Nitrogen Attached Indirectly To The Hetero Ring By Acyclic Nonionic Bonding Patents (Class 549/366)
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Patent number: 5126366Abstract: The compounds: ##STR1## wherein R.sup.1 and R.sup.2 are, independently, hydrogen, alkyl, alkoxy, aralkoxy, alkanoyloxy, hydroxy, halo, amino, mono- or dialkylamino, alkanamido, or sulfonamido, or R.sup.1 and R.sup.2 together form methylenedioxy, ethylenedioxy, or propylenedioxy; R.sup.3 is hydrogen or alkyl; n is one of the integers 2, 3 or 4; R.sup.4 and R.sup.5 are, independently, hydrogen, alkyl, cycloalkyl, alkanoyl, aroyl, alkylsulfonyl or arylsulfonyl, or R.sup.4 and R.sup.5 together form a 3-7 membered polymethylene ring; or a pharmaceutically acceptable salt thereof, are antipsychotic, antidepressant and anxiolytic agents useful in the treatment of multi-CNS disease states.Type: GrantFiled: June 21, 1991Date of Patent: June 30, 1992Assignee: American Home Products CorporationInventors: Gary P. Stack, Magid A. Abou-Gharbia, Terrance H. Andree, Noreen T. Scherer
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Patent number: 5126367Abstract: A compound of the formula: ##STR1## wherein the dotted line represents optional unsaturation; R.sup.1 is hydrogen, alkyl, alkoxy, alkanoyloxy, hydroxy, halo, nitro, amino, alkylamino, dialkylamino and alkanoylamino; X is O, S or CH.sub.2 ; n is an integer 2, 3 or 4; R.sup.2 is hydrogen or lower alkyl; R.sup.3 is hydrogen, lower alkyl, phenyl or benzyl; R.sup.4 is one of the structures ##STR2## in which m is one of the integers 0, 1 or 2; R.sup.5 is H or CH.sub.3 ; Z is H.sub.2 or O; Y is OCO, NHCO, NHCONH, CONH, and in addition, when R.sup.4 is II, Y may be NHSO.sub.2 CH.sub.2 ; or a pharmaceutically acceptable salt thereof are useful as antipsychotic/anxiolytic agents.Type: GrantFiled: June 21, 1991Date of Patent: June 30, 1992Assignee: American Home Products CorporationInventors: Gary P. Stack, Magid A. Abou-Gharbia, Wayne E. Childers, Jr.
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Certain benzodioxole, benzodioxane and benzodioxepin derivatives useful as 5-lipoxygenase inhibitors
Patent number: 5120758Abstract: The invention relates to the compounds of the formula ##STR1## wherein each R independently represents hydrogen, lower alkyl, halogen, trifluoromethyl, lower alkoxy, carbocyclic or heterocyclic aryl, carbocyclic or heterocyclic aryloxy, carbocyclic or heterocyclic aryl-lower alkyloxy, carbocyclic or heterocyclic aryl-lower alkyl, C.sub.3 -C.sub.7 -cycloalkyl-lower alkyloxy, or C.sub.3 -C.sub.7 -cycloalkyloxy; n represents 1, 2, 3 or 4; m represents 0, 1 or 2; A represents a direct bond or lower alkylene; X represents oxygen or sulfur; R.sub.1 represents hydrogen, acyl, lower alkoxycarbonyl, aminocarbonyl, mono- or di-lower alkylaminocarbonyl, lower alkenylaminocarbonyl, lower alkynylaminocarbonyl, carbocyclic or heterocyclic aryl-lower alkylaminocarbonyl, carbocyclic or heterocyclic arylaminocarbonyl, C.sub.3 -C.sub.7 -cycloalkylaminocarbonyl or C.sub.3 -C.sub.7 -cycloalkyl-lower alkylaminocarbonyl; R.sub.2 represents lower alkyl, lower alkoxycarbonyl-lower alkyl, C.sub.3 -C.sub.Type: GrantFiled: July 8, 1991Date of Patent: June 9, 1992Assignee: Ciba-Geigy CorporationInventor: Yoshitaka Satoh -
Patent number: 5070210Abstract: A series of novel imidate insecticides distinguished by the general formula ##STR1## in which R.sub.1 is an optionally substituted aryl group in which the substituents are halo, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.3 -C.sub.6 cycloalkyl, nitro, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.5 carboalkoxy, C.sub.1 -C.sub.4 alkylthio, cyano, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 haloalkylsulfonyl; C.sub.2 -C.sub.5 alkylcarbonyl, C.sub.2 -C.sub.4 alkyleneoxy, C.sub.1 -C.sub.4 alkylenedioxy, C.sub.1 -C.sub.3 halo-substituted alkylenedioxy, phenyl, mono-substituted phenyl, pyridyloxy, C.sub.2 -C.sub.4 alkylene, C.sub.2 -C.sub.4 alkenyl, and/or amido;R.sub.2 is C.sub.1 -C.sub.7 alkyl, C.sub.1 -C.sub.6 haloalkyl, cyclopropyl, cyclobutyl, mono- or poly- halo- or methyl-substituted cyclopropyl, cyano, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.2 -C.sub.6 haloalkenyl or C.sub.2 -C.sub.6 alkenyl; andR.sub.Type: GrantFiled: May 7, 1990Date of Patent: December 3, 1991Assignee: ICI Americas Inc.Inventors: Michael D. Broadhurst, Thomas H. Cormartie, Karl J. Fisher, William G. Haag, David B. Kanne, Michael R. Leadbetter
