The Benzene Ring Is Part Of A Substituent Which Contains Oxygen Patents (Class 564/52)
  • 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: 4767784
    Abstract: The invention relates to novel crystalline salts of aryloxypropanolamines with diphenylacetic acid, a process for their preparation and the use of these salts for the preparation of chemically pure aryloxy-propanolamines or pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: November 28, 1986
    Date of Patent: August 30, 1988
    Inventors: Gerhard Zolss, Gerhard Pfarrhofer
  • Patent number: 4743595
    Abstract: A process for efficiently preparing 2-amino-5-nitrophenol derivatives in which benzoxazole derivatives are subjected to nucleophilic substitution reaction at the 5 position thereof to obtain corresponding benzoxazole derivatives, and the oxazole ring of the benzoxazole derivatives is then subjected to ring-opening to obtain 2-amino-5-nitrophenol derivatives. The 2-amino-5-nitrophenol derivatives are useful as industrial starting materials, reducing agents or antioxidants and intermediates for cyan-image-forming couplers.
    Type: Grant
    Filed: June 12, 1985
    Date of Patent: May 10, 1988
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Isamu Itoh, Mitsunori Ono, Hidetoshi Kobayashi, Kazuyoshi Yamakawa
  • 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: 4690709
    Abstract: Novel N'-phenyl-N-methylurea derivatives of the formula: ##STR1## wherein R.sub.1 is a hydrogen atom, a methyl group or a methoxy group, R.sub.2 is a hydrogen atom or a lower alkyl group, R.sub.3, which may be the same or different, is a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group or a trifluoromethyl group, n is an integer of 0 to 5, X is a hydrogen atom or a halogen atom, Y is an oxygen atom or a sulfur atom and Z is a straight or branched C.sub.1 -C.sub.8 alkylene group which may have no less than one atom of oxygen and/or sulfur at the terminal of and/or inside the carbon chain, which shows a pronounced herbicidal activity against a wide variety of weeds in the cultivation of crop plants as well as a notable fungicidal activity agaist a wide variety of phytopathogenic fungi causing plant diseases to crop plants without any material toxicity to mammals and fish or chemical injury to said crop plants.
    Type: Grant
    Filed: November 3, 1980
    Date of Patent: September 1, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Ichiki Takemoto, Seizo Sumida, Ryo Yoshida, Katsuzo Kamoshita
  • 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: 4661288
    Abstract: Water-soluble zwitterionic compounds having clay soil removal/anti-redeposition properties. The zwitterionic compounds are selected from monozwitterionic compounds, dizwitterionic compounds, polyzwitterionic compounds, and zwitterionic polymers. These zwitterionic compounds are useful in detergent compositions at from about 0.05 to about 95% by weight. In addition to the zwitterionic compounds, the detergent compositions further comprise from about 1 to about 75% by weight of a nonionic, anionic, ampholytic, zwitterionic, or cationic detergent surfactant or mixture thereof.
    Type: Grant
    Filed: March 8, 1985
    Date of Patent: April 28, 1987
    Assignee: The Procter & Gamble Company
    Inventors: Donn N. Rubingh, Eugene P. Gosselink
  • Patent number: 4643763
    Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: m is an integer selected from 1 to 4;n is zero or an integer selected from 1 to 4;x are selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, alkylthio, sulfamoyl, substituted sulfamoyl, amino, substituted amino, the group --(CH.sub.2).sub.p C(.dbd.A)Z in which p is zero or one A is oxygen or sulfur, and Z is hydrogen, hydroxy, alkoxy, alkylthio, alkyl, substituted alkyl, amino or substituted amino; the group --NHC(.dbd.B(NR.sup.7 R.sup.8 in which B is oxygen or sulfur and R.sup.7 and R.sup.8 are hydrogen or alkyl;R.sup.1 is selected from hydrogen, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl; andR.sup.4 is selected from hydrogen, halogen, alkyl, cyano and alkoxycarbonyl.
