The -c(=x)- Group Is Part Of A -coo- Group Patents (Class 558/255)
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Publication number: 20150073170Abstract: Whilst methodologies for the Kinetic Resolution of alcohols are well established, no analogous direct methods exist for the highly selective, direct catalytic Kinetic Resolution of thiols (i.e., R—SH). The present invention relates to a method for resolving stereoisomeric mixtures of thiols. In particular, the present invention relates to purely organocatalytic mediated resolution of enantiomeric mixtures of thiols without the need for enzymes. Also disclosed are some novel catalysts. Such catalysts may comprise a cinchona alkaloid-derived moiety.Type: ApplicationFiled: September 25, 2014Publication date: March 12, 2015Applicant: THE PROVOST, FELLOWS, FOUNDATION SCHOLARS, AND THE OTHER MEMBERS OF THE BOARD, OF THE COLLEGE OF THEInventors: Stephen Joseph CONNON, Aldo PESCHIULLI, Barbara PROCURANTI
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Patent number: 8609857Abstract: The present invention provides bifunctional polymers, methods of preparing the same, and intermediates thereto. These compounds are useful in a variety of applications including the PEGylation of biologically active molecules. The invention also provides methods of using said compounds and compositions thereof.Type: GrantFiled: May 14, 2012Date of Patent: December 17, 2013Assignee: Intezyne Technologies, Inc.Inventors: Kurt Breitenkamp, Kevin Sill, Habib Skaff
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Patent number: 8536364Abstract: The present invention provides a method for producing sulfur-containing carboxylic acid esters that are useful for aromatizing and flavoring purpose and can cater to the needs for diversified aromatized and/or flavored products, and to further provide a fragrance and/or flavor composition comprising the ester producible by the method and an aromatized and/or flavored product comprising the same. The sulfur-containing carboxylic acid ester is represented by the following formula (3): wherein R1 represents an alkyl group having 1 to 10 carbon atoms or an optionally substituted phenyl group (wherein the substituent thereof is an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms), R2 and R3 independently represent a hydrogen atom, an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, or R2 and R3 together form an alkylene group, and R4 represents an alkyl group having 1 to 4 carbon atoms.Type: GrantFiled: April 25, 2011Date of Patent: September 17, 2013Assignee: Takasago International CorporationInventors: Teruhiko Inaba, Kazuma Hojo, Kenya Ishida
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Publication number: 20130190504Abstract: A process for the preparation of functional molecules using the thiol-ene coupling reaction and a process for the preparation of protected functional thiols, specifically thioesters is provided. The methods may be used to make functional polymers and other molecules. The method of making a functionalized polymer using a thiol-ene reaction comprises: providing a functionalized thioester having the following formula: wherein R is a functional group and COR? is a protecting group; cleaving the functionalized thioester, forming a functional thiol and an acyl group; providing a polymer having a pendant vinyl group; and reacting the polymer with the functional thiol whereby a functionalized polymer is formed, wherein the functional thiol is not isolated prior to reacting with the polymer.Type: ApplicationFiled: October 1, 2012Publication date: July 25, 2013Inventors: Ralph L. DAVID, Julia A. KORNFIELD
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Patent number: 8476441Abstract: (S)-(+)-3-(aminomethyl)-5-methyl-hexanoic acid or (S)-pregabalin is an anticonvulsive drug. In addition to its use as an anticonvulsive agent, pregabalin has also been indicated as a medicament in the treatment of anxiety, neuropathic pain and pain in patients with fibromyalgia. Provided herein are thioester intermediates in the synthesis of and processes for the synthesis of 3-(aminomethyl)-5-methyl-hexanoic acid in the (R) or (S) configuration.Type: GrantFiled: January 29, 2010Date of Patent: July 2, 2013Assignee: The Provost, Fellows and Scholars of the College of the Holy and Undivided Trinity of Queen Elizabeth Near DublinInventors: Stephen Joseph Connon, Aldo Peschiulli, Lyn Markey
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Publication number: 20120277437Abstract: Whilst methodologies for the Kinetic Resolution of alcohols are well established, no analogous direct methods exist for the highly selective, direct catalytic Kinetic Resolution of thiols (i.e., R—SH). The present invention relates to a method for resolving stereoisomeric mixtures of thiols. In particular, the present invention relates to purely organocatalytic mediated resolution of enantiomeric mixtures of thiols without the need for enzymes. Also disclosed are some novel catalysts. Such catalysts may comprise a cinchona alkaloid-derived moiety.Type: ApplicationFiled: December 7, 2010Publication date: November 1, 2012Applicant: THE PROVOST, FELLOWS AND SCHOLARS OF THE COLLEGE OF THE HOLY AND UNDIVIDED TRINITYInventors: Stephen Joseph Connon, Aldo Peschiulli, Barbara Procuranti
