Tetracyclo Ring System Having The Diazine Ring As One Of The Cyclos Patents (Class 544/246)
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Patent number: 5077403Abstract: A process for the production of a compound of the formula ##STR1## where R.sub.1 and R.sub.2 each are alkyl C.sub.1 -C.sub.16, aryl, aralkyl, alkenyl, alkynyl, cyano, carboxy and esters, carboximido, N-monosubstituted and N,N-disubstituted carboximido with alkyl, aralkyl, and aryl groups; R.sub.3 is tertiary butyldimethyl silyl, R.sub.4 is tertiarybutyldimethylsilyl, trimethylsilyl, X=O or NH comprising condensing a compound of the formula ##STR2## wherein R.sub.3 and R.sub.4 are as defined above with a compound of either the formula: ##STR3## wherein R.sub.1 and R.sub.2 are as defined above and R.sub.5 is C.sub.1 -C.sub.4 ; in the presence of a reaction-inert solvent at a temperature of from 50.degree.to about 150.degree. C. forming an intermediate and oxidizing the intermediate product, to form the desired compound of formula I. The products are antiviral.Type: GrantFiled: August 16, 1990Date of Patent: December 31, 1991Assignee: The Board of Governors for Higher Education, State of Rhode Island and Providence PlantationsInventors: Elie Abushanab, Chandra Vargeese
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Patent number: 5047554Abstract: This invention relates to novel 3-substituted-2-oxindole derivatives which are inhibitors of prostaglandin H.sub.2 synthase, 5-lipoxygenase and interleukin-1 biosynthesis. The compounds of the invention are useful as inhibitors of prostaglandin H.sub.2 synthase and interleukin-1 biosynthesis, per se, and as analgesic, antiinflammatory and antiarthritic agents in the treatment of chronic inflammatory diseases. This invention also relates to pharmaceutical compositions comprising said 3-substituted-2-oxindole derivatives; to methods of inhibiting prostaglandin H.sub.2 synthase and biosynthesis of interleukin-1; and to treating chronic inflammatory diseases in a mammal with said compounds. Further, this invention relates to certain novel carboxylic acids useful as intermediates in the preparation of the 3-substituted-2-oxindole derivatives of this invention and to a process for the preparation of the 3-substituted-2-oxindole derivatives.Type: GrantFiled: January 31, 1990Date of Patent: September 10, 1991Assignee: Pfizer Inc.Inventors: Frederick J. Ehrgott, Carl J. Goddard, Gary R. Schulte
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Patent number: 4980343Abstract: Therapeutic compositions comprising the new derivatives of aminooxodihydroisoindolo-quinazoline of the formula ##STR1## are useful in inhibiting the growth of colon and rectal tumors.Type: GrantFiled: June 20, 1989Date of Patent: December 25, 1990Assignee: Bayer AktiengesellschaftInventors: Valentino Stella, Laman A. Al-Razzak, Hans-Joachim Kabbe
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Patent number: 4925943Abstract: Derivatives of 2-(2-aminobenzyl or 2-nitrobenzyl)-1,2,3,4-tetrahydroisoquinoline of the formula ##STR1## in which each of substituents R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 or R.sub.8 may represent either a hydrogen atom, a straight or branched chain alkyl group, a straight or branched chain alkoxy group, a hydroxy group or corresponding esters, a phenoxy group, a benzyloxy group, a methylenedioxy bridge (--O--CH.sub.2 --O--) when this substituent is connected with an adjacent carbon, a halogen, a nitro group, an amine function corresponding to primary or secondary or tertiary amine, or quarternary ammonium;each of substituents R.sub.9 or R.sub.10 may represent either a hydrogen atom, a straight or branched chain alkyl group, an arylalkyl group, an amine function corresponding to primary or secondary or tertiary amine or quarternary ammonium, or may each be oxygen atoms;each of substituents R.sub.11 or R.sub.Type: GrantFiled: January 5, 1988Date of Patent: May 15, 1990Inventors: Isabelle Kanmacher, Jean-Francois Stambach, Louis Jung, Christa Schott, Jean-Claude Stoclet, Christiane Heitz
