Containing -c(=o)o- Group Patents (Class 554/63)
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Publication number: 20010036927Abstract: The invention concerns novel compounds of formula (I) 1Type: ApplicationFiled: March 2, 2001Publication date: November 1, 2001Inventors: Rainer Bischoff, Denis Heissler, Abdesslame Nazih
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Patent number: 6242495Abstract: Carrier compounds and compositions therewith which are useful in the delivery of active agents are provided. Methods of administration and preparation are provided as well.Type: GrantFiled: June 16, 2000Date of Patent: June 5, 2001Assignee: Emisphere Technologies, Inc.Inventors: Andrea Leone-Bay, Eric Yanjun Wang, Donald J. Sarubbi, Harry Leipold, Nai Fang Wang
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Patent number: 6187819Abstract: A composition for the upregulation of expression of cell antigens, without inducing shedding, which comprises a protein kinase C activator is provided by this invention. Further provided by this invention is a method of detecting and treating tumor cells comprising contacting tumor cells with an effective amount of a protein kinase C activator for the upregulation of expression of antigens of tumor cells, without inducing antigen shedding, and detecting the presence of said antigen or then further contacting said tumor cells with an effective amount of an antibody directed to said antigen.Type: GrantFiled: June 10, 1996Date of Patent: February 13, 2001Assignee: The Trustees of Columbia University in the City of New YorkInventors: Paul B. Fisher, Jorge A. Leon
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Patent number: 6166232Abstract: A process is described for producing ester quats of the formula (I) ##STR1## where X.sup.- is an anion of an inorganic or organic acid, R.sub.a is a C.sub.1 to C.sub.4 alkyl group, R.sub.b and R.sub.c are each, independently of one another, a C.sub.1 to C.sub.3 alkylene group, and R.sub.d is a C.sub.1 to C.sub.22 fragment of a saturated and/or unsaturated aliphatic carboxylic acid, m, n, p, and q are integers, m has a value from 1 to 3, n a value from 0 to 3, p a value from 0 to 1, m+n+p=4, and q has the value 1 or, if m=3, n=0, and p=1, the value 2, in which process a quaternary compound of the formula (II) ##STR2## where X.sup.-, R.sub.a, R.sub.b, R.sub.c, m, n, p, and q have the above meanings, is esterified, in the presence of an oxo acid of phosphorus and/or one of its alkali or alkaline-earth salts as a catalyst, with a saturated and/or unsaturated C.sub.1 to C.sub.22 carboxylic acid, alone or in a mixture, while withdrawing water.Type: GrantFiled: December 8, 1998Date of Patent: December 26, 2000Assignee: Akzo Nobel NVInventors: Manfred Bergfeld, Hartmut Ahrens, Axel Carstens
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Patent number: 6121470Abstract: Glycine derivatives represented by the following formula (1) and cleanser compositions containing the same: ##STR1## wherein R is a linear or branched alkyl group having 11 to 13 carbon atoms, a linear or branched alkenyl group having 11 to 13 carbon atoms, or a linear or branched hydroxyalkyl group having 11 to 13 carbon atoms, and M.sub.1 and M.sub.2 are the same or different from each other and each independently is a hydrogen atom, an alkali metal atom, 1/2 (an alkaline earth metal atom), an ammonium group, a monoalkanolammonium group having 1 to 22 carbon atoms, a dialkanolammonium group having 2 to 22 carbon atoms in total, a trialkanolammonium group having 3 to 22 carbon atoms in total, or a protonated basic amino acid, are excellent in foaming, detergency, comfort in use and safety, are antipollutive and can be used for various purposes, for example, a cleanser composition for the hair and body or tableware.Type: GrantFiled: September 23, 1996Date of Patent: September 19, 2000Assignee: Kao CorporationInventors: Masakatsu Takahashi, Hiromoto Mizushima, Hiroe Tanahashi, Toshio Nozaki
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Patent number: 6069174Abstract: A composition for the upregulation of expression of cell antigens, without inducing shedding, which comprises a protein kinase C activator is provided by this invention. Further provided by this invention is a method of detecting and treating tumor cells comprising contacting tumor cells with an effective amount of a protein kinase C activator for the upregulation of expression of antigens of tumor cells, without inducing antigen shedding, and detecting the presence of said antigen or then further contacting said tumor cells with an effective amount of an antibody directed to said antigen.Type: GrantFiled: December 7, 1998Date of Patent: May 30, 2000Assignee: The Trustees of Columbia University in the City of New YorkInventors: Paul B. Fisher, Jorge A. Leon
