Citric Acid Per Se Or Salt Thereof Patents (Class 562/584)
  • Patent number: 6875891
    Abstract: This invention relates to a novel process for preparing highly water soluble alkaline earth metal and alkali metal double salts of hydroxycitric acid. These salts are practically odourless and has negligible taste and are therefor useful as nutraceuticals. Aqueous extract of the fruits belonging to Garcinia species are treated to precipitate its alkaline earth metal salts such as the calcium salt. This sparingly soluble product is dissolved in alkali hydroxide and the pH of the solution is adjusted by adding purified extract of the fruit rind. Ca/Na or Ca/K double salts are particularly useful.
    Type: Grant
    Filed: March 19, 2004
    Date of Patent: April 5, 2005
    Assignee: Laila Impex
    Inventors: Ganga Raju Gokaraju, Rama Raju Gokaraju, Venkata Subbaraju Gottumukkala, Sridhar Pratha
  • Publication number: 20040229953
    Abstract: This invention relates to a novel process for preparing highly water soluble alkaline earth metal and alkali metal double salts of hydroxycitric acid. These salts are practically odourless and has negligible taste and are therefor useful as nutraceuticals. Aqueous extract of the fruits belonging to Garcinia species are treated to precipitate its alkaline earth metal salts such as the calcium salt. This sparingly soluble product is dissolved in alkali hydroxide and the pH of the solution is adjusted by adding purified extract of the fruit rind. Ca/Na or Ca/K double salts are particularly useful.
    Type: Application
    Filed: March 19, 2004
    Publication date: November 18, 2004
    Inventors: Ganga Raju Gokaraju, Rama Raju Gokaraju, Venkata Subbaraju Gottumukkala, Sridhar Pratha
  • Patent number: 6777213
    Abstract: A process for recovering carboxylic acids from an aqueous mixture such as a fermentation broth using a solvent containing at least one olefin without the need for first removing the spent microorganism cells is provided. A co-solvent which increases the partition coefficient of the solvent relative to the carboxylic acid may optionally be included. The resulting carboxylic acid is hydrogenated to produce a saturated carboxylic acid.
    Type: Grant
    Filed: August 13, 2003
    Date of Patent: August 17, 2004
    Assignee: Cognis Corporation
    Inventor: Michael D. Staley
  • Patent number: 6770782
    Abstract: The present invention provides a new process for the isolation of hydroxy citric acid in the form of a potassium salt from Garcinia fruit. The present invention also provides compositions containing the potassium hydroxy citrate for use as appetite suppressants.
    Type: Grant
    Filed: May 22, 1998
    Date of Patent: August 3, 2004
    Assignee: Sabinsa Corporation
    Inventors: Muhammed Majeed, Vladimir Badmaev, Ramaswamy Rajendran
  • Patent number: 6670505
    Abstract: A process for recovering a desired organic acid from a solution includes the steps of: providing an aqueous solution including at least one desired organic acid or its acid anion; adjusting the proton concentration in the aqueous solution to a desired level, with the desired proton concentration being selected, at least in part, by the amount of available protons needed to associate with the acid anions of the desired organic acid(s) to be recovered and/or acid anions that are weaker than the desired organic acids; and recovering at least a portion of the at least one desired organic acid from the aqueous phase. The desired proton concentration can be based on the amount of available protons being greater than, less than or substantially equal, to the amount of protons needed to associate with the anion of the desired organic acid(s) and acid anions that are weaker than the desired organic acid(s).
    Type: Grant
    Filed: March 7, 2000
    Date of Patent: December 30, 2003
    Assignee: Eastman Chemical Company
    Inventors: Nick Allen Collins, Mark Robert Shelton, George William Tindall, Steven Thomas Perri, Ruairi Seosamh O'Meadhra, Chester Wayne Sink, Bhaskar Krishna Arumugam, John Clark Hubbs
  • Patent number: 6652820
    Abstract: A method of making a cesium salt is described and involves reacting a cesium sulfate containing solution with lime to form 1) a solution containing at least cesium hydroxide and 2) a residue comprising calcium sulfate. The method further involves removing the residue from the solution and converting the cesium hydroxide that is present in the solution to at least one type of cesium salt. The present invention further relates to uses of the cesium salt as well as methods of making cesium hydroxide using lime. Also, methods of making alkali metal salts and alkali metal hydroxides are also described.
