Chalcogen Attached Indirectly To The Hetero Ring By Nonionic Bonding Patents (Class 549/497)
  • Patent number: 5010100
    Abstract: The present invention is directed to a specifically substituted tetrahydrofuran of the formula (I) ##STR1## wherein R.sup.4 is an alkylthio, alkylsulfinyl or alkylsulfonyl containing group, Y is an alkyl or substituted alkyl group and R.sup.6 is an alkoxy or a substituted alkoxy or alkyl group.
    Type: Grant
    Filed: June 8, 1989
    Date of Patent: April 23, 1991
    Assignee: Merck & Co. Inc.
    Inventors: Tesfaye Biftu, John C. Chabala, Robert L. Bugianesi, Mitree M. Ponpipom, Soumya P. Sahoo
  • Patent number: 5008410
    Abstract: A method for producing a furfuryl alcohol useful as an intermediate for producing agricultural chemicals, medicines, perfumes, etc., represented by the general formula (I), ##STR1## wherein R.sub.1 represents a hydrogen atom or a methyl group, and R.sub.2 represents an allyl or propargyl group, which comprises reacting a furfural represented by the general formula (II), ##STR2## wherein R.sub.1 has the same meaning as described above, with a halogen compound represented by the general formula,X--R.sub.2wherein X represents a halogen atom and R.sub.2 has the same meaning as described above, in water or a water/organic solvent mixed solvent in the presence of at least one organic quaternary ammonium salt selected from the group consisting of tetra(C.sub.2 -C.sub.5 alkyl)amonium halide, benzyltri (C.sub.2 -C.sub.3 alkyl)ammonium chloride, dodecyltrimethylammonium bromide and cetyltrimethylammonium chloride as well as an inorganic ammonium salt and zinc.
    Type: Grant
    Filed: May 26, 1987
    Date of Patent: April 16, 1991
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kazuo Tashiro, Kunihiko Tanaka
  • Patent number: 4999429
    Abstract: Aryl difluoromethyl sulfone adds to aldehydes under phase transfer conditions to give novel substituted alcohols of the general formulaRCH(OH)CF.sub.2 SO.sub.2 Ar (I)wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.
    Type: Grant
    Filed: November 13, 1989
    Date of Patent: March 12, 1991
    Assignee: Ethyl Corporation
    Inventor: G. Patrick Stahly
  • Patent number: 4973583
    Abstract: Pesticidal O-halogenocyclobutyl S-alkyl (di) thiophosph(on)ates of the formula ##STR1## in which x represents oxygen or sulphur,p represents zero, one or two,m represents zero, one or two,n represents 2, 3 or 4R.sup.1 represents alkyl, alkoxy which is optionally interrupted by oxygen or sulphur and can be substituted by halogen, or alkenyloxy, alkinyloxy, heterocyclyl-alkoxy or cycloalkoxy which is optionally substituted by alkyl and/or halogen,R.sup.2 represents alkyl which is optionally interrupted by oxygen or sulphur and can be substituted by halogen, or alkenyl, alkinyl or heterocyclyl-alkyl andR.sup.3 represents hydrogen or alkyl.
    Type: Grant
    Filed: June 1, 1989
    Date of Patent: November 27, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd-Wieland Kruger, Dietmar Bielefeldt, Karl-Rudolf Gassen, Bernhard Homeyer, Benedikt Becker, Hans-Detlef Matthaei, Wilhelm Stendel
  • Patent number: 4963689
    Abstract: Heterocyclicguanidines as 5HT.sub.3 antagonists useful in the treatment of nausea, anxiety, pain, schizophrenia and gastrointestinal disorders.
    Type: Grant
    Filed: May 19, 1989
    Date of Patent: October 16, 1990
    Assignee: Pfizer Inc.
    Inventors: Arthur A. Nagel, James P. Rizzi, Terry J. Rosen
  • Patent number: 4958033
    Abstract: A process for preparing an alcohol of the formula: ##STR1## by reacting a carbonyl compound of the formula: ##STR2## or an oxirane of the formula: ##STR3## magnesium and a propargyl halide of the formula: ##STR4## followed by hydrolysis, characterized in that the carbonyl compound (II) or the oxirane compound (III) and the propargyl halide (IV) are reacted simultaneously with magnesium in an inert solvent in the presence of zinc or a halide thereof.
