Tricyclo Ring System In Acid Moiety Patents (Class 560/117)
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Patent number: 5049696Abstract: Novel 3-hydroxy-3-methylglutaryl-Coenzyme A(HMG-CoA) reductase inhibitors, which are useful as antihypercholesterolemic agents and are represented by the following general structural formulae (I) and (II) ##STR1## and pharmaceutically acceptable salts of the compound (II) in which Z is hydrogen are disclosed.Type: GrantFiled: June 14, 1989Date of Patent: September 17, 1991Assignee: Merck & Co., Inc.Inventors: Ta J. Lee, Clarence S. Rooney, William F. Hoffman
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Patent number: 5015761Abstract: Novel tricycloundecanones are disclosed having the general formula ##STR1## wherein R.sub.1, R.sub.2, and R.sub.3 are hydrogen or 1 to 3 carbon alkyl groups having a total carbon number of six or less. These compounds are useful perfumery ingredients characterized by odors of the woody type.Useful derivatives of the compounds are also disclosed as well as a novel procedure for preparation thereof.Type: GrantFiled: December 5, 1988Date of Patent: May 14, 1991Assignee: PFW(Nederland)B.V.Inventors: Willem Lenselink, Gerben Sipma
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Patent number: 5010105Abstract: Compounds of Formula (I) and (II): ##STR1## are HMG-CoA reductase inhibitors.Type: GrantFiled: May 9, 1990Date of Patent: April 23, 1991Assignee: Merck & Co., Inc.Inventor: Ta J. Lee
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Patent number: 4990633Abstract: New fluorinated bisaryloxy-substituted alkenes are prepared by reaction of substituted phenols with perhaloalkenes and can be used as electrical insulating agents.Type: GrantFiled: May 4, 1989Date of Patent: February 5, 1991Assignee: Bayer AktiengesellschaftInventors: Michael Negele, Dietmar Beilefeldt, Thomas Himmler, Albrecht Marhold
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Patent number: 4973740Abstract: A process for producing a tricyclodecanecarboxylic acid ester by reacting dihydrodicyclopentadiene with CO and an alcohol in the presence of anhydrous HF is disclosed. The reaction is performed in a solvent at a temperature of from -20.degree. to 60.degree. C. under a CO partial pressure of from 5 to 50 atm. The alcohol is used in an amount of 0.7 to 5 moles per mole of the dihydrodicyclopentadiene. The anhydrous HF is used in an amount of at least 5 moles per mole of the dihydrodicyclopentadiene. The product tricyclodecanecarboxylic acid ester is useful as a flavor.Type: GrantFiled: September 28, 1989Date of Patent: November 27, 1990Assignees: Mitsubishi Gas Chemical Co., Inc., Kao CorporationInventors: Masami Ishihara, Takeshi Morokuma
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Patent number: 4921526Abstract: Substituted benzoyl-bicycloalkyl-1,1,3-diones and related compounds, intermediates therefor, synthesis thereof, and the use of said diones for the control of weeds.Type: GrantFiled: November 27, 1987Date of Patent: May 1, 1990Assignee: Sandoz Ltd.Inventors: Shy-Fuh Lee, Gary W. Luehr, Carol R. Scott, Werner Trueb
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Patent number: 4921999Abstract: A method is provided for making tertiary butyl esters by effecting reaction between an organic carboxylic acid and isobutylene in the presence of an effective amount of trifluoromethane sulfonic acid at temperatures below about -7.degree. C. Tertiary butyl esters are useful as dissolution inhibitors for novolak resins.Type: GrantFiled: August 23, 1988Date of Patent: May 1, 1990Assignee: General Electric CompanyInventor: Michael J. O'Brien
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Patent number: 4902796Abstract: 2-Amino-4-hydroxy-6-[2-(4-carboxyphenyl)alk-1-en-1-yl]pyrido[2,3,-d]pyrimid ines and 2-amino-4-hydroxy-6-[2-(4-carboxyphenyl)alk-1-yn-1-yl]pyrido[2,3-d]pyrimid ines are prepared through the reaction of a halo-aromatic compound and an unsaturated compound in the prosence of a palladium catalyst. The products are chemical intermediates for the preparation of antineo-plastic agents.A typical embodiment is the reaction of a protected 2-amino-4-hydroxy-6-ethynylpyrido[2,3-d]pyrimidine and an ester of 4-iodobenzoic acid.Type: GrantFiled: August 8, 1988Date of Patent: February 20, 1990Assignee: The Trustees of Princeton UniversityInventors: Edward C. Taylor, George S. K. Wong