    Type: Grant
    Filed: April 2, 2001
    Date of Patent: November 25, 2003
    Assignee: Cabot Corporation
    Inventor: Bart F. Bakke
  • Publication number: 20030207942
    Abstract: Disclosed is a hydroxycitric acid salt composition comprising calcium and potassium salts of hydroxycitric acid, preferably in a defined proportion which yields a very pure, stabilized preparation that is substantially tasteless for optimal use in a variety of foods items. The HCA salts are prepared by a process that includes treating an aqueous extract of Garcinia cambogia or Garcinia indica fruit with a liquid quaternizing agent such as a trialkylamine in which the alkyl groups are octyl, caprylyl, isooctyl, lauryl or decyl.
    Type: Application
    Filed: April 29, 2003
    Publication date: November 6, 2003
    Applicant: Unibar Corporation
    Inventors: Sunil Bhaskaran, Sevanti Mehta
  • Patent number: 6569075
    Abstract: Compounds having the active site of natural lipoxins, but a longer tissue half-life are disclosed. In particular, 15-epi-lipoxins and their use in ameliorating undesired cell proliferation, which characterizes diseases such as cancer, are also disclosed.
    Type: Grant
    Filed: October 1, 2001
    Date of Patent: May 27, 2003
    Assignee: Brigham and Women's Hospital
    Inventor: Charles N. Serhan
  • Patent number: 6555078
    Abstract: The present invention provides an inexpensive process for the preparation of lithium salts of formula LiX having a desired or required level of purity using lithium chloride and lithium sulfate. In the process of the invention, a lithium salt selected from lithium chloride, lithium sulfate, and combinations thereof is reacted with NaX or KX in a aqueous, semiaqueous, or organic solution and the precipitated salts are removed to obtain the LiX solution of desired purity. Preferably, a semiaqueous solution containing water and an organic solvent is used at some point in the reaction. The process of the invention eliminates the use of highly acidic materials and thus reduces the cost of raw materials and the need for specialized equipment.
    Type: Grant
    Filed: September 16, 1997
    Date of Patent: April 29, 2003
    Assignee: FMC Corporation
    Inventor: Vijay Chandrakant Mehta
  • Patent number: 6433163
    Abstract: The present invention provides a novel process for the removal and recovery of penicillin and organic acids from process streams and waste waters. The process of the present invention utilizes a combination of a supported liquid membrane (SLM) and a strip dispersion to improve extraction of the penicillin and organic acids while increasing membrane stability and reducing processing costs.
    Type: Grant
    Filed: April 3, 2000
    Date of Patent: August 13, 2002
    Assignee: Commodore Separation Technoligies, Inc.
    Inventor: W. S. Winston Ho
  • Patent number: 6395179
    Abstract: Described are preferred processes separating desired chemical products from impurities in solution utilizing thermally-managed chromatography over solid adsorbents. The preferred processes involve chromatographic principles which are assisted by varying the temperature of operation in separation and elution phases. Also described are processes for treating aqueous acids to dewater and recover the acids in an organic solvent such as an alcohol.
    Type: Grant
    Filed: August 25, 2000
    Date of Patent: May 28, 2002
    Assignee: Reilly Industries, Inc.
    Inventors: Martin Grendze, Frank Verhoff
  • Patent number: 6395061
    Abstract: A process for leaching an ore that contains nickel and magnesium includes mixing a microorganism that is capable of producing an organic acid, a nutrient, and an ore that contains nickel and magnesium for a period of time to dissolve the nickel and form a solution containing a nickel salt and a magnesium salt, separating the nickel from the magnesium in the salt solution.
    Type: Grant
    Filed: December 27, 2000
    Date of Patent: May 28, 2002
    Assignee: BHP Minerals International Inc.
