JP2004500378A5 - - Google Patents
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- JP2004500378A5 JP2004500378A5 JP2001556239A JP2001556239A JP2004500378A5 JP 2004500378 A5 JP2004500378 A5 JP 2004500378A5 JP 2001556239 A JP2001556239 A JP 2001556239A JP 2001556239 A JP2001556239 A JP 2001556239A JP 2004500378 A5 JP2004500378 A5 JP 2004500378A5
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- JP
- Japan
- Prior art keywords
- acid
- group
- substance
- bismuth
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 239000000126 substance Substances 0.000 description 6
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- 150000001622 bismuth compounds Chemical class 0.000 description 3
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- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
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- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 description 1
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- GHCZAUBVMUEKKP-UHFFFAOYSA-N ursodeoxycholic acid glycine-conjugate Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(=O)NCC(O)=O)C)C1(C)CC2 GHCZAUBVMUEKKP-UHFFFAOYSA-N 0.000 description 1
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| US18026800P | 2000-02-04 | 2000-02-04 | |
| PCT/US2001/003745 WO2001056547A2 (en) | 2000-02-04 | 2001-02-05 | Preparation of aqueous clear solution dosage forms with bile acids |
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| RU (1) | RU2277913C2 (enExample) |
| WO (1) | WO2001056547A2 (enExample) |
Families Citing this family (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20070072828A1 (en) * | 1998-07-24 | 2007-03-29 | Yoo Seo H | Bile preparations for colorectal disorders |
| US7772220B2 (en) * | 2004-10-15 | 2010-08-10 | Seo Hong Yoo | Methods and compositions for reducing toxicity of a pharmaceutical compound |
| US7303768B2 (en) * | 1998-07-24 | 2007-12-04 | Seo Hong Yoo | Preparation of aqueous clear solution dosage forms with bile acids |
| US20050158408A1 (en) * | 1998-07-24 | 2005-07-21 | Yoo Seo H. | Dried forms of aqueous solubilized bile acid dosage formulation: preparation and uses thereof |
| KR100765026B1 (ko) * | 2000-11-24 | 2007-10-09 | 제파마 가부시키가이샤 | 수용성 내복 액제 |
| KR20030082053A (ko) * | 2002-04-16 | 2003-10-22 | 진갑덕 | 담염(膽鹽)을 함유한 치약 조성물 |
| AU2003900096A0 (en) * | 2003-01-10 | 2003-02-20 | Nature Vet | Orally deliverable pharmaceutical composition protein pump inhibitors |
| US7145125B2 (en) | 2003-06-23 | 2006-12-05 | Advanced Optical Technologies, Llc | Integrating chamber cone light using LED sources |
| US20050053664A1 (en) * | 2003-09-08 | 2005-03-10 | Eliezer Zomer | Co-administration of a polysaccharide with a chemotherapeutic agent for the treatment of cancer |
| US20060127468A1 (en) | 2004-05-19 | 2006-06-15 | Kolodney Michael S | Methods and related compositions for reduction of fat and skin tightening |
| US7754230B2 (en) * | 2004-05-19 | 2010-07-13 | The Regents Of The University Of California | Methods and related compositions for reduction of fat |
| ES2372499T3 (es) * | 2004-05-19 | 2012-01-20 | Los Angeles Biomedical Research Institute At Harbor-Ucla Medical Center | Uso de un detergente para la eliminación no quirúrgica de grasa. |
