Carbonyl Attached Indirectly To The Cyano Group By Nonionic Bonding Patents (Class 558/414)
  • Patent number: 5221691
    Abstract: Fungicidal compounds having the formula (I): ##STR1## and stereoisomers thereof, wherein A is hydrogen, halo, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 haloalkyl, C.sub.1-4 haloalkoxy, C.sub.1-4 alkylcarbonyl, C.sub.1-4 alkoxycarbonyl, phenoxy, nitro or cyano; R.sup.1 and R.sup.2, which may be the same or different, are hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted heterocyclylalkyl, optionally substituted cycloalkylalkyl, optionally substituted aralkyl, optionally substituted aryloxyalkyl, optionally substituted heterocyclyloxyalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted alkoxy, optionally substituted aryl, optionally substituted heterocyclyl, optionally substituted aryloxy, optionally substituted heterocyclyloxy, nitro, halo, cyano, --NR.sup.3 R.sup.4, --CO.sub.2 R.sup.3, --CONR.sup.3 R.sup.4, --COR.sup.3, --S(O).sub.n R.sup.3 wherein n is 0, 1 or 2, (CH.sub.2).sub.m PO(OR.sup.3).sub.
    Type: Grant
    Filed: January 29, 1992
    Date of Patent: June 22, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Christopher R. A. Godfrey, Paul J. de Fraine, Ian R. Matthews
  • Patent number: 5220050
    Abstract: This invention relates to having the following formula ##STR1## or a pharmaceutically acceptable salt which are useful in the inhibition of platelet aggregation. This invention also relates to pharmaceutical compositions of such phenyl amidines derivatives.
    Type: Grant
    Filed: November 12, 1991
    Date of Patent: June 15, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Philippe R. Bovy, Dudley E. McMackins, Joseph G. Rico, Foe S. Tjoeng, Mihaly V. Toth, Robert B. Garland, Masateru Miyano, Jeffery A. Zablocki
  • Patent number: 5217973
    Abstract: The present invention relates to the derivatives of formula: ##STR1## as well as to their addition salts and to their use in therapy, in particular for the treatment of cardiovascular diseases, especially for the treatment of hypertension, cardiac insufficiency and diseases of the arterial wall.
    Type: Grant
    Filed: August 7, 1991
    Date of Patent: June 8, 1993
    Assignee: Laboratoires UPSA
    Inventors: Nicole Bru-Magniez, Eric Nicolai, Jean-Marie Teulon
  • Patent number: 5216167
    Abstract: Phenylacetic acid benzylamides having the following general structure ##STR1## wherein the substituents are defined herein, are disclosed, which compounds are hypoglcemic agents.
    Type: Grant
    Filed: June 21, 1990
    Date of Patent: June 1, 1993
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Wolfgang Grell, Rudolf Hurnaus, Gerhart Griss, deceased, Robert Sauter, Manfred Reiffen, Eckhard Rupprecht
  • Patent number: 5200535
    Abstract: The invention provides cyclohexanone derivatives of the general formula ##STR1## in which n represents an integer from 0 to 5; each R represents a halogen atom, nitro, cyano, hydroxyl, alkyl, haloalkyl, alkoxy, haloalkoxy, amino, alkylamino, dialkylamino, alkoxycarbonyl, carboxyl, alkanoyl, alkylthio, alkylsulphinyl, alkylsulphonyl, carbamoyl, alkylamido, cycloalkyl or phenyl group; R.sup.1, R.sup.2 and R.sup.3 independently represent a hydrogen atom or an alkyl group; R.sup.6 and R.sup.7 together represent a single carbon-carbon bond or an epoxy group; and R.sup.8 represents a hydrogen atom or a hydroxyl group; with the proviso that when R.sup.6 and R.sup.7 together represent an epoxy group then R.sup.8 represents a hydrogen atom; and a process for their preparation. Compounds of formula I are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives.
    Type: Grant
    Filed: August 19, 1991
    Date of Patent: April 6, 1993
    Assignee: Shell Research Limited
    Inventor: Paul H. Briner
  • Patent number: 5196423
    Abstract: Unsaturated cyclohexylacetic acid derivatives of the formula I ##STR1## where U is.dbd.NOCH.sub.3, .dbd.CHOCH.sub.3, .dbd.CH.sub.2, .dbd.CH--CH.sub.3, .dbd.CH--CH.sub.2 --CH.sub.3, .dbd.N--NH--CH.sub.3 or .dbd.CH--S--CH.sub.3,n is from 0 to 10,A is hydrogen or substituted or unsubstituted alkyl, cycloalkyl, aryl or hetaryl, andX is a single bond when n is 0, and oxygen, sulfur or a single bond when n is not 0, and the plant-compatible acid addition products and base addition products thereof, and fungicides and insecticides containing these compounds.
    Type: Grant
    Filed: June 15, 1992
    Date of Patent: March 23, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Mueller, Hubert Sauter, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5185370
    Abstract: Compound of formula ##STR1## wherein n is 0 or 1, R.sub.1 and R.sub.2 are independently methyl, ethyl or cyclopropyl and R is an optionally substituted phenyl or heteroaryl group or salt or ester thereof are useful in the treatment of inflammatory bowel disease.
