Acyclic Patents (Class 564/113)
  • Publication number: 20150038687
    Abstract: The present invention relates to a method of forming diazoalkanes. One aspect of the present invention provides a method for the production of a N-alkyl-N-nitroso compound from a starting material, comprising the use of a tribasic acid to acidify an amine. A second aspect of the present invention provides a method for the production of a diazoalkane, comprising reacting a N-alkyl-N-nitroso compound with a base and a phase transfer catalyst, wherein no organic solvent is used.
    Type: Application
    Filed: January 23, 2013
    Publication date: February 5, 2015
    Inventor: Lee Proctor
  • Patent number: 8119840
    Abstract: The present invention relates generally to nitric oxide releasing pharmaceutical compounds. More particularly, the present invention relates to pharmaceutical compositions that release nitric oxide under physiological conditions. In one embodiment, the present invention relates to new chemical compounds—diazeniumdiolates nitric oxide donors—that are based on ethambutol possessing physiological and biomedical activity.
    Type: Grant
    Filed: March 3, 2006
    Date of Patent: February 21, 2012
    Assignee: The University of Akron
    Inventors: Daniel J. Smith, Marcos Lopez
  • Publication number: 20080214646
    Abstract: This invention provides a prodrug that help arthritis patients without increasing cardiovascular and gastrointestinal risk. A novel group of hybrid nitric oxide-releasing non-steroidal anti-inflammatory drugs (NO-NSAIDs), moiety attached via a one -carbon methylene spacer to the carboxylic acid group of the traditional NSAIDs aspirin, ibuprofen and indomethacin were synthesized. The ester prodrugs showed equipotent anti-inflammatory activities in vivo to that of the parent aspirin, ibuprofen and indomethacin. The simultaneous release of parent drug and nitric oxide from the NO- prodrugs constitutes a potentially beneficial property for the prophylactic prevention of thrombus formation and adverse cardiovascular events such as stroke and myocardial infarction. Data acquired in an in vivo ulcer index (UI) assay showed that this group of ester prodrugs in which no lesions were observed when compared to the parent drugs at equivalent doses.
    Type: Application
    Filed: May 16, 2006
    Publication date: September 4, 2008
    Inventors: Edward E. Knaus, Carlos Velazquez
  • Patent number: 6348629
    Abstract: An aqueous phase inhibitor for quenching free radical polymerization comprising a free radical quenching agent having a hydrophilic tail is disclosed, as well as a coating and related methods. In one embodiment, the free radical quenching agent can either be an N-hydroxylamine or an N-nitrosonamine, the hydrophilic tail can be a polyhydric alcohol tail and the inhibitor can be a concentrate in a liquid medium such as water, alcohol and mixture thereof.
    Type: Grant
    Filed: August 9, 2001
    Date of Patent: February 19, 2002
    Assignee: Sun Drilling Products Corp.
    Inventor: Robert Albright
  • Patent number: 6210536
    Abstract: This invention is directed to certain N,N′-dinitroso phenylenediamines useful as polymerization inhibitors for acrylic acids and esters thereof. Also disclosed are compositions containing such compounds, and methods for inhibiting polymerization using such compounds and compositions.
    Type: Grant
    Filed: September 2, 1993
    Date of Patent: April 3, 2001
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Anthony Vincent Grossi, Paul Edwin Stott
  • Patent number: 6147068
    Abstract: A pharmaceutical composition of matter for delivering nitric oxide. The composition is an amine that was reacted with nitric oxide. The composition of matter is lipophilic and insoluble and therefore delivers nitric oxide to the specific area of the body where it is introduced. Also, a method of synthesizing an amine and reacting it with nitric oxide to form the pharmaceutical composition of matter. Finally, a method of using the pharmaceutical composition of matter to deliver nitric oxide to the body.
    Type: Grant
    Filed: September 21, 1998
    Date of Patent: November 14, 2000
    Assignee: The University of Akron
    Inventors: Daniel J. Smith, Dominick Roselle
  • Patent number: 5814656
    Abstract: A method for the treatment of mammalian tissue injured or at risk of injury during sepsis or shock including the administration to a mammal a diazeniumdiolate which releases a therapeutically effective amount of nitric oxide sufficient to protect the tissue from sepsis- or shock-induced injury.