    Inventors: Willem P. C. Duyvesteyn, Houyuan Liu
  • Patent number: 6395296
    Abstract: The present invention is directed to a new soluble double metal salt of group IA and IIA of (−) hydroxycitric acid of general formula I: where X is IA group metal: Li or Na or K or Rb or Cs or Fr where Y is IIA group metal: Be or Mg or Ca or Sr or Ba or Ra where the concentration of X in the salt varies from 1.5-51.0%, the concentration of Y in the salts varies from 2.0-50.9%, the concentration of HCA in the salt varies from 31.0-93.0% depending on the nature of X and Y. This invention more particularly relates to new soluble double metal salt of group IA and IIA of (−) hydroxycitric acid of general formula II.
    Type: Grant
    Filed: August 11, 2000
    Date of Patent: May 28, 2002
    Inventors: Karanam Balasubramanyam, Bhaskaran Chandrasekhar, Candadai Seshadri Ramadoss, Pillarisetti Venkata Subba Rao
  • Patent number: 6376223
    Abstract: Polycarboxylic acids are purified by contacting a crude polycarboxylic acid with a solvent to produce a substantially pure polycarboxylic acid. The solvent is chosen so that the impurities are soluble in the solvent and the polycarboxylic acid is insoluble in the solvent.
    Type: Grant
    Filed: August 3, 2000
    Date of Patent: April 23, 2002
    Assignee: Cognis Corporation
    Inventor: Michael D. Staley
  • Patent number: 6211407
    Abstract: A dicreatine citrate or tricreatine citrate, comprising two and three creatine cations per citrate anion, respectively. The dicreatine citrate has a melting point of about 146° F., and the tricreatine citrate has a melting point of about 154° F.
    Type: Grant
    Filed: May 3, 2000
    Date of Patent: April 3, 2001
    Assignee: Pfanstiehl Laboratories, Inc.
    Inventor: James Kenneth Thomson
  • Patent number: 6160172
    Abstract: The present invention is directed to a new soluble double metal salt of group IA and IIA of (-) hydroxycitric acid of general formula I:where X is IA group metal: Li or Na or K or Rb or Cs or Frwhere Y is IIA group metal: Be or Mg or Ca or Sr or Ba or Rawhere the concentration of X in the salt varies from 1.5-51.0%,the concentration of Y in the salts varies from 2.0-50.9%,the concentration of HCA in the salt varies from 31.0-93.0% depending on the nature of X and Y.This invention more particularly relates to new soluble double metal salt of group IA and IIA of (-) hydroxycitric acid of general formula II.
    Type: Grant
    Filed: April 14, 1998
    Date of Patent: December 12, 2000
    Assignee: Vittal Mallya Scientific Research Foundation
    Inventors: Karanam Balasubramanyam, Bhaskaran Chandrasekhar, Candadai Seshadri Ramadoss, Pillarisetti Venkata Subba Rao
  • Patent number: 6146534
    Abstract: Described are preferred processes separating desired chemical products from impurities in solution utilizing thermally-managed chromatography over solid adsorbents. The preferred processes involve chromatographic principles which are assisted by varying the temperature of operation in separation and elution phases. Also described are processes for treating aqueous acids to dewater and recover the acids in an organic solvent such as an alcohol.
    Type: Grant
    Filed: August 19, 1996
    Date of Patent: November 14, 2000
    Assignee: Reilly Industries, Inc.
    Inventors: Martin Grendze, Frank Verhoff
  • Patent number: 6114577
    Abstract: Described are preferred processes and apparatuses for thermally desorbing desired chemical products from resins to which they are adsorbed. The processes and apparatuses provide highly efficient use of applied heat throughout resin preheat, desorption and cooling phases.
    Type: Grant
    Filed: October 23, 1996
    Date of Patent: September 5, 2000
    Assignee: Reilly Industries, Inc.
    Inventors: Francis H. Verhoff, Martin Grendze
  • Patent number: 6022992
    Abstract: A cation exchange membrane mediated acid-salt metathetic process. An aqueous salt solution is placed into a first compartment on one side of the membrane together with an organic amine extractant of limited water miscibility, and an aqueous acid solution is placed into a second compartment on the other side of the membrane. Product acid forms in the first compartment and collects in the organic amine extractant from where it is recovered. The process is particularly suitable for the recovery of a carboxylic acid from its salt.