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Publication number: 20120226050Abstract: The present invention provides bifunctional polymers, methods of preparing the same, and intermediates thereto. These compounds are useful in a variety of applications including the PEGylation of biologically active molecules. The invention also provides methods of using said compounds and compositions thereof.Type: ApplicationFiled: May 14, 2012Publication date: September 6, 2012Applicant: Intezyne Technologies, Inc.Inventors: Kurt Breitenkamp, Kevin N. Sill, Habib Skaff
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Publication number: 20120046468Abstract: (S)-(+)-3-(aminomethyl)-5-methyl-hexanoic acid or (S)-pregabalin is an anticonvulsive drug. In addition to its use as an anticonvulsive agent, pregabalin has also been indicated as a medicament in the treatment of anxiety, neuropathic pain and pain in patients with fibromyalgia. Provided herein are thioester intermediates in the synthesis of and processes for the synthesis of 3-(aminomethyl)-5-methyl-hexanoic acid in the (R) or (S) configuration.Type: ApplicationFiled: January 29, 2010Publication date: February 23, 2012Applicant: THE PROVOST,FELLOWS AND SCHOLARS OF THE COLLEGE OF THE HOLY LAND AND UNDIVIDED TRINITY OF QUEEN ELIZInventors: Stephen Joseph Connon, Aldo Peschiulli, Lyn Markey
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Publication number: 20110282089Abstract: The present invention provides a method for producing sulfur-containing carboxylic acid esters that are useful for aromatizing and flavoring purpose and can cater to the needs for diversified aromatized and/or flavored products, and to further provide a fragrance and/or flavor composition comprising the ester producible by the method and an aromatized and/or flavored product comprising the same. The sulfur-containing carboxylic acid ester is represented by the following formula (3): wherein R1 represents an alkyl group having 1 to 10 carbon atoms or an optionally substituted phenyl group (wherein the substituent thereof is an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms), R2 and R3 independently represent a hydrogen atom, an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, or R2 and R3 together form an alkylene group, and R4 represents an alkyl group having 1 to 4 carbon atoms.Type: ApplicationFiled: April 25, 2011Publication date: November 17, 2011Inventors: Teruhiko Inaba, Kazuma Hojo, Kenya Ishida
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Publication number: 20110245486Abstract: The invention relates to a method for producing 1,4-benzothiepin-1,1-dioxide derivatives substituted with benzyl groups.Type: ApplicationFiled: April 29, 2009Publication date: October 6, 2011Applicant: SANOFI-AVENTIS DEUTSCHLAND GMBHInventors: Guenter Billen, Wendelin Frick, John Patrick Larkin, Guy Lemaitre, Francoise Bendetti, Philippe Boffelli, Jean-Yves Godard, Christian Masson, Veronique Crocq, Sylvaine Lafont, Jos Hulshof
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Patent number: 8008347Abstract: The present invention is directed generally to protecting cells, tissues and organs against the damaging effects of ionizing or other damaging agents associated with radiation or chemotherapy, or degenerative diseases or processes of various organs that elicit the production of free radicals or oxidants such as peroxides, superoxide anions, hydroxyl radicals or nitric oxides, or heavy metal cations. More particularly, the present invention is concerned with methoxypolyethylene glycol thioester chelate methyl esters that are useful as protectors against tissue damage by penetrating the cell membrane to donate electrons to free radical oxidants and remove heavy metals that may react with peroxides to produce the reactive hydroxyl radical, or remove Ca++ that may be released from organelles. These chelate esters will also have utility in reducing intraocular pressure in glaucoma patients.Type: GrantFiled: February 14, 2007Date of Patent: August 30, 2011Assignee: Eastern Virginia Medical SchoolInventors: Karl A. Schellenberg, Frank A. Lattanzio, James Shaeffer
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Publication number: 20110124884Abstract: To provide a novel process for producing a 2-aryl-3-hydroxy-4-substituted carbonyl thiophene compound or an intermediate thereof useful as an intermediate for production of medicines and agricultural chemicals. A 2-aryl acetate compound represented by the formula (1): wherein R1 is an aryl group or the like, R4 is a C1-3 alkyl group or the like, and X is a leaving group, is reacted with a thioacetic acid compound to form a thioacetyl compound (3), the thioacetyl compound (3) is reacted with a vinyl ketone compound to form a ?-ketosulfide compound (5), which is cyclized under basic conditions to form a dihydrothiophene compound (6), and the dihydrothiophene compound (6) is oxidized by using an oxidizing agent to produce a 2-aryl-3-hydroxy-4-substituted carbonyl thiophene compound (7).Type: ApplicationFiled: February 27, 2009Publication date: May 26, 2011Applicant: Nissan Chemical Industries, Ltd.Inventors: Kazufumi Yanagihara, Shingo Umezawa, Katsuaki Miyaji
