Phenoxazines (including Hydrogenated) Patents (Class 544/102)
  • Patent number: 5654298
    Abstract: This invention concerns novel aminopyridinium compounds of the formula I wherein R.sup.1, R.sup.2, R.sup.3, R.sup.5 and R.sup.6 are selected from the following combinations: ##STR1## (a) one of R.sup.2 and R.sup.6 is a basic group selected from amino, alkylamino, dialkylamino of up to eight carbon atoms, pyrrolidino, piperidino and morpholino, or is alkyl, alkenyl, alkoxyalkyl, alkoxy, alkylthio, phenyl, phenylalkyl, cycloalkyl or cycloalkylalkyl; and the other of R.sup.2 and R.sup.6 is hydrogen, alkyl or one of the above defined basic groups;R.sup.1 is alkyl, alkenyl, cycloalkyl, phenyl, phenylalkyl, cycloalkylalkyl; and R.sup.3 and R.sup.5 are independently hydrogen, alkyl or alkenyl;(b) R.sup.2 is a basic group as defined above, R.sup.5 and R.sup.6 together form alkylene or, together with the appendant carbon atoms of the pyridine ring, complete a benzene ring; has any of the meanings defined in(a) above; and R.sup.3 is hydrogen, alkyl or alkenyl; and(c) R2 has any of the meanings defined above and R.sup.
    Type: Grant
    Filed: April 16, 1991
    Date of Patent: August 5, 1997
    Assignee: Imperial Chemical Industries
    Inventors: Stuart Dennett Mills, Rodney Brian Hargreaves, Bernard Joseph McLoughlin
  • Patent number: 5631371
    Abstract: The present invention involves a method for the preparation of substituted 3-(phenylimino)-3 H-phenothiazines or phenoxazines which method involves reacting phenothiazine or phenoxazine with an aromatic amine in the presence of periodic acid as coupling agent.
    Type: Grant
    Filed: November 22, 1995
    Date of Patent: May 20, 1997
    Assignee: Bayer Corporation
    Inventor: Michael L. Bloczynski
  • Patent number: 5616729
    Abstract: Triggerable dioxetanes with a fluorescent substituent bonded or tethered in the dioxetane so as to produce fluorescence from the group are described. The compounds are of the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are carbon containing groups and wherein one of R.sub.1, R.sub.2 and R.sub.3 is a tethered fluorescent substitutent. The compounds are useful in immunoassays and in probes using enzymes or other chemicals for triggering the dioxetanes to produce light from the fluorescent molecule in the group as a signal.
    Type: Grant
    Filed: December 27, 1988
    Date of Patent: April 1, 1997
    Assignee: Board of Governors of Wayne State University
    Inventors: Arthur P. Schaap, Hashem Akhavan-Tafti
  • Patent number: 5519134
    Abstract: Novel pyrrolidine monomers bearing various functional groups are used to prepare oligomeric structures. The pyrrolidine monomers can be joined via standard phosphate linkages including phosphodiester and phosphorothioate linkages. Useful functional groups include nucleobases as well as polar groups, hydrophobic groups, ionic groups, aromatic groups and/or groups that participate in hydrogen-bonding.
    Type: Grant
    Filed: January 11, 1994
    Date of Patent: May 21, 1996
    Assignee: Isis Pharmaceuticals, Inc.
    Inventors: Oscar L. Acevedo, Normand Hebert
  • Patent number: 5504211
    Abstract: A polyalky-piperidinyl-containing .beta.-aminoacrylic ester derivative represented by the formula I ##STR1## is useful in stabilizing plastic and paints against light, oxygen and heat.
    Type: Grant
    Filed: May 31, 1994
    Date of Patent: April 2, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Alexander Aumueller, Alfred Krause, Hubert Trauth
  • Patent number: 5502177
    Abstract: A compound having the structure: ##STR1## wherein R.sup.1 is an oligonucleotide;a is 1 and b is 0;A is C or CH;X is S, O, NH or NCH.sub.2 R.sup.6 ;Z is taken together with A to form an aryl ring structure comprising 6 ring atoms wherein the aryl ring carbon atoms are unsubstituted with other than H or at least 1 nonbridging ring carbon atom is substituted with R.sup.6 or .dbd.O;R.sup.6 is independently H, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, NO.sub.2, N(R.sup.3).sub.2, C.tbd.N or halo, or an R.sup.6 is taken together with an adjacent Z group R.sup.6 to complete a phenyl ring; andR.sup.3 is a protecting group or H; and tautomers, solvates and salts thereof.
    Type: Grant
    Filed: September 17, 1993
    Date of Patent: March 26, 1996
    Assignee: Gilead Sciences, Inc.
    Inventors: Mark D. Matteucci, Robert J. Jones, Kuei-Ying Lin
  • Patent number: 5498542
    Abstract: Disclosed is an electrode suitable for the electrochemical regeneration of the co-enzymes NADH and NADPH. The electrode has imparted on its surface a mediator function which is a 3-methylene-3H-phenothiazine or a 3-methylene-3H-phenoxazine compound.