    Type: Grant
    Filed: May 28, 1998
    Date of Patent: February 8, 2000
    Assignee: Yissum Research Development Company of the Hebrew University of Jerusalem
    Inventor: Aharon Eyal
  • Patent number: 5965028
    Abstract: A process for treating a liquid comprising subjecting a liquid containing, in solution, citric acid as well as a less desirable component having a similar molecular weight to citric acid, to nanofiltration in a filtration step. From the filtration step, a permeate in which the ratio of the concentration of the citric acid to that of the less desirable component is greater than the ratio of the concentration of the citric acid to that of the less desirable component in the solution, is obtained.
    Type: Grant
    Filed: March 4, 1997
    Date of Patent: October 12, 1999
    Assignee: Reilly Industries, Inc.
    Inventors: Francis H. Verhoff, Sanet Grond, Fadl Hendricks, Lakshminarayanan Pattabiraman Raman
  • Patent number: 5928911
    Abstract: Process for the manufacture of citric acid, characterized in that at least part of the carbohydrate raw material consists of a wheat starch B hydrolysate.
    Type: Grant
    Filed: May 21, 1996
    Date of Patent: July 27, 1999
    Assignee: Roquette Freres
    Inventor: Marie-Helene Saniez
  • Patent number: 5929276
    Abstract: The invention relates to a process for producing anhydrous trisodium citrate the structure of which is unchanged as compared to a crystalline hydrate form, the anhydrous trisodium citrate, as well as its use as a carrier for inorganic and/or organic substances, in particular after being impregnated with liquids.
    Type: Grant
    Filed: April 6, 1998
    Date of Patent: July 27, 1999
    Inventors: August Ernst Kirkovits, Josef Gass
  • Patent number: 5911992
    Abstract: A method of controlling weight in mammals by orally administering to the mammal an amount of a pharmaceutical composition containing Hypericum perforatum or active components thereof effective to control the weight of the mammal is described. The pharmaceutical composition also preferably further contains at least one thermogenic agent and at least one agent inhibiting lipogenesis. The at least one thermogenic agent includes one or more of N-acetyl-L-carnitine, cayenne extract, inositol hexanicotinate, niacin or salicin. The at least one agent inhibiting lipogenesis may be hydroxy citric acid. When the pharmaceutical composition includes Hypericum perforatum, at least one thermogenic agent and at least one agent inhibiting lipogenesis, the composition acts to control the weight of the mammal by simultaneously suppressing appetite, inducing thermogenesis and inhibiting lipogenesis.
    Type: Grant
    Filed: June 12, 1997
    Date of Patent: June 15, 1999
    Assignee: A. Glenn Braswell
    Inventors: A. Glenn Braswell, Aftab J. Ahmed
  • Patent number: 5831123
    Abstract: A process for producing a granulated material from a powder mixture containing at least two components, one of which is in crystal or crystalline form and at least one contains water of crystallization and/or is reactive, granulation is carried out in an inclined drum. Powder is fed in at one end and granulate removed at the other, after being transported inside the drum for a desired period while the drum is rocked in a way which largely eliminates shear forces. A quantity of liquid at least approximately equal to the quantity of water of crystallization present and sufficient for the formation of a superficially active solution adhesive is released inside the drum, where appropriate by partial reaction of the reactive component(s), after which the powder mixture components are granulated by surface adhesion.
    Type: Grant
    Filed: June 4, 1996
    Date of Patent: November 3, 1998
    Assignee: Gerhard Gergely
    Inventors: Gerhard Gergely, Wolfram Tritthart
  • Patent number: 5780276
    Abstract: Recovery of carboxylic acid from an amine-based, water-immiscible organic extractant solution thereof that contains an enhancer, by extraction of the acid into an aqueous phase. A low molecular, at least partly water-miscible organic compound being a C.sub.2 -C.sub.5 alkanol, an acetate of a C.sub.1 -C.sub.3 alkanol and acetone is used as enhancer. In operation, the enhancer is recovered and recycled. The process is applicable, among others, to the recovery of carboxylic acid from a fermentation broth.
    Type: Grant
    Filed: November 25, 1996
    Date of Patent: July 14, 1998
    Assignee: Innova S.A.
    Inventor: Avraham Matityahu Baniel
  • Patent number: 5762951
    Abstract: The present invention relates to an acidic effervescent component for direct tableting of effervescent tablets and a process for its preparation.
