Choline, Beta-alkylcholines, Ethers Thereof, And Salts Thereof Patents (Class 564/293)
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Patent number: 8987514Abstract: The present invention provides a method to label phospholipids in vivo based on the metabolic incorporation of an alkynyl- or azido-labeled metabolic precursor into phospholipids. The resulting phospholipids have alkynyl or azido moieties, which, upon reaction with a labeled azide or alkyne, respectively, form labeled compounds that can be visualized using optical or electron microscopy with high sensitivity and spatial resolution in cells or tissue. The present method provides a valuable tool for imaging phospholipid synthesis, turnover and subcellular localization in cultured cells as well as in animals.Type: GrantFiled: February 4, 2010Date of Patent: March 24, 2015Assignee: President and Fellows of Harvard CollegeInventor: Adrian Salic
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Patent number: 8946442Abstract: Foams of ionic compounds are described. Methods of making the foams are also provided. The foams are ionic and can be used for catalysis, separations, gas storage, biosensors, electronics, and electrochemical applications.Type: GrantFiled: December 21, 2010Date of Patent: February 3, 2015Assignee: E I du Pont de Nemours and CompanyInventors: Mark Brandon Shiflett, Akimichi Yokozeki
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Publication number: 20150031917Abstract: A continuous process for the production of choline hydroxide includes reacting ethylene oxide, trimethylamine, and water in a reaction zone to form a reaction mixture and extracting heat from the reaction mixture. Subsequently, phase separation of the s reaction mixture is induced to obtain a choline hydroxide phase and an organic liquid phase comprising trimethylamine. A choline hydroxide solution (e.g., at a concentration of about 40% to 50% by weight, based on total weight of the choline hydroxide solution) is obtained from the choline hydroxide phase.Type: ApplicationFiled: December 29, 2011Publication date: January 29, 2015Applicant: TAMINCOInventors: Kristof Moonen, Dieter Ulrichts, Daan Scheldeman
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Publication number: 20130261039Abstract: A method of removing a residue from a surface, including applying to the surface a composition including (a) a quaternary ammonium hydroxide having a general formula (I): as defined herein, and (b) a dipolar aprotic solvent substantially free of water; and removing at least a substantial portion of the residue from the surface.Type: ApplicationFiled: March 27, 2012Publication date: October 3, 2013Applicant: SACHEM, INC.Inventor: Charles B. Little
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Publication number: 20130190534Abstract: Processes for preparing N,N,N-trimethylethanolammonium hydroxide (choline hydroxide) and the choline hydroxide produced are described. These processes minimize the production of byproduct mono-ethoxylated and di-ethyoxylated choline in the product choline hydroxide. The processes generally include feeding ethylene oxide, trimethylamine, and water into a first reactor to create a first reactor product under temperature controlled conditions. The product of the first reactor is fed into a second reactor to form a second reactor product under uncontrolled, adiabatic, conditions. Finally, any unreacted to trimethylamine in the second reactor product is removed to form a final product comprising choline hydroxide. Additional reactors can be used for the ethylene oxide and trimethylamine reaction.Type: ApplicationFiled: January 17, 2013Publication date: July 25, 2013Applicant: DOW AGROSCIENCES LLCInventor: Dow AgroSciences LLC
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Publication number: 20130058922Abstract: The invention relates to pharmaceutical compositions, in particular for intravenous administration, containing choline or pharmaceutically acceptable salts or analogues thereof. The invention further relates to pharmaceutical compositions, in particular for intravenous administration, containing choline or pharmaceutically acceptable salts or analogues thereof, alone or in combination with vitamin C and/or L-arginine and/or vitamin D3 (cholecalciferol) for use in the fight against CTCs, DTCs or dysfunctional leukocyte precursors in the blood or bone marrow.Type: ApplicationFiled: November 3, 2010Publication date: March 7, 2013Inventor: Ernst-Maria App