    Type: Grant
    Filed: September 29, 1994
    Date of Patent: March 12, 1996
    Assignee: Bayer Corporation
    Inventors: Paul F. Corey, Matthew K. Musho
  • Patent number: 5451337
    Abstract: Dye transfer inhibiting systems are disclosed, comprising an enzyme exhibiting peroxidase activity, a hydrogen peroxide source, an additional oxidizable substrate, and a accelerator preferably having the formula ##STR1## wherein X is S or O and R.sub.1 is --CH.sub.3, --CH.sub.2 CH.sub.3, --CH.sub.2 CH.sub.2 CH.sub.2 NH.sub.2, or --CH.sub.2 CH.sub.2 COOHDetergent compositions containing the dye transfer inhibition system and typical detergent ingredients are also disclosed. More effective and efficient dye transer inhibition of fugitive dyes is achieved by using the dye transfer inhibition system as an detergent additive or in a detergent composition matrix.
    Type: Grant
    Filed: May 31, 1994
    Date of Patent: September 19, 1995
    Assignee: The Procter & Gamble Co.
    Inventors: Don K. K. Liu, Andre C. Convents
  • Patent number: 5371081
    Abstract: Disclosed are compounds useful in potentiating the cytotoxic effect of chemotherapeutic agents, the compounds having the formula: ##STR1## and pharmacologically acceptable salts thereof, wherein R is --H or --[C(O)].sub.a --(CH.sub.2).sub.b --A, a is 0-1 and b is 0-6 provided that a and b are not both zero; and A is selected from the group consisting of--NR.sub.1 R.sub.2 wherein R.sub.1 and R.sub.2 are independently alkyl having 1 to 4 carbon atoms, and either or both of R.sub.1 and R.sub.2 are optionally substituted with --OH; ##STR2## wherein X and Y are independently alkylene having 1 to 4 carbon atoms, and Z is --O--, --N(R.sub.3)--, or --CH(R.sub.4)--, wherein R.sub.3 and R.sub.4 are each hydrogen or alkyl having 1 to 4 carbon atoms optionally substituted with a hydroxyl group;halide; and trihalomethyl.
    Type: Grant
    Filed: September 24, 1993
    Date of Patent: December 6, 1994
    Assignee: St. Jude Children's Research Hospital
    Inventors: Peter J. Houghton, Julie K. Horton, Kuntebommanahalli N. Thimmaiah
  • Patent number: 5364854
    Abstract: Derivatives of 2,3,3a,4-tetrahydro-2-azabicyclo alkyl-1H-imidazo[5,1,-c][1,4]benzoxazin-1-one are provided of general formula (I) ##STR1## in which inter alia R.sub.3 represents ##STR2## wherein n is an integer of 1 or 2 and R.sub.8 is hydrogen, C.sub.1 -C.sub.6 alkyl unsubstituted or substituted by phenyl, C.sub.2 -C.sub.4 alkenyl, C.sub.2 -C.sub.4 alkynyl, formyl or C.sub.2 -C.sub.6 alkanoyl; and the pharmaceutically acceptable salts thereof, which are useful in the treatment of CNS disorders, gut motility disorders, emesis and migraine, as cognition activators, anti-drug addiction agents and analgesic.
    Type: Grant
    Filed: June 3, 1993
    Date of Patent: November 15, 1994
    Assignee: Farmitalia Carlo Erba S.r.l.
    Inventors: Mario Varasi, Franco Heidempergher, Claudio Arrigoni, Carla Caccia
  • Patent number: 5319074
    Abstract: A metal-free dyestuff of the formula ##STR1## and metal complex thereof wherein: Fb=the radical of a dyestuff selected from the group consisting of mono- or polyazo, anthraquinone, phthalocyanine, formazan, dioxazine and triphenylmethane radicals,B and B'=a direct bond or an aliphatic or aromatic bridge member to a ring C atom of an aromatic-carbocyclic ring or to a ring C or N atom or an aromatic-heterocyclic ring in Fb,X=CH.dbd.CH.sub.2 or CH.sub.2 CH.sub.2 --Y, whereinY=OSO.sub.3 H, SSO.sub.3 H, OCOCH.sub.3, OPO.sub.3 H.sub.2, OSO.sub.2 CH.sub.3, SCN, NHSO.sub.2 CH.sub.3 --, Cl, Br, F, OCOC.sub.6 H.sub.5, OSO.sub.2 --C.sub.6 H.sub.4 CH.sub.3, ##STR2## R=H or C.sub.1 -C.sub.4 -alkyl, which is optionally be substituted by halogen, hydroxy, cyano, C.sub.1 -C.sub.4 -alkoxy, carboxyl, sulpho or sulphato,Z=a fiber-reactive radical of the formula ##STR3## wherein M=H, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -thioalkyl, F or CF.sub.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: June 7, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfram Reddig, Karl-Josef Herd, Ernst Kysela
  • Patent number: 5308766
    Abstract: The present invention provides compounds that function as hydrolytic enzyme inhibitors (inactivators) and substrates. These compounds are useful in assays to detect and measure levels of hydrolytic enzyme activity and are more particularly useful in treatment regimens for various disease states and conditions implicating the underlying specific hydrolytic enzyme. Examples of hydrolytic enzymes include, but are not limited to, phospholipases, lipases, esterases, proteases, etc.
