Unsaturated Alicyclic Ring Containing Patents (Class 568/446)
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Patent number: 11857597Abstract: The present invention provides certain lipo-glycopeptide cleavable derivatives and methods for using the same for the treatment of bacterial infections, for example, pulmonary bacterial infections. The LGPC derivatives include a cleavable moiety that in certain embodiments, is designed to allow for cellular uptake and/or a more rapid clearance of the glycopeptide metabolite (i.e., the cleaved glycopeptide) from the site of administration (e.g., the lung) as compared to the uncleaved LGPC.Type: GrantFiled: June 10, 2021Date of Patent: January 2, 2024Assignee: Insmed IncorporatedInventors: Ryan Heckler, Donna Konicek, Adam Plaunt, Vladimir Malinin, Walter Perkins
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Patent number: 9957228Abstract: The present invention relates to a new method to produce 7,8-dihydro-C15-aldehyde.Type: GrantFiled: October 15, 2015Date of Patent: May 1, 2018Assignee: DSM IP ASSETS B.V.Inventors: Werner Bonrath, Jan Schuetz, Thomas Netscher, Bettina Wuestenberg
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Patent number: 9554877Abstract: A regenerative device can include a first side section, a second side section, and a top section extending between and connecting the first side section and the second side section. The top section and the first and second side sections can each be formed from a porous material that retains its structure after implantation in the patient. The regenerative device can be used for ridge augmentation of a maxilla or a mandible. The top section can include an opening configured for receiving an implant. The porous material can be permanently implanted in the mouth and promote bone regeneration or ridge augmentation. One or both of the first and second side sections of the device can include one or more openings or apertures for receiving a fastener to secure the device to the alveolar ridge.Type: GrantFiled: September 27, 2013Date of Patent: January 31, 2017Assignee: Zimmer, Inc.Inventors: Jeffrey Bassett, Leonard Conner, Edward M. Willis, Ken Varner, Michael Scott Collins
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Patent number: 9000226Abstract: An aldehyde of formula (I) in the form of any one of its stereoisomers or a mixture thereof, wherein each dotted line, independently from each other, represents a single or double bond; n is 0 or 1; R1 is a hydrogen atom or a methyl group; R2 is a hydrogen atom or a methyl or ethyl group; and R3, which can be present in any of positions 2 to 6 of the cyclic moiety, is a hydrogen atom or a methyl or ethyl group, or a CH2 group bridging positions 3 and 6. Also, the use of the aldehyde as perfuming ingredient to impart odor notes of the aldehyde, lily of the valley type.Type: GrantFiled: January 24, 2013Date of Patent: April 7, 2015Assignee: Firmenich SAInventor: Robert Moretti
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Publication number: 20150051133Abstract: An aldehyde of formula (I) in the form of any one of its stereoisomers or a mixture thereof, wherein each dotted line, independently from each other, represents a single or double bond; n is 0 or 1; R1 is a hydrogen atom or a methyl group; R2 is a hydrogen atom or a methyl or ethyl group; and R3, which can be present in any of positions 2 to 6 of the cyclic moiety, is a hydrogen atom or a methyl or ethyl group, or a CH2 group bridging positions 3 and 6. Also, the use of the aldehyde as perfuming ingredient to impart odor notes of the aldehyde, lily of the valley type.Type: ApplicationFiled: January 24, 2013Publication date: February 19, 2015Applicant: FIRMENICH SAInventor: Robert Moretti
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Publication number: 20140378360Abstract: The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities' options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.Type: ApplicationFiled: September 12, 2014Publication date: December 25, 2014Inventors: Hugo Robert Germain DENUTTE, Johan SMETS, An PINTENS, Koen VAN AKEN, Freek Annie Camiel VRIELYNCK
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Patent number: 8871982Abstract: The present invention relates to the field of catalytic hydrogenation and, more particularly, to a process for the reduction by hydrogenation, using molecular H2, of a C6-C20 conjugated dienal into the corresponding deconjugated enal, characterized in that said process is carried out in the presence of a catalytic system comprising at least a base and at least one complex in the form of a rhodium complex comprising a C34-C60 bidentate diphosphine ligand (L2) coordinating the rhodium.Type: GrantFiled: February 17, 2012Date of Patent: October 28, 2014Assignee: Firmenich SAInventors: Lionel Saudan, Michel Alfred Joseph Saudan, Sylvia Joyeuse Adélaïde Ada Saudan
