The Additional Oxygens Are In A -c(=o)o- Group Patents (Class 554/110)
  • Publication number: 20080214850
    Abstract: A process for preparing esterquats with asymmetric side chains, including the steps of: (a) reacting one or more alkanolamines with a mixture, including: (i) 30:70% b.w. of one or more C6-C10 monocarboxylic acids, and (ii) 70:30% b.w. of one or more C12-C22 monocarboxylic acids, and (b) quaternizing the resulting esters with one or more alkylation agents is provided. A process for preparing esterquats with asymmetric side chains, including the steps of: esterifying a mixture of carboxylic acids with one or more alkanolamines to form a mixture of mono-, di- and trialkanolamine esters, where the mixture of carboxylic acids comprises (i) 30:70% b.w. of one or more C6-C10 monocarboxylic acids, and (ii) 70:30% b.w. of one or more C12-C22 monocarboxylic acids; and quaternizing the esters with one or more alkylation agents is also provided.
    Type: Application
    Filed: February 29, 2008
    Publication date: September 4, 2008
    Inventors: JOAQUIN BIGORRA LLOSAS, Ansgar Behler, Cristina Amela Conesa
  • Patent number: 7253296
    Abstract: The invention relates to novel acylated aminopropanediols and the nitrogen and sulfur analogues thereof, pharmaceutical compositions comprising same, therapeutic uses thereof, in particular for the treatment of cerebral ischemia. The invention also provides a method of preparing said derivatives.
    Type: Grant
    Filed: February 12, 2004
    Date of Patent: August 7, 2007
    Assignee: Genfit
    Inventors: Raphaël Darteil, Karine Caumont-Bertrand, Jamila Najib
  • Patent number: 7235586
    Abstract: The invention relates to the use of cyclopentane heptan(ene)oic acid, 2-thiocarbamoyloxy and carbamoyloxy as therapeutic agents e.g. as ocular hypotensives. The compounds used in accordance with the invention are represented by the following formula I: wherein a wavy segments indicate either the alpha (?) or beta (?) configuration; the dashed bond represents a double bond or a single bond; U, Y, X, R1, Ar, n, x and y are as defined in the specification.
    Type: Grant
    Filed: September 9, 2003
    Date of Patent: June 26, 2007
    Assignee: Allergan, Inc.
    Inventors: David W. Old, Robert M. Burk
  • Patent number: 6914146
    Abstract: Methods of improving the stability of a composition containing a long-chain esterquat and methods of improving the microbicidal properties of a cosmetic composition are described wherein a short-chain esterquat having acyl groups derived from a mixture of at least one monocarboxylic acid having from 6 to 10 carbon atoms, and at least one dicarboxylic acid having from 2 to 12 carbon atoms is combined with a cosmetic composition.
    Type: Grant
    Filed: April 20, 2002
    Date of Patent: July 5, 2005
    Assignee: Cognis Iberia, S.L.
    Inventors: Esther Prat Queralt, Cristina Amela Conesa
  • Publication number: 20040186175
    Abstract: Esters of L-carnitine and alkanoyl L-carnitines are described which can be used as cationic lipids for the intracellular delivery of pharmacologically active compounds. New esters of L-carnitine and alkanoyl L-carnitines of formula (I) are also disclosed wherein the R groups are as defined in the description.
    Type: Application
    Filed: January 28, 2004
    Publication date: September 23, 2004
    Applicant: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Claudio Pisano, Maria Ornella Tinti, Mose Santaniello, Luciana Critelli, Giovanni Salvatori
  • Patent number: 6700006
    Abstract: Novel compounds derived from traditional semi- drying and non-drying oils featuring internally plasticizing and crosslinkable properties are disclosed and claimed. Preferred embodiments include acrylate or methacrylate esters of hydroxy long-chain olefinic compounds derived from castor oil or lesquerella oil. A process for the preparation of the novel compounds is also disclosed, which involves esterification reaction of ethylenically unsaturated carboxylic acids or its derivatives with substituted hydroxy long-chain olefinic compounds. These compounds are suitable for forming latices, which form films at low minimum film forming temperatures (MFT) ranging from −5 to 10° C. and cure to above ambient glass transition (Tg) polymers without the use of traditional organic cosolvents which contribute to environmental pollution via volatile organic compounds (VOCs) emissions. These latices are therefore useful in waterborne coatings, contact and pressure sensitive adhesives, and inks.
