Containing Alicyclic Ring Having At Least Seven Members Patents (Class 568/375)
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Publication number: 20040204501Abstract: The present invention relates to novel tropolone compounds of the present invention and to oral care compositions suitable for preventing or treating diseases or conditions of the oral cavity in warm-blooded animals including humans, comprising an oral care effective amount of at least one novel tropolone compounds, and a pharmaceutically acceptable oral carrier. This invention further relates to a method for preventing or treating diseases or conditions of the oral cavity in warm-blooded animals including humans, by applying an oral care effective amount of the oral care composition to the oral cavity.Type: ApplicationFiled: April 19, 2004Publication date: October 14, 2004Inventors: Pauline Pan, Marybeth Finnegan, Andre Soshinsky, Georgia Arvanitis, Michael Berardini
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Patent number: 6787675Abstract: The present invention relates to novel tropolone compounds of the present invention and to oral care compositions suitable for preventing or treating diseases or conditions of the oral cavity in warm-blooded animals including humans, comprising an oral care effective amount of at least one novel tropolone compounds, and a pharmaceutically acceptable oral carrier. This invention further relates to a method for preventing or treating diseases or conditions of the oral cavity in warm-blooded animals including humans, by applying an oral care effective amount of the oral care composition to the oral cavity.Type: GrantFiled: July 29, 2002Date of Patent: September 7, 2004Assignee: Warner-Lambert CompanyInventors: Pauline Pan, Marybeth Finnegan, Andre Soshinsky, Georgia Arvanitis, Michael Berardini
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Patent number: 6759557Abstract: A melanin synthesis inhibitor composition containing at least one macrocyclic compound represented by Formula (1) wherein X is a group selected among the groups consisting of C═O; CH—OH and O═C—CHOH; R being a chain hydrocarbon having 13 to 24 carbon atoms, R forms a ring with X and may be saturated or contain 1 to 3 unsaturated bonds and may be substituted by a lower alkyl group of 1 to 3 carbon atoms.Type: GrantFiled: June 10, 2002Date of Patent: July 6, 2004Assignee: Takasago International CorporationInventors: Hiroyuki Matsuda, Hiroyasu Kumamoto, Eiko Tamai, Misao Yagi, Kenichi Yamamoto, Toshimitsu Hagiwara, Shinya Watanabe
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Patent number: 6753448Abstract: The present invention provides compounds represented by formulas 1a and 1b′; and photoresist polymers derived from the same. The present inventors have found that photoresist polymers derived from compounds of formulas 1a, 1b, or mixtures thereof, having an acid labile protecting group have excellent durability, etching resistance, reproducibility, adhesiveness and resolution, and as a result are suitable for lithography processes using deep ultraviolet light sources such as KrF, ArF, VUV, EUV, electron-beam, and X-ray, which can be applied to the formation of the ultrafine pattern of 4G and 16G DRAMs as well as the DRAM below 1G: where R1, R2 and R3 are those defined herein.Type: GrantFiled: December 26, 2002Date of Patent: June 22, 2004Assignee: Hyundai Electronics Industries Co., Ltd.Inventors: Geun Su Lee, Jae Chang Jung, Ki Ho Baik
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Patent number: 6720303Abstract: Described are mixtures consisting essentially of oxomacrocyclic compounds containing greater than about 40 weight % &Dgr;3-cyclotetradecen-1-one and greater than about 40 weight % cyclotetradecanone and less than about 5 weight %, of &Dgr;2-cyclo-tetradecen-1-one, perfumery uses thereof and chemo-selective catalytic hydrogen process for preparing same by hydrogenating mixtures containing significant concentrations, greater than 15 weight %, of &Dgr;2-cyclotetradecen-1-one. The oxocarbocyclic compound-containing mixtures have advantageous musk aroma imparting, augmenting and enhancing perfumery properties causing the mixtures to be useful in perfume compositions, perfumed articles and perfumed polymers, including particles and fibers produced therefrom.Type: GrantFiled: November 1, 2001Date of Patent: April 13, 2004Assignee: International Flavors & Fragrances Inc.Inventors: Braja Dulal Mookherjee, Anubhav P. S. Narula, Michael G. Monteleone, Robert W. Trenkle