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Publication number: 20100261623Abstract: Provided herein are methods and compositions that include a method comprising contacting a metal surface with an acidic fluid comprising a corrosion inhibitor that comprises a reaction product formed from a direct or an indirect reaction of an aldehyde with a thiol and/or an amine functionalized ring structure. A composition provided includes an acidic treatment fluid that comprises an aqueous-base fluid, and acid, and a corrosion inhibitor that comprises a reaction product formed from a direct or an indirect reaction of an aldehyde with a thiol and/or an amine functionalized ring structure.Type: ApplicationFiled: April 14, 2009Publication date: October 14, 2010Inventors: Juanita M. Cassidy, Chad E. Kiser, Jim L. Lane
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Publication number: 20080318915Abstract: The present application describes deuterium-enriched fluticasone propionate, pharmaceutically acceptable salt forms thereof, and methods of treating using the same.Type: ApplicationFiled: June 20, 2007Publication date: December 25, 2008Applicant: PROTIA, LLCInventor: Anthony W. Czarnik
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Patent number: 7388028Abstract: The present invention is directed generally to protecting cells, tissues and organs against the damaging effects of ionizing or other damaging agents associated with radiation or chemotherapy, or degenerative diseases or processes of various organs that elicit the production of free radicals or oxidants such as peroxides, superoxide anions, hydroxyl radicals or nitric oxides, or heavy metal cations. More particularly, the present invention is concerned with methoxypolyethylene glycol thioester chelate methyl esters that are useful as protectors against tissue damage by penetrating the cell membrane to remove electrons from free radical oxidants and remove heavy metals that may react with peroxides to produce the reactive hydroxyl radical, or remove Ca++ that may be released from organelles. These chelate esters will also have utility in reducing intraocular pressure in glaucoma patients.Type: GrantFiled: February 14, 2007Date of Patent: June 17, 2008Assignee: Eastern Virginia Medical SchoolInventors: Karl A. Schellenberg, Frank A. Lattanzio, James Shaefer
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Patent number: 6869974Abstract: Compounds or their salts having general formulas (I) and (II): wherein s is an integer equal to 1 or 2, A is the radical of a drug that satisfies certain pharmacological tests, C and C1 are bivalent radicals, and precursors of the radicals B and B1 satisfy certain pharmacological tests.Type: GrantFiled: April 11, 2000Date of Patent: March 22, 2005Assignee: Nicox S.A.Inventor: Piero Del Soldato
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Patent number: 6753446Abstract: The present invention is directed to labeled compounds, specifically where each C* is selected from the group consisting of a carbon-12, i.e., 12C, or a carbon-13, i.e., 13C and at least one C* is 13C, R1 is selected from the group of C1-C4 lower alkyl and aryl, and X is selected from the group of —NR2R3 where R2 and R3 are each independently selected from the group of C1-C4 lower alkyl, alkoxy and aryl, —SR4 where R4 is selected from the group of C1-C4 lower alkyl, alkoxy and aryl, and —OR5 where R5 is selected from the group of C1-C4 lower alkyl, alkoxy and aryl with the proviso that when R1 is methyl then R5 is other than methyl, when R1 is ethyl then R5 is other than ethyl, and when R1 is benzyl then R5 is other than benzyl.Type: GrantFiled: June 5, 2003Date of Patent: June 22, 2004Assignee: The Regents of the University of CaliforniaInventors: Rodolfo A. Martinez, Clifford J. Unkefer, Marc A. Alvarez
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Patent number: 6369261Abstract: Compounds having Formula 2 wherein the symbols have the meaning defined in the specification are inhibitors of the cytochrome P450RAI (retinoic acid inducible) enzyme, and are used for treating diseases responsive to treatment by retinoids.Type: GrantFiled: August 29, 2000Date of Patent: April 9, 2002Assignee: Allergan Sales, Inc.Inventors: Alan T. Johnson, Jayasree Vasudevan, Liming Wang, Roshantha A. Chandraratna
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Patent number: 6359147Abstract: Reactions of ring systems, such as aziridines, oxetanes and oxiranes with carboxylic acids, anhydrides, imides, lactones and carbonate esters are catalyzed by C3-C60, substituted or unsubstituted, straight or branched-chained, alkyl, aryl, or aralkyl carboxylate Cr+3 salts, preferably chromium +3 octoate. The catalysts also accelerate the reaction of hydroxy compounds with anhydrides, and of thiiranes with anhydrides. The catalysts selectively enhance the conversion of ring systems to form monomers, prepolymers, copolymers, functional end-group monomers, functional end-group prepolymers, and functional end-group polymers rather than forming homopolymers. By varying the catalyst concentration, molar ratios, and reaction temperatures, the reaction time required to form the desired product can be controlled.Type: GrantFiled: April 3, 2000Date of Patent: March 19, 2002Assignee: Dimension Technology Chemical Systems, Inc.Inventors: Renato R. Rindone, W. Kenneth Musker
