Hexamethylenetetramines Patents (Class 544/185)
  • Patent number: 10683303
    Abstract: Processes are provided for the production of methenamine mandelate that do not require the isolation of produced methenamine prior to production of the methenamine mandelate.
    Type: Grant
    Filed: May 26, 2017
    Date of Patent: June 16, 2020
    Assignee: ALBEMARLE CORPORATION
    Inventors: Bryce Kelly Assink, Tino Jon Caviggiola, III
  • Patent number: 10639312
    Abstract: The present invention contemplates a high dose finished pharmaceutical dosage form comprising a methenamine salt, such as methenamine mandelate, as an active pharmaceutical ingredient wherein the methenamine salt API has a moisture content that is less than the upper limit specified in the USP. A preferred embodiment of the present invention has a moisture content that is half of the limit set forth in the USP for each particular methenamine salt. An even more preferred embodiment has a moisture content of less than or equal to one-tenth of a percent (0.1%), regardless of the methenamine salt. The present invention may include one or more pharmaceutically acceptable ingredients. The present invention also contemplates a moisture content of the high dose finished pharmaceutical dosage form that is less than one percent.
    Type: Grant
    Filed: December 6, 2019
    Date of Patent: May 5, 2020
    Assignee: Edenbridge Pharmaceuticals, LLC
    Inventor: Robert O'Connor
  • Patent number: 9000156
    Abstract: The present invention provides a process that enables a substituted methylamine compound which is useful as an intermediate for the production of agricultural chemicals and medicines, to be produced easily, with good yield, and at low cost, and also provides a production intermediate thereof. The process comprises a step of reacting a hexamethylenetetraammonium salt compound represented by a formula (I) with a base to obtain an N-methylidene-substituted methylamine oligomer represented by a formula (II) or a mixture of two or more of the oligomers, and a step of hydrolyzing the N-methylidene-substituted methylamine oligomer represented by formula (II) or the mixture of two or more of the oligomers in the presence of an acid.
    Type: Grant
    Filed: April 24, 2007
    Date of Patent: April 7, 2015
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Yasushi Shibata, Tsutomu Imagawa
  • Patent number: 8664382
    Abstract: The present invention relates to pharmaceutical compositions comprising metal phthalocyanine analogues of formula (I) and metal chelating compounds having a good bioavailability and enhanced photoinactivation properties against Gram negative bacteria; and to their use for in vivolex vivo applications, such as blood and blood derivatives sterilization.
    Type: Grant
    Filed: April 17, 2003
    Date of Patent: March 4, 2014
    Assignee: Molteni Therapeutics S.r.l.
    Inventors: Gabrio Roncucci, Donata Dei, Giacomo Chiti, Lia Fantetti, Francesco Giuliani, Giulio Jori, Gian Maria Rossolini
  • Patent number: 8134000
    Abstract: A compound of general Formula (I) having histone deacetylase (HDAC) and/or Cyclin-dependent kinase (CDK) inhibitory activity, a pharmaceutical composition comprising the compound, and a method useful to treat diseases using the compound.
    Type: Grant
    Filed: July 14, 2009
    Date of Patent: March 13, 2012
    Assignee: Gilead Sciences, Inc.
    Inventor: Chandrasekar Venkataramani
  • Patent number: 8124764
    Abstract: The present invention provides a compound of general Formula (I) having histone deacetylase (HDAC) and/or Cyclin-dependent kinase (CDK) inhibitory activity, a pharmaceutical composition comprising the compound, and a method useful to treat diseases using the compound.
    Type: Grant
    Filed: July 14, 2009
    Date of Patent: February 28, 2012
    Assignee: Gilead Sciences, Inc.
    Inventors: Lawrence S. Melvin, Jr., Michael Graupe, Chandrasekar Venkataramani
  • Publication number: 20120046246
    Abstract: This invention relates to therapeutic methods for treating or preventing an osteoclast-related disease or disorder in a subject identified as in need of a treatment of bone diseases, compounds for such uses, and compositions thereof.
    Type: Application
    Filed: December 18, 2009
    Publication date: February 23, 2012
    Applicant: University of Florida Research Foundation
    Inventors: Lexie Shannon Holliday, David A. Ostrov
  • Publication number: 20110070179
    Abstract: Compositions are disclosed comprising novel fluorinated cationic alcohols in a cosmetically acceptable vehicle. The fluorinated compounds alter a surface property of the hair to provide hair conditioning, for example. In embodiments, the compounds have improved water solubility and deposition properties.