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Publication number: 20140288326Abstract: A direct acid catalyzed intermolecular electrocyclic rearrangement process for the preparation of linear and cyclic homoallylic ester and amides. A one step intermolecular electrocyclic rearrangement process includes the step of reacting a beta, gamma-unsaturated aldehyde or ketone, in which the beta, gamma-unsaturation is not part of an aromatic ring, with another aldehyde or a secondary aldimine in the presence of an acid.Type: ApplicationFiled: October 26, 2012Publication date: September 25, 2014Inventors: Yue Zou, Li Jun Zhou, Changming Ding, Andreas Goeke
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Publication number: 20140271537Abstract: The present invention generally relates to deuterium-enriched aldehydes, compositions comprising deuterium-enriched aldehydes, and methods for slowing the rate of aldehyde autoxidation. In one aspect, the present invention provides a composition comprising a compound of structure 1: wherein: there are at least 6×1018 molecules of the aldehyde and Rx is hydrogen, wherein the deuterium isotope in Rx is in an amount greater than 0.10 percent of the hydrogen atoms present in Rx.Type: ApplicationFiled: March 15, 2014Publication date: September 18, 2014Inventor: Anthony W. Czarnik
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Publication number: 20130331611Abstract: The present invention relates to the field of catalytic hydrogenation and, more particularly, to a process for the reduction by hydrogenation, using molecular H2, of a C6-C20 conjugated dienal into the corresponding deconjugated enal, characterized in that said process is carried out in the presence of a catalytic system comprising at least a base and at least one complex in the form of a rhodium complex comprising a C34-C60 bidentate diphosphine ligand (L2) coordinating the rhodium.Type: ApplicationFiled: February 17, 2012Publication date: December 12, 2013Applicant: FIRMENICH SAInventors: Michel Alfred Joseph SAUDAN, Sylvia Joyeuse Adélaïde Ada SAUDAN
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Patent number: 8604225Abstract: The present invention relates to a method of producing 5-hydroxymethylfurfural by dehydration of fructose and/or glucose and/or mannose.Type: GrantFiled: April 7, 2011Date of Patent: December 10, 2013Assignee: Novozymes, A/SInventors: Sven Pedersen, Troels B. Christensen, Astrid Boisen, Vibeke W. Jurgensen, Thomas S. Hansen, Soeren Kegnaes, Anders Riisager, John M. Woodley, Jacob S. Jensen, Wenjing Fu
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Publication number: 20130303433Abstract: 1-(3/4-isobutyl-1/6-methylcyclohex-3-enyl)methanols and derivatives thereof having appreciable floral and hesperidic odor notes, their use as fragrance ingredient and perfumed products comprising them.Type: ApplicationFiled: August 11, 2011Publication date: November 14, 2013Applicant: Givaudan S.A.Inventors: Jerzy A. Bajgrowicz, Christopher Furniss
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Publication number: 20130157923Abstract: A novel odorant of formula (I) wherein each of R1, R2, R3, R4, R5, R6, R7, R8, R9 and R10 are independently selected from H, CH3, and C2H5; X is selected from —CH2OH, —CH2OCOCH3 and —CHO and —CHO, n is selected from 0 and 1. The dotted line represents double bond or single bond.Type: ApplicationFiled: August 18, 2011Publication date: June 20, 2013Inventor: Kedar Ramesh Vaze
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Publication number: 20130090390Abstract: A compound of formula (I) is described and use thereof as fragrance, especially as lily-of-the-valley fragrance and/or as an agent for increasing the substantivity and/or the retention of a fragrance preparation and/or as a fixative.Type: ApplicationFiled: October 5, 2012Publication date: April 11, 2013Applicant: SYMRISE AGInventors: Emilie Singer, Bernd Holscher
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Publication number: 20130035278Abstract: The present invention relates to a process for the production of formyl cyclohexene derivatives which are suitable as odorants as such or as intermediates for the preparation of further odorants.Type: ApplicationFiled: October 8, 2012Publication date: February 7, 2013Applicant: GIVAUDAN SAInventor: Givaudan SA
