TWI386201B - N-鹵化胺基酸、n,n-二鹵化胺基酸與其衍生物;以及使用其之組合物與方法 - Google Patents
N-鹵化胺基酸、n,n-二鹵化胺基酸與其衍生物;以及使用其之組合物與方法 Download PDFInfo
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- TWI386201B TWI386201B TW095102567A TW95102567A TWI386201B TW I386201 B TWI386201 B TW I386201B TW 095102567 A TW095102567 A TW 095102567A TW 95102567 A TW95102567 A TW 95102567A TW I386201 B TWI386201 B TW I386201B
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- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
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- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
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- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
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- A61K33/18—Iodine; Compounds thereof
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K33/00—Medicinal preparations containing inorganic active ingredients
- A61K33/20—Elemental chlorine; Inorganic compounds releasing chlorine
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61P31/10—Antimycotics
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
- C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C309/13—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
- C07C309/14—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton containing amino groups bound to the carbon skeleton
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
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- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
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- Inorganic Chemistry (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Virology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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| Publication number | Priority date | Publication date | Assignee | Title |
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| PL1656095T3 (pl) * | 2003-08-18 | 2014-04-30 | Novabay Pharmaceuticals Inc | N,n-dwuchlorowcowane kwasy aminowe i pochodne |
| US8747882B2 (en) | 2005-04-21 | 2014-06-10 | Astra Tech Ab | Catheter assembly with bactericidal effect |
| CA2623576A1 (en) * | 2005-09-21 | 2007-03-29 | Novabay Pharmaceuticals, Inc. | System and method for the prevention and treatment of bacterial and fungal infections including urinary tract infections (uti) using a hypohalous acid compositions |
| TWI432231B (zh) * | 2005-10-06 | 2014-04-01 | Novabay Pharmaceuticals Inc | 使用n-鹵化胺基酸於預防包括泌尿道感染(uti)之細菌性與真菌性感染的系統與方法 |
| TW200843787A (en) * | 2006-12-29 | 2008-11-16 | Novabay Pharmaceuticals Inc | N-halogenated amino compounds and derivatives; compositions and methods of using them |
| US20080287866A1 (en) * | 2007-01-31 | 2008-11-20 | Adam Heller | Methods and compositions for the treatment of pain |
| UY31056A1 (es) * | 2007-05-01 | 2008-10-31 | Alcon Res Ltd | Fromulaciones aminocido n-halogenado y metodos de limpieza y desinfeccion |
| UY31059A1 (es) * | 2007-05-01 | 2008-10-31 | Alcon Res Ltd | Formulaciones de aminoacido n-halogenado |
| UY31057A1 (es) * | 2007-05-01 | 2008-10-31 | Alcon Res Ltd | Formulaciones de aminoacido n-halogenado que contiene acido alifatico |
| UY31058A1 (es) * | 2007-05-01 | 2008-10-31 | Alcon Res Ltd | Formulaciones de aminoacido n-halogenado con compuestos antiinflamatorios |
| UY31055A1 (es) * | 2008-02-01 | 2008-10-31 | Alcon Res Ltd | Sales antimicrobianas de aminoacido n-halogenado |
| EP2265267B1 (en) | 2008-04-10 | 2016-09-21 | Waldemar Gottardi | Compositions comprising n-halogenated or n, n-dihalogenated amine for treatment and prophylaxis of bronchopulmonary infections |
| WO2009127924A1 (en) * | 2008-04-15 | 2009-10-22 | Waldemar Gottardi | Compositions and devices for antisepsis and anticoagulation |