| ES2339790T3 (es) * | 2004-08-30 | 2010-05-25 | Seo Hong Yoo | Efecto neuroprotector de udca solubilizado en modelo isquemico focal. |
| DE602005027727D1 (de) * | 2004-10-15 | 2011-06-09 | Seo Hong Yoo | Zusammensetzungen zur verringerung der toxizität von cisplatin, carboplatin und oxaliplatin |
| EP1814558B1 (en) * | 2004-11-01 | 2010-12-15 | Seo Hong Yoo | Methods and compositions for reducing neurodegeneration in amyotrophic lateral sclerosis |
| CN101048164B (zh) * | 2004-11-01 | 2012-05-09 | 柳署弘 | 降低肌萎缩性侧索硬化中神经变性的组合物 |
| EP1819318A1 (en) * | 2004-11-24 | 2007-08-22 | Seo Hong Yoo | Dried forms of aqueous solubilized bile acid dosage formulation |
| WO2007022105A2 (en) | 2005-08-12 | 2007-02-22 | Rubicon Research Pvt. Ltd. | Stable pharmaceutical compositions, processes for making the same, and methods of their use |
| WO2007073096A1 (en) * | 2005-12-20 | 2007-06-28 | Sk Chemicals Co., Ltd. | Anti-gastritis and anti-ulcer agent containing momordicae semen extract and momordica saponin i isolated from the same |
| RU2308947C1 (ru) * | 2006-02-26 | 2007-10-27 | Новосибирский институт органической химии им. Н.Н. Ворожцова СО РАН (НИОХ СО РАН) | Лекарственное средство с гиполипидемическим эффектом "симваглизин" |
| WO2008011216A2 (en) | 2006-05-16 | 2008-01-24 | Pro-Pharmaceuticals, Inc. | Galactose-pronged polysaccharides in a formulation for antifibrotic therapies |
| WO2008033142A1 (en) * | 2006-09-15 | 2008-03-20 | Seo Hong Yoo | Bile preparations for colorectal disorders |
| JOP20180077A1 (ar) | 2007-06-19 | 2019-01-30 | Kythera Biopharmaceuticals Inc | تركيبات وطرق لحمض صفراوي تخليقي |
| US8242294B2 (en) | 2007-06-19 | 2012-08-14 | Kythera Biopharmaceuticals, Inc. | Synthetic bile acid compositions and methods |
| US20080318870A1 (en) | 2007-06-19 | 2008-12-25 | Kythera Biopharmaceuticals, Inc. | Synthetic bile acid compositions and methods |
| WO2009110816A1 (ru) | 2008-03-04 | 2009-09-11 | Dikovskiy Aleksander Vladimiro | Фармацевтическая композиция на основе гепатопротектора и пребиотика, получение и применение |
| US8101593B2 (en) | 2009-03-03 | 2012-01-24 | Kythera Biopharmaceuticals, Inc. | Formulations of deoxycholic acid and salts thereof |
| GB2480632A (en) | 2010-05-25 | 2011-11-30 | Kythera Biopharmaceuticals Inc | Preparation of 12-keto and 12-alpha-hydroxy steroids |
| US10150792B2 (en) | 2010-11-08 | 2018-12-11 | Synthonics, Inc. | Bismuth-containing compounds, coordination polymers, methods for modulating pharmacokinetic properties of biologically active agents, and methods for treating patients |
| US20120237492A1 (en) | 2011-02-18 | 2012-09-20 | Kythera Biopharmaceuticals, Inc. | Treatment of submental fat |
| US8653058B2 (en) | 2011-04-05 | 2014-02-18 | Kythera Biopharmaceuticals, Inc. | Compositions comprising deoxycholic acid and salts thereof suitable for use in treating fat deposits |
| CA2848711C (en) | 2011-09-16 | 2019-08-06 | Galectin Therapeutics, Inc. | Galacto-rhamnogalacturonate compositions for the treatment of non-alcoholic steatohepatitis and non-alcoholic fatty liver disease |
| PT2758060T (pt) * | 2011-09-19 | 2018-01-24 | ETH Zürich | Moduladores de ror gama para o tratamento de complicações de diabetes ii |
