##STR1## in which any two of K, L and M are nitrogen and the other is CE; X and Y are independently hydrogen, halogen, C.sub.1-4 alkyl, C.sub.3-6 cycloalkyl, C.sub.2-4 alkenyl, C.sub.2-4 alkynyl, C.sub.2-4 alkynyloxy, phenyl, benzyloxy, cyano, isocyano, isothiocyanato, nitro, NR.sup.1 R.sup.2, NR.sup.1 OR.sup.2, N.sub.3, NHCOR.sup.1, NR.sup.1 CO.sub.2 R.sup.2, NHCONR.sup.1 R.sup.2, N.dbd.CHNR.sup.1 R.sup.2, NHSO.sub.2 R.sup.1, OR.sup.1, OCOR.sup.1, OSO.sub.2 R.sup.1, SR.sup.1, SOR.sup.1, SO.sub.2 R.sup.1, SO.sub.2 OR.sup.1, SO.sub.2 NR.sup.1 R.sup.2, COR.sup.1, CR.sup.1 .dbd.NOR.sup.2, CHR.sup.1 CO.sub.2 R.sup.2, CO.sub.2 R.sup.1, CONR.sup.1 R.sup.2, CSNR.sup.1 R.sup.2, CH.sub.3 O.sub.2 C.C:CH.OCH.sub.
    Type: Grant
    Filed: December 27, 1991
    Date of Patent: September 8, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Christopher R. A. Godfrey, Ian T. Streeting, Rex Cheetham
  • Patent number: 5141943
    Abstract: 5-benzyl barbiturate compounds for use as water-soluble uridine phosphorylase inhibitors are disclosed. These compounds are useful for reducing the toxicity and anemia induced by antiviral drugs such as AZT, as well as for potentiating anticancer drugs and combatting their host-toxicity.
    Type: Grant
    Filed: April 12, 1990
    Date of Patent: August 25, 1992
    Assignee: Brown University Research Foundation
    Inventors: Fardos N. M. Naguib, Mahmoud H. el Kouni, Raymond Panzica, Sungman Cha
  • Patent number: 5139563
    Abstract: Compounds of formula I ##STR1## wherein A is nitrogen or a group CR.sup.5 ;each of R.sup.1, R.sup.2 and R.sup.5 is, independently, hydrogen, halogen, formyl, cyano, carboxy, azido or optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, alkenyloxy, alkynyloxy, aryloxy, alkylthio, alkenylthio, alkynylthio, arylthio, alkylcarbonyl, alkoxycarbonyl, amino, aminoxy or dialkyliminoxy; andR is ##STR2## in which R.sup.3 is hydrogen, optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclic or aryl, or COR.sup.8, R.sup.8 being hydroxy, alkoxy, carboxy, alkoxycarbonyl, amino or mono- or di- alkylamino; andR.sup.4 is a group COR.sup.6 wherein R.sup.6 is hydrogen, halogen, hydroxy, or optionally substituted alkoxy, alkenyloxy, alkynyloxy, cycloalkoxy, aryloxy, alkylthio, alkenylthio, alkynylthio, arylthio, aminoxy, dialkyliminoxy or amino, or R.sup.6 is a group OR.sup.7 in which R.sup.7 is an optionally substituted heterocyclic ring; or ##STR3## each of R.sup.9 and R.sup.
    Type: Grant
    Filed: May 30, 1990
    Date of Patent: August 18, 1992
    Assignee: Shell Research Limited
    Inventors: David P. Astles, Andrew Flood, Alastair McArthur, Trevor W. Newton, John E. Spencer, David C. Hunter
  • Patent number: 5129938
    Abstract: A herbicidal pyrimidine derivative having the formula, ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, Y.sub.1, Y.sub.2, Y.sub.3, X and Z are defined as in the specification.
    Type: Grant
    Filed: July 22, 1991
    Date of Patent: July 14, 1992
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Mitsunori Hiratsuka, Naonori Hirata, Kazuo Saitoh, Hideyuki Shibata
  • Patent number: 5112835
    Abstract: 6-substitutted acyclopyrimidine nucleoside derivatives represented by the following general formula I: ##STR1## wherein R.sup.1 represents a hydrogen or halogen atom or a group of alkyl, alkenyl, alkynyl, alkylcarbonyl, arylcarbonyl, arylcarbonylalkyl, arylthio or aralkyl; R.sup.2 represents a group of arylthio, alkylthio, cycloalkylthio, aryl sulfoxide, alkyl sulfoxide, cycloalkyl sulfoxide, alkenyl, alkynyl, aralkyl, arylcarbonyl, arylcarbonylalkyl or aryloxy; R.sup.3 represents a hydroxyalkyl group of which alkyl portion may contain an oxygen atom; X represents an oxygen or sulfur atom or amino group; Y represents an oxygen or sulfur atom; and A represents .dbd.N-- or --NH-- or pharmaceutically acceptable salts thereof, processes for their preparation and antiviral agents containing them as active ingredients.