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Patent number: 4894336Abstract: Process for the production of optically active (+)-bicyclo[3.3.0]octanol derivatives of formula (+)-I, in which R.sub.1 and R.sub.2 represent jointly an oxygen atom or the double-bond residue --O--X--O-- with X as a straight or branched-chain alkylene with 1-7 C-atoms, or R.sub.1 and R.sub.2 represent separately the residue OR.sub.5 with R.sub.5 as a straight or branched-chain alkyl with 1-7 C-atoms, and R.sub.3 the residue COOZ with Z as a hydrogen atom, straight or branched chain alkyl with 1-7 C atoms, cycloalkyl with 3-6 C atoms, phenyl or aralkyl with 7-10 atoms or R.sub.3 is the residue --(CH.sub.2).sub.n --O--COR.sub.4 with n having the meaning 1-4 and R.sub.4 as a straight or branched-chain alkyl with 1-7 C atoms, cycloalkyl with 3-6 C atoms, phenyl or aralkyl with 7-10 C atoms. The process is characterized in that racemic 3.alpha.-cyloxy-cis-bicyclo[3.3.0]-octane derivatives of formula (+)-II, wherein R.sub.1, R.sub.2 R.sub.3 and R.sub.Type: GrantFiled: July 13, 1988Date of Patent: January 16, 1990Assignee: Schering AktiengesellschaftInventors: Karl Petzoldt, Helmut Dahl, Werner Skuballa
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Patent number: 4867903Abstract: A fluoroalkane derivative represented by the formula: ##STR1## wherein R denotes an alkyl group having 1-16 carbon atoms, C* denotes an asymmetric carbon atom, R.sup.1 denotes an alkyl or alkoxy group having 1-16 carbon atoms; ##STR2## respectively denote a phenylene group ##STR3## a cyclohexylene group ##STR4## or a pyrimidinylene group ##STR5## p is 0 or 1, q is 0 or 1 when p is 1, r is 0 or 1; and l, m and n are respectively 0 or a positive integer satisfying the relationship of l+m+n.gtoreq.1. The fluoroalkane derivative has a fluorine atom providing a large dipole moment and directly connected to an asymmetric carbon atom, so that it provides a high speed responsive characteristic through an increased spontaneous polarization when contained in a liquid crystal composition, especially a ferroelectric liquid crystal composition.Type: GrantFiled: March 6, 1987Date of Patent: September 19, 1989Assignee: Canon Kabushiki KaishaInventors: Hiroyuki Nohira, Masanao Kamei, Shinichi Nakamura, Kazuharu Katagiri
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Patent number: 4834905Abstract: Compounds of the formulaR.sup.1 --Q.sup.1 --(CH.sub.2).sub.m --(COO).sub.n --(CH.sub.2).sub.p --Q.sup.2 --R.sup.2whereinR.sup.1 and R.sup.2 are each independently alkyl or alkoxy each of 1-12 C atoms, F, Cl, Br, CN or --Q.sup.3 --R.sup.3, or one of R.sup.1 and R.sup.2 can also be H;Q.sup.1, Q.sup.2 and Q.sup.3 are each independently 1,4-phenylene, 1,4-cyclohexylene, 1,4-bicyclo(2,2,2)-octylene or 1,3-dioxane-2,5-diyl, each of which is unsubstituted or substituted by 1-4 fluorine, chlorine or bromine atoms;R.sup.3 is alkyl or alkoxy each of 1-8 C atoms, H, F, Cl, Br or CN;m is 1, 2, 3, 4, 5 or 6; n is 0 or 1; and p is 0, 1, 2, 3, 4 or 5; the sum of (m+p) being 2, 4 or 6 and the sum of (m+n+p) being at least 3;but with the proviso that Q.sup.3 is unsubstituted 1,4-phenylene or 1,4-phenylene substituted by a fluorine, chlorine or bromine atom, only when n=1 or (m+p)=6 or at least one of R.sup.1 to R.sup.3 is F, Cl or Br or none of R.sup.1 to R.sup.3 is CN or two of the radicals R.sup.1 to R.sup.Type: GrantFiled: October 3, 1986Date of Patent: May 30, 1989Assignees: Merck Patent Gesellschaft mit beschrankter Haftung, The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventors: Rudolf Eidenschink, Joachim Krause, Beatrice M. Andrews, George W. Gray, Neil Carr
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Patent number: 4818819Abstract: 2-Amino-4-hydroxy-6-[2-(4-carboxyphenyl)alk-1-en-1-yl]pyrido[2,3,-d]pyrimid ines and 2-amino-4-hydroxy-6-[2-(4-carboxyphenyl)alk-1-yn-1-yl]pyrido[2,3-d]pyrimid ines are prepared through the reaction of a haloaromatic compound and an unsaturated compound in the presence of a palladium catalyst. The products are chemical intermediates for the preparation of antineoplastic agents.A typical embodiment is the reaction of a protected 2-amino-4-hydroxy-6-ethynylpyrido[2,3-d]pyrimidine and an ester of 4-iodobenzoic acid.Type: GrantFiled: October 20, 1986Date of Patent: April 4, 1989Assignee: The Trustees of Princeton UniversityInventors: Edward C. Taylor, George S. K. Wong