    Type: Grant
    Filed: September 26, 1986
    Date of Patent: September 18, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yukihisa Takisawa, Nobuharu Kono, Kenji Saito, Hiroshi Yamachika
  • Patent number: 4958037
    Abstract: Novel precursors for the synthesis of methyl-9-oxo-11.alpha.,16-dihydroxy-16-vinyl-5-cis-13-trans prostadienoates having the formulae ##STR1## wherein R.sub.1 is H or C.sub.1 -C.sub.4 alkyl; R.sub.2 is C.sub.1 -C.sub.4 alkyl, R.sub.3 is H, C.sub.1 -C.sub.4 trialkylsilyl or C.sub.1 -C.sub.6 alkyl; X.sub.1 is halogen, cyano, C.sub.1 -C.sub.4 alkoxycarbonyl, carboxy or tri (C.sub.1 -C.sub.4 alkoxy)methyl; n is 2-4 inclusive; and P.sub.1 is H or a blocking or protective group; congeners and racemic mixture of these compounds and processes of synthesizing them.
    Type: Grant
    Filed: April 25, 1988
    Date of Patent: September 18, 1990
    Assignee: American Cyanamid Company
    Inventor: Middleton B. Floyd, Jr.
  • Patent number: 4954633
    Abstract: Isoxazolines of the general formula II ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each unsubstituted or halogen-, haloalkyl-, alkoxy-, haloalkoxy-, nitro-, cyano-, dialkylphosphonyl- or alkoxycarbonyl-substituted alkyl, aryl, aralkyl, alkoxycarbonyl or dialkoxyphosphonyl, R.sup.2 and R.sup.4 are each also hydrogen and R.sup.3 is also hydroxyalkyl which is unblocked or blocked by a detachable protective group or is haloalkyl, X is hydrogen or a detachable protective group, are used to prepare furans.
    Type: Grant
    Filed: July 25, 1989
    Date of Patent: September 4, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans Theobald, Rainer Becker, Walter Himmele
  • Patent number: 4937253
    Abstract: This invention relates to ester prodrugs for alkanoic acid compounds useful as leukotriene antagonists, and pharmaceutical compositions containing such ester prodrug compounds. This invention also relates to methods of treating diseases in which leukotrienes are a factor by administration of an effective amount of the above compounds or compositions.
    Type: Grant
    Filed: September 23, 1988
    Date of Patent: June 26, 1990
    Assignee: SmithKline Beecham Corporation
    Inventors: John G. Gleason, Ralph F. Hall, John F. Newton, Kathleen A. Phipps, Joanne Smallheer
  • Patent number: 4927947
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## wherein A is pyridyl, furyl, thienyl, pyridazinyl, pyrimidinyl or pyrazinyl; n is 0-5; and B is H, --COOH and its esters, amides and pharmaceutically acceptable salts, --CHO and its acetal derivatives, --COR.sub.1 and its ketal derivatives where R.sub.1 is --(CH.sub.2).sub.n CH.sub.3 where n is defined above, or --CH.sub.2 OH and its ether and acyl ester derivatives; or a pharmaceutically acceptable salt.
    Type: Grant
    Filed: January 30, 1989
    Date of Patent: May 22, 1990
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 4923884
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## wherein A is pyridyl, furyl, thienyl, pyridazinyl, pyrimidinyl or pyrazinyl; n is 0-5; and B is H, --COOH and its esters, amides and pharmaceutically acceptable salts, --CHO and its acetal derivatives, --COR.sub.1 and its ketal derivatives where R.sub.1 is --(CH.sub.2).sub.n CH.sub.3 where n is defined above, or --CH.sub.2 OH and its ether and acyl ester derivatives; or a pharmaceutically acceptable salt.