    Type: Grant
    Filed: September 10, 1985
    Date of Patent: February 17, 1987
    Assignee: ICI Australia Limited
    Inventors: Graeme J. Farquharson, Keith G. Watson, Graham J. Bird
  • Patent number: 4628061
    Abstract: Novel compounds have a formula (I) ##STR1## wherein ##STR2## represents a bicyclo [2,2,1] hept-2Z-ene, bicyclo [2,2,1] heptane, 7-oxa-bicyclo [2,2,1] hept-2Z-ene, 7-oxa-bicyclo [2,2,1] heptane, bicyclo [2,2,2] oct-2Z-ene or bicyclo [2,2,2] octane substituted at the 5-position by the group R.sup.1 and at the 6-position by the group ANR.sup.2 R, a 6,6-dimethyl-bicyclo [3,1,1] heptane substituted at the 2-position by the group R.sup.1 and at the 3-position by the group ANR.sup.2 R or at the 2-position by the group ANR.sup.2 R and at the 3-position by the group R.sup.1, a cyclohex-1-ene or cyclohexane substituted at the 4-position by the group R.sup.1 and at the 5-position by the group ANR.sup.2 R or a 1-hydroxycyclopentane substituted at the 2-position by the group R.sup.1 and at the 2-position by the group ANR.sup.2 R, R.sup.
    Type: Grant
    Filed: August 23, 1983
    Date of Patent: December 9, 1986
    Assignee: National Research Development Corporation
    Inventors: Robert L. Jones, Norman H. Wilson
  • Patent number: 4623662
    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)cycloalkylalkyl, (C.sub.7 -C.sub.14)aralkyl, and (C.sub.7 -C.sub.
    Type: Grant
    Filed: May 23, 1985
    Date of Patent: November 18, 1986
    Assignee: American Cyanamid Company
    Inventor: Vern G. De Vries
  • 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: 4579585
    Abstract: The invention provides novel phenylurea of formula I ##STR1## wherein R.sub.1 is H or CHO,R.sub.2 is H, CH.sub.3 or OCH.sub.3R.sub.3 is a group G.sub.1 of the formula ##STR2## or a group G.sub.2 of the formula CH(CH.sub.3)CH.sub.2 Y in which Y is halogen selected from Cl or F or is CH.sub.3 O andX is H or halogen selected from Cl or Br,the use of these novel compounds as herbicides, compositions for facilitating such use and the preparation of the novel phenylurea.
    Type: Grant
    Filed: March 4, 1985
    Date of Patent: April 1, 1986
    Assignee: Sandoz Ltd.
    Inventor: Karl Seckinger
  • Patent number: 4569689
    Abstract: Aniline derivatives of the formula ##STR1## where R.sup.1 is alkoxy, alkylthio, unsubstituted or substituted cycloalkoxy or the radical --NR.sup.2 R.sup.3, X is --CH.sub.2 --, --CH(OH)-- or --CO--, A is an unsubstituted or substituted alkylene chain, B is unsubstituted or substituted methylene or dimethylene, Z is hydrogen, halogen, alkyl, alkoxy, haloalkyl or haloalkoxy, and n is 1, 2 or 3, are used for controlling undesirable plant growth.
    Type: Grant
    Filed: June 14, 1984
    Date of Patent: February 11, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Schirmer, Norbert Goetz, Bruno Wuerzer
  • 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: 4564638
    Abstract: Fungicidally active novel benzylurea derivatives of the formula ##STR1## in which R.sup.1 is a halogen atom or a lower alkyl group,X is an oxygen or sulfur atom, andR.sup.2 is an alkyl group, a cycloalkyl group having 5 to 8 carbon atoms, or a phenyl group which may be substituted by at least one member of the class consisting of halogen atoms, lower alkyl groups, lower alkoxy groups and hydroxyl groups.