    Type: Grant
    Filed: April 10, 2001
    Date of Patent: March 2, 2004
    Assignee: University of Southern Mississippi
    Inventors: Shelby Freland Thames, Kamlesh Gopichand Panjnani, Rajan Hariharan, Zhiyu Wang
  • Patent number: 6696606
    Abstract: A solid phase synthetic method for preparing arylretinamides is provided. The method comprises reacting hexachloroacetone with a solvent-suspended resin-bound triphenylphosphine to provide a suspension comprising an activated chlorinating reagent; reacting retinoic acid with the activated chlorinating reagent to provide retinoyl chloride; adding pyridine and a select arylamine to the resulting mixture; and stirring the resulting mixture for a time and at a temperature sufficient for the select arylamine to react with the retinoyl chloride and provide the arylretinamide. Also provided, are select arylretinamides that can be prepared by the present method, and methods of using such arylretinamides to induce apoptosis in cancer cells.
    Type: Grant
    Filed: July 8, 2002
    Date of Patent: February 24, 2004
    Assignee: The Ohio State University Research Foundation
    Inventors: Robert W. Curley, Jr., Serena M. Mershon
  • Patent number: 6649780
    Abstract: Cationic lipids are provided which are useful in the preparation of liposomes and other lipid vesicle carriers. The lipids of the invention are particularly useful as carriers of nucleic acids and other negatively charged substances, for delivery to cells.
    Type: Grant
    Filed: December 17, 1999
    Date of Patent: November 18, 2003
    Assignees: Valentis, Inc., Max-Planck-Gesellschaft zur Foerderung der Wissaschaften B.V.
    Inventors: Hansjörg Eibl, Jinkang Wang, Yi Lin Zhang
  • Patent number: 6600059
    Abstract: The present invention provides compositions and methods for protecting cells from injury due to intrinsic membrane lysis, oxidation and/or invasion by destructive agents. Even more particularly, the present invention provides compositions and methods for treating or prophylactically inhibiting phospholipase mediated injury, injury due to oxidation, and inflammation. In a very specific sense, this invention provides compositions and methods of making these compositions that are inhibitors of phospholipase.
    Type: Grant
    Filed: January 10, 2002
    Date of Patent: July 29, 2003
    Assignee: Virginia Commonwealth University
    Inventors: Richard C. Franson, Raphael M. Ottenbrite
  • Patent number: 6562780
    Abstract: Esters derived from alkanolamines, dicarboxylic acids and fatty alcohols and the cationic surfactants obtainable therefrom. Novel alkanolamine esters based on the esterification reaction of alkanolamines, optionally alkoxylated, dicarboxylic acids and fatty alcohols, optionally alkoxylated, as well as the cationic surfactants and esterquats obtainable therefrom, are described. The cationic surfactants and esterquats thus obtained exhibit a high degree of efficacy in softening and conditioning natural and synthetic fibers such as textiles, paper and hair, and are therefore usable in treatments for softening and conditioning the said fibers. Novel aqueous fabric-softening compositions which contain the cationic surfactants and esterquats mentioned, optionally in combination with other active softening substances, are also described.
    Type: Grant
    Filed: April 22, 2002
    Date of Patent: May 13, 2003
    Assignee: Kao Corporation
    Inventors: María José Osés Bermejo, Josep Ferrer Vilaret, Marisa Tomás Mumbr{overscore (u)}
  • Patent number: 6555120
    Abstract: The 2-(2,14-Dimethyl-pentadecanoylamin)-pentanedioic acid (I) and compounds of the formula (II), wherein the substituents have the meaning disclosed in the specification, are used as oviposition deterring pheromones against the following fruit flies (Diptera: Tephritidae) of economical importance: Anastrepha fraterculus (south America fruit fly), A. grandis, A. ludens (Mexican fruit fly), A. obliqua (mango fly), A. serpentina (sapodilla fly), A. striata (guayabi fly) and A. suspensa (Caribbean fruit fly). The above-mentioned substances, if conveniently formulated, can be used to reduce the damage caused by these insects to fruits which are cultivated in commercial and semi-commercial orchards, in garden orchards and in isolated trees in residential gardens.
    Type: Grant
    Filed: July 25, 2001
    Date of Patent: April 29, 2003
    Assignee: Instituto de Ecologia, A.C.
    Inventors: Martin Ramon Aluja-Schuneman, Francisco Diaz-Fleischer, Andrew J. F. Edmunds, Leonhard Hagmann
  • Patent number: 6503945
    Abstract: The present invention provides novel cationic amphiphiles containing novel N-hydroxyalkyl group and therapeutic formulations containing the said amphiphiles that are capable of facilitating transport of biologically active molecules into cells.
    Type: Grant
    Filed: January 11, 2002
    Date of Patent: January 7, 2003
    Assignee: Council of Scientific & Industrial Research
    Inventors: Rajkumar Banerjee, Prasanta Kumar Das, Gollapudi Venkata Srilakshmi, Nalam Madhusudhana Rao, Arabinda Chaudhuri
  • Patent number: 6423855
    Abstract: The present invention provides compositions and methods for protecting cells from injury due to intrinsic membrane lysis, oxidation and/or invasion by destructive agents. Even more particularly, the present invention provides compositions and methods for treating or prophylactically inhibiting phospholipase mediated injury, injury due to oxidation, and inflammation. In a very specific sense, this invention provides compositions and methods of making these compositions that are inhibitors of phospholipase.
