Patents Examined by Alton D. Rollins
  • Patent number: 4523019
    Abstract: Compound of the formula ##STR1## useful in the preparation of fungicidal alcohol derivatives.
    Type: Grant
    Filed: September 12, 1983
    Date of Patent: June 11, 1985
    Assignee: Imperial Chemical Industries PLC
    Inventor: Paul A. Worthington
  • Patent number: 4521429
    Abstract: Vinylazoles of the formula ##STR1## where X, Z, R and n have the meanings given in the description and the double bond is in position a or b, and their use for controlling fungi.
    Type: Grant
    Filed: January 26, 1982
    Date of Patent: June 4, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Norbert Meyer, Bernd Zeeh, Ernst Buschmann, Ernst-Heinrich Pommer
  • Patent number: 4518415
    Abstract: Compounds useful as plant growth regulators and fungicides and having the formula ##STR1## and stereoisomers thereof, wherein W is --CH.dbd. or .dbd.N--; Q is optionally substituted aryl, especially optionally substituted phenyl, or optionally substituted aralkyl or alkyl; R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6, which may be the same or different, are H, optionally substituted alkyl, cycloalkyl, aralkyl or phenyl; R.sup.7 and R.sup.8 are H, alkyl or optionally substituted phenyl; and acid addition salts and metal complexes thereof, and processes and intermediates for their preparation.
    Type: Grant
    Filed: January 21, 1983
    Date of Patent: May 21, 1985
    Assignee: Imperial Chemical Industries PLC
    Inventors: Anthony F. Marchington, Timothy Lewis, John M. Clough, Paul A. Worthington, John Dalziel
  • Patent number: 4518604
    Abstract: Compounds of the formula ##STR1## or a pharmaceutically or agriculturally acceptable acid addition salt thereof wherein R is 5-chloro-2-pyridyl, phenyl or phenyl substituted by from 1 to 3 substituents selected from F, Cl, Br, I, CF.sub.3, (C.sub.1 -C.sub.4)-alkyl and (C.sub.1 -C.sub.4)alkoxy; X is a halogen atom, and n is zero or an integer from 1 to 5, method for their use in combatting fungal infections in plants, seeds and animals, including humans, and pharmaceutical and agricultural compositions containing them.
    Type: Grant
    Filed: October 27, 1983
    Date of Patent: May 21, 1985
    Assignee: Pfizer Inc.
    Inventors: Kenneth Richardson, Peter J. Whittle
  • Patent number: 4518605
    Abstract: Fungicidally active novel azole-substituted oximino-cyano-acetamide derivatives of the formula ##STR1## in which R.sup.1 and R.sup.3 each independently is hydrogen or alkyl having up to 3 carbon atoms,R.sup.2 is hydrogen, alkyl having up to 6 carbon atoms, or halogenoalkyl having up to 2 carbon atoms and up to 5 halogen atoms,R.sup.4 is hydrogen or CO--NH--R.sup.5,R.sup.5 is hydrogen, cycloalkyl having 3 to 7 carbon carbon atoms, or alkyl having up to 8 carbon atoms and optionally substituted by cyano, hydrocarbonyl, aminocarbonyl, alkoxy and/or alkoxycarbonyl, each having up to 4 carbon atoms in the alkyl part,A is N or CH, andn is 0 or 1.
    Type: Grant
    Filed: June 3, 1983
    Date of Patent: May 21, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilhelm Brandes, Werner Daum
  • Patent number: 4517367
    Abstract: Azolyl-pentene derivatives of the general formula ##STR1## in which R is C.sub.1 -C.sub.10 -alkyl or C.sub.3 -C.sub.8 -alkenyl,R.sub.1 is imidazol-1-yl or 1,2,4-triazol-1-yl,R.sub.2 is aromatic hydrocarbon, aromatic hydrocarbon substituted one or more times, the same or differently, by halogen, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkylthio, trifluoromethyl or nitro, or a heterocyclic hydrocarbon, andZ is ##STR2## and their acid addition salts with inorganic and organic acids. Also disclosed are processes for the production of these compounds as well as biocidal compositions containing the same.