    Type: Grant
    Filed: June 10, 1983
    Date of Patent: January 14, 1986
    Assignee: Nihon Tokushu Boyaku Seizo K.K.
    Inventors: Yasuo Yamada, Junichi Saito, Tatsuo Tamura, Shinji Sakawa
  • Patent number: 4559353
    Abstract: The present invention provides compounds of formula: ##STR1## wherein X and Y are each independently selected from fluorine, chlorine, methyl or methoxy and one of X and Y may additionally be hydrogen; R is alkoxy of up to 6 carbon atoms, mono- or dialkylamino of up to 4 carbon atoms in the alkyl moiety, hydroxyamino, or alkoxyamino of up to 4 carbon atoms, m and p are independently selected from 1 to 4, and each W and each Z are independently selected from hydrogen, halo and haloalkyl containing 1 or 2 carbon atoms, and n is zero or one.
    Type: Grant
    Filed: November 1, 1983
    Date of Patent: December 17, 1985
    Assignee: Imperial Chemical Industries PLC
    Inventor: Michael D. Turnbull
  • 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: 4533379
    Abstract: Novel compounds of the general formula ##STR1## wherein R represents a hydrogen or halogen atom or a (cyclo) alkyl group, R.sup.3 represents H, CH.sub.3, or OCH.sub.3, n=0 or 1, and when n=0, R.sup.2 represents a hydrogen atom and R.sup.1 a hydrogen atom or a monovalent substituent thereby forming an alkoxide, ether, ester, or other alcohol derivative, and when n=1, each R.sup.1 and R.sup.2 independently represents one of the atoms specified for R.sup.1 when n=0, or R.sup.1 and R.sup.2 together represent a bivalent group thereby forming a cyclic ether, ester, or other diol derivative, have useful herbicidal properties.
    Type: Grant
    Filed: June 14, 1983
    Date of Patent: August 6, 1985
    Assignee: Shell Oil Company
    Inventors: Robert van Helden, Frank Baardman, Johannes L. M. Syrier
  • 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: 4518804
    Abstract: Novel N-aroyl N'-phenyl urea compounds having halogen substituents in the 2- and 5-position of the phenyl radical possess exceptional insecticidal activity.
    Type: Grant
    Filed: August 3, 1983
    Date of Patent: May 21, 1985
    Assignee: The Dow Chemical Company
    Inventors: Raymond H. Rigterink, Barat Bisabri-Ershadi
  • 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: 4487783
    Abstract: (Thio)-ureas of the formula ##STR1## in which R.sup.1 is an optionally alkyl-substituted cycloalkyl radical or a halogenoalkyl radical,R.sup.2 is an alkyl or cycloalkyl radical or an optionally substituted aryl radical,Ar is an optionally substituted aryl radical, at least one of the radicals R.sup.1, R.sup.2 and Ar carrying fluorine or a fluorine-containing substituent, andX is an oxygen or sulphur atom,which possess fungicidal activity. Novel intermediates are also disclosed.
    Type: Grant
    Filed: August 9, 1982
    Date of Patent: December 11, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Grohe, Volker Paul
  • 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: 4478852
    Abstract: The present invention relates to new urea derivatives having pesticidal activity, particularly fungicidal activity. The urea derivatives, according to the invention, have the general formula ##STR1## wherein X, Y and Z represent hydrogen or halogen atoms and at least one of the substituents X, Y or Z is a halogen atom.
    Type: Grant
    Filed: May 12, 1982
    Date of Patent: October 23, 1984
    Assignee: Celamerck GmbH & Co. KG.