    Type: Grant
    Filed: January 12, 2000
    Date of Patent: July 23, 2002
    Assignee: Virginia Commonwealth University
    Inventors: Richard C. Franson, Raphael M. Ottenbrite
  • Patent number: 6379294
    Abstract: A process for preparing an esterquat composition comprising (a) reacting a tertiary amine according to formula I: wherein R1 represents a C3-C6 hydrocarbon group, R2 represents a C3-C6 hydrocarbon group, a —R4—OH group or a —CH2[CH(OH)]nCH2OR5 group, if R2 represents a C3-C6 hydrocarbon group, R3 represents a —R4—OH group or a —CH2[CH(OH)]nCH2OR5 group, if R2 represents a —R4—OH group, R3 represents a —R4—OH group or a —CH2[CH(OH)]nCH2OR5 group, if R2 represents a —CH2[CH(OH)]nCH2OR5 group, R3 represents a —CH2[CH(OH)]nCH2OR5 group, R4 represents a C2-C4 hydrocarbon group, n is 1-4, and R5 represents H or a C1-C30 hydrocarbon group, with a C3-C6 hydrocarbyl halide or a di(C3-C6) hydrocarbyl sulfate, followed by (b) reaction with a C8-C30 acid halide, with the proviso that at least one hydroxy group is esterified.
    Type: Grant
    Filed: July 19, 2000
    Date of Patent: April 30, 2002
    Assignee: Akzo Nobel N.V.
    Inventors: Adrianus Buijs, Gerardus Van Gurp, Tjitte Nauta, Robert Smakman, Anne Marijke Wit-Van Grootheest
  • Patent number: 6353124
    Abstract: 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-steroidal anti-infiammatory 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: Grant
    Filed: January 30, 1998
    Date of Patent: March 5, 2002
    Assignee: Commonwealth Scientific and Industrial Research Organisation
    Inventors: Robert George Whittaker, Veronika Judith Bender, Wayne Gerrard Reilly
  • Patent number: 6346516
    Abstract: The present invention provides novel cationic amphiphiles containing novel N-hydroxyalkyl group and therapeutic formulations containing the said amphiphiles that are capable of facilitating transport of biologically active molecules into cells.
    Type: Grant
    Filed: March 25, 1999
    Date of Patent: February 12, 2002
    Assignee: Council of Scientific & Industrial Research
    Inventors: Rajkumar Banerjee, Prasanta Kumar Das, Gollapudi Venkata Srilakshmi, Nalam Madhusudhana Rao, Arabinda Chaudhuri
  • Publication number: 20020007080
    Abstract: Novel compounds derived from traditional semi-drying and non-drying oils featuring internally plasticizing and crosslinkable properties are disclosed and claimed. Preferred embodiments include acrylate or methacrylate esters of hydroxy long-chain olefinic compounds derived from castor oil or lesquerella oil. A process for the preparation of the novel compounds is also disclosed, which involves esterification reaction of ethylenically unsaturated carboxylic acids or its derivatives with substituted hydroxy long-chain olefinic compounds. These compounds are suitable for forming latices, which form films at low minimum film forming temperatures (MFT) ranging from −5 to 10° C. and cure to above ambient glass transition (Tg) polymers without the use of traditional organic cosolvents which contribute to environmental pollution via volatile organic compounds (VOCs) emissions. These latices are therefore useful in waterborne coatings, contact and pressure sensitive adhesives, and inks.
    Type: Application
    Filed: April 10, 2001
    Publication date: January 17, 2002
    Applicant: University of Southern Mississippi
    Inventors: Shelby Freland Thames, Kamlesh Gopichand Panjnani, Rajan Hariharan, Zhiyu Wang
  • Publication number: 20010031883
    Abstract: Novel compounds derived from traditional semi- drying and non-drying oils featuring internally plasticizing and crosslinkable properties are disclosed and claimed. Preferred embodiments include acrylate or methacrylate esters of hydroxy long-chain olefinic compounds derived from castor oil or lesquerella oil. A process for the preparation of the novel compounds is also disclosed, which involves esterification reaction of ethylenically unsaturated carboxylic acids or its derivatives with substituted hydroxy long-chain olefinic compounds. These compounds are suitable for forming latices, which form films at low minimum film forming temperatures (MFT) ranging from −5 to 10° C. and cure to above ambient glass transition (Tg) polymers without the use of traditional organic cosolvents which contribute to environmental pollution via volatile organic compounds (VOCs) emissions. These latices are therefore useful in waterborne coatings, contact and pressure sensitive adhesives, and inks.