    Type: Grant
    Filed: April 1, 1988
    Date of Patent: May 8, 1990
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 4874792
    Abstract: This invention relates to alkanoic acid compounds having phenyl and thio substituents which are useful as leukotriene antagonists and pharmaceutical compositions containing such compounds. This invention also relates to treating diseases in which leukotrienes are a factor by administration of an effective amount of the above compounds or compositions.
    Type: Grant
    Filed: March 25, 1988
    Date of Patent: October 17, 1989
    Assignee: Smithkline Beckman Corporation
    Inventors: John G. Gleason, Ralph F. Hall, Thomas W. Ku, Carl D. Perchonock
  • Patent number: 4870099
    Abstract: Novel sesterterpene compounds are derived from marine sponges of the genus Ircinia. These compounds and pharmaceutical compositions containing them as active ingredients are useful in the treatment of fungal infections.
    Type: Grant
    Filed: May 23, 1988
    Date of Patent: September 26, 1989
    Assignee: Harbor Branch Oceanographic Institution, Inc.
    Inventors: Amy E. Wright, Peter J. McCarthy
  • Patent number: 4870100
    Abstract: 2-benzylfuryl compounds of the general formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are identical or different substituents and are each hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, haloalkylthio, alkenyl or haloalkenyl, each of not more than 6 carbon atoms, n being 1, 2 or 3 where R.sup.3 is not hydrogen, and R.sup.4 and R.sup.5 are each hydrogen or alkyl of not more than 6 carbon atoms, R is --CHO or CHR.sup.6 OA, R.sup.6 is hydrogen, cyano, alkyl, alkenyl, haloalkenyl or alkynyl, each of not more than 6 carbon atoms, or carboxamide, and A is either hydrogen or a radical of an acid typical for pyrethroids, with the proviso that R.sup.2 is not hydrogen, chlorine, bromine, methyl or methoxy when R.sup.1 is hydrogen or methyl and R.sup.3 and A are each hydrogen, and furthermore with the proviso that R.sup.1 and R.sup.2 are not methyl when A is a radical of tetramethylcyclopropanecarboxylic acid, and finally with the proviso that R.sup.2 is not methyl, chlorine, bromine or methoxy and R.
    Type: Grant
    Filed: December 11, 1986
    Date of Patent: September 26, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Wolf, Hans Theobald, Rainer Becker, Norbert Goetz, Walter Himmele, Rudolf Kropp
  • Patent number: 4855318
    Abstract: Iodopropargyl ethers of the formula ##STR1## wherein A represents oxygen or a methylene group,R.sup.1 denotes hydrogen or lower alkyl,R.sup.2 and R.sup.3 are identical or different and represent hydrogen, lower alkyl, alkenyl or unsubstituted or halogen-substituted phenyl, or R.sup.2 and R.sup.3 together form a carbocyclic ring with 4 to 7 C atoms,l and m represent 0, 1 or 2,k denotes 0 or 1 andn denotes an integer from 0 to 4, with the proviso that if l is 0, n represents 1, 2, 3 or 4,can be prepared by reaction of the corresponding propargyl ethers with iodinating agents. The iodopropargyl ethers are active compounds in microbicidal agents.
    Type: Grant
    Filed: June 26, 1987
    Date of Patent: August 8, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerold Schade, Wilfried Paulus, Hans-Georg Schmitt
  • Patent number: 4820858
    Abstract: The invention relates to a process for the preparation of 2-(hydroxyalkyl)acrylic compounds having the formula ##STR1## wherein X represents a --CN group, a --COOR.sub.3 group, a --COR.sub.4 group or a --CONR.sub.4 R.sub.5 group wherein R.sub.3 is an alkyl group containing 1-4 C atoms and R.sub.4 and R.sub.5 independently represent an H atom or R.sub.3, andwherein R.sub.1 and R.sub.2 independently represent an H atom or an alkyl group with 1-4 C atoms or an (hetero) aryl group, or R.sub.1 and R.sub.2 together represent a cyclic compound with 5-12 C atomsby contacting an acrylic compound H.sub.2 C.dbd.CH--X with a carbonyl compound of the formula ##STR2## wherein X, R.sub.1 and R.sub.2 denote the same as in the above, this being effected in the liquid phase in the presence of a tertiary amine, characterized in that the reaction is carried out at a pressure in excess of 500 bar in excess of 500 bar, advantageously 1,500-18,000 bar.