    Type: Grant
    Filed: July 26, 1993
    Date of Patent: June 9, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Joachim Maasz, Christian Fritsch, Werner Grawingholt, Bernhard Streuff, Georg Frank
  • Patent number: 5693359
    Abstract: A dry food acidulent composition, reminiscent of vinegar when hydrated, comprises a dry food acid, a buffering salt and a fully dissociatable salt. The dry food acid preferably comprises adipic, citric, fumaric, malic acid or a mixture. The buffering salt is preferably a sodium or potassium salt of a food-grade acid such as sodium citrate, potassium citrate, disodium phosphate, dipostassium phosphate, and mixtures. The fully dissociatable salt is preferably sodium chloride or potassium chloride. The preferred weight ratio of the buffering salt to the acid is within the range of from about 0.1:1 to about 0.3:1, that of the fully dissociatable salt to the acid is within the range of from about 1:1 to about 6:1, and that of the fully dissociatable salt to the buffering salt is within the range of from about 10:1 to about 30:1. These compositions are admixed with other dry ingredients to prepare dry sauce and dressing mixes.
    Type: Grant
    Filed: December 19, 1995
    Date of Patent: December 2, 1997
    Inventor: Robert W. Wood
  • Patent number: 5665307
    Abstract: There is provided a disinfecting material effective against Hepatitis B, including citric acid and optionally malic acid and/or lactic acid. This viricidal material is not only environmentally acceptable and has low human toxicity, but has high effectiveness at relatively low temperatures for comparatively short times. This disinfecting material containing aqueous citric acid is particularly effective in critical clinical areas.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: September 9, 1997
    Assignee: Fresenius AG
    Inventors: Ulrich Kirschner, Thomas Pohl
  • Patent number: 5412126
    Abstract: Carboxylic acids are sorbed from aqueous feedstocks into an organic liquid phase or onto a solid adsorbent. The acids are freed from the sorbent phase by treating it with aqueous alkylamine thus forming an alkylammonium carboxylate which is dewatered and decomposed to the desired carboxylic acid and the alkylamine.
    Type: Grant
    Filed: March 12, 1993
    Date of Patent: May 2, 1995
    Assignee: The Regents of the University of California
    Inventors: C. Judson King, Loree J. Poole
  • Patent number: 5411933
    Abstract: Antimicrobial compounds of the formula ##STR1## wherein R, R.sup.1 and R.sup.2 are selected according to the following:A. R is (C.sub.11 -C.sub.16) alkyl (straight or branched), and R.sup.1 and R.sup.2 are joined to form a morpholine, pyrrolidine, or piperidine ring with the N;B. R is (C.sub.11 -C.sub.16) and R.sup.1 and R.sup.2 are independently selected from (C.sub.1 -C.sub.3) alkyl which in the case of C.sub.3 can be branched; andC. R.sup.1 and R.sup.2 are the same and are (C.sub.6 -C.sub.12) alkyl, straight or branched, and R is (C.sub.1 -C.sub.16) alkyl, straight or branched; andX.sup.- =an anion preferably selected from chlorine, bromine, iodine, phosphate, acetate, benzoate, citrate, tartrate, alkyl- or aryl-sulfonate, and alkylsulfate.
    Type: Grant
    Filed: March 11, 1994
    Date of Patent: May 2, 1995
    Assignee: Rohm & Haas Company
    Inventor: Adam C. Hsu
  • Patent number: 5391771
    Abstract: A process for the preparation of propane-1,2,3-tricarboxylic acid, tetrahydrofurfurylacetic acid and the C.sub.1 - to C.sub.20 -alkyl or C.sub.7 - to C.sub.12 -aralkyl esters thereof, propane-1,2,3-trimethanol, 3-methyltetrahydrofuran, 3-(2'-hydroxyethyl)tetrahydrofuran, 4-hydroxymethyltetrahydropyran, 2-methyl-.gamma.-butyrolactone and/or 3-methyl-.gamma.-butyrolactone, comprises reacting citric acid or the C.sub.1 - to C.sub.20 -alkyl or C.sub.7 - to C.sub.12 -aralkyl esters thereof on hydrogenation catalysts in non-aqueous solvents at from 50.degree. to 400.degree. C. and at from 1 to 400 bar.