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Publication number: 20130023056Abstract: A monitoring test for recurrent breast cancer with a high degree of sensitivity and specificity is provided that detects the presence of a panel of multiplicity of biomarkers that were identified using metabolite profiling methods. The test is capable of detecting breast cancer recurrence about a years earlier than current available monitoring diagnostic tests. The panel of biomarkers is identified using a combination of nuclear magnetic resonance (NMR) and two dimensional gas chromatography-mass spectrometry (GC×GC-MS) to produce the metabolite profiles of serum samples. The NMR and GC×GC-MS data are analyzed by multivariate statistical methods to compare identified metabolite signals between samples from patients with recurrence of breast cancer and those from patients having no evidence of disease.Type: ApplicationFiled: September 21, 2012Publication date: January 24, 2013Applicant: PURDUE RESEARCH FOUNDATIONInventor: PURDUE RESEARCH FOUNDATION
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Publication number: 20120308903Abstract: Catalysts that include at least one catalytically active element and one helper catalyst can be used to increase the rate or lower the overpotential of chemical reactions. The helper catalyst can simultaneously act as a director molecule, suppressing undesired reactions and thus increasing selectivity toward the desired reaction. These catalysts can be useful for a variety of chemical reactions including, in particular, the electrochemical conversion of CO2 or formic acid. The catalysts can also suppress H2 evolution, permitting electrochemical cell operation at potentials below RHE. Chemical processes and devices using the catalysts are also disclosed, including processes to produce CO, OH?, HCO?, H2CO, (HCO2)?, H2CO2, CH3OH, CH4, C2H4, CH3CH2OH, CH3COO?, CH3COOH, C2H6, O2, H2, (COOH)2, or (COO?)2, and a specific device, namely, a CO2 sensor.Type: ApplicationFiled: June 30, 2011Publication date: December 6, 2012Inventor: Richard I. Masel
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Publication number: 20120277180Abstract: Provided herein are methods and systems for identifying one or more cofactors such as vitamins for individuals based on the genetic makeup of the individual by detecting the presence or absence of at least one genetic variant, determining a predisposition to cofactor remediable condition, generating a personalized nutritional advice plan based on the genetic variant. Also provided herein are formulations of cofactors determined by the genetic make-up of the individual and methods of determining and producing these formulations.Type: ApplicationFiled: September 30, 2010Publication date: November 1, 2012Applicants: VITAPATH GENETICS, INC, THE REGENTS OF THE UNIVERSITY OF CALIFORNIAInventors: Nicholas Marini, Jasper Rine, Dennis Austin Gilbert, Bruce Cohen
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Patent number: 8258344Abstract: The present invention relates to a conductor having high conductivity and electrochemical stability, which is in a solid state over a practically wide temperature range. Specifically disclosed is a plastic crystal containing a compound represented by Formula (I) or (IA) below: and at least one compound [BF3(CF3)] salt represented by Formula (II): Mn+[BF3(CF3)?]n??(II) wherein M is an alkaline metal, alkaline earth metal, aluminum or H; and when M is an alkaline metal or H, n is 1; when M is an alkaline earth metal, n is 2; and when M is aluminum, n is 3.Type: GrantFiled: December 26, 2007Date of Patent: September 4, 2012Assignee: National Institute of Advanced Industrial Science and TechnologyInventors: Hajime Matsumoto, Zhi-Bin Zhou
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Publication number: 20120156139Abstract: The invention relates to a neurochemical agent comprising at least one isotopically labeled carbon atom directly bonded to at least one deuterium atom, uses thereof for the manufacture of a composition for diagnosing and evaluating a condition or disease and kits comprising said agent. The invention further encompasses methods for diagnosing and evaluating a condition or disease in a subject utilizing a composition of the invention.Type: ApplicationFiled: January 14, 2010Publication date: June 21, 2012Inventor: Rachel Katz-Brull
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Patent number: 8187489Abstract: A process and deicing composition.Type: GrantFiled: March 23, 2011Date of Patent: May 29, 2012Assignee: The United States of America as represented by the Secretary of the NavyInventor: Matthew C. Davis
