Aromatic Alcohol Moiety Patents (Class 560/254)
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Patent number: 6472555Abstract: The present invention relates to a process for the preparation of esters from alcohols using acetic acid as acetylating agent and clays as catalysts, which comprises the preparation of esters in a single step from the reaction of aliphatic, acyclic, cyclic, heterocyclic, &agr;,&bgr;-unsaturated and aromatic alcohols with carbon atoms in the range of C1 to C10 with acetic acid in a molar ratio of 1:3 to 11 using reusable natural montmorillonite/metal ion-exchanged clay catalysts in the solvent medium of aliphatic, aromatic, or chlorinated hydrocarbons at 30-140° C. for a period in the range of 0.02 to 3.0 hrs, and recovering the corresponding esters by simple work-up procedure.Type: GrantFiled: February 12, 1999Date of Patent: October 29, 2002Assignee: Council of Scientific and Industrial ResearchInventors: Boyapati Manoranjan Choudary, Veldurthy Bhaskar, Mannepalli Lakshmi Kantam, Kottapalli Koteswara Rao, Kondapuram Vijaya Raghavan
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Publication number: 20020151728Abstract: The present invention provides a production method of a 5-phthalancarbonitrile compound, which comprises the use of a novel compound of the formula [I] 1Type: ApplicationFiled: June 21, 2002Publication date: October 17, 2002Applicant: Sumika Fine Chemicals Co., Ltd.Inventors: Tetsuya Ikemoto, Masami Igi
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Patent number: 6452056Abstract: A fluorine-containing benzonitrile derivative (formula 1) is subjected to a reduction reaction to obtain a fluorine-containing benzylamine derivative (formula 2), and the amino group in said fluorine-containing benzylamine derivative is replaced with a hydroxyl group to obtain a fluorine-containing benzyl alcohol derivative (formula 3): wherein X is a halogen atom, when m is an integer of 2 or more, each X may be the same or different, and m is an integer of from 0 to 4.Type: GrantFiled: February 20, 2001Date of Patent: September 17, 2002Assignee: Asahi Glass Company, LimitedInventors: Tsuneo Kawanobe, Osamu Takazawa, Keisuke Yoshikawa, Hiroyuki Watanabe
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Patent number: 6444843Abstract: (Acyloxyalkyl)aromatic carboxylic acids are produced by partial oxidation of alkyl substituted aromatic compounds which are represented by the following General Formula (1) CHR1R2—Ar—(R3)n (1) (where Ar is an aromatic ring of two or greater valency, R1 is a hydrogen atom or alkyl group having a carbon number of 1 to 3, R2 is a hydrogen atom, alkyl group having a carbon number of 1 to 3, or —OCOR5 group, R3 is an alkyl group having a carbon number of 1 to 4, —COOH group, —CHO group, —CH2R4 group, or —COOR group, n is an integer of 1 to 5, R4 is a halogen atom, —OH group, or —OCOR5 group, and R5 is an alkyl group having a carbon number of 1 to 4), and carboxylic acids in the presence of oxygen using a catalyst including an element which belongs to Group VIII of the periodic table. (Hydroxyalkyl)alicyclic carboxylic acids are produced by carrying out hydrogenation and hydrolysis using the (acyloxyalkyl)carboxylic acids as a starting material.Type: GrantFiled: April 3, 2000Date of Patent: September 3, 2002Assignee: Nippon Shokubai Co., Ltd.Inventors: Yuuichi Satoh, Jun Tatsumi, Toshiya Iida
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Patent number: 6420596Abstract: This invention provides a process for the selective esterfication of a tertiary alcohol(I) by an acid anhydride(II) to produce corresponding tertiary ester(III) and carboxylic acid(V), using a reusable solid catalyst(IV) comprising one or more halides of indium, gallium, zinc and iron. The process comprises: (i) contacting a mixture of (I) and (II) in the absence or presence of a non aqueous solvent with the fine particles of (IV) in a stirred batch reactor provided with a reflux water condenser at atmospheric pressure at the reaction conditions, such that the mole ratio of (II) to (I) is in the range from about 0.1 to about 10.0; the weight ratio of (IV) to (I+II) is in the range from about 0.005 to about 0.5; the reaction temperature is below about 80° C., and the reaction period is in the range from about 0.1 h to about 50 h; (ii) removing the solid catalyst(IV) from the reaction mixture by filtration; and (iii) reusing the separated solid catalyst for subsequent batch of the process.Type: GrantFiled: November 29, 2000Date of Patent: July 16, 2002Assignee: Council of Scientific and Industrial ResearchInventors: Vasant Ramchandra Choudhary, Kshudiram Mantri, Suman Kumar Jana
