Plural Alicyclic Rings Containing Patents (Class 568/367)
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Patent number: 6448220Abstract: The novel ketones having the structure in which R is H or an alkyl group and X is a hydrocarbon group having between 4 and 12 carbon atoms, the ring being saturated or unsaturated, excluding 4-(1-ethylpropylidene)-1-cyclohexanone, 4-cyclohexylidene-1-cyclohexanone, 4-butylidene-1-cyclohex-2-enone, 4-(1-ethylpropylidene)-1-cyclohex-2-enone, 4-(2-methylpropylidene)-1-cyclohexanone, 4-cyclohexyliden-2-cyclohexen-1-one, 4-(1,5-dimethyl-4-hexenylidene)-1-cyclohexanone, 4-[4-(cyclohexyliden)cyclohexyliden]-1-cyclohexanone, 4-[4-(tert-butyl)cyclohexyliden]-1-cyclohexanone, 4-[-(cyclohexyl)cyclohexyliden]-1-cyclohexanone, 4-(2-isopropyl-5-methylcyclohexyliden)-2-cyclohexen-1-one and 4-(3-phenylpropylidene)-1-cyclohex-2-enone exhibit interesting odor characteristics, generally aldehydic in nature, and so find use in perfumes and in perfumed products.Type: GrantFiled: March 30, 1999Date of Patent: September 10, 2002Assignee: Quest International B.V.Inventor: Karl Andrew Dean Swift
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Patent number: 6423874Abstract: A process for obtaining Ketone of formula 1a,b, which includes contacting a Ketone represented by formula 2a,b with a first catalyst under conditions and for a time sufficient to obtain an intermediate mixture, which intermediate mixture contains a Ketone represented by formula 4a,b; and contacting the intermediate mixture, or a fraction thereof, with a second catalyst under conditions effective to provide a product containing a Ketone of formula 1a,b. Moreover, the first catalyst preferably differs from the second catalyst with the first catalyst preferably being an isomerization catalyst and the second catalyst being a cyclization catalyst. The process is capable of providing unexpectedly incresased yields of both Ketone 4 and Ketone 1.Type: GrantFiled: February 18, 2000Date of Patent: July 23, 2002Assignee: Millennium Speciality Chemicals, Inc.Inventors: Mark B. Erman, Melissa J. Williams, Carlos G. Cárdenas
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Patent number: 6313353Abstract: By treating the reactant of 3,4-ditrimethylsilyloxytricyclo[4.2.1.02.5]nona-3,7-diene and binaphthol monoether-tin tetrachloride complex, optically active acyloin is produced. Using the optically active acyloin compound as a starting material, optically active oxydicyclopentadiene useful as several kinds of intermediates can be obtained efficiently.Type: GrantFiled: September 16, 1998Date of Patent: November 6, 2001Assignee: Chisso CorporationInventors: Kunio Ogasawara, Takahiko Taniguchi
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Patent number: 6291400Abstract: A compound of formula (I): or a salt, enamine or the like, acylate, sulphonate, carbamate or ether derivative thereof; wherein X, X1 and X2 are independently oxygen or sulphur, R1 is an optionally substituted heterocyclic or cycloalkyl group, and Y is an optionally substituted C2-C4 alkylene group which is optionally interposed by an oxygen atom, a group a group or an optionally mono-substituted nitrogen atom, wherein p is 0, 1 or 2, s is 0 or 1 and Rb is alkyl or alkoxy; provided that when X, X1 and X2 are oxygen, R1 is not pyridyl or pyrimidinyl. Processes for the preparation of these compounds and herbicidal compositions containing them are also described and claimed.Type: GrantFiled: May 27, 1999Date of Patent: September 18, 2001Assignee: Zeneca LimitedInventors: John E D Barton, David Cartwright, John M Cox, Glynn Mitchell, Charles G Carter, David L Lee, Francis H Walker, Frank X Woolard
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Patent number: 6239314Abstract: The invention relates to compounds of the general formula in which R1 to R7 are, independently, H, methyl or ethyl, R8+R9 together form methylene (—CH2—) or a single bond, or R1+R2 together form —(CH2)n—, with n being 3 or 4, or R3+R5 or R5+R7 represent methylene or a single bond; and the presence of at least one cyclopropane ring in the molecule is compulsory and the side chain can be saturated or contains one double bond in position &agr;,&bgr; or &bgr;,&ggr;, a process for the manufacture of these compounds, compounds used to perform the process and the use of these compounds as an odorant or as an ingredient of an odorant composition.Type: GrantFiled: October 5, 2000Date of Patent: May 29, 2001Assignee: Givaudan Roure (International) SAInventors: Jerzy A. Bajgrowicz, Georg Frater