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Publication number: 20120329696Abstract: The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities' options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.Type: ApplicationFiled: May 24, 2012Publication date: December 27, 2012Inventors: Hugo Robert Germain Denutte, Johan Smets, An Pintens, Jeanne Alfons Van Aken, Freek Annie Camiel Vrielynck
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Patent number: 8278332Abstract: The photostabilizing electronic excited state energy—particularly singlet state energy from retinoid compounds—has been found to be readily transferred to (accepted by) ?-cyanodiphenylacrylate compounds having an alkoxy radical in the four (para) position (hereinafter “alkoxycrylenes”) on one of the phenyl rings having the formula (I): wherein one of R1 and R2 is a straight or branched chain C1-C30 alkoxy radical, preferably C1-C8, more preferably methoxy, and the non-alkoxy radical R1 or R2 is hydrogen; and R3 is a straight or branched chain C1-C30 alkyl radical, preferably C2-C20. The alkoxycrylene compounds of formula (I) significantly increase the photostability of retinoid compounds in a composition by at least 3-fold.Type: GrantFiled: October 27, 2011Date of Patent: October 2, 2012Assignee: Hallstar Innovations Corp.Inventors: Craig A. Bonda, Anna Pavlovic, Jean Zhang
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Publication number: 20120238486Abstract: The invention relates to novel aldehydes and nitriles from isophorone with general formula (I) having a specific fragrance (Formula I) (I), as well as to the use of said compounds in perfumery.Type: ApplicationFiled: September 17, 2010Publication date: September 20, 2012Applicant: V. MANE FILSInventors: Agnès Muratore, Jean-Jacques Chanot
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Patent number: 8263051Abstract: The photostabilizing electronic excited state energy—particularly singlet state energy from resveratrol compounds—has been found to be readily transferred to (accepted by) ?-cyanodiphenylacrylate compounds having an alkoxy radical in the four (para) position (hereinafter “alkoxycrylenes”) on one of the phenyl rings having the formula (I): wherein one of R1 and R2 is a straight or branched chain C1-C30 alkoxy radical, preferably C1-C8, more preferably methoxy, and the non-alkoxy radical R1 or R2 is hydrogen; and R3 is a straight or branched chain C1-C30 alkyl radical, preferably C2-C20. The alkoxycrylene compounds of formula (I) significantly increase the photostability of resveratrol compounds in a composition by at least 3-fold and as much as 10-fold or greater. The ability of the alkoxycrylene compounds to stabilize the resveratrol compound is concentration dependent, with the amount of resveratrol photostabilization increasing with the concentration of the alkoxycrylene compound.Type: GrantFiled: April 5, 2011Date of Patent: September 11, 2012Assignee: Hallstar Innovations Corp.Inventors: Craig A. Bonda, Anna Pavlovic, Jean Zhang
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Publication number: 20120077992Abstract: The present invention relates to a device for treatment of material transported through the device comprising at least one porous element consisting of solid, for example metallic, structure which allows cross-flow of the material through the porous element. The invention also relates to various types of uses of the device. A device in accordance with the invention is particularly useful to carry out chemical reactions under homogenous and heterogeneous conditions. Such a device hereinafter also referred as reactor may comprises a tube (1) having a cylindrical wall (2) with one inlet end (3) and one outlet end (4). Arranged in the tube (1) is at least one cylindrical porous element (5) consisting of solid metal structure, wherein said porous element (5) comprises a plurality of hollow spaces that are connected to each other and form an interconnected cavity network and wherein the at least one porous element (5) and the cylindrical wall (2) are made in one piece.Type: ApplicationFiled: June 14, 2010Publication date: March 29, 2012Inventors: Cédric Hutter, Francesco Mascarello, Philipp Von Rohr, David Ruppen
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Patent number: 8133477Abstract: A composition comprising an inorganic particulate material in an amount of about 20 wt % to about 70 wt %, a carrier for the particulate material comprising a compound of formula (I) in an amount of about 1 wt % to about 70 wt %, a particulate material coating material in an amount of about 0 wt % to about 5 wt %, and a dispersing agent for the particulate material in an amount of about 0 wt % to about 5 wt %, based on the total weight of the composition, wherein one of R1 and R2 is a straight or branched chain C1-C30 alkoxy radical, and the non-alkoxy R1 or R2 is hydrogen; and R3 is a straight or branched chain C1-C30 alkyl radical.Type: GrantFiled: September 4, 2009Date of Patent: March 13, 2012Assignee: Hallstar Innovations Corp.Inventors: Craig A. Bonda, Anna Pavlovic, Jean Zhang