    Type: Grant
    Filed: January 31, 1991
    Date of Patent: February 9, 1993
    Assignee: Orion-yhtyma Oy
    Inventors: Reijo J. Backstrom, Erkki J. Honkanen, Jarmo J. Pystynen, Anne M. Luiro, Paivi A. Aho, Inge-Britt Y. Linden, Erkki A. O. Nissinen, Pentti Pohto
  • Patent number: 5183940
    Abstract: Gallium is efficiently extracted from strongly basic solutions containing aluminates by extractants having the tris- and/or tetrakis (2-hydroxybenzyl)-1,2-diaminoethane chemical moiety. The diaminoethane derivative may be used together with a hydrocarbyl 8-hydroxyquinoline and/or with a tertiary carboxylic acid.
    Type: Grant
    Filed: May 11, 1991
    Date of Patent: February 2, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Peter M. Quan, Stephen W. Leeming
  • Patent number: 5180744
    Abstract: Non-peptidyl compounds characterized generally as aralkyl-N-terminal amino hydroxy .beta.-amino acid derivatives are useful as renin inhibitors for treatment of hypertension. Compounds of particular interest are of the formula ##STR1## wherein R.sub.1 is selected from ##STR2## wherein each of Y and Z is independently selected from hydrido, chloro, fluoro, methoxy and dimethylamino; wherein n is a number selected from zero through four, inclusive; wherein each of R.sub.2 and R.sub.4 is independently selected from hydrido and methyl; wherein R.sub.3 is methyl or ethyl; wherein R.sub.5 is cyclohexylmethyl; wherein R.sub.6 is hydroxy; wherein R.sub.7 is isobutyl or ethyl; and wherein each of R.sub.8 and R.sub.9 is hydrido; or a pharmaceutically-acceptable salt thereof.
    Type: Grant
    Filed: July 29, 1991
    Date of Patent: January 19, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Gunnar J. Hanson, John S. Baran, Dave Weissing, Mark Russell
  • Patent number: 5177252
    Abstract: Esters having the general formula ##STR1## where X is a halogen, the sum of the atomic masses of the halogen atoms on the phenyl ring is at least 90, n is 1-5, Y is an alkyl, ether, ester, aldehyde, ketone, acetal, ketal, cyano, or nitro substituent, m is 0-2, Z is an ester linkage --OCO-- or --CO.sub.2 --, R' is a haloalkyl group containing at least one F atom and containing halogen atoms in place of greater than 60% of the hydrogen atoms of the corresponding unhalogenated alkyl group, with the sum of the atomic masses of the halogen atoms on said R' group being greater than 135 and the compound as a whole containing at least two types of halogen atoms, and p is 1-3, constitute high density flotation fluids and lubricants for inertial instruments such as gyroscopes and accelerometers, and for electrical contacts. Synthetic methods are disclosed for production of such fluids from available starting materials.
    Type: Grant
    Filed: April 11, 1990
    Date of Patent: January 5, 1993
    Assignee: The Charles Stark Draper Laboratory, Inc.
    Inventor: John R. Williams
  • Patent number: 5175170
    Abstract: Non-peptidyl compounds characterized generally as cycloalkyl/cycloalkylkyl-N-terminal amino hydroxy .beta.-amino acid derivatives are useful as renin inhibitors for treatment of hypertension. Compounds of particular interest of the formula ##STR1## wherein R.sub.1 is selected from cycloalkyl and cycloakylalkyl groups, wherein said cycloalkyl group contains three to about eight carbon atoms and the acyclic alkyl portion of said cycloakylalkyl group contains one to about eight carbon atoms; wherein each of R.sub.2 and R.sub.4 is independently selected from hydrido and methyl; wherein R.sub.3 is methyl or ethyl; wherein R.sub.5 is cyclohexylmethyl; wherein R.sub.6 is hydroxy; and wherein R.sub.7 is isobutyl or ethyl; or a pharmaceutically-acceptable salt thereof.
    Type: Grant
    Filed: July 29, 1991
    Date of Patent: December 29, 1992
    Assignee: G. D. Searle & Co.
    Inventors: Gunnar J. Hanson, John S. Baran, Dave Weissing, Mark Russell
  • Patent number: 5169986
    Abstract: The present invention provides an organic nonlinear optical material including a benzylidene-aniline derivative having an electron-donating substituent introduced at the 4-position and an electron-accepting substituent introduced at the 4'-position, by selecting as the conjugated .pi. electronic system a benzylidene-aniline derivative having a large molelcular hyperpolarizability and yet a dipole moment as small as those of benzene derivatives, and introducing a molecular alignment-regulating substituent. The centrosymmetry in the bulk state of the material, for example, in the crystal state, is destroyed and the molecular alignment is regulated to such a bulk structure so that the optical nonlinearity possessed by the molecule is effectively utilized. The material exhibit a large optical nonlinearity never attained by conventional techniques.the intermolecular cohesive force due to the .pi. electron interaction between the molecules in the present invention is larger than that between a benzene derivative.