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Publication number: 20020082446Abstract: Process for the esterification of organic acids with alcohols in a reactor of the chromatographic type in which the heterogeneous solid phase is capable of acting both as an esterification catalyst and as a means exhibiting preferential adsorption towards one of the reaction products (typically water). The process to which the present invention relates is particularly improved compared with conventional technology owing to the use, as the means for regenerating the catalyst, of a desorbent to which has been added a second compound, generally the anhydride of the acid used in the esterification reaction, which, by chemical reaction, completes the removal of the adsorbed water.Type: ApplicationFiled: November 30, 2001Publication date: June 27, 2002Inventors: Roberto Ruggieri, Giovanni Ranghino, Gianni Carvoli, Agostino Tricella, Davino Gelosa, Massimo Morbidelli
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Patent number: 6399828Abstract: A process for making compound of formula I from a phenylpropanolamine salt of formula II wherein: R1 is hydrogen or a lower alkyl group; each R2 is independently a hydrogen, halogen, lower alkyl group, lower alkoxy groups, lower alkyl group substituted with 1 to 5 halogens, lower alkoxy groups substituted with 1 to 5 halogens, or both R2 together when on adjacent carbons constitute a —O(CH2)xO— where x is 1 to 4, thereby forming a ring structure fused with the phenyl group; R3 is a C1-C8-alkyl group, a C1-C12-aralkyl group, C1-C12-alkaryl group, or a phenyl group, each optionally substituted by 1 to 5 substituents selected from halogen, hydroxy, or C1-C6-alkyl; and HX is an equivalent of an organic or inorganic acid, the process comprising: (a) acylating the phenylpropanolamine salt of formula II with an acylating agent in a solvent at elevated temperature to make a reaction mixture containing an O-acylated phenylpropanolamine salt of formula III which canType: GrantFiled: October 29, 2001Date of Patent: June 4, 2002Assignee: Boehringer Ingelheim Chemicals, Inc.Inventors: Robert Frederick Boswell, Young Sek Lo
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Patent number: 6383499Abstract: A topical medicament for the treatment of psoriasis comprises metallic iodine, virgin wax, a variety of oils of animal and plant origin, camphor, chlorophyll and benzoic acid in a pharmaceutically acceptable emollient excipient base.Type: GrantFiled: February 26, 2001Date of Patent: May 7, 2002Assignee: Curacid America CorporationInventor: Ramon Efrain Vasquez Lipi
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Publication number: 20020045770Abstract: The present invention provides a production method of a 5-phthalancarbonitrile compound, which comprises the use of a novel compound of the formula [I] 1Type: ApplicationFiled: November 30, 2001Publication date: April 18, 2002Applicant: Sumika Fine Chemicals Co., Ltd.Inventors: Tetsuya Ikemoto, Masami Igi
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Patent number: 6348622Abstract: There is provided a compound of the formula[I]: wherein R represents a hydrogen atom or a protective group for a hydroxyl group; and A represents a hydrogen atom, a halogen atom or a group of the formula A1: Q represents Q3: when A represents a halogen atom or a protective group for a hydroyl group, A represents Q4: wherein R1 and R2 represent a hydrogen atom or a protective group for a hydroxyl group; and when A represents a hydrogen atom, Q is Q2:Type: GrantFiled: February 9, 2000Date of Patent: February 19, 2002Assignee: Sumitomo Chemical Company, LimitedInventors: Toshiya Takahashi, Shinzo Seko, Takashi Miki
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Publication number: 20010056194Abstract: The present invention provides a production method of a 5-phthalancarbonitrile compound, which comprises the use of a novel compound of the formula [I] 1Type: ApplicationFiled: July 20, 2001Publication date: December 27, 2001Inventors: Tetsuya Ikemoto, Masami Igi
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Patent number: 6284894Abstract: A process for the preparation of an allylic aromatic compound in which an aromatic amine is reacted first with a nitrite and then with an allylic olefin having an eliminatable terminal substituent. Novel allylic derivatives of disubstituted benzene compounds are also described.Type: GrantFiled: December 17, 1999Date of Patent: September 4, 2001Assignee: Nycomed Imaging ASInventors: Fredrik Ek, Lars Goran Wistrand
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Publication number: 20010016666Abstract: The present invention relates to a process for the preparation of esters from alcohols using acetic acid as acetylating agent and clays as catalysts, which comprises the preparation of esters in a single step from the reaction of aliphatic, acyclic, cyclic, heterocyclic, &agr;,&bgr;-unsaturated and aromatic alcohols with carbon atoms in the range of C1 to C10 with acetic acid in a molar ratio of 1:3 to 11 using reusable natural montmorillonite/metal ion-exchanged clay catalysts in the solvent medium of aliphatic, aromatic, or chlorinated hydrocarbons at 30-140° C. for a period in the range of 0.02 to 3.0 hrs, and recovering the corresponding esters by simple work-up procedure.Type: ApplicationFiled: February 12, 1999Publication date: August 23, 2001Inventors: BOYAPATI MANORANJAN CHOUDARY, VELDURTHY BHASKAR, MANNEPALLI LAKSHMI KANTAM, KOTTAPALLI KOTESWARA RAO, KONDAPURAM RAGHAVAN