    Type: Application
    Filed: April 10, 2001
    Publication date: October 18, 2001
    Applicant: The University of Southern Mississippi
    Inventors: Shelby Freland Thames, Kamlesh Gopichand Panjnani, Rajan Hariharan, Zhiyu Wang
  • Patent number: 6271185
    Abstract: Industrial oils containing partial esters of triacylglycerol and triethanolamine or ethoxylated triethanolamine are described, as well as methods for making such oils.
    Type: Grant
    Filed: October 29, 1999
    Date of Patent: August 7, 2001
    Assignee: Cargill, Incorporated
    Inventors: Dharma Kodali, Scott C. Nivens
  • Patent number: 6245811
    Abstract: Compounds of structure (I), and when for use in therapy: where R1 is an acyl group derived from a C16-30 fatty acid with two or more cis or trans double bonds and particularly an n-6 or n-3 series EFA or conjugated linoleic acid, or columbinic acid, or parinaric acid and R2 is as R1 the same or different, or any other nutrient, drug or other bioactive residue released as the active in the body and R3 is either hydrogen, fully hydrocarbon, or containing heteroatoms, preferably an alkyl group particularly a C1-C4 alkyl group.
    Type: Grant
    Filed: August 18, 1999
    Date of Patent: June 12, 2001
    Assignee: Scotia Holdings PLC
    Inventors: David Frederick Horrobin, Mehar Manku, Austin McMordie, Philip Knowles, Peter Redden, Andrea Pitt
  • Patent number: 6235914
    Abstract: A process for making a tertiary amine ester of the following formula (I): the process comprising: (a) reacting a ketone or an aldehyde having the formula  with a glycol to form a ketal or an acetal; (b) reacting the ketal or the acetal with acrylonitrile to form an ether nitrile; (c) reducing the ether nitrile to a tertiary amine ketal or a tertiary amine acetal; (d) hydrolyzing the tertiary amine ketal or the tertiary amine acetal to a tertiary amine diol; and (e) esterifying the tertiary amine diol to the tertiary amine ester of formula (I), wherein R1 and R2 are each independently a hydrogen atom or a linear, branched, or cyclic alkyl, alkylene, alkaryl, or aryl-containing group containing 1 to 18 carbon atoms; and each R3 are each independently of one another fatty acid radicals having 6-22 carbon atoms.
    Type: Grant
    Filed: August 18, 2000
    Date of Patent: May 22, 2001
    Assignee: Goldschmidt Chemical Company
    Inventors: Philip Howard Steiger, Christopher Joseph Toney
  • Patent number: 6235916
    Abstract: Novel compounds derived from traditional semi-drying and non-drying oils featuring internally plasticizing and crosslinkable properties are disclosed and claimed. Preferred embodiments include acrylate or methacrylate esters of hydroxy long-chain olefinic compounds derived from castor oil or lesquerella oil. A process for the preparation of the novel compounds is also disclosed, which involves esterification reaction of ethylenically unsaturated carboxylic acids or its derivatives with substituted hydroxy long-chain olefinic compounds. These compounds are suitable for forming latices, which form films at low minimum film forming temperatures (MFT) ranging from −5 to 10° C. and cure to above ambient glass transition (Tg) polymers without the use of traditional organic cosolvents which contribute to environmental pollution via volatile organic compounds (VOCs) emissions. These latices are therefore useful in waterborne coatings, contact and pressure sensitive adhesives, and inks.
    Type: Grant
    Filed: December 24, 1996
    Date of Patent: May 22, 2001
    Assignee: University of Southern Mississippi
    Inventors: Shelby Freland Thames, Kamlesh Gopichand Panjnani, Rajan Hariharan, Zhiyu Wang
  • Patent number: 6207173
    Abstract: Lysine derivatives, salts of the derivatives, their optical isomers of D or L configuration, or their mixtures, the derivatives containing an Ne-alkoxy or Ne-alkenoxycarbonyl group and having the formula: in which: R represents a linear or branched C13-C24 alkyl radical or alkenyl radicals, are used in cosmetic, pharmaceutical, hygiene or food compositions, particularly compact compositions.
    Type: Grant
    Filed: April 23, 1999
    Date of Patent: March 27, 2001
    Assignee: L'Oreal
    Inventors: Michel Philippe, Thierry Bordier
  • Patent number: 6180667
    Abstract: Esters of alkanoyl L-carnitines wherein the alkanoyl is a saturated or unsaturated, staight or branched alkanoyl having 2-26 carbon atoms, optionally &ohgr;-substituted with trialkylammonium, dialkylsulfonium, hydroxyl, carboxyl, halogen, methanesulfonyl and hydroxysulfonyl, are useful for preparing pharmaceutical compositions for the treatment of endotoxic shock.
