Plural Chalcogens In The Ring Patents (Class 558/83)
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Patent number: 9056881Abstract: The invention relates to a process for the preparation of alkyl phosphinates, alkenyl phosphinates, alkynyl phosphinates or phenyl phosphinates by reaction of a corresponding phosphine oxide with an alcohol or phenol in the presence of alkali-metal fluoride or tetraalkylammonium fluoride.Type: GrantFiled: February 12, 2013Date of Patent: June 16, 2015Assignee: Merck Patent GmbHInventors: Nikolai Mykola Ignatyev, Michael Schulte, Christoph Alexander Jablonka, Karsten Koppe, Walter Frank
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Patent number: 9029542Abstract: A substituted phenoxyethyl(isopropyl)acyloxyalkyl phosphonate having phosphorusheterocyclic ring and having herbicidal activity, with a general formula of I, wherein R represents 5,5-dimethyl-1,3,2-dioxaphosphorinan-2-one-2-yl, or 1-oxo-1-phospha-2,6,7-trioxabicyclo[2,2,2]octan-4-yl, or 1-sulfo-1-phospha-2,6,7-trioxabicyclo 2,6,7-trioxabicyclo[2,2,2]octan-4-yl; R1 represents H, C1-C4 alkyl, phenyl, furyl, pyridyl, or phenyl substituted with methyl, methoxyl, nitro or chloro; R2 represents H, methyl, and methyl only if R in the general formula I is 1-sulfo-1-phospha-2,6,7-trioxabicyclo[2,2,2]octan-4-yl as phosphorusheterocyclic ring; X and Y represent H, halogen, C1-C4 alkyl or trifluoromethyl, and X and Y are the same or different. The compounds according to the present invention may be used as active component of dicotyledonous broadleaf weed herbicides.Type: GrantFiled: February 20, 2014Date of Patent: May 12, 2015Assignee: Central China Normal UniversityInventors: Hongwu He, Wei Wang, Na Zuo, Xijun Sheng, Hao Peng, Xiaosong Tan
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Publication number: 20150057220Abstract: Fused aromatic phosphonates of structural formula I are precursors to inhibitors of protein tyrosine phosphatase-1B (PTP-1B). The compounds of the present invention are therefore useful for the treatment in a mammal of a disorder, condition, or disease responsive to inhibition of protein tyrosine phosphatase-1B, including Type 2 diabetes, insulin resistance, a lipid disorder, obesity, Metabolic Syndrome, and cancer.Type: ApplicationFiled: April 16, 2013Publication date: February 26, 2015Inventors: Michel Therien, Yves Leblanc, Yongxin Han
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Publication number: 20150045572Abstract: The invention relates to a process for the preparation of alkyl phosphinates, alkenyl phosphinates, alkynyl phosphinates or phenyl phosphinates by reaction of a corresponding phosphine oxide with an alcohol or phenol in the presence of alkali-metal fluoride or tetraalkylammonium fluoride.Type: ApplicationFiled: February 12, 2013Publication date: February 12, 2015Applicant: MERCK PATENT GmbHInventors: Nikolai Mykola Ignatyev, Michael Schulte, Christoph Alexander Jablonka, Karsten Koppe, Walter Frank
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Patent number: 8921439Abstract: A monohydroxy cyclic phosphonate substantially free of polyhydroxy phosphonate is employed as a reactive flame retardant in flexible polyurethane.Type: GrantFiled: September 19, 2011Date of Patent: December 30, 2014Assignee: ICL-IP America Inc.Inventors: Andrew Piotrowski, Anantha N. Desikan, Sophia Dashevsky
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Patent number: 8846789Abstract: The present invention provides a phosphonate based compound (B) and a flame resistant thermoplastic resin composition including a thermoplastic resin (A) and the phosphonate based compound (B).Type: GrantFiled: June 22, 2011Date of Patent: September 30, 2014Assignee: Cheil Industries Inc.Inventors: Woo Joong Kim, Man Suk Kim, Beom Jun Joo, Seon Ae Lee, Byun Kun Lee
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Publication number: 20140171644Abstract: A substituted phenoxyethyl(isopropyl)acyloxyalkyl phosphonate having phosphorusheterocyclic ring and having herbicidal activity, with a general formula of I, wherein R represents 5,5-dimethyl-1,3,2-dioxaphosphorinan-2-one-2-yl, or 1-oxo-1-phospha-2,6,7-trioxabicyclo[2,2,2]octan-4-yl, or 1-sulfo-1-phospha-2,6,7-trioxabicyclo 2,6,7-trioxabicyclo[2,2,2]octan-4-yl; R1 represents H, C1-C4 alkyl, phenyl, furyl, pyridyl, or phenyl substituted with methyl, methoxyl, nitro or chloro; R2 represents H, methyl, and methyl only if R in the general formula I is 1-sulfo-1-phospha-2,6,7-trioxabicyclo[2,2,2]octan-4-yl as phosphorusheterocyclic ring; X and Y represent H, halogen, C1-C4 alkyl or trifluoromethyl, and X and Y are the same or different. The compounds according to the present invention may be used as active component of dicotyledonous broadleaf weed herbicides.Type: ApplicationFiled: February 20, 2014Publication date: June 19, 2014Applicant: CENTRAL CHINA NORMAL UNIVERSITYInventors: Hongwu He, Wei Wang, Na Zuo, Xijun Sheng, Hao Peng, Xiaosong Tan