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Patent number: 4777184Abstract: Prostaglandin derivatives, and specifically derivatives of isocarbacyclin, have an optionally substituted methylene group as a substituent on the .alpha.-carbon atom of the .alpha.-side chain. They have a variety of physiological effects, notably a strong ability to inhibit blood platelet aggregation and a strong anti-ulcer activity.Type: GrantFiled: April 29, 1986Date of Patent: October 11, 1988Assignee: Sankyo Company LimitedInventors: Koichi Kojima, Shigeo Amemiya, Kazuo Koyama, Nobuyoshi Iwata, Takeshi Oshima
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Patent number: 4766246Abstract: Sweeteners of the formula: ##STR1## and food-acceptable salts thereof, where the substituents are disclosed herein.Type: GrantFiled: August 19, 1986Date of Patent: August 23, 1988Assignee: General Foods CorporationInventors: Paul R. Zanno, Ronald E. Barnett, Glenn M. Roy
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Patent number: 4762936Abstract: There are disclosed a bicyclo[3.3.0]octene derivatives having the following formula: ##STR1## wherein R.sup.1 : a straight, branched or cyclic alkyl group or alkenyl group each having 5 to 10 carbon atoms;R.sup.2 and R.sup.3 : each represent a hydrogen atom or a protective group of a hydroxy group; andR.sup.4 : --CH.dbd.CH--(CH.sub.2).sub.2 --COOR.sup.5 or --CH.sub.2 R.sup.6 ; whereR.sup.5 : a hydrogen atom or an alkyl group; andR.sup.6 : a hydroxy group, an acetyloxy group or a butenyl group,and process for producing the same. These compounds and the process for producing them are available for producing a 9(0)-methano-.DELTA..sup.6 (9.alpha.)-PGI.sub.1.Type: GrantFiled: December 11, 1986Date of Patent: August 9, 1988Assignee: Sagami Chemical Research CenterInventors: Masakatsu Shibasaki, Toshiaki Mase, Mikiko Sodeoka, Yuji Ogawa
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Patent number: 4740531Abstract: Polyaminohydroxyl compounds having molecular weights of from 200 to 20,000 and a functionality greater than 1 but less than or equal to 8 containing 0.165-16.5 wt. % amino and hydroxyl groups and 0.295-29.5 wt. % urethane and/or urea groups are produced by hydrolyzing the corresponding NCO prepolymer containing OH groups. The equivalent ratio of amino groups to hydroxyl groups in these polyaminohydroxyl compounds is from 99:1 to 0.1:99.9. Groups which are inert with respect to amines and isocyanates may optionally be present in the polyaminohydroxyl compounds in quantities such that the equivalent ratio of amine groups to inert groups is from 100:0 to 33.3:66.6 and the equivalent ratio of hydroxyl groups to inert groups is from 100:0 to 33.3:66.6. These polyaminohydroxyl compounds are useful in the production of polyurethanes. The polyaminohydroxyl compounds in which the difference between the sum of amino groups plus hydroxyl groups plus inert groups and the sum of hydroxyl groups plus inert groups is 2.+-.Type: GrantFiled: July 23, 1987Date of Patent: April 26, 1988Assignee: Bayer AktiengesellschaftInventor: Werner Rasshofer
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Patent number: 4683330Abstract: A compound of the formula ##STR1## and intermediates useful in preparing same.Type: GrantFiled: January 11, 1985Date of Patent: July 28, 1987Assignee: The Upjohn CompanyInventor: Paul A. Aristoff
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Patent number: 4680307Abstract: A compound of the formula: ##STR1## wherein X.sup.1 is a free or an esterified carboxyl group, or a group of the formula: ##STR2## (R.sup.a and R.sup.b are each independently a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.3 -C.sub.7 cycloalkyl group, a benzyl group, a phenyl group, a phenyl group substituted with a halogen atom or a C.sub.1 -C.sub.4 alkyl group, or, when taken together with the adjacent nitrogen atom to which they are attached, they represent a 5 to 7 membered saturated heterocyclic group, Y.sup.1 is a group of the formula: ##STR3## (R.sup.6 is a hydrogen atom or C.sub.1 -C.sub.4 alkyl group), ##STR4## (R.sup.6 is as defined above), ##STR5## R.sup.1 is a hydrogen atom, a hydroxyl group or a protected hydroxyl group, R.sup.2 is a hydrogen atom or R.sup.1 and R.sup.2, when taken together, mean a shingle linkage to from a double bond between the carbon atoms which they are linked, R.sup.3 is a hydroxyl group or a protected hydroxyl group, R.sup.4 is a hydrogen atom or a C.sub.1 -C.sub.Type: GrantFiled: January 26, 1984Date of Patent: July 14, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Masami Muraoka, Toshio Nakamura, Akihiko Sugie, Keiichi Ono, Michihiro Yamamoto