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Patent number: 6686483Abstract: The present invention provides a variety of methods that are based on stereoselective epoxidation of an olefin by an epoxidizing agent derived from a reaction between an oxidizing agent and a chiral ketone. For example, present invention provides methods for producing an epoxide from an olefin, for increasing a relative concentration of at least one stereoisomer of an olefin, and for stereoselectively producing an &agr;-acyloxy carbonyl compound. Preferably, the chiral ketone is of the formula: or a derivative thereof which is capable of converting to the chiral ketone of Formula I under the reaction conditions, where a, b, n, X, R1, R2, R3, R4, R5 and R6 are those defined herein.Type: GrantFiled: January 7, 2002Date of Patent: February 3, 2004Assignee: Colorado State University Research FoundationInventor: Yian Shi
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Publication number: 20040018216Abstract: The present invention relates to novel tropolone compounds of the present invention and to oral care compositions suitable for preventing or treating diseases or conditions of the oral cavity in warm-blooded animals including humans, comprising an oral care effective amount of at least one novel tropolone compounds, and a pharmaceutically acceptable oral carrier. This invention further relates to a method for preventing or treating diseases or conditions of the oral cavity in warm-blooded animals including humans, by applying an oral care effective amount of the oral care composition to the oral cavity.Type: ApplicationFiled: July 29, 2002Publication date: January 29, 2004Inventors: Pauline Pan, Marybeth Finnegan, Andre Soshinsky, Georgia Arvanitis, Michael Berardini
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Patent number: 6630609Abstract: A process for the preparation of a composition having the formula: in which a compound having the formula: is treated with a base and a silylating agent.Type: GrantFiled: July 16, 2002Date of Patent: October 7, 2003Assignee: Florida State UniversityInventors: Robert A. Holton, Phong Vu, Tawfik Gharbaoui, Vincent Reboul
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Patent number: 6551988Abstract: 4,8-cyclododecadienyl ketones having formula (I), in which R has up to 5 carbon atoms, are novel compounds exhibiting woody/amber odor characteristics which find use in perfumes and in perfumed products.Type: GrantFiled: December 18, 2000Date of Patent: April 22, 2003Assignee: Quest International B.V.Inventor: David Munro
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Patent number: 6326349Abstract: Disclosed are compounds of formula I having a strong musk-like odor: In formula I, R1 and R2 are hydrogen or methyl, with the proviso that when R1 is methyl, R2 is hydrogen, and when R1is hydrogen, R2 is methyl. The compounds of formula I may be in the Z- and/or in the E-form. Methods of making the compounds of formula I and compositions containing such compounds are also disclosed.Type: GrantFiled: September 1, 1999Date of Patent: December 4, 2001Assignee: Givaudan Roure (International) SAInventors: Daniel Helmlinger, Georg Fráter, Urs Müller
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Patent number: 6303836Abstract: 2-Cyclododecyl-propanol [sic], which is in demand as musk scent, is prepared in an advantageous industrial process by reacting cyclododecene with an excess of propionic acid or of a propionic acid derivative in the presence of catalytic amounts of a free-radical initiator, and subsequently catalytically hydrogenating the 2-cyclododecylpropionic acid which is formed or the corresponding 2-cyclododecylpropionic acid derivatives.Type: GrantFiled: December 1, 1999Date of Patent: October 16, 2001Assignee: BASF AktiengesellschaftInventors: Klaus Ebel, Rolf Pinkos