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Patent number: 6060612Abstract: Disclosed herein is a ceramide-like compound having properties of the natural ceramides, and a method for producing the same, and a cosmetic composition containing the same as a active ingredient.Type: GrantFiled: December 10, 1997Date of Patent: May 9, 2000Assignee: Pacific CorporationInventors: Jong Eon Hong, Myeung Su Ku, Bo Sub Lee, Young Hun Byon, Duk Hee Kim, Sang Rhin Lee, Ok Sob Lee, Hae Kwang Lee, Jong Ho Park, Ki Wha Lee, Ki Tack Nam, Jong Il Kim, Hyun Jun Kim, Hey Jin Jung
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Patent number: 6054483Abstract: The invention relates to fatty acids conjugated to amino acids and their derivatives that elicit the production and/or release of plant volatiles compounds which attract and/or retain beneficial insects and deter herbivorous insect feeding. These conjugates also induce plants to increase production of pharmacologically important compounds such as taxol, increase fragrance of flowers, and increase production of plant essential oil. The invention also relates to methods for isolating the compounds from herbivorous insect oral secretions and to chemically synthesizing the compounds and their active derivatives.Type: GrantFiled: December 3, 1996Date of Patent: April 25, 2000Assignees: The United States of America as represented by the Secretary of Agriculture, Virginia Military Institute Research Laboratories, Inc.Inventors: James H. Tumlinson, III, Hans T. Alborn, John H. Loughrin, Theodoor C. J. Turlings, Tappey H. Jones
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Patent number: 6054599Abstract: Novel phytosphingosine-based analogs of ceramide I, methods for the preparation of these novel compounds, cosmetic and pharmaceutical compositions containing such compounds, and methods for the use thereof are described.Type: GrantFiled: May 5, 1998Date of Patent: April 25, 2000Assignee: DSM N.V.Inventors: Pieter Gijsbert Weber, Johannes Wilhelmus Jacobus Lambers, Hein Simon Koger, Jan Verweij
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Patent number: 6030938Abstract: A novel, salt-free monoamphopropionate amphoteric surfactant is prepared in yields of from 75% to 80%, from a reaction comprising an imidazoline and a mixture of acrylic acid and sodium acrylate in an aqueous medium. The acrylic acid/sodium acrylate mixture is comprised of the two components in a range of molar ratios of from about 1:6 to about 1:3, respectively, and by replacing methyl acrylate, the reaction does away with the production of methanol which is an unwanted, hazardous and toxic byproduct. The imidazoline reacts in amounts in excess of 90% resulting in the highly pure yields and any left over unreacted acrylic acid can be easily removed by treating it with sodium bisulfate.Type: GrantFiled: December 31, 1996Date of Patent: February 29, 2000Assignee: Rhodia Inc.Inventors: Shiming Wo, Ji Li, Mohamed Hashem, Rastko Vukov
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Patent number: 6020489Abstract: Water or lipid soluble, pharmacologically active, antioxidant, anti-phospholipase compounds that are chemically defined. The compounds protect mammalian cells by inhibiting PLA.sub.2 and preventing oxidation. In particular, each compound has at least two fatty moieties and no active hydroxy group. The compound may also have at least one ionizable group, which may be a carboxyl group, and each of the fatty moieties has from sixteen to twenty carbon atoms and at least one cis-unsaturated double bond.Type: GrantFiled: March 18, 1997Date of Patent: February 1, 2000Assignee: Virginia Commonwealth UniversityInventors: Richard C. Franson, Raphael M. Ottenbrite
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Patent number: 5997610Abstract: The invention concerns amphiphilic compounds of general formula (I) ##STR1## with at least two hydrophilic and at least two hydrophobic groups based on diacarboxylic acid diamides. The amphiphilic compounds according to the invention are mostly surface-active and are suitable for use as emulsifiers, demulsifiers, detergents, dispergents and hydrotropic agents in industry and households, for example, in the treatment of metals, ore processing, surface finishing, washing, cleaning, cosmetics, medicine and food processing and preparation.Type: GrantFiled: August 18, 1997Date of Patent: December 7, 1999Assignee: Huels AktiengesellschaftInventors: Klaus Kwetkat, Wulf Ruback
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Covalent lipid-phosphono-carboxylic acid conjugates and application thereof as antiviral medicaments
Patent number: 5955452Abstract: The present invention concerns new lipid derivatives of phosphonocarboxylic acids of the general formula I, ##STR1## in which the meaning of the symbols is elucidated in the description, tautomers thereof and their physiologically tolerated salts of inorganic and organic bases as well as processes for the production thereof and pharmaceutical agents containing these compounds.Type: GrantFiled: August 26, 1998Date of Patent: September 21, 1999Assignee: Roche Diagnostics GmbHInventors: Harald Zilch, Dieter Herrmann, Hans-George Opitz, Gerd Zimmermann, Edgar Voss -