    Type: Grant
    Filed: June 10, 1991
    Date of Patent: May 3, 1994
    Assignee: The Regents of the University of California
    Inventors: Edward A. Dennis, William N. Washburn
  • Patent number: 5304645
    Abstract: The present invention provides resorufin derivatives of the general formulae: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5, which can be the same or different, are hydrogen, halogen, carboxyl, carboxamido, lower alkoxycarbonyl, cyano or nitro groups or lower alkyl or lower alkoxy radicals, which can be substituted by carboxyl, carboxamido, lower alkoxycarbonyl, cyano or nitro groups, and wherein R.sup.4 and R.sup.5 can together also represent an anellated aromatic residue, Z is a bridge member, A is the residue of a ligand and n is a whole number of from 1 to 200.The present invention also provides processes for the preparation of these resorufin derivatives, as well as intermediates for the preparation thereof.
    Type: Grant
    Filed: March 28, 1991
    Date of Patent: April 19, 1994
    Assignee: Boehringer Mannheim GmbH
    Inventors: Christian Klein, Hans-Georg Batz, Rupert Herrmann
  • Patent number: 5242805
    Abstract: The claimed invention relates to a substrate for evaluating glycosidic enzymes comprising a resorufin derivative of the general formula: ##STR1## wherein Gly is a carbohydrate bonded to resorufin by a glycosidic linkage; where at least one of substituents R.sub.1, R.sub.2, R.sub.4, R.sub.6, R.sub.8, and R.sub.9 is a lipophilic residue of the formula --L(CH.sub.2).sub.n CH.sub.3, where n is greater than 3 and less than 22, and where L is a methylene --CH.sub.2 --, an amide --NHCO--, a sulfonamide --NHSO.sub.2 --, a carboxamide --CONH--, a carboxylate ester --COO--, a urethane --NHCOO--, a urea --NHCONH--, or a thiourea --NHCSNH--; andwhere the remainder of substituents R.sub.1, R.sub.2, R.sub.4, R.sub.6, R.sub.8, and R.sub.9, which may be the same or different, are hydrogen, halogen, or other lipophilic residues, which may be the same or different, containing from about 1 to about 22 carbon atoms of the formula --L'(CH.sub.2).sub.m CH.sub.3, where m is less than 22, and where L' is a methylene --CH.sub.
    Type: Grant
    Filed: August 23, 1991
    Date of Patent: September 7, 1993
    Assignee: Molecular Probes, Inc.
    Inventors: John J. Naleway, Yu-zhong Zhang, Richard P. Haugland
  • Patent number: 5238936
    Abstract: The compounds are trisubstituted triazines and pyrimidines useful for the suppressing the resistance of tumour cells to anti-cancer agents and for suppressing the resistance of parasites to anti-parasitic agents.A compound disclosed is 2,4-diallylamino-6-{4-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl) methylamino]piperidin-1-yl}-1,3,5-triazine.
    Type: Grant
    Filed: March 6, 1992
    Date of Patent: August 24, 1993
    Assignee: Adir et Compagnie
    Inventors: Gilbert Regnier, Alain Dhainaut, Ghanem Atassi, Alain Pierre, Stephane Leonce
  • Patent number: 5208332
    Abstract: An optical probe enables the study of enzyme activity by absorbance spectroscopy or by sensitive fluorescence methods. In particular, the probe provides the ability to monitor the activity of cytochrome P-450.sub.scc enzyme, the rate limiting enzyme for steroid biosynthesis. Located on the inner mitochondrial membrane, P-450.sub.scc catalyzes the conversion of cholesterol to pregnenolone and isocapraldehyde by sequential oxidations of the cholesterol side chain. The fluorogenic probe includes a cholesterol-like steroid linked to a chromophore through a linking group. The chromophore is selected to have little optical response when linked to the steroid substrate and an enhanced optical response when cleaved from the substrate and linking group. Thus, a fluorescent anion that can be optically detected is generated by the side-chain cleavage reaction during steroidogenesis.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: May 4, 1993
    Assignee: The United States of America as represented by the United States Department of Energy
    Inventors: Babetta L. Marrone, Daniel J. Simpson, Clifford J. Unkefer, Thomas W. Whaley
  • Patent number: 5189188
    Abstract: Compounds of the general formula ##STR1## in which the symbols have the meaning given in the description, are highly suitable as color formers in recording materials based on acid developers. They give deep blue, green-blue, green, violet or red shades which have excellent sublimation and light fastness.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: February 23, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventor: Udo Eckstein
  • Patent number: 5091527
    Abstract: The present invention provides phospholipase substrates of the general formula: ##STR1## wherein A is an alkylene or alkenylene radical containing up to 16 carbon atoms, R is a hydrgen atom or an alkyl, alkenyl or acyl radical containing up to 20 carbon atoms or an optionally alkyl-substituted aryl or aralkyl radical containing up to 8 carbon atoms in the alkyl moiety, X is the residue of an aromatic hydroxy or thiol compound and each Y, independently of one another, is an oxygen or sulphur atom and Z is --SO.sub.3.sup..crclbar. or a radical of the general formula: ##STR2## wherein R.sup.1 can be a hydrogen atom or a radical of the general formula --(CH.sub.2).sub.n NR.sub.3.sup.2, in which n is 2, 3 or 4 and R.sup.2 is a hydrogen atom or a methyl radical, or is an inositol or serine (--CH.sub.2 --CH(NH.sub.2)--COOH) or glycerol residue.The present invention also provides a process for the optical determination of phospholipases using these substrates, as well as a reagent containing them.