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Patent number: 8680220Abstract: The present invention relates to a ligand and its use in a catalyst for the oligomerization of olefinic monomers, the ligand having the general formula (VI): (R9)(R10)P—N(R3)—P(R4)??(VI) wherein: the R9 and R10 groups are independently selected from optionally substituted alkyl or heteroalkyl groups; the R3 group is selected from hydrogen, a hydrocarbyl group, a substituted hydrocarbyl group, a heterohydrocarbyl group, a substituted heterohydrocarbyl group, a silyl group or derivative thereof; the R4 group is an optionally substituted alkylenedioxy or alkylenedimercapto structure which is bound to the phosphorus atom through the two oxygen or sulphur atoms of the alkylenedioxy or alkylenedimercapto structure or an optionally substituted arylenedioxy or arylenedimercapto structure which is bound to the phosphorus atom through the two oxygen or sulphur atoms of the arylenedioxy or arylenedimercapto structure.Type: GrantFiled: August 5, 2011Date of Patent: March 25, 2014Assignee: Shell Oil CompanyInventors: Eric Johannes Maria De Boer, Harry Van Der Heijden, Quoc An On, Johan Paul Smit, Arie Van Zon
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Publication number: 20140030610Abstract: The present invention provides a nonaqueous electrolytic solution capable of improving electrochemical characteristics at high temperatures, which comprises at least one organic phosphorus compound represented by the following general formula (I), an energy storage device using the nonaqueous electrolytic solution, and a specific organic phosphorus compound. (In the formula, R1 and R2 each independently represent an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, an alkoxy group, a cycloalkoxy group, an alkenyloxy group, an alkynyloxy group, a halogenoalkyl group, a halogenoalkoxy group, an aryl group, or an aryloxy group; R3 and R4 each independently represent a hydrogen atom, a halogen atom, or an alkyl group; m is an integer of from 1 to 4, n is 0 or 1, q is 1 or 2. When q is 1 and n is 0, X represents an alkoxy group, an alkynyloxy group, an alkyloxyalkoxy group, an aryloxy group, etc.Type: ApplicationFiled: April 12, 2012Publication date: January 30, 2014Applicant: UBE Industries, LtdInventors: Koji Abe, Kei Shimamoto
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Publication number: 20130237623Abstract: A monohydroxy cyclic phosphonate substantially free of polyhydroxy phosphonate is employed as a reactive flame retardant in flexible polyurethane.Type: ApplicationFiled: September 19, 2011Publication date: September 12, 2013Applicant: ICL-IP America Inc.Inventors: Andrew Piotrowski, Anantha N. Desikan, Sophia Dashevsky
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Patent number: 8512466Abstract: Phosphorus-containing oligomer is represented by formula (1): (R1 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or a phenyl group; n is the number of repeating units and an integer of 1 or more; X is a structural unit represented by structural formula (x1) or (x2) below; Y is a hydrogen atom, a hydroxyl group, or a structural unit represented by the formula (x1) or (x2); and, in the formula (x1) or (x2), R2, R3, R4, and R5 each independently represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a phenyl group, or an aralkyl group), wherein the content of components whose n is 2 or more in the formula (1) is in the range of 5% to 90% in peak area in GPC measurement.Type: GrantFiled: February 1, 2011Date of Patent: August 20, 2013Assignee: DIC CorporationInventors: Koji Hayashi, Yutaka Satou
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Patent number: 8410298Abstract: The present invention provides a novel production method which enables obtain a phosphorus compound having both an aromatic substituent and a phosphorinane backbone, without using an expensive hydrogen halide scavenger, without going through a complicated post treatment step or a step of recovering a solvent, and with a favorable yield and purity. In the present invention, step (1) of allowing phosphorus oxytrihalide to react with a phenol compound or naphthol compound at a molar ratio of 1.1-3.0:1 in the presence of metal halide, and removing unreacted phosphorus oxytrihalide, to produce a mono-substituted phosphorodihalidate; and step (2) of allowing the mono-substituted phosphorodihalidate obtained in the step (1) to react with a diol compound, at a 0.90 to 0.99 molar equivalent based on 1 mole of the halogen atom in the mono-substituted phosphorodihalidate so as to perform a dehydrohalogenation reaction, to obtain a phosphorus compound represented by Formula (V).Type: GrantFiled: May 12, 2011Date of Patent: April 2, 2013Assignee: Daihachi Chemical Industry Co., Ltd.Inventors: Yuki Ono, Satoru Ono
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Patent number: 8278375Abstract: Mixtures of three types of linear, branched or cyclic phosphates are useful flame retardants, especially for thermoplastic resins or as functional additives in polymer matrices.Type: GrantFiled: July 5, 2006Date of Patent: October 2, 2012Assignee: Rhodia UK LimitedInventors: Vincent Schanen, Dwight Shamblee, Gleb Priimov, Julie Ann Salter
