Benzene Ring Bonded Directly To Urea Nitrogen (i.e., Anilides) Patents (Class 564/48)
  • Patent number: 5006523
    Abstract: Novel compounds of the formula ##STR1## and tautomers thereof are disclosed. These compounds possess potassium channel blocking activity and, as such, are useful as antiarrhythmic agents.
    Type: Grant
    Filed: October 26, 1989
    Date of Patent: April 9, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Karnail Atwal
  • Patent number: 5003106
    Abstract: This invention is concerned with ureas and thioureas which may be represented by the formula: ##STR1## wherein X represents at least one substituent selected from the group consisting of (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkenyl, (C.sub.1 -C.sub.4)alkynyl, phenoxy, mercapto, amino, (C.sub.1 -C.sub.4)alkylamino, di-(C.sub.1 -C.sub.4)alkylamino, halo, trihalomethyl, (C.sub.1 -C.sub.4)alkanoyl, benzoyl, (C.sub.1 -C.sub.4)alkanamido, haloacetamido, nitro, cyano, carboxy, (C.sub.1 -C.sub.4)carboalkoxy, carbamoyl, sulfamyl, methylenedioxy, phenyl, orthophenylene, tolyl, benzyl, halobenzyl, methylbenzyl; Y is selected from the group consisting of oxygen and sulfur; R.sub.1 and R.sub.2 are different and are independently selected from the group consisting of (C.sub.4 -C.sub.12)alkyl, (C.sub.4 -C.sub.12)alkenyl, (C.sub.4 -C.sub.12)alkynyl, (C.sub.4 -C.sub.12)cycloalkyalkyl, (C.sub.7 -C.sub.14)aralkyl, and (C.sub.7 -C.sub.
    Type: Grant
    Filed: September 12, 1986
    Date of Patent: March 26, 1991
    Assignee: American Cyanamid Company
    Inventor: Vern G. De Vries
  • Patent number: 4996301
    Abstract: Polyfunctional .alpha.-diazo-.beta.-keto esters of the general formula I are described ##STR1## in which R.sup.1 denotes an aliphatic, cycloaliphatic or araliphatic or aromatic radical having 4 to 20 carbon atoms, in which individual CH.sub.2 groups can be replaced by oxygen or sulfur atoms or by N-- or NH groups and/or contain keto groups,X denotes an aliphatic, cycloaliphatic, carbocyclic, heterocyclic or araliphatic radical having 2 to 22 carbon atoms, in which individual CH.sub.2 groups can be replaced by oxygen or sulfur atoms or by the groups ##STR2## in which R.sup.2 and R.sup.3 independently of one another represent hydrogen or an aliphatic, carbocyclic or araliphatic radical,m denotes an integer from 2 to 10 andn denotes an integer from 0 to 2,whereinm-n is .gtoreq.2.The compounds mentioned are used as photoactive components in radiation-sensitive mixtures.
    Type: Grant
    Filed: January 12, 1990
    Date of Patent: February 26, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Wilharm, Hans-Joachim Merrem, Georg Pawlowski
  • Patent number: 4996359
    Abstract: Aromatic bis (dialkyl) ureas such as the bis (dimethyl) urea of 2,4-toluenediamine are prepared by reacting an aromatic diamine with isocyanic acid (HNCO) to convert the amino groups of the diamine to urea groups (--NHCONH.sub.2) to give an aromatic bis urea which is then reacted with a dialkyl amine having from 1 to 8 carbon atoms to produce the desired aromatic bis (dialkyl) urea.
    Type: Grant
    Filed: March 14, 1988
    Date of Patent: February 26, 1991
    Assignee: Arco Chemical Technology, Inc.
    Inventors: Haven S. Kesling, Jr., Edward T. Shawl, John G. Zajacek
  • Patent number: 4994611
    Abstract: The present invention is directed to a process for the preparation of N,N'-bis-(3-aminophenyl)-ureas corresponding to formula (I) ##STR1## wherein R represents a linear or branched C.sub.1 -C.sub.6 alkyl group which is in the 2-, 4- and/or 6-position,characterized in that the corresponding phenylene diamines are reacted with urea in a molar ratio of greater than 2:1 in chlorobenzene as solvent.
    Type: Grant
    Filed: November 14, 1989
    Date of Patent: February 19, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Andreas Ruckes, Gerhard Grogler, Richard Kopp
  • Patent number: 4983630
    Abstract: There are provided new 2,2-difluorocyclopropylethane derivatives of general formula I ##STR1## in which A, B and R.sup.1-5 have the meanings given in the description and processes for their preparation. The compounds of the invention can be used as pesticides, especially against insects and mites.