    Type: Grant
    Filed: March 2, 1989
    Date of Patent: February 25, 1992
    Assignee: Boehringer Mannheim GmbH
    Inventors: Martina Junius, Ulrich Neumann, Herbert von der Eltz
  • Patent number: 5084459
    Abstract: There is provided a pest control composition containing a compound represented by the formula, ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different and independently mean a hydrogen atom, a hydrocarbon group which may be substituted or a heterocyclic group which may be substituted and X means an electron attracting group or a salt thereof.The compounds are of minimal toxicity to man, domestic animals and fish and selectively display remarkable control effect on pests.
    Type: Grant
    Filed: October 25, 1989
    Date of Patent: January 28, 1992
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hideki Uneme, Isao Minamida, Tetsuo Okauchi, Noriko Higuchi
  • Patent number: 5082938
    Abstract: Enhanced branched chain hydroxyl compounds are provided of formulaY--(Z).sub.1-6wherein Y is the residue of a nucleophile devoid of conjugated divalent linking moieties, and each Z is a poly(oxyalkylene) moiety having a molecular weight of from about 200-10,000 and containing at least one glycidol residue, wherein at least one of the primary oxy sites of said glycidol residue is linked preferably directly to a first epoxide residue of three or more carbons, and wherein said first epoxide residue is linked through a secondary oxy site preferably directly to a second epoxide reside having a primary terminal hydroxyl.
    Type: Grant
    Filed: March 1, 1990
    Date of Patent: January 21, 1992
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, David J. Moody
  • Patent number: 5073634
    Abstract: Basic dyes of the formulaChr.sup..sym.[FeCl.sub.4 ].sup..crclbar.where Chr.sup.a is a dye cation are useful for dyeing acrylonitrile polymers or acid-modified polyesters.
    Type: Grant
    Filed: May 1, 1990
    Date of Patent: December 17, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Johannes P. Dix, Guenter Hansen, Hellmut Kast
  • Patent number: 5030721
    Abstract: Novel N-acetyl-.beta.-D-glucosamine derivatives represented by the following formula: ##STR1## wherein R represents a hydrogen atom or an acyl group; and X represents a nitrogen atom or an oxide of nitrogen, are disclosed. The glucosamine derivatives are useful for determination of N-acetyl-.beta.-D-glucosaminidase in body fluids as an index of renal diseases.
    Type: Grant
    Filed: February 2, 1989
    Date of Patent: July 9, 1991
    Assignee: Kikkoman Corporation
    Inventors: Kouichi Kasai, Shoichi Tokutake, Nobuyuki Yamaji
  • Patent number: 5026848
    Abstract: A heteroaryloxyalkylheterocyclic derivative of the Formula I:R--(CH.sub.2).sub.n --O--R.sup.1 Iis provided wherein:R is a non-fused azole moiety;n is 5, 6, 7 or 8; andR.sup.1 is a non-fused or fused substituted azole, azine, furyl or polycyclic hydrocarbon.
    Type: Grant
    Filed: March 27, 1989
    Date of Patent: June 25, 1991
    Assignee: Synphar Laboratories Incorporated
    Inventors: Mohsen Daneshtalab, Dai Q. Nguyen, Chan M. Ha, Hiep T. Luu, Laurence M. Tempest, Ronald G. Micetich
  • Patent number: 4990625
    Abstract: A process for synthesizing an N,N-disubstituted hydrazone comprises carrying out nitrozation by adding an aqueous solution of sodium nitrite to a solution having one part by weight of an N,N-disubstituted amine dissolved in 3 to 30 parts by weight of an organic acid, then reducing the nitrozated product to an N,N-disubstituted hydrazine by adding a reducing agent to the mixture containing the nitrozated product, and thereafter adding to the mixture containing the N,N-disubstituted hydrazine a carbonyl compound of the formula: ##STR1## wherein A represents an aromatic hydrocarbon group or an aromatic heterocyclic group which may have a substituent, B represents a hydrogen atom, an alkyl group, an aryl group or an aromatic heterocyclic group, which may have a substituent, thereby performing condensation of the N,N-disubstituted hydrazine with the carbonyl compound.