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Patent number: 6258975Abstract: Provided is an industrially useful process for producing an optically active 2-hydroxy-4-arylbutyric acid or its ester. An optically active acyloxysuccinic anhydride is reacted with an aromatic compound in the presence of a Lewis acid to produce an optically active 2-acyloxy-4-oxo-4-arylbutyric acid. The 2-acyloxy-4-oxo-4-arylbutyric acid is converted to an optically active 2-acyloxy-4-arylbutyric acid through catalytic reduction. The 2-acyloxy-4-arylbutyric acid is hydrolyzed in the presence of an acid or an alkali to produce an optically active 2-hydroxy-4-arylbutyric acid. The 2-hydroxy-4-arylbutyric acid is reacted with an alcohol in the presence of an acid to produce an optically active 2-hydroxy-4-arylbutyric acid ester.Type: GrantFiled: January 5, 2000Date of Patent: July 10, 2001Assignee: Ajinomoto Co., Inc.Inventors: Masahiko Kurauchi, Yoshimasa Hagiwara, Hiroyuki Matsueda, Takashi Nakano, Kunisuke Izawa
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Patent number: 6235949Abstract: A process for the preparation of halide compounds, preferably aryl halides, by contacting a gaseous mixture of hydrohalic acid and a compound selected from an aryl halogen formate, an aryl carbonate and equivalents thereof with a Lewis acid catalyst.Type: GrantFiled: March 10, 1997Date of Patent: May 22, 2001Assignee: Rhodia ChimieInventors: Herve Garcia, Laurent Gilbert, Serge Ratton, Christophe Rochin
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Patent number: 6218568Abstract: Process for preparing intermediates of formula (III) wherein Y1 is acyloxy, wherein acyl is of the formula R—C(O)—, wherein R is alkyl of 1-6 carbon atoms, Y2 is aralkyloxy, and Z is benzoyloxy or acyloxy, wherein acyl is as defined above. Intermediates of formula (III) are useful in a novel process for preparing the mono-L-valine ester of 2-(2-amino-1,6-dihydro-6-oxo-purin-9-yl)methoxy-1,3-propanediol (ganciclovir). The mono-L-valine ester of ganciclovir and its pharmaceutically acceptable salts are of value as antiviral agents with improved absorption.Type: GrantFiled: February 3, 2000Date of Patent: April 17, 2001Assignee: Syntex (U.S.A.) Inc.Inventors: Charles A. Dvorak, Douglas L. Wren, Lawrence E. Fisher, Steven D. Axt, Eric R. Humphreys, Humberto B. Arzeno, Colin C. Beard, Sam Linh Nguyen, Yeun-Kwei Han, Christopher R. Roberts, Jan P. Lund, Paul R. Fatheree
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Patent number: 6215017Abstract: Intermediates of Formula (III) wherein Y1 is acyloxy, wherein acyl is of the formula R—C(O)—, wherein R is alkyl of 1-6 carbon atoms, Y2 is aralkyloxy, and Z is benzoyloxy or acyloxy, wherein acyl is as defined above. Intermediates of formula (III) are useful in a novel process for preparing the mono-L-valine ester of 2-(2-amino-1,6-dihydro-6-oxo-purin-9-yl)methoxy-1,3-propanediol (ganciclovir). The mono-L-valine ester of ganciclovir and its pharmaceutically acceptable salts are of value as antiviral agents with improved absorption.Type: GrantFiled: February 3, 2000Date of Patent: April 10, 2001Assignee: Syntex (U.S.A.) Inc.Inventors: Charles A. Dvorak, Douglas L. Wren, Lawrence E. Fisher, Steven D. Axt, Eric R. Humphreys, Humberto B. Arzeno, Colin C. Beard, Sam Linh Nguyen, Yeun-Kwei Han, Christopher R. Roberts, Jan P. Lund, Paul R. Fatheree
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Patent number: 6207857Abstract: The compounds of the formula I are precursors for organoleptic and antimicrobial compounds. The latter are generated in the presence of skin bacteria, enzymes or acidic or alkaline conditions. One precursor molecule can provide one or more different compounds.Type: GrantFiled: June 23, 1998Date of Patent: March 27, 2001Assignee: Givaudan-Roure (International) S.A.Inventors: Denise Anderson, Georg Frater
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Patent number: 6187821Abstract: A benzene compound of the formula: wherein each symbol is as defined in the specification; an optically active isomer or salt thereof, a medicinal composition containing the same, and an immunosuppressant containing the same as the active ingredient.Type: GrantFiled: May 12, 1999Date of Patent: February 13, 2001Assignee: Welfide CorporationInventors: Tetsuro Fujita, Kunitomo Adachi, Toshiyuki Kohara, Masatoshi Kiuchi, Kenji Chiba, Koji Teshima, Tadashi Mishina