    Type: Application
    Filed: September 16, 2010
    Publication date: March 24, 2011
    Applicant: Living Proof, Inc.
    Inventors: David T. Puerta, Lorna Nagamoottoo-Casse, Kevin T. Love
  • Publication number: 20080253978
    Abstract: The present invention relates to new pyrrolyltriazine derivatives of general formula (I) together with method for obtaining them. The physico-chemical properties of said compounds allow them to be used as absorbents of UV radiation.
    Type: Application
    Filed: June 6, 2006
    Publication date: October 16, 2008
    Applicant: ISDIN, S.A.
    Inventors: Carles Trullas, Carles Pelejero, David Panyella, Jordi Corbera, Jorg Holenz, David Vano
  • Publication number: 20040097506
    Abstract: Compounds of the formula (I): wherein Ring A, R1, R3, R4, p, q, and n are as defined within and a pharmaceutically acceptable salts and in vivo hydrolysable esters are described. Also described are processes for their preparation and their use as medicaments, particularly medicaments for producing a cell cycle inhibitory (anti-cell-proliferation) effect in a warm-quest-blooded animal, such as man.
    Type: Application
    Filed: August 13, 2003
    Publication date: May 20, 2004
    Inventor: Andrew Peter Thomas
  • Patent number: 6423842
    Abstract: The present invention provides novel compounds and pharmaceutical compositions thereof useful in the treatment of pain. The compounds of the present invention are azaadamantanes, azanoradamantanes and azahomoadamantanes.
    Type: Grant
    Filed: October 5, 2001
    Date of Patent: July 23, 2002
    Assignee: UCB, S.A.
    Inventors: Gurmit Grewal, Anna Toy-Palmer, Xiong Cai, George Mark Latham
  • Patent number: 6375962
    Abstract: Skin protection agents such as topical compositions which can prevent the passage of toxic chemicals through the skin, such as barrier creams. Formulations may contain hexamethylene tetramine or derivatives or analogues thereof, which react with alkylating agents such as sulfur mustard, and which are suitable for formulation into topical compositions. The formulations additionally may contain perfluorinated polymeric compounds which are effective barrier compounds for a range of toxic chemicals.
    Type: Grant
    Filed: January 23, 2001
    Date of Patent: April 23, 2002
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: John Jenner, Colin N Smith, Robert P Chilcott, Christopher D Lindsay
  • Patent number: 6340679
    Abstract: The present invention relates to acylguanidine derivatives of the formula I in which R1, R2, R4, Ar, X and n have the meanings indicated in the claims, their physiologically tolerable salts and their prodrugs. The compounds of the formula I are valuable pharmacologically active compounds. They are vitronectin receptor antagonists and inhibitors of cell adhesion. They inhibit, for example, bone resorption by osteoclasts and are suitable for the therapy and prophylaxis of diseases which are caused at least partially by an undesired extent of bone resorption, for example osteoporosis. The invention furthermore relates to processes for the preparation of compounds of the formula I, their use, in particular as active ingredients in pharmaceutical preparations, and pharmaceutical preparations comprising them.
    Type: Grant
    Filed: February 11, 2000
    Date of Patent: January 22, 2002
    Assignees: Aventis Pharma Deutschland GmbH, Genentech, Inc.
    Inventors: Anuschirwan Peyman, Jochen Knolle, Karl-Heinz Scheunemann, David William Will, Denis Carniato, Jean-Francois Gourvest, Thomas R. Gadek, Sarah Catherine Bodary
  • Patent number: 6300498
    Abstract: The 1,5′-bitetrazole of the invention comprises 1,5′-bitetrazole, and ammonia or an amine. The 1,5′-bitetrazole of the invention decomposes sharply and generates a nontoxic gas.
    Type: Grant
    Filed: July 23, 1999
    Date of Patent: October 9, 2001
    Assignee: Toyo Kasei Kogyo Company Limited
    Inventors: Hiroaki Tanaka, Kunihiro Shimamoto, Atuhiro Onishi
  • Patent number: 6251916
    Abstract: The present invention provides novel compounds and pharmaceutical compositions thereof useful in the treatment of pain. The compounds of the present invention are azaadamantanes, azanoradamantanes and azahomoadamantanes.
