Halogen Attached Directly Or Indirectly To The Diazine Ring By Nonionic Bonding Patents (Class 544/303)
  • Patent number: 5656745
    Abstract: Nucleotide analogs characterized by the presence of an amidate linked amino acid or an ester linked group which is bonded to the phosphorus atom of phosphonate nucleotide analogs are disclosed. The analogs comprise a phosphoamidate or ester bond that is hydrolyzed in vivo to yield a corresponding phosphonate nucleotide analog. Methods and intermediates for their synthesis and use are described.
    Type: Grant
    Filed: September 17, 1993
    Date of Patent: August 12, 1997
    Assignee: Gilead Sciences, Inc.
    Inventors: Norbert Bischofberger, Robert J. Jones, Murty Arimilli, Kuei-Ying Lin, Michael Louie, Lawrence R. McGee, Ernest J. Prisbe
  • Patent number: 5599770
    Abstract: A herbicidal composition comprising a herbicidally effective amount of a 2-benzyloxypyrimidine derivative represented by the formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are each independently H, a halogen, hydroxyl, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.3 -C.sub.5 alkynyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.3 -C.sub.5 alkenyloxy, C.sub.3 -C.sub.5 alkynyloxy, C.sub.1 -C.sub.4 alkylthio, or phenyl;n is an integer of 0 to 5; andeach X which may be identical or different if n is greater than 1, is a 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 alkylthio, C.sub.7 -C.sub.9 aralkyloxy, phenyl, hydroxymethyl, hydroxycarbonyl, C.sub.1 -C.sub.4 alkoxycarbonyl, or nitro, andan adjuvant.
    Type: Grant
    Filed: June 21, 1995
    Date of Patent: February 4, 1997
    Assignee: Kureha Kagaku Kogyo Kabushiki Kaisha
    Inventors: Yoshikazu Kubota, Hisashi Kanno, Tsutomu Sato, Masato Arahira
  • Patent number: 5525724
    Abstract: A process for the preparation of chloropyrimidines of the formula ##STR1## in which the substituents may be alkyl, cycloalkyl, aryl or radicals containing heteroatoms, but in which at least one of the substituents R.sup.1 to R.sup.4 must be Cl, which involves:reacting a hydroxy-pyrimidine or its tautomeric keto form with phosphoryl chloride in the presence of an amine or amine hydrochloride;recovering phosphoryl chloride after the reaction by adding phosphorus pentachloride and distilling the phosphoryl chloride; andseparating the chloropyrimidine from the amine hydrochloride by addition of a solvent which will dissolve the chloropyrimidine but not the amine hydrochloride and removing the amine hydrochloride.
    Type: Grant
    Filed: February 27, 1995
    Date of Patent: June 11, 1996
    Assignee: Huels Aktiengesellschaft
    Inventor: Artur Hunds
  • Patent number: 5476855
    Abstract: Novel compounds are provided that are effective to inhibit the activity of DHUDase or UrdPase. Such compounds have the general formula ##STR1## where X is S or Se; Y is I, F, Cl, Br, methoxy, benzyl, selenenylphenyl, or thiophenyl, and R.sub.1 is an acyclo tail having the general formula ##STR2## where R.sub.2 is H, CH.sub.2 OH or CH.sub.2 NH.sub.2 ; R.sub.3 is OH, NH.sub.2, or OCOCH.sub.2 CH.sub.2 CO.sub.2 H; and R.sub.4 is O, S, or CH.sub.2.The compounds can be used in pharmaceutical compositions, along with various chemotherapeutic agents to increase the efficacy of the treatment. These compounds can also be used in methods of treating patients by coadministering or sequentially administering the enzyme inhibiting compounds with a chemotherapeutic agent effective to treat cancers, or viral, fungal, bacterial, or parasitic infections. The compounds have further utility in enhancing imaging.