    Type: Grant
    Filed: November 28, 1988
    Date of Patent: January 8, 1991
    Assignee: Schering Aktiengesellschaft
    Inventors: Peter Wegner, Hartmut Joppien, Gunter Homberger, Arnim Kohn
  • Patent number: 4968679
    Abstract: New 8-substituted 2-aminotetralins can be prepared from the corresponding aminotetralins or tetralones. They can be used in medicaments.
    Type: Grant
    Filed: May 22, 1989
    Date of Patent: November 6, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bodo Junge, Bernd Richter, Thomas Glaser, Jorg Traber, George S. Allen
  • Patent number: 4950789
    Abstract: Aromatic polyalkyleneoxy polyamines which are the reaction products of an aminocarbonyl, a polyalkyleneoxy polyamine, and aromatic diamines are useful in reaction injection molding processes to enhance the physical properties of the products produced. In addition, the polyamines of this invention are also useful as compatiblilizing agents in RIM systems to compatibilize mixtures of high molecular weight and low molecular weight polyols.
    Type: Grant
    Filed: January 25, 1989
    Date of Patent: August 21, 1990
    Assignee: The Dow Chemical Company
    Inventor: Benny G. Barron
  • Patent number: 4919833
    Abstract: A functional fluid comprising:(a) a base fluid selected from one or more of (i) a phosphate fluid and (ii) a carboxylic acid ester; and(b) as hydrolytic stabilizer, at least one compound having the formula I:A--NHC(.dbd.X)NHZ (I),in whichA is hydrogen, C.sub.1 -C.sub.23 alkyl, C.sub.3 -C.sub.18 alkenyl, C.sub.6 -C.sub.10 aryl, C.sub.7 -C.sub.13 alkaryl, C.sub.7 -C.sub.13 aralkyl or C.sub.5 -C.sub.12 cycloalkyl;X is oxygen, sulphur or NH; andZ is H, NH.sub.2 or --N.dbd.CR.sub.1 R.sub.2 in which R.sub.1 and R.sub.2, independently, have any of the meanings assigned to A, or R.sub.2 is H, or R.sub.1 and R.sub.2, together with the carbon atom to which they are each attached, may form a C.sub.5 -C.sub.12 ring.
    Type: Grant
    Filed: May 9, 1988
    Date of Patent: April 24, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Miles
  • Patent number: 4874786
    Abstract: A method of fighting fungus infections by using compounds having the formula: ##STR1## wherein: R is H, a C.sub.1 -C.sub.4 alkyl, an alkenyl, or an alkynyl radical; n is 1 or 2;A represents a C.sub.1 -C.sub.6 alkylene bridge, an arylene or a heterocyclic bridge;X represents O, S, SO, SO.sub.2 ; andR.sup.1 is selected from the group consisting of C.sub.1 -C.sub.6 alkyl radicals, a phenyl radical, optionally substituted, polyfluoroalkyl radicals containing from 1 to 4 carbon atoms and at least 2 fluorine atoms, polyfluoroalkenyl radicals containing from 2 to 4 carbon atoms and at least 2 fluorine atoms, but excluding compounds having the formula (I) wherein A is an alkylene radical, n is 2, and R.sup.1 is a C.sub.1 -C.sub.6 alkyl radical.
    Type: Grant
    Filed: April 9, 1987
    Date of Patent: October 17, 1989
    Assignee: Montedison S.p.A.
    Inventors: Augusto Menconi, Giovanni Camaggi, Franco Gozzo, Luigi Mirenna, Carlo Garavaglia
  • Patent number: 4872902
    Abstract: The invention relates to the novel cyclohexanediones of formula I ##STR1## in which R is hydrogen or C.sub.1 -C.sub.6 -alkyl,A is R.sub.2, OR.sub.3 or NR.sub.3 R.sub.4,R.sub.2 is C.sub.1 -C.sub.6 -alkyl that is unsubstituted or is mono-substituted by C.sub.1 -C.sub.4 -alkoxy or mono- or poly-substituted by halogen, or is C.sub.3 -C.sub.6 -cycloalkyl,R.sub.3 is C.sub.1 -C.sub.6 -alkyl or C.sub.3 -C.sub.6 -cycloalkyl, or is phenyl or benzyl each of which is unsubstituted or is mono-, di- or tri-substituted by R.sub.5,R.sub.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.3 -C.sub.6 -cycloalkyl,R.sub.3 and R.sub.4 are, in addition, together with the nitrogen atom to which they are bonded, a pyrrolidine, morpholine or piperidine radical,B is one of the radicals ##STR2## m is 0, 1, 2 or 3, R.sub.5 is halogen, nitro, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkylsulphinyl or C.sub.1 -C.sub.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: October 10, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Hans-Georg Brunner
  • Patent number: 4857556
    Abstract: Substituted benzylcycloalkenylurea derivatives of the formula (I) ##STR1## wherein X represents a halogen atom or a lower alkyl group, Y represents an oxygen atom or a sulfur atom,R.sup.1 represents a cycloalkenyl group andR.sup.2 represents a lower alkyl group, a cycloalkyl group, a benzyl group or a phenyl group optionally substituted by 1 to 5 substituents selected from the group consisting of a hydroxyl group or a lower alkoxy groupand their use as fungicides. They can be synthesized, for example, by reacting of a substituted benzyl-cycloalkenylamine with an isocyanate or by reacting of a carbamoyl halide with an amine. The starting material, the substituted benzyl-cycloalkenyl amines, are also new.