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Patent number: 6229051Abstract: The preparation of carbonyl compounds by oxidizing a nitro functional group of an organic compound is described. Oxidation is accomplished under catalyzed oxidative Nef reaction conditions.Type: GrantFiled: June 2, 1998Date of Patent: May 8, 2001Assignee: Eastman Chemical CompanyInventor: Louise O. Sandefur
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Patent number: 6201123Abstract: A catalyst composition for organic a symmetric synthesis is provided, which comprises: (A) a lanthanoid element ion; (B) a binaphthol, and (C) a nitrogen and/or phosphorus compound such as lutidine-N-oxide, 1,3-dimethyl-2-imidazolldinone, hexamethyl-phosphortriamide, triphenylphosphine oxide, tri(2-methylphenyl)phosphine oxide or tri(4-methylphenyl )phosphine oxide. Asymmetric epoxidation of an enone is conducted by allowing an enone to react with an oxidizing agent in the presence of the catalyst composition or a catalyst solution containing the catalyst composition.Type: GrantFiled: May 21, 1999Date of Patent: March 13, 2001Assignee: Techno Polymer Co., Ltd.Inventors: Kazuhiro Daikai, Masahiro Kamaura, Takeshi Hanamoto, Junji Inanaga
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Patent number: 6191312Abstract: A process for preparing a bicyclooctanone, in particular 1,5-dialkylbicyclo[3.2.1]octan-8-one, by reacting a bicyclooctanol, in particular dialkylbicyclo[3.2.1]octan-8-ol, with a. a catalyst applied to an active-carbon support and comprising heteropolyoxometallate anions of vanadium, molybdenum and phosphorus, and also a corresponding alkali-metal, alkaline-earth-metal and/or ammonium counter ion, and b. a gaseous, oxygen-containing oxidizing agent.Type: GrantFiled: August 3, 1999Date of Patent: February 20, 2001Assignee: Aventis Research & Technologies GmbH & Co. KGInventors: Alfred Hagemeyer, Rolf Peter Schulz, Harald Werner, Uwe Dingerdissen, Klaus Kühlein, Heinz Alexander
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Patent number: 6114300Abstract: Spirocyclic compounds of the general formula (I) are provided which are powerful odorants. Compositions which include these compounds are also provided. They can be used, for instance, in perfumery.Type: GrantFiled: October 29, 1998Date of Patent: September 5, 2000Assignee: Givaudan Roure (International) SAInventors: Bernadette Bourdin, Georg Frater, Jerzy A. Bajgrowicz
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Patent number: 6093836Abstract: The present invention relates to a novel 1,3-diphenylpropane derivative having an inhibitory activity against tyrosinase represented by the following formula (I): ##STR1## in which - - represents double or single bond,R.sub.1 represents hydrogen or C.sub.1 -C.sub.10 alkyl,R.sub.2 represents C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkoxyalkyl, orR.sub.1 and R.sub.2 together represent a 5 to 6 membered heterocycle which can be substituted by C.sub.1 -C.sub.5 alkyl and which contains oxygen as the hetero atom,R.sub.3 represents hydrogen or C.sub.1 -C.sub.7 alkyl,R.sub.4 represents hydrogen, hydroxy, or oxo, andR.sub.5 and R.sub.6 mindependently of one another represent hydrogen or C.sub.1 -C.sub.5 alkyl.Type: GrantFiled: November 6, 1998Date of Patent: July 25, 2000Assignee: LG Chemical Ltd.Inventors: Young Ho Rhee, Kyung Ae Kim, Hyun Ho Lee, Jong Kwon Choi, Sang Hwa Lee
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Patent number: 5952519Abstract: The present invention describes novel C-15 allenic phosphonate reagent compositions of the formula: ##STR1## The invention also describes novel C-15 allylic phosphonate reagent compositions of the formula: ##STR2## The invention also describes methods of preparing canthaxanthin, the phosphonate reagent compositions, and a tertiary propargylic alcohol of the formula: ##STR3##Type: GrantFiled: December 28, 1998Date of Patent: September 14, 1999Assignee: Loyola University of ChicagoInventor: James H. Babler