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Publication number: 20020010358Abstract: The present invention provides methods for producing a highly pure aromatic bromocarboxylic acid derivative and an aromatic acylthiocarboxylic acid derivative in high yields. The methods of the present invention include reacting an aromatic amino acid in an aqueous solvent in the presence of sodium nitrite, hydrogen bromide and at least one member selected from the group consisting of an aliphatic carboxylic acid and an alcohol, to give an aromatic bromocarboxylic acid derivative, and reacting the aromatic bromocarboxylic acid derivative and an organic thio acid in the presence of an amine to give an aromatic acylthiocarboxylic acid derivative.Type: ApplicationFiled: March 29, 2001Publication date: January 24, 2002Applicant: AJINOMOTO CO., INC.Inventors: Daisuke Takahashi, Masakazu Nakazawa, Kunisuke Izawa
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Patent number: 6284258Abstract: The present invention relates to compounds that are two-part molecules, and compositions containing such compounds, in which one part is designed to become covalently bonded to the skin (bonding agent) and the other part (a characteristic use agent) is designed to impart some characteristic use, such as emolliency, moisturizing effect, anti-acne, anti-wrinkle, anti-pain, antimicrobial, antifungal, antiviral, anti-irritation, skin tanning and skin lightening effects, extended protection of the skin (e.g., from ultraviolet light, by incorporation of a sunscreen component; from toxic and/or irritating substances; from insects and skin parasites, by incorporation of insecticides and/or insect repellants; from free radicals or other agents, as in aging, by incorporation of antioxidants), or dyeing of hair, skin nails, wool or fuir. The covalently bonded part may also be useful to impart skin strengthening effect (e.g., from shear forces) or as wound healing agents.Type: GrantFiled: September 10, 1998Date of Patent: September 4, 2001Assignee: Arizona Board of RegentsInventors: Seth D. Rose, Rosemarie F. Hartman, Carmen Chow, Cathryn M. Rose, K. Daniel Rose
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Patent number: 6239306Abstract: Compounds of the formula (I) and their salts as defined in claim 1, in which R1 is CO—Q—R8, where R8=H or R R2 and R3 are H or (C1-C4)alkyl, R4 is H, R, RO, OH, RCO, RSO2, PhSO2 R5 is RSO2, PhSO2, PhCO, RNHSO2, R2NSO2, RCO, CHO, COCOR′, CW—T—R9, CW—NR10R11, CW—N(R12)2 or R4 and R5 together are the chain (CH2)mB or —B1—(CH2)m1B— where B=SO2, m=3, 4; m1=2, 3; T and W=O, S; Q=O, S, NR13 where R13=H, R; R6=H, R, RO, RCO, ROCO, Hal, NO2, CN; R7=H, CH3; R9=R; R10, R11=H, R; N(R12)2=heterocycle A=pyrimidinyl and triazinyl radical or an analog thereof, where R=(substituted) aliphatic hydrocarbon radical, are suitable as selective herbicides. They are prepared by analogous processes via sulfonamides, some of which are new, of the formula (II) (see claim 4).Type: GrantFiled: February 1, 1999Date of Patent: May 29, 2001Assignee: Hoechst Schering AgrEvo GmbHInventors: Klaus Lorenz, Lothar Willms, Klaus Bauer, Hermann Bieringer
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Patent number: 6117902Abstract: The present invention provides 6,8-Dimercaptooctanoic acid derivatives substituted at the 6-S and/or 8-S position with the (3-methylthiopropanoyl) radical, wherein they correspond to the following formula (I): ##STR1## in which: R represents OR.sub.3 or ##STR2## R.sub.3 representing a hydrogen atom, a linear or branched alkyl radical, or a radical of the formula ##STR3## n being an integer from 1 to 10 and r' and r", which are identical or different, representing a hydrogen atom, a linear or branched alkyl radical or, taken together, form with the nitrogen atom, a nitrogen-containing heterocycle optionally substituted with an optionally substituted oxygen or nitrogen atom,R.sub.5 and R.sub.4, identical or different, represent a hydrogen atom or a linear or branched alkyl radical,R.sub.1 and R.sub.2, which are identical or different, represent a hydrogen atom, a radical --COCH.sub.3 or a radical of formula:--CO(CH.sub.2).sub.2 SCH.sub.3 (II)with the proviso that at least one of the radicals R.sub.1 or R.sub.Type: GrantFiled: March 30, 1999Date of Patent: September 12, 2000Assignee: Galderman Research & Development, S.N.C. Sophia AbtipolisInventors: Gerard Anthony Quash, Jacques Gore, Guy Fournet
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Patent number: 6080881Abstract: It is described a process for preparing 2-acetylthio-3-phenyl-propionic acid and the salts thereof starting from 2-bromo-3-phenyl-propionic acid and potassium thioacetate in an organic solvent and in the presence of a phase transfer catalyst.Type: GrantFiled: February 17, 1999Date of Patent: June 27, 2000Assignee: Zambon Group S.p.A.Inventors: Allegrini Pietro, Soriato Giorgio