    Inventors: Heinz-Manfred Becher, Christo A. Drandarevski, Sigmund Lust
  • 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: 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: 4460602
    Abstract: A compound, or pharmaceutically acceptable salt thereof, having the formula: ##STR1## wherein X is O or S; wherein n=1 or 0; wherein R is C.sub.3 -C.sub.12 alkyl or aralkyl, branched or unbranched, aryl or haloaryl, or C.sub.3 -C.sub.22 alkenyl, branched or unbranched; wherein R.sub.1 is OCH.sub.3, and wherein R.sub.2 is OH. These urea derivatives have analgesic and anti-irritant activity when administered to humans and lower animals.
    Type: Grant
    Filed: May 25, 1982
    Date of Patent: July 17, 1984
    Assignee: The Procter & Gamble Company
    Inventors: Brian L. Buckwalter, Thomas R. LaHann
  • 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: 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: 4427596
    Abstract: A compound of the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3, which may be same or different, are each hydrogen or C.sub.1 -C.sub.4 alkyl, X is chlorine or bromine, Y is hydrogen, chlorine, bromine, fluorine or iodine and Z is N,N-dimethylamino, N-methoxy-N-methylamino, C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl, which is useful as a herbicide.
    Type: Grant
    Filed: March 13, 1981
    Date of Patent: January 24, 1984
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Ichiki Takemoto, Katsuzo Kamoshita, Ryo Yoshida, Seizo Sumida
  • Patent number: 4427438
    Abstract: A composition comprising an N-(2-fluoro-4-halo-5-substituted phenyl) hydantoin of the formula: ##STR1## wherein X is a chlorine atom or a bromine atom and R.sup.1 and R.sup.2 are, same or different, each a C.sub.1 -C.sub.4 alkyl group, a cyclopropyl group, a C.sub.3 -C.sub.4 alkenyl group or a C.sub.3 -C.sub.4 alkynyl group and an inert carrier, which is useful as a herbicide.
    Type: Grant
    Filed: May 28, 1982
    Date of Patent: January 24, 1984
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita
  • 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
  • Patent number: 4410697
    Abstract: The invention relates to a new method for the preparation of N-aryl-N'-(mono- or disubstituted)-urea derivatives having the general formula (I), ##STR1## wherein Aryl is an optionally substituted phenyl group, andR.sup.1 and R.sup.2 each stand for an optionally substituted alkyl, cycloalkyl, alkoxy or phenyl group, orR.sup.1 and R.sup.2 may form, together with the adjacent nitrogen atom, a nitrogen-containing heterocyclic group which may contain a further hetero atom, orone of R.sup.1 and R.sup.2 may also stand for hydrogen,with the proviso that if one of R.sup.1 and R.sup.2 is an optionally substituted phenyl group, the other may represent only hydrogen atom or an optionally substituted alkyl or alkoxy group,by reacting a carbamate of the general formula (II) with an amine of the general formula (III),R.sup.1 R.sup.2 N--CO--X (II)Aryl--NH.sub.2 (III)or a carbamate of the general formula (IV) with an amine of the general formula (V),Aryl--NH--CO--X (IV)R.sup.1 R.sup.2 NH (V)wherein R.sup.1, R.sup.
    Type: Grant
    Filed: August 28, 1981
    Date of Patent: October 18, 1983
    Assignee: Reanal Finomvegyszergyar
    Inventors: Sandor Torok, Lajos Voroshazy, Peter Galambos, Ivan Daroczi, Zoltan Ormenyi
  • Patent number: 4406691
    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: December 9, 1980
    Date of Patent: September 27, 1983
    Assignee: Ciba-Geigy Corporation
    Inventor: Henry Szczepanski
  • Patent number: 4405644
    Abstract: The invention relates primarily to pharmaceutical compositions and medicaments containing a compound of Formula (I), infra as the active ingredient. Also included in the invention are methods for combatting lipometabolic illnesses by administration of an active compound of the invention alone, in combination with a diluent or in the form of a medicament.