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Patent number: 4663073Abstract: Liquid-crystalline tercyclohexyls of the formula ##STR1## in which R is an alkyl group with 1-12 C atoms, in which one or two non-adjacent CH.sub.2 groups can be replaced by 0,X is --CN, --COOR.sup.1, --OOCR.sup.1, --COR.sup.1 or R.sup.1, andR.sup.1 is an alkyl group having 1-12 C atoms, with the proviso that in the case where X=R.sup.1 at least one CH.sub.2 group in the alkyl group R is replaced by 0, and useful in liquid-crystalline dielectrics.Type: GrantFiled: July 12, 1985Date of Patent: May 5, 1987Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Wolfgang Sucrow, Herbert Wolter, Rudolf Eidenschink
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Patent number: 4656307Abstract: According to the invention a derivative of brendane is provided. The derivative of brendane is represented by the general formula of: ##STR1## wherein R is a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms, and R.sup.1 to R.sup.3 each represent a hydrogen atom or a methyl group. The brendane derivative is prepared by reacting an alkenylnorbornene of the general formula of: ##STR2## wherein R.sup.1 to R.sup.3 each represent a hydrogen atom or a methyl group, with carbon monoxide and an alcohol or water in the presence of a catalyst of Group VIII metal compound of the periodic table.Type: GrantFiled: July 15, 1985Date of Patent: April 7, 1987Assignee: Nippon Oil Co., Ltd.Inventors: Yoshihiro Kobori, Tetsuya Takezono
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Patent number: 4638071Abstract: The following dipeptides possess a high order of sweetness: ##STR1## wherein X=O or S;R is alkyl containing 1-3 carbon atoms;R.sub.1 is cycloalkyl, cycloalkenyl, lower alkyl-substituted cycloalkyl or cycloalkenyl, bicycloalkyl, bicycloalkenyl, tricycloalkyl, cyclic ether, cyclic thioether, cyclic sulfoxides, cyclic sulfones, aryl, benzyl, alkylaryl, aromatic heterocyclic or alkyl substituted aromatic heterocyclic containing up to 10 ring carbon atoms and up to a total of 12 carbon atoms;R.sub.2, R.sub.3, R.sub.4 and R.sub.6 are each H or lower alkyl;R.sub.5 is H, lower alkyl or cycloalkyl containing 3-5 ring carbons;each n=0, 1 or 2;m=0 or 1;Z is an alkylene chain containing 0-2 carbon atoms in the principal chain and up to a total of 6 carbon atoms;and food-acceptable salts.Type: GrantFiled: December 27, 1984Date of Patent: January 20, 1987Assignee: General Foods CorporationInventors: Ronald E. Barnett, Paul R. Zanno, Glenn M. Roy
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Patent number: 4633008Abstract: A phenol derivative represented by the formula ##STR1## wherein R.sup.1 is a secondary or tertiary hydrocarbon residue of having 3 to 8 carbon atoms, R.sup.2 is a hydrocarbon residue having 1 to 12 carbon atoms, X is ##STR2## wherein R.sup.3, R.sup.4 and R.sup.5 each is an alkylene group having 1 to 4 carbon atoms, Z is an n-valent group and n is an integer of 1 to 8.This compound is effective to prevent the oxidation of organic materials.Type: GrantFiled: February 29, 1984Date of Patent: December 30, 1986Assignee: Mitsubishi Yuka Fine Chemicals Co., Ltd.Inventors: Akiyoshi Oonishi, Kenji Tanaka, Makoto Tadeka, Kazuhiko Konno, Masaki Saito
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Patent number: 4622417Abstract: Dipeptides of certain .alpha.-amino dicarboxylic acids and etherified hydroxy .alpha.-amino-mono-carboxylic acid esters possess a high order of sweetness. These dipeptides have the following formula: ##STR1## wherein R is alkyl containing 1-3 carbon atoms;R.sub.1 is cycloalkyl, cycloalkenyl, lower alkyl substituted cycloalkyl or cycloalkenyl, bicycloalkyl, bicycloalkenyl or tricycloalkyl containing up to 10 ring carbon atoms and up to a total of 12 carbon atoms;R.sub.2 and R.sub.4 are each H or alkyl containing 1-3 carbon atoms;R.sub.3 is H, alkyl containing 1-6 carbon atoms or cycloalkyl containing 3-5 ring carbons;n=0, 1 or 2; andm=0 or 1;and food acceptable salts thereof.Type: GrantFiled: December 27, 1984Date of Patent: November 11, 1986Assignee: General Foods CorporationInventors: Ronald E. Barnett, Paul R. Zanno, Glenn M. Roy
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Patent number: 4622418Abstract: Amides of .alpha.-aminodicarboxylic acids and .beta.-aminoethers are low calorie sweetners.Type: GrantFiled: April 4, 1985Date of Patent: November 11, 1986Assignee: General Foods CorporationInventors: Ronald E. Barnett, Paul R. Zanno, Glenn M. Roy