| IL192262A (en) * | 2008-06-17 | 2016-05-31 | Z H T Eng Equipment And Tech Ltd | A polymer that releases drugs into the animal body, a medicinal product containing it and a method for its preparation |
| WO2010017405A1 (en) * | 2008-08-06 | 2010-02-11 | Adam Heller | Methods and compositions for the treatment of pain |
| CN102176818A (zh) * | 2008-08-12 | 2011-09-07 | 诺华贝制药公司 | 抗微生物凝胶制剂 |
| US8764638B2 (en) | 2008-10-17 | 2014-07-01 | Al Medical Devices, Inc. | Endotracheal intubation device |
| EP2341886B1 (en) | 2008-11-07 | 2015-08-26 | NovaBay Pharmaceuticals, Inc. | Antimicrobial n-chlorinated compositions |
| US8722715B2 (en) * | 2008-11-07 | 2014-05-13 | NovaBay Pharmaceuticals | Antimicrobial oxazolidinone, hydantoin and imidazolidinone compositions |
| WO2010091280A1 (en) | 2009-02-06 | 2010-08-12 | Alcon Research, Ltd. | N-halogenated amino acid formulations comprising phosphine or amine oxides |
| JP5587969B2 (ja) * | 2009-03-18 | 2014-09-10 | オラテック インダストリーズ リミティド ライアビリティ カンパニー | 炎症及び疼痛の処置用の化合物 |
| US20100272783A1 (en) * | 2009-04-24 | 2010-10-28 | Novabay Pharmaceuticals, Inc. | Methods of Treating Infections of the Nail |
| US20110020474A1 (en) * | 2009-07-27 | 2011-01-27 | Novabay Pharmaceuticals, Inc. | Methods of Treating Infections of the Nail or Skin Using Hypohalite |
| EP2531026A4 (en) * | 2010-02-04 | 2013-09-25 | Novabay Pharmaceuticals Inc | ANTIMICROBIAL FORMULATIONS ON POLYSACCHARID BASE |
| US9888832B2 (en) | 2010-09-24 | 2018-02-13 | Blink Device LLC | Endotracheal intubation device |
| TWI407907B (zh) * | 2010-10-04 | 2013-09-11 | Far Eastern New Century Corp | An antibacterial agent with water solubility and biodegradability |
| CN103747770A (zh) | 2011-06-15 | 2014-04-23 | Rls全球股份公司 | 龋牙本质组织的检测和除去 |
| SE536581C2 (sv) | 2012-07-24 | 2014-03-11 | Rls Global Ab | Ett kit för behandling av sår eller liknande och ett preparat och metoder därav |
| CA3026576A1 (en) | 2016-06-09 | 2017-12-14 | Johnson Matthey Public Limited Company | Electrolytic production of organic chloramine solutions |
| MX2020008026A (es) * | 2018-01-30 | 2020-09-10 | Buckman Laboratories Int Inc | Combinaciones sinergicas de monocloramina y acido organico, y metodos de uso de las mismas para control microbiano. |
| CN113729039A (zh) * | 2021-08-27 | 2021-12-03 | 上海罗克环控节能科技股份有限公司 | 一种绿色环保消毒液及其制造方法 |
| US12251486B2 (en) | 2021-09-09 | 2025-03-18 | Toyota Motor North America, Inc. | Vehicle sanitizing systems and methods for using the same |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3998945A (en) * | 1972-06-12 | 1976-12-21 | National Patent Development Corporation | Dental treatment |
| JPH07206609A (ja) * | 1994-01-13 | 1995-08-08 | Sogo Yatsukou Kk | 殺菌剤 |
| DE19816102C1 (de) * | 1998-04-10 | 1999-09-16 | Waldemar Gottardi | Verfahren zum Inaktivieren von Viren in Proteinlösungen, Verwendung von N-Chlortaurin in dem Verfahren sowie nach dem Verfahren hergestellte Proteinlösungen |
| WO2002058692A2 (fr) * | 2001-01-23 | 2002-08-01 | Arnaud Mainnemare | Composition halogenee de hypohalites avec n-chloramine taurine, procede de preparation et ses utilisations |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4015008A (en) * | 1974-02-01 | 1977-03-29 | National Patent Development Corporation | N,N-dichloro substituted aminocarboxylic acids as microbiocides |
| US3950536A (en) * | 1974-02-01 | 1976-04-13 | Sol Joseph Barer | N,N-Dichloro substituted aminocarboxylic acids as bactericides and fungicides |
| US4045578A (en) * | 1974-06-14 | 1977-08-30 | Interx Research Corporation | N-chloro-amino acid derivatives exhibiting antibacterial activity |
| US3966796A (en) * | 1974-06-14 | 1976-06-29 | Interx Research Corporation | N-chloro-amino acid derivatives activity |
| US4386103A (en) * | 1981-01-30 | 1983-05-31 | Merck & Co., Inc. | Dichloroamino acid derivatives useful as potent germicidal and fungicidal agents |