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Publication number: 20110308556Abstract: The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities' options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.Type: ApplicationFiled: June 22, 2011Publication date: December 22, 2011Inventors: Johan Smets, Hugo Robert Germain Denutte, An Pintens, Koen Van Aken, Freek Annie Camiel Vrielynck
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Patent number: 8070989Abstract: The photostabilizing electronic excited state energy—particularly singlet state energy from retinoid compounds—has been found to be readily transferred to (accepted by) ?-cyanodiphenylacrylate compounds having an alkoxy radical in the four (para) position (hereinafter “alkoxycrylenes”) on one of the phenyl rings having the formula (I): wherein one of R1 and R2 is a straight or branched chain C1-C30 alkoxy radical, preferably C1-C8, more preferably methoxy, and the non-alkoxy radical R1 or R2 is hydrogen; and R3 is a straight or branched chain C1-C30 alkyl radical, preferably C2-C20. The alkoxycrylene compounds of formula (I) significantly increase the photostability of retinoid compounds in a composition by at least 3-fold and as much as 10-fold or greater. The ability of the alkoxycrylene compounds to stabilize the retinoid compound is concentration dependent, with the amount of retinoid photostabilization increasing with the concentration of the alkoxycrylene compound.Type: GrantFiled: July 31, 2009Date of Patent: December 6, 2011Assignee: Hallstar Innovations Corp.Inventors: Craig A. Bonda, Anna Pavlovic, Jean Zhang
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Publication number: 20110257408Abstract: A process for preparing an enantiomerically enriched cycloalkene-substituted alanine compound having the structure: by asymmetrically hydrogenating a dehydro amino acid compound having the structure: in a suitable reaction media in the presence of a catalyst having a transition metal moiety complexed to a chiral phosphine ligand to prepare enantiomerically enriched cycloalkene substituted alanine compounds having the structure of Formula (IA) or (IB), which are key intermediates for the ACE inhibitors ramipril and perindolpril:Type: ApplicationFiled: April 20, 2011Publication date: October 20, 2011Applicant: Chiral Quest, Inc.Inventors: Zijun Liu, Sanhui Lin, Wenge Li, Jingyang Zhu, Xinjun Liu, Xiaojuan Zhang, Hui Lu, Fei Xiong, Zhongwei Tian
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Publication number: 20110189094Abstract: Cellular migration is a normal part of the normal development of the human being and, in certain pathologies, its alteration damages physiological performance, so that it is necessary to learn about its molecular and cellular foundations and establish methodologies to identify those molecules that modulate this cellular behavior. A screening method using zebra fish embryos is used to follow the advance in the migration of the lateral line primordium upon contact with a test compound. Modulators N found are Fenritinide, PGD2 and is-deoxy-PJE2. The invention refers to a biological method for the IN VIVO, fast, massive and simultaneous tracking of molecules capable of affecting cellular migration, in order to facilitate the for of potential candidates to be used in the diagnosis, prevention, and, principally, for the preparation of pharmaceutical compositions for the treatment of congenital pathologies, immune system dysfunctions, tissue regeneration failure, inflammation, cancer.Type: ApplicationFiled: April 29, 2009Publication date: August 4, 2011Applicant: UNIVERSIDAD DE CHILEInventor: Miguel Allende Connelly
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Patent number: 7906651Abstract: The present invention presents a catalyst that allows asymmetric hydroxymethylation reactions to progress with excellent asymmetric selectivity and a production method for optically active hydroxymethylated compounds using the catalyst. Optically active hydroxymethylated compounds are obtained with excellent asymmetric selectivity by using a catalyst obtained by mixing chiral ligands (for example, chemical formula 4) with scandium triflate and the like.Type: GrantFiled: January 27, 2005Date of Patent: March 15, 2011Assignee: Japan Science and Technology AgencyInventors: Shu Kobayashi, Kei Manabe