    Type: Grant
    Filed: December 5, 1989
    Date of Patent: February 5, 1991
    Assignee: Canon Kabushiki Kaisha
    Inventors: Tetsuo Arita, Minoru Mabuchi, Shoji Umehara, Kiyoshi Sakai
  • Patent number: 4954630
    Abstract: The present invention provides resorufin derivatives of the general formulae: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5, which can be the same or different, are hydrogen, halogen, carboxyl, carboxamido, lower alkoxycarbonyl, cyano or nitro groups or lower alkyl or lower alkoxy radicals, which can be substituted by carboxyl, carboxamido, lower alkoxycarbonyl, cyano or nitro groups, and wherein R.sup.4 and R.sup.5 can together also represent an anellated aromatic residue, Z is a bridge member, A is the residue of a ligand and n is a whole number of from 1 to 200.The present invention also provides processes for the preparation of these resorufin derivatives, as well as intermediates for the preparation thereof.
    Type: Grant
    Filed: July 24, 1986
    Date of Patent: September 4, 1990
    Assignee: Boehringer Mannheim GmbH
    Inventors: Christian Klein, Hans-Georg Batz, Rupert Herrmann
  • Patent number: 4952707
    Abstract: Chemiluminescent 1,2-dioxetane compounds are disclosed in which the molecule is stabilized at the 3-position on the dioxetane ring against decomposition prior to the molecule's coming in contact with a labile group-removing substance (e.g., an enzyme that will cleave the labile group to cause the molecule to decompose to form at least one light-emitting fluorophore) and substituted at the 4-position on the dioxetane ring with a fused polycyclic ring-containing fluorophore moiety bearing a labile ring substituent whose point of attachment to the fused polycyclic ring, in relation to this ring's point(s) of attachment to the dioxetane ring, is such that the total number of ring atoms separating these points of attachment, including the ring atoms at the points of attachment, is an odd whole number. These odd pattern substituted compounds decompose to emit light of greater intensity and of a different wavelength than that emitted by the corresponding even pattern substituted isomers.
    Type: Grant
    Filed: June 30, 1988
    Date of Patent: August 28, 1990
  • Patent number: 4912258
    Abstract: Fluorinated aniline derivatives of the general formula I are described ##STR1## in which R.sup.1 represents H or (CH.sub.2).sub.n -X, n is a whole number from 1 to 3, X is H, OH, NH.sub.2, CH.sub.3 CONH, CH.sub.3 SO.sub.2 NH, SO.sub.3 H or ArSO.sub.3 H, Ar is optionally substituted arylene radical, R.sup.1 is alternatively also a --(CH.sub.2).sub.3 -- group, which is bonded to the free o-position next to the N-atom, Y is H, --O--, --NH--, --S-- or a C--C single bond, R.sup.2, in the event that Y=H, is the same as or different from R.sup.1 and means one of the radicals shown for R.sup.1, and in the event that Y is a C--C single bond or --O--, --NH-- or --S--, is an alkylene group having 1 to 3 carbon atoms linked with Y, and R.sup.3 =H, alkyl having 1 to 3 carbon atoms, OCH.sub.3, CH.sub.3 CONH, CO.sub.2 H or SO.sub.3 H.
    Type: Grant
    Filed: February 5, 1988
    Date of Patent: March 27, 1990
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans-Georg Batz, Rupert Herrmann
  • Patent number: 4910195
    Abstract: Dihydropyridine derivatives represented by formula (I): ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.6, which may be the same or different, each represents an alkyl group, a cycloalkyl group or an alkoxyalkyl group; R.sub.4 and R.sub.5, which may be the same or different, each represents a hydrogen atom, a halogen atom, a nitro group, a halogenated alkyl group, an alkylsulfonyl group, a halogenated alkoxy group, an alkylsulfinyl group, an alkyl group, a cycloalkyl group, an alkxoy group, a cyano group, an alkoxycarbonyl group or an alkylthio group (provided that R.sub.4 and R.sub.5 are not hydrogen atoms at the same time); X represents a vinylene group or an azomethine group; A and B are each an alkylene group or an alkenylene group; R.sub.7 and R.sub.8, which may be the same or different, each represents a hydrogen atom, an alkyl group, an alkenyl group, an aralkyl group, an aryl group, or a heterocyclic group (provided that R.sub.7 and R.sub.
