Patents Examined by Alton D. Rollins
  • Patent number: 4472415
    Abstract: A compound of the formula: ##STR1## wherein R.sup.1 is hydrogen, C.sub.1 -C.sub.8 alkyl, unsubstituted benzyl or benzyl substituted with halogen methyl, ethyl, propyl, butyl, nitro, trifluoromethyl, cyano, methoxy, ethoxy, phenyl or methylenedioxy; R.sup.2 is hydrogen or C.sub.1 -C.sub.8 alkyl; Y is hydrogen, halogen, nitro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, unsubstituted amino or methyl- or ethyl-substituted amino, and n is 1 or 2; each of the groups Y being the same or different when n is 2 and Y being other than hydrogen or halogen when R.sup.1 and R.sup.2 are both hydrogen; or a fungicidal acid salt or metal complex of said compound. Fungicidal compositions containing these compounds and methods of using the same to combat plant fungal diseases are also disclosed.
    Type: Grant
    Filed: November 18, 1981
    Date of Patent: September 18, 1984
    Assignee: Imperial Chemical Industries PLC
    Inventors: Paul A. Worthington, Margaret C. Shephard
  • Patent number: 4472416
    Abstract: A substituted azolyl-phenoxy derivative of the formula ##STR1## in which A is a nitrogen atom or a CH group,B is a keto group or a CH(OH) grouping,R.sup.1 is an alkyl or halogenoalkyl group of an optionally substituted aryl group,R.sup.2 is a hydrogen atom, an alkyl group or an optionally substituted phenyl group,R.sup.3 is a hydrogen atom, an alkyl, alkenyl or alkinyl group,m is 1 or 2,X is a halogen atom, or an alkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy or halogenoalkylthio group, andn is 0, 1 or 2,or an addition product thereof with an acid or metal salt, which possesses fungicidal activity particularly for combating cereal diseases as well as rust and scab diseases.
    Type: Grant
    Filed: August 2, 1982
    Date of Patent: September 18, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jorg Stetter, Karl H. Buchel, Paul-Ernst Frohberger, Paul Reinecke, Wilhelm Brandes
  • Patent number: 4472395
    Abstract: A 2-azolylmethyl-1,3-dioxolane or -dioxane derivative of the formula ##STR1## in which Az is imidazol-1-yl or 1,2,4-triazol-1-yl,R.sup.1, R.sup.2, R.sup.3 and R.sup.5 each independently is hydrogen or alkyl, orR.sup.1 and R.sup.3 together are an optionally substituted multi-membered methylene bridge,R.sup.4 is hydrogen, optionally substituted alkyl, optionally substituted aryl or optionally substituted aralykyl,m is 0 or 1,R.sup.6 is hydrogen, halogen, cyano, alkyl, optionally substituted aryl, --X--R.sup.7, --COOR.sup.8 or --CONHR.sup.9,X is oxygen, sulphur, SO, or SO.sub.2,R.sup.7 is alkyl, halogenoalkyl, cyano, optionally substituted aralkyl or optionally substituted aryl,R.sup.8 is alkyl,R.sup.9 is alkyl or optionally substituted aryl, andn is 0 or 1, or a plant-tolerated acid addition salt or metal salt complex thereof which possesses fungicidal activity.
    Type: Grant
    Filed: January 27, 1982
    Date of Patent: September 18, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Kramer, Karl H. Buchel, Hans-Ludwig Elbe, Udo Kraatz, Wolf Reiser, Andreas Schulze, Erik Regel, Wilhelm Brandes, Paul-Ernest Frohberger
  • Patent number: 4468404
    Abstract: 3-Aralkyloxy-2,3-dihydro-2-(triazolylmethyl)benzo(b)thiophenes and related derivatives having antifungal, antibacterial, and antiprotozoal activity are prepared by the reaction of the corresponding 2,3-dihydro-3-hydroxy-2-(triazolylmethyl)benzo(b)thiophene or related derivative and an aralkyl halide.Preferred compounds are those where the aralkyl function is a hetercyclic aromatic, particularly 2-chloro-3-thenyl, and where the benzene nucleus is substituted by chlorine or fluorine.Pharmaceutical formulations comprising compounds of this invention are described, as well as the method for their use in treating microbial infections.