    Type: Grant
    Filed: May 9, 2000
    Date of Patent: June 26, 2001
    Assignee: UCB, S. A.
    Inventors: Gurmit Grewal, Anna Toy-Palmer, Xiong Cai, George Mark Latham
  • Patent number: 6224885
    Abstract: The present invention relates to protection agents, in particular to topical compositions such as barrier creams which can prevent the passage of toxic chemicals and chemical warfare agents through the skin. Formulations contain hexamethylene tetramine derivatives or analogues thereof and perfluorinated polymeric compounds.
    Type: Grant
    Filed: December 7, 1998
    Date of Patent: May 1, 2001
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: John Jenner, Colin N Smith, Robert P Chilcott, Christopher D Lindsay
  • Patent number: 5434191
    Abstract: A blood substitute employs combinations of fluoro or perfluorochemicals capable in the presence of emulsifying agents of forming emulsions stable at room temperature and possessing enhanced oxygen carrying capacity; the invention enables preparation of an improved blood substitute, with improved O.sub.2 carrying capacity and stability, as well as lessened anaphylactoid reaction.
    Type: Grant
    Filed: August 23, 1993
    Date of Patent: July 18, 1995
    Assignee: International Therapeutics Inc.
    Inventors: Walter B. Dandliker, W. Keith R. Watson, Thomas C. Drees
  • Patent number: 5296633
    Abstract: The methylated tertiary amines are selectively prepared by reacting a primary or secondary amine, or a nitrile or aminonitrile, including an aminoalcohol, etheramine, a polyamine or fatty polyamine or amidoamine, or amidopolyamine or dinitrile, with hexamethylenetetramine ("HMTA"), under hydrogen pressure at a temperature no greater than about 160.degree. C. and in the presence of a catalytically effective amount of a hydrogenation catalyst, e.g., nickel deposited onto appropriate support substrate therefor.
    Type: Grant
    Filed: December 30, 1992
    Date of Patent: March 22, 1994
    Inventor: Stephane Fouquay
  • Patent number: 5250687
    Abstract: 1,3,5-TRINITROHEXAHYDRO-1,3,5-TRIAZINE (RDX) is prepared in a new simplif and efficient manner which provides near quantitative yield. Our process is based upon the nitration of 3,7-DIACETYL 1,3,5,7 TETRAAZA[3.3.1.]BICYCLONONANE (DAPT).
    Type: Grant
    Filed: August 28, 1992
    Date of Patent: October 5, 1993
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: William J. Lukasavage, Steven Nicolich, Norman Slagg
  • Patent number: 5243044
    Abstract: A blood substitute employs combinations of fluoro or perfluorochemicals capable in the presence of emulsifying agents of forming emulsions stable at room temperature and possessing enhanced oxygen carrying capacity; the invention enables preparation of an improved blood substitute, with improved O.sub.2 carrying capacity and stability, as well as lessened anaphylactoid reaction.
    Type: Grant
    Filed: February 17, 1989
    Date of Patent: September 7, 1993
    Assignee: International Therapeutics, Inc.
    Inventors: Walter B. Dandliker, W. Keith R. Watson, Thomas C. Drees
  • Patent number: 5177205
    Abstract: Method for obtaining an organic polycrystalline material having in particular electro-optical properties, said material obtained and an electro-optical modulator comprising said material.This method includes a stage (1) for preparing a powder having a size grading of 500 to 800 nm of an organic compound having a delocalized system of electrons .pi. and presenting a non-centrosymmetrical crystalline structure, as well as intramolecular load transfer groupings, a stage (2) for drying the powder under vacuum, a stage (3) for pre-pressing the powder under vacuum, and a hot stage (5) for the uniaxial compression of the dried powder under vacuum.This method enables polycrystalline materials to be obtained, said materials comprising elongated monocrystalline grains orientated according to a given direction.