    Type: Grant
    Filed: October 2, 1997
    Date of Patent: September 29, 1998
    Assignee: The United States Of America, as represented by the Department Of Health And Human Services
    Inventors: Joseph E. Saavedra, Larry K. Keefer
  • Patent number: 5789617
    Abstract: This invention relates to novel neopentyl difluoroamino compounds which are useful as plasticizers and oxidizers in energetic formulations, such as propellants, explosives, and gasifiers. These neopentyl difluoroamino compounds can be prepared either: (1) by the direct fluorination of amine derivatives containing energetic pendant groups; or (2) by first preparing NF.sub.2 -derivatives and then substituting these derivatives with energetic pendant groups. In particular, mono- and bis-(difluoroaminomethyl) oxetanes are synthesized and further reacted to yield the corresponding dinitrate esters. It has been discovered that these NF.sub.2 -dinitrate esters are very useful as energetic plasticizers in high-energy formulations.
    Type: Grant
    Filed: September 2, 1992
    Date of Patent: August 4, 1998
    Assignee: Aerojet-General Corporation
    Inventors: Thomas G. Archibald, Gerald E. Manser
  • Patent number: 5366997
    Abstract: There are disclosed cardiovascularly active compounds possessing antihypertensive properties, and pharmaceutical compositions containing these agents and a method of treating cardiovascular disorders with the compounds. The active components of the pharmaceutical compositions are compounds of formula I ##STR1## wherein R.sub.1 and R.sub.2 are independently chosen from straight chain and branched chain alkyl and olefinic groups, which may be unsubstituted or substituted; or R.sub.1 and R.sub.2 together with the nitrogen atom they are bonded to form a heterocyclic group; and R.sub.3 is a pharmaceutically acceptable organic group selected from alkyl and olefinic groups which may be unsubstituted or substituted, acyl, a sulfonyl, sulfinyl, sulfenyl, carbonate, or carbamate derivative; or R.sub.3 is a group of the formula--(CH.sub.2).sub.n ONN(O)NR.sub.1 R.sub.2, wherein n is 2-8, and R.sub.1 and R.sub.2 are as described above. Novel compounds are disclosed wherein at least one of R.sub.1, R.sub.2 and R.sub.
    Type: Grant
    Filed: September 23, 1992
    Date of Patent: November 22, 1994
    Assignee: The United States of America as represented by the Secretary of the Department of Health and Human Services
    Inventors: Larry K. Keefer, Tambra M. Dunams, Joseph E. Saavedra
  • Patent number: 5324857
    Abstract: Reaction of amine-containing substrates with hydrogen peroxide can suffer from certain problems, especially in the presence of transition metals. These problems include both in situ generation of impurities and particularly nitrosamines, which are allegedly carcinogenic, and also impaired product formation. The problems can be ameliorated by employing in the reaction mixture free radical scavengers, including in particular phenols and polyhydroxy-substituted aromatic compounds. The scavengers are advantageously employed in conjunction with a metal chelating agent such as polycarboxylic acid or an organopolyphosphonic acid.
    Type: Grant
    Filed: April 28, 1992
    Date of Patent: June 28, 1994
    Assignee: Solvay Interox
    Inventor: Noel S. Shehad
  • Patent number: 5155137
    Abstract: There are disclosed novel complexes of nitric oxide and polyamines which are useful in treating cardiovascular disorders, including hypertension. The disclosed compounds release nitric oxide (endothelium-derived relaxing factor) under physiological conditions in a sustained and controllable fashion, and possess long mechanisms of action.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: October 13, 1992
    Assignee: The United States of America as represented by the Secretary of the Department of Health and Human Services
    Inventors: Larry K. Keefer, Joseph A. Hrabie
  • Patent number: 5008455
    Abstract: There is provided a method for the production of hydroxylamine derivatives or the salt thereof in which a salt of hydroxamic acid is reacted with an alkylating agent such as diethyl sulfate to form an ester of hydroxamic acid, which is reacted with mineral acid in an aqueous solution of lower alcohol so as to prepare hydroxylamine derivatives or the salt thereof. In this process, the incorporation of an oxidizing agent or aldehydes in the reaction system will significantly reduce the content of nitrosoamines in the resulting solution of hydroxylamine derivatives or the salt thereof. Therefore, the resulting hydroxylamine derivatives obtained with a lesser content of harmful compound will be useful as an intermediate for the production of drugs and pesticides.