    Type: Grant
    Filed: December 6, 1982
    Date of Patent: May 14, 1985
    Assignee: Schering Aktiengesellschaft
    Inventors: Carlo Skotsch, Dietrich Baumert, Hansjorg Krahmer, Friedrich Arndt
  • Patent number: 4517194
    Abstract: The invention relates to microbicidal mandelic acid derivatives of the formula I ##STR1## wherein X is the bridge member --CH.dbd. or --N.dbd.,Ar is a phenyl, diphenyl or naphthyl group,R.sub.1, R.sub.2 and R.sub.3 independently of one another are hydrogen, nitro, halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 haloalkyl,R is one of the groups ##STR2## R.sub.5 is C.sub.2 -C.sub.10 alkenyl which is unsubstituted or substituted by halogen; C.sub.2 -C.sub.10 alkynyl which is unsubstituted or substituted by halogen; or is a C.sub.3 -C.sub.8 cycloalkyl group or a phenyl group which is unsubstituted or substituted; or is a C.sub.1 -C.sub.12 alkyl chain which from C.sub.2 alkyl may be interrupted by oxygen or sulfur and is unsubstituted or substituted by a member selected from the group consisting of halogen, phenyl, --COO--C.sub.1 --C.sub.4 alkyl, --CO--C.sub.1 --C.sub.
    Type: Grant
    Filed: June 13, 1983
    Date of Patent: May 14, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Walter Kunz, Wolfgang Eckhardt
  • Patent number: 4515616
    Abstract: Triazolyl ketone-oximes and triazolyl dioximes of the general formula I ##STR1## where Ar is an aryl radical from the group comprising biphenylyl, naphthyl and phenyl, which radical can be substituted by halogen, nitro, cyano or trifluoromethyl, by alkyl, alkoxy or alkenyl, each of not more than 5 carbon atoms or by phenoxy, andn is 1 or 2,X is oxygen or .dbd.N--OR.sup.3, R.sup.3 being hydrogen, unsubstituted, halogen-substituted or alkoxy-substituted alkyl, alkenyl or alkynyl, each of not more than 5 carbon atoms, or benzyl which is unsubstituted or substitutedby halogen, nitro, cyano or trifluoromethyl, or by alkyl or alkoxy, each of not more than 4 carbon atoms, or is --CO--R.sup.4,R.sup.4 being unsubstituted, halogen-substituted or alkoxy-substituted alkyl of not more than 5 carbon atoms, an aromatic radical or --NH--R.sup.5, R.sup.5 being alkyl or not more than 4 carbon atoms or an aromatic radical,R.sup.
    Type: Grant
    Filed: May 27, 1983
    Date of Patent: May 7, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Costin Rentzea, Wolfgang Spiegler, Johann Jung
  • Patent number: 4515959
    Abstract: Herbicidal and fungicidal compounds of the formula ##STR1## wherein R.sup.1 is (a) a phenyl group optionally substituted by one or more halogen atoms, cyano groups, alkoxy groups, methylene- or ethylene-dioxy groups, alkyl groups, or haloalkyl groups (e.g. trifluoromethyl groups); or (b) a heteroaromatic group optionally substituted by one or more alkyl groups, haloalkyl groups or halogen atoms X is a 5-membered heteroaromatic radical linked by a ring nitrogen atom to the carbon atom bearing Y, and optionally substituted by one or more alkyl groups, and Y is a CN group; a --CSNH.sub.2 group; a --CO.sub.2 R.sup.4 group wherein R.sup.4 is an esterifying radical, for example an alkyl radical; or an amide group --CONR.sup.5 R.sup.6 wherein each of R.sup.5 and R.sup.6 may be a hydrogen atom or an alkyl radical (e.g. an alkyl radical of 1 to 6 carbon atoms).
    Type: Grant
    Filed: August 17, 1982
    Date of Patent: May 7, 1985
    Assignee: Imperial Chemical Industries PLC
    Inventors: Ian T. Kay, Robert A. Noon
  • Patent number: 4514409
    Abstract: 5-Aryloxy-5-azolyl-3,3-dimethylpent-1-en-4-ones and -ols of the formula ##STR1## in which Ar is an optionally substituted aryl group,Az is a 1,2,4-triazol-1-yl, 1,2,4-triazol-4-yl or imidazol-1-yl group, andB is a keto group of a CH(OH) grouping,or addition products thereof with physiologically acceptable acids or metal salts are suitable for use as plant protection agents, and can be employed with particularly good success for combating those fungi which cause powdery mildew diseases, thus for combating Erysiphe species, Sphaerotheca species and Podosphaera species, and for combating diseases of rice.
    Type: Grant
    Filed: July 14, 1982
    Date of Patent: April 30, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Jager, Manfred Jautelat, Karl H. Buchel, Wilhelm Brandes, Paul-Ernst Frohberger
  • Patent number: 4514407
    Abstract: Triazolo-benzodiazepine-1-ethanamines of the formulas ##STR1## where R, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and Ring A are as defined in the specification, e.g., 8-chloro-N,N-dimethyl-.beta.,6-diphenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benz odiazepine-1-ethanamine, and pharmacologically acceptable salts thereof, have been found to have substantial diuretic, natriuretic, but little, if any, kaliuretic activity, which can be used alone, or concomittently with other diuretic drugs such as furosemide or hydrochlorothiazide and/or with antihypertensive agents such as propranolo, captopril, minoxidil, prazosin, guanadrel sulfate, whose actions are supplemented by the action of a diuretic drug.
