Choline, Beta-alkylcholines, Ethers Thereof, And Salts Thereof Patents (Class 564/293)
  • Patent number: 8987514
    Abstract: 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: Grant
    Filed: February 4, 2010
    Date of Patent: March 24, 2015
    Assignee: President and Fellows of Harvard College
    Inventor: Adrian Salic
  • Patent number: 8946442
    Abstract: 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: Grant
    Filed: December 21, 2010
    Date of Patent: February 3, 2015
    Assignee: E I du Pont de Nemours and Company
    Inventors: Mark Brandon Shiflett, Akimichi Yokozeki
  • Publication number: 20150031917
    Abstract: 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: Application
    Filed: December 29, 2011
    Publication date: January 29, 2015
    Applicant: TAMINCO
    Inventors: Kristof Moonen, Dieter Ulrichts, Daan Scheldeman
  • Publication number: 20130261039
    Abstract: 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: Application
    Filed: March 27, 2012
    Publication date: October 3, 2013
    Applicant: SACHEM, INC.
    Inventor: Charles B. Little
  • Publication number: 20130190534
    Abstract: 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: Application
    Filed: January 17, 2013
    Publication date: July 25, 2013
    Applicant: DOW AGROSCIENCES LLC
    Inventor: Dow AgroSciences LLC
  • Publication number: 20130058922
    Abstract: 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: Application
    Filed: November 3, 2010
    Publication date: March 7, 2013
    Inventor: Ernst-Maria App
  • Publication number: 20130023056
    Abstract: 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: Application
    Filed: September 21, 2012
    Publication date: January 24, 2013
    Applicant: PURDUE RESEARCH FOUNDATION
    Inventor: PURDUE RESEARCH FOUNDATION
  • Publication number: 20120308903
    Abstract: 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: Application
    Filed: June 30, 2011
    Publication date: December 6, 2012
    Inventor: Richard I. Masel
  • Publication number: 20120277180
    Abstract: 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: Application
    Filed: September 30, 2010
    Publication date: November 1, 2012
    Applicants: VITAPATH GENETICS, INC, THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventors: Nicholas Marini, Jasper Rine, Dennis Austin Gilbert, Bruce Cohen
  • Patent number: 8258344
    Abstract: 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: Grant
    Filed: December 26, 2007
    Date of Patent: September 4, 2012
    Assignee: National Institute of Advanced Industrial Science and Technology
    Inventors: Hajime Matsumoto, Zhi-Bin Zhou
  • Publication number: 20120156139
    Abstract: 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: Application
    Filed: January 14, 2010
    Publication date: June 21, 2012
    Inventor: Rachel Katz-Brull
  • Patent number: 8187489
    Abstract: A process and deicing composition.
    Type: Grant
    Filed: March 23, 2011
    Date of Patent: May 29, 2012
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Matthew C. Davis
  • Publication number: 20120028290
    Abstract: 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: Application
    Filed: February 4, 2010
    Publication date: February 2, 2012
    Applicant: President and Fellows of Harvard College
    Inventor: Adrian Salic
  • Publication number: 20110028725
    Abstract: The present disclosure provides methods of synthesizing alkylating agents and methods of use.
    Type: Application
    Filed: August 17, 2010
    Publication date: February 3, 2011
    Applicant: The Queen's Medical Center
    Inventor: John L. Lim
  • Patent number: 7863245
    Abstract: 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: Grant
    Filed: September 19, 2008
    Date of Patent: January 4, 2011
    Assignee: Nastech Pharmaceutical Company, Inc.
    Inventor: Steven C. Quay
  • Patent number: 7851505
    Abstract: 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: Grant
    Filed: May 27, 2004
    Date of Patent: December 14, 2010
    Assignee: Attenuon, LLC
    Inventors: Robert J. Ternansky, Patricia L. Gladstone, Amy L. Allan, Melissa L. P. Price, Andrew Mazar
  • Publication number: 20090216015
    Abstract: 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: Application
    Filed: January 4, 2006
    Publication date: August 27, 2009
    Applicant: The Queen's University of Belfast
    Inventors: Martyn J. Earle, Ute Frohlich, Susanne Huq, Suhas Katdare, Rafal Marcin Lukasik, Ewa Bogel, Natalia Vladimirovna Plechkova, Kenneth Richard Seddon
  • Patent number: 7411092
    Abstract: 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: Grant
    Filed: February 6, 2004
    Date of Patent: August 12, 2008
    Assignee: Koei Chemical Company, Limited
    Inventors: Nobuaki Honma, Yoshimi Yamada
  • Patent number: 7405332
    Abstract: 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: Grant
    Filed: September 18, 2003
    Date of Patent: July 29, 2008
    Assignee: Hammersmith Imanet Ltd.