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Patent number: 6287749Abstract: Biradical initiators and methods using the same are disclosed. Polymerization of compositions which include the compounds of the invention may be activated by irradiating the composition with radiation.Type: GrantFiled: May 4, 1998Date of Patent: September 11, 2001Assignees: First Chemical Corporation, Univ. of Southern MississippiInventors: Rajamani Nagarajan, Joseph Stanton Bowers, Jr., Charles E. Hoyle, E. Sonny Jönsson, John R. I. Eubanks
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Patent number: 6278027Abstract: The present invention relates to compounds of formula (1). wherein: R1 is hydrogen atom or lower alkyl group, X is bromine atom or chlorine atom; and which are useful for the preparation of the cycloheptanoides such as cycloheptimidazole derivatives. The compound having formula (1) is obtained in a single pot by the reaction of a trialkylsilylether compound with a dihalocarbene which, in turn, is prepared from the reaction of chloroform or bromoform in the presence of base.Type: GrantFiled: September 8, 1999Date of Patent: August 21, 2001Assignee: Kotobuki Pharmaceutical CO LTDInventors: Tsuyoshi Tomiyama, Akira Tomiyama, Naoto Ueyama, Akira Ohno
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Patent number: 6278026Abstract: The synthesis of taxol and other tricyclic and tetracyclic taxanes.Type: GrantFiled: June 15, 1999Date of Patent: August 21, 2001Assignee: Florida State UniversityInventors: Robert A. Holton, Carmen Somoza, Hyeong Baik Kim, Mitsuru Shindo, Ronald J. Biediger, P. Douglas Boatman, Chase Smith, Feng Liang, Krishna Murthi
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Patent number: 6242413Abstract: The invention relates to bicyclic aldehydes and ketones of formula (I): wherein n is 1 or 2; R1 and R4 are independently H or CH3; and R2 and R3 are independently H, CH3 or CH2CH3 The invention also provides odorant compositions containing at least one compound of formula (I). A process for the manufacture of R1-methyl substituted compounds of formula (I) having a bridgehead-positioned double bond, as well as intermediates thereof is also provided.Type: GrantFiled: June 2, 1999Date of Patent: June 5, 2001Assignee: Givaudan Roure (International) S.A.Inventors: Georg Frater, Philip Kraft
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Patent number: 6204416Abstract: A method for the transformation of cis- and trans-cyclododecene oxide into cyclododecanone, comprising carrying out the reaction with catalytically activated hydrogen in the presence of a copper catalyst at a temperature of 150-260° C. and at a pressure in a range from atmospheric pressure to elevated pressure. The reaction proceeds via the intermediate products cyclododecen-3-ol and cyclododecen-3-one, and with cyclododecene being obtained as a by-product.Type: GrantFiled: March 29, 2000Date of Patent: March 20, 2001Assignee: EMS-Chemie AGInventor: Haans-Joerg Liedloff
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Patent number: 6200254Abstract: Novel macrocyclic diene ketone compounds useful as fragrance materials are described having the following general formula (I): where R1, R2, R3 and R4 are each either a hydrogen atom or a C1 to C4 alkyl, a is the integer 1 or 2 and b is an integer in a range from 1 to 6. Novel pathways are described for synthesizing these macrocyclic diene ketones, as well as saturated and mono-unsaturated macrocyclic ketones having the following general formula (IV): where R1, R2, R3 and R4 are each independently a hydrogen atom or a C1 to C4 alkyl, a is the integer 1 or 2 and b is an integer in a range from 1 to 6.Type: GrantFiled: May 21, 1999Date of Patent: March 13, 2001Assignees: Takasago International Corporation, Takasago Institute for Interdisciplinary Science, Inc.Inventors: Andrew T. Lupo, Jr., Tetsuo Nakatsu, John Caldwell, Michael E. Lankin, Carter B. Green, Takashi Aida
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Patent number: 6184419Abstract: The present invention relates to new &agr;,&bgr;-unsaturated ketones of formula I. The new compounds exhibit an intense, very long lasting green galbanum-type odor with fruity undertones. Compositions containing these novel compounds are also provided.Type: GrantFiled: May 10, 2000Date of Patent: February 6, 2001Assignee: Givaudan Roure (International) SAInventors: Katja Berg-Schultz, Jerzy A. Bajgrowiecz
