Benzene Ring In A Substituent E Patents (Class 564/184)
  • Patent number: 5298647
    Abstract: Aromatic compounds absorbing UVB and/or UVA, substituted with an amide function, selected from the group consisting of ##STR1## whose variable substituents are as defined in the specification, e.g. ##STR2## are useful as photoprotective agents or tanning accelerators.
    Type: Grant
    Filed: December 14, 1987
    Date of Patent: March 29, 1994
    Inventors: Dominique Robert, Louis Jung
  • Patent number: 5290814
    Abstract: The present invention is concerned with compounds of formula (I) ##STR1## wherein m is 0 or 1;W is hydrogen, a C.sub.1-16 straight, branched, or cyclic alkyl group, or a C.sub.2-16 straight, branched, or cyclic alkenyl or alkynyl group, or Ph(CH.sub.2).sub.n -- where Ph is phenyl and n is an integer of from 0 to 2, the phenyl group being optionally substituted by one or more atoms or groups independently selected from halogen, hydroxy, nitro, C.sub.1-4 alkoxy and C.sub.1-4 alkyl wherein one or more of the hydrogen atoms in said alkyl group is optionally replaced by halogen, or R.sup.1 NHCO-- where R.sup.1 is hydrogen or a C.sub.1-6 alkyl group, or R.sup.2 CONH-- where R.sup.2 is hydrogen or a C.sub.1-6 alkyl group; X is ##STR2## where A is halogen; Y is --(CH.sub.2).sub.q, where q is an integer of from 1 to 3, or --CH.dbd.CH-- (E or Z);Z is a C.sub.
    Type: Grant
    Filed: November 5, 1992
    Date of Patent: March 1, 1994
    Assignee: Burroughs Wellcome Co.
    Inventors: William P. Jackson, Clifford J. Harris, Richard J. Arrowsmith, John G. Dann, Kevin J. O'Connor, Robert F. G. Booth
  • Patent number: 5286753
    Abstract: The present invention provides novel ring-substituted 2-amino-1,2,3,4-tetrahydronaphthalenes, 3-aminochromanes, and 3-aminothiochromanes, including their corresponding sulfoxides and sulfones, which ring-substituted compounds exhibit agonist activity at the serotonin 1A receptor.
    Type: Grant
    Filed: April 16, 1993
    Date of Patent: February 15, 1994
    Assignee: Eli Lilly and Company
    Inventors: John M. Schaus, Craig S. Hoechstetter, Diane Huser, Charles J. Paget, Robert D. Titus
  • Patent number: 5270343
    Abstract: The present Application discloses pesticidally active compounds of formula (I):Q(CH.sub.2).sub.a (O).sub.b Q.sup.1 CR.sup.2 .dbd.CR.sup.2 .dbd.CR.sup.3 CR.sup.4 .dbd.CR.sup.5 CXNR.sup.1 R.sup.xor a salt or propesticide thereof, wherein Q is an optionally substituted aromatic monocyclic or fused bicyclic ring system in which at least one ring is aromatic, or Q is a dihalovinyl group or a group R.sup.6 --C.tbd.C-- where R.sup.6 is C.sub.1-4 alkyl, tri C.sub.1-4 alkylsilyl, halo or hydrogen; Q.sup.1 is a 1,2-cyclopropyl ring optionally substituted by one or more groups selected from C.sub.1-3 alkyl, halo, C.sub.1-3 haloalkyl, C.sub.2-3 alkynyl, or cyano; or is (CH.sub.2).sub.7 ;a=0 or 1; b= 0 or 1;R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same or different with at least one being hydrogen and the others being independently selected from hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 haloalkyl;X is oxygen or sulphur;R.sup.1 is phenyl optionally substituted by 1-5 substituents chosen from:a) C.sub.1-4 alkyl, C.
    Type: Grant
    Filed: June 15, 1992
    Date of Patent: December 14, 1993
    Assignee: Roussel Uclaf
    Inventors: John E. Robinson, George S. Cockerill
  • Patent number: 5260483
    Abstract: Methods of producing N-aryl amides comprise reacting an aromatic isocyanate compound with substantially anhydrous carboxylic acid and recovering the resulting N-aryl amide. Additionally, or alternatively, methods of forming N-aryl amides comprise reacting an aromatic isocyanate compound with substantially anhydrous carboxylic acid in the presence of an anhydrous hydrogen halide or hydrolytically unstable halide compound and recovering the resulting N-aryl amide. These reactions may occur in the presence of an aprotic solvent.
    Type: Grant
    Filed: September 9, 1991
    Date of Patent: November 9, 1993
    Assignee: Drexel University
    Inventors: Franklin A. Davis, William E. Starner
  • Patent number: 5216153
    Abstract: Compounds of the general formula ##STR1## wherein R.sup.1 is hydrogen, halogen or OR.sup.5 ; R.sup.2 is hydrogen, lower-alkyl lower-alkoxy or halogen; R.sup.3 and R.sup.4 each independently are lower-alkyl or taken together are alkylene with 3-5 C atoms in a straight-chain; R.sup.5 is hydrogen, acyl, lower-alkoxycarbonyl, lower-alkyl, amino-lower-alkyl, mono-alkylamino-lower-alkyl di-alkylamino-lower-alkyl or a N-containing 5-8-membered saturated or unsaturated monocyclic heterocyclic ring which is attached via a N atom to lower alkyl; and M signifies --CONH-- or --NHCO--, which can be used as medicaments, e.g., for the treatment of neoplasms and dermatological indications of an inflammatory and allergic nature.