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Patent number: 4619782Abstract: Sweeteners of the formula: ##STR1## and food-acceptable salts thereof, where the substituents are disclosed herein.Type: GrantFiled: April 15, 1985Date of Patent: October 28, 1986Assignee: General Foods CorporationInventors: Paul R. Zanno, Ronald E. Barnett, Glenn M. Roy
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Patent number: 4610805Abstract: Nematic liquid crystalline mixtures, which can be used in optoelectronic components. Compounds are provided which influence the characteristics of mixtures in the direction of high clarification temperatures at simultaneous favorable switching times. It has been found that compounds of the general formula ##STR1## wherein n, m=1 to 10 in nematic mixtures in quantities of 5 to 40% considerably increase the clarification points without significantly increasing the viscosity, so that favorable switching times are obtained. The new mixtures can be used for the production of optoelectronic components (displays) for watches, computers and other devices.Type: GrantFiled: January 29, 1985Date of Patent: September 9, 1986Assignee: VEB Werk fur Fernsehelektronik im VEB Kombinat MikroelektronikInventors: Michael Schellenberger, Sabine Richter, Hans-Joachim Deutscher, Horst Zaschke, Dietrich Demus
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Patent number: 4606845Abstract: New bicyclohexylethanes of formula IR.sup.1 --Cy--Cy--CH.sub.2 CH.sub.2 --A--(Cy).sub.n --R.sup.2 (I)wherein R.sup.1 is alkyl; R.sup.2 is alkyl, in which one or two non-adjacent CH.sub.2 groups can be replaced by O atoms, or is F, Cl, Br, CN, --COOalkyl or --O--CO-alkyl; or one of the radicals R.sup.1 and R.sup.2 can also be H; A is Cy, or 1,4-phenylene which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH.sub.3 groups or by a CN group; Cy is 1,4-cyclohexylene and n is 0 or 1; the alkyl groups in each case containing 1-10 C atoms, with the proviso that n is 1 if A is Cy and R.sup.2 is CN,can be used as constituents of dielectrics for electrooptical display elements.Type: GrantFiled: May 14, 1984Date of Patent: August 19, 1986Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Michael Romer, Rudolf Eidenschink, Joachim Krause, Bernhard Scheuble, Georg Weber
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Patent number: 4585576Abstract: What is described is an improved opto-electronic component and display which uses novel liquid crystal nematic substances for the control of the light transmission and for the display of numbers symbols and images. The novel nematic liquid crystal substances herein, which exhibit high clearing temperatures, low working temperatures and rapid switching times, are 7-alkyl-perhydrophenanthren-2-carboxylic acids and esters thereof.Type: GrantFiled: April 23, 1984Date of Patent: April 29, 1986Assignee: VEB Werk fur Fernsehelektronik im VEB Kombinat MikroelektronikInventors: Dietrich Demus, Horst Zaschke, Sabine Richter, Hans-Joachim Deutscher, Adelbert Wiegeleben
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Patent number: 4539155Abstract: The invention relates to compounds and salts of compounds which are diaminopimelyl peptides, N-acetoxypropionyl or N-t-butoxycarbonyl-amino-acid - (.alpha.-OBzl) glutamic acid peptides or N-acylated derivatives of (.alpha.-OBzl) glytamic acid or of (.alpha.-OBzl) aminoadipic acid.The compounds and their salts are starting materials for the preparation of pharmacologically active peptides.Type: GrantFiled: July 21, 1983Date of Patent: September 3, 1985Assignee: Fuisawa Pharmaceutical Company, Ltd.Inventors: Yoshihiko Kitaura, Osamu Nakaguchi, Keiji Hemmi, Matsuhiko Aratani, Hidekazu Takeno, Satoshi Okada, Hirokazu Tanaka, Masashi Hashimoto, Yoshio Kuroda, Eiko Iguchi, Masanobu Kohsaka, Hatsuo Aoki, Hiroshi Imanaka
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Patent number: 4535179Abstract: Bicyclic oxa prostaglandin endoperoxide analogs, and tricyclic oxa prostaglandin analogs are prepared by reacting norbornadiene palladium dichloride with tertiary butyl-6-hydroxyhexanoate in an oxypalladation reaction to provide an oxypalladium intermediate which can subsequently be elaborated into bicyclic and/or tricyclic 7-oxa prostaglandin endoperoxides. If the intermediate is carbonylated in the presence of an organic amine, preferably diisopropylethylamine, the compound is bicyclic; if the amine is eliminated, the compound is tricyclic. The analogs are novel compounds.Type: GrantFiled: March 3, 1983Date of Patent: August 13, 1985Assignee: Iowa State University Research Foundation Inc.Inventor: Richard C. Larock