    Type: Grant
    Filed: December 8, 1987
    Date of Patent: August 15, 1989
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Yasuo Yamada, Junichi Saito, Tatsuo Tamura, Shinji Sakawa
  • Patent number: 4855478
    Abstract: An N,N-diaryl-N-alkylurea having the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are the same or different and are selected from the group consisting of hydrogen, halogen, cyano, trifluoromethyl, trifluoromethylthio, trifluoromethyl thionyl, trifluoromethane sulfonyl, sulfonamido, substituted phenoxy and substituted pyridyloxy groups wherein the substituent is any one of halogen, cyano, trifluoromethyl, trifluoromethylthio, trifluoromethyl thionyl, trifluoromethane sulfonyl, sulfonamido; andR.sub.5 is selected from the group consisting of alkyl, alkenyl, haloalkyl, haloalkenyl, hydroxyalkyl, hydroxylalkenyl, acetoxyalkyl, acetoxyalkenyl, mercaptoalkyl, and mercaptoalkenyl, wherein the alkyl or alkenyl group in each alkyl- or alkenyl-containing moiety has from 3 to 6 carbon atoms;X is oxygen or sulfur;and agriculturally acceptable salts thereof.Also disclosed is an herbicidal composition and method of treating weeds.
    Type: Grant
    Filed: November 30, 1987
    Date of Patent: August 8, 1989
    Assignee: ICI Americas Inc.
    Inventor: Frank X. Woolard
  • Patent number: 4839406
    Abstract: A fluidity controlling agent for paints is provided which comprises a product obtained by reacting paratoluidine and hexamethylene diisocyanate at a particular equivalent ratio (NH.sub.2 NCO) and gives thixotropic properties to the paint without sagging at a large coating film thickness.
    Type: Grant
    Filed: September 14, 1987
    Date of Patent: June 13, 1989
    Assignee: Nippon Oil and Fats Co., Ltd.
    Inventors: Osamu Nagura, Osamu Inoue, Yoshimasa Kamikuri, Norikazu Takizuka
  • Patent number: 4820871
    Abstract: N,N-Diaryl-ureas of the formulaR.sup.1 --NR.sup.2 --CO--NH--R.sup.3whereinR.sup.1 and R.sup.2 denote aryl andR.sup.3 denotes alkyl, aralkyl or aryl, can be prepared by a process in which a diarylamine of the formulaR.sup.1 --NH--R.sup.2is reacted with an isocyanate of the formulaR.sup.3 --NCOwherein R.sup.1, R.sup.2 and R.sup.34 have the above meaning, in the presence of acid compounds and in the presence or absence of an inert solvent and/or diluent at elevated temperature.
    Type: Grant
    Filed: October 7, 1987
    Date of Patent: April 11, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfram Kissener, Joachim Franke, Helmut Fiege, Karlfried Wedemeyer
  • Patent number: 4814499
    Abstract: Process for preparing a substituted phenylurea.A suitably substituted aniline, excess urea in a mole ratio of at least 1.1 with respect to the aniline, and a secondary amine are reacted simultaneously in a non-hydroxyl-containing organic solvent at a temperature of 130.degree. to 250.degree. C., with removal of ammonia as it forms.The phenylureas obtained are used as herbicides.
    Type: Grant
    Filed: February 7, 1986
    Date of Patent: March 21, 1989
    Assignee: Rhone-Poulenc Agrochimie
    Inventor: Jean C. Parron
  • Patent number: 4806653
    Abstract: A process of the preparation of iminooxazolidines which comprises (a) reacting a urea alcohol of the formula ##STR1## X, Y, n and R are as defined, with a dehydrating agent to form an intermediate salt compound of the formula ##STR2## wherein X, Y, n and R are as previously defined and X.degree.
    Type: Grant
    Filed: October 17, 1986
    Date of Patent: February 21, 1989
    Assignee: Stauffer Chemical Company
    Inventor: Raymond A. Felix
  • Patent number: 4782150
    Abstract: Water-soluble triphendioxazine compounds which have valuable fiber-reactive dyestuff properties and correspond to the general formula (1) and dye materials, in particular cellulose fiber materials, containing carboxamide and/or hydroxy groups in fast shades. ##STR1## in which: B is a group --O--, --S--, --NH-- or --N(R')-- in which R' is alkyl having 1 to 6 carbon atoms;R* is hydrogen or optionally substituted lower alkyl or optionally substituted aryl;W and W.sup.1 independently of one another are each a divalent aliphatic radical or a cycloaliphatic radical which is optionally substituted by lower alkyl or an aliphatic-cycloaliphatic radical which is optionally substituted by lower alkyl, it being possible for the aliphatic radicals to be interrupted by one or more groups --O--, --S--, --SO.sub.2 --, --CO--, 1,4-piperidino, --NH-- and --N(R.sup.o)-- in which R.sup.o has the meaning of R' or is lower alkanoyl;the groupings --B--W.sup.