Patent number: 5919960Abstract: The present invention describes phytospringosine-based analogs of ceramides I, as well as cosmetics and pharmaceutical compositions containing these novel compounds and their use.Type: GrantFiled: April 29, 1996Date of Patent: July 6, 1999Assignee: Gist-brocades, B.V.Inventors: Pieter Gijsbert Weber, Johannes Wilhelmus Jacobus Lambers, Hein Simon Koger, Jan Verweij
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Patent number: 5917067Abstract: A process for producing an omega-functionalized aliphatic carboxylic acid starting from cyclohexanone and omega-functionalized .alpha.-olefins or acrylic esters. The process comprises an addition step, an oxidation step, an isomerization step, and one or more hydrogenation steps. The process allows to use raw materials that are available at low cost and to achieve high selectivity and high yield with industrially simple steps. The process includes the production of new intermediate products, including 2-oxepanone-7-substituted products.Type: GrantFiled: April 18, 1996Date of Patent: June 29, 1999Assignee: Industrie Chimiche Caffaro S.P.A.Inventors: Livius Cotarca, Paolo Maggioni, Alfonso Nardelli, Stefano Sguassero
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Patent number: 5856538Abstract: N-acylamino carboxylic acids and N-acylamino sulfonic acids and their alkali metal salts from the technical alkali metal salts of amino carboxylic acids and amino sulfonic acids, respectively, with an active content of 50-95% by weight, based on the solids content of the technical alkali metal salts, and from alkyl carboxylates, are prepared by(a) preparing a suspension of the solid anhydrous technical alkali metal salts of the amino carboxylic acids or amino sulfonic acids in the alkyl carboxylates,(b) reacting this suspension by adding more than 30 to 150 mol % of strong bases to give the alkali metal salts of the N-acylamino carboxylic acids or N-acylamino sulfonic acids, and(c) if required preparing therefrom the free N-acylamino carboxylic acids or N-acylamino sulfonic acids in a conventional way by adding acids.Type: GrantFiled: March 24, 1997Date of Patent: January 5, 1999Assignee: BASF AktiengesellschaftInventors: Beate Strecker, Alfred Oftring, Dieter Hertel, Georg Schuh
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Patent number: 5837872Abstract: This invention relates to an improved process for preparing selected N-acyl-aminodiacids such as lauroyl glutamic acid.Type: GrantFiled: November 13, 1995Date of Patent: November 17, 1998Assignee: Hoechst Celanese CorporationInventors: David M. Brown, Mohammad A. Khadim, Narayan D. Sadanani, April Yeager
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Patent number: 5792786Abstract: The present invention provides therapeutic conjugates which comprise a therapeutic compound bound to one to three acyl groups derived from fatty acids. The therapeutic compounds are preferably non.about.steroidal anti.about.inflammatory agents which include a carboxylic acid group. The compounds involve the use of tromethamine or ethanolamine derivative to link the acyl groups derived from fatty acids to the therapeutic compounds.Type: GrantFiled: April 12, 1996Date of Patent: August 11, 1998Assignee: Commonwealth Scientific and Industrial Research OrganisationInventors: Robert George Whittaker, Veronika Judith Bender, Wayne Gerrard Reilly
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Patent number: 5786387Abstract: A compound represented by the formula (I) is disclosed. The compound of the formula (I) is useful as a fine particle drug carrier. When used as the fine particle drug carrier, the compound efficiently avoids a reticuloendothelial system and has a long circulation time in blood.Type: GrantFiled: January 25, 1996Date of Patent: July 28, 1998Assignee: Meiji Seika Kabushiki KaishaInventors: Hiroshi Watanabe, Kumi Taniguchi, Chikako Udagawa, Takashi Ando, Satoru Nakabayashi
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Patent number: 5763481Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is C.sub.3 -C.sub.8 cycloalkyl, halo-C.sub.3 -C.sub.8 cycloalkyl, C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.6 alkyl, halo-C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.6 alkyl, --Si(R.sub.3).sub.3, --S--R.sub.4, --SO.sub.2 --R.sub.6 or --CO--R.sub.9 ;R.sub.2 is halogen, C.sub.1 -C.sub.4 alkyl or CF.sub.3, the substituents R.sub.2 being identical or different when n is 2;R.sub.3 each independently of the others is C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy or phenyl;R.sub.4 is aryl or heteroaryl each of which is unsubstituted or substituted;R.sub.6 is unsubstituted or substituted C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.1 -C.sub.20 -alkoxy, C.sub.2 -C.sub.6 alkenyloxy, C.sub.2 -C.sub.6 alkynyloxy, C.sub.1 -C.sub.4 alkylthio, aryl, aryloxy or arylthio, or is optionally substituted amino;R.sub.9 is hydroxy, unsubstituted or substituted C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.6 alkenyl, C.Type: GrantFiled: July 10, 1996Date of Patent: June 9, 1998Assignee: Novartis CorproationInventors: Peter Maienfisch, Manfred Boger, Thomas Pitterna, Henry Szczepanski