| EP2606747A1 (en) * | 2011-12-22 | 2013-06-26 | Nutrinova Nutrition Specialties & Food Ingredients GmbH | Sweetness enhancer, sweetener compositions, and consumables containing the same |
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| WO2015089105A1 (en) | 2013-12-09 | 2015-06-18 | Respira Therapeutics, Inc. | Pde5 inhibitor powder formulations and methods relating thereto |
| NO2723977T3 (enExample) | 2014-03-19 | 2018-03-10 | ||
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| JP7164950B2 (ja) | 2014-10-31 | 2022-11-02 | ユニバーシティー オブ ユタ リサーチ ファウンデーション | 胆汁酸粒子の組成物及び方法 |
| ES2965201T3 (es) * | 2016-02-29 | 2024-04-11 | Tel Hashomer Medical Res Infrastructure & Services Ltd | Uso de ácidos biliares y sales biliares como agentes antibacterianos para la inhibición de la conjugación bacteriana y la transferencia horizontal de genes |
| KR20180036580A (ko) | 2016-09-30 | 2018-04-09 | 주식회사 유스바이오팜 | 수가용화(水加溶化)된 우르소데옥시콜산을 함유하는 염증성 피부질환 또는 중증 소양증 예방 또는 치료용 조성물 |
| CN106619670A (zh) * | 2016-12-17 | 2017-05-10 | 郑州郑先医药科技有限公司 | 一种治疗胃痛的西药组合物 |
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| US9989519B1 (en) * | 2017-05-04 | 2018-06-05 | Clayton Pharmaceuticals, LLC | Method for determining in vitro bioequivalence of a sucralfate suspension sample to a sucralfate suspension reference listed drug (RLD) |
| TWI778069B (zh) * | 2017-06-02 | 2022-09-21 | 日商特一華製藥股份有限公司 | 難水溶性成分經可溶化之微膠粒及含有該微膠粒之液劑 |
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| WO2021041891A1 (en) * | 2019-08-30 | 2021-03-04 | Emory University | Use of deoxycholic acid, derivatives, or salts thereof in managing bacterial infections and compositions related thereto |
| WO2022060121A1 (ko) * | 2020-09-18 | 2022-03-24 | 주식회사 아미코젠파마 | 수가용화된 담즙산을 포함하는 패혈증, 급성 폐손상 질환, 또는 급성 호흡곤란증후군의 예방 또는 치료용 약학 조성물 |
| EP4346861A1 (en) | 2021-05-26 | 2024-04-10 | Nutramax Laboratories, Inc. | Compositions comprising sulforaphane or a sulforaphane precursor and moringa plant components |
| CN115919876A (zh) * | 2022-12-29 | 2023-04-07 | 西安交通大学 | 胆汁酸衍生物在防治阿司匹林导致胃肠道损伤的药物中的应用 |
| US20240261410A1 (en) * | 2023-02-08 | 2024-08-08 | The United States Of America, As Represented By The Secretary Of Agriculture | Sodium deoxycholate bile acid as antibiotic carrier |
Family Cites Families (42)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3845770A (en) * | 1972-06-05 | 1974-11-05 | Alza Corp | Osmatic dispensing device for releasing beneficial agent |
| US3916899A (en) * | 1973-04-25 | 1975-11-04 | Alza Corp | Osmotic dispensing device with maximum and minimum sizes for the passageway |
| US4320146A (en) * | 1978-03-17 | 1982-03-16 | The Johns Hopkins University | Treatment of hepatic and renal disorders with ornithine and arginine salts of branched chain keto acids |
| JPS5522616A (en) * | 1978-08-04 | 1980-02-18 | Tokyo Tanabe Co Ltd | Bile acid inclusion compound and injection containing the same |
| US4327725A (en) * | 1980-11-25 | 1982-05-04 | Alza Corporation | Osmotic device with hydrogel driving member |
| IT1210874B (it) * | 1982-04-15 | 1989-09-29 | Istituto Chemioterapico | Sale di magnesio dell'acido chenodesossicolico e dell'acido ursodesossicolico, processo per lasua preparazione e composizioni terapeutiche che lo contengono come principio attivo. |