    Type: Grant
    Filed: September 30, 1993
    Date of Patent: February 21, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Juergen Weyer, Rolf Fischer, Christoph Sigwart
  • Patent number: 5382681
    Abstract: A process for the preparation of an alkali metal citrate which comprises:(a) adjusting the pH of an aqueous solution containing citric acid to a value greater than 5.4;(b) contacting the aqueous solution with a polymeric adsorbent;(c) eluting the resulting charged polymeric adsorbent with an eluant comprising an aqueous solution of a soluble alkali metal hydroxide or alkali metal salt in which the alkali metal corresponds to the alkali metal of the alkali metal citrate to be produced; and(d) recovering an aqueous solution of the alkali metal citrate, is disclosed.
    Type: Grant
    Filed: September 17, 1993
    Date of Patent: January 17, 1995
    Assignee: Cerestar Holding B.V.
    Inventors: Frank G. H. Derez, Patrick L. J. Vandervondelen
  • Patent number: 5349084
    Abstract: The present invention relates to a process for inexpensively and effectively recovering a high-purity organic acid, according to which a crude organic acid is subjected to extraction treatment with an organic solvent to obtain an organic solvent extract containing an organic acid; the organic solvent extract is mixed with a high-pressure gas to precipitate and separate impurities thereby obtaining a solution containing a high-purity organic acid; and the organic acid is separated from the solution to obtain a high-purity organic acid.
    Type: Grant
    Filed: September 25, 1991
    Date of Patent: September 20, 1994
    Assignee: Idemitsu Petrochemical Co., Ltd.
    Inventors: Akihiro Shishikura, Hiroshi Kimbara, Katsuhisa Yamaguchi, Kunio Arai
  • Patent number: 5278256
    Abstract: The depolymerization of poly(hydroxyacids) in a liquid medium is enhanced by the presence of a quaternary ammonium compound. Poly(hydroxyacid) polymers containing a quaternary ammonium salt are more readily depolymerized.
    Type: Grant
    Filed: September 16, 1992
    Date of Patent: January 11, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Harold E. Bellis
  • Patent number: 5237098
    Abstract: A water-immiscible organic extractant system can economically be used to recover citric acid from molasses fermenter beer containing a high salt content by using a process combination of passing the aqueous raffinate from the citric acid extraction step through a basic anion-exchange resin to adsorb residual citric acid and release citrate anions from previously formed salt cation-citrate compounds. Trisodium citrate is then eluted from the resin by passing aqueous sodium hydroxide therethrough.
    Type: Grant
    Filed: October 9, 1992
    Date of Patent: August 17, 1993
    Assignee: Miles, Inc.
    Inventors: Timothy A. Bemish, John P. Chiang, Bhalchandra H. Patwardhan, David J. Solow
  • Patent number: 5231225
    Abstract: The known liming sulfuric acid process for the recovery of crystalline citric acid from a fermentation broth is modified by subjecting the mother liquor from the crystallization to extraction with a water-immiscible organic extraction that contains an amine. The resulting extract is neutralized with a recycled brine with alkali citrate and alkali citrate is crystallized from the concentrated brine obtained this way.
    Type: Grant
    Filed: September 17, 1992
    Date of Patent: July 27, 1993
    Assignee: Innova S.A.
    Inventors: Avraham M. Baniel, Aharon M. Eyal
  • Patent number: 5219602
    Abstract: An aqueous dispersion containing a finely divided reaction product of a calcium compound with citric acid having a mole ratio of calcium to citric acid from 2.5:2 to 2.95:2 is provided to be used for opacifying and whitening aqueous food compositions.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: June 15, 1993
    Assignee: Kraft General Foods, Inc.
    Inventors: Fouad Z. Saleeb, Susan M. Vidal
  • Patent number: 5208372
    Abstract: A new and useful calcium salt of citric acid is prepared and is used as an anticaking agent in furctose-sweetened powdered soft drinks. Also included are the processes for preparing the new calcium salt and powdered beverage mixes containing the new salt.
    Type: Grant
    Filed: May 18, 1992
    Date of Patent: May 4, 1993
    Assignee: Kraft General Foods, Inc.