    Type: Grant
    Filed: October 19, 1990
    Date of Patent: December 8, 1992
    Assignee: Toray Industries, Inc.
    Inventors: Tetsuya Tsunekawa, Tetsuya Gotoh, Keiichi Egawa
  • Patent number: 5169974
    Abstract: The invention concerns a novel process for the manufacture of various aryloxyaliphatic aldehydes and related arylthio analogues, which are useful as chemical intermediates. The process involves reacting a dihalogenohydroxyalkane of the formula: HO.C(R.sup.2).sub.2.CHX.sub.2 wherein R.sup.2 is alkyl and X is chloro or bromo with a phenol or thiophenol in the presence of base and is applicable to large scale use.
    Type: Grant
    Filed: October 20, 1989
    Date of Patent: December 8, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Gregory D. Harris, Stanley A. Lee
  • Patent number: 5155272
    Abstract: The disclosure herein concerns a new process anilides typified by 2',6'-diethyl-N-(methoxymethyl)2-chloroacetanilide (common name alachlor), by the reaction of the appropriate haloacyl amides one of which substituents has a reactive halogen atom with the appropriate alcohol or thioalcohol.
    Type: Grant
    Filed: October 4, 1990
    Date of Patent: October 13, 1992
    Assignee: Monsanto Company
    Inventors: Donald E. Baldus, Edward E. Debus
  • Patent number: 5147892
    Abstract: Benzyl ketones of the formula ##STR1## where X is CH or N,Y is O or NR.sup.4,R.sup.1, R.sup.2 are H or alkyl,R.sup.3 is halogen, cyano, nitro, alkyl, cycloalkyl, alkoxy, haloalkyl, arylalkyl, arylalkoxy, aryloxy or aryl, and the aryl groups in turn may be substituted,R.sup.4 is OH, alkoxy or arylalkoxy andR.sup.5 is H, methyl, halogen or methoxy,and fungicides containing these compounds.
    Type: Grant
    Filed: June 27, 1991
    Date of Patent: September 15, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Wingert, Hubert Sauter, Franz Roehl, Reinhard Doetzer, Gisela Lorenz, Eberhard Ammermann
  • Patent number: 5136081
    Abstract: The invention provides a process for the preparation of fungicidally active cyclopentene derivatives of the general formula ##STR1## cyclopentane derivatives of the general formula ##STR2## and cyclohexane derivatives of the general formula ##STR3## in which n, R, R.sup.1, R.sup.2, R.sup.5, X and Y are as herein defined. Compounds of formula II and III are also provided which are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives.
    Type: Grant
    Filed: September 11, 1989
    Date of Patent: August 4, 1992
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventor: Paul H. Briner
  • Patent number: 5131945
    Abstract: Compounds of formula I ##STR1## are useful as herbicides, effective against dicotyledonous weeds.
    Type: Grant
    Filed: July 13, 1990
    Date of Patent: July 21, 1992
    Assignee: Shell Research Limited
    Inventors: Hans-Joachim Bissinger, Ludwig Schoeder, Helmut Baltruschat, Manfred Garrecht, Erich Raddatz, Wolfgang Fruhstorfer
  • Patent number: 5126371
    Abstract: Novel diarylacetylenes of the formula I ##STR1## where A, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the meanings stated in the description, are useful for the treatment of disorders.
    Type: Grant
    Filed: August 20, 1990
    Date of Patent: June 30, 1992
    Assignee: BASF Akteingesellschaft
    Inventors: Hans-Heiner Wuest, Fritz-Frieder Frickel, Axel Nuerrenbach
  • Patent number: 5122537
    Abstract: The invention relates to new arylvinylamide derivatives of formula ##STR1## wherein Y is a bicyclic ring system chosen from (A), (B), (C), (D), and (E); ##STR2## in which m is zero, 1 or 2; R is hydrogen, a C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkanoyl group;R.sub.1 is hydrogen or C.sub.1 -C.sub.6 alkyl;R.sub.2 is hydrogen, halogen, cyano or C.sub.1 -C.sub.6 alkyl; andn is an integer of 1 to 3; and wherein each of the substituents --CH.dbd.CHNHCOR.sub.1, OR and R.sub.2 may be independently on either of the aryl and heteroaryl moieties of the bicyclic ring system (A), (C), (D) and (E); whereas only the benzene ring may be substituted in the bicyclic ring system (B),which are useful as tyrosine kinase inhibitors.
    Type: Grant
    Filed: November 2, 1990
    Date of Patent: June 16, 1992
    Assignee: Farmitalia Carlo Erba S.r.l.
    Inventors: Franco Buzzetti, Angelo Crugnola
  • Patent number: 5116861
    Abstract: Novel nitrosothiol derivatives of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are independently a hydrogen atom or a hydrocarbon residue which may be substituted; R.sup.3 is a hydrogen atom, an acyl group or a hydrocarbon residue which may be substituted; X.sup.1 is a hydrogen atom, an acyl group, a lower alkoxy group or a hydrocarbon residue which may be substituted; X.sup.2 is an acyl group or a carboxyl group which may be esterified or which may form an amide; with proviso that when X.sup.2 is a carboxyl group X.sup.1 is not a hydrogen atom or acetyl group and that when both R.sup.1 and R.sup.2 are hydrogen atoms X.sup.1 is not acetyl group or .gamma.-glutamyl group, and salts thereof, show excellent hypotensive action, antiarrhythmic action, anti-anginal action, cardiotonic action or coronary vasodilation, thus being useful as therapeutic or prophylactic agents for the cardiovascular diseases such as hypertension and angina pectoris.