    Type: Grant
    Filed: August 11, 1987
    Date of Patent: November 1, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Walter Helmling, Gunther Schwaiger
  • Patent number: 4760178
    Abstract: A process for producing compounds containing hydroxy alkyl amide groups by the reaction of a bicyclic amide acetal with a member selected from the group consisting of urea, biuret, thiourea, thiobiuret, alkyl substituted ureas, aryl substituted ureas, alkyl substituted thioureas, aryl substituted thioureas, alkylene ether ureas, arylene ether ureas, alkylene ether tioureas and arylene ether thioureas is disclosed.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: July 26, 1988
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4749806
    Abstract: The present invention relates to a process for the synthesis of isocyanates and of isocyanate derivatives. Isocyanates are obtained by reacting an organic halide with a metal cyanate in an organic medium in the presence of a catalyst consisting of a complex of nickel with at least one organic ligand, in which complex the nickel is in the zero oxidation state.A carbamate or a urea, respectively, are obtained by a subsequent reaction with a hydroxy compound or a primary or secondary amine.Isocyanates and their derivatives are used especially either as refined synthesis agents for the production of pesticides and medications, or as monomers or comonomers for the preparation of many macromolecular compounds.
    Type: Grant
    Filed: August 25, 1987
    Date of Patent: June 7, 1988
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Igor Tkatchenko, Rabih Jaouhari, Michel Bonnet, Gordon Dawkins, Serge Lecolier
  • Patent number: 4746755
    Abstract: The specification discloses reacting a water soluble amino compound with a highly water reactive isocyanate by dissolving the isocyanate in a solvent, such as ethyl acetate, which is water insoluble to slightly water soluble and which has a degree of electrophilicity so as to attract the amino constituent of the amino compound. The two solutions are rapidly mixed together, affording superior yields of product.
    Type: Grant
    Filed: May 6, 1986
    Date of Patent: May 24, 1988
    Assignee: The Dow Chemical Company
    Inventors: Albertha M. Paul, Harold H. Freedman
  • Patent number: 4740531
    Abstract: Polyaminohydroxyl compounds having molecular weights of from 200 to 20,000 and a functionality greater than 1 but less than or equal to 8 containing 0.165-16.5 wt. % amino and hydroxyl groups and 0.295-29.5 wt. % urethane and/or urea groups are produced by hydrolyzing the corresponding NCO prepolymer containing OH groups. The equivalent ratio of amino groups to hydroxyl groups in these polyaminohydroxyl compounds is from 99:1 to 0.1:99.9. Groups which are inert with respect to amines and isocyanates may optionally be present in the polyaminohydroxyl compounds in quantities such that the equivalent ratio of amine groups to inert groups is from 100:0 to 33.3:66.6 and the equivalent ratio of hydroxyl groups to inert groups is from 100:0 to 33.3:66.6. These polyaminohydroxyl compounds are useful in the production of polyurethanes. The polyaminohydroxyl compounds in which the difference between the sum of amino groups plus hydroxyl groups plus inert groups and the sum of hydroxyl groups plus inert groups is 2.+-.
    Type: Grant
    Filed: July 23, 1987
    Date of Patent: April 26, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventor: Werner Rasshofer
  • Patent number: 4704401
    Abstract: This invention relates to a method of lowering blood pressure in humans and mammals using 2,6-disubstituted phenyl amidinoureas in which the phenyl ring is additionally substituted by a hydroxy, alkoxy, aralkoxy, alkenyloxy, alkynyloxy, haloacyloxy, or acyloxy group and to novel 2,6-disubstituted phenyl amidinoureas which possess pharmaceutical properties, including blood pressure lowering activity.
    Type: Grant
    Filed: December 6, 1984
    Date of Patent: November 3, 1987
    Assignee: Rorer Pharmaceutical Corporation
    Inventors: William L. Studt, Richard L. Riley, George H. Douglas
  • Patent number: 4698333
    Abstract: Pesticidally active compounds of the formula ##STR1## in which R.sup.1 is an organic radical,R.sup.2 is hydrogen, trialkylsilyl, a hydrocarbon or acyl radical, andR.sup.3 and R.sup.4 independently are an amino, hydroxyl, hydroximino, alkoxy or like radical.Most of the compounds are new, as are various intermediates therefor.