    Type: Grant
    Filed: March 17, 1992
    Date of Patent: June 1, 1993
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Mohr
  • Patent number: 5196454
    Abstract: The invention relates to novel 2,5-diaminotetralines of the formula: ##STR1## wherein R1, R2, R3 and R4 are defined herein, processes for preparing them and their use in pharmaceutical compositions. The novel 2,5-diaminotetralines are useful in treating diseases caused by disorders of the dopaminergic systems.
    Type: Grant
    Filed: June 15, 1990
    Date of Patent: March 23, 1993
    Assignee: Boehringer Ingelheim KG
    Inventors: Matthias Grauert, Herbert Merz, Joachim Mierau, Gunter Schingnitz, Claus Schneider
  • Patent number: 5189065
    Abstract: The use of products of formula (I) is described, wherein X and Y represent hydrogen, hydroxy or alkoxy; and R.sub.1 and R.sub.2 represent H, alkyl, alkenyl or alkynyl, arylalkyl, acyl or R.sub.1 and R.sub.2 together with nitrogen form a heterocycle for preparing an antitumoral drug.
    Type: Grant
    Filed: October 17, 1991
    Date of Patent: February 23, 1993
    Assignee: Roussel Uclaf
    Inventors: Jorg Czech, Hans H. Sedlacek, Lucien Nedelec, Jacques Guillaume, Christian Marchandeau
  • Patent number: 5179231
    Abstract: Hexene-1,6-dioic acids, e.g., hex-3-ene-1,6-dioic acid, are prepared by reacting carbon monoxide with at least one butenediol, in a polar, aprotic, basic solvent, in the presence of a catalytically effective amount of palladium values and at least one inorganic halide, the cation of which halide being an alkali or alkaline earth metal and the anion thereof being a chloride or bromide.
    Type: Grant
    Filed: December 13, 1990
    Date of Patent: January 12, 1993
    Assignee: Rhone-Poulenc Chimie
    Inventor: Philippe Denis
  • Patent number: 5153227
    Abstract: The invention concerns novel pharmaceutical compositions for use in the treatment of certain complications of diabetes and galactosemia and which contain a nitromethane derivative (or its non-toxic salt) as active ingredient. The nitromethane derivatives are inhibitors of the enzyme aldose reductase. Many of the inhibitors are novel and are provided, together with processes for their manufacture and use, as further features of the invention.
    Type: Grant
    Filed: February 6, 1989
    Date of Patent: October 6, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Steven P. Brown, Anthony L. Cooper, Jethro L. Longridge, Jeffrey J. Morris, John Preston
  • Patent number: 5149709
    Abstract: Amides of the formula ##STR1## wherein R.sub.1 and R.sub.2 are independently heteroaryl, X-substituted heteroaryl, X-substituted phenyl, N-substituted triazinyl or N-substituted imidazolyl;and in addition, one of R.sub.1 and R.sub.2 can be as defined above and the other can be phenyl;R.sub.3 is an alkyl chain of 2 to 25 carbon atoms, saturated or unsaturated; an alkyl chain as defined substituted by one or more substituents selected from the group consisting of phenyl, X-substituted phenyl, heteroaryl and X-substituted heteroaryl; an alkyl chain as defined interrupted by one or more groups independently selected from the group consisting of --O--, --S--, --SO--, --SO.sub.2 --, --NH--, --N(lower alkyl)--, --C(O)--, phenylene, X-substituted phenylene, heteroarylene and X-substituted heteroarylene; or an interrupted alkyl chain as defined substituted by one or more substituents selected from the group consisting of phenyl, X-substituted phenyl, heteroaryl and X-substituted heteroaryl;R.sub.
    Type: Grant
    Filed: July 3, 1990
    Date of Patent: September 22, 1992
    Assignee: Schering Corporation
    Inventors: John Clader, Sundeep Dugar, Timothy Kogan, Bradley Tait, Wayne Vaccaro
  • Patent number: 5142057
    Abstract: A process for producing a carboxylic acid amide or ester, which comprises reacting an organic chloride having at least one chlorine atom on its ring of a substituted or unsubstituted, aromatic or heterocyclic hydrocarbon with carbon monoxide and an amine or an alcohol in the presence of a base by using as catalysts a palladium compound and a phosphine compound represented by the general formula (V):(R).sub.2 P--X--P(R).sub.2 (V)wherein R is an alkyl group or a substituted or unsubstituted phenyl group, and X is an alkylene group having 1 to 6 carbon atoms ##STR1## or a binaphthyl group.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: August 25, 1992
    Assignee: Nihon Nohyaku Co., Ltd.
    Inventors: Keiji Suto, Masaaki Kudo, Moriharu Yamamoto
  • Patent number: 5136085
    Abstract: Process for synthesizing 2-aminobenzophenones such as the following formula (I): ##STR1## wherein X.sup.1 and X.sup.2 are substituents and r and s are 1 or 2, by reacting an anthranilic acid amide e.g. an N-alkoxy-N-alkyl anthranilic acid amide, with a halobenzene in the presence of an alkyllithium reagent.
    Type: Grant
    Filed: July 3, 1991
    Date of Patent: August 4, 1992
    Assignee: Glaxo Inc.