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Patent number: 6166075Abstract: This invention relates to new antiestrogens of the general formula ##STR1## in which the substituents have the meanings that are explained in more detail in the description.The new compounds are a) pure antiestrogens or b) antiestrogens with partial estrogenic action (tissue-selective estrogens).Based on these properties, the new compounds are suitable for the production of pharmaceutical agents: in the case of a), for example, for the treatment of breast cancer; in the case of b), for example, for hormone replacement therapy.Type: GrantFiled: June 9, 1999Date of Patent: December 26, 2000Assignee: Schering AktiengesellschaftInventors: Ulrich Klar, Rolf Bohlmann, Karsten Parczyk, Karl-Heinrich Fritzemeier, Monika Lessl, Rosemarie Lichtner
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Patent number: 6114572Abstract: The present invention provides compounds of the formula ##STR1## wherein X is selected from the group consisting of ##STR2## Y is thio, oxy or a methylene group; Z is hydrogen or --C(O)--(CH.sub.2).sub.m --Q wherein Q is hydrogen or --COOH and m is an integer 1, 2, 3 or 4;R.sub.1 is C.sub.1 -C.sub.6 alkyl; andR.sub.2, R.sub.3 and R.sub.4 are each independently hydrogen or C.sub.1 -C.sub.6 alkyl;or a stereoisomer thereof; useful for the treatment of atherosclerosis and chronic inflammatory disorders; for inhibiting cytokine-induced expression of VCAM-1 and/or ICAM-1; for inhibiting the peroxidation of LDL lipid; for lowering plasma cholesterol; and as anti-oxidant chemical additives useful for preventing oxidative deterioration in organic materials.Type: GrantFiled: November 19, 1997Date of Patent: September 5, 2000Assignee: Hoechst Marion Roussel, Inc.Inventors: Roger A. Parker, Paul S. Wright, Steven J. Busch, Kim S. Chen, Mark T. Yates
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Patent number: 6100425Abstract: A process for the preparation of the compound L-5-(2-acetoxypropionylamino)-2,4,6-triiodoisophthaloyl dichloride by reacting 5-amino-2,4,6-triiodoisophthaloyl dichloride with L-2-acetoxypropionyl chloride in N,N-dimethylacetamide as a solvent, characterized in that a catalytic amount of a lower alcohol is added to the reaction mixture.Type: GrantFiled: December 19, 1997Date of Patent: August 8, 2000Assignee: Bracco International, B.V.Inventors: Marco Villa, Maurizio Paiocchi
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Patent number: 6046354Abstract: A novel glycerol derivative, a process for preparing the same, and a process for preparing a triazole derivative. An optically active 2-arylglycerol derivative which is novel and useful as a synthetic intermediate of medicament is provided, and furthermore, (R)-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazole-1-yl)-propane-1,2-diol, which is useful as an antifungal agent, is prepared.Type: GrantFiled: August 31, 1998Date of Patent: April 4, 2000Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Yoshihiko Yasohara, Kenji Miyamoto, Noriyuki Kizaki, Shigeru Kawano, Junzo Hasegawa
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Patent number: 6040446Abstract: Process and novel intermediates for preparing the L-mono-valine ester of 2-(2-amino-1,6-dihydro-6-oxo-purin-9-yl)methoxy-1,3-propanediol and its pharmaceutically acceptable salts. The present process and intermediates provide for reduced impurities in the mono-valine ester end-product and lower overall production costs. The process involves the condensation of a silylated guanine compound with a substituted glycerol derivative and esterification of this product with an L-valine derivative. These mono-valine products are of value as antiviral agents with improved absorption.Type: GrantFiled: July 31, 1998Date of Patent: March 21, 2000Assignee: Syntex (U.S.A.) Inc.Inventors: Charles A. Dvorak, Douglas L. Wren, Lawrence E. Fisher, Steven D. Axt, Eric R. Humphreys, Humberto B. Arzeno, Colin C. Beard, Sam Linh Nguyen, Yeun-Kwei Han, Christopher R. Roberts, Jan P. Lund, Paul R. Fatheree
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Patent number: 6013649Abstract: This invention is directed to proteinase (protease) inhibitors, and more particularly to thiol sulfone inhibitors for matrix metalloproteinase 13(MMP-13), compositions of proteinase inhibitors, intermediates for the syntheses of proteinase inhibitors, processes for the preparation of proteinase inhibitors and processes for treating pathological conditions associated with pathological matrix metalloproteinase activity related to MMP-13.Type: GrantFiled: July 22, 1997Date of Patent: January 11, 2000Assignee: Monsanto CompanyInventors: John N. Freskos, S. Zaheer Abbas, Gary A. DeCrescenzo, Daniel P. Getman, Robert M. Heintz, Brent V. Mischke, Joseph J. McDonald
