Bicyclo Ring System Having The Hetero Ring As One Of The Cyclos Patents (Class 549/32)
  • Patent number: 4897415
    Abstract: There are described new 2-imino-1,3-dithietanes of general formula I ##STR1## in which R is the group ##STR2## in which A is CFHal, C(CH.sub.3)C.sub.1-4 -alkyl, C(CH.sub.3)CHal.sub.3, C(CH.sub.3)CF.sub.2 Cl, C(CH.sub.3)CFCl.sub.2, C.sub.2 H.sub.4, C.sub.2 H.sub.3 Hal, C.sub.2 H.sub.2 Hal.sub.2, C.sub.2 HHal.sub.3, C.sub.2 F.sub.2 Cl.sub.2, C.sub.2 F.sub.4 or C.sub.2 F.sub.3 Cl, in which Hal is F or Cl,Y is nitrogen or CH,R.sup.1 is fluoro-C.sub.1-12 -alkyl, fluoro-C.sub.2-12 -alkenyl, fluoro-C.sub.2-12 -alkynyl, fluorocyclopropyl or fluorocyclopropylmethyl;X is oxygen or sulphur,2 is defined in the specification andn is 0, 1 or 2,as well as their acid addition salts, a process for their preparation and their use as pesticides. The new compounds are especially useful as nematicides.
    Type: Grant
    Filed: January 29, 1988
    Date of Patent: January 30, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Dieter Hubl, Ernst-Albrecht Pieroh, Eberhard Richter, Reinhold Puttner
  • Patent number: 4876270
    Abstract: Novel substituted .alpha.,.alpha.-diphenylethylene derivatives of formula I ##STR1## in which R.sub.1 and R.sub.4 independently of one another each represents hydrogen, hydroxy, C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.8 -alkoxy, C.sub.1 -C.sub.3 -alkoxy substituted by from 1 to 7 halogen atoms, alkoxyalkoxy having a total of from 2 to 6 carbon atoms, C.sub.3 -C.sub.5 -alkenyloxy or C.sub.3 -C.sub.5 -alkynyloxy;R.sub.2 and R.sub.3 independently of one another each represents hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.5 -alkoxy or nitro; orR.sub.1 and R.sub.2 together represent a radical --O--CH.sub.2 --O-- or --O--CH.sub.2 --CH.sub.2 --O--;R.sub.5 and R.sub.6 independently of one another each represents hydrogen, halogen or methyl;R.sub.7 and R.sub.
    Type: Grant
    Filed: February 10, 1988
    Date of Patent: October 24, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Hans-Rudolf Waespe
  • Patent number: 4871762
    Abstract: Compounds formula (I): ##STR1## in which: R.sup.1 represents a hydrogen atom, an alkyl group, a substituted alkyl group, a C.sub.2 -C.sub.6 alkenyl group, an aryl group, a substituted aryl group or an alkoxycarbonyl group wherein the alkoxy part has from 1 to 6 carbon atoms; R.sup.2 represenets a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group or a C.sub.3 or C.sub.4 alkenyl group; R.sup.3 represents a hydrogen atom or a C.sub.1 -C.sub.6 alkyl group; R.sup.4 represents a hydroxy group, a C.sub.1 -C.sub.21 aliphatic acyloxy group or a carbocyclic aryl carboxylic aryloxy group; R.sup.5 represents a C.sub.1 -C.sub.12 alkyl group, a C.sub.1 -C.sub.6 alkoxy group, a hydroxy group, a C.sub.1 -C.sub.7 aliphatic acyloxy group or a carbocyclic aryl carboxylic acyloxy group; R.sup.6 represents a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group or a C.sub.1 -C.sub.6 alkoxy group; and n is 0, 1, or 2;and pharmaceutically acceptable salts thereof are valuable in the treatment of circulatory disorders and allergies.
    Type: Grant
    Filed: December 24, 1987
    Date of Patent: October 3, 1989
    Assignee: Sankyo Company, Limited
    Inventors: Takao Yoshioka, Eiichi Kitazawa, Mitsuo Yamazaki, Yoshio Iizuka
  • Patent number: 4754042
    Abstract: 5-{[Naphthyl(or 2-oxo-1,3-benzoxathiol-6-yl)oxy]methyl}-3-phenyl-3-(1H-imidazol-1-ylmethyl )-2-methylisoxazolidines are useful as antifungal agents.