    Type: Grant
    Filed: November 2, 1993
    Date of Patent: December 19, 1995
    Assignees: Mahmoud H. el Kouni, Fardos N. M. Naguib, F. Schinazi
    Inventors: Mahmoud el Kouni, Fardos N. M. Naguib, Raymond F. Schinazi
  • Patent number: 5459265
    Abstract: There is disclosed a silver halide photographic light-sensitive material having a hydrophilic colloid layer containing a dye which is photochemically inactive and can readily be decolored and/or eluted in a photographic processing course. The silver halide photographic light-sensitive material comprises a hydrophilic colloid layer containing at least one dye dispersed in the form of a solid fine particle represented by Formula (I): ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, X.sub.1, X.sub.2, L.sub.1, L.sub.2, L.sub.3 are defined in the disclosure.In a preferred embodiment, the maximum absorption wavelength .lambda.max of the dye in the hydrophilic colloid layer satisfies the following equation:.lambda.max>[.lambda.max(DMF)+20.times.(n+1)] nmwherein .lambda.max(DMF) and n are defined in the disclosure. There is also disclosed an oxonol compound which is useful as a dye.
    Type: Grant
    Filed: March 23, 1994
    Date of Patent: October 17, 1995
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Koji Wariishi, Keiichi Suzuki
  • Patent number: 5439825
    Abstract: Disclosed herein are buffers and methodologies for the capillary zone electrophoretic analysis of hemoglobin and the variants of hemoglobin. In a particularly preferred embodiment, the buffer comprises at least about 100 mM of barbituric acid, derivatives of barbituric acid, combinations of barbituric acid and derivatives of barbituric acid, and combinations of the derivatives of barbituric acid, and has a pH of at least about 8.0.
    Type: Grant
    Filed: December 10, 1992
    Date of Patent: August 8, 1995
    Assignee: Beckman Instruments, Inc.
    Inventor: Fu-Tai A. Chen
  • Patent number: 5438059
    Abstract: Fungicidal compounds of the formula (I): ##STR1## and stereoisomers thereof, wherein R.sup.1 is optionally substituted aryl or optionally substituted heteroaryl; Y is oxygen, sulphur or NR.sup.4 ; R.sup.2, R.sup.3 and R.sup.4, which may be the same or different, are hydrogen, C.sub.1-4 alkyl or C.sub.2-4 alkenyl; X is halogen, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.1-4 alkoxy, nitro or cyano; and n is 0 or an integer of 1 to 4; provided that when Y is oxygen, n is 0 and R.sup.1 is unsubstituted phenyl at least one of R.sup.2 and R.sup.3 is other than hydrogen or methyl.
    Type: Grant
    Filed: July 6, 1993
    Date of Patent: August 1, 1995
    Assignee: Zeneca Limited
    Inventors: John M. Clough, Christopher R. A. Godfrey, Paul J. de Fraine, Michael G. Hutchings, Vivienne M. Anthony
  • Patent number: 5425897
    Abstract: A liquid-crystalline copolymer comprising the repeating units represented by the following general formulas ##STR1## wherein each of r and p is an integer of 2 to 5, q is an integer of 0 to 3, m is an integer of 1 to 20, and R.sup.1 is ##STR2## R.sup.2 being --COOR.sup.3, --OR.sup.3 or --OCOR.sup.3, R.sup.3 being ##STR3## each of R.sup.4 and R.sup.5 being --CH.sub.3 or a halogen atom, each of a and d being an integer of 0 to 10, b being an integer of 0 or 1, with the proviso that d is not 0 when R.sup.5 is --CH.sub.3, the repeating units [I] and [II] being present in the liquid-crystalline copolymer in a substantial molar ratio [I]:[II] of 1:1, exhibits ferroelectricity even at a temperature neighboring room temperature and having a high response speed to changes of external electric fields.
    Type: Grant
    Filed: August 26, 1994
    Date of Patent: June 20, 1995
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Kazuharu Morita, Satoshi Hachiya, Fumio Moriwaki, Hiroyuki Endo
  • Patent number: 5403512
    Abstract: Vinyl compounds of the formula I ##STR1## in which the variables are as described in the claims. The compounds are useful as components in liquid-crystalline media.