    Inventors: Susan Vidal, Fouad Z. Saleeb
  • Patent number: 5189212
    Abstract: Nonsteroidal estrogenic triarylethylene carboxylic acids of the formula ##STR1## wherein R is (CH.sub.2).sub.m O or (CH.sub.2).sub.n, where m is an integer from 1 to 4 and n is an integer from 0 to 4, X is hydrogen or hydroxyl, Y is methyl, ethyl, chlorine, or bromine, and wherein the RCOOH and X moieties are either meta or para to the phenyl ethylene linkage. Examples of active compounds include 4-hydroxytamoxifen acid, 3-hydroxytamoxifen acid, 4-[1-(p-hydroxyphenyl)-2-phenyl-1-butenyl]benzoic acid and 4-[1-(p-hydroxyphenyl)-2-phenyl-1-butenyl]phenylacetic acid. Compositions containing these triarylethylene carboxylic acids can be administered to patients to alleviate medical conditions associated with a deficiency of estrogen, including osteoporosis, premenstrual syndrome, vasomotor symptoms associated with menopause, atrophic vaginitis, Kraurosis vulvae, female hypogonadism, primary ovarian failure, excessive hair growth and prThe U.S.
    Type: Grant
    Filed: September 7, 1990
    Date of Patent: February 23, 1993
    Assignee: University of Georgia Research Foundation, Inc.
    Inventor: Peter C. Ruenitz
  • Patent number: 5186965
    Abstract: A metastable complex of calcium, citrate and malate is disclosed. This material is highly bioavailable, and is soluble in both neutral and acid solutions. The salt is prepared by the reaction of calcium carbonate, calcium hydroxide or calcium oxide with citric and malic acids in aqueous solution. The reaction mixture is dried at a temperature of less than 100.degree. C., and the resultant solid is a metastable solid. The solid can be ground to reduce the particle size for easier tabletting or adding to foods and beverages. Preferred salts are neutral and acidic salts which can be expressed by molar ratios.
    Type: Grant
    Filed: December 16, 1991
    Date of Patent: February 16, 1993
    Assignee: The Procter & Gamble Company
    Inventors: Mary M. Fox, David C. Heckert, Kenneth R. Luhrsen
  • Patent number: 5149552
    Abstract: A new and useful calcium salt of citric acid is prepared and is used as an anticaking agent in fructose-sweetened powdered soft drinks. Also included are the processes for preparing the new calcium salt and powdered beverage mixes containing the new salt.
    Type: Grant
    Filed: May 23, 1991
    Date of Patent: September 22, 1992
    Assignee: Kraft General Foods, Inc.
    Inventors: Susan Vidal, Fouad Z. Saleeb
  • Patent number: 5108761
    Abstract: Acidic beverages, e.g. juices and carbonated beverages containing calcium citrate malate are disclosed. These beverages inhibit the erosion of tooth enamel that normally occurs during consumption of acidic beverages. A nutritional regimen of administering an acid beverage (pH below 5.5) containing from 35 mg to 270 mg calcium per 6 ounce (180 ml) serving (0.02% to 0.15% w/v of calcium) in the form of calcium citrate malate, for preventing tooth enamel erosion is disclosed. This beverage comprises water, sweetener and flavor or juice.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: April 28, 1992
    Assignee: The Procter & Gamble Company
    Inventors: Mark B. Andon, Robert L. Kanerva, John T. Rotruck, Kenneth T. Smith
  • Patent number: 5071874
    Abstract: L-carnitine magnesium citrate and a process for its production, starting from a magnesium compound, citric acid and L-carnitine, as well as the use of the product as a combination preparation in sports nutrition or as a pharmacological active ingredient.
    Type: Grant
    Filed: June 13, 1990
    Date of Patent: December 10, 1991
    Assignee: Lonza Ltd.
    Inventors: Thomas Scholl, Willibald F. Kohl
  • Patent number: 5041645
    Abstract: Alkali metal citrates are prepared by the addition of an alkaline alkali metal base or salt to citric acid solutions and recovered in solid form by the addition of a C.sub.1 to C.sub.5 alcohol to the solution to cause precipitation.
    Type: Grant
    Filed: December 12, 1988
    Date of Patent: August 20, 1991
    Assignee: Haarmann & Reimer Corp.
