Nitrogen Bonded Directly To Ring Carbon Of The Five-membered Hetero Ring Patents (Class 548/471)
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Patent number: 5091532Abstract: A new process for the preparation of pigments of the formula ##STR1## comprises first reacting phthalodinitrile in an organic medium in the presence of a base with an alcohol and then with a compound of the formula ##STR2## in the presence of water at a pH of 1-6.Type: GrantFiled: October 16, 1990Date of Patent: February 25, 1992Assignee: Bayer AktiengesellschaftInventors: Bernd Kaletta, Meinhard Rolf
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Patent number: 5081245Abstract: A compound represented by the formula: ##STR1## wherein R represents a hydrogen atom or a lower alkyl group;R.sup.1 represents a higher alkyl group which may be substituted;R.sup.2 represents a hydrogen atom or a lower alkyl group, a lower alkanoyl group or a nitrogen-containing 5- to 7-membered heterocyclic group each of which may be substituted; X represents a divalent group represented by the formula:--(OCH.sub.2 CH.sub.2).sub.p --wherein p represents an integer of 1 to 5, a divalent group represented by the formula:--O(CH.sub.2).sub.q --wherein q represents an integer of 3 to 8, or a divalent group represented by the formula:--(OCH.sub.2 CH.sub.2).sub.p --J--(CH.sub.2).sub.q --wherein J represents an oxygen atom or a group represented by the formula: --S(O).sub.Type: GrantFiled: August 18, 1989Date of Patent: January 14, 1992Assignee: Takeda Chemical Industries, Ltd.Inventors: Hiroaki Nomura, Hiroshi Akimoto, Eiko Imamiya, Keizo Inoue
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Patent number: 4997740Abstract: The invention relates to positively charged electrophotographic toners which, in addition to customary resin and pigment particles, contain an additive which intensifies the cationic charge, of the general formula ##STR1## wherein R.sup.1 and R.sup.2 independently of one another represent H, C.sub.1 -C.sub.22 -alkyl, allyl, cyclohexyl, phenyl-C.sub.1 -C.sub.2 -alkyl or phenyl andAn.sup.- denotes an anion,wherein the ring A and the cyclic and acyclic radicals can carry 1-2 nonionic substituents.Type: GrantFiled: November 17, 1989Date of Patent: March 5, 1991Assignee: Bayer AktiengesellschaftInventors: Horst Harnisch, Roderich Raue, Klaus Wunderlich
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Patent number: 4988711Abstract: Inhibiting HMG-CoA reductase, as in treating hyperlipopproteinaemia, lipoproteinaemia and arteriosclerosis, with the new N-substituted N-amino-pyrroles of the formula ##STR1## in which R.sup.1 is an organic radical,R.sup.2 is an aryl or heteroaryl radical,R.sup.3 is a hydrogen or an organic radical,R.sup.4 and R.sup.5 each independently is hydrogen or an organic radical or, together, they complete a heterocylic ring,X is --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH--,A is ##STR2## R.sup.10 is hydrogen or alkyl, and R.sup.11 is hydrogen, an organic radical or a cation.Type: GrantFiled: April 12, 1989Date of Patent: January 29, 1991Assignee: Bayer AktiengesellschaftInventors: Rolf Angerbauer, Walter Hubsch, Peter Fey, Hilmar Bischoff, Dieter Petzinna, Delf Schmidt, Gunter Thomas
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Patent number: 4892899Abstract: Composition of matter containing(a) a compound of the formula I ##STR1## in which A is one of the groups of the formulae ##STR2## in which B is --O--, --S--, --SO.sub.2 --, --N.dbd.N--, --CH.sub.2 --, --CH.dbd.CH--, ##STR3## --CONH--, --NHCONH--, or --CONHNHCO--, Q is --O-- or --NH-- and Z is --O-- or --S-- and R and R' are independently of each other hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or phenoxy, and(b) a compound of the formula II ##STR4## in which A' is as defined above for A, D is hydrogen, amino or a group of the formula III ##STR5## E is --O-- or --S--, T.sub.1, T.sub.2 and T.sub.3 independently of one another are chlorine or a group --ET', T' is a group of the formulae ##STR6## X.sup..sym. is H.sup..sym. or a group of the formulae M.sup.n.sym. /n or N.sup..beta. (R.sub.1)(R.sub.2)(R.sub.3)(R.sub.4), Mhu n.sym. is an n-valent metal cation, n is 1, 2 or 3, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently of one another hydrogen, C.sub.1 -C.sub.18 -alkyl, C.sub.Type: GrantFiled: December 8, 1987Date of Patent: January 9, 1990Assignee: Ciba-Geigy CorporationInventors: Edward E. Jaffe, Jost von der Crone, Bernhard Medinger