    Type: Grant
    Filed: August 5, 1992
    Date of Patent: April 4, 1995
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Ekkehard Bartmann, Herbert Plach, Rudolf Eidenschink, Volker Reiffenrath, Detlef Pauluth, Eike Poetsch, Sabine Schoen, Volker Meyer, Michael Junge, Reinhard Hittich
  • Patent number: 5399292
    Abstract: Fluoro-substituted phenyl-cyclohexylacetylenes have the formula: ##STR1## wherein R signifies alkyl, alkoxy, alkenyl or alkenyloxy with 1 or, respectively, 2 to 12 carbon atoms in which one CH.sub.2 group can be replaced by oxygen and/or one or more hydrogen atoms can be replaced by fluorine atoms, with the proviso that two oxygen atoms are not directly adjacent;A.sup.1 represents 1,4-phenylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, trans-1,4-cyclohexylene or trans-1,3-dioxane-2,5-diyl;A.sup.2 signifies trans-1,4-cyclohexylene or 1,4-phenylene which is optionally substituted with fluorine;Z.sup.1 signifies a single covalent bond, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.sub.2 O--, --(CH.sub.2).sub.4 --, --O(CH.sub.2).sub.3 --, --(CH.sub.2).sub.3 O-- or, when ring A.sup.1 represents a saturated ring, also the trans form of --CH.dbd.CH(CH.sub.2).sub.2 -- or --CH.dbd.CHCH.sub.2 O--;Z.sup.2 signifies a single covalent bond, --CH.sub.2 --CH.sub.2 --, --OCH.sub.2 --, --CH.sub.2 O--, --(CH.sub.2).sub.
    Type: Grant
    Filed: May 2, 1994
    Date of Patent: March 21, 1995
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Richard Buchecker, Martin Schadt
  • 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: 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: 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: 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: 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: 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: 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: 5237063
    Abstract: Substituted trifluoro- and chlorodifluoromethoxypyrimidines of the formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each, independently of one another, hydrogen, halogen or haloalkyl, and R.sup.1 and/or R.sup.2 are also trifluoromethoxy or chlorodifluoromethoxy, and n is 0 or 1, are prepared as described.
    Type: Grant
    Filed: March 4, 1991
    Date of Patent: August 17, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Hamprecht, Hans-Josef Wolf
  • 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: 5217982
    Abstract: This invention relates to compounds which are derivatives of cyclopentane which are useful as antihypertensive agents, to pharmaceutical compositions including such compounds, and to their use in treating hypertension.
    Type: Grant
    Filed: November 15, 1990
    Date of Patent: June 8, 1993
    Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.
    Inventors: Cynthia A. Fink, Alfred P. Spada
  • 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: 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: 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: 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: 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: 5071982
    Abstract: A process for producing a 4,6-bis(difluoromethoxy)-2-alkylthiopyrimidine, which comprises reacting a 2-alkylthiobarbituric acid and monochlorodifluoromethane in the presence of a base in an inert solvent, wherein, for a first reaction, after charging a part of the base, the rest of the base and the monochlorodifluoromethane are simultaneously introduced to obtain a mixture of a 4-difluoromethoxy-6-hydroxy-2-alkylthiopyrimidine and a 4,6-bis(difluoromethoxy)-2-alkylthiopyrimidine, and then, for a second reaction, to this mixture, the base and the monochlorodifluoromethane are again simultaneously introduced, or the base is charged first and then the monochlorodifluoromethane is introduced.
    Type: Grant
    Filed: July 26, 1990
    Date of Patent: December 10, 1991
    Assignees: Asahi Glass Co., Ltd., Ciba-Geigy AG, Kawaguchi Chemical Industry Company, Ltd.
    Inventors: Sumio Yoshino, Kazuyuki Watanabe, Mikio Akazawa
  • Patent number: 5064818
    Abstract: Insecticidal, acaricidal and nematocidal pyrimidinyl(thiono)(thio)-phosphoric(phosphonic) acid (amide) esters of the formula ##STR1## in which R represents hydrogen, or represents an optionally substituted radical selected from the group consisting of alkyl, alkoxy, alkylthio, dialkylamino, cycloalkyl and aryl,R.sup.1 represents hydrogen, aklyl or halogen,R.sup.2 represents alkyl,R.sup.3 represents alkyl, alkoxy, alkylthio, amino, alkylamino, dialkylamino or aryl andX represents oxygen or sulphur.