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Patent number: 4531010Abstract: A curing agent for fluorocarbon polymer coating compositions having the formula ##STR1## where R is R.sup.1 NH, R.sup.1 is an aliphatic or cycloaliphatic hydrocarbon radical, R.sup.2 is C or an aliphatic hydrocarbon group, R.sup.3 is H or CH.sub.3, where x is 3 when R.sup.2 is a hydrocarbon group and x is 4 when R.sup.2 is C; the curing agents form ambient curing fluorocarbon polymer coating compositions;These compositions are used to provide corrosion and abrasion resistant coatings for large structures in chemical plants, oil refineries, oil drilling platforms, and the interior of smoke stacks of large utility companies.Type: GrantFiled: December 30, 1983Date of Patent: July 23, 1985Assignee: E. I. Du Pont de Nemours and CompanyInventor: Joseph A. Vasta
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Patent number: 4529599Abstract: Carboxylate esters of the formula (I):R.sub.1 --COOR.sub.2wherein R.sub.1 is a tricyclodecyl or tricycloundecyl group, and R.sub.2 is a group of the formula ##STR1## wherein R.sub.3 is hydrogen or a cyano group; ##STR2## wherein R.sub.3 is a hydrogen or a cyano group; ##STR3## which are useful as insecticides.Type: GrantFiled: December 9, 1983Date of Patent: July 16, 1985Assignee: Kao CorporationInventor: Shoji Nakagawa
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Patent number: 4514396Abstract: 13, 14 didehydro-15 cyclic prostacyclins have been prepared.Type: GrantFiled: September 28, 1983Date of Patent: April 30, 1985Assignee: Farmitalia Carlo Erba S.p.A.Inventors: Nicola Mongelli, Carmelo Gandolfi
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Patent number: 4506093Abstract: 3-Sulfoxy-1,2-propylene glycols-1-esters of tricyclo 4.2.2.0.sup.2,5) dec-9-ene-3,4,7,8-tetracarboxylic acid are prepared. These compounds are useful as surfactants, biocides and as cosurfactants in enhanced oil recovery.Type: GrantFiled: April 18, 1983Date of Patent: March 19, 1985Assignee: Standard Oil Company (Indiana)Inventor: Ellis K. Fields
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Patent number: 4471137Abstract: Compounds of the formula ##STR1## in which R.sub.1, R.sub.1 ', R.sub.2, R.sub.2 ' and R.sub.3 independently represent a C.sub.1-6 alkyl radical, in addition to which R.sub.3 may represent a hydrogen atom, the alkyl radicals together containing in all at least 8 carbon atoms, are provided for use as highly sterically hindered bases in chemical syntheses.Type: GrantFiled: July 14, 1982Date of Patent: September 11, 1984Assignee: Centre National de la Recherche Scientifique (CNRS)Inventors: Derek H. R. Barton, John D. Elliott, Stephan D. Gero
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Patent number: 4411828Abstract: Tricyclic carboxylic acid esters having the formula: ##STR1## wherein R is an alkyl group of 2 or 3 carbon atoms. These compounds have a woody fragrance and are useful as components of perfume compositions.Type: GrantFiled: March 3, 1981Date of Patent: October 25, 1983Assignee: Kao CorporationInventors: Yoshiaki Fujikura, Yoshiaki Inamoto, Naotake Takaishi, Motoki Nakajima
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Patent number: 4410686Abstract: Polyesteramides modified by having at least one terminal norbornene radical have improved physical and chemical properties, such as enhanced corrosion resistance, electrical properties, and heat stability. The modified polyesteramides are prepared by a process of reacting a dicarboxylic acid, a diamine, a polyol and a norbornene compound.Type: GrantFiled: December 21, 1981Date of Patent: October 18, 1983Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., James C. Uroda