    Type: Grant
    Filed: March 17, 1983
    Date of Patent: April 30, 1985
    Assignee: The Upjohn Company
    Inventors: Jackson B. Hester, Jr., James H. Ludens
  • Patent number: 4512997
    Abstract: Novel 4H-1,2,4-triazoles of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 may be in different positions of the benzene rings and are individually selected from the group consisting of hydrogen, --OH, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, --CF.sub.3, --NO.sub.2, --NH.sub.2 and --NH--AlK and ##STR2## and AlK, AlK.sub.1 and AlK.sub.2 are alkyl of 1 to 4 carbon atoms or R.sub.1 and R.sub.2 together and/or R.sub.3 and R.sub.4 together are methylenedioxy, R is selected from the group consisting hydrogen, alkyl of 1 to 4 carbon atoms, --CH.sub.2 --COOH and --CH.sub.2 --COOAlK.sub.3 and AlK.sub.3 is alkyl of 1 to 4 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having a remarkable analgesic activity and a novel method for their preparation.
    Type: Grant
    Filed: November 17, 1983
    Date of Patent: April 23, 1985
    Assignee: Roussel Uclaf
    Inventors: Jean Meier, Francois Clemence
  • Patent number: 4512989
    Abstract: A new 1,2,4-triazole compound is now provided, which is represented by the general formula ##STR1## wherein X may be the same or different and denotes a halogen atom, a (C.sub.1 -C.sub.4)alkyl group, a (C.sub.1 -C.sub.4)alkoxyl group, a (C.sub.1 -C.sub.4)alkylthio group, a (C.sub.1 -C.sub.4) alkylsulfinyl group, a (C.sub.1 -C.sub.4)alkylsulfonyl group, a trifluoromethyl group, a nitro group or a cyano group;n is an integer of 0 to 5;R denotes a (C.sub.1 -C.sub.4)alkyl group, a (C.sub.2 -C.sub.4)alkenyl group, a (C.sub.2 -C.sub.4)alkynyl group, a (C.sub.1 -C.sub.4)alkoxy-(C.sub.1 -C.sub.4)alkyl group, a (C.sub.1 -C.sub.4)alkylthio-(C.sub.1 -C.sub.4)alkyl group, a (C.sub.3 -C.sub.6)cycloalkyl group, a (C.sub.3 -C.sub.6)cycloalkyl-(C.sub.1 -C.sub.4)alkyl group, a substituted or unsubstituted phenyl group, or a phenyl(C.sub.1 -C.sub.4)alkyl group of which the phenyl may optionally bear up to three substituents,Y denotes an oxygen atom or a sulfur atom; andZ denotes a linear or branched (C.sub.1 -C.sub.
    Type: Grant
    Filed: October 8, 1982
    Date of Patent: April 23, 1985
    Assignee: Hokko Chemical Industry Co., Ltd.
    Inventors: Hiroshi Ohyama, Ken Morita, Takuo Wada, Masahiko Miyahara
  • Patent number: 4510148
    Abstract: Compounds of the formula ##STR1## wherein R is thienyl, mono-, di- and trihalothienyl, furyl, 2-benzothiazolyl, pyridyl or chloropyridyl and their pharmaceutically acceptable salts are useful agents for combating fungal infections in animals, including humans.
    Type: Grant
    Filed: May 27, 1983
    Date of Patent: April 9, 1985
    Assignee: Pfizer Inc.
    Inventors: Kenneth Richardson, Kelvin Cooper
  • Patent number: 4510314
    Abstract: A process for the preparation of a 1-azolyl-3,3-dimethyl-1-phenoxybutan-2-ol of the formula ##STR1## in which X is a nitrogen atom or the CH group,Y is halogen, alkyl, alkoxycarbonyl, nitro or optionally substituted phenyl, andn is 0,1,2 or 3.comprising reacting a 1-azolyl-3,3-dimethyl-1-phenoxybutan-2-one of the formula ##STR2## with a secondary alcoholate under pressure in the presence of a diluent. Advantageously the reaction is carried out at a temperature about 20.degree. to 40.degree. C. above the boiling point of the diluent which is a secondary alcohol, the alcoholate is aluminum isopropylate and is present in about 0.35 to 0.4 mol per mol of ketone, and the reaction is carried out under an excess pressure of about 1.5 to 5 bar.