    Inventors: Marty C. Johnson, Stephen V. Frye
  • Patent number: 5128470
    Abstract: Compounds of the general formula ##STR1## wherein R.sup.1 is hydrogen, halogen or OR.sup.5 ; R.sup.2 is hydrogen, lower-alkyl, lower-alkoxy or halogen; R.sup.3 and R.sup.4 each independently are lower-alkyl or taken together are alkylene with 3-5 C atoms in a straight-chain; R.sup.5 is hydrogen, acyl, lower-alkoxycarbonyl, lower-alkyl, amino-lower-alkyl, mono-alkylamino-lower-alkyl, di-alkylamino-lower-alkyl or a N-containing 5-8-membered saturated or unsaturated monocyclic heterocyclic ring which is attached via a N atom to lower alkyl; and M signifies --CONH-- or --NHCO--, which can be used as medicaments, e.g., for the treatment of neoplasms and dermatological indications of an inflammatory and allergic nature.
    Type: Grant
    Filed: July 12, 1990
    Date of Patent: July 7, 1992
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Mohr
  • Patent number: 5118846
    Abstract: Disclosed is a method which comprises introducing into a reaction zone a feed which comprises a hydroxyl compound reactant, R"OH at least one amide reactant selected from R--CONH.sub.2 and R--CONHR', and a Lewis base as catalyst, thereby reacting R"OH with said amide reactant to produce a reaction mixture containing at least one disubstituted amide selected from R--CONR".sub.2 and R--CONR'R", whereineach of R, R' and R" contains no acetylenic unsaturation and 1 to 30 carbon atoms;each of R, R' and R" is selected from a hydrocarbyl groups and a hydrocarbyl group that is substituted with a group selected from carbamoyl, hydrocarbylcarbamoyl, dihydrocarbylcarbamoyl, and hydroxyl.
    Type: Grant
    Filed: April 27, 1990
    Date of Patent: June 2, 1992
    Assignee: The Standard Oil Company
    Inventor: Mark C. Cesa
  • Patent number: 5118697
    Abstract: Novel cyclic beta-ketoamides which contain an aryl moiety having utility as blood cholesterol lowering agents rendering them useful in the treatment of atherosclerosis.
    Type: Grant
    Filed: March 6, 1991
    Date of Patent: June 2, 1992
    Assignee: Warner-Lambert Company
    Inventors: Corinne E. Augelli-Szafran, Bharat K. Trivedi
  • Patent number: 5098996
    Abstract: Radioactive fluorine can be easily introduced into biologically active molecules containing amino groups. A p-bromomethyl benzoyl group is coupled to the amino group of the biologically active molecule, and bromine is displaced by fluorine. Alternatively, the bromine on the bromomethylbenzoyl group is first displaced by fluorine, and the fluoromethyl benzoyl group is then coupled to the amino group of the biologically active molecule. The compounds so produced are useful in diagnostic nuclear medicine.
    Type: Grant
    Filed: March 15, 1988
    Date of Patent: March 24, 1992
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventors: Kenneth A. Jacobson, Kenneth L. Kirk, David C. Furlano, Yechiel Shai
  • Patent number: 5079245
    Abstract: The compounds 2-trifluoromethyl-7-substituted-6,7,8,9-tetrahydro-[5H]-benzocycloheptenes are disclosed and disclosed to be useful in the treatment of metabolic illnesses such as diabetes, obesity, and their complications. A perferred compound is 2-trifluoromethyl-7-amino-6,7,8,9-tetrahydro-[5H-benzocycloheptane.
    Type: Grant
    Filed: July 5, 1989
    Date of Patent: January 7, 1992
    Assignee: Adir et Compagnie
    Inventors: Michel Wierzbicki, Pierre Hugon, Jacques Duhault, Francoise Lacour
  • Patent number: 5072024
    Abstract: Disclosed is a method which comprises the reaction in a reaction zone of a nitrile, RCN, with a hydroxyl compound, R'OH, in the presence of an inorganic catalyst introduced into the reaction zone, thereby producing a reaction mixture containing at least one amide selected from R--CONHR' and R--CON(R').sub.2, whereineach of R and R' contains no acetylenic unsaturation and 1 to 30 carbon atoms,each of R and R' is independently selected from a hydrocarbyl group and a hydrocarbyl group that is substituted with a group selected from cyano, carbamoyl, hydrocarbylcarbamoyl, dihydrocarbylcarbamoyl, and hydroxyl,wherein said inorganic catalyst is selected from phosphates and sulfates of Be, Ng, Al and B, and mixtures thereof.
    Type: Grant
    Filed: April 27, 1990
    Date of Patent: December 10, 1991
    Assignee: The Standard Oil Company
    Inventors: Mark C. Cesa, Sandra L. Denman
  • Patent number: 5071875
    Abstract: The present invention relates generally to compounds having melatonin receptor activities and in particular to substituted 2-amidotetralin derivatives; to pharmaceutical preparations comprising such compounds; and to methods for using these compounds as therapeutic and diagnostic reagents.