    Inventors: Frank Brady, Sajinder Luthra, Yongjun Zhao
  • Patent number: 7320803
    Abstract: 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: Grant
    Filed: February 19, 2002
    Date of Patent: January 22, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Ludwig Völkel, Alfred Oftring, Oliver Hasselwander, Ulrike Sindel, Klaus Krämer
  • Patent number: 7166476
    Abstract: 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: Grant
    Filed: August 28, 2001
    Date of Patent: January 23, 2007
    Assignees: Kyowa Medex Co., Ltd., NOF Corporation
    Inventors: Kayoko Shigenobu, Kenshiro Shuto, Shujiro Sakaki
  • Patent number: 6794524
    Abstract: 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: Grant
    Filed: August 18, 2003
    Date of Patent: September 21, 2004
    Assignee: Phoenix Research Corporation
    Inventors: John Imperante, Anthony J. O'Lenick, Jr.
  • Patent number: 6727387
    Abstract: A compound of formula I:
    Type: Grant
    Filed: May 6, 2002
    Date of Patent: April 27, 2004
    Assignee: Rohm and Haas Company
    Inventors: Ravindranath Mukkamala, Rajiv Monohar Banavali
  • Patent number: 6541680
    Abstract: 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: Grant
    Filed: June 11, 1999
    Date of Patent: April 1, 2003
    Inventors: Craig Anthony Cooney, George Louis Wolff
  • Patent number: 6538032
    Abstract: 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: Grant
    Filed: September 7, 2001
    Date of Patent: March 25, 2003
    Assignee: Charmzone Co., Ltd.
    Inventors: Sung Keon Namgoong, Seon Yi Park
  • Patent number: 6437185
    Abstract: 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: Grant
    Filed: June 13, 2000
    Date of Patent: August 20, 2002
    Assignee: Finetex, Inc.
    Inventors: Ismail I. Walele, Samad A. Syed
  • Patent number: 6426436
    Abstract: 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: Grant
    Filed: January 22, 2002
    Date of Patent: July 30, 2002
    Assignee: Nova Molecular Technologies Inc.
    Inventors: Thomas J. Daly, Michael Clumpner, Anthony J. O'Lenick, Jr.
  • 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: 5618978
    Abstract: 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: Grant
    Filed: March 26, 1996
    Date of Patent: April 8, 1997
    Assignee: Japan Hydrazine Co., Ltd.
    Inventors: Shunji Hyoda, Youichi Hasegawa, Fumio Toda
  • Patent number: 5550289
    Abstract: 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: Grant
    Filed: April 3, 1995
    Date of Patent: August 27, 1996
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Deborah A. Eppstein, Philip L. Felgner, Thomas R. Gadek, Gordon H. Jones, Richard B. Roman
  • Patent number: 5401728
    Abstract: 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: Grant
    Filed: June 9, 1993
    Date of Patent: March 28, 1995
    Inventor: John A. Simon
  • Patent number: 5281749
    Abstract: 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: Grant
    Filed: May 28, 1992
    Date of Patent: January 25, 1994
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Guenter Uphues, Uwe Ploog, Klaudia Bischof, Kenan Kenar, Pavel Sladek
  • Patent number: 5209858
    Abstract: 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: Grant
    Filed: February 6, 1991
    Date of Patent: May 11, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: George E. Heinsohn, Rudolf E. Svadlenak
  • Patent number: 5124061
    Abstract: 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: Grant
    Filed: April 1, 1991
    Date of Patent: June 23, 1992
    Inventor: Robert J. Geary, Sr.
  • Patent number: 5011973
    Abstract: 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: Grant
    Filed: May 15, 1989
    Date of Patent: April 30, 1991
    Assignee: Toyama Chemical Co., Ltd.
    Inventors: Yasuyuki Suzuki, Noboru Takagawa, Mikio Kawabata, Mariko Hayashi, Akiko Takagi, Takako Wakamiya, Isamu Saikawa
  • Patent number: 4906780
    Abstract: Process for the production of optically-active beta-methylcholine from optically active 3-chloro-2-oxy-propyltrimethyl ammonium chloride.
    Type: Grant
    Filed: January 28, 1988
    Date of Patent: March 6, 1990
    Assignee: Lonza Ltd.
    Inventor: Robert Voeffray
  • Patent number: 4889953
    Abstract: 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: Grant
    Filed: July 22, 1987
    Date of Patent: December 26, 1989
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Keizo Inoue, Hiroaki Nomura, Tetsuya Okutani
  • Patent number: 4836958
    Abstract: 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: Grant
    Filed: July 31, 1986
    Date of Patent: June 6, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanasios Karydas
  • Patent number: 4709083
    Abstract: 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: Grant
    Filed: May 19, 1986
    Date of Patent: November 24, 1987
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventor: Bernard F. Spielvogel
  • Patent number: 4482713
    Abstract: 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: Grant
    Filed: July 1, 1982
    Date of Patent: November 13, 1984
    Assignee: BASF Aktiengesellschaft
    Inventor: Rainer Strickler
  • Patent number: 4480126
    Abstract: 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: Grant
    Filed: April 19, 1982
    Date of Patent: October 30, 1984
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventor: Horst Rutzen
  • Patent number: 4439454
    Abstract: 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: Grant
    Filed: June 15, 1981
    Date of Patent: March 27, 1984
    Inventor: Giuseppe Riva