    Type: Grant
    Filed: March 28, 1997
    Date of Patent: January 30, 2001
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Piero Foresta, Vito Ruggiero, Maria Ornella Tinti, Nazareno Scafetta
  • Patent number: 6166232
    Abstract: 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: Grant
    Filed: December 8, 1998
    Date of Patent: December 26, 2000
    Assignee: Akzo Nobel NV
    Inventors: Manfred Bergfeld, Hartmut Ahrens, Axel Carstens
  • Patent number: 6072063
    Abstract: Ester quats of the formula (1) below are described: ##STR1## where RCO is an aliphatic acyl radical having 6 to 22 carbon atoms, R.sup.1 is a methyl radical, R.sup.2 is a C.sub.1 -C.sub.6 -alkyl radical, R.sup.3 is a C.sub.3 -C.sub.6 -alkyl radical and X.sup.- is a halogen anion. They are prepared by quaternizing the corresponding carboxylic acid ethanolamine ester compound with a methyl halide in the absence or presence of solvents. The ester quats of the invention have a low melting point. Furthermore, even in high concentration they are highly water soluble and, on account of their preparation, are obtained in high purity and free from toxic contents. These ester quats can be used in many ways and are suitable, for example, for preparing solid or aqueous formulations having a high surfactant effect.
    Type: Grant
    Filed: February 26, 1997
    Date of Patent: June 6, 2000
    Assignee: Clariant GmbH
    Inventors: Oliver Eyrisch, Rudolf Aigner
  • Patent number: 6020489
    Abstract: 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: Grant
    Filed: March 18, 1997
    Date of Patent: February 1, 2000
    Assignee: Virginia Commonwealth University
    Inventors: Richard C. Franson, Raphael M. Ottenbrite
  • Patent number: 5997610
    Abstract: 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: Grant
    Filed: August 18, 1997
    Date of Patent: December 7, 1999
    Assignee: Huels Aktiengesellschaft
    Inventors: Klaus Kwetkat, Wulf Ruback
  • Patent number: 5990165
    Abstract: A pharmaceutical compound of the formula: ##STR1## in which n is 1 or 2, R.sup.1 is --CO.sub.2 H, R.sup.2 is hydrogen or C.sub.1-4 alkyl andR.sup.3 is hydrogen, C.sub.1-10 alkyl, C.sub.2-10 alkenyl, optionally substituted phenyl, optionally substituted phenyl-C.sub.1-4 alkyl, optionally substituted phenyl C.sub.2-10 alkenyl,(optionally substituted phenyl).sub.2 -C.sub.1-4 alkyl, optionally substituted C.sub.3-7 cycloalkyl, optionally substituted C.sub.3-7 cycloalkyl-C.sub.1-4 alkyl or optionally substituted C.sub.3-7 cycloalkyl-C.sub.2-10 alkenyl, orR.sup.2 and R.sup.3, together with the carbon atom to which they are attached, form an optionally substituted C.sub.4-7 cycloalkyl group;or a salt or ester thereof other than the compounds .gamma.-propylidene-L-glutamic acid, .gamma.-ethylidene-L-glutamic acid and .gamma.-methylidene-L-glutamic acid.
    Type: Grant
    Filed: March 24, 1998
    Date of Patent: November 23, 1999
    Assignee: Lilly, S.A.
    Inventors: Concepcion Pedregal Tercero, Almudena Rubio Esteban
  • Patent number: 5961966
    Abstract: A quaternary fatty diester of 2-hydroxypropyl diethanol amine and aqueous dispersions thereof useful as fabric softening products, laundering products, household cleaning products and personal hair and skin care products. Methods for softening textiles, fabrics or laundry articles with the quaternary fatty diesters of the present invention are also disclosed.
    Type: Grant
    Filed: December 9, 1997
    Date of Patent: October 5, 1999
    Assignee: Croda, Inc.
    Inventors: Phillip G. Abend, Abel G. Pereira, Frank Hess
  • Patent number: 5886201
    Abstract: A process for producing quaternized fatty acid triethanolamine ester salts having improved solubility in water, by esterifiying a fatty acid mixture containinga) 40% to 60% by weight of linear fatty acids containing 6 to 22 carbon atoms, andb) 60% to 40% by weight of branched fatty acids containing 6 to 22 carbon atoms,wherein the esterifying step is conducted with triethanolamine or ethylene oxide adducts of triethanolamine, and the resultant esters are then quaternized.