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Patent number: 8222329Abstract: Disclosed herein is a symmetric cyclic phosphonate compound represented by the following Formula 1, a method of preparing the same and a flame retardant styrenic resin composition including the same: wherein R1 and R2 are each independently hydrogen, C1-C6 alkyl or C6-C20 aryl. The styrene resin composition employing the symmetric cyclic phosphonate compound exhibits good flame retardancy and impact strength, does not release halide gas during preparation or combustion of the resin composition, and thus is environmentally friendly.Type: GrantFiled: February 5, 2010Date of Patent: July 17, 2012Assignee: Cheil Industries Inc.Inventors: Beom Jun Joo, Sang Hyen Hong, Min Soo Lee, Byun Kun Lee
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Publication number: 20110319579Abstract: The present invention relates to a ligand and its use in a catalyst for the oligomerization of olefinic monomers, the ligand having the general formula (VI); (R9)(R10)P—N(R3)—P(R4)??(VI) wherein: the R9 and R10 groups are independently selected from optionally substituted alkyl or heteroalkyl groups; the R3 group is selected from hydrogen, a hydrocarbyl group, a substituted hydrocarbyl group, a heterohydrocarbyl group, a substituted heterohydrocarbyl group, a silyl group or derivative thereof; the R4 group is an optionally substituted alkylenedioxy, alkylenedimercapto or alkylenediamino structure which is bound to the phosphorus atom through the two oxygen, sulphur or nitrogen atoms of the alkylenedioxy, alkylenedimercapto or alkylenediamino structure or an optionally substituted arylenedioxy, arylenedimercapto or arylenediamino structure which is bound to the phosphorus atom through the two oxygen, sulphur or nitrogen atoms of the arylenedioxy, arylenedimercapto or arylenediamino structure.Type: ApplicationFiled: August 5, 2011Publication date: December 29, 2011Applicant: SHELL OIL COMPANYInventors: Eric Johannes Maria DE BOER, Harry VAN DER HEIJDEN, Quoc An ON, Johan Paul SMIT, Arie VAN ZON
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Publication number: 20110263765Abstract: The present invention provides a phosphonate based compound (B) and a flame resistant thermoplastic resin composition including a thermoplastic resin (A) and the phosphonate based compound (B).Type: ApplicationFiled: June 22, 2011Publication date: October 27, 2011Applicant: CHEIL INDUSTRIES INC.Inventors: Woo Joong KIM, Man Suk KIM, Beom Jun JOO, Seon Ae LEE, Byun Kun LEE
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Publication number: 20110257287Abstract: A method of making hydroxymethylphosphonate comprising heating paraformaldehyde in a solvent to a desired reaction temperature, wherein the solvent is present in at least an amount necessary to solvate or suspend the paraformaldehyde; adding at least one alkyl phosphite to the heated paraformaldehyde, to provide hydroxymethylphosphonate, the alkyl phosphite being added to the heated paraformaldehyde at a rate which will avoid or inhibit the production of a significant exotherm and resulting high/significant level of acid by-product(s), there being present in the reaction medium at least one hindered amine catalyst in which the nitrogen in the amine is directly bound to a secondary and/or tertiary carbon of an organic group; and, optionally, following the completion of the addition, heating the reaction mixture to an elevated temperature.Type: ApplicationFiled: December 16, 2009Publication date: October 20, 2011Inventors: Jeffrey K. Stowell, Ronald L. Pirrelli, Ryan Yanosy
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Publication number: 20110251313Abstract: The present invention provides phosphonate compounds represented by Chemical Formula 1. In addition, the invention provides flame retardant styrene resin compositions comprising (A) styrene resin, (B) polyphenylene ether resin, and (C) the phosphonate compound. The flame retardant styrene resin compositions according to the invention: can provide protection against fire, exhibit improved impact strength, and can be environment-friendly.Type: ApplicationFiled: June 22, 2011Publication date: October 13, 2011Applicant: CHEIL INDUSTRIES INC.Inventors: Beom Jun JOO, Man Suk KIM, Woo Joong KIM, Seon Ae LEE, Byun Kun LEE, Myoung Jun KIM
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Publication number: 20110136993Abstract: Phosphorus-containing compounds of formula (I): (I) wherein m, n, R, R1 and R2 are as set forth in the claims. The compounds of formula (I) can be used to provide polymers with flame retardant properties.Type: ApplicationFiled: August 26, 2009Publication date: June 9, 2011Applicant: Dow Global Technologies LLCInventors: Anteneh Z Worku, Ashwin R. Bharadwaj, Raymond J. Thibault, Mark B. Wilson, Douglas L. Potts