    Type: Grant
    Filed: September 25, 1989
    Date of Patent: December 10, 1991
    Assignee: Northwestern University
    Inventors: Alan S. Horn, Margarita L. Dubocovich
  • Patent number: 5064827
    Abstract: Compounds of the present invention, are represented by the general formula ##STR1## wherein R.sub.1 group which may be alkyl of from 1 to about 6 carbon atoms, alkenyl of from 2 to about 6 carbon atoms, alkynyl of from 2 to about 10 carbon atoms, alkoxy wherein the alkyl group contains from 1 to about 6 carbon atoms, halogen, acetamido, amino, nitro, alkylamino of from 1 to about 6 carbon atoms, hydroxy, hydroxyalkyl of from 1 to about 6 carbon atoms, cyano or arylalkoxy wherein the alkyl group contains from 1 to about 6 carbon atoms R.sub.2, R.sub.3 and R.sub.4 are hydrogen or hydroxyl groups or the combination of either hydrogen or hydroxyl groups; W represents alkylene of from 1 to about 10 carbon atoms; and B represents --NHCOR.sub.5, --NHCONR.sub.5 R.sub.6, or --NHCOOR.sub.5 wherein R.sub.5 and R.sub.
    Type: Grant
    Filed: August 23, 1990
    Date of Patent: November 12, 1991
    Assignee: Du Pont Merck Pharmaceutical Company
    Inventors: Ghanshyam Patil, William L. Matier, Khuong H. X. Mai
  • Patent number: 5043469
    Abstract: Process for the introduction of functional or functionalizable substituents para to the amino group in 2-aminophenols and 3-aminophenols. The process proceeds in one step, with substitution occurring selectively at the position para to the amino group. Consequently, the reaction is surprisingly straightforward, with very little or no contamination by isomeric by-products. The process comprises reaction of (a) an aminophenol having an open para position to the amino function, with (b) an unhindered non-enolizable aldehyde, and (c) a thiol or sulfinic acid which acts as a nucleophile. In preferred embodiments, the process is conducted at a temperature of from about 50.degree. C. to about 100.degree. C., and in the presence of a polar solvent. The reaction is promoted by an acid having sufficient acidity to protonate the amino group of the aminophenol. Preferably, the acid promoter is a mineral acid, and it is present in an amount at least substantially equivalent to the amount of aminophenol reactant.
    Type: Grant
    Filed: April 13, 1990
    Date of Patent: August 27, 1991
    Assignee: Eastman Kodak Company
    Inventors: Philip T. S. Lau, Danny R. Thompson
  • Patent number: 5041641
    Abstract: Pentafluorophenyl derivatives are expressed by the formula (I): ##STR1## where X represents an alkyl group having from 1 to 4 carbon atoms or a halogen atom; Y represents any group of --CH.sub.2 OH, --COOH, --COCl, --CON.sup.1 R.sup.2, or --OSO.sub.2 R.sup.3 ; R.sup.1, R.sup.2 and R.sup.3 represent an alkyl group which may have a substituted group, an aryl group which may have a substituted group, or a hydrogen atom except for R.sup.3. However, when X to a halogen atom, Y is the aforementioned groups other than --OSO.sub.2 R.sup.3. A racemate and/or an optical active form of the pentafluorophenyl derivatives can be used suitably as derivatizing agents for electron capture detection and optical resolution for analysis and as intermediates for medicines, agricultural chemicals, functional polymers, etc. The pentafluorophenyl derivatives are produced from pentafluorostyrene oxide.
    Type: Grant
    Filed: April 11, 1989
    Date of Patent: August 20, 1991
    Assignee: Nippon Mining Company Limited
    Inventors: Osamu Takahashi, Keizo Furuhashi, Junko Umezawa
  • Patent number: 5021414
    Abstract: A phenol derivative of the formulaNU--A--X--R.sup.1wherein NU is a defined bis-phenolic nucleus including a hydroxyphenyl-hydroxynaphthyl; hydroxyphenyl-hydroxyindanyl, hydroxyphenyl-hydroxybenzothienyl or di-hydroxyphenyl-ethylene or vinylene nucleus;wherein A is alkylene, alkenylene or alkynylene which may be interrupted by phenylene or other linkages,wherein R.sup.1 is hydrogen, or alkyl, alkenyl, cycloalkyl, halogenoalkyl, aryl or arylalkyl, or R.sup.1 is joined to R.sup.2, and wherein X is --CONR.sup.2 --, --CSNR.sup.2 --, --NR.sup.12 CO--, --NR.sup.12 CS--, --NR.sup.12 CONR.sup.2 --, ##STR1## --SO.sub.2 NR.sup.2 -- or --CO--, or, when R.sup.1 is not hydrogen, is --NR.sup.12 COO--, --S--, --SO-- or --SO.sub.2 --,wherein R.sup.2 is hydrogen or alkyl, or R.sup.1 and R.sup.2 together form alkylene;wherein R.sup.12 is hydrogen or alkyl, and wherein R.sup.22 is hydrogen, cyano or nitro;or a salt thereof when appropriate.
    Type: Grant
    Filed: December 18, 1989
    Date of Patent: June 4, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: William R. Pilgrim, Derek W. Young, Brian S. Tait, Graham C. Crawley, Philip N. Edwards, George B. Hill
  • Patent number: 5006660
    Abstract: The present invention relates to a process for producing an alkoxybenzene compound or an aryloxybenzene compound by reacting a halogenobenzene compound with an alcohol or a phenol compound in the presence of copper or a copper compound, an amine, and a base. According to the disclosure, an alkoxybenzene compound and an aryloxybenzene compound can be produced under moderate conditions in good yield with high selectivity.