    Type: Grant
    Filed: March 8, 1989
    Date of Patent: January 5, 1993
    Assignee: L'Etat Francais represente par le Ministre des Postes, des Telecommunications et de l'Espace (Centre National d'Etudes des Telecommunications)
    Inventors: Jean Flicstein, Denise Morin
  • Patent number: 5061797
    Abstract: Compounds of the formula ##STR1## wherein X is an anion selected from the group consisting of phosphate, borate and molybdate groups, and a method for making these compounds. The compounds are useful in the control of microorganisms in aqueous systems and in the inhibition of corrosion of metal surfaces in contact with aqueous systems.
    Type: Grant
    Filed: March 29, 1988
    Date of Patent: October 29, 1991
    Assignee: Buckman Laboratories International, Inc.
    Inventors: John D. Pera, S. Rao Rayudu
  • Patent number: 5023332
    Abstract: A method of preserving an aqueous system which is susceptible to microbiological degradation, comprising the step of adding to the system a compound having the formula ##STR1## wherein the compound is added in an amount sufficient to inhibit the growth and proliferation of at least one microorganism in the aqueous system.The compound 1-methyl-3,5,7-triaza-1-azoniatricyclodecane triiodide and a method for preparing same comprising the substitution of triiodide anion for a monohalide anion in an aqueous medium.
    Type: Grant
    Filed: October 27, 1989
    Date of Patent: June 11, 1991
    Assignee: Buckman Laboratories International, Inc.
    Inventor: S. Rao Rayudu
  • Patent number: 4962212
    Abstract: The invention disclosed herein relates to a process for producing heterocyclic ethanolamines, especially 2-(2-furyl)ethanolamine.
    Type: Grant
    Filed: December 26, 1989
    Date of Patent: October 9, 1990
    Assignee: Monsanto Company
    Inventor: Lowell R. Smith
  • Patent number: 4920107
    Abstract: A method of preserving an aqueous system which is susceptible to microbiological degradation, comprising the step of adding to the system a compound having the formula ##STR1## wherein X is an anion selected from the group consisting of sulfate, acetate and citrate groups, and wherein the compound is added in an amount sufficient to inhibit the growth and proleferation of at least one microogranism in the aqueous system.The compounds 1-methyl-3,5,7-triaza-1-azoniatricyclodecane acetate and 1-methyl-3,5,7-triaza-1-azoniatricyclodecane citrate, and a method for preparing these compounds comprising the reaction of ammonium citrate, or ammonium acetate, with methylamine, formaldehyde and ammonia in an aqueous medium.
    Type: Grant
    Filed: March 29, 1988
    Date of Patent: April 24, 1990
    Assignee: Buckman Laboratories International, Inc.
    Inventors: John D. Pera, S. Rao Rayudu
  • Patent number: 4900824
    Abstract: A blood substitute employs combinations of fluoro or perfluorochemicals capable in the presence of emulsifying agents of forming emulsions stable at room temperature and possessing enhanced oxygen carrying capacity; the invention enables preparation of an improved blood substitute, with improved O.sub.2 carrying capacity and stability, as well as lessened anaphylactoid reaction.
    Type: Grant
    Filed: February 17, 1989
    Date of Patent: February 13, 1990
    Assignee: International Therapeutics Inc.
    Inventors: Walter B. Dandliker, W. Keith R. Watson, Thomas C. Drees
  • Patent number: 4892946
    Abstract: N-(heterocyclicaminocarbonyl)arylsulfonamides in which the aryl radical is substituted in the 2-position by a carboxy radical, ester, thioester, or amide thereof; e.g. N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2-methoxycarbonylbenzenesulf onamide or N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-methoxycarbonylbenze nesulfonamide; are useful for the regulation of plant growth and as pre-emergence and post-emergence herbicides.
    Type: Grant
    Filed: November 24, 1980
    Date of Patent: January 9, 1990
    Assignee: E. I. Du Pont De Nemours and Company
    Inventor: George Levitt
  • Patent number: 4521412
    Abstract: The present invention relates to iodopropargyl-ammonium salts of the formula (I) ##STR1## in which R, R.sup.1, R.sup.2 and X.sup..phi. have the meanings given in the description.They are obtained, for example, by reacting tertiary amines with an iodopropargyl halide. In a second reaction step, the halogen anion can be exchanged for other anions, such as phosphate and sulphate. The iodopropargylammonium salts of the formula (I) are distinguished by high activity as pest-combating agents, in particular by a fungicidal as well as bactericidal activity.