    Type: Grant
    Filed: August 3, 1990
    Date of Patent: May 26, 1992
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Giichi Goto, Shigenori Ohkawa, Shoji Fukumoto
  • Patent number: 5116866
    Abstract: Aniline derivatives of the formula ##STR1## where R is hydrogen, halogen, cyano, nitro, alkyl, cycloalkyl, alkenyl, alkoxy, haloalkyl, haloalkoxy, or substituted or unsubstituted phenyl, phenoxy, benzyl or benzyloxy,m is an integer from 1 to 5 or the group ##STR2## .alpha.-naphthyl or .beta.-naphthyl and X is hydrogen, alkyl or cycloalkyl,their plant-tolerated acid addition salts and metal complexes, and their use for combating fungi.
    Type: Grant
    Filed: September 27, 1990
    Date of Patent: May 26, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Wenderoth, Franz Schuetz, Hubert Sauter, Franz Roehl, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5112382
    Abstract: Compounds of the formula ##STR1## wherein A is selected from the group consisting of (1) phenyl, (2) naphthyl, (3) phenyl substituted with one or more halo, cyano, (C.sub.1 -C.sub.4) alkyl, nitro, (C.sub.1 -C.sub.4)haloalkyl, and (C.sub.1 -C.sub.4)thioalkyl, (4) naphthyl substituted with one or more halo, cyano, (C.sub.1 -C.sub.4)alkyl,nitro,(C.sub.1 -C.sub.4), and (C.sub.1 -C.sub.4) thioalkyl, (5) thiophene, (6) furan, (7) thiophene substituted with one or more substituents selected from halo and nitro, and (8) furan substituted with one or more substituents selected from halo and nitro;R disclose as microbicidally and fungicidally active.
    Type: Grant
    Filed: May 24, 1990
    Date of Patent: May 12, 1992
    Assignee: Rohm and Haas Company
    Inventor: Adam C. Hsu
  • Patent number: 5112862
    Abstract: 3-Methoximinopropionic esters of the formula ##STR1## where the radicals R (m=1 to 5) are each hydrogen, halogen, cyano, nitro, alkyl, cycloalkyl, alkenyl, alkoxy, haloalkyl, haloalkoxy, unsubstituted or substituted phenyl, unsubstituted or substituted phenoxy, unsubstituted or substituted benzyl or unsubstituted or substituted benzyloxy, or the group ##STR2## is naphthyl, and X is methyleneoxy, oxymethylene, ethylene, ethenylene, thiomethylene or oxygen, and fungicides containing these compounds.
    Type: Grant
    Filed: July 2, 1990
    Date of Patent: May 12, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Wenderoth, Hubert Sauter, Franz Roehl, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5110989
    Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: W are selected from alkyl, alkenyl and alkynyl;X are selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, alkenyl, alkynyl, alkenyloxy, alkynyloxy, acyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, amino, substituted amino, and the groups formyl and alkanoyl and the oxime, imine and Schiff base derivatives thereof, and an alkylene group which bridges two adjacent carbon atoms of the benzene ring;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.
    Type: Grant
    Filed: July 17, 1990
    Date of Patent: May 5, 1992
    Assignee: ICI Australia Limited
    Inventors: Alexander Serban, Keith G. Watson, Graham J. Bird, Graeme J. Farquharson, Linsay E. Cross
  • Patent number: 5108489
    Abstract: Herbicidal disubstituted naphthalenes of the formula ##STR1## in which A represents optionally branched alkanediyl,R represents hydrogen or in each case optionally substituted alkyl or phenyl,R.sup.1 represents hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 represents hydrogen or halogen,R.sup.3 represents halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio or trifluoromethylsulphonyl,R.sup.4 represents hydrogen or halogen,X represents nitrogen or the group C--R.sup.5, whereR.sup.5 represents hydrogen or halogen,Y represents oxygen or sulphur, andZ represents oxygen, the group N--(O).sub.n --R.sup.
    Type: Grant
    Filed: July 24, 1991
    Date of Patent: April 28, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andree, Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5100460
    Abstract: Herbicides of formula: ##STR1## in which: n=0,1, 2f=0,1A is chosen from the groups ##STR2## in which: Ar is chosen from the groups ##STR3## B is chosen from optionally substituted C.sub.1 -C.sub.10 alkyl and C.sub.3 -C.sub.