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Patent number: 5047417Abstract: A butenoic or propenoic acid derivative having the following formula in which G is an aryl or a heterocyclic ring, R11 and R12 are hydrogen or an alkyl, X is sulfur or oxygen, R2 and R3 are hydrogen, an substituent such as an alkyl and J is pyridyl or phenyl having substituents and a heterocyclic ring may be formed between R2, R3 and J is provided here and is useful in the pharmacological field.Type: GrantFiled: May 19, 1989Date of Patent: September 10, 1991Assignee: Eisai Co. Ltd.Inventors: Norio Minami, Fumihiro Ozaki, Keiji Ishibashi, Yasuhiro Kabasawa, Megumi Ikemori, Toshiaki Ogawa, Takanori Kawamura
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Patent number: 5045566Abstract: A series of novel imidate insecticides distinguished by the general formula ##STR1## in which R.sub.1 is an optionally substituted aryl group in which the substituents are halo, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.3 -C.sub.6 cycloalkyl, nitro, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.5 carboalkoxy, C.sub.1 -C.sub.4 alkylthio, cyano, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.2 -C.sub.4 haloalkylsulfonyl; C.sub.2 -C.sub.5 alkylcarbonyl, C.sub.2 -C.sub.4 alkyleneoxy, C.sub.1 -C.sub.2 perhaloalkyleneoxy; C.sub.1 -C.sub.4 alkylendioxy, C.sub.1 -C.sub.3 halo-substituted alkylenedioxy, phenyl, mono-substituted phenyl, pyridyloxy, C.sub.2 -C.sub.4 alkylene, C.sub.2 -C.sub.4 alkenyl, C.sub.3 -haloalkenoxy; and/or amido;R.sub.2 is C.sub.1 -C.sub.7 alkyl, C.sub.1 -C.sub.6 haloalkyl, cyclopropyl, cyclobutyl, mono- or poly- halo- or methyl-substituted cyclopropyl, cyano, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.2 -C.sub.6 haloalkenyl or C.sub.2 -C.Type: GrantFiled: April 27, 1989Date of Patent: September 3, 1991Assignee: ICI Americas Inc.Inventors: Michael D. Broadhurst, Thomas H. Cromartie, Karl J. Fisher, William G. Haag
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Patent number: 5036070Abstract: There are disclosed compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each, independently, hydrogen, alkyl, or phenyl, or R.sup.1 and R.sup.2 taken together represent --(CH.sub.2).sub.4 -- or ##STR2## where the dotted line represents an optional double bond; R.sup.3 is hydrogen, alkyl, alkoxy, or halo;Z is oxygen, or --N(R.sup.6), where R.sup.6 is hydrogen or alkyl;m is 1-4;n is 0-2; ##STR3## wherein R.sup.7 is unsubstituted or substituted phenyl, 2-pyridinyl, 2-pyrimidinyl, 2-pyrazinyl, 3-pyridazinyl, or diphenylmethyl, where the substituents are selected from the group of alkyl, alkoxy, halo, cyano, nitro and trifluoromethyl;R.sup.8 is hydrogen, hydroxy, cyano, alkyl, alkoxy, halo, or NHR.sup.9 where R.sup.9 is hydrogen, alkyl, phenyl, tolyl, xylyl, mesityl, methoxyphenyl, or halophenyl with the proviso when Z is oxygen, R.sup.Type: GrantFiled: June 13, 1990Date of Patent: July 30, 1991Assignee: American Home Products CorporationInventor: Magid A. Abou-Gharbia
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Patent number: 4977170Abstract: Novel isoprenoidamine compounds (I) which show antiulcer activity are provided.Type: GrantFiled: May 3, 1989Date of Patent: December 11, 1990Assignee: Shionogi & Co., Ltd.Inventors: Saichi Matsumoto, Masami Doteuchi, Takuji Mizui, Kentaro Hirai
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Patent number: 4929738Abstract: Microbicidal substituted pyrazolin-5-ones of the formula ##STR1## in which R.sup.1 and R.sup.2 independently of one another each represent hydrogen, alkyl, alkenyl, alkinyl, cyanoalkyl, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, alkoxycarbonyl, hydroxycarbonylalkyl, alkoxycarbonylalkyl, aminocarbonylalkyl, alkylaminocarbonylalkyl or dialkylaminocarbonylalkyl, or represent in each case optionally substituted oxiranylalkyl, aralkyl, heterocyclyl or aryl andHet represents an optionally substituted heterocyclic radial.Intermediates therefor of the formula ##STR2## in which R is alkyl, are also new.Type: GrantFiled: May 10, 1989Date of Patent: May 29, 1990Assignee: Bayer AktiengesellschaftInventors: Klaus Jelich, Wilhelm Brandes, Gerd Hanssler, Paul Reinecke