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Patent number: 5986095Abstract: A process is described for preparing a compound of the formula or the S-enantiomer thereof,wherein:R is alkyl, aryl, cycloalkyl, aralkyl, or cycloalkylalkyl,R.sup.1 is halogen;R.sup.2 is halogen, alkyl, cycloalkyl, aryl or ##STR1## wherein the process comprises treating the associated racemic alcohol with an acylatingagent ##STR2## (wherein L is a leaving group) and an enzyme or microorganism capable of enantioselective acylation. This process may also be used to isolate the unreacted R- or S-alcohol. The acylated product may be enantioselectively hydrolyzed with a lipase or lipase-supplying microorganism to the S- or R-alcohol. Compounds prepared by this invention are useful antipsychotic agents or useful intermediates therefor.Type: GrantFiled: January 6, 1992Date of Patent: November 16, 1999Assignee: E.R. Squibb & Sons, Inc.Inventors: Ronald L. Hanson, Ramesh N. Patel, Laszlo J. Szarka
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Patent number: 5986129Abstract: The following description sets forth a process for producing rhein, diacerhein and other diacyl derivatives thereof, which comprises the following steps: treatment of a diphenylketone ##STR1## in which R.sub.1 is --OR', --NR'R", --SR', where R' and R" are H, an alkyl or aromatic group; R.sub.2 is H or a protective group, R.sub.3 is --OH or C.sub.1 -C.sub.4 alkyl, with an acid or superacid to give a 1-aminoanthraquinone derivative, diazotisation, replacement of the --NH.sub.2 group by --OH, optional removal of the protective group, and acylation.Type: GrantFiled: July 31, 1997Date of Patent: November 16, 1999Assignee: Laboratoire Medidom S.A.Inventor: Guido Di Napoli
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Patent number: 5981792Abstract: The process for preparing 1-functional allyl alcohol carboxylic esters comprises reacting a 3-functional allyl alcohol with the anhydride of the carboxylic acid at temperatures above 100.degree. C. in the presence of metal compounds of transition groups V to VII, namely at temperatures of 100-200.degree. C., preferably 130-150.degree. C. As metal compounds, it is possible to use oxidic metal compounds in the highest or at least second highest oxidation state of the transition metals, for example tungstic acid or its salts and/or tungsten(VI) oxide and/or molybdenum(V) oxide and/or molybdenum(VI) oxide and/or rhenium(VII) oxide. The 3-functional allyl alcohol and the carboxylic anhydride are advantageously used in equimolar amounts, if desired with a slight excess of anhydride, and an alkali metal salt of a weak acid, for example sodium carbonate or sodium acetate, can be added to the reaction mixture in an amount sufficient to trap free protons.Type: GrantFiled: February 26, 1998Date of Patent: November 9, 1999Assignee: Dragoco Gerberding & Co. AGInventor: Jurgen Vollhardt
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Patent number: 5973178Abstract: A compound of the formula: ##STR1## wherein: A is hydrogen, a substituted or unsubstituted C.sub.1 to C.sub.4 alkyl, a substituted or unsubstituted C.sub.1 to C.sub.4 alkoxy or a substituted or unsubstituted phenyl;W is a substituted or unsubstituted phenylene or a substituted or unsubstituted naphthylene;Y is--CH.sub.2 --CH.sub.2 --Z wherein Z is selected from --OSO.sub.3 H, --SSO.sub.3 H, --OPO.sub.3 H, --OCOCH.sub.2 --Cll.sub.3, Cl, Br or F; andm is 1 or 2, e is 0 or 1,with the sum of e+m=2.Type: GrantFiled: May 20, 1998Date of Patent: October 26, 1999Assignee: DyStar L.P.Inventors: Thomas S. Phillips, Ronald P. Pedemonte
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Patent number: 5942290Abstract: Molecular complex compounds comprising a mono-, bis- or trisacylphosphine oxide compound with an .alpha.-hydroxy ketone compound are suitable as photoinitiators for the photopolymerization of free-radically polymerizable compounds.Type: GrantFiled: August 21, 1997Date of Patent: August 24, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: David George Leppard, Thomas Lloyd James, Nils Hock, Manfred Kohler, Ronald Salathe
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Patent number: 5883290Abstract: The present invention relates to a process for producing benzyl acetate and benzyl alcohol.Benzyl acetate itself is useful as a solvent and a perfume. Benzyl alcohol which is derived from the benzyl acetate by hydrolysis or by transesterification with methanol is an important compound useful as a powerful solvent, a nontoxic medical additive, and an intermediate compound for agricultural chemicals and medicines.Type: GrantFiled: December 4, 1996Date of Patent: March 16, 1999Assignee: Tosoh CorporationInventors: Takashi Okada, Makoto Hanaya, Akitaka Hattori, Hideyuki Hamaji, Takanori Miyake, Seiichi Tokumaru, Nobuo Nagira, Shunya Ikumi, Takashi Hori, Norimasa Mizui
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Patent number: 5817887Abstract: A color-photographic recording material is described which contains a magenta coupler and, as stabilizer, at least one compound of the formula ##STR1## where the radicals are as defined in the specification.Type: GrantFiled: February 7, 1995Date of Patent: October 6, 1998Assignee: Ciba-Geigy CorporationInventors: David G. Leppard, Hugh Stephen Laver