    Type: Grant
    Filed: April 8, 1996
    Date of Patent: March 23, 1999
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Nuria Bonastre, Joaquim Bigorra Llosas, Rafael Pi Subirana
  • Patent number: 5869715
    Abstract: For use in transporting biologically active species into and through membrane barriers, a cationic amine compound is utilized that has the general structure: ##STR1## wherein R.sub.4 and R.sub.5 are a pair of same or different lipoyl moieties selected from a group consisting of an alkyl, alkenyl, alkynyl, alkanoyl, alkenoyl, or alkynoyl groups and for R.sub.1 R.sub.2, and R.sub.3 at least two are hydroxylated, ether containing, or acyloxy containing alkyl, alkenyl, or alkynyl groups or at least one amine bonded halogen containing moiety selected from a group consisting of a halogenated alkyl, alkenyl, or alkynyl group or a mixture of at least one halogen containing moiety selected from a group consisting of a halogenated alkyl, alkenyl, or alkynyl group and at least one hydroxylated, ether containing, or acyloxy containing alkyl, alkenyl, or alkynyl group, and X.sup.- is an anion.
    Type: Grant
    Filed: September 27, 1995
    Date of Patent: February 9, 1999
    Assignee: The Reagents of the University of California
    Inventors: Michael H. Nantz, Michael J. Bennett, Rajiv P. Balasubramaniam
  • Patent number: 5851982
    Abstract: To provide a liquid softener composition which is satisfactory in respects of softening effect, storage stability and water absorption properties, is excellent in biodegradability and is gentle with the environment. A liquid softener composition comprising 3 to 40% by weight of a quaternary ammonium salt (7-I) and water ##STR1## wherein R.sup.1 represents C.sub.20 -C.sub.44 alkyl or alkenyl group; R.sup.2, R.sup.3, and R.sup.4 are the same of different from each other and are C.sub.1 -C.sub.5 alkyl or hydroxyalkyl group; Y represents C.sub.2 -C.sub.4 alkylene group; m is a number of 0 to 20; n is an integer of 1 to 6; and X.sup.- represents an anion group.
    Type: Grant
    Filed: March 27, 1996
    Date of Patent: December 22, 1998
    Assignee: Kao Corporation
    Inventors: Yuushi Sakata, Junichi Inokoshi, Osamu Tachizawa, Tohru Katoh, Uichiro Nishimoto, Yasuki Ohtawa, Akira Sakaguchi, Kohshiroh Sotoya, deceased, Noriko Yamaguchi
  • Patent number: 5824812
    Abstract: Amine containing compounds and their use in the generation of cytofectin:polynucleotide complexes for transfection of cells, formulations, counterions, and reaction conditions for maximizing the transfection include using cationic amine compounds that have the general structure: ##STR1## wherein R.sub.4 and R.sub.5 are a pair of same or different lipoyl moieties selected from a group consisting of an alkyl, alkenyl, alkynyl, alkanoyl, alkenoyl, or alkynoyl groups and for R.sub.1, R.sub.2, and R.sub.3 at least two are hydroxylated, ether containing, or acyloxy containing alkyl, alkenyl, or alkynyl groups or at least one amine bonded halogen containing moiety selected from a group consisting of a halogenated alkyl, alkenyl, or alkynyl group or a mixture of at least one halogen containing moiety selected from a group consisting of a halogenated alkyl, alkenyl, or alkynyl group and at least one hydroxylated, ether containing, or acyloxy containing alkyl, alkenyl, or alkynyl group, and X.sup.
    Type: Grant
    Filed: September 17, 1996
    Date of Patent: October 20, 1998
    Assignee: The Regents of the University of California
    Inventors: Michael H. Nantz, Michael J. Bennett, Rajiv P. Balasubramaniam, Alfred M. Aberle, Robert W. Malone
  • Patent number: 5792786
    Abstract: 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: Grant
    Filed: April 12, 1996
    Date of Patent: August 11, 1998
    Assignee: Commonwealth Scientific and Industrial Research Organisation
    Inventors: Robert George Whittaker, Veronika Judith Bender, Wayne Gerrard Reilly
  • Patent number: 5783534
    Abstract: A process for the production of a solid esterquat free from solvents comprising the steps ofA) forming a mixture comprising(i) at least one fatty acid triethanolamine ester corresponding to formula (I) ##STR1## in which R.sup.1 CO is a saturated and/or unsaturated acyl radical containing 6 to 22 carbon atoms, R.sup.2 and R.sup.3 independently of one another represent hydrogen or have the same meaning as R.sup.1 CO, and n, m and p together stand for O or for a number of from 1 to 10;(ii) at least one fatty alcohol polyglycol ether, and(iii) at least one fatty acid partial glyceride; andB) adding an alkylating agent to the above mixture to form said solid esterquat.
    Type: Grant
    Filed: July 15, 1996
    Date of Patent: July 21, 1998
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Bernd Wahle, Joaquim Bigorra Llosas, Rafael Pi, Antoni Soler Codina, Emili Brau Balague, Yvonne Reichert, Peter Waltenberger
  • Patent number: 5773465
    Abstract: Tartronic acid acetalic ethers and esters of the general formula: ##STR1## are provided and are useful in treatment of bone dysmetabolism. As examples, Ra and Rb may be hydrogen, B is a C.sub.2 -C.sub.12 acyl group, R is phenyl and n is 0-12.