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Patent number: 7902207Abstract: A process for producing an amine which is characterized by reacting an imine with a nucleophilic compound (except a trialkylsilyl vinyl ether) in the presence of a phosphoric acid derivative represented by the formula (1): wherein A1 represents a spacer; X1 and X2 represent each independently a divalent nonmetal atom or a divalent nonmetal atomic group; and Y1 is oxygen or sulfur. The invention provides a process by which amines (particularly optically active amines) useful as intermediates of medicines, agricultural chemicals, or the like can be produced without special post-treatment in high yield at high optical purity; and phosphoric acid derivatives (particularly optically active phosphoric acid derivatives) useful in the production of the amines.Type: GrantFiled: January 26, 2005Date of Patent: March 8, 2011Assignee: Takasago International CorporationInventors: Masahiro Terada, Daisuke Uraguchi, Keiichi Sorimachi, Hideo Shimizu
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Publication number: 20100311932Abstract: The present invention relates to a ligand and its use in a catalyst for the oligomerization of olefinic monomers, the ligand having the general formula (VI); (R9)(R10)P—N(R3)—P(R4)??(VI) wherein: the R9 and R10 groups are independently selected from optionally substituted alkyl or heteroalkyl groups; the R3 group is selected from hydrogen, a hydrocarbyl group, a substituted hydrocarbyl group, a heterohydrocarbyl group, a substituted heterohydrocarbyl group, a silyl group or derivative thereof; the R4 group is an optionally substituted alkylenedioxy, alkylenedimercapto or alkylenediamino structure which is bound to the phosphorus atom through the two oxygen, sulphur or nitrogen atoms of the alkylenedioxy, alkylenedimercapto or alkylenediamino structure or an optionally substituted arylenedioxy, arylenedimercapto or arylenediamino structure which is bound to the phosphorus atom through the two oxygen, sulphur or nitrogen atoms of the arylenedioxy, arylenedimercapto or arylenediamino structure.Type: ApplicationFiled: August 19, 2010Publication date: December 9, 2010Inventors: Eric Johannes Maria DE BOER, Harry Van Der Heijden, Quoc An On, Johan Paul Smit, Arie Van Zon
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Patent number: 7829736Abstract: Method of performing condensation reactions, acylations or of preparing heterocycles comprising forming cyclic phosphonic anhydride of the formula (III) by a) reacting phosphonic acid derivatives of formula (I) with acetic anhydride at a temperature ranging between 30 and 150° C. while separating a mixture of ethanoic acid and acetic anhydride by means of distillation, b) then reactively distilling the oligomeric phosphonic acid anhydrides of formula (II) obtained in step a) and transforming the same into the corresponding cyclic trimeric phosphonic acid anhydrides of formula (III), wherein n represents a number between 0 and 300 while R represents allyl, aryl, or open-chain, cyclic, or branched C1 to C8 alkyl radicals, aryloxy, allyloxy, or alkoxy comprising open-chain, cyclic, or branched C1 to C8 alkyl radicals. Preferably the cyclic trimeric phosphonic acid anhydrides formed in step b) are immediately dissolved in an organic solvent that exhibits an inert behavior relative thereto.Type: GrantFiled: April 2, 2008Date of Patent: November 9, 2010Assignee: Archimica GmbHInventors: Mark Wehner, Bettina Kirschbaum, Lothar Deutscher, Hans Jürgen Wagner, Harald Hössl
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Patent number: 7820065Abstract: This invention relates to an additive for a non-aqueous electrolyte of an electric double layer capacitor comprising a combustion inhibiting substance releasing compound capable of releasing a combustion inhibiting substance having particularly excellent combustion inhibiting effect during combustion, and more particularly to an additive for a non-aqueous electrolyte of an electric double layer capacitor comprising a combustion inhibiting substance releasing compound which releases a combustion inhibiting substance during combustion, characterized in that the combustion inhibiting substance is a phosphine oxide compound having P—F bond and/or P—NH2 bond in its molecule.Type: GrantFiled: March 29, 2005Date of Patent: October 26, 2010Assignee: Bridgestone CorporationInventor: Masashi Ohtsuki
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Publication number: 20100160468Abstract: A method of making hydroxymethylphosphonate comprising heating paraformaldehyde in a solvent to a desired reaction temperature, wherein the solvent is present in at least an amount necessary to solvate or suspend the paraformaldehyde; adding at least one alkyl phosphite to the heated paraformaldehyde, to provide hydroxymethylphosphonate, the alkyl phosphite being added to the heated paraformaldehyde at a rate which will avoid or inhibit the production of a significant exotherm and resulting high/significant level of acid by-product(s), there being present in the reaction medium at least one hindered amine catalyst in which the nitrogen in the amine is directly bound to a secondary and/or tertiary carbon of an organic group; and, optionally, following the completion of the addition, heating the reaction mixture to an elevated temperature.Type: ApplicationFiled: December 18, 2008Publication date: June 24, 2010Inventors: Jeffrey Stowell, Ronald L. Pirrelli, Ryan Yanosy