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Patent number: 5994539Abstract: Compounds of formula ##STR1## wherein R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, m and n have the meanings reported in the description, processes for their preparation and pharmaceutical compositions which contain them as active ingredients are described.The compounds of formula I are endowed with a mixed ACE-inhibitory and NEP-inhibitory activity and are useful in the treatment of cardiovascular diseases.Type: GrantFiled: December 18, 1997Date of Patent: November 30, 1999Assignee: Zambon Group S.p.A.Inventors: Franco Pellacini, Stefano Romagnano, Gabriele Norcini, Francesco Santangelo, Mario Fantucci, Claudio Semeraro
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Patent number: 5830846Abstract: Use of 3-acylthiohexyl esters of the formula ##STR1## wherein R.sup.1 and R.sup.2 independently of one another represent hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.5 -C.sub.12 -aryl, including furyl and thienyl, as aroma and/or odoriferous substances, and aroma and odoriferous substance compositions containing these compounds.Type: GrantFiled: August 22, 1997Date of Patent: November 3, 1998Assignee: Haarmann & Reimer GmbHInventors: Heinz-Jurgen Bertram, Jurgen Bruning, Matthias Guntert, Peter Werkhoff, Peter Worner
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Patent number: 5817859Abstract: The present invention provides a simple and inexpensive method for producing a-hydroxy-.beta.-aminocarboxylic acids and their esters. An ester of an N-protected .alpha.-amino acid ester is converted into a .beta.-ketosulfoxide, which is then processed with an acid to give an .alpha.-ketohemimercaptal. Next, this is acylated and then processed with a base to obtain an N-protected .alpha.-acyloxy-.beta.-amino-thioester, which is then saponified to obtain an intended compound. According to the method of the present invention, it is possible to produce .alpha.-hydroxy-.beta.-aminocarboxylic acid derivatives, which are intermediates in producing various HIV protease inhibitors, renin inhibitors and carcinostatics, from a-amino acids. The method comprises reduced reaction steps, the selectivity in the method to give the intended product is high, and the yield of the product obtained is high.Type: GrantFiled: June 18, 1997Date of Patent: October 6, 1998Assignee: Ajinomoto Co., Inc.Inventors: Takayuki Suzuki, Yutaka Honda, Kunisuke Izawa
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Patent number: 5811569Abstract: The invention discloses a novel process for the preparation of a compound of formula II ##STR1## wherein R.sub.1 is C.sub.1-5 alkyl,R.sub.2 is hydrogen or C.sub.1-5 alkyl, andR.sub.3 is optionally substituted phenyl,comprising the reaction of a 4-hydroxypyrazole of formula III ##STR2## wherein R.sub.1 and R.sub.2 are as defined for formula II, with a benzylhalide of formula IVHal--CH.sub.2 --R.sub.3 (IV)wherein Hal is halogen, preferably bromine or chlorine, and R.sub.3 is as defined for formula II, in the presence of a base. The invention further comprises a novel process for the preparation of the 4-hydroxypyrazole of formula III. The compounds of formulae II and III are intermediates for highly effective systemic fungicides of the class of pyrazolyl acetic acid derivatives.Type: GrantFiled: November 1, 1996Date of Patent: September 22, 1998Assignee: Sandoz LtdInventors: Erwin Waldvogel, Eugen Eichenberger
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Patent number: 5543545Abstract: A method is provided for the synthesis of an .alpha.-methyl-.beta.-acylthiopropionate of formula I: ##STR1## wherein R.sub.1 and R.sub.2 are independently selected from C.sub.1 -C.sub.6 alkyl, phenyl or substituted phenyl of the formula C.sub.6 H.sub.2 R.sub.3 R.sub.4 R.sub.5 wherein R.sub.3, R.sub.4 and R.sub.5 are independently selected from hydrogen, lower alkyl, F, Cl, Br, NO.sub.2, CN or R.sub.6 O wherein R.sub.6 is lower alkyl. The method comprises reacting methyl methacrylate with a thiocarboxylic acid at a mole ratio ranging between about 1:1 and about 2:1 and at a temperature ranging between 40.degree. C. and about 150.degree. C. The reaction is conducted either in the presence of an organic solvent or in the presence of polymerization inhibitors for approximately 3 to 6 hours. .alpha.-Methyl-.beta.-acyl-thiopropionates are obtained economically by the disclosed method in high purity and yields and in shorter reaction times relative to conventional processes.Type: GrantFiled: September 16, 1994Date of Patent: August 6, 1996Assignee: Industrial Technology Research InstituteInventors: Shin-Shin Wang, Chih-Hung Chen
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Patent number: 5523152Abstract: Organic compounds having at least one ethylenically-unsaturated group are described, the organic compounds being suitable for use in coatable compositions as reactive diluents; compounds of the invention preferably have a divalent organic linking moiety devoid of reactive groups other than optional ethylenically-unsaturated groups, and a polar organic moiety and are particularly adept in solubilizing aminoplast resins having radiation-curable pendant groups.Type: GrantFiled: November 4, 1994Date of Patent: June 4, 1996Assignee: Minnesota Mining and Manufacturing CompanyInventors: Ernest L. Thurber, Eric G. Larson, Alan R. Kirk, Gregg D. Dahlke