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Patent number: 4914124Abstract: A method of combating endoparasites which comprises applying thereto or to an endoparasite habitat an endoparasiticidally effective amount of an N-organooxycarbamic acid ester of the formula ##STR1## in which R.sup.1 represents alkyl, cycloalkyl, alkenyl, alkinyl or aryl, which can optionally be substituted,R.sup.2 represents alkyl, alkenyl or alkinyl, which can optionally be substituted, andR.sup.3 represents alkyl, alkenyl or alkinyl, which can optionally be substituted.Those compounds wherein one of R.sup.2 and R.sup.3 is alkinyl are new.Type: GrantFiled: January 25, 1988Date of Patent: April 3, 1990Assignee: Bayer AktiengesellschaftInventors: Nikolaus Muller, Peter Andrews
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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: 4883796Abstract: Oxime ethers of 2,6-dioxabicyclo[3.3.0]octanones of the formula I ##STR1## have pharmacological activity and are especially applicable as drugs for the prophylaxis and therapy of cardiac and circulatory diseases.Type: GrantFiled: February 2, 1988Date of Patent: November 28, 1989Assignee: Heinrich Mack Nachf.Inventors: Matyas Leitold, Peter Stoss
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Patent number: 4853381Abstract: The invention provides compounds of the general formula (I) ##STR1## whereinAr represents a phenyl group optionally substituted by one or more substituents selected from halogen atoms, or the groups C.sub.1-6 alkyl, C.sub.1-6 alkoxy, nitro, --(CH.sub.2).sub.q R [where R is hydroxy, --NR.sup.3 R.sup.4 (where R.sup.3 and R.sup.4 each represent a hydrogen atom or a C.sub.1-4 alkyl group, or --NR.sup.3 R.sup.4 forms a saturated heterocyclic amino group which has 5-7 ring members and optionally contains in the ring one or more atoms selected from --O--, or --S-- or a group --NH-- or --N(CH.sub.3)--), --NR.sup.5 COR.sup.6 (where R.sup.5 represents a hydrogen atom or a C.sub.1-4 alkyl group, and R.sup.6 represents a hydrogen atom or a C.sub.1-4 alkyl, C.sub.1-4 alkoxy, phenyl or --NR.sup.3 R.sup.4 group), --NR.sup.5 SO.sub.2 R.sup.7 (where R.sup.7 represents a C.sub.1-4 alkyl, phenyl or --NR.sup.3 R.sup.4 group), --COR.sup.8 (where R.sup.8 represents hydroxy, C.sub.1-4 alkoxy or --NR.sup.3 R.sup.4), --SR.sup.Type: GrantFiled: October 15, 1986Date of Patent: August 1, 1989Assignee: Glaxo Group LimitedInventors: Harry Finch, Lawrence H. C. Lunts, Alan Naylor, Ian F. Skidmore, Ian B. Campbell
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Patent number: 4794118Abstract: 1,4-Benzodioxane derivatives represented by the following general formula: ##STR1## wherein p stands for an integer of 0-2, X and Y are same or different, and each represent a hydrogen atom; or a group represented by the formula --OR in which R denotes a hydrogen atom, a lower alkyl, lower alkoxycarbonyl or acyl group, or a group represented by the formula ##STR2## m being an integer of 1 or 2; cyano group; or carboxy group, n is an integer of 1-3, exclusive of the case wherein p=0 and X=Y=H, or a pharmacologically acceptable salt thereof. Their process for the preparation, their use as therpeutic and/or preventive compositions for ischemic heart diseases and heart failure and their application for the control of blood pressure during surgical operations are also described.Type: GrantFiled: July 18, 1986Date of Patent: December 27, 1988Assignee: Eisai Co., Ltd.Inventors: Toshinobu Kunii, Norio Minami, Fumihiro Ozaki, Nobuyuki Mori, Mikio Takeda, Hiroshi Katoh