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Patent number: 5723652Abstract: The invention is to provide an asymmetric reaction catalyst useful for the production of medical or agricultural chemicals or intermediates thereof. The catalyst comprises an optically active monophosphino carboxylic acid derivative represented by the formula (I): ##STR1## where R.sup.1 represents a C.sub.1-6 alkyl group or phenyl group which may be optionally substituted with a C.sub.1-4 alkyl group or C.sub.1-4 alkoxy group,R.sup.2 represents a C.sub.1-4 alkyl group,R.sup.3 and R.sup.4 each represents independently a hydrogen atom, C.sub.1-4 alkyl group or phenyl group which may be optionally substituted with a C.sub.1-4 alkyl or C.sub.1-4 alkoxy group and a transition metal compound.Type: GrantFiled: June 26, 1996Date of Patent: March 3, 1998Assignee: Nissan Chemical Industries, Ltd.Inventor: Tohru Minami
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Patent number: 5703272Abstract: A process for preparing a carboxylic acid ester which includes subjecting a carboxylic acid and an alcohol or a phenol to an esterification reaction in the presence of a silica-titania catalyst. The silica-titania catalyst is prepared by adding an acidic solution containing a silicon compound and a titanium compound dissolved therein to a solution of a basic compound to bring about co-precipitation, in which the acidic solution is a nitric acid-acidic solution or a sulfuric acid-acidic solution, a ratio of the amount (gram equivalent) of nitric acid or sulfuric acid to the amount (mol) of the silicon compound in the acidic solution is 0.5 to 50 and the amount of the titanium compound in the acidic solution is such that a ratio of titania (TiO.sub.2) in the silica-titania catalyst is 1 to 50% by weight.Type: GrantFiled: September 3, 1996Date of Patent: December 30, 1997Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Mariko Abe, Shuji Ebata, Takafumi Abe, Hirofumi Higuchi
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Patent number: 5693626Abstract: A compound represented by the formula I ##STR1## wherein X is independently both F or both Cl or one X is independently F and the other is independently Cl; R.sub.1 is a straight or branched chain (C.sub.3 to C.sub.8) alkyl group substituted by one or two phosphate ester groups (e.g., a phosphate ester convertible in vivo into a hydroxy group) thereof or a pharmaceutically acceptable salt thereof and pharmaceutical compositions thereof useful for treating and/or preventing fungal infections are disclosed.Type: GrantFiled: June 2, 1995Date of Patent: December 2, 1997Assignee: Schering CorporationInventors: Anil K. Saksena, Viyyoor M. Girijavallabhan, Raymond G. Lovey, Russell E. Pike, Haiyan Wang, Yi-Tsung Liu, Ashit K. Ganguly, Frank Bennett
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Patent number: 5693251Abstract: An optically active phenol useful in the preparation of liquid crystalline compounds which is represented by the formula (V): ##STR1## wherein R.sub.2 represents an alkyl or alkoxyalkyl group having 1 to 20 carbon atoms optionally substituted by halogen atoms; Z' represents ##STR2## wherein q represents a number of 1 to 5 and * indicates asymmetric carbon atom; l represents a number of 2; t represents a number of 1 to 5; s represents a number of 0 or 1.Type: GrantFiled: November 23, 1994Date of Patent: December 2, 1997Assignee: Sumitomo Chemical Company, LimitedInventors: Takayuki Higashii, Isao Kurimoto, Shoji Toda, Masayoshi Minai, Takeshi Tani, Chizu Kawakami, Koichi Fujisawa
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Patent number: 5672735Abstract: The present invention refers to a Process for the preparation of S-(-)-5-??2-(acetyloxy)-1-oxopropyl!amino!-2,4,6-triiodo-1,3-benzenedicarb oxylic acid dichloride of formula (I) comprising the reaction between S-(-)-?2-(acetyloxy)!propionic acid chloride and 5-amino-2,4,6-triiodo-, 1,3-benzenedicarboxylic acid dichloride, in an aprotic dipolar solvent and in presence of a halogenhydric acid.Type: GrantFiled: May 21, 1996Date of Patent: September 30, 1997Assignee: Fructamine S.p.A.Inventors: Marina Mauro, Carlo Felice Viscardi, Massimo Gatti, Nicola Desantis
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Patent number: 5661151Abstract: A compound represented by the formula I ##STR1## wherein X is independently both F or both Cl or one X is independently F and the other is independently Cl; R.sub.1 is a straight or branched chain (C.sub.3 to C.sub.8) alkyl group substituted by one or two hydroxy moieties, an ether or ester thereof (e.g., a polyether ester amino acid ester or phosphate ester) thereof or a pharmaceutically acceptable salt thereof and pharmaceutical compositions thereof useful for treating and/or preventing fungal infections are disclosed.Type: GrantFiled: June 2, 1995Date of Patent: August 26, 1997Assignee: Schering CorporationInventors: Anil K. Saksena, Viyyoor M. Girijavallabhan, Raymond G. Lovey, Russell E. Pike, Haiyan Wang, Yi-Tsung Liu, Ashit K. Ganguly, Frank Bennett