    Type: Grant
    Filed: July 13, 1989
    Date of Patent: March 31, 1992
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Philippe Desbordes, Michel Euvrard
  • Patent number: 5096925
    Abstract: Disclosed are compounds of the formula ##STR1## wherein X and Y independently represent hydroxymethyl; cyano; carboxy; functionally modified carboxy selected from esterified carboxy, carbamoyl, and N-substituted carbamoyl; 5-tetrazolyl; 2-oxazolyl, 4,5-dihydro-2-oxazolyl, 2-imidazoly or 4,5-dihydro-2-imidazolyl or any said grouping substituted by lower alkyl; R and R.sub.o independently represent hydrogen, lower alkyl, (C.sub.3 -C.sub.7)-cycloalkyl-lower alkyl, or aryl-lower alkyl in which aryl represents phenyl, pyridyl, thienyl, furyl, biphenyl or naphthyl, each unsubstituted or mono- or di-substituted by halogen, lower alkyl, hydroxy, acyloxy, lower alkoxy, trifluoromethyl or cyano; A represents straight chain (C.sub.2 -C.sub.5)-alkylene; or A represents straight chain (C.sub.2 -C.sub.
    Type: Grant
    Filed: April 11, 1990
    Date of Patent: March 17, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Gary M. Ksander
  • Patent number: 5085689
    Abstract: Cyclohexenone compounds of the formula I ##STR1## where the substituents have the following meanings: R.sup.1 substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, phenyl or benzyl;A oxygen N--OR.sup.2, NR.sup.3 ;R.sup.2 substituted or unsubstituted alkyl, alkenyl, alkynyl;R.sup.3 hydrogen, alkyl, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, substituted or unsubstituted phenyl or benzyl;processes for their manufacture and their use for combating unwanted plant growth and for regulating plant growth.
    Type: Grant
    Filed: October 10, 1990
    Date of Patent: February 4, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Kast, Norbert Meyer, Ulf Misslitz, Juergen Schubert, Johann Jung, Wilheim Rademacher, Karl-Otto Westphalen, Bruno Wuerzer
  • Patent number: 5086060
    Abstract: The effects of acne and psoriasis are relived by applying either topically or by oral adminstration, a compound having the structure: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are independently selected from the group consisting of H, Cl, straight or branched alkyl of 1 to 10 carbon atoms, NO.sub.2, COOR.sub.6, CN, OR.sub.6, NR.sub.6 R.sub.7, NR.sub.6 C(.dbd.S)NR.sub.7 R.sub.8, NF.sub.6 COR.sub.7, SO.sub.2 NR.sub.6 R.sub.7, CH(CH.sub.3)COOH, CONR.sub.6 R.sub.7, COR.sub.6, OCONR.sub.6 R.sub.7, NR.sub.6 COONR.sub.7, R.sub.9 OR.sub.6, NR.sub.6 SO.sub.2 R.sub.7, Si(CH.sub.3).sub.3, and NR.sub.6 CONR.sub.7 R.sub.8,R.sub.3 together with R.sub.4 forms a benzo ring or taken together with R.sub.2 forms a benzo or tetrahydrobenzo ring or together with R.sub.2 and R.sub.1 forms a: ##STR2## moiety or together with R.sub.2 forms a ##STR3## moiety or R.sub.2 together with R.sub.1 forms a benzo ring or R.sub.2 together with R.sub.3 forms a ##STR4## moiety, or R.sub.
    Type: Grant
    Filed: July 16, 1990
    Date of Patent: February 4, 1992
    Assignee: Eastman Kodak Company
    Inventors: Neil F. Haley, Xina Nair, Gerard J. Gendimenico, F. Christopher Zusi, R. Thomas Swann
  • Patent number: 5084478
    Abstract: A compound of the formula ##STR1## wherein X has the formula --CR.sup.5 .dbd.CR.sup.6 --, --C.tbd.C-- or ##STR2## wherein ring A is phenyl, naphthyl or heterocyclic; wherein R.sup.1 is hydrogen, alkyl, alkanoyl or aroyl;wherein R.sup.2, R.sup.3 and R.sup.4, which may be the same or different, each is an electron withdrawing substituent or each is hydrogen or alkyl, alkoxy or dialkylamino, provided that when ring A is phenyl or naphthyl at least one of R.sup.2, R.sup.3 and R.sup.4 is an electron-withdrawing substituent;wherein R.sup.5 and R.sup.6, each is hydrogen, halogeno or alkylwherein R.sup.7 is alkyl or halogenoalkyl; and wherein R.sup.8 has the formula --Y--Q--R.sup.9 wherein Y is straight- or branched-chain alkylene or alkenylene; wherein Q is --O--, --S--, --SO-- or --SO.sub.2 --;and wherein R.sup.9 is alkyl of up to 6 carbon atoms which contains one or more defined substituents, processes for their manufacture and pharmaceutical compositions containing them.
    Type: Grant
    Filed: April 14, 1989
    Date of Patent: January 28, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Leslie R. Hughes, Howard Tucker
  • Patent number: 5076947
    Abstract: An optically active compound having a high twistability and almost no change in the intrinsic pitch depending on temperature, and a liquid crystal composition comprising the compound are provided, which optically active compound is expressed by the formula ##STR1## wherein R.sup.1 and R.sup.2 each represent 1-20C alkyl or alkoxy, halogen or H; l, m and n each represent 0 or 1; and ##STR2## wherein Y represents H, halogen or cyano.