    Type: Grant
    Filed: March 12, 1997
    Date of Patent: June 30, 1998
    Assignee: Dompe Farmaceutici S.p.A.
    Inventors: Carmelo A. Gandolfi, Lorella Cotini, Marco Mantovanini, Gianfranco Caselli, Gaetano Clavenna, Claudio Omini
  • Patent number: 5750492
    Abstract: Cationic surfactant compound comprising, in the form of a quaternary ammonium salt, a product of condensation between, on the one hand a fraction of saturated or unsaturated fatty acids, or of derivatives of said acids chosen from the group comprising esters, anhydrides and acid chlorides, and on the other hand at least one tertiary amine, characterized in that, in combination:the alkyl chains of the tertiary amine together contain from 4 to 12 carbon atomsthe alkyl chains of the tertiary amine together contain from 1 to 4 functions each chosen from the group comprising hydroxyl and amine functionsthe fatty acids fraction/tertiary amine mole ratio is between 1.85 and 1.40the fatty acids each possess a hydrocarbon chain in which the number of carbon atoms is between 5 and 23.
    Type: Grant
    Filed: June 10, 1997
    Date of Patent: May 12, 1998
    Assignee: Stepan Europe
    Inventors: Jean-Pierre Contet, Stephane Courdavault Duprat, Yvan Storet, Jean-Francois Vindret
  • Patent number: 5734069
    Abstract: Compounds of the formula R--?C(O)O(CH.sub.2).sub.1-5 !.sub.0-1 --C(O)NH(CH.sub.2).sub.2-5 --N(R.sup.2)--(CH.sub.2).sub.2-5 --OC(O)R.sup.1 wherein R and R.sup.1 are each C.sub.8 -C.sub.22 alkyl or alkenyl and R.sup.2 is C.sub.1 -C.sub.3 alkyl or hydroxyalkyl, benzyl, or --C.sub.2 H.sub.4 OC(O)R.sup.4 wherein R.sup.4 is C.sub.8 -C.sub.22 alkyl or alkenyl, and acid salts and derivatives of such compounds quaternized with methyl, ethyl or benzyl, exhibit useful fabric softening and static reduction properties, as well as biodegradability.
    Type: Grant
    Filed: September 14, 1994
    Date of Patent: March 31, 1998
    Assignee: Sherex Chemical Co., Inc.
    Inventors: Christopher Joseph Toney, Floyd D. Friedli
  • Patent number: 5705663
    Abstract: The invention relates to quaternized triethanolamine difatty acid esters prepared from triethanolamine, fatty acid, fatty acid ester and a quaternizing agent and to a process for their preparation and to their use. The quaternized triethanolamine difatty acid esters thus prepared can be used to produce particularly storage-, temperature- and viscosity-stable rinse cycle laundry softeners having a high active content.
    Type: Grant
    Filed: December 7, 1995
    Date of Patent: January 6, 1998
    Assignee: Servo Delden B.V.
    Inventors: Michael Brock, Meinolf Enneking, Kurt Kosswig
  • Patent number: 5670677
    Abstract: A process for the production of color- and odor-stable quaternized fatty acid triethanolamine ester salts comprising the steps ofA) partially or fully esterifying triethanolamine with at least one fatty acid in the presence of hypophosphorous acid;B) adding a peroxide compound and an alkali metal boranate to the esterification product from step A); andC) quaternizing the esterification product with an alkyl halide, a (di)alkyl sulfate or an alkylene oxide in the presence of a phenol derivative and a hydroxycarboxylic acid.
    Type: Grant
    Filed: September 18, 1995
    Date of Patent: September 23, 1997
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Oriol Ponsati Obiols, Joaquim Bigorra Llosas
  • Patent number: 5659049
    Abstract: 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 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: Grant
    Filed: June 6, 1995
    Date of Patent: August 19, 1997
    Assignee: Virginia Commonwealth University
    Inventors: Richard C. Franson, Raphael M. Ottenbrite
  • Patent number: 5659055
    Abstract: 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: Grant
    Filed: June 7, 1995
    Date of Patent: August 19, 1997
    Assignee: Virginia Commonwealth University
    Inventors: Richard C. Franson, Raphael M. Ottenbrite
  • Patent number: 5658942
    Abstract: Compounds of formula (I): ##STR1## in which: R represents hydrogen, methyl or hydroxy; X represents an alkyl, alkenyl, cycloalkyl, aryl, aralkyl, or heterocyclic group; A represents a single bond, or an alkylene, alkenylene, alkynylene or alkadienylene group; Y represents hydrogen, or an aryl, cycloalkyl or heterocyclic group; have valuable antihypercholesteremic activities and may be used in the treatment of disorders arising from a blood cholesterol imbalance in humans and other animals.