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Patent number: 7714046Abstract: The present invention provides a process for producing a crystal nucleator composition comprising; a first step pulverizing 95% by mass or more of a crystal nucleator ingredient containing one or two or more kinds of specific compounds to a primary particle diameter of 0.8 ?m or smaller with a dry medium-stirring type pulverizer; and a second step mixing and pulverizing the pulverized crystal nucleator ingredient obtained in the previous step and a metal aliphatic carboxylate ingredient containing one or two or more kinds of specific metal aliphatic carboxylates.Type: GrantFiled: August 24, 2006Date of Patent: May 11, 2010Assignee: Adeka CorporationInventors: Manabu Ishii, Naoshi Kawamoto, Etsuo Tobita
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Publication number: 20090326256Abstract: An object of the present invention is to elucidate an analgesic effect as one of new cPA bioactivities and thus to provide a novel analgesic agent. The present invention provides an analgesic agent which comprises a cyclic phosphatidic acid derivative that is one type of phospholipid.Type: ApplicationFiled: December 25, 2007Publication date: December 31, 2009Applicant: OCHANOMIZU UNIVERSITYInventors: Kimiko Murofushi, Harumi Kanashiki
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Patent number: 7498320Abstract: Compounds of Formula I, their preparation and synthetic intermediates, and their use in the synthesis of prodrugs: wherein: V and L are trans relative to one another; V is selected from group consisting of carbocyclic aryl, substituted carbocyclic aryl, heteroaryl, and substituted heteroaryl; and L is a leaving group selected from the group consisting of halogen, alkyl sulfonate, aryloxy optionally substituted with 1-2 substituents, N-containing heteroaryl, and N-hydroxy-nitrogen containing heteroaryl; and salts thereof.Type: GrantFiled: September 28, 2006Date of Patent: March 3, 2009Assignee: Metabasis Therapeutics, Inc.Inventors: K. Raja Reddy, William Craigo, Zhili Sun, Serge Boyer, Bheemarao G. Ugarkar
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Patent number: 7473794Abstract: Disclosed is a method for producing cyclic phosphonic acid anhydrides of formula (III) by a) reacting phosphonic acid derivatives of formula (I) with acetic anhydride at a temperature ranging between 30 and 150° C. while separating a mixture of ethanoic acid and acetic anhydride by means of distillation, b) then reactively distilling the oligomeric phosphonic acid anhydrides of formula (II) obtained in step a) and transforming the same into the corresponding cyclic trimeric phosphonic acid anhydrides of formula (III), wherein n represents a number between 0 and 300 while R represents allyl, aryl, or open-chain, cyclic, or branched C1 to C8 alkyl radicals, aryloxy, allyloxy, or alkoxy comprising open-chain, cyclic, or branched C1 to C8 alkyl radicals. Preferably the cyclic trimeric phosphonic acid anhydrides formed in step b) are immediately dissolved in an organic solvent that exhibits an inert behavior relative thereto.Type: GrantFiled: July 8, 2004Date of Patent: January 6, 2009Assignee: Archimica GmbHInventors: Mark Wehner, Bettina Kirschbaum, Lothar Deutscher, Hans Jürgen Wagner, Harald Hössl
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Patent number: 7365113Abstract: Flavan-based and spirodichroman compound-based phosphate esters prepared by reacting flavans and spirodichroman compounds with phosphorus oxychloride, monophenyl dichlorophosphate, or diphenyl chlorophosphate compounds are described. The flavans and spirodichroman compounds can be synthesized by the reaction of resorcinol with aliphatic acetone. Such phosphate esters can be used as flame retardants.Type: GrantFiled: September 21, 2005Date of Patent: April 29, 2008Inventors: Raj B. Durairaj, Gary A. Jesionowski
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Patent number: 7345185Abstract: The present invention relates to a process for preparing organophosphites, organosphonites and organophosphinites by condensing phosphorus trihalides or organophosphorus halides with organic compounds bearing hydroxyl groups in the presence of polymeric basic ion exchange resins. The process according to the invention makes possible in a simple manner the preparation of trivalent organophosphorus compounds which may serve, for example, as ligands in rhodium complexes which may be used as a catalyst in hydroformylation.Type: GrantFiled: October 27, 2004Date of Patent: March 18, 2008Assignee: OXENO Olefinchemie GmbHInventors: Dagmara Ortmann, Klaus-Diether Wiese, Oliver Moeller, Dirk Fridag