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Patent number: 4879293Abstract: The compound of the formula ##STR1## wherein X is a cyclic group which may optionally be substituted; Y is a carboxyl group which may optionally be esterified or amidated; Z is --CH.dbd.CH--CH.dbd.CH--, --S--(CH.sub.2).sub.l --S-- is an integer of 1 to 3), --N.dbd.CH--CH.dbd.N-- or --(CH.sub.2).sub.m --(m is an integer of 3 to 5); ring A may optionally be substituted with halogen, nitro, amino, alkanoylamino, alkoxycarbonyl, carboxyl or carbamoyl; and n is an integer of 1 to 3, and salts thereof. The compounds display a strong antianxiety effect to mammalian animals and are useful for the prevention or treatment of a disease such as psychoromatic disease and anxiety neurosis.Type: GrantFiled: September 8, 1988Date of Patent: November 7, 1989Assignee: Takeda Chemical Industries, Ltd.Inventors: Kentaro Hiraga, Yoshiaki Saji
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Patent number: 4865650Abstract: Composition of matter containing:(a) a compound of the formula I ##STR1## in which A is one of the groups of the formulae ##STR2## in which B is --O--, --S--, --SO.sub.2 --, --N.dbd.N--, --CH.sub.2 --, --CH.dbd.CH--, --O--CH.sub.2 --O-- ##STR3## --CONH--, --NHCONH-- or --CONHNHCO--, Q is --O' or --NH' and Z is --O-- or --S-- and R and R' are independently of each other hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or phenoxy, and (b) a compound of the formula II ##STR4## in which X.sup..sym. is H.sup..sym. or a group of the formulae ##EQU1## or N.sup..sym. (R.sub.1) (R.sub.2) (R.sub.3) (R.sub.4), M.sup.n.sym. is an n-valent metal cation, n is 1, 2 or 3, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently of one another hydrogen, C.sub.1 -C.sub.18 -alkyl, C.sub.5 -C.sub.6 -cycloalkyl, unsubstituted or C.sub.1 -C.sub.18 -alkyl-substituted phenyl or R.sub.3 and R.sub.4 together with the N atom form a pyrrolidine, imidazolidine, piperidine, piperazine or morpholine radical, or R.sub.Type: GrantFiled: December 16, 1987Date of Patent: September 12, 1989Assignee: Ciba-Geigy CorporationInventors: Jost von der Crone, Bernhard Medinger, Philippe Bugnon
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Patent number: 4810717Abstract: Novel compounds of the general formula ##STR1## wherein Ar represents a substituted or unsubstituted aromatic or heterocyclic group; W represents alkylene of from 1 to about 10 carbon atoms; and B represents --NR.sub.2 COR.sub.1, --NR.sub.2 CONR.sub.1 R.sub.3, --NR.sub.2 SO.sub.2 R.sub.1, --NR.sub.2 SO.sub.2 NR.sub.1 R.sub.3, or --NR.sub.2 COOR.sub.1 wherein R.sub.1, R.sub.2 and R.sub.3 may be the same or different and may be hydrogen, alkyl, alkoxyalkyl, cycloalkyl, alkenyl, alkynyl, aryl, heteroaryl, or aralkyl, except that R.sub.1 is not hydrogen when B is --NR.sub.2 SO.sub.2 R.sub.1 or --NR.sub.2 COOR.sub.1, or R.sub.1 and R.sub.3 may together with N form a 5 to 7 membered heterocyclic group; and the pharmaceutically acceptable salts thereof. These compounds exhibit .beta.-adrenergic blocking activity and are also useful in the treatment of glaucoma.Type: GrantFiled: March 10, 1986Date of Patent: March 7, 1989Assignee: E. I. du Pont de Nemours and CompanyInventors: Sheung T. Kam, William L. Matier
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Patent number: 4786646Abstract: The invention relates to compounds of the formula ##STR1## Y is O or S, *A is paraphenylene or *--(CH.sub.2).sub.n --(X).sub.m --(CH.sub.2).sub.r --, X is O, S or --CH.dbd.CH--, n or r, independently, are integers from 0 to 3, s is an integer from 0 to 1, m is an integer from 0 to 1, provided that when m is 1, n+s must be at least 2, R.sub.1 and R.sub.2, independently, are hydrogen, lower alkyl, cycloalkyl, lower alkenyl, Het or aryl, *E is ##STR2## or --(CH.sub.2).sub.k -- wherein k is an integer from 0 to 4, R.sub.3, R.sub.4 and R.sub.8 are independently hydrogen or lower alkyl, R.sub.5 and R.sub.6, independently are hydrogen or lower alkyl, R.sub.Type: GrantFiled: July 10, 1987Date of Patent: November 22, 1988Assignee: Hoffmann-La Roche Inc.Inventors: Robert W. Guthrie, Richard W. Kierstead, Jefferson W. Tilley