    Type: Grant
    Filed: July 29, 1982
    Date of Patent: August 28, 1984
    Assignee: Schering Corporation
    Inventors: Dinanath F. Rane, John J. Wright, Russell E. Pike
  • Patent number: 4467099
    Abstract: Glycidyl-1,2,4-triazolidine-3,5-diones corresponding to the general formula I ##STR1## wherein R.sup.1 represents a mono- to pentavalent substituted or unsubstituted straight-chain or branched-chain C.sub.1 -C.sub.3 O aliphatic group, a mono- to pentavalent substituted or unsubstituted C.sub.5 -C.sub.21 cycloaliphatic group, a mono- to pentavalent substituted C.sub.7 -C.sub.17 aliphatic-aromatic group or a mono- to pentavalent substituted or unsubstituted C.sub.6 -C.sub.21 aromatic group, the above mentioned aliphatic group being optionally interrupted by one or more oxygen atoms or tertiary nitrogen atoms, and the above mentioned aliphatic-aromatic, polynuclear and cycloaliphatic polynuclear aromatic groups being optionally interrupted by at least one oxygen or tertiary nitrogen atom or by at least one C.sub.1 -C.sub.4 alkylene group or by at least one sulphonyl group ##STR2## R.sup.2 and R.sup.
    Type: Grant
    Filed: June 29, 1981
    Date of Patent: August 21, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Henning Giesecke, Rudolf Merten, Ludwig Rottmaier
  • Patent number: 4466974
    Abstract: Compounds of the formula ##STR1## wherein X is an amine function and R is substituted phenyl and their pharmaceutically acceptable salts are useful antifungal agents in animals, including man.
    Type: Grant
    Filed: October 31, 1983
    Date of Patent: August 21, 1984
    Assignee: Pfizer Inc.
    Inventors: Kenneth Richardson, Kelvin Cooper
  • Patent number: 4467098
    Abstract: Manufacture of 3-hydroxy-1,2,4-triazoles by cyclization of corresponding semicarbazides by formic acid in the presence of an inorganic acid or halide thereof.
    Type: Grant
    Filed: April 7, 1982
    Date of Patent: August 21, 1984
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Koch, Gerhard Stahler
  • Patent number: 4465680
    Abstract: New azolylvinyldithioacetals of the formula ##STR1## in which R.sup.1 is an alkyl, optionally substituted cycloalky, optionally substituted phenyl or alkoxy group,R.sup.2 and R.sup.3 are identical and each is an alkyl, alkenyl, alkinyl, optionally substituted benzyl or trialkylsilyl group,R.sup.2 and R.sup.3 together form an alkylene chain, a dialkylsilyl bridge or a --CH.dbd.CH-- group,X is a keto group or a CH--(OH) group, andY is a nitrogen atom or a CH group,and their acid addition salts and metal salt complexes are prepared as described and find use as fungicides.
    Type: Grant
    Filed: November 1, 1982
    Date of Patent: August 14, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Udo Kraatz, Gerhard Jager, Karl H. Buchel, Paul-Ernst Frohberger
  • Patent number: 4464300
    Abstract: There are presented benzazepines of the formula ##STR1## wherein either R.sup.1 is hydrogen, lower alkyl, 4-pyridyl or the group --(CH.sub.2).sub.n --NR.sup.6 R.sup.7 and R.sup.2 and R.sup.3 together are an additional bond or R.sup.1 and R.sup.2 together are the oxo group and R.sup.3 is hydrogen or lower alkyl, R.sup.4 is phenyl, o-halophenyl or 2-pyridyl, R.sup.5 is halogen or nitro and either R.sup.6 is hydrogen or lower alkyl and R.sup.7 is hydrogen, lower alkyl, lower alkenyl or lower alkynyl or R.sup.6 and R.sup.7 together with the nitrogen atom are 4-(lower alkyl)-1-piperazinyl or 4-morpholinyl and n is the number 0 or 1, and their pharmaceutically acceptable acid additions salts.The compounds possess interesting psychotropic properties, i.e., pronounced anxiolytic properties have been established in the case of certain representative members of this class of substance.
    Type: Grant
    Filed: July 15, 1982
    Date of Patent: August 7, 1984
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Rene Borer, Max Gerecke, Emilio Kyburz
  • Patent number: 4462933
    Abstract: Novel 4-phenyl-1,3-benzodiazepines, novel intermediates thereof, and methods of preparing same are described. These benzodiazepines are useful as antidepressants, analgetics and anticonvulsants.