    Type: Grant
    Filed: October 29, 1987
    Date of Patent: March 20, 1990
    Assignee: Green Cross Corporation
    Inventors: Atsuyuki Ashimori, Taizo Ono, Yoshihisa Inoue, Chikara Fukaya, Kazumasa Yokoyama
  • Patent number: 4900822
    Abstract: Reagents for the determination of hydrolase comprises compounds of the formula ##STR1## wherein Z is an organic or inorganic acid residue or a sugar residue, A is an organic or inorganic acid residue, and B is an organic acid residue. Each of R.sup.2 and R.sup.5, is hydrogen, halogen or lower alkyl. Each of R.sup.1, R.sup.3, R.sup.4 and R.sup.6, is hydrogen, halogen, cyano, lower alkyl, lower alkoxy, carboxyl, lower alkoxycarbonyl, carboxy lower alkyl or lower alkoxycarbonyl lower alkyl, or carboxamido groups optional substituted once or twice, or a radical of the formula--COO--(CH.sub.2 CH.sub.2 O).sub.n --R.sup.7in which R.sup.7 is hydrogen or lower alkyl and n is a number from 1 to 4. Additionally, R.sup.6 can be sulpho or nitro.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: February 13, 1990
    Assignee: Boehringer Mannheim GmbH
    Inventors: Herbert von der Eltz, Hans-Joachim Guder, Klaus Muhlegger
  • Patent number: 4888335
    Abstract: Propylamines of the formula (I): ##STR1## and isomers thereof, particularly those enantiomers and racemates relative to the chiral carbon indicated by an asterisk (*). The propylamines can be used for the treatment of hypertension or angina in humans. A is pyrrolidine, piperidine or morpholine, Z is alkylene, alkenylene, oxygen or a sulfur atom and W is an oxygen or a sulfur atom.
    Type: Grant
    Filed: July 25, 1988
    Date of Patent: December 19, 1989
    Assignee: McNeilab, Inc.
    Inventors: Richard J. Mohrbacher, Philip P. Grous
  • Patent number: 4864024
    Abstract: A new leuco dye is capable of developing into a colored dye which has an absorption band in the near infrared region. The new leuco dye has the following formula (I): ##STR1## wherein each of R.sup.1, R.sup.2 and R.sup.3 independently is hydrogen, an alkyl group, an aralkyl group, a cycloalkyl group or an aryl group; each of X.sup.1 and X.sup.2 independently is oxygen, sulfur or --NR.sup.4 -- (R.sup.4 has the same meaning as for R.sup.1, R.sup.2 and R.sup.3); each of the rings A to E independently is benzene ring or naphthalene ring and may have one or more substituent groups; and each of R.sup.1 to R.sup.4 may have one or more substituent groups. A recording material containing the leuco dye is also disclosed.
    Type: Grant
    Filed: February 10, 1988
    Date of Patent: September 5, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kozo Sato, Toru Harada
  • Patent number: 4861775
    Abstract: Streptomyces spec. DSM 3813 produces novel compounds with a basic phenoxazinone structure, which have an antifungal and antiviral action and can be used as lipoxygenase inhibitors.
    Type: Grant
    Filed: August 25, 1987
    Date of Patent: August 29, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Axel Zeeck, Sabine Breiding-Mack, Susanne Grabley, Hartmut Voelskow, Gerhard Seibert
  • Patent number: 4859667
    Abstract: Phenothiazone derivatives and analogs thereof, pharmaceutical compositions and methods of treatment are disclosed. These compounds are useful as inhibitors of mammalian leukotriene biosynthesis. As such, these compounds are useful therapeutic agents for treating allergic conditions, asthma, cardiovascular disorders and inflammation.
    Type: Grant
    Filed: January 14, 1987
    Date of Patent: August 22, 1989
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Cheuk K. Lau, Christiane Yoakim, Joshua Rokach, Rejean Fortin, Yvan Guindon
  • Patent number: 4847376
    Abstract: The present invention provides a lipase substrate of the general formula: ##STR1## wherein A is an alkylene or alkenylene radical containing up to 16 carbon atoms, R and R.sub.1, which can be the same or different, each signify an alkyl, alkenyl or acyl radical containing up to 20 carbon atoms or an optionally alkyl-substituted aryl or aralkyl radical containing up to 8 carbon atoms in the alkyl moiety and wherein one of R and R.sub.1 can also be a hydrogen atom, X is the residue of an aromatic hydroxy or thiol compound, and each Y and Z, independently from each other, is --S-- or --O--, Z also --CH.sub.2 --.The present invention also provides a process and a reagent for the optical determination of lipase.
    Type: Grant
    Filed: May 1, 1986
    Date of Patent: July 11, 1989
    Assignee: Boehringer Mannheim GmbH
    Inventors: Ulrich Neumann, Martina Junius, Hans-Georg Batz
  • Patent number: 4831190
    Abstract: There are disclosed 2,4,5-Trifluoro-3-hydroxybenzoic acid represented by the following formula (I): ##STR1## and a salt thereof and a process for preparing the same. Further, there is disclosed a process for preparing 3,5,6-trifluoro-4-hydroxyphthalic acid, which is employed for preparing the above compound.