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Patent number: 4785114Abstract: Quinophthalone dyes of the formula ##STR1## where X is O or NC--C--R, where R is cyano, unsubstituted or N-substituted carbamyl, carboalkoxy, quinazolonyl, quinoxalinonyl, benzimidazolyl or benzothiazolyl and the rings A, B, the quinoline system and/or the fused benzo systems may be substituted by insolubilizing groups, in surface finishes, printing inks and plastics, in particular in thermoplastics, gives bright hues having good fastness properties coupled with high thermostability.Type: GrantFiled: September 15, 1986Date of Patent: November 15, 1988Assignee: BASF AktiengesellschaftInventors: Wolfgang Lotsch, Peter Neumann, Heinrich Kowarsch
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Patent number: 4777168Abstract: A class of bicyclic benzo-oxy heterocyclic ether and thioether compounds exhibiting parmacological activity, including anti-secretory and anti-ulcerogenic activity, pharaceutical compositions comprising these compounds, and methods for the treatment of gastrointestinal hyperacidity and ulcerogenic disorders in mammals using said compositions.Type: GrantFiled: January 7, 1988Date of Patent: October 11, 1988Assignee: Rorer Pharmaceutical CorporationInventors: Donald E. Kuhla, Henry F. Campbell, William L. Studt, Kent W. Neuenschwander
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Patent number: 4764217Abstract: Composition containing(a) an isoindoline pigment of the formula I ##STR1## and (b) a compound of the formula II ##STR2## Pigment mixtures of this kind, in particular when used in paints, are distinguished in particular by increased tinctorial strength and high lustre and especially by improved rheology.For the definition of the substituents and symbols R.sub.1, R.sub.2, R.sub.3, R.sub.4, Q, X, Y and Z, see claim 1.Type: GrantFiled: December 7, 1987Date of Patent: August 16, 1988Assignee: Ciba-Geigy CorporationInventors: Jost von der Crone, Bernhard Medinger, Philippe Bugnon
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Patent number: 4751314Abstract: Tetrachloro-3-iminosisoindolin-1-one (I) or its alkali metal salt (Ia) is prepared by reacting tetrachloro-ortho-phthalodinitrile with lithium hydroxide, sodium hydroxide and/or potassium hydroxide in substantially anhydrous tert-butanol and, if desired, liberating (I) from (Ia) by means of a dilute acid.Type: GrantFiled: September 15, 1986Date of Patent: June 14, 1988Assignee: BASF AktiengesellschaftInventors: Erwin Hahn, Heinrich Kowarsch
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Patent number: 4746740Abstract: Isoindoline colorants of the formula ##STR1## where the radicals R independently of one another are each methyl or ethyl, give neutral yellow colorations when incorporated into surface coatings. The colorations do not darken on weathering and, compared with prior art pigments, exhibit improved gloss stability on weathering.Type: GrantFiled: July 17, 1986Date of Patent: May 24, 1988Assignee: BASF AktiengesellschaftInventors: Wolfgang Lotsch, Reinhard Kemper
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Patent number: 4692445Abstract: A class of bicyclic benzenoid aminoalkylene ether and thioether compounds exhibiting pharmacological activity, including anti-secretory and anti-ulcerogenic activity, pharmaceutical compositions comprising these compounds, and methods for the treatment of gastrointestinal hyperacidity and ulcerogenic disorders in mammals using said compositions.Type: GrantFiled: November 12, 1986Date of Patent: September 8, 1987Assignee: Rorer Pharmaceutical CorporationInventors: Donald E. Kuhla, Henry F. Campbell, William L. Studt
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Patent number: 4585876Abstract: Novel xanthones and thioxanthones of the formula I ##STR1## in which A, X, Y, Z, E and E' are as defined in patent claim 1, are described. A is preferably --S-- and E and E' are preferably bonded in the ortho-position relative to one another. The compounds (I) are suitable, for example, as sensitizers for photocrosslinkable polymers or photocurable compositions, or for use in mixtures with polymers with H donor groups for image formation, in particular electrically conductive coatings and patterns, by means of electroless deposition of metals.Type: GrantFiled: November 14, 1983Date of Patent: April 29, 1986Assignee: Ciba-Geigy CorporationInventors: Walter Fischer, Jurgen Finter, Hans Zweifel