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Patent number: 5760258Abstract: The amine oxides described correspond to the following formula (1) ##STR1## in which RCO is an aliphatic acyl radical having 6 to 22 carbon atoms, Z is a linear polyhydroxyhydrocarbon radical having at least 3 optionally oxyalkylated hydroxyl groups, m is an integer from 1 to 4, R.sup.1 is C.sub.1 to C.sub.4 -alkyl or C.sub.2 to C.sub.4 -hydroxyalkyl and R.sup.2 is C.sub.1 to C.sub.4 -alkyl or C.sub.2 to C.sub.4 -hydroxyalkyl. The amine oxides and the aqueous, alcoholic or aqueous-alcoholic solutions are prepared by oxidation of corresponding tertiary amine compounds with hydrogen peroxide. The novel amine oxides and their solutions are particularly suitable for the preparation of surface-active compositions for hair and body care.Type: GrantFiled: August 8, 1996Date of Patent: June 2, 1998Assignee: Hoechst AktiengesellschaftInventor: Bernd Papenfuhs
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Patent number: 5717118Abstract: The present invention relates to a one-step process for preparing amido-carboxylic acid esters having the amide nitrogen positioned between two carbonyl carbons by reacting a carboxylic acid or carboxylic acid ester with a monohydric alcohol and either a lactam, amino-carboxylic acid or a polymeric amino-carboxylic acid. In this process, amidation, esterification, alcoholysis, and hydrolysis reactions occur simultaneously.Type: GrantFiled: September 5, 1995Date of Patent: February 10, 1998Assignee: Eastman Chemical CompanyInventors: Gary Paul Lutz, George Chester Zima, Thomas Hugh Williams
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Patent number: 5681860Abstract: A composition for the upregulation of expression of cell antigens, without inducing shedding, which comprises a protein kinase C activator is provided by this invention. Further provided by this invention is a method of detecting and treating tumor cells comprising contacting tumor cells with an effective amount of a protein kinase C activator for the upregulation of expression of antigens of tumor cells, without inducing antigen shedding, and detecting the presence of said antigen or then further contacting said tumor cells with an effective amount of an antibody directed to said antigen.Type: GrantFiled: September 21, 1993Date of Patent: October 28, 1997Assignee: The Trustees of Columbia University in the City of New YorkInventors: Paul B. Fisher, Jorge A. Leon
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Patent number: 5654452Abstract: Aromatic acid-derived lipophilic polyhalogenated compounds are provided for use as contrast agents in diagnostic imaging or as therapeutic agents. These compounds are particularly useful when incorporated into an oil-in-water emulsion for tissue-specific delivery to the liver. For hepatocyte-selective delivery, the emulsion is chylomicron remnant-like by being in a size range of 50 to 200 nm and having a composition simulating naturally-occuring chylomicron remnants.Type: GrantFiled: June 7, 1995Date of Patent: August 5, 1997Assignee: Molecular Biosystems, Inc.Inventors: Rolf Lohrmann, Dung K. Hong
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Patent number: 5622911Abstract: The efficacy of an agricultural chemical can be enhanced by using a specific fatty acid alkanolamide or a fatty acid ester or carboxymethylated derivative thereof represented by the following formula (I) together with the agricultural chemical: ##STR1## wherein R.sup.1 represents a linear or branched alkyl or alkenyl group having 5 to 29 carbon atoms; each R.sup.2 represents a hydrogen atom or a methyl group; each R.sup.3 represents a hydrogen atom or a methyl group; R.sup.4 and R.sup.5 may be the same or different from each other and each independently represents a hydrogen atom, a group represented by the formula: ##STR2## wherein R.sup.6 represents a linear or branched alkyl or alkenyl group having 1 to 29 carbon atoms, or a group represented by the formula: --CH.sub.2 COOX, wherein X represents a hydrogen atom, a sodium atom, a potassium atom, an ammonium group or an organic ammonium group.Type: GrantFiled: February 10, 1995Date of Patent: April 22, 1997Assignee: Kao CorporationInventors: Keiko Hasebe, Tadayuki Suzuki, Yuichi Hioki