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Patent number: 5639883Abstract: A process for preparing substituted 4-methylidenecinnamic acid derivatives of Formula (I). ##STR1## The variables are defined herein. The compounds of Formula (I) can be used, for example, as UV absorbers.Type: GrantFiled: June 6, 1995Date of Patent: June 17, 1997Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Eike Poetsch, Volker Meyer, Ulrich Heywang, Inge Stein, Michael Schwarz, Michael Kompter
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Patent number: 5498734Abstract: The magnesium complexes of cyclic hydrocarbons containing conjugated dienes, such as 1,2-dimethylenecycloalkanes, and 1,3-butadienes, are readily prepared in high yields using highly reactive magnesium. Reactions of these (2-butene-1,4 diyl)magnesium reagents with electrophiles such as dibromoalkanes, alkylditosylates, alkylditriflates, bromoalkylnitriles, esters, or amides serve as a convenient method for synthesizing carbocyclic systems. Significantly, carbocycles prepared by this method contain functional groups such as the exocyclic double bond or a keto group in one of the rings which could be used for further elaboration of these molecules. Furthermore, fused bicyclic systems containing a substituted five-membered ring can be conveniently prepared at high temperatures by the reactions of (2-butene-1,4-diyl)magnesium complexes with carboxylic esters or acid halides whereas low temperatures lead to regioselective synthesis of .beta.,.gamma.-unsaturated ketones. Additionally, .gamma.Type: GrantFiled: July 30, 1993Date of Patent: March 12, 1996Assignee: University of NebraskaInventor: Reuben D. Rieke
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Patent number: 5268492Abstract: An optically active diphosphine having a bicyclo[2.2.1]heptane of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are difined in the specification and a metal complex comprising said optically active diphosphine are disclosed. A process for producing or purifying said optically active diphosphine is disclosed.Type: GrantFiled: August 27, 1992Date of Patent: December 7, 1993Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Keiji Yamamoto, Masahiro Miyazawa, Satoru Momose
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Patent number: 5189013Abstract: 1,2-Dimethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-cyclohexen-1-ol is useful as a perfuming ingredient, for the preparation of perfuming compositions and perfumed articles to which it imparts woody-sandalwood type odor notes.Type: GrantFiled: February 21, 1992Date of Patent: February 23, 1993Assignee: Firmenich S.A.Inventor: Christian Chapuis
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Patent number: 5166448Abstract: A fluorine-substituted compound containing an ether bond and an intermediate thereof are described, which are represented by: ##STR1## wherein R represents a straight-chain alkyl group having 1 to 8 carbon atoms; n represents an integer of 2 to 7; m represents 1 or 2, X represents a hydrogen atom or a fluorine atom, and ##STR2## represents a trans-(equatorial-equatorial)cyclohexane ring. A compound represented by formula (II): ##STR3## wherein R represents a straight-chain alkyl group having 1 to 8 carbon atoms; n represents an integer of 2 to 7; m represents 1 or 2, ##STR4## represents a trans-(equatorial-equatorial)cyclohexane ring.Type: GrantFiled: June 4, 1991Date of Patent: November 24, 1992Assignee: Dainippon Ink & Chemicals, Inc.Inventors: Makoto Sasaki, Haruyoshi Takatsu, Kiyofumi Takeuchi
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Cyclohexenone derivatives, their preparation and their use as herbicides and plant growth regulators
Patent number: 5154753Abstract: Cyclohexenone derivatives of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3, Y and Z have the meanings given in the disclosure, processes for their manufacture, herbicidal and growth-regulating agents containing the novel active ingredients, and processes for combating unwanted plant growth and for regulating plant growth.Type: GrantFiled: August 14, 1991Date of Patent: October 13, 1992Assignee: BASF AktiengesellschaftInventors: Norbert Meyer, Johann Jung, Wilhelm Rademacher, Dieter Kolassa, Rainer Becker, Dieter Jahn, Michael Keil, Ulrich Schirmer, Bruno Wuerzer -