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Patent number: 7166737Abstract: The present invention relates to a new manufacturing method for phosphonate esters, which have utility as a carbon-carbon binding formation agent, as well as a synthesis intermediate for biologically active substances such as medical drugs and agri-chemicals. Specifically the present invention relates to a new industrially advantageous manufacturing method for phosphonate esters in which the phosphonate esters of the subject can be efficiently obtained with a high yield rate through a simple operation while having barely any side reaction or sub-product. More specifically, the present invention pertains to a manufacturing method for phosphonate esters in which secondary phosphonate esters and alkene compounds are reacted in a transition metal catalyst. In addition the present invention relates to a new manufacturing method for allylphosphonate esters in which secondary cyclic phosphonate esters and 1,3-diene compounds are reacted in a palladium catalyst.Type: GrantFiled: May 26, 2004Date of Patent: January 23, 2007Assignees: Japan Science and Technology Corporation, National Institute of Advanced Industrial Science and TechnologyInventors: Li-Biao Han, Farzad Mirzaei, Masato Tanaka
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Patent number: 7148349Abstract: Compounds of Formula I, their preparation and synthetic intermediates, and their use in the synthesis of prodrugs: wherein: V and L are trans relative to one another; V is selected from group consisting of carbocyclic aryl, substituted carbocyclic aryl, heteroaryl, and substituted heteroaryl; and L is a leaving group selected from the group consisting of halogen, alkyl sulfonate, aryloxy optionally substituted with 1–2 substituents, N-containing heteroaryl, and N-hydroxy-nitrogen containing heteroaryl; and salts thereof.Type: GrantFiled: October 31, 2003Date of Patent: December 12, 2006Assignee: Metabasis Therapeutics, Inc.Inventors: K. Raja Reddy, William Craigo, Zhili Sun, Serge Boyer, Bheemarao G. Ugarkar
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Patent number: 6919322Abstract: Novel FBPase inhibitors of the formula I are useful in the treatment of diabetes and other conditions associated with elevated blood glucose.Type: GrantFiled: March 7, 2001Date of Patent: July 19, 2005Assignee: Metabasis Therapeutics, Inc.Inventors: Brett C. Bookser, Qun Dang, K. Raja Reddy
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Publication number: 20040236132Abstract: Disclosed is a method of preparing a dicyclic phosphorus-melamine compound and a flame retardant for use with a polymer using the same, in which melamine or a melamine derivative is incorporated into a dicyclic phosphorus compound via substitution, whereby the dicyclic phosphorus-melamine compound for actualizing a non-halogen flame retardant is obtained and is advantageous due to its water-insolubility and enhanced impact strenght and tensile strength after treatment due to increased dispersibility, thus having various applications. The method consists of reacting pentaerythritol with phosphorus oxychloride, to synthesize pentaerythritol ester of phosphoro chloridic acid, which is then dissolved in water, to substitute the OH group for the CI group in the ester, followed by the substituted ester with melamine or melamine derivative, to prepare the dicyclic phosphorus-melamine compound.Type: ApplicationFiled: July 1, 2004Publication date: November 25, 2004Inventors: Dae Hee Lee, Dong Ho Hyun, Su Han Gwon, Hyun Deok Cho, Sang Bum Kim
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Publication number: 20040225145Abstract: There is provided a process for producing a phosphite of the formula (I): 1Type: ApplicationFiled: May 6, 2004Publication date: November 11, 2004Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Kikumitsu Inoue, Shinji Nishii, Taketoshi Kikuchi
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Publication number: 20040176618Abstract: Chiral phosphine ligands derived from chiral natural products including D-mannitol and tartaric acid. The ligands contain one or more 5-membered phospholane rings with multiple chiral centers, and provide high stereoselectivity in asymmetric reactions.Type: ApplicationFiled: March 2, 2004Publication date: September 9, 2004Applicant: The Penn State Research FoundationInventor: Xumu Zhang
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Patent number: 6756402Abstract: The invention relates to compounds of formula I in which R1, R2, E, X1, X2, and X3 have the meaning as described in the specification and claims, obtained by culturing Streptomyces species HAG 004107 (DSM 13381), and their physiologically tolerable salts and chemical equivalents. The invention furthermore relates to a process for the preparation of the cyclipostins, the microorganism HAG 004107 (DSM 13381), the use of the cyclipostins and their physiologically tolerable salts and chemical equivalents as pharmaceuticals, in particular as inhibitors of lipases, and pharmaceutical preparations which contain cyclipostin or a physiologically tolerable salt or equivalent thereof.Type: GrantFiled: June 22, 2001Date of Patent: June 29, 2004Assignee: Aventis Pharma Deutschland GmbHInventors: Laszlo Vertesy, Klaus Ehrlich, Michael Kurz, Joachim Wink