    Inventors: Alexander Alon, Philip W. Staal
  • Patent number: 5032686
    Abstract: Method for the recovery of citric acid from a liquor containing the same, wherein successively,in a first step, the liquor containing the citric acid is put into contact with a cationic resin in the hydrogen form during a duration sufficient to reach an optimal adsorption of the citric acid,in a second step, the resin is treated by means of an elution agent and the fraction of eluate rich in purified citric acid is recovered.
    Type: Grant
    Filed: June 5, 1989
    Date of Patent: July 16, 1991
    Assignee: Roquette Freres
    Inventors: Pierrick Duflot, Jean-Bernard Leleu
  • Patent number: 4997489
    Abstract: The invention relates to a process for recovering sugar, sugar alcohol and organic acids comprising citric, malic and quinic acids from a juice extracted from almond hulls. Residues from the extraction is also recovered.
    Type: Grant
    Filed: May 8, 1989
    Date of Patent: March 5, 1991
    Inventor: Israel N. Rabinowitz
  • Patent number: 4994609
    Abstract: Recovery of citric acid from a citric acid fermentation broth.
    Type: Grant
    Filed: June 6, 1990
    Date of Patent: February 19, 1991
    Assignee: Innova S.A.
    Inventors: Avraham M. Baniel, David Gonen
  • Patent number: 4985593
    Abstract: A dual mineral salt consisting essentially of magnesium, potassium and citrate. A method for manufacturing the subject salt in a form having a bulk density ranging from about 1.0 g/cc to about 1.3 g/cc is also disclosed, and the use of the subject salt as a dietary supplement are also disclosed.
    Type: Grant
    Filed: January 5, 1988
    Date of Patent: January 15, 1991
    Assignee: Mission Pharmacal Company, Inc.
    Inventors: Neill B. Walsdorf, George Alexandrides
  • Patent number: 4950783
    Abstract: Compositions containing (-)-5-{(R)-1-Hydroxy-2[(R)-1-methyl-3-phenylpropyl)amino]ethyl}salicylamid e exhibit potent vasodilating .beta.-adrenergic blocking properties and are useful for the treatment of hypertension.
    Type: Grant
    Filed: October 24, 1986
    Date of Patent: August 21, 1990
    Assignee: Schering Corporation
    Inventors: Elijah H. Gold, Wei K. Chang
  • Patent number: 4895842
    Abstract: A phenylalanine derivative having the formula (I): ##STR1## where R.sup.1 and R.sup.2 are independently hydrogen provided that both R.sup.1 and R.sup.2 are not hydrogen at the same time;C.sub.1 -C.sub.8 alkyl which may be substituted with hydroxy, hydroxycarbonyl, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylmercapto, C.sub.1 -C.sub.4 alkoxy, carbamoyl, sulfamoyl, pyridyl, or phenyl which may further be substituted with nitro, C.sub.1 -C.sub.4 alkoxy, or halogen;C.sub.6 -C.sub.8 cycloalkyl which may be substituted with hydroxy, C.sub.1 -C.sub.4 alkoxy, hydroxylcarbonyl, C.sub.1 -C.sub.4 alkoxycarbonyl, or C.sub.1 -C.sub.4 alkyl;phenyl which may be substituted with halogen, nitro, trifluoromethyl, C.sub.1 -C.sub.4 alkoxy C.sub.1 C.sub.4 alkylmercapto, C.sub.1 -C.sub.4 alkylcarbonyl, phenylcarbonyl, hydroxycarbonyl, C.sub.1 -C.sub.4 alkoxycarbonyl, carbamoyl, sulfamoyl, amidino, pyridylcarbonyl, or C.sub.1 -C.sub.6 alkyl which may further be substituted with C.sub.1 -C.sub.
    Type: Grant
    Filed: September 29, 1986
    Date of Patent: January 23, 1990
    Assignees: Shosuke Okamoto, Showa Denko Kabushiki Kaisha
    Inventors: Shosuke Okamoto, Yoshio Okada, Akiko Okunomiya, Taketoshi Naito, Yoshio Kimura, Morihiko Yamada, Norio Ohno, Yasuhiro Katsuura, Yumi Seki