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Patent number: 6169211Abstract: Disclosed is a process for producing 5-cyclohexadecen-1-one continuously from 1,2-divinylcyclododecanol in a short time in an efficient manner without side reactions. In the process, 1,2-divinylcyclododecanol as a starting material is supplied from a raw material container 1 by a dosage pump 2 to a flash unit 3 which is set under a vacuum of 5 mm Hg or less by a vacuum pump 8 and is heated. 1,2-Divinylcyclododecanol which is flashed in the flash unit is supplied to a reactor 4 which is heated to 400 to 650° C. and is set under a vacuum of 5 mm Hg or less whereby 1,2-divinylcyclododecanol is converted into 5-cyclohexadecen-1-one. The reaction product is discharged from the top of the reactor and is cooled to recover the objective 5-cyclohexadecen-1-one in the recovery container 6. The reduction in the pressure of the apparatus is preferably performed by a vacuum pump 8 via a hydrochloric acid trap 7 comprising, for example, sodium methylate/methanol cooled to −78 to −100° C.Type: GrantFiled: May 6, 1999Date of Patent: January 2, 2001Assignee: Takasago International CorporationInventors: Misao Yagi, Keisuke Itakura, Kenichi Yamamoto, Akira Amano
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Patent number: 6150374Abstract: The invention relates to novel substituted cycloalkenes of the formula (I), ##STR1## to a plurality of processes for their preparation, and to novel intermediates and a plurality of processes for their preparation.Type: GrantFiled: September 29, 1997Date of Patent: November 21, 2000Assignee: Bayer AktiengesellschaftInventors: Herbert Gayer, Peter Gerdes, Ralf Tiemann, Stefan Dutzmann, Klaus Stenzel
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Patent number: 6111144Abstract: A process for the preparation of a compound having the formula: ##STR1## in which a compound having the formula: ##STR2## is treated with a base and a silylating agent.Type: GrantFiled: August 20, 1998Date of Patent: August 29, 2000Assignee: Florida State UniversityInventors: Robert A. Holton, Phong Vu, Tawfik Gharbaoui, Vincent Reboul
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Patent number: 5936100Abstract: The invention concerns an improved process for the preparation of macrocyclic products with 12 or more ring atoms containing one or more polar functional groups on the ring and/or one or more heteroatoms within the ring by ring closing metathesis (RCM) of suitably substituted diene precursors even if the substrates are devoid of any kind of conformational preorganization. Metal carbene complexes of Ru, Mo, W, Re, Os, which are tolerant towards the respective functional group and can either be isolated or prepared in situ are used as catalysts or catalyst precursors. Preferred catalysts or catalyst precursors are ruthenium complexes of the general type XX.sub.1 LL.sub.1 Ru.dbd.CRR.sub.1, wherein X, X.sub.1 =halogen, L, L.sub.1 =trialkylphosphine, R, R1=H, Ph, CH.dbd.CPh.sub.2 denote the most preferred embodiment. The process can be applied to the synthesis of olfactory compounds, perfumary ingredients, pheromones, crown ethers, antibiotics and pharmaceuticals for human and veterinary medicine.Type: GrantFiled: December 16, 1996Date of Patent: August 10, 1999Assignee: Studiengesellschaft Kohle MBHInventors: Alois Furstner, Klaus Langemann, Nicole Kindler
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Patent number: 5466827Abstract: Thioalkane .alpha.,.beta.-diketones have interesting organoleptic properties and are therefore suitable as aroma substances.Type: GrantFiled: September 28, 1993Date of Patent: November 14, 1995Assignee: Haarmann & Reimer GmbHInventors: Heinz-Jurgen Bertram, Roland Emberger, Matthias Guntert, Peter Werkhoff
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Patent number: 5395846Abstract: This invention relates to a class of novel amino bi- and tri-carbocyclic alkane compounds having bis-aryl substitution which exhibit squalene synthase inhibition properties. The bi- and tri-carbocyclic alkane ring contains an amino group and the ring is further linked or bridged to two mono- and/or bicyclic rings. Compounds of this invention reduce levels of serum cholesterol in the body without significantly reducing mevalonic metabolite synthesis. This invention relates also to pharmacological compositions and method of treatment for lowering serum cholesterol levels using the compounds of this invention.Type: GrantFiled: June 25, 1993Date of Patent: March 7, 1995Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.Inventors: Robert L. Morris, Kent W. Neuenschwander, Keith S. Learn, Anthony C. Scotese