| IT1152801B (it) * | 1982-08-17 | 1987-01-14 | Proter Spa | Composti steroidei ad attivita' coleretica, processo per la loro preparazione e composizioni terapeutiche che li contengono come principio attivo |
| GB8313217D0 (en) * | 1983-05-13 | 1983-06-22 | Glaxo Group Ltd | Pharmaceutical compositions |
| GB8417895D0 (en) * | 1984-07-13 | 1984-08-15 | Marples B A | Pharmaceutical anti-fungal composition |
| JPS62153220A (ja) * | 1985-12-27 | 1987-07-08 | Tokyo Tanabe Co Ltd | 胆汁酸内用水剤 |
| US4999287A (en) * | 1988-05-19 | 1991-03-12 | Chemtrak Corporation | Direct measuring assay strip and method of use thereof |
| HU203204B (en) * | 1987-09-15 | 1991-06-28 | Sandoz Ag | Process for producing suppository containing calcitonin and taurocholic acid |
| NZ226557A (en) | 1987-10-15 | 1990-07-26 | Syntex Inc | Pharmaceutical compositions for the intranasal administration of a biologically active polypeptide in powder form and process for their preparation |
| US5446026A (en) * | 1989-08-09 | 1995-08-29 | Advanced Peptides & Biotechnology Sciences | Potent non-opiate analgesic |
| US5157022A (en) * | 1989-11-22 | 1992-10-20 | Adrian Barbul | Method for reducing blood cholesterol using arginine |
| JP3165438B2 (ja) * | 1990-04-04 | 2001-05-14 | バーウィンド・ファーマス―ティカル・サーヴィスィーズ・インコーポレーテッド | 水性のマルトデキストリン及びセルロースポリマーフィルムコーティング |
| US5057321A (en) * | 1990-06-13 | 1991-10-15 | Alza Corporation | Dosage form comprising drug and maltodextrin |
| US5269011A (en) * | 1990-09-24 | 1993-12-07 | Emc Corporation | Dynamically reconfigurable data storage system with storage system controllers selectively operable as channel adapters on storage device adapters |
| IT1245890B (it) * | 1991-04-12 | 1994-10-25 | Alfa Wassermann Spa | Formulazioni farmaceutiche per uso orale gastroresistenti contenenti acidi biliari. |
| IT1245889B (it) * | 1991-04-12 | 1994-10-25 | Alfa Wassermann Spa | Formulazioni farmaceutiche per uso orale gastroresistenti contenenti sali di acidi biliari. |
| IT1245891B (it) * | 1991-04-12 | 1994-10-25 | Alfa Wassermann Spa | Formulazioni farmaceutiche a rilascio controllato per uso orale gastroresistenti contenenti acidi biliari e loro sali. |
| CH680704A5 (enExample) * | 1991-05-15 | 1992-10-30 | Medichemie Ag | |
| HU209251B (en) * | 1992-03-13 | 1994-04-28 | Synepos Ag | Process for producing stable, peroral solution drug forms with controlled release of active ingredient and comprising beta-blocking pharmacons |
| GB9212511D0 (en) * | 1992-06-12 | 1992-07-22 | Cortecs Ltd | Pharmaceutical compositions |
| US5302400A (en) * | 1992-06-22 | 1994-04-12 | Digestive Care Inc. | Preparation of gastric acid-resistant microspheres containing digestive enzymes and buffered-bile acids |
| US5260074A (en) * | 1992-06-22 | 1993-11-09 | Digestive Care Inc. | Compositions of digestive enzymes and salts of bile acids and process for preparation thereof |
| US5578304A (en) * | 1992-06-22 | 1996-11-26 | Digestive Care Inc. | Compositions of digestive enzymes and salts of bile acids and process for preparation thereof |