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Patent number: 4847378Abstract: Chromogenic polycyclic azamethines of formula ##STR1## wherein T.sub.1 and T.sub.2 are each independently of the other lower alkyl, cycloalkyl, benzyl, or, when taken together, are alkylene,Q is --CH or, preferably, N,W is alkylene, alkenylene, 1,2-cycloalkylene or 1,2-arylene,R is hydrogen, lower alkyl, aryl or aralkyl, andY is alkyl or alkenyl, each unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or is aralkyl, and the ring A is unsubstituted or substituted by halogen, cyano, hydroxy, lower alkyl, lower alkoxy, lower alkylcarbonyl, lower alkylcarbonyloxy, lower alkylamino, di-lower alkylamino or lower alkylcarbonylamino, and the ring B is unsubstituted or substituted by halogen, cyano, C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.12 alkoxy, C.sub.2 -C.sub.12 alkoxyalkoxy or aralkoxy or a glycol ether group.Type: GrantFiled: May 2, 1988Date of Patent: July 11, 1989Assignee: Ciba-Geigy CorporationInventor: Rudolf Zink
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Patent number: 4845220Abstract: The invention relates to vattable 2-aryl-4,6-diaminopyrimidines of formula ##STR1## wherein A.sub.1 and A.sub.2 are identical or different vattable radicals, andAr is an aryl radical.These pyrimidines are particularly suitable vat dyes for dyeing or printing textile fibres made from natural or regenerated cellulose. They give light- and wetfast orange, red or violet dyeings.Type: GrantFiled: December 30, 1987Date of Patent: July 4, 1989Inventor: Hans Altermatt
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Patent number: 4666526Abstract: Azine pigments having the probable structure ##STR1## wherein the rings designated by T, R', X and X' can be substituted or expanded to naphthalene systems. The pigments can be prepared by reacting compounds having the probable structures ##STR2## in the presence of hydrazine. The compounds having the probable structures (IV) and (IVa) are formed by reacting isatoic anhydrides or anthranilic acid esters or anthranilic acid amides with at least one mol of an aminoiminoisoindolenine.Type: GrantFiled: January 16, 1985Date of Patent: May 19, 1987Assignee: Bayer AktiengesellschaftInventors: Meinhard Rolf, Rutger Neeff
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Patent number: 4667035Abstract: The novel compounds of the general formula I ##STR1## where R and R.sup.1 are substituents and the rings A can be substituted and/or can carry fused rings, are useful intermediates for the preparation of, for example, dyes and active ingredients.Type: GrantFiled: November 5, 1984Date of Patent: May 19, 1987Assignee: BASF AktiengesellschaftInventors: Helmut Hagen, Rolf-Dieter Kohler
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Patent number: 4582902Abstract: Pigments that can be used to color plastics, paints, and printing inks have the structural formula ##STR1## wherein each R.sup.1, each R.sup.3, and R.sup.7 represent hydrogen, halogen, nitro, or lower alkyl and each R.sup.2, each R.sup.4, each R.sup.5, and R.sup.6 represent hydrogen or halogen.Type: GrantFiled: November 19, 1984Date of Patent: April 15, 1986Assignee: Sun Chemical CorporationInventor: Terence R. Chamberlain