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Patent number: 4564468Abstract: A reactive fire retardant mixture useful in the preparation of polyurethane foams. The mixture contains a halogenated imide-containing polyol having the formula: ##STR1## and the corresponding ether having the formula: ##STR2## wherein R is a hydrocarbon group having the valance n+2 and is selected from the group consisting of benzene groups, naphthalene groups and alicyclic hydrocarbon groups containing 5 to 10 carbon atoms, R' is an aliphatic hydrocarbon group containing 3-12 carbon atoms, X is selected from the group consisting of bromine and chlorine, n is an integer from 1-6 and p is an integer from 2-6. They are prepared by reacting an alcohol (e.g. isopropyl alcohol), a halogenated dicarboxylic anhydride (e.g. tetrabromophthalic anhydride) and an aminopolyol (e.g. 2-amino-2-ethyl-1,3-propanediol).Type: GrantFiled: December 12, 1984Date of Patent: January 14, 1986Assignee: Ethyl CorporationInventor: Henry J. Barda
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Patent number: 4500718Abstract: A process for producing bismethine isoindolines of the formula ##STR1## in which process the condensation of 1 mol of any one of the compounds of the formulae ##STR2## with 2 mols of a cyanomethylene compound of the formula NC--CH.sub.2 --R.sub.1 or NC--CH.sub.2 --R.sub.2, or with 1 mol of a cyanomethylene compound of the formula NC--CH.sub.2 --R.sub.1 and 1 mol of a cyanomethylene compound of the formula NC--CH.sub.2 --R.sub.2, wherein the symbols have the meanings defined in the specification, is performed in a polar solvent in the presence of a strong base, and the bismethine isoindoline obtained is isolated from the reaction mixture by hydrolysis.The bismethine isoindolines are suitable for pigmenting high-molecular organic material, particularly lacquers.Type: GrantFiled: September 23, 1983Date of Patent: February 19, 1985Assignee: Ciba-Geigy CorporationInventors: Alain C. Rochat, Luigi Cassar
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Patent number: 4492796Abstract: Compounds which, in one of their tautomeric structures, correspond to the formula ##STR1## in which the ring A can carry 1, 2, 3 or 4 identical or different substituents, processes for their preparation and their use as intermediate products for the preparation of dyestuffs.Type: GrantFiled: June 1, 1981Date of Patent: January 8, 1985Assignee: Bayer AktiengesellschaftInventor: Manfred Lorenz
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Patent number: 4490527Abstract: Compounds of the formula: ##STR1## wherein B is a moiety having the formula: ##STR2## R is mono- or dihalo, amino, nitro, cyano, hydroxy, trifluoromethyl, mercapto, lower alkyl, lower alkoxy, alkanoyl, cycloalkyl of 4-7 carbon atoms, carboxy, alkoxycarbonyl, mono- or di-lower alkyl substituted amino, alkanoylamino, lower alkyl thio, lower alkylsulfonyl, sulfamoyl, lower alkyl substituted sulfamoyl, phenyl or phenyl substituted with halo, lower alkyl, lower alkoxy, trifluoromethyl, hydroxy, amino, cyano or nitro.X is SO.sub.2, SO, S or C.dbd.O; andA is amine selected from the group ##STR3## , wherein R.sup.1 is hydrogen or R.sup.2 CH.sub.2 wherein R.sup.2 is mono- or diloweralkylamino, mono- or di-N-lower alkylaminoloweralkyl, (2-furyl)methylamino, benzylamino, lowercycloalkylamino, 1-pyrrolidinyl, 1-piperidinyl, 1-hexahydroazepinyl, 1-octahydroazocinyl, 3-thiazolidinyl, 4-morpholinyl or 4-thiomorpholinyl; R.sup.3 is hydrogen or (1-piperidinyl)methyl with the proviso that when R.sup.Type: GrantFiled: February 22, 1983Date of Patent: December 25, 1984Assignee: American Home Products CorporationInventors: Guy A. Schiehser, Donald P. Strike