Patent number: 5118856Abstract: A process for the preparation of cyclohexanedione derivatives of the general formula I ##STR1## where R.sup.1 is C.sub.2 -C.sub.8 -alkyl, C.sub.2 -C.sub.8 -alkenyl, C.sub.3 -C.sub.12 -cycloalkyl, C.sub.5 -C.sub.12 -cycloalkyl with 0-4 olefinically unsaturated bonds, C.sub.2 -C.sub.8 -alkylthioalkyl, C.sub.6 -C.sub.12 -bicycloalkyl with 0-3 olefinically unsaturated bonds, unsubstituted or substituted aryl or hetaryl, or a heterocyclic radical of 4 to 7 atoms of which not more than 3 may be hetero-atoms chosen from O, S and N, the radical being saturated or olefinically unsaturated, by reacting an .alpha.,.beta.-unsaturated ketone (II) with a dialkyl malonate in the presence of a base to give the alkoxycarbonylcyclohexenolone or its salt (III) ##STR2## and acylation, hydrolysis and decarboxylation of (III), wherein the .alpha.,.beta.Type: GrantFiled: August 2, 1990Date of Patent: June 2, 1992Assignee: BASF AktiengesellschaftInventors: Gernot Reissenweber, Winfried Richarz
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Patent number: 4942180Abstract: This invention relates to antitumor compositions, and a method for inhibiting, remitting or controlling the growth of tumors or tumor cells utilizing antitumor compositions. More particularly, the antitumor compositions comprise, as active ingredient, an antitumor effective amount of halogenated chamigrenes extracted and derived from red alga and sea hares which diet upon red alga.Type: GrantFiled: September 4, 1985Date of Patent: July 17, 1990Assignee: Harbor Branch Oceanographic Institution, Inc.Inventors: Tatsuo Higa, Kenneth M. Snader
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Patent number: 4871470Abstract: Cyclohexane derivatives of formula I ##STR1## wherein R is an alkyl group which has 1-12 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by O, --CO--O-- or --OCO--,A.sup.1 and A.sup.2 each independently of one another are trans-1,4-cyclohexylene or unsubstituted or fluorine-substituted 1,4-phenylene, and one of the groups A.sup.1 and A.sup.2 can also be a single bond,X is --CN, halogen, OH, --COOR.sup.1, --OOCR.sup.1, --COR.sup.1, --OR.sup.1 or R.sup.1 andR.sup.1 is an alkyl group which has 1-12 C atoms and in which one or two CH.sub.2 groups can also be replaced by O, but excluding direct links between two O atoms,with the proviso that, in the case of X=CN, A.sup.2 is trans-1,4-cyclohexylene or fluorine-substituted, 1,4-phenylene, are suitable as components of liquid-crystalline phases.Type: GrantFiled: October 30, 1987Date of Patent: October 3, 1989Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Andreas Wachtler, Joachim Krause, Rudolf Eidenschink, Georg Weber
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Patent number: 4853151Abstract: Dispirotetradecanes of the formula I ##STR1## wherein R.sup.1 and R.sup.2 are each independently of each other alkyl containing 1 to 12 carbon atoms wherein one or more non-adjacent CH.sub.2 groups may also be replaced by --O--, --CO--, --CO--O--, --O--CO--, --O--COO-- and/or --CH.dbd.CH-- (trans), one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, I, CN, NO.sub.2, NCS,A.sup.1 and A.sup.2 are each independently of each other trans-1,4-cyclohexylene wherein one or two non-adjacent CH.sub.2 groups may be replaced by --O-- and/or --S--, or 1,4-phenylene wherein one or more CH groups may also be replaced by N, with it also being possible optionally for A.sup.1 and A.sup.2 to be substituted laterally or axially by F, Cl, CN, CH.sub.3,Z.sup.1 and Z.sup.2 are each independently of each other --C--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 -- or a single bond,m and n are each 0, 1 or 2,(m+n) 0, 1 or 2,X.sup.1, X.sup.2, X.sup.3 and X.sup.Type: GrantFiled: August 11, 1987Date of Patent: August 1, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankfter HaftungInventors: Fritz Vogtle, Wolfgang Calaminus