    Type: Grant
    Filed: April 16, 1990
    Date of Patent: November 12, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Fritz Maurer, Jurgen Hartwig, Benedikt Becker
  • 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: 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: 4952679
    Abstract: Reactive dyes suitable for dyeing and printing cellulosic fiber materials by the cold pad-batch process having the formula ##STR1## wherein Fa is a monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye radical, X.sub.1 is halogen, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, a sulfonic acid or phosphoric acid group or a quaternized ammonium group, X.sub.2 independently has the meaning of X.sub.1 or is C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 alkoxy, R is hydrogen or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 -alkoxy, and r is 1 or 2.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: August 28, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl Hoegerle
  • Patent number: 4946495
    Abstract: A 2-phenoxypyrimidine 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 wherein 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 3, 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.
    Type: Grant
    Filed: April 13, 1988
    Date of Patent: August 7, 1990
    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: 4932999
    Abstract: A pyrimidine compound having the formula: ##STR1## wherein X is a halogen atom, or a salt thereof.
    Type: Grant
    Filed: October 2, 1989
    Date of Patent: June 12, 1990
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Yoshihiro Saito, Nobuhide Wada, Shoji Kusano, Takeshige Miyazawa, Satoru Takahashi, Yasuhumi Toyokawa, Ikuo Kajiwara
  • Patent number: 4923501
    Abstract: A pyrimidine derivative having the formula: ##STR1## wherein X is a halogen atom, a lower alkyl group or a phenoxy group (wherein said phenoxy group may be substituted by halogen, lower alkyl or lower alkoxy), and R is a hydrogen atom, a lower alkyl group, an alkoxyalkyl group, a benzyloxyalkyl group, an alkoxycarbonyl alkyl group, a cyanoalkyl group or a ##STR2## group (wherein R.sup.1 is a hydrogen atom or a lower alkyl group, and R.sup.2 is a lower alkyl group or a phenyl group which may be substituted by nitro), or a salt thereof.
    Type: Grant
    Filed: October 28, 1988
    Date of Patent: May 8, 1990
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Company, Ltd.
    Inventors: Yoshihiro Saito, Nobuhide Wada, Shoji Kusano, Takeshige Miyazawa, Satoru Takahashi, Yasuhumi Toyokawa, Ikuo Kajiwaca
  • Patent number: 4900352
    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: December 29, 1988
    Date of Patent: February 13, 1990
    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: 4900827
    Abstract: 4,6-Bis(difluoromethoxy)pyrimidines of formula I ##STR1## wherein R is C.sub.1 -C.sub.4 alkyl or unsubstituted or substituted phenyl or benzyl, are prepared by reacting a 4,6-dihydroxypyrimidine dialkali metal salt of formula II ##STR2## wherein R is as defined for formula I and Me is an alkali metal, with chlorodifluoromethane in a solvent selected from the group consisting of ketones and alkyl cyanides, in the presence of 0.05 to 1.1 mol of water per mol of dialkali metal salt of formula II.
    Type: Grant
    Filed: December 22, 1988
    Date of Patent: February 13, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Gottfried Seifert, Robert Hassig
  • Patent number: 4889552
    Abstract: A 2-phenoxypyrimidine derivative having the formula: ##STR1## wherein R is a formyl group or --COOR.sup.1 wherein R.sup.1 is a hydrogen atom, a lower alkyl group, a 2-methylsulfonylethyl group, a diethoxypropyl group, a lower alkenyl group, a lower alkynyl group, a haloalkyl group, a haloalkenyl group, an alkoxyalkyl group, a hydroxyalkyl group, a cycloalkyl group, a phenyl group or ##STR2## wherein Y is a halogen atom, a methyl group or a methoxy group and n is 0, 1 or 2; and X is a halogen atom, an alkynyloxy group, an alkenyloxy group, an alkylthio group, an alkoxyalkyloxy group, a haloalkoxy group, an acetyloxy group, a benzoyloxy group, a formyl group, a trifluoromethyl group, a carboxyl group, an alkoxycarbonyl group, a dialkylamino group, a dimethoxymethyl group, ##STR3## wherein R.sup.2 is a hydrogen atom or a methyl group, Z is a chlorine atom or an alkyl group and m is 0, 1 or 2, or ##STR4## wherein R.sup.