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Patent number: 4785089Abstract: The invention relates to novel sulfonic acid esters of formula I ##STR1## wherein R.sup.1 is C.sub.5 -C.sub.6 cycloalkyl which is unsubstituted or substituted by C.sub.1 -C.sub.7 alkyl, unsubstituted or substituted phenyl, R.sup.2 is C.sub.1 -C.sub.7 alkyl, R.sup.3 is phenyl which is substituted by halogen or nitro, and the asterisk denotes a carbon atom that is either present in the preponderant number of molecules in the S configuration or in the preponderant number of molecules in the R configuration.These compounds can be prepared by enantio-selective reduction of 4--R.sup.1 --substituted .alpha.-oxobutyric acid compounds and subsequent conversion of the resultant .alpha.-hydroxy group into the --OSO.sub.2 --R.sup.3 group. The compounds of formula I are suitable intermediates for the preparation of ACE inhibitors or precursors thereof.Type: GrantFiled: June 2, 1986Date of Patent: November 15, 1988Assignee: Ciba-Geigy CorporationInventors: Hans-Ulrich Blaser, Hans-Peter Jalett, Gottfried Sedelmeier
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Patent number: 4709038Abstract: 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: GrantFiled: January 31, 1985Date of Patent: November 24, 1987Assignee: Imperial Chemical Industries PLCInventors: Ian T. Kay, Robert A. Noon
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Patent number: 4686233Abstract: Pesticidal water-soluble aminoacid sulfenylated carbamates useful as broad spectrum insecticides and miticides, particularly useful as systemic insecticides.Type: GrantFiled: May 1, 1986Date of Patent: August 11, 1987Assignee: Union Carbide CorporationInventors: Chennupati K. Rao, Themistocles D. D'Silva
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Patent number: 4684739Abstract: Alkylenedioxybenzene derivatives are prepared and found to be useful as pharmaceutical agents, particularly as hypotensives.Type: GrantFiled: December 1, 1981Date of Patent: August 4, 1987Assignee: Mitsubishi Chemical Industries LimitedInventors: Ryoji Kikumoto, Harukazu Fukami, Kenichiro Nakao, Mamoru Sugano
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Patent number: 4681955Abstract: New compounds of the formula ##STR1## a process for their preparation and their use as intermediates for insecticides.Type: GrantFiled: August 6, 1985Date of Patent: July 21, 1987Assignee: Bayer AktiengesellschaftInventor: Albrecht Marhold
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Patent number: 4634701Abstract: Compounds of formula (I): ##STR1## wherein: A represents a CH-NO.sub.2 group or a N-CN group;B represents CH.sub.2, O, S or a direct bond;R represents a bicyclic or polycyclic residue, variously substituted and functionalized;R.sup.1 and R.sup.2, which may be the same or different, are hydrogen or C.sub.1 -C.sub.4 alkyl groups; andn and m, which may be the same or different, are 0, 1, 2, 3 or 4;are valuable pharmacological agents.Type: GrantFiled: May 28, 1985Date of Patent: January 6, 1987Assignee: Ausonia Farmaceutici s.r.l.Inventor: Leonardo De Vincentiis
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Patent number: 4616035Abstract: Combating pests such as insects, arachnids and nematodes with novel N-oxalyl-N-methylcarbamic acid esters of the formula ##STR1## in which R represents alkyl, alkenyl, alkinyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy, halogenalkylthio, halogen, nitro, dialkylamino, alkylsulphinyl, alkylsulphonyl, cycloalkyl or a saturated, optionally substituted heterocyclic radical with one or more hetero-atoms from the group comprising O, S and N, or forms a ring which is fused onto the phenyl radical, optionally contains one or more hetero-atoms from the group comprising O, S and N and is optionally substituted.Type: GrantFiled: October 15, 1984Date of Patent: October 7, 1986Assignee: Bayer AktiengesellschaftInventors: Gerhard Heywang, Engelbert Kuhle, Bernhard Homeyer
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Patent number: 4613612Abstract: Insecticidally and acaricidally active novel compounds of the formula ##STR1## in which A is --CF.sub.2 --CF.sub.2 --, --CF.sub.2 --CHF-- or --CF.sub.2 --CFCl--,X is oxygen or sulphur,R.sup.1, R.sup.2 and R.sup.3 each independently is hydrogen, halogen or alkyl,R.sup.4 and R.sup.5 each independently is hydrogen, halogen, alkyl or halogenoalkyl, andR.sup.6 is hydrogen, halogen or alkyl.The benzodioxene intermediates therefor are also new.Type: GrantFiled: August 8, 1985Date of Patent: September 23, 1986Assignee: Bayer AktiengesellschaftInventors: Wilhelm Sirrenberg, Albrecht Marhold, Benedikt Becker