    Type: Grant
    Filed: June 28, 1989
    Date of Patent: April 9, 1991
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Katsuyoshi Yamakawa
  • Patent number: 4987257
    Abstract: Disclosed is a diacetylene compound comprising, as structural units, (a) at least one member selected from diacetylene group-containing organic groups of the formulae (I) and (II):R.sup.I --C.tbd.C--C.tbd.C--R.sup.II -- (I)and--R.sup.III --C.tbd.C--C.tbd.C--R.sup.IV -- (II)wherein R.sup.I is hydrogen or a (C1-16) monovalent organic group, and R.sup.II, R.sup.III and R.sup.IV are a (C1-13) divalent organic group, (b) at least one organic group having at least one carbon-to-carbon double bond, and (c) at least one connecting group connecting the units (a) and (b), which connecting group is selected from amide, imide, ester, ether, amino, imino, urethane, sulfonyl and carbonyl bonds. A cured shaped article made of this compound exhibits isotropically a high elastic modulus and has excellent mechanical properties.
    Type: Grant
    Filed: February 23, 1990
    Date of Patent: January 22, 1991
    Assignee: Director-General of Agency of Industrial Science and Technology
    Inventors: Katsuyuki Nakamura, Satoru Yamazaki, Jinichiro Kato, Kensaku Tokushige
  • Patent number: 4942178
    Abstract: Derivatives of 3'-isopropylbenzanilide represented by the following general formula: ##STR1## wherein R stands for a trifluoromethyl or nitro group. These compounds are of remarkable utility when used in various plant protection agents for control of fungi.
    Type: Grant
    Filed: November 30, 1988
    Date of Patent: July 17, 1990
    Assignee: Agro-Kanesho Co., Ltd.
    Inventors: Shigeaki Toyoda, Shunnosuke Watanabe, Hiroshi Tabata
  • Patent number: 4929737
    Abstract: Disclosed is an improved process for the preparation of haloaromatic amines by the catalytic hydrogenation of halonitroaromatic compounds in the presence of a chromium-containing Raney cobalt catalyst. The catalyst gives good hydrogenation rates while minimizing formation of dehalogenated by-products.
    Type: Grant
    Filed: February 3, 1988
    Date of Patent: May 29, 1990
    Assignee: Eastman Kodak Company
    Inventors: Carl M. Lentz, Edward T. Mullins, Charles L. Gibson
  • Patent number: 4900832
    Abstract: The present invention relates to a process for the catalytic amination of 1.degree. and 2.degree. alcohols and diols wherein an amine is reacted with an alcohol or diol in the presence of a non-acidic cationic hydroxyapatite catalyst. A typical reaction includes the amination of ethanol with piperidine to form N-ethylpiperidine. The hydroxyapatite catalyst provides high conversion and selectivity toward the N-alkylated product. Product selectivity can be controlled by adjusting the ratio of cation to phosphorus in the hydroxyapatite catalyst.
    Type: Grant
    Filed: August 2, 1988
    Date of Patent: February 13, 1990
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Gene E. Parris, Ronald Pierantozzi
  • Patent number: 4873335
    Abstract: Compounds of the formula: ##STR1## are produced, with the variables as indicated within.
    Type: Grant
    Filed: December 2, 1987
    Date of Patent: October 10, 1989
    Assignee: Schering Corporation
    Inventors: Doris P. Schumacher, Bruce L. Murphy, Jon E. Clark
  • Patent number: 4873338
    Abstract: Compounds corresponding to Formula I ##STR1## wherein R.sup.1 denotes an acyl group andX denotes hydrogen, halogen, alkoxy, aroxy, SO.sub.3 H or a heterocyclic group attached through --O-- or --N<are prepared form a compound corresponding to Formula II ##STR2## wherein X has the meaning already indicated and Q denotes the group required for completing a dicarbonimide ringby reduction of the said compound to the amino compound and acylation into a compound corresponding to Formula III ##STR3## wherein X, Q and R.sup.1 have the meanings indicatedfollowed by conversion of the compound corresponding to Formula III into a compound corresponding to Formula I by hydrazinolytic or hydrolytic decomposition of the dicarbonimide ring.
    Type: Grant
    Filed: November 23, 1987
    Date of Patent: October 10, 1989
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Heinz Wiesen, Erich Wolff
  • Patent number: 4826960
    Abstract: The process for the reaction of bicyclic amide acetals with reactive protic compounds of the general Formula ##STR1## wherein Y represents a member selected from the group consisting of ##STR2## R.sup.1 represents a member selected from the group consisting of hydrogen, an alkyl group having from 1 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms, and R.sup.2 represents a member selected from the group consisting of an alkyl group having from 1 to 10 carbon atoms, an aryl group having from 6 to 12 carbon atoms, an alkylene ether group having from 1 to 50 carbon atoms, an arylene ether group having from 6 to 50 carbon atoms such as ethyl carbamate to form novel products which are useful as curing agents, blowing agents and monomers is disclosed.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: May 2, 1989
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4792628
    Abstract: Indane derivatives and their salts represented by the general formula (1), ##STR1## wherein R.sup.1 is an amino group which may have lower alkyl groups as the substituents, a hydroxylimino group, an alkanoylamino group having 1 to 10 carbon atoms which may have halogen atoms as the substituents, a lower alkylsulfonylamino group, a phenylsulfonylamino group which may have lower alkyl groups as the substituents on the phenyl ring, a benzoylamino group having lower alkyl groups as the substituents on the phenyl ring, and a phenyl-lower alkylamino group having a hydroxyl groups or a lower alkyl groups as the substituents on the phenyl ring, R.sup.2 is a hydrogen atom, a lower alkyl group, a halogen atom, a nitro group, an amino group, an amino-lower alkyl group, a lower alkanoylamino group, a lower alkanoylamino-lower alkyl group which may have halogen atoms as the substituents, a lower alkylthio group, a 1-piperidinesulfonyl group, or a lower alkenyl group; R.sup.