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Patent number: 5599959Abstract: The present invention provides a salicylate analogue having the structure ##STR1## wherein R is selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl; pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, phenyl, naphthyl and cyclohexyl; wherein R1 is selected from the group consisting of hydrogen, a C1-C12 alkyl group, F, Cl, Br, I, CO.sub.2 H, CONHR, CONR.sub.2, CO.sub.2 R, C.tbd.N, CHO, COR, SO.sub.3, SO.sub.2 NHR, SO.sub.2 NR.sub.2, OH, OR, OCOR, SH, SR, OCONHR, OCONR.sub.2, SCOR, SCONHR, SCONR.sub.2 and NH2, NHR, NHCOR and NR2; and wherein R1 is in the 3-, 4-, 5- or 6-position, or a combination thereof. Also provided are various pharmaceutical compositions of the novel compounds of the present invention.Type: GrantFiled: January 31, 1995Date of Patent: February 4, 1997Assignee: University of MarylandInventors: Ramachandra S. Hosmane, Paddada R. Rao
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Patent number: 5543431Abstract: A compound having the formula ##STR1## which is an anti-fungal agent is described. The producing organism Colletotricum accutatum is also described, along with a method of production.Type: GrantFiled: May 24, 1995Date of Patent: August 6, 1996Assignee: Merck & Co., Inc.Inventors: Evon A. Bolessa, Robert E. Schwartz, Gerald F. Bills, Robert A. Giacobbe, Fernando Pelaez Perez, Angeles Cabello Arroyo, Teresa Diez Matas, Isabel Martin Fernandez, Francisca Vicente Perez, Suzanne M. Mandala, Deborah L. Zink, Rosemary Thornton, John R. Thompson, James E. Curotto
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Patent number: 5525709Abstract: The invention relates to the preparation of ceramides by a two step process involving conversion of a 2-hydroximino-3-oxo-alkanoate into a 2-alkanoylamido-3-oxo-alkanoate intermediate by acylation of the oxime and reduction of the oxime ester group to an amido group, followed by reduction of the keto and ester group of the intermediate to the 1,3 diol of the ceramide. The oxime acylation and the first reduction may be carried out consecutively or simultaneously. The first reduction is preferably a catalytic hydrogenation and the second reduction is preferably a borohydride reduction.The invention further relates to novel 2-alkanoylamido-3-oxo-alkanoates and 2-alkanoyloximino-3-oxo-alkanoates which are useful as intermediates for conversion into ceramides.Type: GrantFiled: October 4, 1994Date of Patent: June 11, 1996Assignee: Unilever Patent Holdings B.V.Inventors: Paul N. Davey, Brian J. Hardinge, Christopher P. Newman, Clive D. Richardson
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Patent number: 5523430Abstract: Inhibition of farnesyl transferase, which is an enzyme involved in ras oncogene expression, and inhibition of cholesterol biosynthesis, are effected by compounds of the formula ##STR1## their enantiomers, diastereomers, and pharmaceutically acceptable salts, prodrugs, and solvates, wherein:X is --ONR.sup.1 C(O)--, --N(OR.sup.1)C(O)--, --NR.sup.1 C(O)--, --C(O)NR.sup.1 --, --NR.sup.1 S(O.sub.2)--, --C(O)O--, --OC(O)--, --O--, --NR.sup.1 -- or --(S)q;Y and Z are each independently --CO.sub.2 R.sup.2, --SO.sub.3 R.sup.2 or --P(O)(OR.sup.2)(OR.sup.3);R is alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkenylene or aryl;R.sup.1, R.sup.2 and R.sup.3 are each independently hydrogen, alkyl, aryl or aralkyl;m and n are each independently 0 or an integer from 1 to 5;p is 0 or 1; andq is an integer from 1 to 2.Type: GrantFiled: May 23, 1994Date of Patent: June 4, 1996Assignee: Bristol-Myers Squibb CompanyInventors: Dinesh V. Patel, Scott A. Biller, Eric M. Gordon
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Patent number: 5504228Abstract: The invention relates to new acylamino acids obtained by acylation of hydrolysates of proteins containing, essentially, fibroin and sericin as, for instance, silk.The invention provides also various compositions containing the said acylamino acids, for use in the cosmetic, hygienic, therapeutic and agricultural fields.Type: GrantFiled: December 7, 1993Date of Patent: April 2, 1996Assignee: Laboratoires PhytocosInventors: Jean Morelle, Eliane Lauzanne, Jacqueline Rothfuss
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Patent number: 5473088Abstract: A process for the direct neutralization of N-acyl sarcosines wherein all raw materials and products are in the liquid state up to the final crystallization of the product. The N-acyl sarcosines are neutralized in a continuous or batch mode with caustic such as aqueous hydroxide at elevated temperatures to produce a molten, free flowing liquid, which can then be crystallized to solid product.Type: GrantFiled: June 7, 1994Date of Patent: December 5, 1995Assignee: Hampshire Chemical Corp.Inventor: John M. Beland
