Acyclic Patents (Class 564/113)
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Patent number: 10611704Abstract: A process of converting a carbon-carbon double bond on a substrate into a cyclopropane ring, which method comprises the step of treating the substrate with a N-alkyl-N-nitroso compound, a transition metal catalyst and an aqueous base, wherein the N-alkyl-N-nitroso compound is formed by reacting an alkyl amine with an alkali metal nitrite in the presence of a mono-basic or di-basic acid, or a mixture thereof, and wherein the N-alkyl-N-nitroso compound is not distilled before it is mixed with the substrate, catalyst and base.Type: GrantFiled: September 14, 2016Date of Patent: April 7, 2020Assignee: Givaudan, S.A.Inventors: Fridtjof Schröder, Marcel Steck
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Publication number: 20150038687Abstract: 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: ApplicationFiled: January 23, 2013Publication date: February 5, 2015Inventor: Lee Proctor
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Patent number: 8119840Abstract: 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: GrantFiled: March 3, 2006Date of Patent: February 21, 2012Assignee: The University of AkronInventors: Daniel J. Smith, Marcos Lopez
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Publication number: 20080214646Abstract: 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: ApplicationFiled: May 16, 2006Publication date: September 4, 2008Inventors: Edward E. Knaus, Carlos Velazquez
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Patent number: 6348629Abstract: 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: GrantFiled: August 9, 2001Date of Patent: February 19, 2002Assignee: Sun Drilling Products Corp.Inventor: Robert Albright
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Patent number: 6210536Abstract: 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: GrantFiled: September 2, 1993Date of Patent: April 3, 2001Assignee: Uniroyal Chemical Company, Inc.Inventors: Anthony Vincent Grossi, Paul Edwin Stott
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Patent number: 6147068Abstract: 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: GrantFiled: September 21, 1998Date of Patent: November 14, 2000Assignee: The University of AkronInventors: Daniel J. Smith, Dominick Roselle
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Patent number: 5814656Abstract: 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: GrantFiled: October 2, 1997Date of Patent: September 29, 1998Assignee: The United States Of America, as represented by the Department Of Health And Human ServicesInventors: Joseph E. Saavedra, Larry K. Keefer
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Patent number: 5789617Abstract: 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: GrantFiled: September 2, 1992Date of Patent: August 4, 1998Assignee: Aerojet-General CorporationInventors: Thomas G. Archibald, Gerald E. Manser
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Patent number: 5366997Abstract: 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: GrantFiled: September 23, 1992Date of Patent: November 22, 1994Assignee: The United States of America as represented by the Secretary of the Department of Health and Human ServicesInventors: Larry K. Keefer, Tambra M. Dunams, Joseph E. Saavedra
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Patent number: 5324857Abstract: 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: GrantFiled: April 28, 1992Date of Patent: June 28, 1994Assignee: Solvay InteroxInventor: Noel S. Shehad
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Patent number: 5155137Abstract: 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: GrantFiled: September 20, 1990Date of Patent: October 13, 1992Assignee: The United States of America as represented by the Secretary of the Department of Health and Human ServicesInventors: Larry K. Keefer, Joseph A. Hrabie
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Patent number: 5008455Abstract: 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: GrantFiled: December 6, 1989Date of Patent: April 16, 1991Assignee: Nippon Soda Co., Ltd.Inventors: Masashi Nakajima, Nobuo Tomita, Kenji Suzaki, Akira Kaneko, Mikio Sawaki
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Patent number: 4954526Abstract: 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: GrantFiled: February 28, 1989Date of Patent: September 4, 1990Assignee: The United States of America as represented by the Department of Health and Human ServicesInventor: Larry K. Keefer
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Patent number: 4939266Abstract: 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: GrantFiled: July 3, 1989Date of Patent: July 3, 1990Assignee: Rohm and Haas CompanyInventors: Horst O. Bayer, Barry C. Lange, Ramesh B. Petigara
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Patent number: 4550177Abstract: 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: GrantFiled: April 11, 1984Date of Patent: October 29, 1985Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Devendra Kumar, George M. Fohlen, John A. Parker
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Patent number: 4535154Abstract: 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: GrantFiled: July 13, 1983Date of Patent: August 13, 1985Assignee: United States of AmericaInventors: Larry K. Keefer, George Lunn
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Patent number: H78Abstract: 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: GrantFiled: May 6, 1983Date of Patent: July 1, 1986Assignee: The United States of America as represented by the Secretary of the NavyInventors: Horst G. Adolph, Michael E. Sitzmann