    Type: Grant
    Filed: June 6, 1989
    Date of Patent: December 31, 1991
    Assignee: Chisso Corporation
    Inventors: Masakazu Kaneoya, Manabu Uchida, Naoyuki Yoshida, Kazutoshi Miyazawa
  • Patent number: 5068389
    Abstract: The invention relates to tertiary alcohols of the formula I ##STR1## wherein R.sup.1, A.sup.1, Z.sup.1, m, A.sup.2, Y, Q.sup.1, Q.sup.2, Q.sup.3 and Z.sup.2 have the meanings indicated in claim 1, and also to a process for the preparation of these compounds.
    Type: Grant
    Filed: May 3, 1990
    Date of Patent: November 26, 1991
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Andreas Wachtler, Rudolf Eidenschink, Joachim Krause, Hans-Adolf Kurmeier
  • Patent number: 5068365
    Abstract: Disclosed is novel hexahydrophthalic anilide derivatives and herbicide compositions comprising the derivatives. The hexahydrophthalic anilide derivatives of this invention are represented by the formula [I], [II] or [III]. ##STR1## (wherein R.sup.1 represents non-substituted or substituted phenyl, R.sup.2 represents hydrogen or C.sub.1 -C.sub.4 alkyl, R.sup.3 represents C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkenyl) ##STR2## (wherein R.sup.4 and R.sup.5, the same or different, represent C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkenyl or C.sub.1 -C.sub.4 alkynyl, provided R.sup.4 and R.sup.5 are not C.sub.1 -C.sub.4 alkyl simultaneously) ##STR3## (wherein X.sup.1 and X.sup.2, the same or different, represent halogen, Y represents oxygen or sulfur, R.sup.6 represents C.sub.1 -C.sub.6 straight or cyclic alkyl which may be substituted with oxygen, R.sup.7 represents hydrogen or methyl, R.sup.8 represents cyano, C.sub.1 -C.sub.3 alkyl, C.sub.2 or C.sub.3 alkenyl, C.sub.2 -C.sub.4 alkynyl, C.sub.3 -C.sub.
    Type: Grant
    Filed: December 30, 1988
    Date of Patent: November 26, 1991
    Assignees: Tosoh Corporation, Agro-Kanesho Co., Ltd.
    Inventors: Takumi Tokunaga, Hiroyuki Watanabe, Kenji Tsuzuki, Sinzo Someya, Seigo Koura, Mikio Ito
  • Patent number: 5068392
    Abstract: 2-Chloro and 2,6-dichloroanilines, optionally substituted in the 3-, 5-, and/or 6-position are prepared from the corresponding anilides by selective bromination, chlorination, reduction and hydrolysis. The selectivity of the process for introducing chlorines ortho to the amino group is very high.
    Type: Grant
    Filed: January 24, 1991
    Date of Patent: November 26, 1991
    Assignee: DowElanco
    Inventors: Lennon H. McKendry, Mark W. Zettler
  • Patent number: 5066675
    Abstract: There are described new phenylacetic acid derivatives of general formula I ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 have the meanings given in the description, processes for their preparation and insecticidal and acaricidal compositions containing these compounds.
    Type: Grant
    Filed: August 31, 1990
    Date of Patent: November 19, 1991
    Assignee: Schering Aktiengesellschaft
    Inventors: Ulrich Buhmann, Hartmut Joppien, Dietrich Baumert
  • Patent number: 5061796
    Abstract: This invention provides azamethine compounds represented by the formula (I): ##STR1## (wherein X represents ##STR2## Y represents C.dbd.O, C.dbd.C(CN).sub.2 or SO.sub.2 ; R.sub.1 to R.sub.4 represent independently a hydrogen atom, an alkyl group which may be substituted, an alkoxyl group which may be substituted, a halogen atom, a nitro group, a cyano group, a hydroxyl group, an amino group which may be substituted, ##STR3## R.sub.5 and R.sub.6 represent independently a hydrogen atom, an alkyl group which may be substituted, an aryl group which may be substituted or a cyclohexyl group; R.sub.5 and R.sub.6 may be combined to form a ring or may form a ring with a hetero atom; R.sub.7 and R.sub.
    Type: Grant
    Filed: July 21, 1989
    Date of Patent: October 29, 1991
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Takeshi Hioki, Kiyoteru Kojima, Jun Tomioka
  • Patent number: 5061800
    Abstract: New campotothecin derivatives and a process for preparing same are disclosed, which are represented by the general formula: ##STR1## wherein R.sup.1 represents a lower alkyl group, R.sup.2 represents a hydrogen atom or an amino, hydroxyl, lower acylamino or lower alkoxy group, R.sup.3 represents a hydrogen or halogen atom or a lower alkyl, hydroxyl, lower alkoxy, nitro, amino, cyano or di(lower alkyl)amino group, R.sup.4 represents a hydrogen or halogen atom or a lower alkyl, hydroxyl, lower alkoxy, lower alkylthio, amino, cyano or di(lower alkyl)amino group, and R.sup.5 represents a hydrogen or halogen atom or a hydroxyl or lower alkoxy group, with the proviso that all of the R.sup.2, R.sup.3, R.sup.4 and R.sup.5 substituents should not be a hydrogen atom and also that if any one of the R.sup.2, R.sup.3, R.sup.4 and R.sup.5 is a hydroxyl or lower alkoxy group, all of the other three substituents should not be a hydrogen atom.