    Type: Grant
    Filed: November 21, 1989
    Date of Patent: May 12, 1992
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Tadashi Miyasaka, Hiromichi Tanaka, Erik D. A. De Clercq, Masanori Baba, Richard T. Walker, Masaru Ubasawa
  • Patent number: 5104878
    Abstract: A compound of formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are independently selected from hydrogen, halogen, haloalkyl, alkoxy or nitro, provided that R.sup.1 and R.sup.2 are not both nitro; R.sup.3 and R.sup.4 are independently selected from hydrogen, halogen, alkyl or cycloalkyl; R.sup.5 is halogen, nitro, haloalkyl, haloalkoxy or --S(O).sub.n R.sup.10 ; R.sup.6 is halogen, nitro, haloalkyl, haloalkoxy or --S(O).sub.n R.sup.10 ; R.sup.7 is hydrogen, halogen, hydroxyalkyl, cyano, nitro, alkoxy, --S(O).sub.n R.sup.10, NR.sup.11 R.sup.12, haloalkyl or formyl; R.sup.8 is hydrogen, halogen, NR.sup.11 R.sup.12, alkyl, cycloalkyl or S(O).sub.n R.sup.10 ; and R.sup.9 is oxygen or sulphur; where n is 0, 1 or 2; and R.sup.10 is alkyl, haloalkyl or cycloalkyl; and R.sup.11 and R.sup.12 are independently selected from hydrogen, alkyl or cycloalkyl or R.sup.11 and R.sup.12 together with the nitrogen to which they are attached form a heterocyclic group; provided that when R.sup.
    Type: Grant
    Filed: April 9, 1990
    Date of Patent: April 14, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Alan J. Whittle, Trevor R. Perrior, Raymond L. Sunley
  • Patent number: 5100458
    Abstract: Salicylic acid derivatives of the formula I ##STR1## where A is unsubstituted or substituted phenyl, an unsubstituted or substituted five-membered heteroaromatic structure having from two to four nitrogen atoms or having two nitrogen atoms and in addition a sulfur or oxygen atom, or unsubstituted or substituted naphthyl, n is 0, 1 or 2, X and Y are each nitrogen or a methine group and R.sup.1 to R.sup.4 have the meanings stated in the description, processes and intermediates for their preparation, and their use as herbicides and bioregulators.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: March 31, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl Eicken, Joachim Rheinheimer, Uwe J. Vogelbacher, Karl-Otto Westphalen, Bruno Wuerzer, Wilhelm Rademacher, Klaus Grossmann
  • Patent number: 5099020
    Abstract: The present invention provides methods and compositions for assaying biological samples, such as human serum, for barbiturates. In one aspect, analogs of barbiturates derivatized with fluorescein and analogs of barbiturates derivatized with immunogenic polypeptides are provided. The fluorescent analogs are employed as tracers in a competitive homogeneous immunoassay, i.e., a fluorescence polarization immunoassay, for detecting barbiturates. The immunogenic analogs are employed to make anti-barbiturate antiserum of the invention for use in the immunoassay method. Intermediates for preparing the fluorescent and immunogenic analogs are also provided. Further provided are test kits, comprising a fluorescent tracer and an antiserum according to the invention, for analyzing biological samples by fluorescence polarization immunoassay for the presence of a barbiturate.
    Type: Grant
    Filed: June 27, 1990
    Date of Patent: March 24, 1992
    Assignee: Abbott Laboratories
    Inventors: Jonathan Grote, Hsiang Hu
  • Patent number: 5089044
    Abstract: The invention relates to new substituted pyrimidinyloxy(thio)- and triazinyloxy(thio)acrylic acid derivative of general formula I ##STR1## in which A, G, R.sup.1-3, X and Y have the meanings given in the description, processes for their preparation and their use as herbicides, fungicides and plant growth regulants.