    Type: Grant
    Filed: October 2, 1987
    Date of Patent: June 28, 1988
    Assignee: Pennwalt Corporation
    Inventors: Vassil S. Georgiev, George B. Mullen
  • Patent number: 4748272
    Abstract: This invention relates to new lipoxygenase inhibitors possessing anti-inflammatory and anti-allergic properties. The present new compounds are of the formula: ##STR1## and salts thereof; whereinAr is phenyl, naphthyl or sulfur, oxygen or nitrogen heterocyclic;X is O, S, NR.sub.5, or a chemical bond;R is H, lower alkoxy, aryloxy, hydroxy, lower alkyl, aryl or lower aralkyl;R.sub.1 and R.sub.2 are independently hydrogen, hydroxy, lower alkoxy, lower alkyl, aryl, aryloxy, lower aralkyl, lower aralkoxy, formyl, lower alkanoyl, benzoyl, and lower aralkanoyl;R.sub.3 and R.sub.4 are independently hydrogen, halogen, hydroxy, lower alkoxy, aryloxy, lower aralkoxy, trifluoromethyl, lower carbalkoxy, carboxy, cyano, nitro, lower alkyl, lower alkenyl, lower alkynyl, aryl or lower aralkyl;R.sub.5 is H, lower alkyl, lower aralkyl or aryl;R.sub.6 is hydroxy or hydroxy-substituted lower alkyl;n and m are independently 0, 1, 2 or 3.
    Type: Grant
    Filed: August 1, 1986
    Date of Patent: May 31, 1988
    Assignee: Rorer Pharmaceutical Corp.
    Inventor: Raymond D. Youssefyeh
  • Patent number: 4723038
    Abstract: Processes for preparing compounds which exhibit seed germinating activity are disclosed. An ester of acetoacetic acid is condensed with a ketone to produce a substituted cyclohexenone which is reacted with a thiol to get a dithioketal which is then desulfurized to produce an ester of a substituted cyclohex-2-ene-1-carboxylic acid which exhibits seed germinating activity. The same compound can be produced by a different process which reacts the substituted cyclohexenone with a reducing agent. An exemplary reducing agent would be an organosilane and a Lewis acid.
    Type: Grant
    Filed: December 31, 1985
    Date of Patent: February 2, 1988
    Assignee: The United States of America as represented by the Secretary of Agriculture
    Inventor: Oliver D. Dailey, Jr.
  • Patent number: 4691027
    Abstract: Compounds formula (I): ##STR1## in which: R.sup.1 represents a hydrogen atom, an alkyl group, a substituted alkyl group, a C.sub.2 -C.sub.6 alkenyl group, an aryl group, a substituted aryl group or an alkoxycarbonyl group wherein the alkoxy part has from 1 to 6 carbon atoms; R.sup.2 represents a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group or a C.sub.3 or C.sub.4 alkenyl group; R.sup.3 represents a hydrogen atom or a C.sub.1 -C.sub.6 alkyl group; R.sup.4 represents a hydroxy group, a C.sub.1 -C.sub.21 aliphatic acyloxy group or a carbocyclic aryl carboxylic acyloxy group; R.sup.5 represents a C.sub.1 -C.sub.12 alkyl group, a C.sub.1 -C.sub.6 alkoxy group, a hydroxy group, a C.sub.1 -C.sub.7 aliphatic acyloxy group or a carbocyclic aryl carboxylic acyloxy group; R.sup.6 represents a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group or a C.sub.1 -C.sub.6 alkoxy group; and n is 0, 1, or 2; and pharmaceutically acceptable salts thereof are valuable in the treatment of circulatory disorders and allergies.
    Type: Grant
    Filed: March 26, 1985
    Date of Patent: September 1, 1987
    Assignee: Sankyo Company, Limited
    Inventors: Takao Yoshioka, Eiichi Kitazawa, Mitsuo Yamazaki, Yoshio Iizuka
  • Patent number: 4675419
    Abstract: The invention relates to a process for preparing .alpha.-hydroxy-acids of general formula: ##STR1## in which R represents hydrogen or a lower alkyl radical and Cy represents a phenyl, naphthyl or heterocyclic radical, these latter three radicals optionally comprising one or more substituents selected from the group consisting of lower alkyl, lower alkenyl, lower alkynyl, lower alkoxy radicals and halogen atoms, process which comprises the treatment of an .alpha.-monohalogenated ketone of general formula: ##STR2## in which R and Cy have the same meaning as above and X represents chlorine, bromine or iodine, in the presence of an aqueous solution of an alkali metal hydroxide, a non-polar organic solvent selected from an aromatic or alicyclic hydrocarbon and oxygen in excess optionally in the presence of an inert gas, the treatment being carried out at a temperature ranging from the boiling temperature of the reaction medium at atmospheric pressure and 240.degree. C.