    Type: Grant
    Filed: December 6, 1989
    Date of Patent: April 16, 1991
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Masashi Nakajima, Nobuo Tomita, Kenji Suzaki, Akira Kaneko, Mikio Sawaki
  • Patent number: 4954526
    Abstract: A method of treating cardiovascular disorders in a mammal, by administering to said mammal an effective amount of a compound of the formula:[R--N(H)N(NO)O--].sub.y Xwherein R is loweralkyl, aryl, arylalkyl, or cycloalkyl, any of which R groups may be optionally substituted by one to three substituents selected from the group consisting of: halo, hydroxyl, alkoxy, amino, amido, formyl, carboxyl, or nitro; and wherein X is a pharmaceutically acceptable cation, a pharmaceutically acceptable metal center, or a pharmaceutically acceptable organic group selected from loweralkyl, acyl or amido, and Y is 1 to 3 consistent with the valence of X. Pharmaceutical compositions containing the compounds are also provided.
    Type: Grant
    Filed: February 28, 1989
    Date of Patent: September 4, 1990
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventor: Larry K. Keefer
  • Patent number: 4939266
    Abstract: Nitrosamine-free 3-isothiazolone biocidal compositions suitable for applications where substantial human or animal contact is anticipated, their method of use and process of preparation are disclosed.
    Type: Grant
    Filed: July 3, 1989
    Date of Patent: July 3, 1990
    Assignee: Rohm and Haas Company
    Inventors: Horst O. Bayer, Barry C. Lange, Ramesh B. Petigara
  • Patent number: 4550177
    Abstract: 4-Aminophenoxy cyclotriphosphazenes are reacted with maleic anhydride to produce maleamic acids which are converted to the maleimides. The maleimides are polymerized. By selection of starting materials (e.g. hexakis amino or trisaminophenoxy-trisphenoxy-cyclotriphosphazenes), selection of molar proportions of reactants, use of mixtures of anhydrides and use of dianhydrides as bridging groups a variety of maleimides and polymers are produced. The polymers have high limiting oxygen indices, high char yields and other useful heat and fire resistant properties making them useful as, for example, impregnants of fabrics.
    Type: Grant
    Filed: April 11, 1984
    Date of Patent: October 29, 1985
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Devendra Kumar, George M. Fohlen, John A. Parker
  • Patent number: 4535154
    Abstract: A method for the reduction of nitrogen compounds containing an N--N or N.dbd.N bond, which are soluble in water or lower alcohols, particularly nitrosamines, hydrazines, nitramines, azo- and azoxy-compounds, to the corresponding amines; comprising contacting the nitrogen compounds with a hydroxide solution and a nickel-aluminum alloy in the absence of a hydrogen atmosphere, at room temperature and at atmospheric pressure, for a sufficient time to produce the corresponding amine in a single step.
    Type: Grant
    Filed: July 13, 1983
    Date of Patent: August 13, 1985
    Assignee: United States of America
    Inventors: Larry K. Keefer, George Lunn
  • Patent number: H78
    Abstract: Energetic diols of the formula ##STR1## wherein R is --H, --NO, --NO.sub.2, --CN, or --CH.sub.2 COOH, and diesters of the formula ##STR2## wherein R is --H, --NO, --NO.sub.2, --CN, --CH.sub.2 COOCH.sub.3, --CH.sub.2 COOCH.sub.2 C(NO.sub.2).sub.2 CH.sub.3, or --CH.sub.2 COOCH.sub.2 C(NO.sub.2).sub.3 and R' is an alkyl, fluoroalkyl, chloroalkyl, aryl, fluoroaryl, chloroalkyl, aralkyl, fluoroaralkyl, chloroaralkyl, or alkene group.
    Type: Grant
    Filed: May 6, 1983
    Date of Patent: July 1, 1986
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Horst G. Adolph, Michael E. Sitzmann