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Patent number: 4581172Abstract: Pyrimidone derivatives of the formula ##STR1## wherein n is the integer 1 or 0; A.sup.1 and A.sup.2 are independently methylene or mono-lower alkyl or di-lower alkyl methylene; X is methylene, mono-lower alkyl or di-lower alkyl methylene, nitrogen or lower alkyl nitrogen; R is hydrogen or lower alkyl; and Y and Z taken together are the group .dbd.NR.sup.5, or R and Z taken together form a N--C--bond and Y is a group --N(H)R.sup.5 ; R.sup.1, R.sup.2 and R.sup.3 are hydrogen, lower alkyl or lower alkoxy, or R.sup.1 and R.sup.2 or R.sup.2 and R.sup.3 taken together are methylenedioxy or ethylenedioxy; R.sup.4 is hydrogen or lower-alkyl; R.sup.5 is phenyl or phenyl substituted by one or more of R.sup.6, R.sup.7 and R.sup.8 which, independently, are chlorine, fluorine, bromine, lower-alkyl or lower-alkoxy; and provided that at least one of the methylene groups A.sup.1 and A.sup.2 is mono-lower alkyl or di-lower alkyl methylene, when R.sup.Type: GrantFiled: April 25, 1984Date of Patent: April 8, 1986Assignee: Hoffmann-La Roche Inc.Inventors: Ado Kaiser, Frank Kienzle
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Patent number: 4581450Abstract: Pigments that can be used to color plastics, paints, and printing inks have the structural formula ##STR1## wherein each R.sup.1, each R.sup.3, and R.sup.7 represent hydrogen, halogen, nitro, or lower alkyl and each R.sup.2, each R.sup.4, each R.sup.5, and R.sup.6 represent hydrogen or halogen.Type: GrantFiled: November 19, 1984Date of Patent: April 8, 1986Assignee: Sun Chemical CorporationInventor: Terence R. Chamberlain
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Patent number: 4503227Abstract: The invention relates to chromogenic dihydroquinazolines of the general formula ##STR1## wherein the ring A is a monocyclic or polycyclic, unsubstituted or substituted heterocyclic radical which may contain further heteroatoms as ring members,each of X.sub.1, X.sub.2 and Y independently of one another is hydrogen, halogen, lower alkyl, lower alkanoylamino, or a group of the formula ##STR2## X.sub.3 is hydrogen, halogen, lower alkyl or lower alkoxy; each of R.sub.1, R.sub.2, R.sub.3, R.sub.4, Z.sub.1 and Z.sub.2 independently of one another is C.sub.1 -C.sub.12 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or is cycloalkyl, phenyl, or phenyl or benzyl each substituted by halogen, nitro, lower alkyl or lower alkoxy, and the radicals R may also be hydrogen; oreach pair of substituents (R.sub.1 and R.sub.2), (R.sub.3 and R.sub.4) and (Z.sub.1 and Z.sub.Type: GrantFiled: April 18, 1983Date of Patent: March 5, 1985Assignee: Ciba-Geigy CorporationInventors: Heinz Balli, Sigmund Gunzenhauser, Ian J. Fletcher, Davor Bedekovic
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Patent number: 4465833Abstract: A novel ethynylation process is disclosed which provides an expanded series of novel ethylnyl-terminated aromatic compounds having base sensitive substituents and which facilitates the economic preparation of prior art ethynyl-substituted aromatic compounds.Type: GrantFiled: October 15, 1980Date of Patent: August 14, 1984Assignees: Hughes Aircraft Company, Hughes Aircraft CompanyInventors: Kreisler S. Y. Lau, Robert H. Boschan
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Patent number: 4447607Abstract: The present invention provides novel dibenzo diazocines which are useful as thromboxane A.sub.2 (TXA.sub.2) synthetase inhibitors and as such represent potent pharmacological agents.Type: GrantFiled: November 5, 1982Date of Patent: May 8, 1984Assignee: The Upjohn CompanyInventor: Roy A. Johnson
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Patent number: 4409224Abstract: Pyrimido[1,6-a]indole derivatives characterized by having a substituted ethyl group at position 5 and optionally being further substituted at various positions on the pyrimido[1,6-a]indole nucleus are disclosed. The foregoing compounds are useful as antihypertensive agents in a mammal. Methods for their preparation also are disclosed.Type: GrantFiled: July 13, 1981Date of Patent: October 11, 1983Assignee: American Home Products Corp.Inventor: Ivo L. Jirkovsky