    Type: Grant
    Filed: April 16, 1987
    Date of Patent: December 20, 1988
    Assignee: Otsuka Pharmaceutical Co., Ltd.
    Inventors: Yasuo Oshiro, Hiraki Ueda, Kazuyuki Nakagawa
  • Patent number: 4783535
    Abstract: A process for the preparation of 1,4-oxazepinones and thiones having the formula: ##STR1## wherein A is an aromatic ring selected from benzene, naphthalene, quinoline or pyridine; n is 1 to 3; Z is an amino radical; R is hydrogen, loweralkyl, cycloalkyl or phenylloweralkyl; and R.sup.4 and R.sup.5 are hydrogen and loweralkyl starting from chloroaromatic carboxylates and alkanolamines is disclosed. The oxazepinones and oxazepinethiones prepared by the process have utility as antihistaminics with low sedative potential. Novel intermediate compounds are also disclosed.
    Type: Grant
    Filed: March 18, 1986
    Date of Patent: November 8, 1988
    Assignee: A. H. Robins Company, Incorporated
    Inventors: Young S. Lo, Albert D. Cale, Jr.
  • Patent number: 4778911
    Abstract: A process for the preparation of 3-(acyl)amino-4-alkoxy-phenyl-.beta.-hydroxyethyl-sulfone (sulfates) of the formula (1) ##STR1## in which R.sub.1 is alkyl having 1-4 carbon atoms and R.sub.2 is hydrogen or one of the groupings ##STR2## with the proviso that n=1 if R.sub.2 =H and n=0 if R.sub.2 =acyl, by converting 2-alkoxyacylanilines of the formula (2) ##STR3## in which R.sub.1 and R.sub.2 have the meanings given, in a known manner to the corresponding sulfochlorides substituted in the p-position relative to the alkoxy group, reducing the sulfochlorides with an alkali metal sulfite or ammonium sulfite in an aqueous medium at pH 7.0-8.5 and at -5 to +40.degree. C. to give the corresponding sulfinates, alkoxylating the latter with ethylene oxide in an aqueous medium at pH 6.0-8.5 and 40.degree.-80.degree. C. to give the 3-acylamino-4-alkoxyphenyl-.beta.-hydroxyethyl-sulfones of the formula (1) (with R.sub.
    Type: Grant
    Filed: June 18, 1987
    Date of Patent: October 18, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Hess, Folker Kohlhaas, Theodor Papenfuhs
  • Patent number: 4775745
    Abstract: This invention relates to a diazonium compound of the formula: ##STR1## wherein Z is selected from the group consisting of biotin, an antigen, an antibody, a photoreactive group, a fluorescent group and heavy metal-containing compounds;X is an alkylene group containing up to 18 carbon atoms in the principle chain and a total of up to 24 carbon atoms or a substituted alkylene group containing up to 18 carbon atoms in the principle chain with substituents selected from the group consisting of solubility-enhancing groups and cleavable --S--S-- containing moieties;Ar is an unsubstituted or substituted aryl or heteroaryl; andY is an anion and n is an integer from 1-3.Such compounds are useful as components for nucleic acid probes.
    Type: Grant
    Filed: December 8, 1986
    Date of Patent: October 4, 1988
    Assignee: National Distillers and Chemical Corporation
    Inventors: John P. Ford, Bernard F. Erlanger, C. William Blewett
  • Patent number: 4760183
    Abstract: A process for the preparation of aromatic dialkylamines of the formula (1) ##STR1## in which R denotes an alkyl-C.sub.1 -C.sub.6 group, X and Y each denote a hydrogen, fluorine or chlorine atom or a hydroxyl, alkyl-C.sub.1 -C.sub.4, alkoxy-C.sub.1 -C.sub.4, carboxyl, carbalkoxy-C.sub.1 -C.sub.5, alkyl-C.sub.1 -C.sub.4 --CO--NH--, ##STR2## sulfonic acid, alkyl-C.sub.1 -C.sub.4 sulfonate, sulfamoyl, alkyl-C.sub.1 -C.sub.4 -sulfonyl, hydroxy-alkylene-C.sub.1 -C.sub.4 -sulfonyl, phenylsulfonyl, hydroxyphenylsulfonyl, alkyl-C.sub.1 -C.sub.4 -phenylsulfonyl or alkoxy-C.sub.1 -C.sub.4 -phenylsulfonyl group, wherein compounds of the formula (2) ##STR3## in which R.sub.
    Type: Grant
    Filed: August 5, 1986
    Date of Patent: July 26, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Theodor Papenfuhs, Walter Kuhn
  • Patent number: 4752615
    Abstract: A compound of the formula: ##STR1## useful as a fungicidal agent against phytopathogenic fungi, particularly their strains resistant to benzimidazole, thiophanate and/or cyclic imide fungicides.