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Patent number: 4847369Abstract: Compounds are described of formula (1) ##STR1## wherein m is 1 to 4;n is zero, 1 or 2;p is 1 to 4;Z is a group CO.sub.2 R.sup.1 where R.sup.1 is(a) a hydrogen atom or an alkyl, phenalkyl or 2-naphthyl group;(b) phenyl or substituted phenyl;(c) --CH.sub.2 COR.sup.5 where R.sup.5 is phenyl substituted phenyl or 2-naphthyl;or Z is --CH.sub.2 OH, --CHO or CONHR.sup.9 [where R.sup.9 is a hydrogen atom or alkyl, aryl, --COR.sup.10 (where R.sup.10 is a hydrogen atom or an alkyl or aryl group) Or --SO.sub.2 R.sup.11 (where R.sup.11 is an alkyl or aryl group)];Y is substituted or unsubstituted 3-phenoxy-2-hydroxypropyl.These compounds inhibit gastric acid secretion and provide gastrointestinal cytoprotection, and may be formulated for use in the treatment of ulcers.Type: GrantFiled: October 21, 1987Date of Patent: July 11, 1989Assignee: Glaxo Group LimitedInventors: Eric W. Collington, Harry Finch, Duncan B. Judd, James D. Meadows
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Patent number: 4847370Abstract: Compounds are described of formula ##STR1## wherein n is 1 or 2;m is 2-5 and X is --CH.dbd.CH-- or --CH.sub.2 --CH.sub.2 --; or m is 1-4 and x is --CH.dbd.C.dbd.CH--;Z is --CH.sub.2 OH, --CHO or --CONHR.sup.1 [where R.sup.1 is a hydrogen atom or C.sub.1-4 alkyl, aryl, --COR.sup.2 (where R.sup.2 is a hydrogen atom or a C.sub.1-4 alkyl or aryl group) or --SO.sub.2 R.sup.3 (where R.sup.3 is a C.sub.1-4 alkyl or aryl group)];Y is substituted or unsubstituted 3-phenoxy-2-hydroxypropyl.These compounds inhibit gastric acid secretion and provide gastrointestinal cytoprotection, and may be formulated for use in the treatment of ulcers.Type: GrantFiled: October 21, 1987Date of Patent: July 11, 1989Assignee: Glaxo Group LimitedInventors: Eric W. Collington, Harry Finch, Duncan B. Judd, James D. Meadows
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Patent number: 4780129Abstract: Cyclohexenone derivatves of the formula ##STR1## where R.sup.1 is alkyl, R.sup.2 is alkyl, unsubstituted or substituted alkenyl or alkynyl, A is alkoxycarbonyl, carboxyl, cyano or trifluoromethyl, B is hydrogen or methyl, X is straight-chain, branched or cyclic alkylene, Z is hydrogen or alkoxycarbonyl and n is 0 or 1, and salts thereof, and their use for combatting unwanted plant growth.Type: GrantFiled: February 13, 1987Date of Patent: October 25, 1988Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Dieter Jahn, Ulrich Schirmer, Michael Keil, Bruno Wuerzer, Norbert Meyer
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Patent number: 4719032Abstract: Cyclohexane derivatives of formula IR.sup.1 --Cy--CH.sub.2 --Q--(Cy).sub.m --O--(CO).sub.n --CH.sub.2 --R.sup.2 IwhereR.sup.1 denotes alkyl with 1 to 12 C atoms in which also one or two non-adjacent CH.sub.2 groups may be replaced by --O--, --CO--, --O--CO--, --CO--O-- or --CH.dbd.CH--,R.sup.2 denotes H, alkyl with 1 to 12 C atoms in which also one or two non-adjacent CH.sub.2 groups may be replaced by --O--, --CO--, --O--CO-- or --CO--O--,Cy denotes trans-1,4-cyclohexyleneQ denotes --CH.sub.2 -- or --O--,m denotes 1 or 2, andn denotes 0 or 1,are suitable as components of liquid-crystalline phases.Type: GrantFiled: March 21, 1986Date of Patent: January 12, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Andreas Wachtler, Joachim Krause, Reinhard Hittich, Bernhard Scheuble
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Patent number: 4676604Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is hydrogen or straight-chain alkyl; R.sup.2 is --CN, --R, --COR, --COOR or when R.sup.2 is positioned on an aromatic ring R.sup.2 also can be --OR, --OOCR or --F; R is alkyl; A is a group with 1 to 4 six-membered rings, these rings being linked directly with one another and with ring B in each case via a single covalent bond or being linked at one or two positions also via --COO--, --OOC-- or --CH.sub.2 CH.sub.Type: GrantFiled: March 5, 1984Date of Patent: June 30, 1987Assignee: Hoffmann-La Roche Inc.Inventor: Martin Petrzilka