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Patent number: 5362916Abstract: Hydroxyaryl enol ether alkali metal salts having the formula: ##STR1## in which T is a fused, substituted or unsubstituted polycycloalkylidene group, OR.sup.3 is an ether group Y is a light-emitting fluorophore-forming group which will be part of a luminescent substance formed by decomposition of a 1,2-dioxetane subsequently formed from the hydroxyaryl enol ether alkali metal salt, capable of absorbing energy to form an excited state from which it emits optically detectable energy to return to its ground state, and AM.sup.30 is an alkali metal cation, processes for the preparation of these intermediate salts, and their use as starting materials for acylation, phosphorylation and glycosylation reactions to give intermediates reactable to give stable, water-soluble chemiluminescent 1,2-dioketames, particularly ones that are enzymatically cleavable, are disclosed.Type: GrantFiled: November 17, 1993Date of Patent: November 8, 1994
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Patent number: 5183942Abstract: Macrocyclic enediynediols and enediynediones having a ten carbon ring and open chain enediyne dihydroperoxides having eight carbons between the hydroperoxide groups that cleave DNA are disclosed, as are methods of making and using the same.Type: GrantFiled: November 5, 1991Date of Patent: February 2, 1993Assignee: The Scripps Research InstituteInventors: Kyriacos C. Nicolaou, Erik Sorensen, Chan-Kou Hwang, Robert Discordia, Robert G. Bergman, Robert E. Minto
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Patent number: 5151450Abstract: There are provided 4,5-Dihydroxy-2,6,6-trimethyl-2-cyclohepten-1-one, a method for preparing the same and an antiulcer agent containing the same as an effective ingredient.Type: GrantFiled: February 21, 1991Date of Patent: September 29, 1992Assignee: Tokyo Tanabe Company, LimitedInventors: Kiyokazu Murakami, Susumu Yokura
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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: 5077275Abstract: Described are acylated bicycloalkadiene-compound-containing compositions of matter, mixtures of compounds containing predominantly compounds having the structures: ##STR1## with the compositions of matter containing from 50 up to 100% of the compound having the structure: prepared by reacting the compound having the structure: ##STR2## or a mixture containing, predominently, the compound having the structure: with acetic anhydride in the presence of a Lewis acid catalyst such as boron trifluoride etherate.Also described are perfumery uses of such compositions of matter for augmenting or enhancing the aroma of perfume compositions, colognes or perfumed articles such as solid or liquid anionic, cationic, nonionic or zwitterionic detergents, cosmetic powders, hair preparations and the like.Type: GrantFiled: May 17, 1991Date of Patent: December 31, 1991Assignee: International Flavors & Fragrances Inc.Inventors: Richard M. Boden, Joseph A. McGhie
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Patent number: 4950797Abstract: A process for the preparation of carbonyl compounds by catalyzed isomerization of allyl alcohols in a tertiary phosphine or phosphite ester in the presence of a rhodium compound at a temperature of from 80.degree. C. to 180.degree. C., a carrier gas being passed through the reaction mixture and the carbonyl compound being separated from the emergent gas mixture by cooling.Type: GrantFiled: June 1, 1988Date of Patent: August 21, 1990Assignee: BASF AktiengesellschaftInventors: Rudolf Kummer, Werner Bertleff, Michael Roeper