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Patent number: 5468888Abstract: The present invention relates to new lupane dervivatives of the general formula: ##STR1## to their salts, to their preparation and to the pharmaceutical compositions which contain them.Type: GrantFiled: May 12, 1994Date of Patent: November 21, 1995Assignee: Rhone-Poulenc Rorer S.A.Inventors: Romaine Bouboutou, Norbert Dereu, Michel Evers, Jean-Christophe Gueguen, Claude James, Christele Poujade, Daniel Reisdorf, Yves Ribeill, Francoise Soler
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Patent number: 5461071Abstract: A compound having the formula ##STR1## which is an anti-fungal agent is described. The producing organism Colletotricum accutatum is also described, along with a method of production.Type: GrantFiled: October 21, 1994Date of Patent: October 24, 1995Assignee: Merck & Co., Inc.Inventors: Evon A. Bolessa, Robert E. Schwartz, Gerald F. Bills, Robert A. Giacobbe, Fernando Pelaez Perez, Angeles Cabello Arroyo, Teresa Diez Matas, Isabel Martin Fernandez, Francisca Vincente Perez, Suzanne M. Mandala, Deborah L. Zink, Rosemary Thornton, John R. Thompson, James E. Curotto
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Patent number: 5458881Abstract: N-acylated derivatives of amino acid mixtures from cereal protein hydrolysates as well as their salts are useful in cosmetic and detergent compositions.Type: GrantFiled: November 16, 1993Date of Patent: October 17, 1995Assignee: Givaudan-LavirotteInventors: Christian Berger, Paul Gacon
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Patent number: 5451691Abstract: A method of synthesis of .omega.-hydroxy fatty acid containing ceramides having the general structure (1). ##STR1## where A represents CH.sub.2 or --CH.dbd.CH--Y represents a residue of a C.sub.14 to C.sub.22 fatty acid having the structure (2) ##STR2## where Z is --OH or an epoxy oxygenx is an integer of from 12 to 20y is an integer of from 20 to 40z is 0 or an integer of from 1 to 4a is an integer of from 8 to 50b is an integer of from 10 to 100and n is an integer of from 7 to 27.Type: GrantFiled: November 7, 1994Date of Patent: September 19, 1995Assignee: Elizabeth Arden, Co., Division of Conopco, Inc.Inventors: Duncan J. Crawford, Anthony V. Rawlings, Ian R. Scott
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Patent number: 5415855Abstract: Modified ceramides are defined, together with their synthesis and compositions comprising them for topical application to human skin, hair and nails. The modified pseudoceramides have a structure: ##STR1## and an approximate summary is that R and R.sup.1 are aliphatic hydrocarbon, A is CH.sub.2, CHOR.sup.2, CH.dbd.CH or CHOY, and at least one of R.sup.2, R.sup.3 and R.sup.4 is sulphate, phosphate or similar. The presence of phosphate or sulphate facilitates skin absorption, after which the phosphate or sulphate is removed by enzymes present in vivo.Type: GrantFiled: June 22, 1993Date of Patent: May 16, 1995Assignee: Elizabeth Arden Co., Division of Conopco, Inc.Inventors: Peter Critchley, Susan E. Kirsch, Anthony V. Rawlings, Ian R. Scott
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Patent number: 5414099Abstract: Chemical synthesis of amido acids, and their conversion to amido acid phenyl ester sulfates for use as bleach activators, starting from carboxylic acids and lactams.Type: GrantFiled: September 14, 1993Date of Patent: May 9, 1995Assignee: The Procter & Gamble CompanyInventors: Stephen W. Heinzman, Jeffrey S. Dupont, William C. Tettenhorst
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Patent number: 5393901Abstract: This invention relates to a process for preparing amido-carboxylic acids in water wherein hydrolysis and amidation reactions are conducted simultaneously in a single vessel. The process involves three steps. The first step involves heating at a temperature of 150.degree. C.-300.degree. C. for 2 to 10 hours, a mixture containing water, a nitrogen containing compound selected from the group consisting of a lactam and an amino acid, and a carboxylic acid or ester. The second step involves cooling the reaction mixture to obtain a two phase system containing an aqueous layer and an organic layer. The third step involves separating the amido-carboxylic acid containing organic layer from the aqueous layer. The presence of water aids in product isolation by phase separation and recycle of the reactants.Amido-carboxylic acids are used to make bleach activators for detergents.Type: GrantFiled: April 15, 1994Date of Patent: February 28, 1995Assignee: Eastman Chemical CompanyInventors: George C. Zima, T. Hugh Williams, Gary P. Lutz, William C. Dickason