    Type: Grant
    Filed: September 8, 1981
    Date of Patent: July 31, 1984
    Assignee: Hoechst-Roussel Pharmaceuticals, Incorporated
    Inventors: Lawrence L. Martin, Manfred Worm, Charles A. Crichlow
  • Patent number: 4460595
    Abstract: Compounds of the formula (I) ##STR1## wherein; n is 1 to 5Y is --CH.sub.2 --CH.sub.2 or --CH.dbd.CH--;R.sub.1 is hydrogen or CO.sub.2 R.sub.1 represents an ester group in which the R.sub.1 moiety contains from 1-12 carbon atoms;R.sub.2 is hydrogen, C.sub.1-4 alkyl, or phenyl;R.sub.3 is hydroxy or protected hydroxy;R.sub.4 is hydrogen, C.sub.1-9 alkyl, C.sub.3-8 cycloalkyl, C.sub.3-8 cycloalkyl-C.sub.1-6 alkyl, phenyl, phenyl -C.sub.1-6 alkyl, naphthyl, naphthyl C.sub.1-6 alkyl, any of which phenyl moieties or naphthyl moieties may be substituted by one or more halogen trifluoromethyl, C.sub.1-6 alkyl, hydroxy, C.sub.1-6 alkoxy, phenyl C.sub.1-6 alkoxy or nitro groups;R.sub.5 is hydrogen, C.sub.1-6 alkyl, C.sub.5-8 cycloalkyl, phenyl, phenyl-C.sub.1-6 alkyl or phenyl C.sub.3-6 cycloalkyl, any of which phenyl moieties may be substituted by one or more halogen, trifluoromethyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or nitro groups; orR.sub.2 and R.sub.
    Type: Grant
    Filed: April 23, 1982
    Date of Patent: July 17, 1984
    Assignee: Beecham Group Limited
    Inventors: David R. Adams, Alexander C. Goudie
  • Patent number: 4459302
    Abstract: New acyl-1H-1,2,4-triazole derivatives of the formula ##STR1## wherein R may be located on one of the two adjacent nitrogen atoms and may represent hydrogen; a group R.sub.5 -CO wherein R.sub.5 is selected from (C.sub.1-4)alkyl, (C.sub.2-4)alkenyl, (C.sub.2-4)alkynyl, phenyl, phenyl substituted by one to three groups independently selected from halo, (C.sub.1-4)alkyl, (C.sub.1-4)alkoxy, trifluoromethyl, cyano, nitro, amino, di-(C.sub.1-4)alkylamino, (C.sub.2-4)acylamino and methylenedioxy, benzyl, cinnamyl, amino, (C.sub.1-4)alkylamino, di-(C.sub.1 -C.sub.4)alkylamino, phenylamino, phenylamino wherein the phenyl ring may be substituted by one to three groups independently selected from halo, (C.sub.1-4)alkyl, (C.sub.1-4)alkoxy, trifluoromethyl, cyano, nitro, amino, di-(C.sub.1-4)alkylamino, (C.sub.2-4)acylamino and methylenedioxy, halo(C.sub.1-4)alkyl, (C.sub.1-4)alkoxy and benzyloxy;a group R.sub.6 -SO.sub.2 wherein R.sub.6 may represent (C.sub.
    Type: Grant
    Filed: October 23, 1979
    Date of Patent: July 10, 1984
    Assignee: Gruppo Lepetit, S.p.A.
    Inventors: Amedeo Omodei-Sale, Pietro Consonni, Giulio Galliani
  • Patent number: 4459230
    Abstract: Novel 4-phenyl-1,3-benzodiazepines, novel intermediates thereof, and methods of preparing same are described. These benzodiazepines are useful as antidepressants, analgetics and anticonvulsants.
    Type: Grant
    Filed: September 8, 1981
    Date of Patent: July 10, 1984
    Assignee: Hoechst-Roussel Pharmaceuticals, Incorporated
    Inventors: Lawrence L. Martin, Manfred Worm, Charles A. Crichlow
  • Patent number: 4459231
    Abstract: Novel 4-phenyl-1,3-benzodiazepines, novel intermediates thereof, and methods of preparing same are described. These benzodiazepines are useful as antidepressants, analgetics and anticonvulsants.