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Patent number: 7902393Abstract: The present invention concerns a process for the preparation of a compound of formula (I) wherein R represents a Me or Et group, as well said compound in the form of any one of its stereoisomers or mixture thereof. The invention concerns also the use of compound (I) for the synthesis of ?-santalol or of derivatives thereof.Type: GrantFiled: May 18, 2009Date of Patent: March 8, 2011Assignee: Firmenich SAInventors: Charles Fehr, Magali Vuagnoux
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Publication number: 20100312018Abstract: The present invention relates to processes for producing 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-butenal and 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol using heterogeneous bifunctional catalysts with a good yield. There is provided a process for producing 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-butenal by the cross-aldol condensation between campholenic aldehyde and butanal using bifunctional heterogeneous catalysts in the presence of controlled amounts of an aliphatic alcohol; and a process for producing 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol useful as perfume, starting from 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-butenal through a MPV reduction using an acid-base bifunctional heterogeneous catalyst.Type: ApplicationFiled: April 2, 2010Publication date: December 9, 2010Inventors: Avelino Corma Canos, Sara Iborra Chornet, Alexandra Velty
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Patent number: 7732643Abstract: The present invention relates to a transition metal complex represented by the formula (I): wherein M represents a Group 4 transition metal; —Y— represents (a): —C(R1)(R20)-A-, (b): —C(R1)(R20)-A1(R30)—, (c): —C(R1)=A1-, or (d): —C(R1)=A1-A2-R30; A represents a Group 16 element and A1 and A2 each represents a Group 15 element; R1 to R9, R20, and R30 are the same or different and each represents an optionally substituted hydrocarbon group, etc.; and X1 and X2 are the same or different and each represents a hydrogen atom, a halogen atom, an optionally substituted C1-10 alkyl group, etc., and an intermediate product thereof, and a catalyst for olefin polymerization which comprises said transition metal complex as a component.Type: GrantFiled: November 2, 2009Date of Patent: June 8, 2010Assignee: Sumitomo Chemical Company, LimitedInventors: Hidenori Hanaoka, Eiji Yoshikawa, Yuka Imamoto
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Patent number: 7718828Abstract: A method for the production of campholytic aldehyde starting from campholenic aldehyde in the presence of a copper catalyst and a solvent.Type: GrantFiled: August 7, 2007Date of Patent: May 18, 2010Assignee: Givandan SAInventors: Samuel Derrer, Urs Mueller
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Publication number: 20100104644Abstract: Methods are disclosed for treating or preventing ophthalmic conditions related to a toxic visual cycle product. Compounds and compositions useful in these methods, either alone or in combination with other therapeutic agents, are also described, along with methods of screening for new agents useful in said the therapeutic and prophylactic methods of the invention.Type: ApplicationFiled: July 27, 2007Publication date: April 29, 2010Applicant: University of Florida Research Foundation, Inc.Inventors: Shalesh Kaushal, Syed Mohammed Noorwez
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Publication number: 20100004489Abstract: A method for the production of campholytic aldehyde starting from campholenic aldehyde in the presence of a copper catalyst and a solvent.Type: ApplicationFiled: August 7, 2007Publication date: January 7, 2010Applicant: Givaudan SAInventors: Samuel Derrer, Urs Mueller
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Publication number: 20090324570Abstract: The photostabilizing electronic excited state energy—particularly singlet state energy from retinoid compounds—has been found to be readily transferred to (accepted by) ?-cyanodiphenylacrylate compounds having an alkoxy radical in the four (para) position (hereinafter “alkoxycrylenes”) on one of the phenyl rings having the formula (I): wherein one of R1 and R2 is a straight or branched chain C1-C30 alkoxy radical, preferably C1-C8, more preferably methoxy, and the non-alkoxy radical R1 or R2 is hydrogen; and R3 is a straight or branched chain C1-C30 alkyl radical, preferably C2-C20. The alkoxycrylene compounds of formula (I) significantly increase the photostability of retinoid compounds in a composition by at least 3-fold and as much as 10-fold or greater. The ability of the alkoxycrylene compounds to stabilize the retinoid compound is concentration dependent, with the amount of retinoid photostabilization increasing with the concentration of the alkoxycrylene compound.Type: ApplicationFiled: July 31, 2009Publication date: December 31, 2009Applicant: HALLSTAR INNOVATIONS CORP.Inventors: Craig A. Bonda, Anna Pavlovic, Jean Zhang