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Patent number: 4612313Abstract: The present invention provides phenylacetonitrile derivatives of the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5, which can be the same or different, are hydrogen or haolgen atoms or alkyl, alkoxy, nitro, amino or acylamino radicals and two adjacent substituents can together also form a methylenedioxy or ethylenedioxy radical, A is a radical of the general formula: ##STR2## in which R.sub.6 is a straight-chained, cyclic or branched, saturated or unsaturated alkyl radical containing 2 to 12 carbon atoms, R.sub.Type: GrantFiled: September 10, 1985Date of Patent: September 16, 1986Assignee: Boehringer Mannheim GmbHInventors: Herbert Leinert, Wolfgang Kampe, Klaus Strein, Bernd Muller-Beckmann, Wolfgang Bartsch
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Patent number: 4611003Abstract: Compounds of the formula ##STR1## in which R.sup.1 is hydrogen, halogen or alkyl,R.sup.2 is halogen, alkyl or alkylthio,X is oxygen or sulphur, andY is hydrogen, halogen, alkyl or halogenoalkyl,which possess pesticidal activity.Type: GrantFiled: June 13, 1983Date of Patent: September 9, 1986Assignee: Bayer AktiengesellschaftInventors: Albrecht Marhold, Wilhelm Sirrenberg, Erich Klauke, Ingeborg Hammann, Benedikt Becker, Ingomar Krehan, Wilhelm Stendel
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Patent number: 4596880Abstract: Benzyl esters of the formula ##STR1## in which n is 1,2,3,4, or 5,R.sup.2 is hydrogen, C.sub.1-4 -alkyl, cyano or ethynyl,R.sup.3 is the radical of a carboxylic acid customary in pyrethroids or pyrethroid-like compounds, andat least one R.sup.1 is fluoroalkoxy or fluoroalkylmercapto, or two together are fluoromethylene- or fluoroethylene-dioxy, and the others, if present, are hydrogen or various radicals,which possess arthropodicidal properties. Various alcohols, amines, aldehydes, halides, and the like, corresponding to the alcohol moieties of the esters are also synthesized.Type: GrantFiled: November 2, 1983Date of Patent: June 24, 1986Assignee: Bayer AktiengesellschaftInventors: Reinhard Lantzsch, Albrecht Marhold, Wolfgang Behrenz, Ingeborg Hammann
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Patent number: 4575557Abstract: Benzamides of the formula (I): ##STR1## in which Ar is optionally substituted aryl; X is O, S or NH and R is optionally substituted alkyl or alkenyl when X is O or S, or is optionally substituted alkenoyl when X is NH, are prepared by(a) reacting a compound of the formula (II):ArCONHCH.sub.2 CN (II)with a brominating agent in a solvent which is substantially chemically inert to the reactants and in which compound (II) is soluble, to form a compound of the formula (III): ##STR2## and (b) reacting the compound (III) with a compound RXH.Preferably, bromination is carried out rapidly in dried ethyl acetate.The process avoids hydration of the CN group of the compound (III) to a carbamoyl group obviating a subsequent dehydration step later.The intermediate compound (III) is novel.The substituted benzamides are useful as herbicides and fungicides.Type: GrantFiled: July 30, 1984Date of Patent: March 11, 1986Assignee: Imperial Chemical Industries PLCInventors: John D. Jones, David Schofield