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Patent number: 4668432Abstract: Described are alkyl-substituted-oxo-spirodecenene derivatives defined according to the structure: ##STR1## wherein X represents carbinol, carbinol C.sub.1 -C.sub.3 alkanoate or ketone; one of R.sub.1, R.sub.2, R.sub.4 and R.sub.5 represents methyl and the other of R.sub.1, R.sub.2, R.sub.4 and R.sub.5 represents hydrogen; and R.sub.3 is n-butyl or isopropyl and uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including but not limited to solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles and hair preparations; as well as processes for preparing said alkyl-substituted-oxo-spirodecenene derivatives.Type: GrantFiled: June 27, 1986Date of Patent: May 26, 1987Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Marie R. Hanna
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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: 4656192Abstract: New tropolone derivatives of the general formula: ##STR1## wherein R.sup.1 represents H or an alkyl group, R.sup.2 represents an alkyl, aryl, aralkyl or heterocyclic group and R.sup.3 represents an alkoxyl, aryl or heterocyclic group or a group of the formula: ##STR2## or R.sup.2 and R.sup.3 may form together a part of a heterocyclic group, their metal complex salts, processes for the preparation thereof and the use thereof as anti-tumor agents.Type: GrantFiled: June 14, 1984Date of Patent: April 7, 1987Assignee: Mect CorporationInventor: Masatoshi Yamato
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Patent number: 4647702Abstract: A method for the dehydroxylation of alpha-hydroxyketone using lithium diphenylphosphide. The alpha-hydroxyketone, e.g. benzoin, is reacted with a solution of lithium diphenylphosphide followed by the addition of either an alkyl halide, e.g. methyliodide, or an alkyl halide and an organic acid, e.g. acetic acid, to yield the dehydroxylated compound, e.g. desoxybenzoin.Type: GrantFiled: November 18, 1985Date of Patent: March 3, 1987Assignee: Stauffer Chemical CompanyInventor: Andrea Leone-Bay
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Patent number: 4639330Abstract: Described are alkyl-substituted spirodecenone derivatives defined according to the structure: ##STR1## wherein one of R.sub.1 or R.sub.2 is hydrogen and the other of R.sub.1 or R.sub.2 is methyl; and wherein R.sub.3 represents C.sub.3 -C.sub.4 alkyl, and uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including, but not limited to, solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles and hair preparations; as well as processes for preparing said alkyl-substituted spirodecenone derivatives.Type: GrantFiled: March 21, 1986Date of Patent: January 27, 1987Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Marie R. Hanna
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Patent number: 4622172Abstract: Described are alkyl-substituted spiroundecenone derivatives defined according to the structure: ##STR1## wherein R.sub.1 represents isopropyl or hydrogen; R.sub.2, R.sub.3 and R.sub.4 are the same and each represents methyl or hydrogen; with the provisos that:(i) when R.sub.1 is isopropyl, R.sub.2, R.sub.3 and R.sub.4 are hydrogen; and(ii) when R.sub.2, R.sub.3 and R.sub.4 are each methyl, R.sub.1 is hydrogen,and uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including but not limited to solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles and hair preparations; as well as processes for preparing said alkyl-substituted spiroundecenone derivatives.Type: GrantFiled: December 6, 1985Date of Patent: November 11, 1986Assignee: International Flavors & Fragrances Inc.Inventors: William L. Schreiber, William D. Gillaspey, Futoshi Fujioka, Marie R. Hanna
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Patent number: 4499296Abstract: This invention encompasses prostaglandins of the formula I ##STR1## wherein R'" represents hydroxymethyl, hydroxyacetyl or --CO.sub.2 R"" wherein R"" represents hydrogen or lower alkyl containing 1 to 6 carbon atoms;R' represents lower alkyl containing 1 to 6 carbon atoms, vinyl or ethynyl;R" represents cycloalkyl containing 3 to 5 carbon atoms; and the wavy line represents optional R,S stereochemistry.These compounds are potent antisecretory compounds and cytoprotective agents with reduced diarrhea side effects.Type: GrantFiled: November 14, 1983Date of Patent: February 12, 1985Assignee: G. D. Searle & Co.Inventors: Paul W. Collins, Alan F. Gasiecki