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Patent number: 5639903Abstract: The present invention is related to sulfonium salt compounds useful as an initiator of cationic polymerization and represented by a following general formula (I): ##STR1## wherein R.sub.1 is benzyl, phenyl, etc., R.sub.2, R.sub.3 and R.sub.4 are each independently hydrogen, alkyl, etc., R.sub.5 is hydrogen, alkyl, phenyl, etc., R.sub.6 is a group represented by a formula, --(CH.sub.2).sub.m --R.sub.11 wherein R.sub.11 is COR.sub.12, COOR.sub.13, OR,.sub.14, nitrile, OCOR.sub.15 or SOR.sub.16, wherein R.sub.12, R.sub.13, R.sub.14, R.sub.15 and R.sub.16 are each independently hydrogen, alkyl or phenyl, m is 0 or 1, and X represents SbF.sub.6, AsF.sub.6, PF.sub.6 or BF.sub.4.Type: GrantFiled: December 11, 1995Date of Patent: June 17, 1997Assignee: Nippon Soda Co., Ltd.Inventors: Eiji Takahashi, Hiroo Muramoto
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Lactones with antioxidising and hypolipidaemic activity useful in the therapy of the atherosclerosis
Patent number: 5608084Abstract: Lactones of formula ##STR1## and their pharmacologically acceptable salts endowed with antioxiding and hypolipidaemic properties and that show the capability to prevent and/or to delay the oxidative modification of the lipoproteins by competing with the chain of propagation of the lipidic peroxidation by means of an effective scavenging of the peroxylic radicals. The compounds object of the present invention are useful in the treatment of the atherosclerosis and of many correlated vascular pathologies, like ischaemic cardiopathies (angina pectoris and myocardial infarction), cerebral thrombosis and peripheral arteriopathies, because the high plasma levels of lipids and the oxidative modifications of the low density lipoproteins (LDL) represent crucial events in the pathogenesis of the atherosclerosis.Type: GrantFiled: November 13, 1995Date of Patent: March 4, 1997Assignee: Alfa Wassermann S.p.A.Inventors: Goffredo Rosini, Claudia Baldazzi, Eleonora Romagnoli, Stefano Saguatti, Silvano Piani -
Patent number: 5606104Abstract: In preparing an acyloxybenzenesulfonic acid or salts thereof by sulfonating the corresponding acyloxybenzene (1), the preparation process of the acyloxybenzenesulfonic acid wherein as an additive is added at least one selected from among carboxylic acids or esters thereof (2), alkyl phosphates (3), polyphosphoric acids (4), amides and like compounds (6), carbonic esters (7), and hydroxy compounds (8). By the process, acyloxybenzenesulfonic acid excellent in hue can be prepared on an industrial scale in an enhanced yield at enhanced selectivity and lowered cost as compared with the processes of the prior art.Type: GrantFiled: October 5, 1995Date of Patent: February 25, 1997Assignee: Kao CorporationInventors: Yoshio Hatayama, Katsuhisa Inoue, Hiroshi Danjo, Kohshiro Sotoya
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Patent number: 5600035Abstract: Photoreactive compounds are synthesized from 2,5- or 2,6-dintrobenzyl groups. Also disclosed are methods of synthesizing reactive monomers containing 2,5- or 2,6-dintrobenzyl groups.Type: GrantFiled: July 13, 1994Date of Patent: February 4, 1997Assignee: PPG Industries, Inc.Inventors: Charles F. Kahle, II, Neil D. McMurdie, Raphael O. Kollah, Daniel E. Rardon, Gregory J. McCollum
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Patent number: 5559267Abstract: Chiral 1,4-diol cyclic sulfates and their use as precursors in the preparation of chiral phospholane ligands, and chiral complexes useful as catalysts for carrying out enantioselective reactions.Type: GrantFiled: May 24, 1995Date of Patent: September 24, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mark J. Burk
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Patent number: 5516776Abstract: A process and intermediates for the enantioselective synthesis of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid are disclosed.Type: GrantFiled: September 12, 1994Date of Patent: May 14, 1996Assignee: Eli Lilly and CompanyInventors: Charles J. Barnett, Thomas M. Wilson
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Patent number: 5508466Abstract: A method is described for synthesis of N-Boc-L-propargylglycine, a key intermediate used in the preparation of high-potency, orally-active renin inhibitors. This method involves reaction of an organic halide with a glycine cation equivalent, such as methyl N-Boc-2-acetoxyglycine, in the presence of zinc dust to give Boc-protected amino acid derivatives in high yield. Typically useful organic halides are allylic, benzylic and propargylic halides. Resolution of methyl N-Boc-propargylglycine with .alpha.-chymotrypsin provides N-Boc-L-propargylglycine in high yield.Type: GrantFiled: April 13, 1994Date of Patent: April 16, 1996Assignee: G.D. Searle & Co.Inventors: Norman A. Abood, Roger A. Nosal