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Publication number: 20120028290Abstract: The present invention provides a method to label phospholipids in vivo based on the metabolic incorporation of an alkynyl- or azido-labeled metabolic precursor into phospholipids. The resulting phospholipids have alkynyl or azido moieties, which, upon reaction with a labeled azide or alkyne, respectively, form labeled compounds that can be visualized using optical or electron microscopy with high sensitivity and spatial resolution in cells or tissue. The present method provides a valuable tool for imaging phospholipid synthesis, turnover and subcellular localization in cultured cells as well as in animals.Type: ApplicationFiled: February 4, 2010Publication date: February 2, 2012Applicant: President and Fellows of Harvard CollegeInventor: Adrian Salic
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Publication number: 20110028725Abstract: The present disclosure provides methods of synthesizing alkylating agents and methods of use.Type: ApplicationFiled: August 17, 2010Publication date: February 3, 2011Applicant: The Queen's Medical CenterInventor: John L. Lim
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Patent number: 7863245Abstract: Pharmaceutical compositions comprising PYY(3-36) or Neuropeptide Y (NPY), a cyclodextrin, and a compound selected from phosphatidylcholine or diglyceride, wherein the PYY(3-36) or Neuropeptide Y (NPY) is present in an amount effective to alleviate one or more symptom(s) of obesity in a subject, and the cyclodextrin and the compound selected from phosphatidylcholine or diglyceride are present in an amount sufficient to enhance epithelial permeation.Type: GrantFiled: September 19, 2008Date of Patent: January 4, 2011Assignee: Nastech Pharmaceutical Company, Inc.Inventor: Steven C. Quay
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Patent number: 7851505Abstract: The current invention provides novel thiotungstate derivatives, methods of making novel thiotungstate derivatives, pharmaceutical compositions of novel thiotungstate derivatives, methods of using novel thiotungstate derivatives to treat diseases associated with aberrant vascularization, copper metabolism disorders and obesity and methods of using pharmaceutical compositions of thiotungstate derivatives to treat diseases associated with aberrant vascularization, copper metabolism disorders, neurodegenerative disorders, obesity or NF-?B dysregulation.Type: GrantFiled: May 27, 2004Date of Patent: December 14, 2010Assignee: Attenuon, LLCInventors: Robert J. Ternansky, Patricia L. Gladstone, Amy L. Allan, Melissa L. P. Price, Andrew Mazar
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Publication number: 20090216015Abstract: The present invention relates to novel base stable ionic liquids and uses thereof as solvents in chemical reactions, especially base catalysed chemical reactions and reactions comprising the use of strong basis.Type: ApplicationFiled: January 4, 2006Publication date: August 27, 2009Applicant: The Queen's University of BelfastInventors: Martyn J. Earle, Ute Frohlich, Susanne Huq, Suhas Katdare, Rafal Marcin Lukasik, Ewa Bogel, Natalia Vladimirovna Plechkova, Kenneth Richard Seddon
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Patent number: 7411092Abstract: A quatemary ammonium salt of the following formula (1): {(R1)a(R2)b(R3)c(R4OCH2CH2OCH2CH2)dN}+.A???(1) [wherein, R1, R2 and R3 may be mutually the same or different and represent an alkyl group having 1 to 4 carbon atoms or analkyloxyethyl group of the formula (2): R5OCH2CH2—??(2) (wherein, R5 represents a methyl group or ethyl group), R4 represents a methyl group or ethyl group, and any two of R1, R2 and R3 may mutually bond at the end to form an alkylene chain, a, b and c represent an integer of 0 to 3, d represents an integer of 1 to 4, the sum of a, b and c is 3 or less, the sum of a, b, c and d is 4, and A? represents a bis(trifluoromethylsulfonyl)imidate ion [N(SO2CF3)2?], tetrafluoroborate ion (BF4?) or hexafluorophosphate ion (PF6?)].Type: GrantFiled: February 6, 2004Date of Patent: August 12, 2008Assignee: Koei Chemical Company, LimitedInventors: Nobuaki Honma, Yoshimi Yamada