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Patent number: 5393905Abstract: This invention relates to a four step process for purifying amido-carboxylic acids by liquid/liquid extraction from a reaction mixture containing an amido-carboxylic acid. The first step involves distilling impurities from a reaction mixture containing an amido-carboxylic acid to form a distillate residue. The second step involves mixing the distillate residue with a nonpolar hydrocarbon solvent wherein the mixture is maintained above the freezing point of the distillate residue. The third step involves allowing the hydrocarbon solvent and distillate residue to achieve phase separation of an organic phase containing the amido-carboxylic acid and an organic phase containing the nonpolar hydrocarbon solvent. The fourth step involves separating the organic phase containing the nonpolar hydrocarbon solvent from the organic phase containing the amido-carboxylic acid.Type: GrantFiled: April 15, 1994Date of Patent: February 28, 1995Assignee: Eastman Chemical CompanyInventors: George C. Zima, T. Hugh Williams, Mark R. Shelton
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Patent number: 5391780Abstract: This invention relates to a process for preparing amido-carboxylic acids in water. The process involves four steps. Step (A) involves hydrolyzing a lactam at a temperature of 150.degree. C.-300.degree. C. to form a mixture containing an amino acid. Step (B) involves cooling the reaction mixture formed in Step (A) to a temperature of 25.degree. C.-100.degree. C. Step (C) involves reacting a carboxylic acid anhydride with the amino acid formed in Step (A) to form a reaction mixture containing an organic layer which contains an amido-carboxylic acid and an aqueous layer. Step (D) involves separating the amido-carboxylic acid containing organic layer from the aqueous layer. The presence of water aids in product isolation by phase separation and recycle of the reactants. Amido-carboxylic acids are used to make bleach activators for detergents.Type: GrantFiled: April 15, 1994Date of Patent: February 21, 1995Assignee: Eastman Chemical CompanyInventors: George C. Zima, T. Hugh Williams
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Patent number: 5386043Abstract: A process for the non-aqueous neutralization of N-Acyl sarcosines. N-Acyl sarcosines are neutralized with anhydrous hydroxide or with hydroxide with low water content, ideally less than 20% water, using high shear. The process eliminates numerous stages previously required on route to a 100% active product. In addition, 30% solutions can be produced by the instant process, with the advantage of avoiding pH ranges at which gel phases or liquid crystals form.Type: GrantFiled: June 7, 1994Date of Patent: January 31, 1995Assignee: Hampshire Chemical Corp.Inventor: Joseph J. Crudden
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Patent number: 5364948Abstract: This invention relates to compounds of structural formula (I) isolated from an aerobic fermentation of Trichoderma viride MF5628, ATCC 74084: ##STR1## which are squalene synthase inhibitors and thus useful as cholesterol lowering agents. These compounds are also potent antifungal agents. Additionally, they inhibit farnesyl protein transferase and farnesylation of the oncogene protein Ras and are thus useful in treating cancer. This invention also relates to a process for obtaining compounds of structural formula (I).Type: GrantFiled: February 9, 1993Date of Patent: November 15, 1994Assignee: Merck & Co., Inc.Inventors: Guy H. Harris, Deborah Zink, E. Tracy T. Jones, Yu L. Kong
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Patent number: 5221692Abstract: The present invention provides a series of ether linked analogues of N-nonanoyl vanillylamide. They are found pharmaceutically effective in antinociceptive treatment and relatively nonpungent.Type: GrantFiled: August 22, 1991Date of Patent: June 22, 1993Assignee: National Science CouncilInventor: Ing-Jun Chen
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Patent number: 5216023Abstract: The compounds of the Formula (I) ##STR1## wherein R.sub.1 is a C.sub.18-24 alkenyl containing at least two double bonds, or --(CH2)n --CH(NH2)m --COOHX is 0, NH or C.sub.1-4 alkyl-N,Y is CONH.sub.2, COOH or COOMe, wherein Me is hydrogen metal, andR.sub.2 is a side chain of a any amino acid except L-GLU or L-ASP at .alpha.-position or a group of Formula--(CH.sub.2).sub.k --C.sub.6 H.sub.3 --(A).sub.2 (II),--(CH.sub.2).sub.n --X--(CH.sub.2).sub.m --X--M (III)whereink is zero or an integer of 1,n is zero or an integer of 1 to 3,m is zero or an integer of 1 to 4,A is hydroxyl or one A is hydroxyl and the other A is hydrogen.M is H or R.sub.1 --CO andX and R.sub.1 are as defined aboveand their salts having tyrosine kinase inhibitor activity can be used as antitumor agents.Type: GrantFiled: September 12, 1990Date of Patent: June 1, 1993Assignee: Folligen Budapest Ltd.Inventors: Peter N. Literati, Gyorgy Keri, Maria Boross, Gabor Nemeth, Jeno Szilbereky, Ildiko Szilagyi