    Type: Grant
    Filed: May 2, 1983
    Date of Patent: June 4, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Georg Schmitt, Paul Reinecke, Wilfried Paulus, Hermann Genth, Walter Radt
  • Patent number: 4483941
    Abstract: Catalysts producing a sharply peaked alkoxylation distribution during the alkoxylation of organic materials comprise mixtures of BF.sub.3 and metal alkyls or metal alkoxides, SiF.sub.4 and metal alkyls or metal alkoxides, or mixtures of these catalysts.
    Type: Grant
    Filed: September 2, 1982
    Date of Patent: November 20, 1984
    Assignee: Conoco Inc.
    Inventor: Kang Yang
  • Patent number: 4469691
    Abstract: Hexamethylenetetramine-N-acetyl-thiazolidine-4-carboxylate having formula (I) ##STR1## is endowed with antibacterial and mucosecretolytic properties. These properties along with the very low toxicity of the compound (I) make it particularly suited for the chemotherapeutical treatment of the affections of the urinary and intestinal tracts, and for the treatment of bladder and intestinal catarrhs.
    Type: Grant
    Filed: November 12, 1982
    Date of Patent: September 4, 1984
    Assignee: Ausonia Farmaceutici s.r.l.
    Inventor: Leonardo De Vincentiis
  • Patent number: 4456722
    Abstract: A novel association complex in disclosed, formed by the interaction between a hexamethylenetetramine quaternary salt of a halogenated allyl halide and a water-soluble homopolymer of ethylene oxide. The composition is neutral in pH, fluoresces at a characteristic wavelength of 355 nanometers, has unusual moisture retention characteristics, and possesses the unique ability to inhibit viral replication. The composition is preferably used in aqueous solution, and finds utility as a protective moisturizing agent for the skin, as a healing agent for skin injuries, as a germicidal lubricant, and as a medication for topical application to lesions due to viral infections.
    Type: Grant
    Filed: November 9, 1982
    Date of Patent: June 26, 1984
    Inventor: Lary L. Foley
  • Patent number: 4237283
    Abstract: Disclosed herein is a process for producing dry compositions containing thiocyanic acid and hexamethylene-tetramine wherein hexamethylene-tetramine is reacted with an alkali or alkaline earth metal thiocyanate in the aqueous phase in the presence of acid, and wherein the aqueous reaction product solution, without isolation of the reaction product, is combined with an inert carrier substance and dried.
    Type: Grant
    Filed: August 15, 1979
    Date of Patent: December 2, 1980
    Assignee: Meggle Milchindustrie GmbH & Co.
    Inventors: Robert Engl, Hans Richter
  • Patent number: 4107317
    Abstract: Derivatives of trans-3-hydroxy-4-amino-chroman and pharmaceutical compositions containing such derivatives are useful for effecting vasodilation in mammals, including humans.
    Type: Grant
    Filed: April 11, 1977
    Date of Patent: August 15, 1978
    Assignee: Beecham Group Limited
    Inventor: Eric Alfred Watts
  • Patent number: 4085281
    Abstract: 3,5,7-Triaza-1-azoniatricyclo(3.3.1.1.sup.3,7)-decane:1-(2-phenoxyethyl)-, bromides are disclosed. These compounds have utility as antimicrobials and herbicides.
    Type: Grant
    Filed: December 23, 1976
    Date of Patent: April 18, 1978
    Assignee: The Dow Chemical Company
    Inventor: James K. Pierce
  • Patent number: 4084003
    Abstract: Pivaloyl benzyl ureas, e.g., 1,1-bis(4-pivaloylbenzyl)-3-methyl urea, are prepared by reacting a corresponding 4",4'"-iminodimethylene-di-tert. alkylophenones with an alkyl isocyanate, and are useful as hypolipidemic agents.
    Type: Grant
    Filed: November 17, 1976
    Date of Patent: April 11, 1978
    Assignee: Sandoz, Inc.
    Inventor: Jeffrey Nadelson
  • Patent number: 4079182
    Abstract: Quaternary ammonium salts consisting of cations and anions wherein the cations have the formula: ##STR1## and the anions are halide ions. These salts which are useful as intermediates in the preparation of 3-phenoxybenzaldehyde, may be prepared by reacting a 3-phenoxybenzyl halide with hexamethylenetetramine.