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Publication number: 20040116726Abstract: The present invention relates to a process for preparing phosphites and their transition metal complexes and also to their use in catalytic processes.Type: ApplicationFiled: August 26, 2003Publication date: June 17, 2004Inventors: Ulrich Scholz, Erasmis Vogl, Arne Gerlach, Jorma Habfeld
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Publication number: 20040054105Abstract: A polymeric, phosphorus-containing composition made by heating, in the presence of an initiator, preferably a free radical initiator, and optionally in the presence of one or more comonomers, at least one substituted phosphonylated 2,2′-dihydroxyl-1,1′-binaphthalene or at least one substituted 2,2′-dihydroxyl-1,1′-biphenylene.Type: ApplicationFiled: September 10, 2003Publication date: March 18, 2004Inventors: Michel R. Gagne, Kenneth G. Moloy, Nora S. Radu, Brian P. Santora, Wilson Tam
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Publication number: 20030144440Abstract: A polymeric, phosphorus-containing composition made by heating, in the presence of an initiator, preferably a free radical initiator, and optionally in the presence of one or more comonomers, at least one substituted phosphonylated 2,2′-dihydroxyl-1,1′-binaphthalene or at least one substituted 2,2′-dihydroxyl-1,1′-biphenylene.Type: ApplicationFiled: November 26, 2001Publication date: July 31, 2003Inventors: Michel R. Gagne, Kenneth G. Moloy, Nora S. Radu, Brian P. Santora, Wilson Tam
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Patent number: 6472414Abstract: Novel compounds are provided which are inhibitors of MTP and thus are useful for lowering serum lipids and treating atherosclerosis and related diseases, and have the structure including pharmaceutically acceptable salts thereof or prodrug esters thereof, wherein q is 0, 1 or 2; Rx is H, alkyl, aryl or halogen; A is (1) a bond; (2) —O—; or (3) B is: and wherein L2, L1, R1, R2, R3, R3′, R3a, R3b, R4, R4′, R5, X, are as defined herein.Type: GrantFiled: May 18, 1999Date of Patent: October 29, 2002Assignee: Bristol-Myers Squibb CompanyInventors: Scott A. Biller, John K. Dickson, R. Michael Lawrence, David R. Magnin, Michael A. Poss, Jeffrey A. Robl, William A. Slusarchyk, Richard B. Sulsky, Joseph A. Tino
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Patent number: 6413947Abstract: This invention is to provide a compound of the formula: wherein R1 is an optionally substituted 5- to 6-membered ring; W is a divalent group of the formula: wherein the ring A is an optionally substituted 5- to 6-membered aromatic ring, X is an optionally substituted C, N or O atom, and the ring B is an optionally substituted 5- to 7-membered ring; Z is a chemical bond or a divalent group; R2 is (1) an, optionally substituted amino group in which a nitrogen atom may form a quaternary ammonium, etc., or a salt thereof, which is useful for antagonizing MCP-1 receptor.Type: GrantFiled: September 13, 2000Date of Patent: July 2, 2002Assignee: Takeda Chemical Industries, Ltd.Inventors: Mitsuru Shiraishi, Takahito Kitayoshi, Yoshio Aramaki, Susumu Honda, Tsuneo Oda
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Patent number: 6391926Abstract: An optically active binaphthol derivative of the following formula (1) or (2), an optically active phosphate derivative of the following formula (3) or, (4), processes for their production, and an asymmetry identifying agent comprising the derivative of the formula (3) or (4):Type: GrantFiled: March 8, 2001Date of Patent: May 21, 2002Assignee: Tosoh CorporationInventor: Junji Inanaga
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Publication number: 20010031887Abstract: An optically active binaphthol derivative of the following formula (1) or (2), an optically active phosphate derivative of the following formula (3) or (4), processes for their production, and an asymmetry identifying agent comprising the derivative of the formula (3) or (4): 1Type: ApplicationFiled: March 8, 2001Publication date: October 18, 2001Inventor: Junji Inanaga