    Type: Grant
    Filed: November 13, 1986
    Date of Patent: June 21, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junya Takahashi, Toshiro Kato, Hiroshi Noguchi, Yukio Oguri, Shigeo Yamamoto, Katsuzo Kamoshita
  • Patent number: 4725598
    Abstract: Disclosed herein are a derivative of dihydroxybenzamide represented by the formula(I): ##STR1## wherein (1) R.sup.1 represents a hydrogen atom or a lower alkyl group and R.sup.2 represents a straight chain-alkyl group of 4 to 12 carbon atoms, a branched chain-alkyl group of 4 to 12 carbon atoms, a cyclo-alkyl group of 4 to 12 carbon atoms, ##STR2## wherein n is an integer of 1 to 6, or a pyridyl group which is substituted or unsubstituted, or (2) R.sup.1 and R.sup.2 are cyclized to make a heterocycle containing amino group represented by the formula ##STR3## wherein X represents a nitrogen atom or a methine and Y represents a hydrogen atom, an alkyl group of 1 to 6 carbon atoms or a phenyl group, and a pharmaceutical composition containing the same.
    Type: Grant
    Filed: December 8, 1986
    Date of Patent: February 16, 1988
    Assignee: Kureha Kagaku Kogyo Kabushiki Kaisha
    Inventors: Hitoshi Takita, Sakuo Noda, Yutaka Mukaida, Kazuyoshi Inada, Mari Toji, Fumihiko Kimura, Toyohiko Nitta, Kohju Watanabe, Kiyonori Umekawa, Kobayashi, Hidetoshi
  • Patent number: 4692553
    Abstract: Cyclohexenone derivatives of the formula ##STR1## where R.sup.1 is hydrogen, methoxycarbonyl, ethoxycarbonyl, methyl or cyano, R.sup.2 is alkyl, R.sup.3 is alkyl, alkenyl, haloalkenyl, or propargyl, R.sup.4 is hydrogen or alkyl, R.sup.5 is hydrogen, alkyl, acyl, formyl, cycloalkylcarbonyl, methoxyalkylcarbonyl, unsubstituted or substituted benzoyl, alkoxycarbonyl, benzyloxycarbonyl, phenoxycarbonyl, alkylthiocarbonyl, N,N-dialkylcarbamyl, N-alkylcarbamyl, N-cycloalkylcarbamyl, N-alkoxy-N-alkylcarbamyl, unsubstituted or substituted N-phenylcarbamyl, alkylsulfonyl, alkenylsulfonyl, haloalkylsulfonyl, N-alkylsulfamyl, N,N-dialkylsulfamyl, N-acyl-N-alkylsulfamyl, N-alkyl-N-methoxycarbonylsulfamyl, dialkoxyphosphoryl, dialkoxythiophosphoryl, 2-haloalkanoyl, acyloxyacetyl or alkoxyoxalyl, and R.sup.6 is alkyl, halogen, hydroxyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, nitro or amino, and salts of these compounds, and the use of these compounds for controlling unwanted plant growth.
    Type: Grant
    Filed: July 26, 1985
    Date of Patent: September 8, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Keil, Ulrich Schirmer, Dieter Jahn, Rainer Becker, Bruno Wuerzer, Norbert Meyer
  • Patent number: 4659840
    Abstract: Provided is a method for preparing diaryl iodonium salts represented by the formula:[Ar.sub.1 --I.sup..sym. --Ar.sub.2 ]HSO.sub.4.sup..crclbar.wherein Ar.sub.1 and Ar.sub.2 respectively are an aryl group which may be substituted with an electron donor group and which may be the same or different which comprises subjecting a compound represented by the formula Ar.sub.1 --H wherein Ar.sub.1 is as defined above and a compound Ar.sub.2 --I wherein Ar.sub.2 is as defined above to a coupling reaction in a sulfuric acid solution containing an oxidizing agent and diluted with a diluting agent to a concentration of 85% by weight or less at a reaction temperature in the range from -20.degree. to +35.degree. C.
    Type: Grant
    Filed: March 8, 1984
    Date of Patent: April 21, 1987
    Assignee: Nippon Petrochemicals Co., Ltd.
    Inventors: Isoo Shimizu, Yasuo Matsumura, Yoshihisa Inomata
  • Patent number: 4623729
    Abstract: Compounds of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.
    Type: Grant
    Filed: July 22, 1982
    Date of Patent: November 18, 1986
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Sesha I. Natarajan, Eric M. Gordon
  • Patent number: 4600796
    Abstract: A process for preparing a class of polyols resulting from the reaction of a bicyclic amide acetal with an alkanolamine is described.