    Type: Grant
    Filed: January 19, 1989
    Date of Patent: October 29, 1991
    Assignee: Kabushiki Kaisha Yakult Honsha
    Inventors: Takashi Yaegashi, Satoru Okajima, Seigo Sawada, Kenichiro Nokata, Kenichi Tezuka, Hiroshi Nagata, Teruo Yokokura, Tadashi Miyasaka, Tadashi Miyasaka
  • Patent number: 5049698
    Abstract: A novel process for producing 2-chloro-1,3-diketo compounds of the formula ##STR1## wherein Q is an amino, substituted amino or hydrocarbyloxy group, e.g., --OCH.sub.3, wherein the 1,3-diketo precursor in solution in a low boiling alcohol is neulized in a special chlorinator with chlorine or a mixture of nitrogen and chlorine, and wherein the chlorination of the nebulized precursor solution takes place extremely rapidly at relatively high temperatures in a chlorination zone, the product being recovered by condensation on the cooled chlorinator walls and stripping of the alcohol solvent. A representative product is 2-chloro-N,N-dimethylacetoacetamide (2CDMAA), a useful intermediate for the production of insecticides, drugs, dyes and other complex compounds.
    Type: Grant
    Filed: April 24, 1986
    Date of Patent: September 17, 1991
    Assignee: Eastman Kodak Company
    Inventor: Gordon C. Newland
  • Patent number: 5047426
    Abstract: The invention provides fungicidal compositions which comprise a carrier and, as active ingredient, a compound of the general formula ##STR1##
    Type: Grant
    Filed: August 23, 1989
    Date of Patent: September 10, 1991
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventor: Paul H. Briner
  • Patent number: 5047425
    Abstract: Compounds of the formula ##STR1## wherein Ar, R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X and n have the meanings mentioned in the description, processes and intermediates for their preparation, pharmaceutical compositions which contain them and their use in therapy in the treatment of cardiovascular diseases.
    Type: Grant
    Filed: November 30, 1988
    Date of Patent: September 10, 1991
    Assignee: Simes Societa Italiana Medicinali & Sintetici SpA
    Inventors: Cesare Casagrande, Francesco Santangelo, Luisa Calabi
  • Patent number: 5041605
    Abstract: Phenolic cyan-dye-forming couplers characterized by a p-cyanophenylureido group in the 2-position of the phenol are synthesized in high yield by a process comprising the steps of contacting, in a reaction solvent in the presence of a transition metal catalyst at moderate temperature and atmospheric pressure, a coupler intermediate having a nitro group in the 5-position with a hydrogen donor, such as, for example, ammonium formate, to thereby form the corresponding 2-(p-cyanophenylureido)-5-aminophenol and reacting the 2-(p-cyanophenylureido)-5-aminophenol with an acylating agent to form the phenolic cyan-dye-forming coupler.
    Type: Grant
    Filed: November 20, 1989
    Date of Patent: August 20, 1991
    Assignee: Eastman Kodak Company
    Inventors: James J. Huson, Louis F. Valente
  • Patent number: 5041462
    Abstract: Novel substituted acetamide compounds of the formula ##STR1## wherein R.sup.1 is hydrogen atom, a lower alkyl group, a lower acyl group, or an aryl group; R.sup.2 is cyano group or aminocarbonyl group; R.sup.3 is a halogen atom, nitro group, a lower alkoxy group, a group of the formula: --NR.sup.4 R.sup.5 (wherein R.sup.4 is hydrogen atom, a lower alkyl group or a group of the formula: --COCH.sub.2 OR.sup.1 ; R.sup.5 is hydrogen atom or a lower alkyl group), or a cyclic amino group of the formula: ##STR2## (wherein R.sup.6 and R.sup.7 are each an alkylene group having 1 to 3 carbon atoms, and X is oxygen atom or methylene), or a pharmaceutically acceptable acid addition salt thereof, which have excellent anti-allergic activity and are useful for the prophylaxis and treatment of various allergic diseases, and a pharmaceutical composition containing the amide compound as set forth above as an active ingredient.
    Type: Grant
    Filed: February 7, 1990
    Date of Patent: August 20, 1991
    Assignee: Toyo Boseki Kabushiki Kaisha
    Inventors: Hiroaki Taguchi, Takeo Katsushima, Masakazu Ban, Mitsuru Takahashi, Kiyotaka Shinoda, Akihiko Watanabe
  • Patent number: 5034408
    Abstract: Fungicidal cyclopropanoylamino acid amide derivative of the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and represent hydrogen or alkyl;Q represents an unsubstituted or substituted straight-chain or branched alkylene chain, or together with the radical R.sup.4 and the nitrogen atom forms a pyrrolidine ring;A represents a straight-chain or branched alkylene chain;n represents the number 0 or 1 andAr represents unsubstituted or substituted aryl.