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Patent number: 7638073Abstract: The present invention relates to a photochromic material comprising a proteorhodopsin apoprotein and a retinal analog. In one embodiment, the retinal analog is an azulenic retinoid compound. In another embodiment, the retinal analog is a compound that is structurally similarly to all-trans-retinal. The proteorhodopsin apoprotein and the retinal analog form a photochromic material having different spectral properties from those of a corresponding photochromic material formed by the same proteorhodopsin apoprotein and all-trans-retinal. In one embodiment of the application, the retinal analog-containing proteorhodopsin has an absorbance spectrum that does not overlap significantly with that of all-trans-retinal-containing proteorhodopsin. In another embodiment of the application, the retinal analog-containing proteorhodopsin yields a red-shifted visual chromophore compared with the all-trans-retinal-containing proteorhodopsin chromophore.Type: GrantFiled: June 9, 2005Date of Patent: December 29, 2009Assignee: Genencor International, Inc.Inventors: Rasmus B. Jensen, Bradley R. Kelemen, Donald E. Ward, II, Alfred E. Asato
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Patent number: 7446223Abstract: The present invention provides: a palladium-containing catalyst which is used for highly selectively or highly productively producing an ?,?-unsaturated aldehyde and an ?,?-unsaturated carboxylic acid from an olefin or in that way producing an ?,?-unsaturated carboxylic acid from an ?,?-unsaturated aldehyde; a method for producing the catalyst; and a method for highly selectively or highly productively producing an ?,?-unsaturated aldehyde and an ?,?-unsaturated carboxylic acid from an olefin or in that way producing an ?,?-unsaturated carboxylic acid from an ?,?-unsaturated aldehyde. In particular, the present invention resides in a palladium-containing catalyst comprising 0.001 to 0.40 mole of tellurium metal to 1.0 mole of palladium metal. This catalyst can be preferably produced by a method having a step of reducing a compound containing palladium atom in its oxidized state and tellurium atom in its oxidized state by a reducing agent.Type: GrantFiled: June 2, 2005Date of Patent: November 4, 2008Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Wataru Ninomiya, Yoshiyuki Himeno, Yuji Fujimori
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Publication number: 20080269496Abstract: The present invention presents a catalyst that allows asymmetric hydroxymethylation reactions to progress with excellent asymmetric selectivity and a production method for optically active hydroxymethylated compounds using the catalyst. Optically active hydroxymethylated compounds are obtained with excellent asymmetric selectivity by using a catalyst obtained by mixing chiral ligands (for example, chemical formula 4) with scandium triflate and the like.Type: ApplicationFiled: January 27, 2005Publication date: October 30, 2008Inventors: Shu Kobayashi, Kei Manabe
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Publication number: 20080138482Abstract: This invention relates to campholenic derivatives of general formula (I) Wherein R1, R2, R3, R4 and R5 represent, each independently, a hydrogen atom or a linear or branched C1-C5 alkyl or C2-C5 alkenyl group, Y represents a CN, a C(O)R6 or a CR6(OR?) (OR?) group, wherein R6 represents a hydrogen atom or a linear or branched C1-C5 alkyl or C2-C5 alkenyl group, and R? and R? represent simultaneously a linear or branched C1, C2, C3, C4 or C5 alkyl or C2, C3, C4 or C5 alkenyl group and can form together a cycle, the 5-membered ring is saturated or has a double bond between C3? and C4? in formula (I), and the side chain, optionally, has a double bond between C1 and C2 and/or between C3 and C4, provided that the derivative is not 3-methyl-6-(2,2,3-trimethyl-cyclopent-3-enyl)-hex-4-enal; and their use as fragrant or flavouring agent.Type: ApplicationFiled: December 10, 2007Publication date: June 12, 2008Applicant: V. MANE FILSInventors: Jean Mane, Caroline Plessis, Jean-Jacques Chanot