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Patent number: 4409371Abstract: Dicyclopentadiene modified polyesteramides containing endomethylenetetrahydrophthalyl functionality within the esteramide chain show improved reactivity during cure. The process for preparing the modified polyesteramides provides for improved hydrocarbon modifier efficiency.Type: GrantFiled: April 8, 1982Date of Patent: October 11, 1983Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4401601Abstract: A process for the preparation of tetrasubstituted cyclopropane compounds of the formula ##STR1## wherein Y is selected from the group consisting of --CN and --COOR, R is selected from the group consisting of hydrogen and alkyl of 1 to 6 carbon atoms and R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are individually selected from alkyl of 1 to 4 carbon atoms or R.sub.1 and R.sub.2 or R.sub.3 and R.sub.4 together with the carbon atoms to which they are attached form a carbon homocycle of 3 to 6 carbon atoms with the 2 substituents not forming the ring being alkyl of 1 to 4 carbon atoms or R.sub.1 and R.sub.2 on the one hand and R.sub.3 and R.sub.4 on the other together with the carbon atom to which they are attached form a carbon homocycle of 3 to 6 carbon atoms which are useful intermediates for the preparation of insecticidal esters and novel intermediates.Type: GrantFiled: March 23, 1981Date of Patent: August 30, 1983Assignee: Roussel UclafInventors: Jacques Martel, Jean Tessier, Jean-Pierre Demoute
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Patent number: 4400393Abstract: A novel bicyclooctane derivative represented by the formula: ##STR1## wherein R.sub.1 is hydrogen or C.sub.1-4 alkyl, X is ethylene or vinylene, and Y.sub.1 and Y.sub.2 are independently hydrogen or a hydroxyl-protecting group, or a pharmaceutically acceptable salt of said compound in which R.sub.1 is hydrogen. Said compound and pharmaceutically acceptable salt are chemically stable, have platelet anti-aggregation activity without undesirable pharmacological actions and exhibit the duration of high biological activity.Type: GrantFiled: March 24, 1981Date of Patent: August 23, 1983Assignee: Sumitomo Chemical Company, LimitedInventors: Shunsuke Sami, Akihiko Sugie, Keiichi Ono, Hajime Kawakami, Atsuyuki Kojima, Junki Katsube
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Patent number: 4371701Abstract: Disclosed are adducts of 1-cyclohexene-1,2-dicarboxylic anhydride with olefins and preparation thereof by reacting an olefinically unsaturated compound and 1-cyclohexene-1,2-dicarboxylic anhydride using actinic radiation as an energy source at a temperature of from -30.degree. C. to 150.degree. C., preferably at from about 25.degree. C. to 100.degree. C. Derivatives of these compounds are useful as rust inhibitors in gasoline.Type: GrantFiled: December 14, 1981Date of Patent: February 1, 1983Assignee: Standard Oil Company (Indiana)Inventors: Ellis K. Fields, Tayseer S. Nimry
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Patent number: 4361577Abstract: .omega.-Nor-cycloalkyl-13,14-dehydro-prostaglandin compounds, specifically 5c-9-oxo-11.alpha.,15S-dihydroxy-20,19,18-tirnor-17-cyclohexyl-prost-5-en- 13-ynoic acid, the esters and salts thereof, having antiulcer and luteolytic activity, are disclosed.Type: GrantFiled: February 2, 1979Date of Patent: November 30, 1982Assignee: Carlo Erba - S.p.A.Inventors: Carmelo Gandolfi, Renato Pellegata, Roberto Ceserani, Maria M. Usardi
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Patent number: 4349689Abstract: The present specification provides novel analogs of carbacyclin (CBA.sub.2), 6a-carba-prostacyclin (6a-carba-PGI.sub.2), which have pronounced prostacyclin-like pharmacological activity, e.g., as platelet anti-aggregatory agents. Specifically the novel chemical analogs of CBA.sub.2 are those substituted by fluoro (C-5), alkyl (C-9), interphenylene (C-5), and methano (C-6a,9). Further provided are benzindene analogs of CBA.sub.2 and substituted forms thereof, i.e., 9-deoxy-2',9-methano (or 2',9-metheno)-3-oxa-4,5,6-trinor-3,7-(1',3'-interphenylene)-PGF.sub.1 compounds. Also provided are a variety of novel chemical intermediates, e.g., substituted bicyclo[3.3.0]octane intermediates, and chemical process utilizing such intermediates which are useful in the preparation of the novel CBA.sub.2 analogs.Type: GrantFiled: December 22, 1980Date of Patent: September 14, 1982Assignee: The Upjohn CompanyInventor: Paul A. Aristoff
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Patent number: 4336400Abstract: Mono-, di- and tri-esters of 3-(hydroxy or hydroxymethyl)-4-hydroxy-alpha-(aminomethyl)benzyl alcohols, obtained by methods involving reduction of the corresponding mono- and di-ester ketones, are useful for producing sympathomimetic effects, such as bronchodilation, of long duration with low cardiovascular stimulating effect, in warm-blooded mammals.Type: GrantFiled: August 30, 1978Date of Patent: June 22, 1982Assignee: Sterling Drug Inc.Inventors: Hiroaki Minatoya, Benjamin F. Tullar, Walter D. Conway