    Type: Grant
    Filed: October 28, 1983
    Date of Patent: October 6, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rudolf Fauss, Reinhard Lantzsch, Kurt Findeisen, Gerhard Jager, Ingeborg Hammann, Benedikt Becker, Bernhard Homeyer
  • Patent number: 4678856
    Abstract: The present invention relates to a method of manufacturing aromatic urethane, an aromatic mononitro-compound, an aromatic primary amine, and carbon monoxide being reacted using a catalyst containing a platinum group metal-containing compound as a major constituent to prepare N,N'-di-substituted urea. The resultant N,N'-di-substituted urea is reacted with a hydroxyl group-containing organic compound to prepare an aromatic primary amine and aromatic urethane, and the aromatic primary amine is separated to obtain aromatic urethane.
    Type: Grant
    Filed: September 2, 1986
    Date of Patent: July 7, 1987
    Assignee: Nippon Kokan Kabushiki Kaisha
    Inventors: Takao Ikariya, Masanori Itagaki, Masatsugu Mizuguchi, Itaru Sakai, Osamu Tajima
  • Patent number: 4670593
    Abstract: Dichloroacetamidines having the formula ##STR1## in which A and B are independently selected from hydrogen, fluorine, chlorine, bromine and methyl, provided that at least one of A or B is other than hydrogen;M is hydrogen or methyl;X is selected from the group consisting of trifluoromethyl, lower alkyl, nitro, chloro, bromo, fluoro, cyano, lower alkoxy acetyl, lower alkylthio, trifluoromethylthio, and 3,3-diloweralkyl ureido;Y is selected from the group consisting of hydrogen, lower alkyl, chloro, fluoro, nitro, trifluoromethyl, and lower alkoxy;Z is selected from the group consisting of hydrogen and chloro;R.sub.1 is selected from the group consisting of hydrogen, alkyl and allyl;R.sub.2 is selected from the group consisting of alkyl, allyl, benzyl, hydroxyalkyl, alkynyl, N-alkyl amido, alkoxyalkyl, dialkoxyalkyl, alkoxy, cyano alkyl, substituted phenyl wherein the substituent is selected from the group trifluoromethyl, dichloro and 3,3-dimethylureido; andR.sub.1 and R.sub.
    Type: Grant
    Filed: November 5, 1984
    Date of Patent: June 2, 1987
    Assignee: Stauffer Chemical Co.
    Inventor: Eugene G. Teach
  • Patent number: 4661515
    Abstract: Novel compounds possessing both angiotensin enzyme inhibitory activity and diuretic activity are disclosed. The compounds are represented by the general formula ##STR1## in which X is ##STR2## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are hydrogen, alkyl, alkenyl, alkynyl, phenyl-alkyl, and cycloalkyl, and may be the same or different; n is an integer from 0 to 4 inclusive; M is alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, polycycloalkyl, polycycloalkyl-alkyl, aryl, aralkyl, heteroaryl, heteroaryl-alkyl, hetero-cyloalkyl, hetero-cycloalkyl-alkyl, fused aryl-cycloalkyl, fused aryl-cycloalkyl-alkyl, fused heteroaryl-cycloalkyl, fused heteroaryl-cycloalkyl-alkyl, alkoxyalkyl, alkylthioalkyl, alkylamino-alkyl, or dialkylaminoalkyl, or M and R.sub.6 taken together with the nitrogen to which M is bonded and the carbon to which R.sub.
    Type: Grant
    Filed: January 17, 1986
    Date of Patent: April 28, 1987
    Assignee: USV Pharmaceutical Corporation
    Inventors: Edward S. Neiss, John T. Suh, John J. Piwinski
  • Patent number: 4656182
    Abstract: Substituted trans-1,2-diaminocyclohexyl amide compounds demonstrating selective opioid receptor binding possess utility as analgesic, diuretic, and psychotherapeutic agents. A method of preparing the compounds, pharmaceutical compositions employing the compounds, and a method of alleviating pain employing the compounds are also disclosed.
    Type: Grant
    Filed: November 13, 1984
    Date of Patent: April 7, 1987
    Assignee: Warner-Lambert Company
    Inventor: David Horwell
  • Patent number: 4618357
    Abstract: The growth of turf grass can be retarded by applying to said turf grass an effective growth retarding amount of a compound of the formula: ##STR1## wherein R.sub.1, R.sub.2, and R.sub.3 are independently hydrogen, halogen, C.sub.1-6 alkyl, or haloalkyl; R.sub.4 is hydrogen; C.sub.1-4 alkyl, alkenyl, alkoxy, haloalkyl; C.sub.1-2 alkylamino, C.sub.1-2 alkylthio, C.sub.2-4 cycloalkyl, C.sub.2-6 alkoxyalkyl, C.sub.2-6 alkylthiomethyl, amino, phenoxy, phenamino, or furan; and R.sub.5 is hydrogen or C.sub.1-4 alkyl.