    Type: Grant
    Filed: April 13, 1988
    Date of Patent: December 26, 1989
    Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.
    Inventors: Nobuhide Wada, Yoshihiro Saito, Shoji Kusano, Yasufumi Toyokawa, Takeshige Miyazawa, Satoru Takahashi
  • Patent number: 4692524
    Abstract: The present invention relates to a process for the preparation of 2-mercapto-4,6-bis-fluoroalkoxypyrimidines of the formula ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.4 alkyl, phenyl or benzyl and each of T.sub.1 and T.sub.2 independently of the other is hydrogen or a --CHX.sub.1 X.sub.2 group, wherein each of X.sub.1 and X.sub.2 independently of the other is trifluoromethyl, fluorine, chlorine or bromine.In accordance with this process, 2-mercapto-4-halo-6-hydroxy-pyrimidines of the formula ##STR2## wherein R.sub.1 is as defined above and Y is chlorine or bromine, are reacted with chlorodifluoromethane or a 1,1-difluoroalkene of the formula ##STR3## wherein each of the X.sub.1 and X.sub.2 independently of the other is trifluoromethyl, fluorine, chlorine or bromine, in an inert solvent and in the presence of a strong base, to give a 2-mercapto-4-halo-6-fluoro-alkoxypyrimidine of the formula ##STR4## wherein R.sub.1, Y and T.sub.
    Type: Grant
    Filed: May 2, 1986
    Date of Patent: September 8, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Robert Hassig
  • Patent number: 4659827
    Abstract: 2,4-Dihydroxypyrimidines of the formula ##STR1## with the substituent meanings given in the description, are obtained by reacting pyrimidines of the formula ##STR2## with the substituent meanings given in the description, with aqueous alkalis at elevated temperature. 2,4,5,6-Tetrachloropyrimidine is obtained from the dihydroxypyrimidines by reaction with agents which replace hydroxyl by chlorine.
    Type: Grant
    Filed: November 6, 1985
    Date of Patent: April 21, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl J. Herd, Karl H. Schundehutte
  • Patent number: 4628056
    Abstract: There are disclosed novel oxopyrimidine derivatives of the general formula ##STR1## wherein R.sub.1 and R.sub.2 may be the same or different and are each hydrogen or lower alkyl optionally substituted by lower alkoxy, and R.sub.3 and R.sub.4 may be the same or different and are each phenyl optionally substituted by lower alkyl or halogen, provided that when R.sub.1 and R.sub.2 are both hydrogen, R.sub.3 and R.sub.4 are each substituted phenyl. Pharmaceutical compositions containing these compounds and their use as anticonvulsant, antianxiety and muscle relaxant agents are described.
    Type: Grant
    Filed: September 5, 1984
    Date of Patent: December 9, 1986
    Assignee: Taro Pharmaceutical Industries Ltd.
    Inventors: Barrie Levitt, Morris Stolar
  • Patent number: 4427437
    Abstract: A process of inhibiting the growth of, severely damaging, or killing plants which process comprises applying to the plant or to the growth medium thereof an effective amount of a composition comprising as active ingredient a compound of formula I: ##STR1## wherein A, B and D are independently chosen from the group consisting of hydrogen, halogen, hydroxy, nitro, cyano, thiocyano, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkoxy, optionally substituted alkenyloxy, optionally substituted alkynyloxy, optionally substituted alkylthio, optionally substituted cycloalkyl, optionally substituted amino, optionally substituted phenyl, carboxy, alkoxycarbonyl, optionally substituted carbamoyl, sulfo, alkylsulfonyl and optionally substituted sulfamoyl; R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.
