Bicyclo Ring System Having The Hetero Ring As One Of The Cyclos Patents (Class 549/32)
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Patent number: 4897415Abstract: 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: GrantFiled: January 29, 1988Date of Patent: January 30, 1990Assignee: Schering AktiengesellschaftInventors: Dieter Hubl, Ernst-Albrecht Pieroh, Eberhard Richter, Reinhold Puttner
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Patent number: 4876270Abstract: 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: GrantFiled: February 10, 1988Date of Patent: October 24, 1989Assignee: Ciba-Geigy CorporationInventor: Hans-Rudolf Waespe
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Patent number: 4871762Abstract: 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: GrantFiled: December 24, 1987Date of Patent: October 3, 1989Assignee: Sankyo Company, LimitedInventors: Takao Yoshioka, Eiichi Kitazawa, Mitsuo Yamazaki, Yoshio Iizuka
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Patent number: 4754042Abstract: 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: GrantFiled: October 2, 1987Date of Patent: June 28, 1988Assignee: Pennwalt CorporationInventors: Vassil S. Georgiev, George B. Mullen
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Patent number: 4748272Abstract: 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: GrantFiled: August 1, 1986Date of Patent: May 31, 1988Assignee: Rorer Pharmaceutical Corp.Inventor: Raymond D. Youssefyeh
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Patent number: 4723038Abstract: 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: GrantFiled: December 31, 1985Date of Patent: February 2, 1988Assignee: The United States of America as represented by the Secretary of AgricultureInventor: Oliver D. Dailey, Jr.
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Patent number: 4691027Abstract: 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: GrantFiled: March 26, 1985Date of Patent: September 1, 1987Assignee: Sankyo Company, LimitedInventors: Takao Yoshioka, Eiichi Kitazawa, Mitsuo Yamazaki, Yoshio Iizuka
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Patent number: 4675419Abstract: 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: GrantFiled: November 21, 1985Date of Patent: June 23, 1987Assignee: SanofiInventors: Jean-Daniel Andre, Pierre-Jean Grossi, Alain Heymes, Giovanni V. Manzaroli
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Patent number: 4665097Abstract: Novel bicyclooxyaryl thioureas are provided together with methods for their preparation and use as the active toxicant in pesticidal compositions.Type: GrantFiled: March 31, 1983Date of Patent: May 12, 1987Assignee: Union Carbide CorporationInventor: Paul A. Cain
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Patent number: 4658033Abstract: 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: GrantFiled: September 23, 1985Date of Patent: April 14, 1987Assignee: Iowa State University Research Foundation, Inc.Inventor: Richard C. Larock
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Patent number: 4634783Abstract: 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: GrantFiled: January 23, 1984Date of Patent: January 6, 1987Assignee: 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
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Patent number: 4578220Abstract: 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: GrantFiled: October 18, 1984Date of Patent: March 25, 1986Assignee: BASF AktiengesellschaftInventors: Siegfried Huenig, Alexander Aumueller
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Patent number: 4563537Abstract: 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: GrantFiled: June 4, 1984Date of Patent: January 7, 1986Assignee: Iowa State University Research Foundation, Inc.Inventor: Richard C. Larock
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Patent number: 4551472Abstract: Unsymmetrical N-substituted bis-carbamoyl sulfide compounds exhibit exceptional broad spectrum pesticidal activity coupled with extremely low mammalian toxicity and phytotoxicity.Type: GrantFiled: January 9, 1984Date of Patent: November 5, 1985Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4548951Abstract: 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: GrantFiled: April 21, 1983Date of Patent: October 22, 1985Assignee: Syntex (U.S.A.) Inc.Inventors: Joseph M. Muchowski, Jack Ackrell
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Patent number: 4535075Abstract: 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: GrantFiled: June 22, 1983Date of Patent: August 13, 1985Assignee: Nihon Nohyaku Co., Ltd.Inventors: Hitoshi Kurono, Kuniaki Taninaka, Tatsuyoshi Sugimoto, Minoru Katoh
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Patent number: 4520207Abstract: 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: GrantFiled: September 27, 1982Date of Patent: May 28, 1985Assignee: Iowa State University Research Foundation, Inc.Inventor: Richard C. Larock
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Patent number: 4511391Abstract: 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: GrantFiled: May 24, 1983Date of Patent: April 16, 1985Assignee: ICI Australia LimitedInventors: Alexander Serban, Keith G. Watson, Graham J. Bird, Graeme J. Farquharson
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Patent number: 4426385Abstract: 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: GrantFiled: September 28, 1981Date of Patent: January 17, 1984Assignee: Union Carbide CorporationInventor: Paul A. Cain
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Patent number: 4405515Abstract: 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: GrantFiled: August 17, 1981Date of Patent: September 20, 1983Assignee: International Business Machines CorporationInventors: Edward M. Engler, Vishnubhai V. Patel, Robert R. Schumaker
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Patent number: 4363919Abstract: 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: GrantFiled: August 17, 1981Date of Patent: December 14, 1982Assignee: International Business Machines CorporationInventors: Edward M. Engler, Vishnubhai V. Patel, Robert R. Schumaker
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Patent number: 4332811Abstract: 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: GrantFiled: March 23, 1981Date of Patent: June 1, 1982Assignee: Ciba-Geigy CorporationInventors: Hansjakob Fah, Saleem Farooq, Alfred Grieder, Karl Scheuzger
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Patent number: 4246173Abstract: 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: GrantFiled: April 24, 1978Date of Patent: January 20, 1981Assignee: The Johns Hopkins UniversityInventors: Dwaine O. Cowan, Aaron N. Bloch, Klaus Bechgaard
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Patent number: 4220561Abstract: 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: GrantFiled: June 10, 1977Date of Patent: September 2, 1980Assignee: Firmenich SAInventors: Max Winter, deceased, by Pierre Mottu, executor