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Patent number: 4556649Abstract: Insecticidally active novel substituted malonic acid diamide insecticides of the formula ##STR1## wherein R.sup.1 represents aryl or heteroaryl, each of which can optionally be substituted,R.sup.2 represents hydrogen or trialkylsilyl, and represents alkyl, cycloalkyl, alkenyl, alkinyl, aralkyl, alkylcarbonyl, arylcarbonyl, alkoxycarbonyl, aryloxycarbonyl, alkylsulphenyl, arylsulphenyl, alkylsulphonyl, arylsulphonyl, alkylaminosulphonyl, dialkylaminosulphonyl, arylaminosulphonyl or arylalkylaminosulphonyl, each of which can optionally be substituted, and represents radicals of the formula--CO--NR.sup.5 R.sup.6whereinR.sup.5 and R.sup.6 independently of one another represent hydrogen, alkyl, cycloalkyl, aryl, alkylaminocarbonyl, arylaminocarbonyl, alkylcarbonyl, arylcarbonyl, alkoxycarbonyl, aryloxycarbonyl, alkylsulphonyl or arylsulphonyl, it being possible for these radicals to be optionally substituted,R.sup.3 represents hydrogen or the radical R.sup.4,R.sup.7 and R.sup.Type: GrantFiled: December 21, 1984Date of Patent: December 3, 1985Assignee: Bayer AktiengesellschaftInventors: Herbert Salzburg, Rudolf Fauss, Kurt Findeisen, Bernhard Homeyer
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Patent number: 4539413Abstract: The present invention concerns a novel process for the production of new chemical compounds of the general formula: ##STR1## in which: R.sub.1 and R.sub.2 may be identical or different and represent a hydrogen or halogen atom or else a lower alkyl, lower alkoxy, nitro or acetyl group andR represents a lower alkyl or lower aralkyl group, such as benzyl.These compounds are useful in therapy for the treatment of hypertension and cardiac arrhythmia.The novel process involves reaction of a 2-hydroxymethyl-1,4-benzodioxan with epichlorohydrin to produce an intermediate glycidyl ether, which is then reacted with a primary amine to produce the final 3-amino-1-[(1,4-benzodioxan)-2-yl-methoxy]-2-propanol or an acid addition salt thereof.Type: GrantFiled: January 3, 1983Date of Patent: September 3, 1985Assignee: Pierre Fabre S.A.Inventors: Gilbert Mouzin, Henri Cousse, Pol Vilain
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Patent number: 4536587Abstract: A compound of the formula ##STR1## in which R.sup.1 represents a hydrogen or halogen atom or an alkyl radical,R.sup.2 represents a hydrogen or halogen atom,X represents an oxygen or sulphur atom,Y represents a hydrogen or halogen atom or an alkyl or halogenoalkyl radical andA represents an alkylene radical which is substituted by fluorine and optionally additionally substituted by chlorine,which possesses insecticidal activity.Type: GrantFiled: May 12, 1983Date of Patent: August 20, 1985Assignee: Bayer AktiengesellschaftInventors: Wilhelm Sirrenberg, Albrecht Marhold, Ingeborg Hammann, Ingomar Krehan, Wilhelm Stendel
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Patent number: 4486447Abstract: Bis-sulfenylated bis-carbamate compounds exhibit activity against insect and mite pests.Type: GrantFiled: June 24, 1983Date of Patent: December 4, 1984Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4471128Abstract: The novel 1-(2,3-dihydro-1,4-benzodioxin-2S-yl)-5-(2,3-dihydro-1,4-benzodioxin-2R-yl )-3-azapentane-1R,5S-diol, and pharmaceutically acceptable acid addition salts thereof, are efficacious antihypertensive and bradycardic agents. Pharmaceutical compositions, methods of preparation and novel intermediates are described.Type: GrantFiled: August 26, 1982Date of Patent: September 11, 1984Assignee: Ciba-Geigy CorporationInventors: Charles F. Huebner, Heinz W. Gschwend
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Patent number: 4471127Abstract: The novel 1-(2,3-dihydro-1,4-benzodioxin-2S-yl)-5-(2,3-dihydro-1,4-benzodioxin-2R-yl )-3-azapentane-1R,5S-diol, and pharmaceutically acceptable acid addition salts thereof, are efficacious antihypertensive and bradycardic agents. Pharmaceutical compositions, methods of preparation and novel intermediates are described.Type: GrantFiled: August 26, 1982Date of Patent: September 11, 1984Assignee: Ciba-Geigy CorporationInventors: Charles F. Huebner, Heinz W. Gschwend
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Patent number: 4456614Abstract: The present invention concerns chemical compounds of the general formula: ##STR1## in which: R.sub.1 and R.sub.2 may be identical or different and represent a hydrogen or halogen atom or else a lower alkyl, lower alkoxy, nitro or acetyl group andR represents a lower alkyl or lower aralkyl group, such as benzyl.These compounds are useful in therapy for the treatment of hypertension and cardiac arrhythmia.Type: GrantFiled: April 2, 1981Date of Patent: June 26, 1984Assignee: Pierre Fabre S.A.Inventors: Gilbert Mouzin, Henri Cousse, Pol Vilain