    Type: Grant
    Filed: March 18, 1988
    Date of Patent: April 11, 1989
    Assignee: Stamicarbon B.V.
    Inventors: Neil S. Isaacs, Jonathan Hill
  • Patent number: 4778818
    Abstract: Substituted cinnamyl-2,3-dihydrobenzofurans and analogs were prepared from the nucleophlic substitution of a cinnamylhalide with a 2,3-dihydrobenzofuran anion or an analog thereof. These compounds were found to be potent topical anti-inflammatory agents.
    Type: Grant
    Filed: April 17, 1987
    Date of Patent: October 18, 1988
    Assignee: Merck & Co., Inc.
    Inventors: Michael N. Chang, Norman P. Jensen, Milton L. Hammond, Robert A. Zambias, John McDonald, Kathleen M. Rupprecht
  • Patent number: 4719227
    Abstract: Iodopropargyl ethers of the formula ##STR1## wherein A represents oxygen or a methylene group,R.sup.1 denotes hydrogen or lower alkyl,R.sup.2 and R.sup.3 are identical or different and represent hydrogen, lower alkyl, alkenyl or unsubstituted or halogen-substituted phenyl, or R.sup.2 and R.sup.3 together form a carbocyclic ring with 4 to 7 C atoms,L and m represent 0, 1 or 2,k denotes 0 or 1 andn denotes an integer from 0 to 4, with the proviso that if 1 is 0, n represents 1, 2, 3 or 4,can be prepared by reaction of the corresponding propargyl ethers with iodinating agents. The iodopropargyl ethers are active compounds in microbicidal agents.
    Type: Grant
    Filed: February 27, 1986
    Date of Patent: January 12, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerold Schade, Wilfried Paulus, Hans-Georg Schmitt
  • Patent number: 4686301
    Abstract: Process for the preparation of compounds of the formula (I) ##STR1## in which R denotes a C.sub.1 -C.sub.4 -alkyl radical which is optionally substituted by C.sub.1 -C.sub.4 -alkoxy groups, or a phenyl radical which can be substituted by alkyl or alkoxy groups having 1 to 4 carbon atoms or by chlorine or bromine atoms, or, together with R.sub.2, denotes an alkylene bridge --(CH.sub.2).sub.n -- in which n is the number 3 or 4, R.sub.1 denotes a hydrogen atom or an alkyl radical having 1 to 4 carbon atoms, and R.sub.2 represents a hydrogen atom or an alkyl radical having 1 to 4 carbon atoms, or, together with R, represents an alkylene bridge --(CH.sub.2).sub.n -- in which n has the meaning mentioned, by reacting 2,4-dinitrochlorobenzene with an alcohol of the formula (II) ##STR2## in which R, R.sub.1 and R.sub.2 have the meanings mentioned above, in the presence of lithium oxide or lithium hydroxide at temperatures from 0.degree. to 5.degree. C.
    Type: Grant
    Filed: June 2, 1986
    Date of Patent: August 11, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Theodor Papenfuhs, Friedrich Schophoff
  • Patent number: 4658045
    Abstract: 2,5-disubstituted furans are prepared by the cyclization of a 1,4-diketone in the presence of an intermediate or large pore sized acidic zeolite catalyst, preferably at elevated temperatures.
    Type: Grant
    Filed: November 22, 1985
    Date of Patent: April 14, 1987
    Assignee: Mobil Oil Corporation
    Inventor: Ralph M. Dessau
  • Patent number: 4595693
    Abstract: Analogs of 2,5-Diaryl tetrahydrofurans which were substituted or unsubstituted at 3,4-positions were prepared.These compounds are found to have potent and specific PAF (Platelet Activating Factor) antagonistic activities and thereby useful in the treatment of various diseases or disorders mediated by the PAF, for example, inflammation, cardiovascular disorder, asthma, lung edema, adult respiratory distress syndrome, pain, and aggregation of platelets.