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Patent number: 4480133Abstract: Novel 2,4-dihydrocarbylspiro[5.5]undeca-1,4,8-trien-3-one compounds are prepared by reacting an N,N-dihydrocarbyl,2,6-dihydrocarbyl-4-aminomethylphenol with a conjugated diene and an alkyl halide in a liquid solvent medium.Type: GrantFiled: March 4, 1983Date of Patent: October 30, 1984Assignee: Ethyl CorporationInventor: Jerry M. Roper
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Patent number: 4473587Abstract: Prostaglandin E.sub.1 analogues of the general formula: ##STR1## (wherein R.sup.1 represents a single bond or a straight- or branched-chain alkylene group of from 1 to 5 carbon atom(s), R.sup.2 represents a cycloalkyl group of from 4 to 7 carbon atoms either unsubstituted or substituted by at least one straight- or branched-chain alkyl group of from 1 to 8 carbon(s), and the double bond between C.sub.13 and C.sub.14 is trans) and cyclodextrin clathrate thereof, are useful in the prevention or treatment of cytodamage associated with digestive system disease, especially liver damage.Type: GrantFiled: July 21, 1983Date of Patent: September 25, 1984Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Takashi Muryobayashi, Katsuhiro Imaki, Yoshiki Sakai
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Patent number: 4466980Abstract: A novel compound selected from the group consisting of 7-(or 6- or 4-)thiaprostaglandin E.sub.1 derivatives of the formula (I). ##STR1## wherein A represents --CH.sub.2 -- or ##STR2## in which n is 0, 1 or 2, provided that only one A cut of three is ##STR3## R.sup.1 -R.sup.7 and G are as defined in the specification, the 15-epimers of said thiaprostaglandin E.sub.1 derivatives, the enatiomers of said thiaprostaglandin E.sub.1 derivatives or their 15-epimers, and mixtures of these compounds.A 7-thiaprostaglandin E.sub.1 derivative and/or its optical isomer may be prepared by reacting a 2-organo-2-cyclopentenone (II) with an organic copper-lithium compound (III) to effect conjugation reaction. A 6-thiaprostaglandin E.sub.1 derivative and/or its optical isomer may be prepared by subjecting an .alpha.,.beta.-unsaturated ketone (IV) and a thiol (V) to the Michael addition reaction.Type: GrantFiled: October 30, 1981Date of Patent: August 21, 1984Assignee: Teijin LimitedInventors: Toshio Tanaka, Takeshi Toru, Takeo Oba, Noriaki Okamura, Kenzo Watanabe, Kiyoshi Bannai, Atsuo Hazato, Seizi Kurozumi, Fukuyoshi Kamimoto, Akira Ohtsu
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Patent number: 4448712Abstract: Perfume compositions, perfumed materials and perfumed articles containing derivatives of spiro [5.5] undecane-3-one and/or undecene-3-one having the following formula ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen or methyl and the dotted line is a single or double bond with the proviso that when this dotted line is a double bond R.sub.1 and R.sub.2 are both hydrogen.The use of one or more derivatives of spiro [5.5] undecane-3-one and/or -undecene-3-one having formula 1 as a perfume component in perfume compositions and in imparting fragrance to materials and articles for example soaps, cleaning preparations and cosmetic preparations.Type: GrantFiled: September 13, 1982Date of Patent: May 15, 1984Assignee: Naarden International N.V.Inventors: Antonius J. A. van der Weerdt, Willem Apeldoorn
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Patent number: 4421689Abstract: Derivative compounds of 1,5-dimethylbicyclo [3,2,1] octane of the general formula ##STR1## and perfume compositions containing these derivatives, wherein X represents a C.dbd.O group, a ##STR2## group or a ##STR3## group, in which R.sub.1 and R.sub.2 are alkyl groups and R.sub.3 is an ethylene or trimethylene group which may be substituted with one or more alkyl groups. These derivative compounds may be prepared by oxidation of 1,5-dimethylbicyclo [3,2,1] octan-8-ol or an ester thereof optionally followed by reaction with an alkanol or a 1,2- or 1,3-alkane-diol.Type: GrantFiled: November 5, 1979Date of Patent: December 20, 1983Inventor: Albertus J. Mulder
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Patent number: 4380649Abstract: Novel isophorone derivatives are disclosed and possess utility as insect sterilants, plant growth regulators and fungicides.Type: GrantFiled: November 23, 1981Date of Patent: April 19, 1983Assignee: The Dow Chemical CompanyInventor: Joseph E. Dunbar
