Chalcogen Attached Indirectly To The Hetero Ring By Nonionic Bonding Patents (Class 549/497)
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Patent number: 5010100Abstract: 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: GrantFiled: June 8, 1989Date of Patent: April 23, 1991Assignee: Merck & Co. Inc.Inventors: Tesfaye Biftu, John C. Chabala, Robert L. Bugianesi, Mitree M. Ponpipom, Soumya P. Sahoo
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Patent number: 5008410Abstract: 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: GrantFiled: May 26, 1987Date of Patent: April 16, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Kazuo Tashiro, Kunihiko Tanaka
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Patent number: 4999429Abstract: 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: GrantFiled: November 13, 1989Date of Patent: March 12, 1991Assignee: Ethyl CorporationInventor: G. Patrick Stahly
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Patent number: 4973583Abstract: 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: GrantFiled: June 1, 1989Date of Patent: November 27, 1990Assignee: Bayer AktiengesellschaftInventors: Bernd-Wieland Kruger, Dietmar Bielefeldt, Karl-Rudolf Gassen, Bernhard Homeyer, Benedikt Becker, Hans-Detlef Matthaei, Wilhelm Stendel
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Patent number: 4963689Abstract: Heterocyclicguanidines as 5HT.sub.3 antagonists useful in the treatment of nausea, anxiety, pain, schizophrenia and gastrointestinal disorders.Type: GrantFiled: May 19, 1989Date of Patent: October 16, 1990Assignee: Pfizer Inc.Inventors: Arthur A. Nagel, James P. Rizzi, Terry J. Rosen
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Patent number: 4958033Abstract: 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: GrantFiled: September 26, 1986Date of Patent: September 18, 1990Assignee: Sumitomo Chemical Company, LimitedInventors: Yukihisa Takisawa, Nobuharu Kono, Kenji Saito, Hiroshi Yamachika
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Patent number: 4958037Abstract: 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: GrantFiled: April 25, 1988Date of Patent: September 18, 1990Assignee: American Cyanamid CompanyInventor: Middleton B. Floyd, Jr.
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Patent number: 4954633Abstract: 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: GrantFiled: July 25, 1989Date of Patent: September 4, 1990Assignee: BASF AktiengesellschaftInventors: Hans Theobald, Rainer Becker, Walter Himmele
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Patent number: 4937253Abstract: 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: GrantFiled: September 23, 1988Date of Patent: June 26, 1990Assignee: SmithKline Beecham CorporationInventors: John G. Gleason, Ralph F. Hall, John F. Newton, Kathleen A. Phipps, Joanne Smallheer
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Patent number: 4927947Abstract: 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: GrantFiled: January 30, 1989Date of Patent: May 22, 1990Assignee: Allergan, Inc.Inventor: Roshantha A. S. Chandraratna
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Patent number: 4923884Abstract: 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: GrantFiled: April 1, 1988Date of Patent: May 8, 1990Assignee: Allergan, Inc.Inventor: Roshantha A. S. Chandraratna
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Patent number: 4874792Abstract: 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: GrantFiled: March 25, 1988Date of Patent: October 17, 1989Assignee: Smithkline Beckman CorporationInventors: John G. Gleason, Ralph F. Hall, Thomas W. Ku, Carl D. Perchonock
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Patent number: 4870099Abstract: 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: GrantFiled: May 23, 1988Date of Patent: September 26, 1989Assignee: Harbor Branch Oceanographic Institution, Inc.Inventors: Amy E. Wright, Peter J. McCarthy
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Patent number: 4870100Abstract: 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: GrantFiled: December 11, 1986Date of Patent: September 26, 1989Assignee: BASF AktiengesellschaftInventors: Bernd Wolf, Hans Theobald, Rainer Becker, Norbert Goetz, Walter Himmele, Rudolf Kropp
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Patent number: 4855318Abstract: 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: GrantFiled: June 26, 1987Date of Patent: August 8, 1989Assignee: Bayer AktiengesellschaftInventors: Gerold Schade, Wilfried Paulus, Hans-Georg Schmitt
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Patent number: 4820858Abstract: 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: GrantFiled: March 18, 1988Date of Patent: April 11, 1989Assignee: Stamicarbon B.V.Inventors: Neil S. Isaacs, Jonathan Hill
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Patent number: 4778818Abstract: 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: GrantFiled: April 17, 1987Date of Patent: October 18, 1988Assignee: Merck & Co., Inc.Inventors: Michael N. Chang, Norman P. Jensen, Milton L. Hammond, Robert A. Zambias, John McDonald, Kathleen M. Rupprecht
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Patent number: 4719227Abstract: 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: GrantFiled: February 27, 1986Date of Patent: January 12, 1988Assignee: Bayer AktiengesellschaftInventors: Gerold Schade, Wilfried Paulus, Hans-Georg Schmitt
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Patent number: 4686301Abstract: 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: GrantFiled: June 2, 1986Date of Patent: August 11, 1987Assignee: Hoechst AktiengesellschaftInventors: Theodor Papenfuhs, Friedrich Schophoff