    Type: Grant
    Filed: June 4, 1984
    Date of Patent: June 17, 1986
    Assignee: Merck & Co., Inc.
    Inventors: Tesfaye Biftu, Thomas W. Doebber, San-Bao Hwang, Thomas R. Beattie, Tsung-Ying Shen, Robert Stevenson
  • Patent number: 4570005
    Abstract: 2-Arylpropyl ether or thioether derivatives represented by the following general formula [I]: ##STR1## wherein Ar stands for an aryl group, R stands for a methyl or ethyl group, Y stands for an oxygen or sulfur atom, and B stands for a group represented by the following formula [II]: ##STR2## or the following general formula [III]: ##STR3## wherein Z stands for an oxygen or sulfur atom or a carbonyl or methylene group, R.sup.1 stands for a hydrogen or halogen atom or a lower alkyl group or a lower alkoxy group, and n is an integer of from 1 to 5 with the proviso that when n is 2 or more, the groups R.sup.1 may be the same or different,are produced by reacting a compound represented by the following formula (V): ##STR4## with a compound represented by the following formula (VI):B--CH.sub.2 --D (VI)wherein Ar, R and B are defined above, A is a halogen atom and D is Y--H in which Y is as defined above,in the presence of a base in dimethylsulfoxide or sulfolane.
    Type: Grant
    Filed: July 14, 1983
    Date of Patent: February 11, 1986
    Assignee: Mitsuitoatsu Chemicals Inc.
    Inventors: Kiyoshi Nakatani, Satoshi Numata, Tsuneo Inoue, Kenji Kodaka, Tsutomu Ishii, Teruhiko Toyama, Hajime Tachibana, Takatoshi Udagawa, Masatoshi Gohbara
  • Patent number: 4539332
    Abstract: Analogs of 2,5-Diaryl tetrahydrofurans which were substituted or unsubstituted at 3,4-positions were prepared.These compounds are found to have potent and specific PAF (Platelet Activating Factor) antagonistic activities and thereby useful in the treatment of various diseases or disorders mediated by the PAF, for example, inflammation, cardiovascular disorder, asthma, lung edema, adult respiratory distress syndrome, pain, and aggregation of platelets.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: September 3, 1985
    Assignee: Merck & Co., Inc.
    Inventors: Tesfaye Biftu, San-Bao Hwang, Thomas W. Doebber, Thomas R. Beattie, Tsung-Ying Shen
  • 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: 4499311
    Abstract: The effluent stream from a process for producing phenolic compounds is reacted with an aldehyde in the presence of a base to form a water soluble resol which is useful in enhanced oil recovery.
    Type: Grant
    Filed: December 2, 1982
    Date of Patent: February 12, 1985
    Assignee: General Electric Company
    Inventors: Clifford L. Spiro, Edward J. Lamby
  • Patent number: 4487776
    Abstract: The invention relates to azolyl-phenoxy-tetrahydrofuran-2-ylidene-methanes defined herein under formula (I). Also included in the invention are compositions containing said compounds of formula (I) and methods for the use of such compounds and compositions as antimycotic agents. The invention further includes methods for the manufacture of the compounds of formula (I).
    Type: Grant
    Filed: January 27, 1983
    Date of Patent: December 11, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Ludwig Elbe, Manfred Jautelat, Karl H. Buchel, Klaus Schaller, Manfred Plempel
  • Patent number: 4459419
    Abstract: Zeolite-ruthenium catalysts in which the ruthenium is in the form of a cation are very effective in catalyzing the hydrogenation of a broad range of organic compounds.
    Type: Grant
    Filed: September 2, 1982
    Date of Patent: July 10, 1984
    Assignee: Ethyl Corporation
    Inventor: Paul D. Seemuth
  • Patent number: 4426524
    Abstract: Disclosed and exemplified are insecticidal and acaricidal optionally substituted furylbenzyl, thienylbenzyl, pyrazinylbenzyl, or pyridinzylbenzyl esters of the pyrethroid acids, novel pyrethroid alcohols and other intermediates, and compositions, a method of use and a process for preparation of the esters.