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Patent number: 5508461Abstract: An (S)-1-phenyl-2-substituted propane derivative shown by the following formula (I) ##STR1## wherein R.sup.1 and R.sup.2 represent a lower alkyl group, etc., or R.sup.1 and R.sup.2 may form together an alkylene group, etc.; R.sup.3, R.sup.4 and R.sup.5 represent a hydrogen atom, etc.; and X represents a hydroxyl group which may be protected with a protective group, or a halogen atom etc., can readily be produced (i) by permitting a microorganism belonging to the genus Torulaspora, the genus Candida, the genus Pichia or the like to act on a phenylacetone derivative and asymmetrically reducing the compound, or (ii) by sterically inverting an (R)-enantiomer. (R,R)-1-phenyl-2-[(2-phenyl-1-methylethyl)amino]ethanol derivative having a high optical purity can easily be obtained from the compound of the formula (I). The ethanol derivative is useful as an anti-obesity agent and the like.Type: GrantFiled: June 2, 1994Date of Patent: April 16, 1996Assignee: Daicel Chemical Industries, Ltd.Inventors: Michio Ito, Noritsugu Yamasaki, Yoshinori Kobayashi, Kiyoshi Ikura
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Patent number: 5482523Abstract: Mannich condensation products prepared by the condensation of a compound of the formula: ##STR1## wherein R.sub.1 is hydrogen, hydroxy, lower alkyl or lower alkoxy; R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl; R.sub.5 is hydrogen, alkyl, phenyl, aralkyl, alkaryl, or an acyl group of the formula: ##STR2## wherein R.sub.6 is alkyl, phenyl, aralkyl or alkaryl; R.sub.7 is alkyl; u is an integer from 1 to 10; n is an integer from 5 to 100; and x is an integer from 0 to 10;with an aldehyde and a nitrogen base selected from ammonia, lower alkylamine, a polyamine and mixtures thereof.The Mannich condensation products and their fuel soluble salts are useful as fuel additives for the prevention and control of engine deposits.Type: GrantFiled: November 2, 1994Date of Patent: January 9, 1996Assignee: Chevron Chemical CompanyInventor: Richard E. Cherpeck
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Patent number: 5476964Abstract: Benzyl alcohols having a chiral center at the benzylic carbon can be conveniently racemized by treatment with solid acids which are strongly acidic cation exchange materials. Racemization may be effected generally in the range from 20.degree.-150.degree. C. in aqueous or partly aqueous systems in combination with a water-miscible organic solvent to improve solubility of the alcohol. Similar racemizations may be effected for benzyl ethers and esters. This process is valuable for recycling of unwanted enantiomers obtained in the resolution of racemic mixtures.Type: GrantFiled: November 21, 1994Date of Patent: December 19, 1995Assignee: UOPInventor: David W. House
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Patent number: 5385693Abstract: Disclosed herein are optically active carboxylic acid or acid halide compounds of formula III: ##STR1## Wherein R.sub.2 represents an optically active alkyl or alkoxyalkyl group having 3 to 15 carbon atoms optionally substituted by halogen atoms; R' represents a hydroxyl group or a halogen atom; k is 0 or 1; and n represents an integer of 1 to 6.Type: GrantFiled: May 17, 1993Date of Patent: January 31, 1995Assignee: Sumitomo Chemical Company, LimitedInventors: Takayuki Higashii, Isao Kurimoto, Shoji Toda, Masayoshi Minai, Takeshi Tani, Chizu Kawakami, Koichi Fujisawa, Kiyoshi Imamura
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Patent number: 5380901Abstract: The present invention provides a process for converting a hydrophobic siloxane diacrylate, an aromatic fluorinated diacrylate and a hydrophilic polyethylene glycol diacrylate to their respective multifunctional oligomers. Bis(4-acryloxybutyl)tetramethyldisiloxane, prepared from the corresponding diol, is converted to relatively low viscosity, multifunctional oligomers with the use of DMSO. The hydrophilic monomer, polyethylene glycol 400 diacrylate, formed more viscous, water soluble oligomeric products without the need for a solvent. Characterization of these oligomers by infrared spectroscopy and .sup.1 H NMR supports the assigned structures. Because of the predominant 1,6-arrangement of double bonds in these oligomers, they have a propensity to undergo cyclopolymerization as well as the usual crosslinking associated with the free radical polymerization of multifunctional monomers and oligomers.Type: GrantFiled: January 30, 1992Date of Patent: January 10, 1995Assignee: The United States of America as represented by the Secretary of CommerceInventors: Joseph M. Antonucci, Jeffrey W. Stansbury, Guo-Wei Cheng