| US5096700A (en) * | 1990-09-28 | 1992-03-17 | The Procter & Gamble Company | Halogenated aminohexanoates and aminobutyrates antimicrobial agents |
| DE4041703C2 (de) | 1990-12-24 | 1993-10-21 | Waldemar Dr Gottardi | Alkalimetallsalze des N-Chlortaurins in kristalliner Form, Verfahren zu deren Herstellung und deren Verwendung |
| US5753701A (en) * | 1996-10-25 | 1998-05-19 | University Of Kentucky | N-chloro-N-methyl glucamine and N-chloro-N-methyl glucamine esters as novel safe agents for water disinfection |
| DE19712565A1 (de) * | 1997-03-25 | 1998-10-01 | Thomas W Dr Stief | Arzneimittel auf der Basis eines Singulett-Sauerstoff erzeugenden Agenzes |
| CA2320556A1 (en) | 1999-09-29 | 2001-03-29 | Queen's University At Kingston | N,n-dichlorinated omega amino acids and uses thereof |
| EP1239853B1 (de) | 2000-09-14 | 2006-11-08 | Waldemar Gottardi | Mittel enthaltend n-chlortaurin sowie dessen verwendung zur behandlung von schleimhautpolypen |
| AU2003279905A1 (en) * | 2002-06-27 | 2004-01-19 | Nicholas L. Geranio | Integrated property database and search engine |
| PL1656095T3 (pl) * | 2003-08-18 | 2014-04-30 | Novabay Pharmaceuticals Inc | N,n-dwuchlorowcowane kwasy aminowe i pochodne |
| US7129259B2 (en) * | 2003-12-17 | 2006-10-31 | Rib-X Pharmaceuticals, Inc. | Halogenated biaryl heterocyclic compounds and methods of making and using the same |
| TW200843787A (en) | 2006-12-29 | 2008-11-16 | Novabay Pharmaceuticals Inc | N-halogenated amino compounds and derivatives; compositions and methods of using them |
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2006
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- 2006-01-25 AU AU2006208046A patent/AU2006208046B2/en not_active Ceased
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- 2006-01-25 WO PCT/US2006/002875 patent/WO2006081392A1/en not_active Ceased
- 2006-01-25 BR BRPI0607302-6A patent/BRPI0607302A2/pt not_active Application Discontinuation
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- 2006-01-25 EP EP06733945.7A patent/EP1896001B1/en not_active Not-in-force
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- 2007-07-23 IL IL184771A patent/IL184771A/en active IP Right Grant
- 2007-08-01 ZA ZA2007/06402A patent/ZA200706402B/en unknown
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3998945A (en) * | 1972-06-12 | 1976-12-21 | National Patent Development Corporation | Dental treatment |
| JPH07206609A (ja) * | 1994-01-13 | 1995-08-08 | Sogo Yatsukou Kk | 殺菌剤 |
| DE19816102C1 (de) * | 1998-04-10 | 1999-09-16 | Waldemar Gottardi | Verfahren zum Inaktivieren von Viren in Proteinlösungen, Verwendung von N-Chlortaurin in dem Verfahren sowie nach dem Verfahren hergestellte Proteinlösungen |
| WO2002058692A2 (fr) * | 2001-01-23 | 2002-08-01 | Arnaud Mainnemare | Composition halogenee de hypohalites avec n-chloramine taurine, procede de preparation et ses utilisations |
Also Published As
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| KR20070098947A (ko) | 2007-10-05 |
| BRPI0607302A2 (pt) | 2009-08-25 |
| IL184771A (en) | 2013-04-30 |
| US20060247209A1 (en) | 2006-11-02 |
| IL184771A0 (en) | 2007-12-03 |
| WO2006081392A1 (en) | 2006-08-03 |
| CN101132785A (zh) | 2008-02-27 |
| CA2595889A1 (en) | 2006-08-03 |
| AU2006208046A2 (en) | 2006-08-03 |
| EP1896001A1 (en) | 2008-03-12 |
| US7846971B2 (en) | 2010-12-07 |
| JP5329095B2 (ja) | 2013-10-30 |
| JP2008531479A (ja) | 2008-08-14 |
| TW200640445A (en) | 2006-12-01 |
| ZA200706402B (en) | 2011-12-28 |
| MX2007008928A (es) | 2007-12-10 |
| EP1896001B1 (en) | 2013-06-19 |
| ES2421157T3 (es) | 2013-08-29 |
| CA2595889C (en) | 2013-11-19 |
| AU2006208046B2 (en) | 2011-03-24 |
| AU2006208046A1 (en) | 2006-08-03 |
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