    Type: Grant
    Filed: November 27, 1987
    Date of Patent: May 16, 1989
    Assignee: UBE Industries, Ltd.
    Inventors: Kikuo Ataka, Masayoshi Oku
  • Patent number: 4803269
    Abstract: 4-Monosubstituted and 4,6-disubstituted phenoxazines, methods of preparing them and pharmaceutical compositions containing them. These compounds are useful as anti-inflammatories.
    Type: Grant
    Filed: August 14, 1987
    Date of Patent: February 7, 1989
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Joseph M. Muchowski, Robert J. Greenhouse, Angel Guzman
  • Patent number: 4775754
    Abstract: Oxazine, thiazine and diazine leuco dyes are synthesized through a reaction using a dicyclohexylcarbodiimide adduct. The adducts are themselves novel compounds.
    Type: Grant
    Filed: October 7, 1987
    Date of Patent: October 4, 1988
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Kim M. Vogel, Roger A. Mader
  • Patent number: 4774331
    Abstract: A process for ortho-cyanation of phenols or phenylamines which comprises reacting a phenyl compound having hydroxy or optionally substituted amino or cyclic amino, of which ortho position is vacant, with trichloroacetonitrile, C.sub.1 -C.sub.5 alkyl thiocyanate or C.sub.6 -C.sub.12 aryl thiocyanate in the presence of a boron trihalide and treating the resultant product with an alkali is provided, and said process is useful in the synthesis of intermediates for medicinals or pesticides.
    Type: Grant
    Filed: August 21, 1987
    Date of Patent: September 27, 1988
    Assignee: Shionogi & Co., Ltd.
    Inventors: Makoto Adachi, Hiromu Matsumura, Tsutomu Sugasawa
  • Patent number: 4741765
    Abstract: Benzenesulfonamide compounds such as N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-1,4-dihydro-3-methyl-4 -oxo-1-phenyl-indeno[1,2-C]pyrazole-5-sulfonamide and N-[(4-methoxy-6-methyl-pyrimidin-2-yl)aminocarbonyl]-1,4-dihydro-3-methyl- 4-oxo-1-phenyl-indeno[1,2-C]pyrazole-5-sulfonamide, agricultural compositions containing them, and their herbicidal utility are disclosed.
    Type: Grant
    Filed: April 3, 1987
    Date of Patent: May 3, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Robert J. Pasteris, Ramaurthi Muthukrishnan
  • Patent number: 4719097
    Abstract: The present invention provides phosphates of resorufin derivatives of the general formulae: ##STR1## wherein R.sup.2 and R.sup.5, which can be the same or different, are hydrogen or halogen atoms or lower alkyl radicals, R.sup.1, R.sup.3, R.sup.4 and R.sup.6, which can be the same or different, are hydrogen or halogen atoms, cyano or carboxy groups or lower alkyl, lower alkoxy, lower alkoxycarbonyl, carboxy lower alkyl or lower alkoxycarbonyl lower alkyl radicals or carboxamide groups which are optionally mono- or disubstituted or radicals of the general formula --COO--(CH.sub.2 CH.sub.2 O).sub.n --R.sup.7, R.sup.7 being a hydrogen atom or a lower alkyl radical and n being a whole number of from 1 to 4, and wherein R.sup.6 can additionally also be a sulphonyl or nitro group, Y is a nitrogen atom or an N.fwdarw.O group and M and M', which can be the same or different, are hydrogen atoms or alkali metal, alkaline earth metal or ammonium ions.
    Type: Grant
    Filed: September 26, 1986
    Date of Patent: January 12, 1988
    Assignee: Boehringer Mannheim GmbH
    Inventors: Klaus Muhlegger, Herbert von der Eltz
  • Patent number: 4710570
    Abstract: Azine redox dyes and their corresponding dyes of the formula: ##STR1## in which: X is O, S, NR.sup.2,Z completes a fused aromatic of heterocyclic ring system,n is 0 or 1 to allow one R.sup.1 ring substituent,Q represents CR.sup.4 R.sup.5 in which at least one of R.sup.4 and R.sup.5 is an electronegative group or R.sup.4 and R.sup.5 may complete a ring, orwhen X is S Q may represent NR.sup.3 in which R.sup.3 is an aromatic or heterocyclic group.The leuco dyes are useful as dye generators in pressure sensitive, thermographic or photothermographic imaging systems.
    Type: Grant
    Filed: September 30, 1985
    Date of Patent: December 1, 1987
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Tran V. Thien
  • Patent number: 4707473
    Abstract: 4-Monosubstitued and 4,6-disubstituted phenoxazines, methods of preparing them and pharmaceutical compositions containing them. These compounds are useful as anti-inflammatories.