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Patent number: 4426533Abstract: A process for producing bismethine isoindolines of the formula ##STR1## in which process the condensation of 1 mol of any one of the compounds of the formulae ##STR2## with 2 mols of a cyanomethylene compound of the formula NC-CH.sub.2 -R.sub.1 or NC-CH.sub.2 -R.sub.2, or with 1 mol of a cyanomethylene compound of the formula NC-CH.sub.2 -R.sub.1 and 1 mol of a cyanomethylene compound of the formula NC-CH.sub.2 -R.sub.2, wherein the symbols have the meanings defined in the specification, is performed in a polar solvent in the presence of a strong base, and the bismethine isoindoline obtained is isolated from the reaction mixture by hydrolysis.The bismethine isoindolines are suitable for pigmenting high-molecular organic material, particularly lacquers.Type: GrantFiled: March 29, 1982Date of Patent: January 17, 1984Assignee: Ciba-Geigy CorporationInventors: Alain C. Rochat, Luigi Cassar
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Patent number: 4414395Abstract: The invention relates to a process for the manufacture of 1-hydrazono-isoindolines of the formula ##STR1## wherein Y is a methine or imine radical and the ring A can contain substituents which do not confer solubility in water, by reacting an iminoisoindoline of the formula ##STR2## with hydrazine or a hydrazine donor, in a polar solvent, which process comprises carrying out the reaction at temperatures below 80.degree. C.These hydrazono-isoindolines are obtained in excellent yield and purity and can be used without further purification as starting materials for further syntheses.Type: GrantFiled: March 6, 1981Date of Patent: November 8, 1983Assignee: Ciba-Geigy CorporationInventors: Abul Iqbal, Paul Lienhard
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Patent number: 4385174Abstract: The invention relates to a simplified process for the manufacture of 1:1 metal complexes of isoindoline azines of the formula ##STR1## wherein R is hydrogen, alkyl or aryl, Q contains an isocyclic or heterocyclic radical, acyl, carbamoyl or thiocarbamoyl, and Y is the radical of an active methylene group or aromatic amine, which comprises reacting a compound HQ or a hydrazone with an ortho ester or amidine in the presence of a metal donor at elevated temperature in a polar solvent. Pigments made by this process are lightfast and are useful in coloring plastics.Type: GrantFiled: March 9, 1981Date of Patent: May 24, 1983Assignee: Ciba-Geigy CorporationInventors: Abul Iqbal, Paul Lienhard
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Patent number: 4367333Abstract: 1:1 metal complexes of isoindolinazines of the formula ##STR1## in which the ring A can be further substituted, R is a hydrogen atom or an alkyl or aryl group, B is an isocyclic or heterocyclic aromatic radical, R.sub.1 is the OH or SH group and Y is a radical of the formula ##STR2## in which Z.sub.1 and Z.sub.2 are O or S atoms, n is the number 1 or 2, R.sub.2 ' is an alkyl, aryl or heteroaryl radical and R.sub.2 is an alkyl, cycloalkyl, aralkyl or aryl radical or a radical of the formula ##STR3## in which R.sub.3 is an alkylene or arylene group. The novel pigments color plastics and surface coatings in pure, intense orange to red shades with good fastness properties.Type: GrantFiled: March 9, 1981Date of Patent: January 4, 1983Assignee: Ciba-Geigy CorporationInventor: Abul Iqbal
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Patent number: 4366312Abstract: 1:1 metal complexes of azines of the formula ##STR1## in which the ring A can be further substituted, R is an H atom or an alkyl or aryl group, B is an isocyclic or heterocyclic aromatic radical or an alicyclic radical, R.sub.1 is the OH or SH group and Y is a radical of the formula ##STR2## in which Z is an O or S atom, n is the number 1 or 2 and R.sub.2 is an alkyl, aralkyl, cycloalkyl or aryl radical or an amino group which is unsubstituted or substituted by an alkyl, cycloalkyl, aralkyl or aryl radical.In plastics and surface coatings, the novel pigments give intense pure orange to violet colorations with good fastness properties.Type: GrantFiled: March 9, 1981Date of Patent: December 28, 1982Assignee: Ciba-Geigy CorporationInventor: Abul Iqbal
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Patent number: 4331467Abstract: A new substance which is useful as a plant growth regulator is 3-imino-2-(1-methyl-3-phenylthioureido)isoindolin-1-one, which may also exist in tautomeric form as 1-(2-cyanobenzoyl)-2-methyl-4-phenylthiosemicarbazide. Formative effects and increased fruit set are obtained by application of the growth regulator to crop plants.Type: GrantFiled: April 3, 1980Date of Patent: May 25, 1982Assignee: Gulf Oil CorporationInventor: Charles G. Gibbs