    Type: Grant
    Filed: September 8, 1981
    Date of Patent: July 10, 1984
    Assignee: Hoechst-Roussel Pharmaceuticals, Incorporated
    Inventors: Lawrence L. Martin, Manfred Worm, Charles A. Crichlow
  • Patent number: 4457937
    Abstract: The invention provides novel N-amino-2-oxo-3-oxazo-lidine derivatives, e.g. 2-methoxy-N-(2,6-dimethylphenyl)-N-(2-oxo-3-oxazolidinyl)-acetamide, which are useful as fungicides. Other objects of the invention are fungicidal compositions comprising such novel compounds and methods of combating phytopathogenic fungi in plants, seeds or soil with the aid of said novel compounds.
    Type: Grant
    Filed: August 15, 1980
    Date of Patent: July 3, 1984
    Assignee: Sandoz Ltd.
    Inventors: Rudolf Sandmeier, Hanspeter Schelling
  • Patent number: 4456608
    Abstract: Azole compounds of the formula ##STR1## where X is hydrogen, halogen or trifluoromethyl, m is an integer from 1 to 5, Z is N or CH, R.sup.1 is C.sub.2 -C.sub.4 -alkenyl or C.sub.2 -C.sub.4 -alkynyl, and R.sup.2 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.2 -C.sub.4 -alkenyl, C.sub.2 -C.sub.4 -alkynyl or C.sub.2 -C.sub.4 -alkanoyl, and their crop-tolerated addition salts with acids, and metal complexes, as well as fungicides which contain these compounds.
    Type: Grant
    Filed: June 30, 1982
    Date of Patent: June 26, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Hubert Sauter, Eberhard Ammermann, Costin Rentzea, Ernst-Heinrich Pommer
  • Patent number: 4455309
    Abstract: New halo-methyl-thioamino-benzamides of the formula ##STR1## wherein X.sup.1 represents optionally substituted alkylene, arylene or alkarylene, it being possible for the alkylene and/or arylene and/or alkarylene groups to be linked via oxo, thio, carboxo, carboxamido or sulphoxo groups,A.sup.1 denotes the radical ##STR2## wherein Hal represents halogen,the various substituents R can be identical or different and represent hydrogen, optionally substituted alkyl or aryl or a substituted R, in the case where X.sup.1 denotes optionally substituted ethylene and m.sup.1 and n.sup.1 represent the number 1, forms an ethylene bridge by being linked to a second R,m.sup.1 denotes an integer from 1 to 5 and indicates the number of linkages of ##STR3## with X.sup.1, and n.sup.1 denotes a number from 1 to 100;a process for preparing the same by reaction of a halo-methyl-thioamino-benzoic acid fluoride with an amine in the presence of a base and the use of such halo-methyl-thioamino-benzamides as microbicidal agents.
    Type: Grant
    Filed: August 20, 1981
    Date of Patent: June 19, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Ritter, Wilfried Paulus, Engelbert Kuhle, Hermann Genth
  • Patent number: 4454136
    Abstract: Compounds of the formula (I): ##STR1## and pharmaceutically acceptable salts thereof, wherein R.sub.1 is hydrogen or C.sub.1-6 alkyl, and R.sub.2 is hydroxy, C.sub.1-4 alkylsulphonyloxy or p-toluenesulphonyloxy are useful for the prophylaxis and treatment of diseases due to allergic response in mammals. Processes for their preparation are described.
    Type: Grant
    Filed: September 15, 1981
    Date of Patent: June 12, 1984
    Assignee: Beecham Group Limited
    Inventors: Derek R. Buckle, Harry Smith
  • Patent number: 4451467
    Abstract: The 4(3H)-quinazolinone compounds of the formula (I) ##STR1## wherein R.sub.1 and R.sub.3, independently from each other, represent a lower alkyl group;R.sub.2 represents a lower alkoxycarbonyl group;Q represents a phenyl group or a substituted phenyl group substituted by at least one member selected from the group consisting of halogen atoms, lower alkyl groups, lower alkoxy groups, di(lower)-alkylamino groups, a methylenedioxy group, a trifluoromethyl group, a hydroxyl group, and a nitro group;R.sub.4 represents a hydrogen atom or a lower alkyl group;R.sub.
    Type: Grant
    Filed: January 6, 1982
    Date of Patent: May 29, 1984
    Assignee: Masayuki Ishikawa
    Inventors: Masayuki Ishikawa, Yukuo Eguchi, Soyao Moriguchi, Hisashi Ebisawa
  • Patent number: 4446068
    Abstract: N-substituted fluoroaziridines useful as chemical intermediates and process or making by reaction of fluoroazines with fluorocarbenes.
    Type: Grant
    Filed: April 4, 1967
    Date of Patent: May 1, 1984
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Ronald A. Mitsch