    Type: Grant
    Filed: December 17, 1981
    Date of Patent: September 20, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Joachim Kabbe, Erich Klauke, Hans P. Krause, Mithat Mardin, Rudiger Sitt
  • Patent number: 4404225
    Abstract: Compounds of the formula I and II ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 independently of one another are each hydrogen, C.sub.1 -C.sub.4 -alkyl, methoxy, halogen, trifluoromethyl or nitro, R.sub.4 is hydrogen or methyl, R.sub.5 is C.sub.1 -C.sub.3 -alkyl, R.sub.6 is C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -aklenyl, C.sub.3 -C.sub.5 -alkynyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.2 -C.sub.4 -(alkoxyalkyl) or C.sub.2 -C.sub.4 -(alkylthioalkyl), and R.sub.7 is C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.5 -alkenyl or C.sub.3 -C.sub.8 -cycloalkyl, and the acid addition salts of compounds of the formulae I, are novel. The compounds of the formula II can be used as starting materials for producing compounds of the formula I.
    Type: Grant
    Filed: June 5, 1981
    Date of Patent: September 13, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Manfred Boger, Jozef Drabek
  • Patent number: 4399072
    Abstract: Novel N'-4-(2-naphthyloxy)phenyl-N-methylurea derivatives of the formula: ##STR1## wherein X is a hydrogen atom, a halogen atom or a trifluoromethyl group and R is a methyl or methoxy group having a herbicidal activity, particularly effective in exterminating weeds in the cultivation of soybean and gramineous crops such as wheat and barley, and/or having a fungicidal activity especially effective in controlling the rust of wheat and barley.
    Type: Grant
    Filed: January 15, 1981
    Date of Patent: August 16, 1983
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takemoto Ichiki, Ryo Yoshida, Seizo Sumida, Kamoshita Katsuzo
  • Patent number: 4399076
    Abstract: 2-Vinyl- and 2-ethylcyclopropanes having an aryl group and a nitrogen-containing radical substituted at the 1-position on the ring are provided. The novel 1,1-disubstituted 2-vinylcyclopropane and 2-ethylcyclopropane compounds of this invention have utility in herbicidal applications and are useful reactants. The 2-vinylcyclopropane derivatives are useful monomers for anionic and radical polymerizations.
    Type: Grant
    Filed: February 22, 1982
    Date of Patent: August 16, 1983
    Assignee: National Distillers and Chemical Corporation
    Inventors: Richard G. Fayter, Jr., Allen L. Hall
  • Patent number: 4387106
    Abstract: Methods of treating atherosclerosis with di(aralkyl) ureas and di(aralkyl)thioureas, compositions thereof and processes for their preparation.
    Type: Grant
    Filed: January 26, 1982
    Date of Patent: June 7, 1983
    Assignee: American Cyanamid Company
    Inventors: Vern G. De Vries, Elwood E. Largis
  • Patent number: 4387105
    Abstract: Method of treating atherosclerosis with dialkylureas and dialkylthioureas, compositions thereof and processes for their preparation.
    Type: Grant
    Filed: January 26, 1982
    Date of Patent: June 7, 1983
    Assignee: American Cyanamid Company
    Inventors: Vern G. DeVries, Elwood E. Largis
  • Patent number: 4381401
    Abstract: 2-Oxazolidinone or N-substituted derivatives thereof are reacted with aromatic amine hydrochlorides at elevated temperatures to produce 1,2-ethanediamines.