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Patent number: 4894483Abstract: Vinylglyoxal derivatives of the general formula I ##STR1## where R is straight-chain or branched alkyl or alkenyl, cycloalkyl or unsubstituted or substituted phenyl, are prepared by a process in which bicyclo[2.2.1]hept-5-enecarbaldehyde of the formula V ##STR2## is either (a) subjected to autocondensation with formation of a compound of the formula VII ##STR3## or (b) reacted with a compound of the general formula IIR-CH.dbd.O (II)where R has the above meanings, with formation of a mixture of the compounds of the general formulae VIII (a) and (b) ##STR4## where R is as defined above, in the presence of a catalyst, and the compound of the formula VII or the compounds of the formulae VIII (a) and (b) is or are oxidized to the corresponding dicarbonyl compounds, after which gas-phase pyrolysis is carried out at from 500.degree. to 700.degree. C. and under reduced pressure, in particular less than 10.sup.-1 mbar, and, if desired, the resulting compound of the general formula I is further purified.Type: GrantFiled: October 28, 1987Date of Patent: January 16, 1990Assignee: BASF AktiengesellschaftInventors: Peter Neumann, Hans-Dieter Martin, Roland Kramme, Ralf T. Weimann
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Patent number: 4749681Abstract: Described are polyalkyl-substituted oxocycloheptane derivatives defined according to the structure: ##STR1## wherein X represents one of the moieties: ##STR2## wherein one of the dashed lines is a carbon-carbon double bond and the other of the dashed lines is a carbon-carbon single bond; or both dashed lines are carbon-carbon single bonds; wherein R.sub.1 and R.sub.2 represents hydrogen or lower alkyl with the proviso that when the dashed line at the 4-5 position is a double bond, R.sub.2 is hydrogen and when the dashed line at the 3-4 position is a double bond, R.sub.1 is hydrogen; wherein R.sub.4 represents C.sub.1 -C.sub.4 lower alkyl; and wherein Y represents chloro or bromo.Type: GrantFiled: May 22, 1986Date of Patent: June 7, 1988Assignee: International Flavors & Fragrances Inc.Inventors: William J. Evers, Howard H. Heinsohn, Jr.
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4-hydroxy-2-cyclopentenone, process for production thereof, pharmaceutical composition comprising it
Patent number: 4711895Abstract: A 4-hydroxy-2-cyclopentenone represented by the following formula (I) ##STR1## wherein X represents a hydrogen or halogen atom, A represents a hydrogen atom and B represents a hydroxyl group, or A and B are bonded to each other to represent a bond, R.sup.1 represents a substituted or unsubstituted alkyl, alkenyl or alkynyl group having 1 to 10 carbon atoms, R.sup.2 represents a substituted or unsubstituted alkyl, alkenyl or alkynyl group having 1 to 10 carbon atoms, and R.sup.3 represents a hydrogen atom or a protective group for a hydroxyl group, provided that R.sup.2 is not a 2-octenyl, 8-acetoxy-2-octenyl or 2,5-octadienyl group. The compounds of formula (I) in which A is hydrogen and B is hydroxyl group are prepared by subjecting a 5-unsubstituted cyclopentenone and an aldehyde to aldol condensation reaction. The compounds of formula (I) in which A and B form a bond is prepared by subjecting the compounds of the formula (I) in which A is hydrogen and B is hydroxyl group to dehydration.Type: GrantFiled: October 22, 1985Date of Patent: December 8, 1987Assignee: Teijin LimitedInventors: Atsuo Hazato, Satsohi Sugiura, Seizi Kurozumi, Ryoji Noyori -
Patent number: 4701536Abstract: Disclosed are a compound of Formula I: ##STR1## wherein R.sub.1 represents a hydrogen atom or a protective group for a hydroxyl group; and Z represents a direct bond (2,3-cis-5R*, 8S*) or an oxygen atom which forms an oxirane ring having a configuration of (2R*, 3R*, 5R*, 8S*),and a process for preparing the same.By use of the above compound as an intermediate, there can be synthesized periplanone-B which is a sex pheromone of periplaneta.Type: GrantFiled: July 7, 1986Date of Patent: October 20, 1987Assignee: UBE Industries, Ltd.Inventors: Jiro Tsuji, Takashi Takahashi
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Patent number: 4693845Abstract: Novel bornane-3-spiro-1'-cylopentane derivatives of the following formula (I) ##STR1## in which R.sub.1 and R.sub.2 are defined such that when R.sub.1 is a hydrogen atom, R.sub.2 is a hydroxyl group, or R.sub.1 and R.sub.2 are joined to form a ketone are obtained from camphor.The derivatives are synthesized in a simple process from an economical starting material, camphor. The derivatives have woody-note and can be widely used in perfumes, soaps, shampoos, hair rinses, cosmetics and the like.Type: GrantFiled: June 18, 1986Date of Patent: September 15, 1987Assignee: KAO CorporationInventors: Yoshiaki Fujikura, Akira Yamamuro, Motoki Nakajima