    Type: Grant
    Filed: April 25, 1990
    Date of Patent: July 23, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Detlef Wollweber, Gerd Hanssler
  • Patent number: 5025017
    Abstract: Seco-mevinic acid derivatives are provided which has the structure ##STR1## including all stereoisomers thereof, wherein Z is ##STR2## R is H, alkali metal or lower alkyl, R.sup.1 is H, lower alkyl, aryl, lower alkoxy, cycloalkyl, heteroaryl, aralkyl, heteroaralkyl or heterocyclic; R.sup.2 is lower alkyl, cycloalkyl or aralkyl, and X is O or NR.sup.5 wherein R.sup.5 is H or lower alkyl, and are HMG CoA reductase inhibitors and thus are useful as antihypercholesterolemic agents and in treating atherosclerosis. New intermediates for preparing the above seco-mevinic acid derivatives are also provided.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: June 18, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Donald S. Karanewsky
  • 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: 5015762
    Abstract: Aralkylphenylureas of the formula ##STR1## where R.sup.1 and R.sup.2 are hydrogen, alkoxy or unsubstituted or substituted alkyl, cycloalkyl, alkenyl or alkynyl, or R.sup.1 and R.sup.2 together are unsubstituted or substituted alkylene which may or may not be interrupted by oxygen or sulfur, Y is hydrogen, alkyl, halogen, alkoxy or haloalkyl, A is unsubstituted or substituted alkylene, Z is hydrogen, alkyl, haloalkyl, alkoxyalkyl, cycloalkyl, aralkyl, aryl, aryloxy, halogen, a C.sub.4 H.sub.4 chain which is fused to the benzene ring to give a substituted or unsubstituted naphthyl ring, alkoxy, haloalkoxy, alkylthio, thiocyanato, cyano, ##STR2## R' and R" being hydrogen, alkyl, alkoxy, alkylthio, cycloalkyl or unsubstituted or substituted phenyl and n is 1, 2, 3 or 4, and herbicides containing these ureas.
    Type: Grant
    Filed: May 28, 1981
    Date of Patent: May 14, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Schirmer, Wolfgang Rohr, Bruno Wuerzer
  • Patent number: 5008439
    Abstract: A method for synthesizing 2-(4-hydroxyphenoxy)alkanoic acid esters by reacting a hydroxyaromatic ketone derivative with a 2-substituted alkanoic acid ester under basic conditions and thereafter oxidizing the intermediate with subsequent hydrolysis.
    Type: Grant
    Filed: March 21, 1988
    Date of Patent: April 16, 1991
    Assignee: Hoechst Celanese Corporation
    Inventors: Varadaraj Elango, Kenneth G. Davenport
  • Patent number: 5002605
    Abstract: Compounds having the formula ##STR1## wherein R is C.sub.1 -C.sub.6 lower alkoxy; C.sub.1 -C.sub.6 lower alkylthio; 3- to 6-membered heterocycle or substituted heterocycle; phenyl or substituted phenyl; R.sub.1 is hydrogen or C.sub.1 -C.sub.3 lower alkyl; R.sub.2 is selected from the group consisting of hydrogen, C.sub.1 -C.sub.3 lower alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.3 lower alkylalkoxy or combinations thereof; R.sub.3 and R.sub.4 are independently selected from the group consisting of hydrogen; C.sub.1 -C.sub.6 lower alkyl; C.sub.2 -C.sub.6 lower alkenyl; C.sub.2 -C.sub.6 lower alkynyl; 3- to 6-membered heterocyle or substituted heterocycle; alkyl heterocycle or substituted alkyl heterocycle; phenyl or substituted phenyl; and where R.sub.3 l or R.sub.4 is a basic heterocyle, herbicidally acceptable organic or inorganic salts thereof are herbicidally active.
    Type: Grant
    Filed: December 21, 1988
    Date of Patent: March 26, 1991
    Assignee: ICI Americas Inc.
    Inventors: Francis H. Walker, Don R. Baker
  • Patent number: 4999377
    Abstract: 2-(2-Hydroxy-3-phenoxypropylamino)ethylphenoxyacetamide compounds are disclosed as useful in the treatment of obesity and related conditions. Processes for their preparation are described, as are novel intermediates and pharmaceutical compositions containing them.
    Type: Grant
    Filed: January 19, 1989
    Date of Patent: March 12, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: Peter W. R. Caulkett, Michael J. Cooper, Murdoch Eakin, Geraint Jones
  • Patent number: RE33989
    Abstract: Oxime ethers of the formula ##STR1## where R.sup.1 and R.sup.2 are hydrogen or alkyl, X(m=1 to 5) is halogen, cyano, trifluoromethyl, nitro, allyl, alkoxy, unsubstituted or substituted phenyl, unsubstituted or substituted phenoxy, unsubstituted or substituted benzyloxy or hydrogen, and Y is methyleneoxy, oxymethylene, ethylene, ethynylene or oxygen, and fungicides containing these compounds.
    Type: Grant
    Filed: June 11, 1990
    Date of Patent: July 7, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Wenderoth, Timm Anke, Costi Rentzes, Eberhard Ammermann, Ernst-Heinrich Pommer, Wolfgang Steglich