    Type: Grant
    Filed: September 5, 1978
    Date of Patent: January 24, 1984
    Assignee: ICI Australia Limited
    Inventors: Alexander Serban, Keith G. Watson, Richard B. Warner
  • Patent number: 4412856
    Abstract: The novel compounds of the formula I are useful selective herbicides for postemergence application in crops of cereals, maize and rice.In formula I, ##STR1## A is an unsubstituted or substituted amino group, Q is a C.sub.2 -C.sub.6 alkylene bridge, Y is an oxygen or sulfur atom or an unsubstituted or substituted nitrogen atom, and Z is an unsubstituted or substituted phenyl, naphthyl or heterocyclic radical, which phenyl radical, containing the bridge member Y, can additionally carry one to four further substituents.
    Type: Grant
    Filed: May 22, 1981
    Date of Patent: November 1, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Georg Brunner, Rolf Schurter, Henry Szczepanski
  • Patent number: 4395406
    Abstract: Novel derivatives of pyrimid-2-one having interesting pharmacological properties are described. The compounds of the invention have been found to be of use in the control of, and in particular in the inhibition of the metaphase of malignant tumours and leukaemias. Processes for the preparation of the novel compounds and pharmaceutical compositions containing them are also described.
    Type: Grant
    Filed: July 7, 1980
    Date of Patent: July 26, 1983
    Assignee: Nyegaard & Co. A/S
    Inventors: Mikkel J. Gacek, Reidar Oftebro, Soren Laland, Kjell Undheim
  • Patent number: 4381260
    Abstract: Polymeric dyes of the present invention have the formula: ##STR1## wherein Me represents the methyl group, x can range from 2 to 100, y can range from 20 to 300, and the ratio of x:y is at least 1:10 and is preferably from 1:5 to 1:1. The symbol L represents the divalent group which connects the chromophoric moiety and the polysiloxane moiety together by covalent bonds. L is conveniently a saturated divalent aliphatic group which connects the silicon atom to the chromophoric group by a non-hydrolyzable covalent bond. Chromo represents an aromatic chromophore which imparts color to the polymer molecule. The polmeric dyes of the present invention can be used to dye natural fibers such as silk, wool, and cotton and to color plastics such as nylon, Dynel, Acrilan, acetate, and viscore. In addition, the polymeric dyes can also be used as a food dye when water soluble groups are present (e.g., on the chromophores) to impart water solubility to the polymeric dye.
    Type: Grant
    Filed: July 17, 1981
    Date of Patent: April 26, 1983
    Assignee: Union Carbide Corporation
    Inventors: Nan S. Chu, Lawrence Marlin
  • Patent number: 4329460
    Abstract: New derivatives of the formula: ##STR1## (wherein X is O or NH; R.sub.1 is --OH which may optionally be etherified or esterified, etherified mercapto or --NH.sub.2 which may optionally be substituted; R.sub.2 and R.sub.3, respectively, mean H, lower alkyl or ##STR2## and Y is an esterified or amidated carboxyl group, or CN). These derivatives are produced, by fluorination of corresponding 1,2,3,4-tetrahydro-2,4-dioxopyrimidine compounds and can be converted into 5-fluorouracil derivatives under hydrolytic conditions. The new derivatives are able to prolong the lives of animals having carcinomas or have antiviral activity.
    Type: Grant
    Filed: June 13, 1979
    Date of Patent: May 11, 1982
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Osamu Miyashita, Koichi Matsumura, Hiroshi Shimadzu, Naoto Hashimoto
  • Patent number: 4244939
    Abstract: Compounds useful as tracers in the radioimmunoassay of barbiturates: ##STR1## wherein (a) R.sub.1, R.sub.2 and R.sub.4 are identical to the substituents found at these positions in the barbiturate which is to be assayed;(b) at least one R.sub.3 is a radioiodinatable radical; and(c) if only one R.sub.3 is a radioiodinatable radical then the remaining R.sub.3 is identical to the substituent found at this position in the barbiturate which is to be assayed; and the radioiodinated derivatives of said compounds.
    Type: Grant
    Filed: June 12, 1978
    Date of Patent: January 13, 1981
    Assignee: Baxter Travenol Laboratories, Inc.
    Inventors: George H. Parsons, Jr., Ernest V. Groman