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Patent number: 5498675Abstract: This invention relates to a block copolymer comprising: a) at least one first block of polymerized units of at least one first ethylenically unsaturated monomer and at least one latent thiol mercaptan chain transfer agent wherein the latent thiol mercaptan chain transfer agent has the general formula; ##STR1## wherein A is a polyvalent organic radical; x and y are positive integers such that x+y equals the valence of A; B is an organic acyl radical; and n and m are integers from 1 to 6; and b) at least one second block of polymerized units of at least one second ethylenically unsaturated monomer, wherein said at least one second block is attached to said at least one first block by reacting with terminal thiol functional groups contained on said at least one first block. In addition, this invention relates to the method of making this block copolymer.Type: GrantFiled: December 9, 1994Date of Patent: March 12, 1996Assignee: Rohm and Haas CompanyInventors: William D. Emmons, Andrew W. Gross
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Patent number: 5492965Abstract: This invention relates to a polymer composition of a block copolymer dispersed in water wherein the block copolymer is composed of: a) at least one first block of polymerized units of at least one first ethylenically unsaturated monomer and at least one latent thiol mercaptan chain transfer agent wherein the latent thiol mercaptan chain transfer agent has the general formula; ##STR1## wherein A is a polyvalent organic radical; x and y are positive integers such that x+y equals the valence of A; B is an organic acyl radical; and n and m are integers from 1 to 6; and b) at least one second block of polymerized units of at feast one second ethylenically unsaturated monomer, wherein said at least one second block is attached to said at least one first block by reacting with terminal thiol functional groups contained on said at least one first block.Type: GrantFiled: June 6, 1995Date of Patent: February 20, 1996Assignee: Rohm and Haas CompanyInventors: William D. Emmons, Andrew W. Gross
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Patent number: 5468870Abstract: Dye-donor element for use according to thermal dye sublimation transfer comprising a support having thereon a dye layer containing a dye corresponding to the following formula ##STR1## wherein Z represents CN, COOR.sup.1 or CONR.sup.2 R.sup.3 ;R.sup.1, R.sup.2 and R.sup.3 each independently represent hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or R.sup.2 and R.sup.3 together represent the necessary atoms to close a heterocyclic nucleus or substituted heterocyclic nucleus;Y represents OR.sup.4 or NR.sup.5 R.sup.6 or CN;R.sup.4 represents hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, SO.sub.2 R.sup.7, COR.sup.7, CSR.sup.7, POR.sup.7 R.sup.8 ;R.sup.5 and R.sup.6 each independently has one of the significances given to R.sup.4 or represent substituted or unsubstituted amino, or R.sup.5 and R.sup.Type: GrantFiled: October 20, 1994Date of Patent: November 21, 1995Assignee: AGFA-GAVAERT, N.V.Inventor: Luc J. Vanmaele
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Patent number: 5424472Abstract: The invention relates to a method of producing (meth)acryloylthio esters of general formula I ##STR1## where R represents hydrogen or methyl, and R.sup.1 represents a phenyl group, a substituted phenyl group, a C.sub.1-24 alkyl group, a substituted C.sub.1-24 alkyl group, a cyclic C.sub.3-24 alkyl group;comprising reacting (meth)acrylic acid anhydride (formula II) ##STR2## where R represents hydrogen or methyl, with at least the stoichiometric amount with a thiol or thiolate of formula IIIR.sub.1 --S--M, (III)where M represents hydrogen or a metal cation, andR.sub.1 is defined as above.Type: GrantFiled: October 12, 1993Date of Patent: June 13, 1995Assignee: Roehm GmbH Chemische Fabrik PatentabteilungInventors: Martina Bader, Patrik Hartmann, Gerhard Schwinn
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Patent number: 5389619Abstract: Compounds of the formula I ##STR1## where n, W, X, Y, Z, R.sup.1, R.sup.2, and R.sup.3 are as defined herein exhibit fungicidal, insecticidal, and acaracidal activity.Type: GrantFiled: March 29, 1993Date of Patent: February 14, 1995Assignee: BASF AktiengesellschaftInventors: Reinhard Doetzer, Hubert Sauter, Horst Wingert, Reinhard Kirstgen, Albrecht Harreus, Gisela Lorenz, Eberhard Ammermann
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Patent number: 5367091Abstract: This invention refers to a new process for the preparation of D-(-)-3-acetylthio-2-methylpropionic acid, an important intermediate in the synthesis of the antihypertensive Captopril, consisting of the resolution of the racemic mixture of said acid through formation of the mixture of the diastereomeric salts thereof, in an appropriate solvent, with the low molecular weight L-(+)-2-aminobutanol as a base, selective crystallization of the diastereomeric salt of D-(-)-3-acetylthio-2-methylpropionic acid with L-(+)-2-aminobutanol and release of the D-(-)-3-acetylthio-2-methylpropionic acid through displacement of the base with a stronger acid.Type: GrantFiled: October 19, 1993Date of Patent: November 22, 1994Assignee: Medichem, S.A.Inventors: Alberto Stampa Diez Del Corral, Maria del Carmen Onrubia Miguel, Jose Irurre Perez