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.OMEGA.-Cyano-1, .OMEGA.-diphenyl-azaalkane derivatives, their preparation and drugs containing them
Patent number: 4438131Abstract: .omega.-Cyano-1,.omega.-diphenyl-azaalkane derivatives of the formula I ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8, m and n have the meanings given in the description, and salts thereof with physiologically tolerated acids, are useful in treating cardiovascular disorders.Type: GrantFiled: March 30, 1982Date of Patent: March 20, 1984Assignee: BASF AktiengesellschaftInventors: Oskar Ehrmann, Manfred Raschack, Josef Gries, Rolf Kretzschmar, Hans D. Lehmann, Ludwig Friedrich, Dirk Wuppermann, Frank Zimmermann, Werner Seitz, Hans J. Treiber, Ferdinand Dengel, Wolfram Frank, Hans-Georg Kurbjuweit, Claus D. Mueller -
Patent number: 4436914Abstract: Compounds of the formula ##STR1## and the pharmaceutically acceptable acid addition salts thereof, wherein:n is an integer equal to 0, 1, 2 or 3;R.sup.1 is hydrogen, lower alkyl, optionally substituted phenyl or optionally substituted phenyl lower alkyl;each R is independently hydrogen, lower alkyl, optionally substituted phenyl, or optionally substituted phenyl lower alkyl;are .alpha..sub.2 blockers, and, therefore, are useful in treating essential hypertension and depression, and in inhibiting platelet aggregation.Type: GrantFiled: August 3, 1981Date of Patent: March 13, 1984Inventors: Arthur F. Kluge, Arthur M. Strosberg, Roger L. Whiting, George A. Christie
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Patent number: 4423237Abstract: Novel compounds are disclosed having the formula ##STR1## in which R is selected from the group consisting of alkoxy having from 1 to 6 carbon atoms, cycloalkyl having from 3 to 6 carbon atoms, alkyl having from 1 to 6 carbon atoms, thioalkyl having from 1 to 6 carbon atoms, chloroalkyl having from 1 to 6 carbon atoms, alkynyl having from 2 to 6 carbon atoms and ##STR2## wherein R.sub.2 is alkyl having from 1 to 6 carbon atoms or alkoxy having from 1 to 6 carbon atoms, and R.sub.3 is hydrogen or alkyl having from 1 to 6 carbon atoms.Type: GrantFiled: May 24, 1982Date of Patent: December 27, 1983Assignee: Stauffer Chemical CompanyInventor: Don R. Baker
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Patent number: 4405639Abstract: Fluorine-containing phenylacetic acid esters of the formula ##STR1## in which R represents the radical of an alcohol customary in the case of pyrethroids,R.sup.1 represents C.sub.2-4 -alkyl, C.sub.2-4 -alkenyl or cyclopropyl,X represents H, halogen, alkyl, alkoxy, OCHF.sub.2, SCHF.sub.2, SCClF.sub.2 or SCF.sub.3 andX.sup.1 can vary widely or form a fused ring with X,the overall compound necessarily containing a fluorine atom, which compounds possess arthropodicidal properties. Intermediates therefor and an overall synthesis from an alcohol of the formula ROH and a toluene of the formula ##STR2## are also shown.Type: GrantFiled: May 3, 1982Date of Patent: September 20, 1983Assignee: Bayer AktiengesellschaftInventors: Rainer Fuchs, Erich Klauke, Ingeborg Hammann, Bernhard Homeyer, Wolfgang Behrenz, Wilhelm Stendel, Reinhard Lantzsch, Albrecht Marhold
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Patent number: 4400389Abstract: Bis-sulfenylated bis-carbamate compounds exhibit activity against insect and mite pests.Type: GrantFiled: May 8, 1978Date of Patent: August 23, 1983Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4388322Abstract: Substituted 3-(1,2-dibromo-alkyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid esters of the formula ##STR1## in which R.sup.1 is halogen or optionally substituted phenyl or optionally substituted alkyl,R.sup.2 is hydrogen, halogen or optionally substituted alkyl, andY is the radical of an alcohol customary in pyrethroids, with the proviso that Y is a benzyloxy radical which is substituted by halogen and optionally substituted by at least one additional radical if R.sup.1 is halogen or methyl,which possess pesticidal properties. The acid moieties of such esters wherein R.sup.1 is optionally substituted phenyl are new compounds.Type: GrantFiled: January 19, 1981Date of Patent: June 14, 1983Assignee: Bayer AktiengesellschaftInventors: Rainer Fuchs, Klaus Naumann, Ingeborg Hammann, Wilhelm Stendel