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Patent number: 7405332Abstract: The invention provides a process for preparation of a fluorohaloalkane, preferably an [18F]fluorohaloalkane of formula (I) wherein X is halo and n is an integer of from 1 to 6; which comprises: reaction of the corresponding organosilicon compound of formula (II): wherein n is as defined for the compound of formula (I); and R?, R?, and R?? are independently selected from C1-6 alkyl and C1-6 haloalkyl; and R? may alternatively be the group: with a compound of formula (III): wherein X is as defined for the compound of formula (I) and Y is halo. Intermediates having use in such processes are also claimed.Type: GrantFiled: September 18, 2003Date of Patent: July 29, 2008Assignee: Hammersmith Imanet Ltd.Inventors: Frank Brady, Sajinder Luthra, Yongjun Zhao
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Patent number: 7320803Abstract: Crystalline ascorbate, in particular choline ascorbate in the form of crystals free from water of crystallization, processes for its preparation, and its used are described.Type: GrantFiled: February 19, 2002Date of Patent: January 22, 2008Assignee: BASF AktiengesellschaftInventors: Ludwig Völkel, Alfred Oftring, Oliver Hasselwander, Ulrike Sindel, Klaus Krämer
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Patent number: 7166476Abstract: The present invention provides an agglutination immunoassay, wherein the agglutination of insoluble carrier particles such as latex are stabilized and uniformized to give good reproducibility, and a reagent therefor. In the agglutination immunoassay which comprises allowing an antigenic substance in a sample to bind to insoluble carrier particles carrying substantially neither antigens nor antibodies thereon, and allowing an antibody or an antibody complex which reacts specifically to the antigenic substance to bind to the antigenic substance to give a selective agglutination of the insoluble carrier particles, a homopolymer prepared by polymerization of a monomer such as 2-methacryloyloxyethyl phosphorylcholine having a phosphorylcholine group and a vinyl group, or a copolymer prepared by polymerization of a monomer having a phosphorylcholine group and a vinyl group, with a monomer having a vinyl group such as n-butyl methacrylate is used.Type: GrantFiled: August 28, 2001Date of Patent: January 23, 2007Assignees: Kyowa Medex Co., Ltd., NOF CorporationInventors: Kayoko Shigenobu, Kenshiro Shuto, Shujiro Sakaki
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Patent number: 6794524Abstract: The invention relates to a series of novel ester containing phosphobetaine compounds, which are exceptional surface active agents that provide outstanding foam and are very mild to the hair and skin, in addition because of the presence of the ester linkage these materials are not persistent in the aquatic environment. This lack of persistence in the aquatic environment makes these materials greener and environmentally friendly than other non-ester containing compounds. The compounds, because they contain a pendant ionizable phosphate group and a quaternary amine compound are amphoteric surfactants that is they contain both a positive and negative charge in the same molecule. This combination of properties makes these polymers ideally suited for use in personal care applications.Type: GrantFiled: August 18, 2003Date of Patent: September 21, 2004Assignee: Phoenix Research CorporationInventors: John Imperante, Anthony J. O'Lenick, Jr.
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Patent number: 6727387Abstract: A compound of formula I:Type: GrantFiled: May 6, 2002Date of Patent: April 27, 2004Assignee: Rohm and Haas CompanyInventors: Ravindranath Mukkamala, Rajiv Monohar Banavali
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Patent number: 6541680Abstract: Increasing methylation of DNA in an unborn offspring of a pregnant mammal results in changing the epigenetically determined phenotype of the unborn offspring, inhibiting parasitic DNA sequences in the unborn offspring, and/or reducing susceptibility to tumor formation in the unborn offspring. Increased methylation is achieved by administering to the pregnant mammal a pharmaceutical composition which includes at least three of the following: Choline, Betaine, Folic acid, Vitamin B12, L-Methionine, and Zinc. The effective amount for each of these ingredients is: about 5-15 g/kg diet/day of Choline, about 5-15 g/kg diet/day of Betaine, about 5-15 mg/kg diet/day of Folic acid, about 0.5-1.5 mg/kg diet/day of Vitamin B12, about 0 to 7.5 g/kg diet/day of L-Methionine, and about 0 to 150 mg/kg diet/day of Zinc.Type: GrantFiled: June 11, 1999Date of Patent: April 1, 2003Inventors: Craig Anthony Cooney, George Louis Wolff