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Patent number: 4400506Abstract: What are disclosed are compounds of the formula ##STR1## wherein, X is oxygen, sulfur, or halogen, useful as intermediates in the preparation of certain pyrimido(6,1-a)isoquinolin-4-ones having pharmaceutical utilities, and methods for making said intermediates.Type: GrantFiled: October 26, 1981Date of Patent: August 23, 1983Assignee: Hoechst AktiengesellschaftInventors: Bansi Lal, Adolf D'Sa, Horst Dornauer, Noel J. de Souza
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Patent number: 4273773Abstract: Tricyclic isoindole derivatives characterized by having a 1,2,3,4,6,10b-hexahydropyrazino[2,1-a]isoindole or 1,3,4,10b-tetrahydropyrimido[6,1-a]isoindol-6(2H)-one nucleus are disclosed. The foregoing compounds are useful antihypertensive agents.Type: GrantFiled: September 24, 1979Date of Patent: June 16, 1981Assignee: American Home Products CorporationInventors: Christopher A. Demerson, Leslie G. Humber, Jean-Marie Ferland
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Patent number: 4247699Abstract: The reaction of isatoic anhydrides with malononitrile in a reaction-inert solvent in the presence of a base to produce 2-amino-3-cyano-4-hydroxy-quinolines and 2-amino-.alpha.,.alpha.-dicyanoacetophenones which are then hydrolyzed and decarboxylated under acid or base conditions to produce 2-amino-4-hydroxy-quinolines, useful as intermediates for preparation of 1-oxo-1H-6-alkoxy-pyrimido[1,2-a]quinoline-2-carboxylic acids and esters of value as antiallergy agents.Type: GrantFiled: March 14, 1979Date of Patent: January 27, 1981Assignee: Pfizer Inc.Inventor: Saul B. Kadin
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Patent number: 4217452Abstract: The invention relates to a new synthesis for the preparation of tetracyclic compounds of the general formula: ##STR1## as well as the pharmaceutically acceptable salts thereof, in which: n is the number 1 or 2,m is the number 1, if n=2 and the number 2, if n=1,R.sub.1 and R.sub.2 stand for hydrogen, hydroxy, halogen, lower alkyl (1-4 C), lower alkoxy (1-4 C) or trifluoromethyl andR.sub.3 represents hydrogen, alkyl (1-6 C), aralkyl (7-10 C) or an amino alkyl group (1-6 C), in which the nitrogen atom has been substituted by two alkyl groups (1-4 C), or the nitrogen atom forms part of a heterocyclic 5- or 6-membered ring,having valuable biological properties.Type: GrantFiled: December 27, 1976Date of Patent: August 12, 1980Assignee: Akzona IncorporatedInventor: Jacques Olivie
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Patent number: 4216326Abstract: N-{3- and 4-[R.sub.1 -(phenyl)-C(.dbd.X)]-phenyl-lower-alkyl}amines, useful as anti-inflammatory agents, are prepared either by reduction of 3- or 4-[R.sub.1 -(phenyl)-CO]-phenyl-lower-alkanoylamines, which are also useful as anti-inflammatory agents; by benzoylating a phenyl-lower-alkylamine; by reaction of a 3- or 4-lithiophenyl-lower-alkylamine with a R.sub.1 -(phenyl)-carboxaldehyde, a R.sub.1 -(phenyl)-lower-alkyl ketone or a R.sub.1 -(phenyl)-carbonitrile or by transformations involving manipulations of a carbonyl or carbinol group.Type: GrantFiled: May 3, 1978Date of Patent: August 5, 1980Assignee: Sterling Drug Inc.Inventor: Bernard L. Zenitz
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Patent number: 4142049Abstract: Disclosed are novel benzo[g]Pyrido[2,1-b]-quinazolinones which are active as anti-allergy agents and thus have utility in the treatment of allergic reactions such as bronchial asthma.Type: GrantFiled: December 5, 1977Date of Patent: February 27, 1979Assignee: Warner-Lambert CompanyInventors: Charles F. Schwender, Brooks R. Sunday