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Patent number: 4349690Abstract: The present invention provides novel 9-deoxy-9-methylene-6-keto-PGE derivatives which are useful for platelet aggregation inhibition and gastric cyctoprotection.Type: GrantFiled: April 23, 1981Date of Patent: September 14, 1982Assignee: The Upjohn CompanyInventor: Gordon L. Bundy
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Patent number: 4325967Abstract: Cyclopentane derivatives of the formula: ##STR1## wherein R.sup.1 represents hydrogen or a carboxylic acyl group, and either (i) R.sup.2 represents a group of the formula:--CR.sup.3 R.sup.4 R.sup.5 II(wherein R.sup.3 and R.sup.4 represent hydrogen or alkyl, and R.sup.5 represents hydrogen, or alkyl, alkoxy, cycloalkyl or adamantyl, or R.sup.5 represents alkyl substituted by alkoxy, or by cycloalkyl or by adamantyl, or the group --CR.sup.3 R.sup.4 R.sup.5 together forms a cycloalkyl or adamantyl group), X represents trans-vinylene or ethylene and Y represents carbonyl or a group of the formula: ##STR2## wherein R.sup.6 represents hydrogen or alkyl, and R.sup.7 represents hydrogen or a carboxylic acyl group, or else(ii) R.sup.2 represents a group of the formula:--A--Z--R.sup.8 IV(wherein A represents alkylene, Z represents a direct bond or oxygen or sulphur, and R.sup.Type: GrantFiled: May 7, 1979Date of Patent: April 20, 1982Assignee: May & Baker LimitedInventors: Michael P. L. Caton, Edward C. J. Coffee, Gordon L. Watkins
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Patent number: 4310700Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: January 12, 1982Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.
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Patent number: 4301081Abstract: The invention includes novel alkali metal complex compounds (and processes for their preparation) which are useful, inter alia for the hydrogenation of alkali metals at room temperature or below room temperature to form hydrides or nitrides.Type: GrantFiled: January 28, 1980Date of Patent: November 17, 1981Assignee: Studiengesellschaft Kohle mbHInventor: Borislav Bogdanovic
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Patent number: 4297516Abstract: The invention disclosed herein relates to pharmacologically active prostaglandin derivatives of the E, F, or A series having on the terminal methylene carbon of the alpha chain, a substituent selected from the group consisting of: ##STR1## wherein R is C.sub.1 to C.sub.6 alkyl, and phenyl or phenyl substituted with one or more substituents selected from the group consisting of C.sub.1 -C.sub.4 alkyl, OR.sub.16, SR.sub.16, F, or Cl, and R.sub.16 is C.sub.1 to C.sub.6 alkyl.Type: GrantFiled: June 7, 1979Date of Patent: October 27, 1981Assignee: American Cyanamid CompanyInventor: Allan Wissner
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Patent number: 4291174Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation inhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: September 22, 1981Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.
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Patent number: 4291175Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: September 22, 1981Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.
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Patent number: 4289910Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: September 15, 1981Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.
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Patent number: 4288629Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation inhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: September 8, 1981Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.
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Patent number: 4288632Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: September 8, 1981Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.
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Patent number: 4288633Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: September 8, 1981Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.