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Patent number: 6274745Abstract: A binaphthol monophosphoric acid derivative of the following formula (1), (2), (3) or (4): wherein each of R1, R2, R3 and R4 which are independent of one another, is hydrogen, a C2-20 linear or branched alkenyl group, a C2-20 linear or branched alkynyl group, a phenyl group, a phenyl group having its nucleus substituted at the 1- to 4-carbon atom by a C1-10 linear or branched alkyl group, a phenyl group having its nucleus substituted at the 1- to 4-carbon atom by a C2-10 linear or branched alkenyl group, a phenyl group having its nucleus substituted at the 1- to 4-carbon atom by a C2-10 linear or branched alkynyl group, a naphthyl group or a C3-8 cycloalkyl group, provided that R1 to R4 are not simultaneously hydrogen, wherein each of R5, R6, R7 and R8 which are independent of one another, essentially the same as R1, R2, R3 and R4.Type: GrantFiled: March 22, 2000Date of Patent: August 14, 2001Assignee: Tosoh CorporationInventors: Junji Inanaga, Hiroshi Furuno
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Patent number: 6075159Abstract: A phosphite represented by the formula (I): ##STR1## wherein n repesents 1 or 2; A represents alkylene; B represents a direct bond or alkylene; one of Y and Z represents a hydroxyl group, alkoxy or aralkyloxy, and the other one represents a hydrogen atom or alkyl; X represents a group of formula (II): ##STR2## wherein R.sup.1 and R.sup.2 represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkylcycloalkyl group, an aralkyl group or a phenyl group; R.sup.3 represents a hydrogen atom or an alkyl group; and R.sup.4 represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkylcycloalkyl group, an aralkyl group or a phenyl group, or R.sup.4 may be combined to form a direct bond, a sulfur bond (--S--), or an unsubstituted or substituted methylene group; R.sup.5 and R.sup.6 independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkylcycloalkyl group, an aralkyl group or a phenyl group;R.sup.8 represents a hydrogen atom or an alkyl group; andR.sup.Type: GrantFiled: October 30, 1997Date of Patent: June 13, 2000Assignee: Sumitomo Chemical Company, LimitedInventors: Naoki Inui, Taketoshi Kikuchi, Kanako Fukuda, Takashi Sanada
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Patent number: 5973179Abstract: The present invention describes novel phosphonate reagent compositions of the formula: ##STR1## wherein R and R'=C.sub.1 -C.sub.4 alkyl groups, or R, R'=(CH.sub.2).sub.n (n=2 or 3) or [CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 ].The invention also describes allylic C-15 phosphonate compounds of the formula: ##STR2## wherein R and R'=C.sub.1 -C.sub.4 alkyl groups. The invention also describes methods of preparing phosphonate reagent compositions (4), allylic phosphonate compounds (5), and lycopene.Type: GrantFiled: November 19, 1998Date of Patent: October 26, 1999Assignee: Loyola University of ChicagoInventors: James H. Babler, Harvey W. Posvic
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Patent number: 5962440Abstract: Novel cyclic phosphonate ester inhibitors of MTP are provided which have the structure ##STR1## wherein R.sup.2, L.sup.2, A, B, L.sup.1, R.sup.1 and R.sup.5a are as set out herein. These compounds are useful in lowering serum cholesterol and triglycerides.Type: GrantFiled: October 20, 1998Date of Patent: October 5, 1999Assignee: Bristol-Myers Squibb CompanyInventor: Richard B. Sulsky
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Patent number: 5908868Abstract: The present invention provides a purified retinoid compound characterized by a molecular mass of about 320 daltons and an atomic composition of C.sub.20 H.sub.32 O.sub.3. The present invention also provides a purified retinoid compound having the following structure: ##STR1## wherein the configuration of C7, C9, and C11 double bond independently is Z or E and the absolute configuration at C13 and C14 is independently R or S; wherein R1 is hydroxyl, alkyl, alkyl halide, alcohol, ester, ether, aldehyde, ketone, carboxylic acid, carboxylic ester, acyl halide, amide, nitrile, or amine; wherein R2 and R3 are independently hydroxyl, halide, alkoxy, ester, alkyl, alcohol, ether, aldehyde, ketone, carboxylic acid, carboxylic ester, nitrile, amine, azide, alkyl halide, acid halide, acid azide, or amide; or wherein R2 and R3, or R1 and R2 are replaced by a 13,14-oxirane or a 14,15-oxirane group, respectively.Type: GrantFiled: June 5, 1995Date of Patent: June 1, 1999Assignee: Sloan-Kettering Institute for Cancer ResearchInventors: Jochen Buck, Ulrich Hammerling, Fadila Derguini, Koji Nakanishi
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Patent number: 5902516Abstract: A five-coordinate phosphorous compound which is useful as an stabilizer for organic materials and represented by the formula (I): ##STR1## wherein R.sup.1, R.sup.2, R.sup.4 and R.sup.5 independently represent hydrogen atom, an alkyl group, a cycloalkyl group, an alkylcycloalkyl group, an aralkyl group or a phenyl group; R.sup.3 represents hydrogen atom or an alkyl group; X represents a direct bond, a sulfur atom or a group represented by --CHR.sup.6 -- wherein R.sup.6 represents hydrogen atom, an alkyl group or a cycloalkyl group, and a process for producing the compound (I) are provided.Type: GrantFiled: August 7, 1997Date of Patent: May 11, 1999Assignee: Sumitomo Chemical Co., LtdInventors: Naoki Inui, Taketoshi Kikuchi, Kanako Fukuda, Takashi Sanada