    Type: Grant
    Filed: January 21, 1982
    Date of Patent: January 17, 1984
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4414216
    Abstract: There are disclosed tetrahydrofuran compounds and analogs thereof of the formula: ##STR1## and pharmaceutically acceptable acid addition salts thereof, wherein X is oxygen or sulfur, R.sup.1 and R.sup.2 are each hydrogen, halogen, lower alkyl or lower alkoxy, and Am is a group of the formula: ##STR2## wherein Z is oxygen or sulfur, R.sup.3 is hydrogen or halogen, R.sup.4 is hydrogen, lower alkyl or phenyl which may be substituted by 1 to 3 substituents at any position(s) on the phenyl nucleus, each substituent being independently selected from halogen, lower alkyl and lower alkoxy, and R.sup.5 is hydrogen or lower alkyl. Such compounds are useful as neuroleptics.
    Type: Grant
    Filed: June 21, 1982
    Date of Patent: November 8, 1983
    Assignee: Yoshitomi Phamaceutical Industries, Ltd.
    Inventors: Takeshi Kawakita, Yasuaki Chihara, Takemi Fukuda, Michihide Setoguchi, Tetsuya Tahara
  • Patent number: 4408057
    Abstract: Disclosed are novel compounds of the formula ##STR1## wherein R.sup.1 is a heterocyclic radical selected from furanyl, thienyl, pyridyl, pyrimidyl, oxazolyl, pyrrolyl, isoxazolyl, thiazolyl, and isothiazolyl, and R.sup.2 is hydrogen, a tetramethylcyclopropanecarbonyl group, a 1-(substituted-phenyl)-2-methylpropyl-1-carbonyl group, a 1-(4-ethoxyphenyl)-2,2-dichlorocyclopropanecarbonyl group, or a substituted-vinylcyclopropanecarbonyl group. The compounds wherein R.sup.2 is other than hydrogen are insecticides.
    Type: Grant
    Filed: December 20, 1982
    Date of Patent: October 4, 1983
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4397864
    Abstract: The present invention relates to 2-arylpropyl ether or thioether derivatives represented by the following general formula [I]: ##STR1## wherein Ar stands for an aryl group, R stands for a methyl or ethyl group, Y stands for an oxygen or sulfur atom, and B stands for a group represented by the following formula [II]: ##STR2## or the following general formula [III]: ##STR3## wherein Z stands for an oxygen or sulfur atom or a carbonyl or methylene group, R.sup.1 stands for a hydrogen or halogen atom or a lower alkyl group or a lower alkoxy group, and n is an integer of from 1 to 5 with the proviso that when n is 2 or more, the groups R.sup.1 may be the same or different, and also to processes for the preparation or these ethers of thioethers and a use of these ethers or thioethers.These compounds of the present invention have excellent insecticidal and acaricidal activities while the toxicity of these compounds are very low.
    Type: Grant
    Filed: April 14, 1981
    Date of Patent: August 9, 1983
    Assignee: Mitsuitoatsu Chemicals Inc.
    Inventors: Kiyoshi Nakatani, Satoshi Numata, Tsuneo Inoue, Kenji Kodaka, Tsutomu Ishii, Teruhiko Toyama, Hajime Tachibana, Takatoshi Udagawa, Masatoshi Gohbara
  • Patent number: 4382094
    Abstract: A compound of the formula (I) and pharmaceutically acceptable salts thereof: ##STR1## wherein: Ar is phenyl, optionally substituted by one or more C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halogen, cyano, nitro, hydroxy, CONH.sub.2, CO.sub.2 W wherein W is C.sub.1-6 alkyl or C.sub.1-4 alkylphenyl which phenyl may be substituted by one or more C.sub.1-4 alkyl, C.sub.1-4 alkoxy or halogen, NR.sub.1 R.sub.2 wherein R.sub.1 and R.sub.2 are selected from hydrogen or C.sub.1-6 alkyl, NHCO C.sub.1-6 alkyl or C.sub.1-6 alkylcarbonyloxy; phenyl disubstituted on adjacent carbon atoms by methylenedioxy; furyl or thienyl;the dotted lines represent an optionally present double bond; andX is CO or CR.sub.1 OH wherein R.sub.1 is hydrogen or C.sub.1-4 alkyl, having useful pharmacological activity, processes for their preparation and their use.