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Patent number: 7285685Abstract: Process for preparing alpha, beta-unsaturated acyclic or cyclic carbonyl compounds by dehydrogenation of the corresponding saturated carbonyl compounds in the gas phase over a heterogeneous dehydrogenation catalyst comprising platinum and/or palladium and tin on an oxidic support.Type: GrantFiled: July 22, 2004Date of Patent: October 23, 2007Assignee: BASF AktiengesellschaftInventors: Christian Walsdorff, Beatrice Rössler, Götz-Peter Schindler, Joaquim H. Teles, Klaus Harth
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Publication number: 20070232813Abstract: The present invention is generally directed to the use of L-proline and certain derivatives thereof to catalyze the asymmetric self-condensation of ?,?-unsaturated aldehydes to form homodimer and heterodimer cyclohexadienals. Reaction conditions are mild and yet amenable to a variety of different substrates yielding molecules with complex scaffolds from simple precursors. This approach allows for diversification and synthesis of this structural class of compounds in sufficient quantity, purity and enantioselectivity for, e.g., biological investigations and use as fluorescent probes, anti-cancer agents, anti-bacterial agents, and/or anti-fungal agents. The present invention is also generally directed to the cyclohexadienals produced.Type: ApplicationFiled: March 28, 2007Publication date: October 4, 2007Inventors: Coran M. H. Watanabe, Bennie John Bench
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Patent number: 7271294Abstract: The present invention is directed to novel cyclopropanecarboxaldehyde compounds of the general formula wherein R is a straight, branched, or cyclic hydrocarbon moiety consisting of 6 to 30 carbon atoms and containing single and/or double bonds.Type: GrantFiled: June 19, 2006Date of Patent: September 18, 2007Assignee: International Flavors & Fragrances Inc.Inventors: Anubhav P. S. Narula, Edward Mark Arruda, Franc T. Schiet
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Patent number: 7112699Abstract: The present invention refers to a process for the preparation of unsaturated ketones or aldehydes by pyrolysis of a lactone, in the presence of a reducing agent such as molecular hydrogen or a carboxylic acid, and in the presence of a catalyst, optionally supported, comprising at least one metal selected from the group consisting of Y, Ti, Cd, Mn, Zn, Sc and Zr.Type: GrantFiled: September 16, 2005Date of Patent: September 26, 2006Assignee: Firmenich SAInventors: Ferdinand Naef, Wolfgang Giersch
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Patent number: 7087796Abstract: The present invention is directed to novel cyclopropanecarboxaldehyde compounds of the general formula wherein R is a straight, branched, or cyclic hydrocarbon moiety consisting of 1 to 30 carbon atoms and containing single and/or double bonds.Type: GrantFiled: June 16, 2005Date of Patent: August 8, 2006Assignee: International Flavors & Fragrances Inc.Inventors: Anubhav P. S. Narula, Edward Mark Arruda, Franc T. Schiet
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Patent number: 7067703Abstract: A process for the manufacture of retinal (I) comprises reacting a 5-(2,6,6-trimethyl-cyclohex-1-enyl)-1,4-pentadiene derivative (IIa) or a 5-(2,6,6-trimethyl-cyclohex-2-enyl)-1,4-pentadiene derivative (IIb) or a 5-(2,6,6-trimethyl-2-cyclohexen-1-ylidene)-1-pentene derivative (IIc) or a 5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-1-en-4-yne derivative (IId) or a 5-(2,6,6-trimethyl-cyclohex-2-enyl)-penta-1-en-4-yne derivative (IIe) with a 1,3-butadiene derivative H2C?C(CH3)CCH?CHOR4 (III) in the presence of a Lewis or Brönsted acid and subjecting the compound obtained in each case [(IVa), (IVb), (IVc), (IVd) or (IVe), respectively] to basic or acidic conditions to eliminate therefrom the moiety R2H and thus produce, according to the immediate precursor, retinal itself or a particular derivative thereof [(I?), (I?), (Va) or (Vb), respectively] and, where in two cases such derivative is produced featuring a triple bond [derivative (Va) or (Vb)], hydrogenating this to produce retinal (I) or the derivative (I?), respType: GrantFiled: October 24, 2002Date of Patent: June 27, 2006Assignee: DSM IP Assets B.V.Inventors: Alexander Radspieler, August Rüttimann