    Type: Grant
    Filed: March 7, 1995
    Date of Patent: August 19, 1997
    Assignee: Sankyo Company, Limited
    Inventors: Masaaki Kurabayashi, Hiroshi Kogen, Hiroshi Kadokawa, Hideshi Kurihara, Kazuo Hasegawa, Masao Kuroda
  • Patent number: 5654445
    Abstract: .delta.-Amino-.gamma.-hydroxy-.omega.-aryl-alkanoic acid amides of formula I ##STR1## and the salts thereof, have renin-inhibiting properties and can be used as antihypertensive medicinal active ingredients.
    Type: Grant
    Filed: July 2, 1996
    Date of Patent: August 5, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Richard Goschke, Jurgen Klaus Maibaum, Walter Schilling, Stefan Stutz, Pascal Rigollier, Yasuchika Yamaguchi, Nissim Claude Cohen, Peter Herold
  • Patent number: 5643948
    Abstract: Compounds having anti-inflammatory and other activities are disclosed. The compounds are derived from diterpenes of the phorbol-, resiniferonol- and ingenol-classes.
    Type: Grant
    Filed: September 13, 1993
    Date of Patent: July 1, 1997
    Assignee: Procyon Pharmaceuticals, Inc.
    Inventors: Paul E. Driedger, James Quick
  • Patent number: 5637743
    Abstract: Cationic surfactant compound comprising, in the form of a quaternary ammonium salt, a product of condensation between, on the one hand a fraction of saturated or unsaturated fatty acids, or of derivatives of said acids chosen from the group comprising esters, anhydrides and acid chlorides, and on the other hand at least one tertiary amine, characterized in that, in combination:the alkyl chains of the tertiary amine together contain from 4 to 12 carbon atomsthe alkyl chains of the tertiary amine together contain from 1 to 4 functions each chosen from the group comprising hydroxyl and amine functionsthe fatty acids fraction/tertiary amine mole ratio is between 1.85 and 1.40the fatty acids each possess a hydrocarbon chain in which the number of carbon atoms is between 5 and 23.
    Type: Grant
    Filed: May 22, 1995
    Date of Patent: June 10, 1997
    Assignee: Stepan Europe
    Inventors: Jean-Pierre Contet, Stephane C. Duprat, Lionel Godefroy, Paul Nivollet, Didier Ray, Yvan Storet, Jean-Francois Vindret
  • Patent number: 5625085
    Abstract: Esters of alkanoyl L-carnitines wherein the alkanoyl is a saturated or unsaturated, straight or branched alkanoyl having 2-26 carbon atoms, optionally .omega.-substituted with trialkylammonium, dialkylsulfonium, hydroxyl, carboxyl, halogen, methanesulfonyl and hydroxysulfonyl, are useful for preparing pharmaceutical compositions for the treatment of endotoxic shock.
    Type: Grant
    Filed: July 14, 1994
    Date of Patent: April 29, 1997
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Piero Foresta, Vito Ruggiero, Maria O. Tinti, Nazareno Scafetta
  • Patent number: 5574179
    Abstract: The present invention relates to softening compounds; stable, homogeneous, preferably concentrated, aqueous liquid and solid textile treatment compositions; and intermediate compositions and/or processes for making said compositions.The compositions of the present invention contain diester quaternary ammonium compounds wherein the fatty acyl groups have an Iodine Value of from greater than about 5 to less than about 100, a cis/trans isomer weight ratio of greater than about 30/70 when the Iodine Value is less than about 25, the level of unsaturation being less than about 65% by weight, wherein said compounds are capable of forming concentrated aqueous compositions with concentrations greater than about 13% by weight at an Iodine Value of greater than about 10 without viscosity modifiers other than normal polar organic solvents present in the raw material of the compound or added electrolyte.
    Type: Grant
    Filed: February 28, 1995
    Date of Patent: November 12, 1996
    Assignee: The Procter & Gamble Company
    Inventors: Errol H. Wahl, Dennis R. Bacon, Ellen S. Baker, Jean-Francois Bodet, Michael E. Burns, Hugo J. M. Demeyere, Charles A. Hensley, Robert Mermelstein, John C. Severns, John H. Shaw, Jr., Michael P. Siklosi, Alice M. Vogel, Jeffrey W. Watson
  • Patent number: 5527477
    Abstract: Novel fabric conditioning compounds derived from glycerol and betaine are described. Compositions containing the compounds as well as the method of using the compositions is also described.
    Type: Grant
    Filed: January 27, 1995
    Date of Patent: June 18, 1996
    Assignee: Lever Brothers Company, Division of Conopco, Inc.
    Inventors: Leonora M. Ilardi, Stephen A. Madsion