    Type: Grant
    Filed: July 29, 1981
    Date of Patent: May 3, 1983
    Assignee: Beecham Group Limited
    Inventors: Alexander C. Goudie, Josephine M. Cox
  • Patent number: 4368205
    Abstract: Disclosed are novel compounds of the formula ##STR1## wherein R.sup.1 is a heterocyclic radical selected from furanyl, thienyl, pyridyl, pyrimidyl, oxazolyl, pyrrolyl, isoxazolyl, thiazolyl, and isothiazolyl, and R.sup.2 is hydrogen, a tetramethylcylopropanecarbonyl group, a 1-(substituted-phenyl)-2-methylpropyl-1-carbonyl group, a 1-(4-ethoxyphenyl)-2-dichlorocyclopropanecarbonyl group, or a substituted-vinyl-cyclopropanecarbonyl group. The compounds wherein R.sup.2 is other than hydrogen are insecticides.
    Type: Grant
    Filed: September 17, 1981
    Date of Patent: January 11, 1983
    Assignee: FMC Corporation
    Inventor: John F. Engel
  • Patent number: 4357345
    Abstract: 3,5-di(t-butyl)-4-hydroxyphenyl- and 3,5-di(t-butyl)-4-hydroxybenzoyl-substituted furans have pharmacological activity as antiinflammatory agents.
    Type: Grant
    Filed: November 23, 1981
    Date of Patent: November 2, 1982
    Assignee: Riker Laboratories, Inc.
    Inventor: George G. I. Moore
  • Patent number: 4352756
    Abstract: In the production of a furfuryl alcohol of the formula: ##STR1## wherein R.sub.1 is a hydrogen atom or a methyl group and R.sub.2 is an allyl or .alpha.-methylallyl group, by combining the corresponding furfural of the formula: ##STR2## wherein R.sub.1 is as defined above, with magnesium and allyl chloride or .alpha.-methylallyl chloride into a reaction and hydrolysing the resultant product, the improved method wherein tetrahydrofuran or its mixture with at least one aromatic hydrocarbon is used as a reaction medium, and the furfural and allyl chloride or .alpha.-methylallyl chloride are simultaneously added to the reaction medium comprising magnesium, whereby the objective furfuryl alcohol is obtained in high yields.
    Type: Grant
    Filed: March 30, 1981
    Date of Patent: October 5, 1982
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yukihisa Takisawa, Kenji Saito, Hiroshi Yamachika
  • Patent number: 4347190
    Abstract: The invention is concerned with odorant and/or flavoring substances, intermediates therefor, a process for the manufacture of said substances, odorant and/or flavoring compositions containing same and a process for the preparation of said compositions. The invention is also concerned with a method of imparting an odor and/or a flavor to materials using said substances or compositions.
    Type: Grant
    Filed: September 12, 1980
    Date of Patent: August 31, 1982
    Assignee: Givaudan Corporation
    Inventors: Roman Kaiser, Dietmar Lamparsky
  • Patent number: 4340543
    Abstract: Sulfonium compounds represented by the formula ##STR1## have anticancer activity, immunostimulant activity and the like, and useful as the active components of drugs and agricultural chemicals.
    Type: Grant
    Filed: February 3, 1981
    Date of Patent: July 20, 1982
    Assignee: Taiho Pharmaceutical Company Limited
    Inventors: Akihide Koda, Mikio Hori, Mitsugi Yasumoto, Ichiro Yamawaki, Yuji Yamada, Katsuo Takikawa
  • Patent number: 4335248
    Abstract: 9-Substituted, 4- or 6-fluorine substituted retinoic acid derivatives useful as antitumor agents and in the treatment of acne as well as a method for their manufacture are disclosed. Substituents at the 9-position include substituted phenyl, thienyl and furyl groups.
    Type: Grant
    Filed: June 29, 1981
    Date of Patent: June 15, 1982
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Ka-Kong Chan, Beverly A. Pawson