    Type: Grant
    Filed: February 13, 1985
    Date of Patent: October 21, 1986
    Assignee: Monsanto Company
    Inventors: Gerhard H. Alt, John P. Chupp, Lane A. Clizbe
  • Patent number: 4597902
    Abstract: N-(arylthioalkyl)-N'-(aminoalkyl)ureas and thioureas and oxidation derivatives having the formula ##STR1## wherein B is thio, sulfinyl or sulfonyl; R.sup.1 and R.sup.2 are hydrogen, loweralkyl, cycloalkyl, 2-furanyl, phenyl, substituted phenyl or phenyl-loweralkyl and R.sup.3 and R.sup.4 are hydrogen, loweralkyl, phenyl or phenyl-loweralkyl wherein phenyl is optionally substituted, or R.sup.3 and R.sup.4 taken with the adjacent nitrogen form a heterocyclic residue.
    Type: Grant
    Filed: June 20, 1985
    Date of Patent: July 1, 1986
    Assignee: A. H. Robins Company, Incorporated
    Inventors: James R. Shanklin, Jr., Christopher P. Johnson, III
  • Patent number: 4582855
    Abstract: 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 momoered 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: Grant
    Filed: November 12, 1981
    Date of Patent: April 15, 1986
    Assignee: American Hospital Supply Corporation
    Inventors: Sheung T. Kam, William L. Matier
  • Patent number: 4564640
    Abstract: A method of inducing blood pressure reduction in humans and mammals by administering 2,6-disubstituted phenyl N-alkyl amidinoureas in which the phenyl ring is additionally substituted by a hydroxy, alkoxy, aralkoxy, alkenyloxy, alkynyloxy, acyloxy or halo acyloxy group and a novel class of amidinourea compounds having pharmaceutical uses, including blood pressure lowering activity.
    Type: Grant
    Filed: February 2, 1984
    Date of Patent: January 14, 1986
    Assignee: William H. Rorer, Inc.
    Inventors: William L. Studt, Richard L. Riley, George H. Douglas
  • Patent number: 4548744
    Abstract: Water-soluble ethoxylated amine oxides having clay soil removal/anti-redeposition properties are disclosed herein. These amine oxides are selected from ethoxylated monoamine oxides, ethoxylated diamine oxides, ethoxylated polyamine oxides, ethoxylated amine oxide polymers, and mixtures thereof. These amine oxides are useful at from about 0.05 to about 95% by weight in detergent compositions which further comprise from about 1 to about 75% by weight of a nonionic, anionic, ampholytic, zwitterionic, or cationic detergent surfactant or mixture thereof. In addition to these detergent surfactants, the detergent composition can optionally comprise from 0 to about 80% by weight of a detergent builder.
    Type: Grant
    Filed: July 22, 1983
    Date of Patent: October 22, 1985
    Inventor: Daniel S. Connor
  • Patent number: 4536341
    Abstract: Dihalo and haloalkyl, haloalkoxy or haloalkylthio-substituted anilines and aniline derivatives, e.g. isocyanates that are useful in the preparation of acyl ureas having insecticidal activity.
    Type: Grant
    Filed: August 3, 1983
    Date of Patent: August 20, 1985
    Assignee: The Dow Chemical Company
    Inventors: Raymond H. Rigterink, Ronald J. Sbragia
  • Patent number: 4529437
    Abstract: Thiocarbamoyl-guanidine derivatives having herbicide activity are disclosed.The process for their preparation and their use as herbicides are disclosed too.
    Type: Grant
    Filed: June 16, 1980
    Date of Patent: July 16, 1985
    Assignee: Montedison S.p.A.
    Inventors: Roberto Colle, Franco Gozzo, Ciro Preziuso, Antony G. M. Barrett, Derek H. R. Barton
  • Patent number: 4519834
    Abstract: The ethynyl-phenylureas of the formula I ##STR1## wherein X is hydrogen, halogen, lower alkyl, lower alkoxy, haloalkyl or nitro, Y is oxygen or sulfur, R.sub.1 is hydrogen, alkyl, alkoxy, alkenyl, phenyl or benzyl, R.sub.2 is hydrogen, alkyl, cycloalkyl, alkenyl, alkynyl or benzyl, R.sub.1 and R.sub.2 together with the nitrogen atom to which they are bound are also a pyrrolidine, piperidine, morpholino or piperazine ring, R.sub.3 is hydrogen or lower alkyl, and R.sub.4 is hydrogen, alkyl, phenyl, pyridyl, alkenyl, cycloalkyl or cycloalkenyl, are novel substances. They are characterized by strong herbicidal activity.