    Type: Grant
    Filed: November 21, 1985
    Date of Patent: June 23, 1987
    Assignee: Sanofi
    Inventors: Jean-Daniel Andre, Pierre-Jean Grossi, Alain Heymes, Giovanni V. Manzaroli
  • Patent number: 4665097
    Abstract: Novel bicyclooxyaryl thioureas are provided together with methods for their preparation and use as the active toxicant in pesticidal compositions.
    Type: Grant
    Filed: March 31, 1983
    Date of Patent: May 12, 1987
    Assignee: Union Carbide Corporation
    Inventor: Paul A. Cain
  • Patent number: 4658033
    Abstract: New interphenylene prostaglandin (PGH) analogs are prepared by a method which involves reacting a bicyclic olefin, an acetylene compound and a benzylic halide together, in the presence of a palladium(O) catalyst in a single-step synthesis. By this technique a large number of new interphenylene PGH analogs can be prepared, which are useful as inhibitors of arachidonic acid induced platelet aggregation.
    Type: Grant
    Filed: September 23, 1985
    Date of Patent: April 14, 1987
    Assignee: Iowa State University Research Foundation, Inc.
    Inventor: Richard C. Larock
  • Patent number: 4634783
    Abstract: Amidine compounds of the formula ##STR1## and pharmaceutically acceptable acid addition salts thereof are novel compounds and are useful as powerful anti-trypsin, anti-plasmin, anti-kallikrein and anti-thrombin agents. They are also useful as a powerful anti-complement agent.
    Type: Grant
    Filed: January 23, 1984
    Date of Patent: January 6, 1987
    Assignee: Torii & Co. Ltd.
    Inventors: Setsuro Fujii, Toyoo Nakayama, Shigeki Nunomura, Ryoji Matsui, Shin-ichi Watanabe, Kimio Sudo, Toshiyuki Okutome, Masateru Kurumi, Yojiro Sakurai, Takuo Aoyama
  • Patent number: 4578220
    Abstract: A novel charge transfer complex of an N,N'-biscyanoquinone bisimine of the formula ##STR1## and a fulvalene derivative of the formula ##STR2## where, in formula I, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently of one another are --H, --CH.sub.3, --C.sub.2 H.sub.5, --OCH.sub.3, --OC.sub.2 H.sub.5, --Cl and/or --Br, and one of the radicals R.sup.1 and R.sup.2 and/or one of the radicals R.sup.3 and R.sup.4 may furthermore be phenyl or tert.-butyl, or R.sup.1 and R.sup.2 and/or R.sup.3 and R.sup.4 together form ##STR3## and the fused-on aromatic ring is unsubstituted or substituted, and, in formula (II), R.sup.5, R.sup.6, R.sup.7 and R.sup.8 independently of one another are each --H, --CH.sub.3, --C.sub.2 H.sub.5, phenyl, methylphenyl or methoxyphenyl, or R.sup.5 and R.sup.6 and/or R.sup.7 and R.sup.8 together form ##STR4## where n=3, 4 or 5, ##STR5## and X and Y indendently of one another are each S or Se.
    Type: Grant
    Filed: October 18, 1984
    Date of Patent: March 25, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Siegfried Huenig, Alexander Aumueller
  • Patent number: 4563537
    Abstract: New organopalladium reactions involving the addition of thienylpalladium compounds to strained bicyclic alkenes, and subsequent chain extension reactions employing the chemistry of organopalladium compounds are disclosed. By these techniques a large number of bicyclic prostaglandin analogs are prepared, which are useful as inhibitors of arachidonic acid induced blood platelet aggregation, and are specific inhibitors of thromboxane synthetase.