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Patent number: 4658045Abstract: 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: GrantFiled: November 22, 1985Date of Patent: April 14, 1987Assignee: Mobil Oil CorporationInventor: Ralph M. Dessau
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Patent number: 4595693Abstract: 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: GrantFiled: June 4, 1984Date of Patent: June 17, 1986Assignee: Merck & Co., Inc.Inventors: Tesfaye Biftu, Thomas W. Doebber, San-Bao Hwang, Thomas R. Beattie, Tsung-Ying Shen, Robert Stevenson
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Patent number: 4570005Abstract: 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: GrantFiled: July 14, 1983Date of Patent: February 11, 1986Assignee: Mitsuitoatsu Chemicals Inc.Inventors: Kiyoshi Nakatani, Satoshi Numata, Tsuneo Inoue, Kenji Kodaka, Tsutomu Ishii, Teruhiko Toyama, Hajime Tachibana, Takatoshi Udagawa, Masatoshi Gohbara
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Patent number: 4539332Abstract: 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: GrantFiled: November 14, 1983Date of Patent: September 3, 1985Assignee: Merck & Co., Inc.Inventors: Tesfaye Biftu, San-Bao Hwang, Thomas W. Doebber, Thomas R. Beattie, Tsung-Ying Shen
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Patent number: 4510148Abstract: 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: GrantFiled: May 27, 1983Date of Patent: April 9, 1985Assignee: Pfizer Inc.Inventors: Kenneth Richardson, Kelvin Cooper
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Patent number: 4499311Abstract: 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: GrantFiled: December 2, 1982Date of Patent: February 12, 1985Assignee: General Electric CompanyInventors: Clifford L. Spiro, Edward J. Lamby
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Patent number: 4487776Abstract: 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: GrantFiled: January 27, 1983Date of Patent: December 11, 1984Assignee: Bayer AktiengesellschaftInventors: Hans-Ludwig Elbe, Manfred Jautelat, Karl H. Buchel, Klaus Schaller, Manfred Plempel
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Patent number: 4459419Abstract: 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: GrantFiled: September 2, 1982Date of Patent: July 10, 1984Assignee: Ethyl CorporationInventor: Paul D. Seemuth
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Patent number: 4426524Abstract: 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: GrantFiled: January 21, 1982Date of Patent: January 17, 1984Assignee: FMC CorporationInventor: Ernest L. Plummer
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Patent number: 4414216Abstract: 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: GrantFiled: June 21, 1982Date of Patent: November 8, 1983Assignee: Yoshitomi Phamaceutical Industries, Ltd.Inventors: Takeshi Kawakita, Yasuaki Chihara, Takemi Fukuda, Michihide Setoguchi, Tetsuya Tahara
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Patent number: 4408057Abstract: 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: GrantFiled: December 20, 1982Date of Patent: October 4, 1983Assignee: FMC CorporationInventor: John F. Engel
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Patent number: 4397864Abstract: 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: GrantFiled: April 14, 1981Date of Patent: August 9, 1983Assignee: Mitsuitoatsu Chemicals Inc.Inventors: Kiyoshi Nakatani, Satoshi Numata, Tsuneo Inoue, Kenji Kodaka, Tsutomu Ishii, Teruhiko Toyama, Hajime Tachibana, Takatoshi Udagawa, Masatoshi Gohbara
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Patent number: 4382094Abstract: 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: GrantFiled: July 29, 1981Date of Patent: May 3, 1983Assignee: Beecham Group LimitedInventors: Alexander C. Goudie, Josephine M. Cox
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Patent number: 4368205Abstract: 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: GrantFiled: September 17, 1981Date of Patent: January 11, 1983Assignee: FMC CorporationInventor: John F. Engel
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Patent number: 4357345Abstract: 3,5-di(t-butyl)-4-hydroxyphenyl- and 3,5-di(t-butyl)-4-hydroxybenzoyl-substituted furans have pharmacological activity as antiinflammatory agents.Type: GrantFiled: November 23, 1981Date of Patent: November 2, 1982Assignee: Riker Laboratories, Inc.Inventor: George G. I. Moore
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Patent number: 4352756Abstract: 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: GrantFiled: March 30, 1981Date of Patent: October 5, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Yukihisa Takisawa, Kenji Saito, Hiroshi Yamachika
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Patent number: 4347190Abstract: 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: GrantFiled: September 12, 1980Date of Patent: August 31, 1982Assignee: Givaudan CorporationInventors: Roman Kaiser, Dietmar Lamparsky
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Patent number: 4340543Abstract: 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: GrantFiled: February 3, 1981Date of Patent: July 20, 1982Assignee: Taiho Pharmaceutical Company LimitedInventors: Akihide Koda, Mikio Hori, Mitsugi Yasumoto, Ichiro Yamawaki, Yuji Yamada, Katsuo Takikawa
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Patent number: 4335248Abstract: 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: GrantFiled: June 29, 1981Date of Patent: June 15, 1982Assignee: Hoffmann-La Roche Inc.Inventors: Ka-Kong Chan, Beverly A. Pawson