    Type: Grant
    Filed: July 19, 1990
    Date of Patent: February 18, 1992
    Assignee: Schering Aktiengesellschaft
    Inventors: Christoph Harde, Erhard Nordhoff, Anita Kruger, Gabriele Kruger, Gerhard Tarara, Peter Wegner, Nikolaus Heinrich, Clemens Kotter, Gerhard Johann, Richard Rees
  • Patent number: 5085685
    Abstract: Carboxylic acid derivatives of the general formula I ##STR1## where R.sup.1 and R.sup.2 are each 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 and/or C.sub.1 -C.sub.4 -alkylthio;R.sup.3 is hydrogen, hydroxyl, cyano, nitro, formyl, halogen, unsubstituted or substituted amino, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkynyl or C.sub.3 -C.sub.6 -alkynyloxy;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 -alkyl;R.sup.5 is unsubstituted or substituted five-membered hetaryl or isoxazolinyl or --CR.sup.6 .dbd.NOR.sup.7 ;R.sup.6 is hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl or phenyl;R.sup.7 is unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.8 -cycloalkyl or phenyl;A is oxygen or sulfur;X is nitrogen or methine .dbd.CR.sup.8 --;R.sup.8 is one of the radicals R.sup.3, or R.sup.
    Type: Grant
    Filed: August 13, 1990
    Date of Patent: February 4, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Joachim Rheinheimer, Karl Eicken, Uwe J. Vogelbacher, Wolfgang Rohr, Thomas Kuekenhoehner, Karl O. Westphalen, Bruno Wuerzer
  • Patent number: 5085686
    Abstract: Salicylaldehyde derivatives and salicyclic acid derivatives of the formula I ##STR1## where A is an unsubstituted or substituted phenyl radical, an unsubstituted or substituted 5-membered heteroaromatic radical having from 2 to 4 nitrogen atoms or two nitrogen atoms and additionally one sulfur or oxygen atom or an unsubstituted or substituted thienyl, pyridyl, naphthyl, quinolyl, indazolyl or benzotriazolyl radical, X is oxygen or sulfur, and the radicals R.sup.1 and R.sup.4 have the means given in the specification, processes and intermediates for their production, and their use as herbicides and bioregulators.
    Type: Grant
    Filed: June 13, 1990
    Date of Patent: February 4, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Uwe J. Vogelbacher, Karl Eicken, Joachim Rheinheimer, Norbert Goetz, Albrecht Harreus, Gerhard Paul, Karl-Otto Westphalen, Bruno Wuerzer
  • Patent number: 5057143
    Abstract: Salicyclic acid derivatives and their sulfur analogs of the formula I ##STR1## where R.sup.1 to R.sup.5, X, Y and Z have the meanings given in the disclosure and claims, agents containing the salicyclic acid derivatives, and their use as herbicides.
    Type: Grant
    Filed: June 14, 1989
    Date of Patent: October 15, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Joachim Rheinheimer, Karl Eicken, Peter Plath, Gerhard Paul, Albrecht Harreus, Karl-Otto Westphalen, Bruno Wuerzer, Klaus Grossmann, Wilhelm Rademacher, Johann Jung
  • Patent number: 5019151
    Abstract: A 2-phenoxypridimine derivative having the formula: ##STR1## wherein X is a halogen atom or ##STR2## wherein X.sup.1 is a halogen atom, a lower alkyl group or a lower alkoxy group and k is 0, 1, or 2; R.sup.1 is a hydrogen atom, a benzyl group, --(CH.sub.2).sub.m R.sup.3 is a cyano group, a formyl group, a dialkylamino group, a phenyl group, a pyridyl group, a trimethylsilyl group, a naphthyl group, an alkoxycarbonyl group, a benzoyl group, an alkylthio group, a phenylthio group, an alkylsulfonyl group or a benzyloxy group and m is 1, 2, or ##STR3## wherein R.sup.4 is a hydrogen atom or a lower alkyl group, R.sup.5 is a lower alkyl group or ##STR4## wherein X.sup.2 is a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group or a nitro group, n is 0 or 1, provided that when R.sup.5 is an alkyl group, n is 1; and R.sup.2 is a chlorine atom or a methoxy group, provided that when R.sup.1 is a hydrogen atom or a benzyl group, X is ##STR5## and R.sup.2 is a methoxy group, when R.sup.
    Type: Grant
    Filed: April 19, 1990
    Date of Patent: May 28, 1991
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Nobuhide Wada, Yoshihiro Saito, Shoji Kusano, Yasufumi Toyokawa, Takeshige Miyazawa, Satoru Takahashi, Takayoshi Takehi
  • Patent number: 5015285
    Abstract: Aromatic carboxylic acid derivatives of the formula ##STR1## in which the radical ##STR2## is a substituted or unsubstituted quinoline, naphthalene, benzofuran, thiophene or pyridine radical,R.sup.1 is hydrogen, alkylidenaminoxy, unsubstituted or substituted cycloalkylidenaminoxy, succinyliminoxy, unsubstituted or substituted alkenyloxy, alkynyloxy, azolyl, alkylsulfonylamino, alkoxycarbonylalkyloxy, N-azolylalkyloxy, unsubstituted or substituted alkoxy, unsubstituted or substituted phenylalkoxy, hydroxyl or the radical O.sup..crclbar. M.sup..sym., M.sup..sym. being one equivalent of an alkali metal, alkaline earth metal or organic ammonium ion,R.sup.2 and R.sup.3 are alkyl, haloalkyl, alkoxy, haloalkoxy or alkylthio,X is oxygen or sulfur,Y and Z are nitrogen or the methine group, andR.sup.4 and R.sup.5 are hydrogen, halogen, alkyl, haloalkyl, nitro, alkoxy, unsubstituted or substituted alkenyloxy, acylamino, alkylamino, dialkylamino or arylamino, and their use for controlling the growth of unwanted plants.