    Type: Grant
    Filed: June 4, 1984
    Date of Patent: January 7, 1986
    Assignee: Iowa State University Research Foundation, Inc.
    Inventor: Richard C. Larock
  • Patent number: 4551472
    Abstract: Unsymmetrical N-substituted bis-carbamoyl sulfide compounds exhibit exceptional broad spectrum pesticidal activity coupled with extremely low mammalian toxicity and phytotoxicity.
    Type: Grant
    Filed: January 9, 1984
    Date of Patent: November 5, 1985
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4548951
    Abstract: Compounds of the formula ##STR1## and the pharmaceutically acceptable, nontoxic, acid addition salts thereof, whereinR.sub.1 and R.sub.2 are each independently --H, lower alkyl, or cycloalkyl, with the proviso that R.sub.1 and R.sub.2 cannot both be --H or cycloalkyl at the same time;R.sub.1 and R.sub.2 taken together are cycloalkyl of 4-7 carbons;n is 0 or 1;X is (CH.sub.2).sub.2, CH.dbd.CH, or C.tbd.C;Y is independently selected from the group of --H, --Fl, --Br, --Cl, lower alkyl, and --OR.sub.3 ; wherein R.sub.3 is --H or lower alkyl; anda is 1 or 2, ortwo Y's taken together are --OCH.sub.2 O--;are useful as regulators of the cardiovascular system, particularly as hypotensive agents.
    Type: Grant
    Filed: April 21, 1983
    Date of Patent: October 22, 1985
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Joseph M. Muchowski, Jack Ackrell
  • Patent number: 4535075
    Abstract: Dithiolane derivatives represented by the formula (I): ##STR1## wherein R.sup.1 is an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, a benzyl group or an alkoxyalkyl group and R.sup.2 is a cyano group, an alkylcarbonyl group, a benzylcarbonyl group, a phenylcarbonyl group, an alkoxycarbonyl group, a cycloalkyloxycarbonyl group, a benzyloxycarbonyl group, an alkenyloxycarbonyl group, an alkynyloxycarbonyl group or an alkoxyalkoxycarbonyl group,and an organic acid ester thereof; process for producing the same; and pharmaceutical composition for controlling liver diseases of human beings and animals containing the same.
    Type: Grant
    Filed: June 22, 1983
    Date of Patent: August 13, 1985
    Assignee: Nihon Nohyaku Co., Ltd.
    Inventors: Hitoshi Kurono, Kuniaki Taninaka, Tatsuyoshi Sugimoto, Minoru Katoh
  • Patent number: 4520207
    Abstract: New organopalladium reactions involving the addition of thienylpalladium compounds to strained bicyclic alkenes, and subsequent chain extension reactions employing the chemistry of organopalladium compounds are disclosed. By these techniques a large number of bicyclic prostaglandin analogs are prepared, which are useful as inhibitors of arachidonic acid induced blood platelet aggregation, and are specific inhibitors of thromboxane synthetase.
    Type: Grant
    Filed: September 27, 1982
    Date of Patent: May 28, 1985
    Assignee: Iowa State University Research Foundation, Inc.
    Inventor: Richard C. Larock
  • Patent number: 4511391
    Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: X is selected from halogen, nitro, cyano, alkyl, substituted alkyl, alkenyl, alkynyl, hydroxy, alkoxy, substituted alkoxy, alkenyloxy, alkynyloxy, alkanoyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, benzyloxy, substituted benzyloxy, amino, substituted amino, and the groups formyl and alkanoyl and the oxime, imine and Schiff base derivatives thereof;Y and Z are independently selected from methylene, oxygen and sulfur provided that at least one of Y and Z is selected from oxygen and sulfur;R.sup.1 is selected from hydrogen, alkyl, alkenyl alkynyl, substituted alkyl, acyl, alkylsulfonyl, benzenesulfonyl, substituted benzenesulfonyl, and an inorganic or organic cation;R.sup.2 is selected from alkyl, alkenyl, alkynyl, substituted alkyl, haloalkenyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl and phenyl;R.sup.4 is selected from hydrogen, halogen, cyano, C.
    Type: Grant
    Filed: May 24, 1983
    Date of Patent: April 16, 1985
    Assignee: ICI Australia Limited
    Inventors: Alexander Serban, Keith G. Watson, Graham J. Bird, Graeme J. Farquharson
  • Patent number: 4426385
    Abstract: Novel bicyclooxyphenyl ureas, such as 1-(bicyclooxyphenyl)-benzoyl ureas, are provided which exhibit pesticidal activity. The compositions are conveniently prepared by reacting an isocyanate with either an amide or a bicyclooxyaniline.