    Type: Grant
    Filed: July 11, 1983
    Date of Patent: May 28, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Henry Szczepanski
  • Patent number: 4514571
    Abstract: A process for the preparation of a urea derivative having the formula: ##STR1## in which A represents a straight- or branched-chain alkyl group having 1-20 carbon atoms, an aryl group, or a heterocyclic group, and each of R.sup.1 and R.sup.2 represents hydrogen, a straight- or branched-chain alkyl group having 1-20 carbon atoms, an alicyclic group, or an aryl groups, which comprises:reacting sodium salt of an N-halogenamide with a quaternary ammonium salt to obtain its addition salt and then,reacting said addition salt with an amine derivative in the absence or presence of an organic solvent.
    Type: Grant
    Filed: May 19, 1983
    Date of Patent: April 30, 1985
    Assignee: UBE Industries, Ltd.
    Inventors: Mamoru Nakai, Fumio Iwata, Teruhiko Inoue
  • Patent number: 4488993
    Abstract: Novel phenylamidinourea compounds and processes for their preparation are described. These compounds have an effective degree of anti-hypertensive properties and exert activities on the cardiovascular system. A method for the treatment of hypertensive disorders is also described.
    Type: Grant
    Filed: October 25, 1982
    Date of Patent: December 18, 1984
    Assignee: William H. Rorer, Inc.
    Inventors: George H. Douglas, Julius Diamond
  • Patent number: 4487779
    Abstract: This invention relates to a method of lowering blood pressure in humans and mammals using 2,6-disubstituted phenyl amidinoureas in which the phenyl ring is additionally substituted by a hydroxy, alkoxy, aralkoxy, alkenyloxy, alkynyloxy, haloacyloxy, or acyloxy group and to novel 2,6-disubstituted phenyl amidinoureas which possess pharmaceutical properties, including blood pressure lowering activity.
    Type: Grant
    Filed: July 6, 1981
    Date of Patent: December 11, 1984
    Assignee: William H. Rorer, Inc.
    Inventors: William L. Studt, Richard L. Riley, George H. Douglas
  • Patent number: 4474806
    Abstract: Sulfonyl or carbonyl derivatives of inositols are found to be effective phospholipase C inhibitors and thereby potent anti-inflammatory and analgesic agents. These inositol derivatives are prepared by condensation of a protected inositol with a substituted sulfonic or carboxylic acid derivative followed by removal of protecting groups.
    Type: Grant
    Filed: May 10, 1982
    Date of Patent: October 2, 1984
    Assignee: Merck & Co., Inc.
    Inventors: Thomas R. Beattie, Shu S. Yang
  • Patent number: 4474707
    Abstract: Compounds of the formula: ##STR1## wherein: Y is 2,6-dimethylphenyl, 2,5-dimethylphenyl, 5-bromo-2-methylphenyl, or 5-chloro-2-methylphenyl; andX is propenyl, propynyl, or cyclopropyl; or a non-toxic, pharmaceutically acceptable acid addition salt thereof; possess anti-arrhythmic activity.
    Type: Grant
    Filed: August 26, 1981
    Date of Patent: October 2, 1984
    Assignee: American Home Products Corporation
    Inventors: Theodore S. Sulkowski, James L. Bergey, Albert A. Mascitti
  • Patent number: 4473579
    Abstract: Tetrasubstituted urea and thiourea compounds useful as antiatherosclerotic agents, compositions thereof and processes for their preparation.
    Type: Grant
    Filed: January 26, 1982
    Date of Patent: September 25, 1984
    Assignee: American Cyanamid Company
    Inventors: Vern G. Devries, Ransom B. Conrow
  • Patent number: 4472568
    Abstract: This invention relates to an improved process for the preparation of aromatic polyamines containing urethane and/or biuret and/or urea and/or isocyanurate groups and preferably also ether groups by the hydrolysis of poly-N-monoaryl-N',N'-dialkyl urea compounds (1-aryl-3,3-dialkyl ureas). The ureas are obtained by the reaction of secondary aliphatic, cycloaliphatic or saturated heterocyclic amines with divalent to tetravalent isocyanate compounds containing isocyanate end groups attached to aromatic residues. The ureas correspond to the general formula: ##STR1## wherein R.sup.1, R.sup.2 denote alkyl or cycloalkyl groups, or together form a ring andA denotes a divalent to tetravalent residue attached to the ureas by aromatic groups.Hydrolysis is carried out in the presence of water and up to two equivalents of a base containing hydroxide ions and/or up to two equivalents of a compound containing tertiary amino groups, optionally in the presence of solvents.
    Type: Grant
    Filed: October 28, 1982
    Date of Patent: September 18, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Rasshofer, Gerhard Grogler
  • Patent number: 4440949
    Abstract: A new class of chemical compounds and their process of preparation is described. These compounds have valuable properties as anti-secretory, anti-spasmodic, anti-ulcerogenic and anti-diarrheal agents.