    Type: Grant
    Filed: September 19, 1989
    Date of Patent: May 14, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Joachim Rheinheimer, Peter Plath, Karl Eicken, Karl-Otto Westphalen, Bruno Wuerzer
  • Patent number: 4999351
    Abstract: Novel forskolin derivatives, intermediates and processes for the preparation thereof, and methods for treating cardiac failure and memory deficit utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: January 11, 1989
    Date of Patent: March 12, 1991
    Assignee: Hoechst-Roussel Pharmaceuticals, Inc.
    Inventors: Raymond W. Kosley, Jr., Gerard O'Malley, Bettina Spahl
  • Patent number: 4985066
    Abstract: A 2-phenoxypyrimidine derivative having the formula: ##STR1## wherein R.sup.1 is a formyl group, a dimethoxymethyl group or --COOR.sup.4 (wherein R.sup.4 is a hydrogen atom, a lower alkyl group, a benzyl group, an alkali metal atom, an alkaline earth metal atom or an organic ammonium group), R.sup.2 is a chlorine atom, a methyl group, a methoxy group or a difluoromethoxy group, R.sup.3 is a methyl group or a methoxy group, X is a halogen atom, a lower alkyl group, a lower alkoxy group, an amino group, a hydroxyl group, a nitro group or a cyano group, and n is 1 or 2.
    Type: Grant
    Filed: November 24, 1989
    Date of Patent: January 15, 1991
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Nobuhide Wada, Yoshihiro Saito, Shoji Kusano, Yasuhumi Toyokawa, Takeshige Miyazawa, Ikuo Kajiwara, Satoru Takahashi
  • Patent number: 4973354
    Abstract: Disclosed are pyrimidine derivatives of the formula (I) and optical isomers thereof and a herbicide containing one or more of them as an active ingredient. ##STR1## where W is O or S; X is a lower alkyl group or a lower alkoxycarbonyl group; R is H, an optionally substituted lower alkyl group, an optionally substituted lower alkenyl group, an optionally substituted lower alkynyl group, an alkyali metal, an alkaline earth metal or an optionally substituted ammonium cation; R.sup.1 and R.sup.2 each are a halogen atom, an optionally substituted lower alkyl group or an optionally substituted lower alkoxy group; n is 3 to 5; m is 0 to 2; and is a single bond or a double bond.
    Type: Grant
    Filed: November 28, 1989
    Date of Patent: November 27, 1990
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Masataka Hatanaka, Junichi Watanabe, Yasuo Kondo, Koichi Suzuki, Tsutomu Nawamaki, Shigeomi Watanabe
  • Patent number: 4968340
    Abstract: A herbicidal alkanoic acid derivative of the formula: ##STR1## wherein R is ##STR2## wherein R.sup.3 is a hydrogen atom, a halogen atom, a halogen-substituted alkyl group, an alkyl group, a cycloalkyl group, an alkylthioalkyl group, a hydroxyalkyl group, a hydroxyl group, a cyano group, an acyloxyalkyl group, a thienyl group, a naphthyl group, a dihydronaphthyl group or ##STR3## wherein R.sup.8 is a hydrogen atom, a halogen atom, a nitro group, an alkyl group, an alkoxy group or --S(O).sub.n R.sup.9 wherein R.sup.9 is an alkyl group, and n is an integer of from 0 to 2, m is an integer of from 0 to 2, each of R.sup.2 and R.sup.4 which may be the same or different is a hydrogen atom or an alkyl group, or R.sup.2 and R.sup.4 form together with the adjacent carbon atom a 3-, 4-, 5- or 6-membered ring which may contain an oxygen atom and may be substituted by one or two alkyl groups, each of R.sup.5 and R.sup.6 which may be the same or different is a hydrogen atom or an alkyl group, R.sup.
    Type: Grant
    Filed: June 20, 1989
    Date of Patent: November 6, 1990
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Koichiro Kaku, Nobuhide Wada, Akira Takeuchi, Yasufumi Toyokawa, Takeshige Miyazawa, Ryo Yoshida, Kazuhiko Sugiyama