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Patent number: 4317834Abstract: Fluorine-substituted spirocarboxylic acid benzyl esters of the formula ##STR1## in which R.sup.1 represents hydrogen, cyano or alkyl, alkenyl or alkynyl, with in each case up to 4 carbon atoms,R.sup.2 represents a phenyl radical which is substituted by halogen and/or by optionally halogen-substituted phenoxy, with the proviso that the radical R.sup.2 contains in total at least one fluorine substituent, andR.sup.3, R.sup.4, R.sup.5 and R.sup.6 each represent hydrogen, halogen or alkyl, orR.sup.3 and R.sup.4, taken together, and/or R.sup.5 and R.sup.6, taken together, represent alkanediyl (alkylene) or a fused-on benzo radical,and the C atoms of the 5-member spirocyclic ring are linked to one another either by double bonds or by single bonds, which possess arthropodicidal properties.Type: GrantFiled: November 3, 1980Date of Patent: March 2, 1982Assignee: Bayer AktiengesellschaftInventors: Rainer Fuchs, Klaus Naumann, Ingeborg Hammann, Bernhard Homeyer, Wolfgang Behrenz, Wilhelm Stendel
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Patent number: 4313005Abstract: This invention relates to a process for reducing amidine formation during reduction of organonitriles. The process comprises including a boron compound in the reaction medium in sufficient amount to complex the amidine compound as it is formed.Type: GrantFiled: April 3, 1980Date of Patent: January 26, 1982Assignee: Air Products and Chemicals, Inc.Inventors: Michael E. Ford, Randall J. Daughenbaugh
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Patent number: 4302527Abstract: There are disclosed light-sensitive compounds and a composition comprising (a) such compounds and (b) a compound having at least one reactive site capable of stepwise photo-reaction with the light-sensitive compounds. The light-sensitive compounds have the structural formula, ##STR1## wherein Z.sup.1 and Z.sup.2 are each independently the number of non-metallic atoms necessary to complete 1, 2, 3, or 4 unsaturated carbocyclic or heterocyclic rings of from 6 to 18 nuclear atoms;Z.sup.3 is either a carbon-to-carbon bond or vinylene;and X is a linking group.The composition can be applied to a variety of supports and photoreacted by exposure to activating radiation.Type: GrantFiled: August 21, 1980Date of Patent: November 24, 1981Assignee: Eastman Kodak CompanyInventors: Robert C. Daly, Danny R. Thompson, Samir Y. Farid
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Patent number: 4289660Abstract: This invention is directed to perfume compositions comprising esters of mixtures of tricyclo[5.2.1.0.sup.2.6 ]-decane carboxylic acids of the general formulas: ##STR1## wherein R represents a saturated or unsaturated linear or branched aliphatic hydrocarbon radical having from about 1 to 5 carbon atoms; as well as the use of the compositions as odorants.Type: GrantFiled: July 21, 1980Date of Patent: September 15, 1981Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Ulf-Armin Schaper, Klaus Bruns
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Patent number: 4288609Abstract: Compounds having the general formula: ##STR1## in which: Ad is 1-adamantyl (C.sub.10 H.sub.15) radicalA is oxygen atom or --NH--(imino) groupR is --CH.sub.3 (methyl) group or --C.sub.2 H.sub.5 (ethyl) groupR' is a linear aliphatic chain containing from 10 to 12 atoms of carbonX.sup.- is a halide ion.The halide may be chlorine or bromine. The compounds exhibit an antibacterial, antimould and antiprotozoic activity and may be formulated as pharmaceutical and cosmetic preparations or used as preservatives for food products.Type: GrantFiled: December 4, 1979Date of Patent: September 8, 1981Assignee: Rotta Research Laboratorium S.p.A.Inventors: Luigi Rovati, Francesco Makovec, Paolo Senin
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Patent number: 4260804Abstract: A method for chemically synthesizing calcitrioic acid and esters thereof. Calcitroic acid displays antirachitic (vitamin D-like) activity.Type: GrantFiled: February 20, 1980Date of Patent: April 7, 1981Assignee: Wisconsin Alumni Research FoundationInventors: Hector F. DeLuca, Heinrich K. Schnoes, Robert P. Esvelt