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Patent number: 4381398Abstract: New amino-alcohol derivatives and processes for production thereof are disclosed. These compounds exhibit .alpha. and .beta.-adrenergic receptor blocking activity or they act to increase the flow of blood of certain organs.Type: GrantFiled: March 18, 1980Date of Patent: April 26, 1983Assignee: Kyowa Hakko Kogyo Co., Ltd.Inventors: Hiroshi Takizawa, Yoshimasa Oiji, Kazuhiro Kubo
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Patent number: 4380653Abstract: The novel 1-(2,3-dihydro-1,4-benzodioxin-2S-yl)-5-(2,3-dihydro-1,4-benzodioxin-2R-yl )-3-azapentane-1R,5S-diol, and pharmaceutically acceptable acid addition salts thereof, are efficacious antihypertensive and bradycardic agents. Pharmaceutical compositions, methods of preparation and novel intermediates are described.Type: GrantFiled: September 8, 1981Date of Patent: April 19, 1983Assignee: Ciba-Geigy CorporationInventors: Charles F. Huebner, Heinz W. Gschwend
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Patent number: 4360464Abstract: A process for the preparation of 1-aryloxy-3-aminopropane derivatives and acid addition salts thereof and such products per se the process comprising ring opening of tertiary azetidinol derivatives. They possess .beta.-adrenergic blocking activity and an activity of controlling secretion of gastric juice and are therefore useful antiulcerative medicines for peptic ulcer and duodenal ulcer.Type: GrantFiled: June 6, 1978Date of Patent: November 23, 1982Assignee: Teikoku Hormone Mfg. Co. Ltd.Inventors: Kunio Tsukamoto, Yasushi Suzuki, Akihiro Izumi, Yoshio Hiramatsu
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Patent number: 4360690Abstract: 1-Aryl-cyclopropane-1-carboxylic acid esters of the formula ##STR1## in which R.sup.1 represents a hydrogen atom, a cyano radical or an alkyl, alkenyl or alkinyl radical within each case up to 7 carbon atoms, andR.sup.2 represents a phenyl radical which is substituted by halogen and/or optionally halogen-substituted phenoxy, with the proviso that the radical R.sup.2 in total contains at least one fluorine substituent,R.sup.3 and R.sup.4, which can be identical or different, represents a fluorine, chlorine or bromine atom or a methyl radical,R.sup.5 represents a hydrogen or halogen atom or a methyl or methoxy radical, andR.sup.6 represents a hydrogen or halogen atom, a cyano nitro or amino radical or an optionally halogen-substituted radical selected from C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy and C.sub.1 to C.sub.4 alkylthio,or whereinthe two radicals R.sup.5 and R.sup.6 together represent an optionally halogen-substituted C.sub.1 or C.sub.Type: GrantFiled: June 12, 1981Date of Patent: November 23, 1982Assignee: Bayer AktiengesellschaftInventors: Rainer Fuchs, Klaus Naumann, Ingeborg Hammann, Bernhard Homeyer, Wolfgang Behrenz, Wilhelm Stendel
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Patent number: 4348323Abstract: Fluorine-containing phenylacetic acid esters of the formula ##STR1## in which R represents the radical of an alcohol customary in the case of pyrethroids,R.sup.1 represents C.sub.2-4 -alkyl, C.sub.2-4 -alkenyl or cyclopropyl,X represents H, halogen, alkyl, alkoxy, OCHF.sub.2, SCHF.sub.2, SCClF.sub.2 or SCF.sub.3 andX.sup.1 can vary widely or form a fused ring with X, the overall compound necessarily containing a fluorine atom, which compounds possess arthropodicidal properties. Intermediates therefor and an overall synthesis from an alcohol of the formula ROH and a toluene of the formula ##STR2## are also shown.Type: GrantFiled: January 19, 1981Date of Patent: September 7, 1982Assignee: Bayer AktiengesellschaftInventors: Rainer Fuchs, Erich Klauke, Ingeborg Hammann, Bernhard Homeyer, Wolfgang Behrenz, Wilhelm St-Noel, Reinhard Lantzsch, Albrecht Harhold