    Type: Grant
    Filed: July 21, 1983
    Date of Patent: April 9, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolf-Dietrich Pflugbeil, Wolfgang Kramer
  • Patent number: 4507141
    Abstract: Triazolylalkyl-thioether plant growth regulators and fungicides of the formula ##STR1## in which A represents the keto group or the CH(OH) group,R.sup.1 represents alkyl, alkenyl, alkynyl, optionally substituted cycloalkyl, alkylaminoalkyl, alkoxycarbonylalkyl, optionally substituted phenyl or optionally substituted phenylalkyl,R.sup.2 represents alkyl,R.sup.3 represents alkyl or halogenoalkyl,R.sup.4 represents alkyl, halogenoalkyl, alkoxy, alkoxymethyl, alkylthio, alkylthiomethyl, optionally substituted phenyl, optionally substituted benzyl, optionally substituted phenoxy, optionally substituted phenoxymethyl, optionally substituted phenylthio, optionally substituted phenylthiomethyl, alkenyl, alkoxycarbonyl or cyano, orR.sup.3 and R.sup.4, conjointly with the carbon atom to which they are bonded, represent optionally substituted cycloalkyl andX.sup.1, X.sup.2, X.sup.3, X.sup.4 and X.sup.
    Type: Grant
    Filed: March 2, 1982
    Date of Patent: March 26, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Erik Regel, Karl H. Buchel, Klaus Lurssen, Paul-Ernst Frohberger
  • Patent number: 4507140
    Abstract: Fungicidal or plant growth regulating triazoles or imidazoles of the formula ##STR1## wherein R.sup.1 is --CH.dbd.CH--X, --C.tbd.C--X or --CH.sub.2 --CH.sub.2 --X where X is H, alkyl, hydroxyalkyl, alkoxyalkyl, cycloalkyl or optionally substituted aryl, aralkyl, aryloxyalkyl, or heterocycle; and R.sup.2 is alkyl, cycloalkyl (e.g. cyclopropyl, cyclopentyl, or cyclohexyl) or optionally substituted aryl; Z is Cl, CN or OR.sup.3 where R.sup.3 is H, acetyl, alkenyl or aralkyl; Y is .dbd.N-- or .dbd.CH--; and acid addition salts and metal complexes thereof.
    Type: Grant
    Filed: November 3, 1981
    Date of Patent: March 26, 1985
    Assignee: Imperial Chemical Industries PLC
    Inventor: Balasubramanyan Sugavanam
  • Patent number: 4505922
    Abstract: A fungicidal composition comprising a fungicidally effective amount of an alkinyl-azole derivative of the formula ##STR1## in which A is a nitrogen atom or the CH group,R.sup.1 is an optionally substituted aryl or optionally substituted aryloxy group,R.sup.2 is an alkyl group which is optionally substituted by halogen, or an optionally substituted aryl group,X is a hydrogen, bromine or iodine atom, andn is 0 or 1or an acid addition salt or metal salt complex thereof, in admixture with a diluent. Many of the compounds are new.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: March 19, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Jager, Karl H. Buchel, Wolfgang Kramer, Paul-Ernst Frohberger, Wilhelm Brandes
  • Patent number: 4505908
    Abstract: Disclosed are 7-bromo-5-(2-halophenyl)-1H-2,3-dihydro-1,4-benzodiazepines of the formula I ##STR1## in which R.sub.1 is a hydrogen atom or a lower alkoxy or alkanoyloxy radical and R.sub.2 is a halogen atom. The compounds possess psychopharmacological, and especially anti-aggressive properties. To manufacture compounds of formula I, corresponding 2-halomethyl-7-bromo-5-(2-halophenyl)-1H-2,3-dihydro-1,4-benzodiazepines are cyclized to corresponding 7-bromo-1,2-methylene-5-(2-halophenyl)-1H-2,3-dihydro-1,4-benzodiazepines and in these the aziridine ring is opened through treatment with a lower alcohol or a lower carboxylic acid in the presence of a Lewis acid.
    Type: Grant
    Filed: September 23, 1982
    Date of Patent: March 19, 1985
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Horst Zeugner, Michael Ruhland, Hans Liepmann, Wolfgang Milkowski, Herbert Muesch
  • Patent number: 4505912
    Abstract: R.sub.2 is hydrogen, halogen, amino, nitro, alkoxy of 1 to 3 carbon atoms, --COOR.sub.6, 3-methyl or 4-methyl;R.sub.4 and R.sub.5 are each alkyl of 1 to 4 carbon atoms or, together with each other and the nitrogen atom to which they are attached, piperidino, pyrrolidino or morpholino;R.sub.6 is alkyl of 1 to 3 carbon atoms; andn is 2 or 3;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as sleep potentiators and blood circulation enhancers.
    Type: Grant
    Filed: August 20, 1982
    Date of Patent: March 19, 1985
    Assignee: Boehringer Ingelheim KG
    Inventors: Werner Kummer, Herbert Koppe, Helmut Stahle, Richard Reichl, Franz J. Kuhn