    Type: Grant
    Filed: May 30, 1986
    Date of Patent: November 17, 1987
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Joseph M. Muchowski, Robert J. Greenhouse, Angel Guzman
  • Patent number: 4666907
    Abstract: Phenothiazine derivatives and analogs thereof having the Formula I are useful as inhibitors of the biosynthesis of mammalian leukotrienes. As such, these compounds are useful therapeutic agents for treating allergic conditions, asthma, cardiovascular disorders and inflammation, and are useful as cytoprotective agents.
    Type: Grant
    Filed: September 26, 1986
    Date of Patent: May 19, 1987
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Rejean Fortin, Cheuk K. Lau, Yvan Guindon, Joshua Rokach, Christiane Yoakim
  • Patent number: 4667032
    Abstract: Phenothiazone derivatives and analogs thereof, pharmaceutical compositions and methods of treatment are disclosed. These compounds are useful as inhibitors of mammalian leukotriene biosynthesis. As such, these compounds are useful therapeutic agents for treating allergic conditions, asthma, cardiovascular disorders and inflammation.
    Type: Grant
    Filed: October 10, 1985
    Date of Patent: May 19, 1987
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Cheuk K. Lau, Christiane Yoakim, Joshua Rokach, Rejean Fortin, Yvan Guindon
  • Patent number: 4620010
    Abstract: A process is provided to a unique preparation of carboalkoxy substituted or unsubstituted benzoxazole compounds from an amino-phenol compound.
    Type: Grant
    Filed: March 29, 1984
    Date of Patent: October 28, 1986
    Assignee: USV Pharmaceutical Corp.
    Inventors: Shou-Nan Ueng, Frederick A. Golec, Jr.
  • Patent number: 4608399
    Abstract: The invention relates to stabilizer-containing reactive components for the production of polyurethane foams having little or no tendency towards core discoloration which are characterized by a stabilizing addition of monomeric and/or oligomeric derivatives of the diphenylamine series, including the phenothiazine series. The invention also relates to new stabilizers of the diphenylamine and/or phenothiazine series and to a process for their production, characterized in that aromatic amines of the diphenylamine and/or phenothiazine series are reacted with bifunctional halogen derivatives, diols, bis-ethers or bis-esters or with bis-olefins formed therefrom at elevated temperatures in the presence of strong acids and the amines are optionally further alkylated.
    Type: Grant
    Filed: October 18, 1985
    Date of Patent: August 26, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Hans-Walter Illger, Karl H. Dorner
  • Patent number: 4565834
    Abstract: The invention relates to stabilizer-containing reactive components for the production of polyurethane foams having little or no tendency towards core discoloration which are characterized by a stabilizing addition of monomeric and/or oligomeric derivatives of the diphenylamine series, including the phenothiazine series. The invention also relates to new stabilizers of the diphenylamine and/or phenothiazine series and to a process for their production, characterized in that aromatic amines of the diphenylamine and/or phenothiazine series ae reacted with bifunctional halogen derivatives, diols, bis-ethers or bis-esters or with bis-olefins formed therefrom at elevated temperatures in the presence of strong acids and the amines are optionally further alkylated.
    Type: Grant
    Filed: September 17, 1984
    Date of Patent: January 21, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Hans-Walter Illger, Karl H. Dorner
  • Patent number: 4540523
    Abstract: Cationic styryl dyestuffs of the formula ##STR1## in which A.sup.1 is an alkyleneoxy or alkyleneamino radical,D.sup.1 is a direct bond or divalent radical,An is an anion, andthe terminal phenyl ring is unsubstituted or substituted by CN, alkyl or alkoxy. The compounds are suitable for dyeing, enscribing and printing paper for dyeing and printing synthetic fibres, especially made of polyacrylonitrile, acid-modified polyesters or polyamides.
    Type: Grant
    Filed: October 17, 1980
    Date of Patent: September 10, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hermann Beecken
  • Patent number: 4500527
    Abstract: Unsaturated heterocyclic dihydropyridines of the formula: ##STR1## wherein the substituents defined herein have been found to have useful antihypertensive activity.
    Type: Grant
    Filed: June 22, 1983
    Date of Patent: February 19, 1985
    Assignee: USV Pharmaceutical Corporation
    Inventors: Bernard Loev, James R. Shroff, Rohit Desai
  • Patent number: 4430452
    Abstract: The invention relates to stabilizer-containing reactive components for the production of polyurethane foams having little or no tendency towards core discoloration which are characterized by a stabilizing addition of monomeric and/or oligomeric derivatives of the diphenylamine series, including the phenothiazine series. The invention also relates to new stabilizers of the diphenylamine and/or phenothiazine series and to a process for their production, characterized in that aromatic amines of the diphenylamine and/or phenothiazine series are reacted with bifunctional halogen derivatives, diols, bis-ethers or bis-esters or with bis-olefins formed therefrom at elevated temperatures in the presence of strong acids and the amines are optionally further alkylated.
    Type: Grant
    Filed: July 6, 1982
    Date of Patent: February 7, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Hans-Walter Illger, Karl H. Dorner