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Patent number: 6995291Abstract: The present invention relates to the field of organic synthesis and more precisely to a process for the synthesis of an unsaturated aldehyde or ketone by oxidation of the corresponding alcohol. The oxidation is performed by a hypochlorite salt and a catalytic amount of a N-(2,2,6,6-tetraalkyl-4-piperidinyl-N-oxyl)-2-amino-1,3,5-triazine compound, preferably a N-oxyl derivative of one of the polymers known under the trademark Chimassorb® 944 or 2020.Type: GrantFiled: September 22, 2003Date of Patent: February 7, 2006Assignee: Firmenich SAInventor: Eric Walther
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Patent number: 6949681Abstract: This invention provides compounds of the formula: wherein A and B are as defined; and Fmoc is 9-fluorenylmethoxycarbonyl. Such compounds are useful as intermediates for preparing glycopeptide derivatives which are useful as antibiotics.Type: GrantFiled: April 15, 2004Date of Patent: September 27, 2005Assignee: Theravance, Inc.Inventor: Martin S. Linsell
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Patent number: 6933265Abstract: The present invention relates to the field of perfumery or flavor. More particularly, it concerns 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal and its use as perfuming or flavoring ingredient, as well as the compositions or articles associated with said compound.Type: GrantFiled: September 28, 2004Date of Patent: August 23, 2005Assignee: Firmenich SAInventor: Maurus Marty
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Patent number: 6762327Abstract: A safe and effective process for the oxidation of a primary or secondary alcohol to the corresponding aldehyde or ketone via the reaction of said alcohol with an anhydride solution of a 1,1,1-tri(C2-C4 alkanoyloxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one, and a composition useful in this process.Type: GrantFiled: April 3, 2003Date of Patent: July 13, 2004Assignee: WyethInventors: Ugo Chiacchio, Antonio Rescifina, Giuseppe Miraglia, Mariangela Magnano, Paola Di Raimondo
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Patent number: 6534434Abstract: Acid addition salts of imidazolidinones are provided as catalysts for transforming a functional group within a first reactant by reaction with a second reactant. Exemplary first reactants are &agr;,&bgr;-unsaturated carbonyl compounds such as &agr;,&bgr;-unsaturated ketones and &agr;,&bgr;-unsaturated aldehydes. Chiral imidazolidinone salts can be used to catalyze enantioselective reactions, such that a chiral product is obtained from a chiral or achiral starting material in enantiomerically pure form.Type: GrantFiled: July 30, 2001Date of Patent: March 18, 2003Assignee: The Regents of the University of CaliforniaInventors: David W. C. MacMillan, Kateri A. Ahrendt
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Patent number: 6515137Abstract: Acid addition salts of imidazolidinones are provided as catalysts for transforming a functional group within a first reactant by reaction with a second reactant. Exemplary first reactants are &agr;,&bgr;-unsaturated carbonyl compounds such as &agr;,&bgr;-unsaturated ketones and &agr;,&bgr;-unsaturated aldehydes. Chiral imidazolidinone salts can be used to catalyze enantioselective reactions, such that a chiral product is obtained from a chiral or achiral starting material in enantiomerically pure form.Type: GrantFiled: July 30, 2001Date of Patent: February 4, 2003Assignee: The Regents of the University of CaliforniaInventors: David W. C. MacMillan, Kateri A. Ahrendt
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Patent number: 6515186Abstract: A process for obtaining alpha-campholenic aldehyde, which is useful as an aroma chemical and as a synthetic intermediate for other aroma chemicals, particularly those with a sandalwood odor, and also for some pharmaceuticals, is provided. In particular, the invention includes a continuous process for obtaining optically active or racemic &agr;-campholenic aldehyde by a catalytic rearrangement of optically active or racemic &agr;-pinene oxide that can be commercially practicable. In one embodiment, the method comprises continuously feeding &agr;-pinene oxide to a mixture including catalyst(s) and solvent(s), where the solvent(s) have a boiling point higher than the boiling point of &agr;-campholenic aldehyde, under conditions sufficient to provide for the complete, or at least partial, conversion of &agr;-pinene oxide into &agr;-campholenic aldehyde. The process further includes continuously removing &agr;-campholenic aldehyde from the reaction zone by suitable techniques such as distillation.Type: GrantFiled: May 8, 2001Date of Patent: February 4, 2003Assignee: Millennium Specialty ChemicalsInventors: Bernard J. Kane, Gary P. Sanders, Joe W. Snow, Mark B. Erman