| US5977070A (en) * | 1992-07-14 | 1999-11-02 | Piazza; Christin Teresa | Pharmaceutical compositions for the nasal delivery of compounds useful for the treatment of osteoporosis |
| EP0692487A1 (en) * | 1993-03-31 | 1996-01-17 | Tokyo Tanabe Company Limited | Cholestasis ameliorant |
| EP0773029A4 (en) * | 1993-07-19 | 1997-09-03 | Tokyo Tanabe Co | HEPATITIS C VIRUS PROLIFERATION INHIBITOR |
| ATE171874T1 (de) * | 1993-08-30 | 1998-10-15 | Medichemie Ag | Ursodeoxycholsäure enthaltendes arzneimittel in flüssiger darreichungsform |
| JP3288550B2 (ja) * | 1994-05-02 | 2002-06-04 | オーバーシーズ ファーマテック株式会社 | ヘリコバクター・ピロリ菌殺菌のための局所用口腔内投与剤 |
| DE4432708A1 (de) * | 1994-09-14 | 1996-03-21 | Hoechst Ag | Modifizierte Gallensäuren, Verfahren zu ihrer Herstellung und ihre Verwendung |
| US6524557B1 (en) * | 1994-12-22 | 2003-02-25 | Astrazeneca Ab | Aerosol formulations of peptides and proteins |
| US5653987A (en) * | 1995-05-16 | 1997-08-05 | Modi; Pankaj | Liquid formulations for proteinic pharmaceuticals |
| DE19523204A1 (de) * | 1995-06-27 | 1997-01-02 | Hoechst Ag | Pulverförmige Pigmentzubereitung |
| US5686588A (en) * | 1995-08-16 | 1997-11-11 | Yoo; Seo Hong | Amine acid salt compounds and process for the production thereof |
| US5843929A (en) * | 1996-03-22 | 1998-12-01 | Mayo Foundation For Medical Education And Research | Chemoprevention of metachronous adenomatous colorectal polyps |
| EP0915703A1 (en) * | 1996-03-22 | 1999-05-19 | Mayo Foundation For Medical Education And Research | Combinations of an ursodeoxycholic acid compound and a nsaid for the chemopreventive protection of the colorectum |
| DE29717252U1 (de) * | 1997-09-26 | 1998-02-19 | Dr. Falk Pharma GmbH, 79108 Freiburg | Arzneimittelkit aus einem Budesonid-haltigen und einem Ursodesoxycholsäure-haltigen Arzneimittel zur Behandlung von cholestatischen Lebererkrankungen |
| WO1999043327A1 (en) * | 1998-02-24 | 1999-09-02 | Kaneka Corporation | Antimicrobial compositions with synergistic effect, drugs and remedies for digestive diseases containing the same, process for the production thereof and preparations associated therewith |
| CA2338457C (en) * | 1998-07-24 | 2009-11-17 | Seo Hong Yoo | Preparation of aqueous clear solution dosage forms with bile acids |
-
2001
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- 2001-02-05 AU AU2001236685A patent/AU2001236685B2/en not_active Ceased
- 2001-02-05 WO PCT/US2001/003745 patent/WO2001056547A2/en not_active Ceased
- 2001-02-05 BR BR0108080-6A patent/BR0108080A/pt not_active Application Discontinuation
- 2001-02-05 KR KR1020027009885A patent/KR100848344B1/ko not_active Expired - Lifetime
- 2001-02-05 RU RU2002123352/14A patent/RU2277913C2/ru not_active IP Right Cessation
- 2001-02-05 EP EP01908862A patent/EP1255566A2/en not_active Withdrawn
- 2001-02-05 CA CA2406930A patent/CA2406930C/en not_active Expired - Fee Related
- 2001-02-05 AU AU3668501A patent/AU3668501A/xx active Pending
- 2001-02-05 JP JP2001556239A patent/JP2004500378A/ja active Pending
- 2001-02-05 IL IL15095201A patent/IL150952A0/xx unknown
-
2002
- 2002-07-29 IL IL150952A patent/IL150952A/en not_active IP Right Cessation
- 2002-12-04 US US10/309,603 patent/US7166299B2/en not_active Expired - Fee Related
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