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Patent number: 4661640Abstract: Novel substituted 5-cycloalkyl-2,2-dimethyl-pentan-3-ones of the formula ##STR1## in which R is optionally substituted cycloalkyl,X is halogen andY is hydrogen or halogen,The new compounds are valuable intermediates for the synthesis of substances having plant growth-regulating and fungicidal properties.Type: GrantFiled: February 24, 1986Date of Patent: April 28, 1987Assignee: Bayer AktiengesellschaftInventors: Heinz Ziemann, Karl-Heinrich Mohrmann
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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: 4639532Abstract: Disclosed is an improved process for synthesizing periplanone-B, the sex attractant and sex excitant pheromone of the American cockroach, Periplaneta americana.Type: GrantFiled: June 18, 1984Date of Patent: January 27, 1987Assignee: Yale UniversityInventor: Stuart L. Schreiber
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Patent number: 4625066Abstract: Novel substituted acetylene-ketones of the formulaR.sup.2 --C.tbd.C--CO--R.sup.1 (I)in whichR.sup.1 represents optionally substituted cycloalkyl with 4 to 7 carbon atoms or the groupings ##STR1## or represents optionally substituted aryl, if R.sup.2 represents optionally substituted cycloalkenyl or optionally substituted cycloalkylalkyl;R.sup.2 represents alkyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted cycloalkylalkyl, optionally substituted aryl or optionally substituted aralkyl;R.sup.3 represents halogen;R.sup.4 represents hydrogen or halogen;R.sup.5 represents alkyl with more than 1 carbon atom, alkenyl, alkinyl or the CHO group or a derivative thereof, or represents methyl, if R.sup.2 represents optionally substituted cycloalkenyl or optionally substituted cycloalkylalkyl;R.sup.6 represents cyano, optionally substituted aryl or the groupings --XR.sup.7 or --CONR.sup.8 R.sup.9 ;R.sup.Type: GrantFiled: November 29, 1984Date of Patent: November 25, 1986Assignee: Bayer AktiengesellschaftInventor: Hans-Ludwig Elbe
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Patent number: 4602115Abstract: Novel substitued 5-cycloalkyl-2,2-dimethyl-pentan-3-ones of the formula ##STR1## in which R is optionally substituted cycloalkyl,X is halogen andY is hydrogen or halogen.The new compounds are valuable intermediates for the synthesis of substances having plant growth-regulating and fungicidal properties.Type: GrantFiled: November 29, 1984Date of Patent: July 22, 1986Assignee: Bayer AktiengesellschaftInventors: Heinz Ziemann, Karl-Heinrich Mohrmann
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Patent number: 4443632Abstract: Compounds of formula ##STR1## having a double bond in one of the positions indicated by the dotted lines and wherein R represents a hydrogen atom or a methyl radical are utilized as starting materials for the preparation of bicyclic unsaturated hydrocarbons of formula ##STR2## (R=H, CH.sub.3). Conversion of (II) to (I) occurs via thermal treatment in the presence of a metal catalyst.Disclosed is also a process for the preparation of (II).Type: GrantFiled: June 22, 1982Date of Patent: April 17, 1984Assignee: Firmenich SAInventors: Karl H. Schulte-Elte, Bernard L. Muller, Eric Maillefer
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Patent number: 4431827Abstract: Novel lactonic derivatives and their use as starting materials for preparing macrocyclic hydroxyketones useful as intermediates in the preparation of fragrant compounds.Type: GrantFiled: April 5, 1982Date of Patent: February 14, 1984Assignee: Firmenich S.A.Inventor: Charles Fehr
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Patent number: 4410705Abstract: A process for preparing substituted or unsubstituted benzoxazoline compound by reacting ammonia, a cycloalkanone and oxygen in the presence of metal cations.Type: GrantFiled: August 31, 1981Date of Patent: October 18, 1983Assignee: Allied CorporationInventors: Divakaran Masilamani, Edward H. Manahan