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Dispersant adducts comprising alcohol adducts of dicarboxylic acid monoepoxy thiol reaction products
Patent number: 5340487Abstract: The present invention is directed to an oil-soluble lubricating oil additive comprising at least one adduct of (A) a polyolefin of 700 to 5,000 number average molecular weight substituted with carboxylic acid producing moieties (preferably acid or anhydride moieties), and (B) a monoepoxy thiol.Type: GrantFiled: August 19, 1993Date of Patent: August 23, 1994Assignee: Exxon Chemical Patents Inc.Inventors: Jacob Emert, Robert D. Lundberg -
Patent number: 5308536Abstract: An optically active 4-mercaptocinnamic acid derivative represented by general formula (1) ##STR1## wherein R.sup.1 represents an alkyl group, an alkoxy group alkylthio group having 6 to 14 carbon atoms; X is H or F; Y is H or CH.sub.3 ; n is 0 or 1; Z is CH.sub.3 or CF.sub.3 ; and R.sup.2 represents a C.sub.2-8 alkyl group, preparation method, bistable or tristable liquid crystal composition containing at least one such derivative, and a liquid crystal display device including such a liquid crystal composition.The compound of general formula (1) decreases liquid crystal temperature range and broadens it, and enables realizing a bistable or tristable chiral smectic phase. The compound can be used alone or as blended with other liquid crystals having a smectic phase or ferroelectric liquid crystals as a material for liquid crystal devices.Type: GrantFiled: July 12, 1993Date of Patent: May 3, 1994Assignee: Showa Denko K.K.Inventors: Shuichi Naijoh, Ayako Nishioka, Chozo Inoue
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Patent number: 5294728Abstract: This invention relates to latent thiol mercaptan chain transfer agents and their use in the synthesis of polymers. In addition, this invention relates to novel polymers and block copolymers formed using these latent thiol mercaptan chain transfer agents.Type: GrantFiled: November 4, 1991Date of Patent: March 15, 1994Assignee: Rohm and Haas CompanyInventors: William D. Emmons, Andrew W. Gross
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Patent number: 5290956Abstract: This invention relates to latent thiol monomers and their use in the synthesis of polymers. In addition, this invention relates to novel polymers and graft copolymers formed with these latent thiol monomers.Type: GrantFiled: November 4, 1991Date of Patent: March 1, 1994Assignee: Rohm and Haas CompanyInventors: William D. Emmons, Andrew W. Gross
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Patent number: 5231113Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## where the R groups are independently hydrogen, or lower alkyl; A is --C(O)O--, --OC(O)--, --C(O)S--, or --SC(O)--; n is 0-5; and Z is H, --COB where B is --OH or a pharmaceutically acceptable salt, or B is --OR.sub.1 where R.sub.1 is an ester-forming group, or B is --N(R).sub.2 where R is hydrogen or lower alkyl, or Z is --OE where E is hydrogen or an ether-forming group or --COR.sub.2 where R.sub.2 is hydrogen, lower alkyl, phenyl or lower alkyl phenyl, or Z is --CHO or an acetal derivative thereof, or Z is --COR.sub.3 where R.sub.3 is --(CH.sub.2).sub.m CH.sub.3 where m is 0-4 and the sum of n and m does not exceed 4.Type: GrantFiled: June 4, 1992Date of Patent: July 27, 1993Assignee: Allergan, Inc.Inventors: Roshantha A. S. Chandraratna, Robert J. Weinkam
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Patent number: 5223637Abstract: KS-506a, KS-506x and KS-506g having an activity to inhibit cyclic nucleotide phosphodiesterase and KS-506m and KS-506h having an activity to inhibit histamine release are produced by culturing a microorganism belonging to the genus Mortierella.Type: GrantFiled: May 28, 1992Date of Patent: June 29, 1993Assignee: Kyowa Hakko Kogyo Co., Ltd.Inventors: Kazutoshi Kuroda, Hiroshi Kase, Katsuhiko Ando, Isao Kawamoto, Toru Yasuzawa, Hiroshi Sano, Joji Goto, Koji Yamada
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Patent number: 5215549Abstract: Thioester derived hindered phenols and thioester derived arylamines are effective antioxidant and antiwear additives for liquid hydrocarbon fuels.Type: GrantFiled: July 21, 1992Date of Patent: June 1, 1993Assignee: Mobil Oil CorporationInventors: Shih-Ying Hsu, Andrew G. Horodysky
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Patent number: 5210267Abstract: The present invention provides novel optically-active aliphatic .beta.-halogen substituted carboxylic acid 4'-(4-alkoxybenzyloxy)biphenyl thioester compounds of the general formula: ##STR1## wherein R represents a straight-chained alkyl radical having C.sub.2 to C.sub.10 carbon atoms and X represents a halogen atom, and a process for the preparation thereof. The novel biphenyl thioester compounds provided according to the present invention are usable as a dopant or a base material for liquid crystal blending, thereby improving the properties of LCD.Type: GrantFiled: April 16, 1991Date of Patent: May 11, 1993Assignee: Samsung Electron Devices Co., Ltd.Inventors: Youngjae Chun, Junha Suh