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Patent number: 6538032Abstract: The present invention relates to an antitumor agent containing a phytosphingosine derivative, and more specifically, to an antitumor agent containing a phytosphingosine derivative of formula I as an active ingredient, wherein R1, R2 and R3 respectively represents a hydrogen atom or a C1-C8 alkyl group; and X represents an atom or an atomic group containing a halogen atom, a hydroxyl group, an alkyl sulfonate group or an aryl sulfonate group.Type: GrantFiled: September 7, 2001Date of Patent: March 25, 2003Assignee: Charmzone Co., Ltd.Inventors: Sung Keon Namgoong, Seon Yi Park
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Patent number: 6437185Abstract: Novel quaternary ammonium compounds are disclosed, as well as methods for their preparation and their use in the treatment of hair, fibers and textiles as softening and conditioning agents. The high substantivity of these novel quaternary ammonium compounds to hair, fibers, and textiles, and their mildness to the skin and eyes, make them well suited for softening and conditioning fibers for applications such as personal care, laundry, and textile use. For example, quaternary ammonium compounds such as N′,N″,N′″-Triethyl, N′,N′,N′″, N′″-Tetramethyl, N″-[(Polyoxypropyi)-&ohgr;-hydroxyalkyl], dipropylene triammonium triethosulfate have been prepared. Quaternary ammonium compounds may also include those involving other reactive groups known to those skilled in the art.Type: GrantFiled: June 13, 2000Date of Patent: August 20, 2002Assignee: Finetex, Inc.Inventors: Ismail I. Walele, Samad A. Syed
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Patent number: 6426436Abstract: The present invention is related to a series of derivatives of novel ether diamine compounds prepared by the cynobutylation reaction of an alcohol having 3 to 22 carbon atoms with 2-pentenenitrile to form a branched alkyl ether nitrile. The etheraminonitriles formed by the process are hydrogenated to form alkylether amines. The resulting product can be reacted with 2-pentenenitrile and or acrylonitrile and in subsequent step, hydrogenated to yield a diamine. Specifically, the present invention deals with two types of tertiary amines one made by the reaction of novel ether diamines compounds with ethylene oxide, propylene oxide or butylene oxide or mixtures thereof, producing alkoxylated tertiary amines and the other made by the reaction of novel ether amine compounds with formaldehyde and hydrogen producing methylated tertiary amines. The invention also disclosed novel amine oxides, and quaternary compounds made from said tertiary amines.Type: GrantFiled: January 22, 2002Date of Patent: July 30, 2002Assignee: Nova Molecular Technologies Inc.Inventors: Thomas J. Daly, Michael Clumpner, Anthony J. O'Lenick, Jr.
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Patent number: 5869715Abstract: 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: GrantFiled: September 27, 1995Date of Patent: February 9, 1999Assignee: The Reagents of the University of CaliforniaInventors: Michael H. Nantz, Michael J. Bennett, Rajiv P. Balasubramaniam
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Patent number: 5618978Abstract: A method of producing a choline having a high purity without containing by-products by using a molecule-inclusion complex of the choline as a starting material. A choline inclusion complex without containing by-products is obtained by reacting an aqueous solution of the choline containing, as by-products, those cholines to which are added ethylene oxides with host molecules such as of 1,1'-bis-.beta.-naphthol, and is further reacted with a carbon dioxide gas in order to obtain an aqueous solution of a choline carbonate and/or a choline bicarbonate of a high purity, which is then subjected to the electrolysis using a cation-exchange membrane as a diaphragm, in order to obtain an aqueous solution of the choline of a high purity without containing by-products. The choline that is obtained is a strongly basic compound having a high purity and is very useful as a photoresist-developing solution.Type: GrantFiled: March 26, 1996Date of Patent: April 8, 1997Assignee: Japan Hydrazine Co., Ltd.Inventors: Shunji Hyoda, Youichi Hasegawa, Fumio Toda