    Type: Grant
    Filed: June 3, 1985
    Date of Patent: July 15, 1986
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4562201
    Abstract: The present invention relates to new compounds of the formula ##STR1## where X is ##STR2## alkylene, or --S-- where R.sub.1 is hydrogen, alkyl, or aryl; W is hydrogen, hydroxy, amino, alkyloxy, aryloxy, O-alkyl, or O-aralkyl; (Y).sub.A is --CH.sub.2 NR.sub.2 R.sub.3 where R.sub.2 and R.sub.3 may be hydrogen, substituted alkyls, aryls, or together with N form a 5 to 7 membered heterocyclic group; and Ar is a substituted or unsubstituted aryl. These compounds are useful in the treatment of various cardiac arrhythmias.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: December 31, 1985
    Assignee: American Hospital Supply Corporation
    Inventors: David M. Stout, William L. Matier
  • Patent number: 4554360
    Abstract: Provided is a process for converting an aromatic compound to prepare an iodoarene, Ar--I, and an aryl compound which is a compound wherein an unsaturated compound is bonded directly to an aryl group, Ar, which process comprises reacting a diaryliodonium salt represented by general formula (I)[Ar--I.sup..sym. --Ar]X.sup..crclbar. (I)wherein Ar is an aryl group which may be substituted and two Ar's are identical and X.sup..crclbar. is a counter ion inert to the reaction with the unsaturated compound in a solvent in the presence of a transition metal catalyst and a base or a reducing metal, said reaction being carried out at a temperature not higher than 80.degree. C. and/or by using at least one of the base, the reducing metal and the unsaturated compound in an amount not more than 1.
    Type: Grant
    Filed: March 29, 1984
    Date of Patent: November 19, 1985
    Assignee: Nippon Petrochemicals Company, Limited
    Inventors: Yasuo Yamazaki, Takehiko Suzuki, Isoo Shimizu, Yasuo Matsumura
  • Patent number: 4536598
    Abstract: A new color-forming 4-(4'-secondary or tertiary-amino)anilino-1-carboxamidonaphthalene dye precursor in a photographic material and process enables formation of a dye image by means of cross-oxidation without the need for a coupling reaction. The color-forming 4-(4'-secondary or tertiary-amino)anilino-1-carboxamidonaphthalene dye precursor is useful in a photographic silver halide material for producing (i) a dye image, or (ii) a dye image and silver image. The exposed photographic material is processed to produce (a) a positive dye image, (b) a negative dye and negative silver image, (c) a negative dye image or (d) a positive dye image and a positive silver image. New naphthoquinoneimide dyes are also described.
    Type: Grant
    Filed: March 10, 1983
    Date of Patent: August 20, 1985
    Assignee: Eastman Kodak Company
    Inventors: James E. Klijanowicz, Csaba A. Kovacs
  • Patent number: 4511581
    Abstract: A fungicidal indanylbenzamide derivative of the formula: ##STR1## wherein X is a lower alkyl, nitro, or trifluoromethyl group or a halogen atom, and R.sub.1, R.sub.2 and R.sub.3, which are same or different, each represents a hydrogen atom or a lower alkyl group.
    Type: Grant
    Filed: February 8, 1983
    Date of Patent: April 16, 1985
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tadashi Ohsumi, Satoru Inoue, Kiyoto Maeda
  • Patent number: 4504305
    Abstract: A compound having the general formula ##STR1## wherein R.sub.1 is alkyl having 1-3 carbon atoms;R.sub.2 is alkyl having 1-3 carbon atoms, allyl, propargyl or haloalkenyl; andA is selected from the group consisting of ##STR2## wherein R.sub.3 is --SO.sub.2 R.sub.6 group, ##STR3## R.sub.4 is hydrogen, alkyl having 1-6 carbon atoms; phenyl or halophenyl; R.sub.5 is alkyl having 1-3 carbon atoms; X is oxygen or sulfur; and n is 0 or 1; wherein R.sub.6 is alkyl having 1-6 carbon atoms, haloalkyl having 1-6 carbon atoms or propenyl; R.sub.7 is hydrogen or alkyl having 1-4 carbon atoms; R.sub.8 is hydrogen, alkyl having 1-6 carbon atoms; propenyl or methoxy; R.sub.9 is hydrogen, alkyl having 1-8 carbon atoms, haloalkyl having 1-3 carbon atoms, alkoxy having 1-6 carbon atoms, propenyl or phenyl substituted with methyl; and Y and Z are oxygen or sulfur; and a metal salt or a quaternary ammonium salt of a compound defined herein above.The compound is useful as a herbicide.
    Type: Grant
    Filed: December 27, 1982
    Date of Patent: March 12, 1985
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Isao Iwataki, Akira Nakayama, Minoru Kaeriyama, Hisao Ishikawa, Hideo Hosaka, Kenichi Kohara
  • Patent number: 4504663
    Abstract: The present invention concerns novel heterocyclic aminoalcoyl derivatives having the formula: ##STR1## wherein n=1, 2 or 3; A represents a nitrogen atom or the CH group, X=CH.sub.2 or CH.sub.2 O; R represents a phenyl nucleus possibly substituted; NR.sub.1 R.sub.2 =amino, methylamino, N,N-dialkylamino or an heterocyclic radical; and R.sub.3 =H, halogen, alkyl, alkyloxy or methoxy.These derivatives are useful as drugs, especially as analgesics and antidepressants.
    Type: Grant
    Filed: November 15, 1983
    Date of Patent: March 12, 1985
    Assignee: Delalande S.A.
    Inventors: Gerard H. Moinet, Philippe L. Dostert, Guy R. Bourgery
  • Patent number: 4465833
    Abstract: 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: Grant
    Filed: October 15, 1980
    Date of Patent: August 14, 1984
    Assignees: Hughes Aircraft Company, Hughes Aircraft Company
    Inventors: Kreisler S. Y. Lau, Robert H. Boschan