    Type: Grant
    Filed: December 30, 1980
    Date of Patent: April 3, 1984
    Assignee: William H. Rorer, Inc.
    Inventors: George H. Douglas, William L. Studt, Stuart A. Dodson
  • Patent number: 4437880
    Abstract: A compound of the formula: ##STR1## wherein R is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, X is a C.sub.3 -C.sub.4 alkylene group or a C.sub.3 alkenylene group, Y is a hydrogen atom or a chlorine atom, A is a methyl group or a methoxy group and the substituted ureido group is present at the m- or p-position to the group of the formula: ##STR2## which is useful as a herbicide.
    Type: Grant
    Filed: May 28, 1981
    Date of Patent: March 20, 1984
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junya Takahashi, Ichiki Takemoto, Katsuzo Kamoshita, Ryo Yoshida, Haruhiko Katoh, Seizo Sumida
  • Patent number: 4435567
    Abstract: A process for the preparation of substituted urea derivatives, and compositions and concentrates for the same purpose are disclosed. According to the process the substituted urea derivatives of formula (I) ##STR1## wherein R is hydrogen, alkyl, aryl, cycloalkyl or aralkyl, R.sup.1 and R.sup.2 are hydrogen, alkyl, alkenyl, alkinyl, alkoxy, oxyalkyl, cycloalkyl, aralkyl, alkoxycarbonylalkyl, aryl or heteroaryl, or R.sup.1 and R.sup.
    Type: Grant
    Filed: December 28, 1981
    Date of Patent: March 6, 1984
    Assignee: Chinoin Gyogyszer es Vesgyeszeti Termekek Gyara R. T.
    Inventors: Gyorgy Lugosi, Antal Simay, Janos Bodnar, Laszlo Simandi, Eva Somfai
  • Patent number: 4430262
    Abstract: Isocyanates and derivatives thereof are prepared by oxidative conversion of compounds having at least one group ##STR1## wherein X represents OY or ##STR2## wherein Y is H, a metal ion or group NR.sup.3 R.sup.4 R.sup.5 R.sup.6 wherein each of R.sup.3, R.sup.4, R.sup.5 and R.sup.6 which may be the same or different, is H, alkyl or (substituted) (alk)aryl and Z is a (substituted) alkyl or aryl group. Phenyl isocyanate and derivatives thereof are preferably prepared electrochemically from the corresponding oxamides and oxanilides.
    Type: Grant
    Filed: March 11, 1982
    Date of Patent: February 7, 1984
    Assignee: Shell Oil Company
    Inventors: Rainer Engels, Jan H. H. Meurs
  • Patent number: 4429096
    Abstract: A meta- or para-compound of the formula: ##STR1## wherein: X.crclbar. is an anion selected from the group consisting of R.sub.4 OSO.sub.3 .crclbar., Cl.crclbar., Br.crclbar. and I.crclbar.;A is -O- or ##STR2## wherein: n is 2 or 3;R.sub.1, R.sub.2 and R.sub.3 which may be the same or different, are lower alkyl; andR.sub.4 is lower alkyl or allyl.Also disclosed is a method of making the compound by reacting meta- or para-isopropenyl-.alpha.,.alpha.-dimethylbenzyl isocyanate with either an amino alcohol or a dialkylaminoethyleneamine, and quaternzing the reaction product with an alkylating agent. The compound may be polymerized with a co-monomer such as acrylamide to yield water-soluble cationic polymers for use in water clarification, flocculation, and hair spray applications.
    Type: Grant
    Filed: June 1, 1983
    Date of Patent: January 31, 1984
    Assignee: American Cyanamid Company
    Inventor: Frederic C. Schaefer
  • Patent number: 4425362
    Abstract: The compounds of formula I, ##STR1## wherein the substituents have various significances, and physiologically acceptable hydrolyzable derivatives thereof having the hydroxy group in the 2 position of the 3-aminopropoxy side chain in esterified form, are useful as cardioselective .beta.-adrenoceptor blocking agents.
    Type: Grant
    Filed: November 4, 1981
    Date of Patent: January 10, 1984
    Assignee: Sandoz Ltd.
    Inventors: Richard Berthold, William J. Louis
  • Patent number: 4418209
    Abstract: This invention describes a new class of 1-amidino-3-phenylthiourea and N'-phenylamidinothiourea compounds wherein the phenyl group is ortho substituted, and processes for their preparation. The phenylamidinothiourea compounds may be incorporated into pharmaceutical preparations which are useful for producing anti-ulcerogenic, antisecretory, antispasmodic, antihypertensive, anti-arrhythmic, anesthetic, antidiarrheal and antiparasitic action.
    Type: Grant
    Filed: December 21, 1981
    Date of Patent: November 29, 1983
    Assignee: William H. Rorer, Inc.
    Inventors: George H. Douglas, Julius Diamond, William L. Studt, Stuart A. Dodson