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Patent number: 5209966Abstract: This invention relates to an article comprising:(A) a polymer fabric treated with (B) a wetting agent which comprises at least one compound of the formula ##STR1##wherein R.sub.1 is a hydrocarbyl group having about 8 to about 150 carbon atoms; R.sub.2 is a hydrocarbylene group, or a hydroxy substituted or hydroxyalkyl substituted hydrocarbylene; each R.sub.3 is independently hydrogen, an alkyl group, a hydroxyalkyl group, a hydrocarbylcarbonyl or a polyoxyalkylene group; each R.sub.4 is independently a hydrocarbylene group; each n is independently 1 to 150; m is zero or one; m' is zero or one; M is a hydrogen, an ammonium cation or a metal cation, andwhen m' is zero, X is --H, --Ar, --OH, --OR.sub.5, ##STR2## when m' is one, X is --H, --R.sub.5, ##STR3##wherein each R.sub.5, R.sub.6 and R.sub.8 is independently a hydrocarbyl group having up to 100 carbon atoms; R.sub.7 is hydrogen or an alkyl group having from 1 to about 8 carbon atoms and Ar is a phenyl group.Type: GrantFiled: March 15, 1990Date of Patent: May 11, 1993Assignee: The Lubrizol CorporationInventors: Richard M. Lange, Arturs Grava
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Patent number: 5208355Abstract: Novel amide derivatives have the following structure (1): ##STR1## where Y is hydrogen or an unsaturated fatty acid residue,A is an hydroxyalkyl group,B is a sugar or phosphate residue, and(C.sub.a H.sub.b) is a hydrocarbon residue with from 7 to 49 carbon atoms.The amide derivative can be employed in compositions, together with a suitable carrier, for topical application, particularly to improve damaged human skin or hair.Type: GrantFiled: May 1, 1991Date of Patent: May 4, 1993Assignee: Chesebrough-Pond's USA Co., Division of Conopco, Inc.Inventor: Ian R. Scott
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Patent number: 5204375Abstract: Lipophilic amphoteric surface active compositions exhibiting remarkable W/O emulsifying property and good stabililty against oxidation, comprising betaines having the general formula ##STR1## wherein R.sub.1 --CO is an acyl radical of estolides, R.sub.2 is an alkylene group having 1 to 3 carbon atoms and n is an integer from 1 to 3.Type: GrantFiled: January 14, 1992Date of Patent: April 20, 1993Assignee: Itoh Seiyu Kabushiki KaishaInventors: Susumu Kusakawa, Yoshiyuki Itoh, Yuka Saigusa
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Patent number: 5202357Abstract: A composition suitable for topical application to human skin comprises, in addition to a suitable vehicle an active ingredient which can control skin barrier functions. The active ingredient is (a) a long chain .omega.-hydroxy fatty acid or a carboxy-substituted derivative, (b) an hydroxy- or epoxy-derivative of an essential fatty acid or an ester formed between (a) and (b). Certain novel compounds of structures (a), (b) and (a)(b) esters are also claimed.Type: GrantFiled: June 21, 1990Date of Patent: April 13, 1993Assignee: Lever Brothers Company, Division of Conopco, Inc.Inventors: Paul A. Bowser, Albert Froling, Lammert Heslinga, Udo M. T. Houtsmuller, Diederik H. Nugteren, Hendrik J. J. Pabon, Colin Prottey
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Patent number: 5182407Abstract: The present invention relates to the compounds of formula (I): ##STR1## in which: R.sub.1 and R.sub.2, which are identical or different, denote a methyl or ethyl radical;R.sub.3 denotes a methyl, ethyl or hydroxyethyl radical;A denotes a ##STR2## radical or ##STR3## R denotes H or CH.sub.3 ; X denotes Cl.sup.-, BR.sup.-, I.sup.-, CH.sub.3 OSO.sub.3.sup.-, CH.sub.3 SO.sub.3.sup.-, ##STR4## p and q, which are identical or different, denote integers such that 1.ltoreq.p.ltoreq.15, 0.ltoreq.q.ltoreq.13 and 2.ltoreq.p+q.ltoreq.20;n denotes an integer equal to 2 or 3;m denotes 0 or 1, and m+q.noteq.0;as well as the salts from neutralization by bases, their preparation process and their utilization as an additive in compositions for treatment of keratinous materials.Type: GrantFiled: July 17, 1991Date of Patent: January 26, 1993Assignee: L'OrealInventor: Henri Sebag
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Patent number: 5175321Abstract: An amide derivative represented by the following general formula (I) or (II): ##STR1## (wherein R.sup.1 and R.sup.2 represent each a straight-chain or branched, saturated or unsaturated hydrocarbon group provided that one of them carries 26 to 39 carbon atoms while the other carries 9 to 39 carbon atoms); or ##STR2## (wherein R.sup.3 represents a straight-chain or branched, saturated or unsaturated hydrocarbon group carrying 10 to 40 carbon atoms; R.sup.4 represents a straight-chain or branched hydrocarbon group carrying 3 to 39 carbon atoms; and R.sup.5 represents a dydrogen atom, a straight-chain or branched, saturated or unsaturated hydrocarbon group carrying 10 to 40 carbon atoms or an acyl group);and a dermatologic preparation containing the same.Type: GrantFiled: May 18, 1990Date of Patent: December 29, 1992Assignee: KAO CorporationInventors: Yukihiro Ohashi, Mituo Suda, Shinji Yano, Akira Kawamata, Minehiro Okuda, Genji Imokawa