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Patent number: 4393245Abstract: New 1-acyl- and 1-hydroxymethyl-cyclododecanes and -cyclododecenes. The new 1-acyl-cyclododecenes and -cyclododecanes are obtained by a Rupe or Meyer-Schuster rearrangement, with or without subsequent hydrogenation in the presence of Ni, Pd and Pt catalysts. The 1-acyl-cyclododecenes and -cyclododecanes are valuable scents of the basic type of the sought-after macrocyclic musk scents. Furthermore, they are used for the manufacture of numerous other new 1-substituted or 1-and 2-substituted cyclododecenes and cyclododecanes having good scent characteristics.Type: GrantFiled: December 2, 1981Date of Patent: July 12, 1983Assignee: BASF AktiengesellschaftInventors: Werner Hoffman, Karl von Fraunberg, Manfred Baumann
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Patent number: 4385185Abstract: Compounds of the general formula I: ##STR1## wherein R.sub.1 and R.sub.2 are equal or different alkyl-, alkoxyalkyl-, or aryl groups, or together form a ring; R.sub.3 is an allyl or benzyl radical; and R.sub.4 and R.sub.5 represent hydrogen, alkyl, alkoxyalkyl, alkenyl or further compounds of the formula II: ##STR2## wherein R.sub.1, R.sub.2, R.sub.4 and R.sub.5 have the meaning indicated above and R.sub.6 stands for hydrogen or methyl or to compounds which are modified by the addition of hydrogen to at least one olefinic or carbonylic double bond of compounds of the general formula I or II. The invention also relates to a process for preparing the new compounds. The compounds of the general formula II are obtained by thermal treatment of a selection of compounds of formula I, for which R.sub.3 stands for the allyl or methallyl radical. The compounds according to the invention are used as fragrant and flavoring substances.Type: GrantFiled: March 20, 1981Date of Patent: May 24, 1983Assignee: Consortium fur Elektrochemische Industrie GmbHInventors: Helmut Gebauer, Walter Hafner
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Patent number: 4372881Abstract: Unsaturated alicyclic compounds of formula ##STR1## having a methyl radical bound to the carbon atom in position 5 or 6 of the ring, possess interesting perfuming and flavoring properties and consequently they can be used advantageously in the fragrance and flavor industry. They can develop various notes of green, flowery, fruity and fresh type.Type: GrantFiled: September 29, 1981Date of Patent: February 8, 1983Assignee: Firmenich SAInventors: Gunther Ohloff, Wolfgang K. Giersch
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Patent number: 4322357Abstract: The preparation of racemic 1R, 4R, 5R-5-(4', 8'-dimethyl-5'-hydroxy-7'-nonenyl)-5-methyl-8-oxabicyclo[3.2.1]-octane-1-a cetic acid is described. The cycloheptane compounds are active uteroevacuant agents.Type: GrantFiled: February 23, 1981Date of Patent: March 30, 1982Assignee: Ortho Pharmaceutical CorporationInventor: Ramesh M. Kanojia
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Patent number: 4307241Abstract: Expansion of a ring structure and extension of a noncyclic structure containing a ketosulfone grouping in the ring by reaction with a 2-X-alkyl-3-allyl-trialkylsilane intermediate in which X is a leaving group and conversion to an expanded ring.Type: GrantFiled: July 3, 1980Date of Patent: December 22, 1981Assignee: Wisconsin Alumni Research FoundationInventors: Barry M. Trost, John E. Vincent
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Patent number: 4302607Abstract: New unsaturated macrocyclic ketones are obtained via a process which consists in reacting a dialdehyde with a tetraalkyldiphosphonate ester. The new ketones are useful intermediates for the preparation of cyclopentadecanone and its higher methyl-homologue, known fragrant substances. New ketones possess also direct utility as musky odorants.Type: GrantFiled: September 19, 1979Date of Patent: November 24, 1981Assignee: Firmenich SAInventors: George H. Buchi, Hans Wuest
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Patent number: 4277625Abstract: New process for the preparation of muscone, a valuable macrocyclic musky perfume ingredient. The process makes use of an .alpha.,.omega.-dialdehyde as starting material.Type: GrantFiled: November 20, 1979Date of Patent: July 7, 1981Assignee: Firmenich SAInventors: Karl-Heinrich Schulte-Elte, Arnold Hauser, Gunther Ohloff