    Type: Grant
    Filed: September 28, 1981
    Date of Patent: January 17, 1984
    Assignee: Union Carbide Corporation
    Inventor: Paul A. Cain
  • Patent number: 4405515
    Abstract: The invention is directed to novel heterofulvalene geminal dithiolate compounds and their selenium and tellurium analogs having the general formula ##STR1## Wherein X is selected from S, Se and Te. R is selected from hydrogen, alkyl, aryl, or together form a ring of carbon atoms, cyano and dithiocarbonate groups and R.sup.1 is selected from alkali, alkaline earth and transition metals, alkyl, aryl, cyclic and heterocyclic groups.A novel method for preparing these compounds is also provided.
    Type: Grant
    Filed: August 17, 1981
    Date of Patent: September 20, 1983
    Assignee: International Business Machines Corporation
    Inventors: Edward M. Engler, Vishnubhai V. Patel, Robert R. Schumaker
  • Patent number: 4363919
    Abstract: The invention is directed to novel heterofulvalene geminal dithiolate compounds and their selenium and tellurium analogs having the general formula ##STR1## Wherein X is selected from S, Se and Te. R is selected from hydrogen, alkyl, aryl, or together form a ring of carbon atoms, cyano and dithiocarbonate groups and R.sup.1 is selected from alkali, alkaline earth and transition metals, alkyl, aryl, cyclic and heterocyclic groups.A novel method for preparing these compounds is also provided.
    Type: Grant
    Filed: August 17, 1981
    Date of Patent: December 14, 1982
    Assignee: International Business Machines Corporation
    Inventors: Edward M. Engler, Vishnubhai V. Patel, Robert R. Schumaker
  • Patent number: 4332811
    Abstract: Novel substituted 1,3-benzodithiol-2-N,N-dialkyliminium salts of the formula ##STR1## wherein R.sub.1 and R.sub.2 independently of one another are each hydrogen, C.sub.1 -C.sub.5 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -alkenyl, C.sub.3 -C.sub.5 -alkynyl or the radical --(CH.sub.2).sub.n --OR, in which R is C.sub.1 -C.sub.4 -alkyl, and n is the number 2 or 3; R.sub.3 and R.sub.4 independently of one another are each C.sub.1 -C.sub.4 -alkyl, or together they are the radical --(CH.sub.2).sub.4 -- or --(CH.sub.2).sub.5 --; and X.sup..crclbar. is a molar equivalent of an anion of an inorganic or organic acid; processes for producing these compounds, as well as compositions containing them, and their use for combating pests, particularly for combating members of the order Acarina which infest plants and animals. The novel compounds are distinguished by their special effectiveness against mites which damage plants.
    Type: Grant
    Filed: March 23, 1981
    Date of Patent: June 1, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Hansjakob Fah, Saleem Farooq, Alfred Grieder, Karl Scheuzger
  • Patent number: 4246173
    Abstract: A multistep process for preparing tetraselenofulvalenes involving the synthesis of 1,3-diselenole-2-selones and -2-thiones from diselenocarbamates and .alpha.-haloketones followed by coupling of the selone or thione using a dechalkogenizing reagent. New highly conductive salts obtained by coupling certain tetraselenofulvalenes with acceptor compounds are also disclosed.
    Type: Grant
    Filed: April 24, 1978
    Date of Patent: January 20, 1981
    Assignee: The Johns Hopkins University
    Inventors: Dwaine O. Cowan, Aaron N. Bloch, Klaus Bechgaard
  • Patent number: 4220561
    Abstract: 1,3-Oxathiane and 1,3-oxathiolane derivatives, some which are new, are disclosed as being useful as perfuming and flavoring agents for the preparation of perfumes and perfumed articles and for the manufacture of artificial flavors, flavored foodstuffs, animal feeds, beverages, pharmaceutical preparations and tobacco products.
    Type: Grant
    Filed: June 10, 1977
    Date of Patent: September 2, 1980
    Assignee: Firmenich SA
    Inventors: Max Winter, deceased, by Pierre Mottu, executor