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Patent number: 5550289Abstract: This invention relates to compounds of the formula ##STR1## or an optical isomer thereof wherein R.sup.1 and R.sup.2 are the same or different and are an alkyl or alkenyl group of 6 to 24 carbon atoms; R.sup.3, R.sup.4 and R.sup.5 are the same or different and are alkyl of 1 to 8 carbon atoms, aryl, aralkyl of 7 to 11 carbon atoms, or when two or three of R.sup.3, R.sup.4, and R.sup.5 are taken together to form quinuclidino, piperidino, pyrrolidino, or morpholino; n is 1 to 8; and X is a pharmaceutically acceptable anion.Type: GrantFiled: April 3, 1995Date of Patent: August 27, 1996Assignee: Syntex (U.S.A.) Inc.Inventors: Deborah A. Eppstein, Philip L. Felgner, Thomas R. Gadek, Gordon H. Jones, Richard B. Roman
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Patent number: 5401728Abstract: A soybean lecithin based topical liniment and method of making the same is disclosed. The liniment utilizes soybean lecithin as a base and major ingredient and as the emulsifier which is mixed with plant oils, natural menthol, calcium stearate, and magnesium stearate. The soybean lecithin, plant oils, natural menthol, calcium stearate, and magnesium stearate are mixed together in predetermined relative proportions with the amount of soybean lecithin being greater than the sum of the amounts of the plant oils, natural menthol, calcium stearate, and magnesium stearate. The soybean lecithin, plant oils, natural menthol, calcium stearate, and magnesium stearate are added to one another and mixed together in a predetermined sequence to prevent precipitation and provide a homogenous mixture having a viscosity suitable for topical application.Type: GrantFiled: June 9, 1993Date of Patent: March 28, 1995Inventor: John A. Simon
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Patent number: 5281749Abstract: A process for reducing the residual content of free alkylating agent in aqueous solutions of amphoteric or zwitterionic surface-active agents by aftertreatment with ammonia, an amino acid containing 2 to 8 carbon atoms, or an oligopeptide.Type: GrantFiled: May 28, 1992Date of Patent: January 25, 1994Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Guenter Uphues, Uwe Ploog, Klaudia Bischof, Kenan Kenar, Pavel Sladek
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Patent number: 5209858Abstract: The stabilization of aqueous or alkanolic solutions of choline and derivative of choline against discoloration on aging by the addition of an unsubstituted hydroxylamine salt to the choline solutions at levels of less than 1 percent.Type: GrantFiled: February 6, 1991Date of Patent: May 11, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventors: George E. Heinsohn, Rudolf E. Svadlenak
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Patent number: 5124061Abstract: A method of increasing the resistance of plants to damage by freezing conditions by treating the plants, prior to exposure to such conditions, to or with a composition containing a choline salt of a monocarboxylic or polycarboxylic acid which is absorbed into the plant vascular system where it exerts it cryoprotective effects. Aqueous and powder compositions containing the choline salt combined with glycerin, propylene glycol and/or a water soluble nonionic surface active polyethoxylated polyoxpropylene block copolymer.Type: GrantFiled: April 1, 1991Date of Patent: June 23, 1992Inventor: Robert J. Geary, Sr.
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Patent number: 5011973Abstract: The process for producing bischoline-disulfonate derivatives of Formula (I) ##STR1## useful for enhancing the digestive function comprising reacting, in the presence of an organic solvent, a trimethylammonium salt derivative of Formula (II) ##STR2## wherein R.sup.1 and R.sup.2 are individually lower alkyl and X is a group removable by a disulfonic acid of Formula (III)R(SO.sub.3 H).sub.2 (III)wherein R is a naphthylene, or an organic base salt of said acid.Type: GrantFiled: May 15, 1989Date of Patent: April 30, 1991Assignee: Toyama Chemical Co., Ltd.Inventors: Yasuyuki Suzuki, Noboru Takagawa, Mikio Kawabata, Mariko Hayashi, Akiko Takagi, Takako Wakamiya, Isamu Saikawa
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Patent number: 4906780Abstract: Process for the production of optically-active beta-methylcholine from optically active 3-chloro-2-oxy-propyltrimethyl ammonium chloride.Type: GrantFiled: January 28, 1988Date of Patent: March 6, 1990Assignee: Lonza Ltd.Inventor: Robert Voeffray