    Type: Grant
    Filed: November 5, 1976
    Date of Patent: March 14, 1978
    Assignee: Imperial Chemical Industries Limited
    Inventors: Eric George Savins, Philip David Bentley
  • Patent number: 4069220
    Abstract: A process has been developed for producing complexes of phenol or phenolic compounds and hexamethylenetetramine by mixing the ingredients with only enough water, or other suitable solvent, to promote the reaction. Heat liberated by the reaction is controlled by cooling the mixing chamber, and drying is accomplished by removing the small amount of solvent in conventional type dryers.
    Type: Grant
    Filed: September 21, 1976
    Date of Patent: January 17, 1978
    Assignee: Jim Walter Resources, Inc.
    Inventors: Henry Philip Orem, David R. Hart, Jerry E. Hill
  • Patent number: 4062870
    Abstract: Compounds of the formula ##STR1## wherein R.sub.3 is hydrogen, halogen, alkyl of 1 to 6 carbon atoms, alkenyl of 2 to 6 carbon atoms, alkoxyl of 1 to 6 carbon atoms, alkenyloxyl of 2 to 6 carbon atoms, alkylthio of 1 to 6 carbon atoms, hydroxyl, amino, alkylamino of 1 to 6 carbon atoms, dialkylamino of 1 to 6 carbon atoms, nitro, trifluoromethyl, acylamino of 2 to 7 carbon atoms, alkoxysulphonylamino of 1 to 6 carbon atoms, carboxyl, nitrile, AOR.sub.4, ASR.sub.7, ASO.sub.2 R.sub.7, ANHR.sub.7, ANR.sub.7 COR.sub.8, ANR.sub.7 SO.sub.2 R.sub.8 or ANR.sub.7 CO.sub.2 R.sub.8, wherein A is alkylene of 1 to 4 carbon atoms, R.sub.7 is alkyl of 1 to 4 carbon atoms and R.sub.8 is alkyl of 1 to 4 carbon atoms;R.sub.4 is hydrogen or halogen; orR.sub.3 together with R.sub.4 forms a --CH.dbd.CH--CH.dbd.CH--, --NH--CH.dbd.CH--, --CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 -- or --CH.sub.2 --CH.sub.2 --CH.sub.2 --CO-- system;R.sub.5 is hydrogen, alkyl of 1 to 6 carbon atoms or phenyl; andR.sub.
    Type: Grant
    Filed: June 28, 1976
    Date of Patent: December 13, 1977
    Assignee: Beecham Group Limited
    Inventor: Eric Alfred Watts
  • Patent number: 4048317
    Abstract: Anti-hypertensive derivatives of trans-3-hydroxy-4-amino-chroman, their preparation from amines and chroman epoxide derivatives, and pharmaceutical compositions containing such anti-hypertensive derivatives for reducing blood pressure in mammals including humans.
    Type: Grant
    Filed: May 14, 1975
    Date of Patent: September 13, 1977
    Assignee: Beecham Group Limited
    Inventor: Eric Alfred Watts
  • Patent number: 4044007
    Abstract: Adducts of certain unsaturated halides with hexamethylenetetramine are known to be effective germicides when present in concentrations as low as 0.01 percent in water-containing organic mixtures. However, under certain conditions the compounds may undergo detrimental spontaneous exothermic decomposition. Blending with the adduct an additament which undergoes an endothermic change at a temperature below that at which exothermic decomposition of the adduct decomposition thereby providing a composition stabilized for packaging and/or storage.
    Type: Grant
    Filed: November 18, 1976
    Date of Patent: August 23, 1977
    Assignee: The Dow Chemical Company
    Inventor: William L. Howard
  • Patent number: RE29883
    Abstract: A number of water-soluble, one-to-one quaternary ammonium adducts of unsaturated organic halides and dihalides with hexamethylenetetramine are known as being useful as antimicrobial agents. It has now been discovered that a two-to-one quaternary ammonium adduct can be prepared from hexamethylenetetramine and 3,4-dichlorobutene-1; this two-to-one adduct is a more active, less toxic antimicrobial agent than the known one-to-one quaternary ammonium adducts.
    Type: Grant
    Filed: May 25, 1977
    Date of Patent: January 16, 1979
    Assignee: Cosan Chemical Corporation
    Inventors: Jerome S. Luloff, Albert L. Eilender