    Type: Grant
    Filed: October 9, 1981
    Date of Patent: April 26, 1983
    Assignee: The Dow Chemical Company
    Inventor: Graham S. Poindexter
  • Patent number: 4378992
    Abstract: Novel N'-phenyl-N-methylurea derivatives of the formula: ##STR1## wherein R is a C.sub.4 -C.sub.10 cycloalkyl group, a C.sub.4 -C.sub.10 cycloalkenyl group, a C.sub.4 -C.sub.10 cycloalkyl group condensed with a benzene ring or substituted with at least one C.sub.1 -C.sub.4 alkyl group or a C.sub.4 -C.sub.10 cycloalkenyl group condensed with a benzene ring or substituted with a C.sub.1 -C.sub.4 alkyl group, Z is a C.sub.1 -C.sub.4 alkylene group which may have an atom of oxygen and/or sulfur at the terminal of and/or inside the carbon chain, Y is an oxygen atom or a sulfur atom, A is a hydrogen atom, a methyl group or a methoxy group and n is an integer of 0 or 1 with the proviso that in the chain consisting of --(Z).sub.n --Y--, oxygen and/or sulfur atoms can not be present in succession, which shows a pronounced herbicidal activity against a wide variety of weeds in the cultivation of crop plants without any material toxicity to mammals and any chemical injury to said crop plants.
    Type: Grant
    Filed: January 24, 1980
    Date of Patent: April 5, 1983
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Ryo Yoshida, Ichiki Takemoto, Seizo Sumida, Katsuzo Kamoshita
  • Patent number: 4376646
    Abstract: Novel ureas of the formula I have herbicidal activity and are suitable in small applied amounts for selectively combating weeds in cultivated crops of soya-bean, maize and cereals. They are advantgeously produced by the isocyanate method and correspond to the formula I ##STR1## wherein R.sub.1 is an unsubstituted or substituted C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkynyl, aralkyl, phenyl, acyl or C.sub.1 -C.sub.4 -alkylsulfonyl group or an aminoalkyl group,R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy,R.sub.3 is hydrogen, halogen, cyano or trifluoromethyl,R.sub.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkynyl or C.sub.1 -C.sub.6 -alkoxy,R.sub.5 is hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.6 -alkenyl, or R.sub.5 together with R.sub.4 and the nitrogen atom to which they are bound also form a 5-6-membered heterocycle, andX is oxygen, sulfur or the sulfinyl or sulfonyl group.
    Type: Grant
    Filed: March 6, 1981
    Date of Patent: March 15, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Otto Rohr, Georg Pissiotas
  • Patent number: 4361438
    Abstract: Compounds having the formula ##STR1## in which X and Y are halogen; R is cyano, halogen, thio-C.sub.1 -C.sub.4 alkyl, phenyl, pyridyl, hydroxy, or OR.sub.1 ; R.sub.1 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 mono- or di-alkylcarbamyl, C.sub.2 -C.sub.6 alkoxyalkyl, phenylcarbamyl, C.sub.1 -C.sub.6 alkanoyl or C.sub.1 -C.sub.6 haloalkanoyl; and n is: (a) 1 or 2 if R is thioalkyl, cyano or phenyl; and (b) 2 if R is otherwise as defined, are herbicides.
    Type: Grant
    Filed: January 21, 1981
    Date of Patent: November 30, 1982
    Assignee: Stauffer Chemical Company
    Inventor: Raymond A. Felix
  • Patent number: 4358309
    Abstract: There are provided novel urea derivatives of the general formula ##STR1## wherein X, n, A and R are defined in the description; processes for preparing the derivatives and herbicidal composition containing as active ingredient the derivative. The derivatives have highly selective herbicidal activities.
    Type: Grant
    Filed: March 26, 1981
    Date of Patent: November 9, 1982
    Assignee: Chugai Seiyaku Kabushiki Kaisha
    Inventors: Tetsuo Takematsu, Masaki Takeuchi, Masanori Okada, Hiroshi Sugiyama, Yasushi Murakami
  • Patent number: 4358606
    Abstract: Novel esters of phenylalkyloxy- or phenylalkylthioacylamino acids and pyridylalkyloxy- or pyridylalkylthioacylamino acids, synthesis thereof, intermediates therefor, and the use of said esters for the control of weeds.
    Type: Grant
    Filed: June 19, 1981
    Date of Patent: November 9, 1982
    Assignee: Zoecon Corporation
    Inventors: Shy-Fuh Lee, Clive A. Henrick