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Patent number: 4889953Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 is a higher alkyl group which may be substituted; R.sup.2 is a hydrogen, a lower alkyl group which may be substituted, a lower alkanoyl group which may be substituted or a lower alkylthiocarbamoyl group; R.sup.3 is a primary to tertiary amino group or a quaternary ammonium group; and n is 2 or 3, and salts thereof, have antitumor activity and platelet activating factor inhibitory activity.Type: GrantFiled: July 22, 1987Date of Patent: December 26, 1989Assignee: Takeda Chemical Industries, Ltd.Inventors: Keizo Inoue, Hiroaki Nomura, Tetsuya Okutani
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Patent number: 4836958Abstract: The instant invention relates to fluorinated cationic compounds of the formula ##STR1## wherein R.sub.f is a perfluoroalkyl or perfluoroalkoxy-perfluoroalkyl group;R.sub.1 is alkylene optionally interrupted by --O--, --S--, --SO.sub.2 --, --SO.sub.2 NR'--, --CO.sub.2 --, --NR'--, or --CONR'-- where R' is hydrogen or lower alkyl;m is 0, 1 or 2;R.sub.2 is linear or branched alkylene;R.sub.3, R.sub.4, and R.sub.5 independently of one another represent alkyl or arylalkyl groups which are unsubstituted or substituted by hydroxyl, lower alkoxy, halogen, cyano or by polyalkyleneoxy, or R.sub.3 and R.sub.4 together with the nitrogen atom to which they are attached represent a 5- or 6-membered heterocyclic radical or R.sub.3, R.sub.4 and R.sub.5 together with nitrogen atom that links them represent a substituted or unsubstituted pyridine ring; andA.sup..crclbar. represents the anion of an organic or inorganic acid; and their particular use as surfactants.Type: GrantFiled: July 31, 1986Date of Patent: June 6, 1989Assignee: Ciba-Geigy CorporationInventor: Athanasios Karydas
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Patent number: 4709083Abstract: A method of synthesizing boron analogues of choline and choline related mrials is disclosed. The method comprises reacting N,N dimethylethanolamine with hydrogen chloride or an acid chloride to form an ester hydrochloride. The resulting aminoalcohol hydrochloride or ester hydrochloride is further reacted with tetraethyl NBH.sub.4.Also disclosed are pharamaceutically interesting compounds of acetylcholine.Type: GrantFiled: May 19, 1986Date of Patent: November 24, 1987Assignee: The United States of America as represented by the Secretary of the ArmyInventor: Bernard F. Spielvogel
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Patent number: 4482713Abstract: Novel quaternary ammonium salts of the general formula[R.sup.1 R.sup.2 R.sup.3 N(A--O).sub.n --R.sup.4 ].sup.+ Z.sup.-where R.sup.1 and R.sup.2 are identical or different and each is alkyl, aryl, aralkyl, alkylaryl, alkoxyalkyl, or a (poly)alkylene glycol radical, or R.sup.1 and R.sup.2, together with the nitrogen atom, are a heterocyclic ring, or one or more substituents R.sup.1 or R.sup.2 are polyfunctional so that the salt contains not less than 2 ammonium groups, R.sup.3 and R.sup.4 are identical or different monovalent radicals of one or more alkylating agents R.sup.3 X or R.sup.4 X, for example an (ar)alk(en)yl halide, sulfate or methosulfate or an (alkyl)aryl-sulfonate or -sulfonic acid ester, A is alkylene of 2 to 10 carbon atoms, n is an integer and Z is either X or another salt-forming anion or a hydroxyl ion, are prepared by N-alkylation and O-alkylation of an alkanolamine with the aid of a phase transfer catalyst and are useful as cationic surfactants, etc.Type: GrantFiled: July 1, 1982Date of Patent: November 13, 1984Assignee: BASF AktiengesellschaftInventor: Rainer Strickler
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Patent number: 4480126Abstract: Process for the preparation of quaternary ammonium compounds by reacting a tertiary amine with a vicinal halohydrin having at least 6 carbon atoms, and quaternary ammonium compounds prepared thereby.Type: GrantFiled: April 19, 1982Date of Patent: October 30, 1984Assignee: Henkel Kommanditgesellschaft auf AktienInventor: Horst Rutzen
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Patent number: 4439454Abstract: Process for the stabilization of choline and stabilization of vitamins, in which choline is heated with a mixture of an aldehyde and a nitrogenous compound, preferably formaldehyde and urea, and vitamins are stabilized by addition thereof to said mixture of choline, aldehyde and nitrogenous compounds before the beginning of the stabilizing reaction.Type: GrantFiled: June 15, 1981Date of Patent: March 27, 1984Inventor: Giuseppe Riva