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Dispersant additives comprising amine adducts of dicarboxylic acid monoepoxy thiol reaction products
Patent number: 5205947Abstract: The present invention is directed to an oil-soluble lubricating oil additive comprising at least one adduct of (A) a polyolefin of 700 to 5,000 number average molecular weight substituted with carboxylic acid producing moieties (preferably acid or anhydride moieties), and (B) a monoepoxy thiol.Type: GrantFiled: June 27, 1991Date of Patent: April 27, 1993Assignee: Exxon Chemical Patents Inc.Inventors: Jacob Emert, Robert D. Lundberg -
Patent number: 5179121Abstract: Novel 4-chloro-4,4-difluorothiobutyric acid derivatives of the formula I ##STR1## in which R.sub.1 and R.sub.2 are, independently of one another, hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 halogenoalkyl and R.sub.3 is hydrogen or an organic radical can be employed as pest-control agents. Control of insects and arachnids is possible and preferable.Type: GrantFiled: August 15, 1991Date of Patent: January 12, 1993Assignee: Ciba-Geigy CorporationInventors: Peter Maienfisch, Manfred Boger, Eginhard Steiner
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Patent number: 5177109Abstract: Compounds, compositions and methods are described for treating a CNS disorder such as a cognitive disorder, epilepsy, depression, Parkinson's disease, Alzheimer's disease, a neurodegenerative disease or neurotoxic injury. Compound of interest are 2-amino-4,5-methyleneadipic acid compounds and derivatives defined by the formula I: ##STR1## wherein R.sup.1 is selected from hydrido, alkyl, cycloalkyl, aralkyl, aryloxyalkyl, arylthioalkyl, ##STR2## with each of R.sup.2, R.sup.3, R.sup.4 and R.sup.5 being independently selected from hydrido, alkyl, cycloalkyl, aryl and aralkyl; wherein each of X and Y is independently selected from hydroxyl, alkoxy, alkylthio, amino and ##STR3## with each of R.sup.6 and R.sup.7 being independently selected from hydrido, alkyl, cycloalkyl, aryl and aralkyl; wherein any of R.sup.1 through R.sup.Type: GrantFiled: July 19, 1991Date of Patent: January 5, 1993Assignee: G. D. Searle & Co.Inventors: Roberto Pellicciari, Benedetto Natalini, Maura Marinozzi, Alexis A. Cordi, Joseph B. Monahan, Thomas H. Lanthorn
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Patent number: 5166402Abstract: Herbicidal .alpha.-(5-aryloxy-naphthalen-1-yl-oxy)propionic acid derivatives of the formula ##STR1## in which R.sup.1 stands for hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 stands for hydrogen or halogen,R.sup.3 stands for halogen, cyano, trifluoromethyl or trifluoromethoxy,R.sup.4 stands for hydrogen or halogen,R.sup.5 stands for hydrogen or halogen andZ stands for halogen, hydroxyl, amino, alkylamino, alkenylamino, alkinylamino, arylamino, aralkylamino, alkoxycarbonylalkylamino, cyanamino, dialkylamino, dialkenylamino, alkylsulphonylamino, arylsulphonylamino, hydroxylamino, alkoxyamino, hydrazino, alkylsulphonylhydrazino, arylsulphonylhydrazino, alkylthio, arylthio, aralkylthio, alkoxycarbonylalkylthio or for the --O--R.sup.6 group,wherein R.sup.6 can be various organic radicals.The starting material naphthol of the formula ##STR2## is also new.Type: GrantFiled: November 1, 1990Date of Patent: November 24, 1992Assignee: Bayer AktiengesellschaftInventors: Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
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Patent number: 5149855Abstract: Process for racemizing an optically active carboxylic acid ester of the formula (1): ##STR1## wherein R.sub.1 is alkyl, aralkyl or aryl, R.sub.2 and R.sub.3 independently are alkyl, and n is 1 or 2, which comprises contacting the compound of the formula (1) with an amine compound.Type: GrantFiled: December 14, 1990Date of Patent: September 22, 1992Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Akihiro Sakimae, Eiji Ozaki, Kanehiko Enomoto, Ryozo Numazawa, Yoshimasa Kobayashi
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Patent number: 5135562Abstract: Compounds of formula I ##STR1## wherein R.sub.1 is halogen;X is oxygen; or sulfur;Y is oxygen; or sulfur;A is a straight-chain or branched C.sub.1 -C.sub.4 alkylene chain;Q is hydroxy; halogen; cyano; unsubstituted or cyano- or halo-substituted C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.4 alkynyl; --CR.sub.2 .dbd.CH--COOR.sub.3 ; --CH[N(R.sub.2).sub.2 ]COOR.sub.2 ; --NR.sub.4 (R.sub.5); --CO--NR.sub.6 R.sub.7 ; --COON.dbd.CR.sub.8 (R.sub.8); --C(R.sub.2)(OR.sub.9).sub.2 ; --Si(R.sub.10).sub.3 ; --COOCH.sub.2 Si(CH.sub.3).sub.2 --C.sub.1 -C.sub.6 alkyl; ##STR2## --CON(R.sub.12)SO.sub.2 --C.sub.1 -C.sub.6 alkyl; --CON(R.sub.12)SO.sub.2 --C.sub.1 -C.sub.4 haloalkyl; C.sub.1 -C.sub.6 alkylcarbonyl; C.sub.2 -C.sub.6 alkoxyalkylcarbonyl; benzoyl; benzylcarbonyl; --COOR.sub.16 ; --CO--N(R.sub.2)CH.sub.2 --CH.sub.2 --CH(O--C.sub.1 -C.sub.6 alkyl).sub.2 ; --COO(CH.sub.2).sub.j N(R.sub.2).sub.2 ; --S(O).sub.k --R.sub.14 ; --S(O).sub.k --A'--COOR.sub.Type: GrantFiled: March 19, 1991Date of Patent: August 4, 1992Assignee: Ciba-Geigy CorporationInventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner