JP4387445B2 - 粘膜適用剤及びその製造方法 - Google Patents
粘膜適用剤及びその製造方法 Download PDFInfo
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- JP4387445B2 JP4387445B2 JP2008519554A JP2008519554A JP4387445B2 JP 4387445 B2 JP4387445 B2 JP 4387445B2 JP 2008519554 A JP2008519554 A JP 2008519554A JP 2008519554 A JP2008519554 A JP 2008519554A JP 4387445 B2 JP4387445 B2 JP 4387445B2
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Landscapes
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2005297170 | 2005-10-12 | ||
| JP2006160478 | 2006-06-09 | ||
| PCT/JP2006/320801 WO2007043702A1 (en) | 2005-10-12 | 2006-10-12 | Agent for applying to mucosa and method for production thereof |
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| Application Number | Title | Priority Date | Filing Date |
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| JP2009186548A Division JP5094799B2 (ja) | 2005-10-12 | 2009-08-11 | 粘膜適用剤及びその製造方法 |
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| JP2009511423A JP2009511423A (ja) | 2009-03-19 |
| JP2009511423A5 JP2009511423A5 (enExample) | 2009-10-01 |
| JP4387445B2 true JP4387445B2 (ja) | 2009-12-16 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009298798A (ja) * | 2005-10-12 | 2009-12-24 | Seikagaku Kogyo Co Ltd | 粘膜適用剤及びその製造方法 |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
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| GB0327723D0 (en) | 2003-09-15 | 2003-12-31 | Vectura Ltd | Pharmaceutical compositions |
| TWI419697B (zh) | 2006-12-06 | 2013-12-21 | Seikagaku Kogyo Co Ltd | 治療關節失調之長效藥劑 |
| JP2009046454A (ja) * | 2007-08-22 | 2009-03-05 | Shiseido Co Ltd | 口腔内用組成物 |
| ITMI20072237A1 (it) * | 2007-11-27 | 2009-05-28 | Sigea Srl | Esteri misti butirrico-formico di polisaccaridi acidi, loro preparazione ed uso come dermocosmetici |
| EP2281008B1 (en) | 2008-04-04 | 2017-01-04 | University of Utah Research Foundation | Alkylated and sulfated hyaluronan compounds, methods for their preparation and use thereof |
| US8759322B2 (en) * | 2008-11-05 | 2014-06-24 | National University Corporation Tokyo Medical And Dental University | Hyaluronic acid derivative and pharmaceutical composition thereof |
| FR2958646B1 (fr) | 2010-04-07 | 2012-05-18 | Adocia | Polysaccharides comportant des groupes fonctionnels carboxyles substitues par un derive d'acide hydrophobe. |
| CA2703532C (en) * | 2010-05-10 | 2018-05-01 | Eva Turley | Topically administered, skin-penetrating glycosaminoglycan formulations suitable for use in cosmetic and pharmaceutical applications |
| AU2012230822A1 (en) | 2011-03-23 | 2013-11-07 | University Of Utah Research Foundation | Methods for treating or preventing urological inflammation |
| US9067299B2 (en) | 2012-04-25 | 2015-06-30 | Applied Materials, Inc. | Printed chemical mechanical polishing pad |
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| CN104940221A (zh) * | 2015-05-13 | 2015-09-30 | 北京大清生物技术有限公司 | 一种用于膀胱和尿道上皮损伤修复的组合物 |
| CN107708707B (zh) | 2015-05-29 | 2021-09-07 | 生化学工业株式会社 | 包含糖胺聚糖衍生物和趋化因子受体活性调节材料的组合物 |
| US20190008889A1 (en) * | 2015-08-20 | 2019-01-10 | Seikagaku Corporation | Agent to be applied to ophthalmic device |
| WO2017203550A1 (ja) * | 2016-05-26 | 2017-11-30 | 株式会社オフテクス | 加水分解ヒアルロン酸誘導体及びカチオン系殺菌剤を含有するコンタクトレンズ用液剤 |
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| EP3871682A1 (en) * | 2016-10-14 | 2021-09-01 | i.com Medical GmbH | Method for establishing, restoring, and preserving homeostasis of the ocular surface |
| AU2018240375C1 (en) | 2017-03-22 | 2024-02-01 | Ascendis Pharma A/S | Hydrogel cross-linked hyaluronic acid prodrug compositions and methods |
| RU2652581C1 (ru) * | 2017-07-03 | 2018-04-26 | федеральное государственное бюджетное образовательное учреждение высшего образования "Приволжский исследовательский медицинский университет" Министерства здравоохранения Российской Федерации | Способ лечения роговично-конъюнктивального ксероза |
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| WO2021066175A1 (ja) | 2019-10-03 | 2021-04-08 | 生化学工業株式会社 | 膀胱の粘膜下組織への医薬品有効成分の経粘膜的送達システム |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4851521A (en) | 1985-07-08 | 1989-07-25 | Fidia, S.P.A. | Esters of hyaluronic acid |
| JPH0723317B2 (ja) * | 1988-03-17 | 1995-03-15 | 生化学工業株式会社 | 角膜上皮層障害症治療剤 |
| US5733892A (en) * | 1990-07-24 | 1998-03-31 | Seikagaku Corporation | Metastasis inhibitor composition comprising a phospholipid-linked glycosaminoglycan and method for inhibiting metastasis employing the same |
| JP2855307B2 (ja) * | 1992-02-05 | 1999-02-10 | 生化学工業株式会社 | 光反応性グリコサミノグリカン、架橋グリコサミノグリカン及びそれらの製造方法 |
| DE4203529A1 (de) * | 1992-02-07 | 1993-08-12 | Wolff Walsrode Ag | Wasserloesliche sulfoalkylhydroxyalkylderivate der cellulose und deren verwendung in gips- und zementhaltigen massen |
| KR960702624A (ko) * | 1994-03-14 | 1996-04-27 | 야마타니 와타루 | 안구 착용 물질(Material to be worn on the eyeball) |
| US6025444A (en) * | 1994-11-17 | 2000-02-15 | Seikagaku Kogyo Kabushiki Kaisha (Seikagaku Corporation) | Cinnamic acid derivative |
| JP3308742B2 (ja) * | 1994-11-17 | 2002-07-29 | 生化学工業株式会社 | 光架橋性ヒアルロン酸誘導体とその架橋体およびそれらの製造方法 |
| CA2162957C (en) * | 1994-11-17 | 2011-08-02 | Michinori Waki | Cinnamic acid derivative |
| JP3955107B2 (ja) * | 1995-05-01 | 2007-08-08 | 生化学工業株式会社 | 架橋多糖の製造法 |
| DE69625658T2 (de) * | 1995-09-13 | 2003-07-17 | Seikagaku Kogyo K.K.(Seikagaku Corp.), Tokio/Tokyo | Kontaktlinse auf Basis photogehärteter Hyaluronsäure |
| JP4006039B2 (ja) * | 1995-09-13 | 2007-11-14 | 生化学工業株式会社 | 光架橋ヒアルロン酸コンタクトレンズ |
| CN1098863C (zh) * | 1995-11-15 | 2003-01-15 | 生化学株式会社 | 光固化交联透明质酸凝胶、其制备方法和生物医学材料 |
| US6548487B2 (en) * | 1996-12-27 | 2003-04-15 | Seikagaku Corporation | Agent for treatment of bladder troubles |
| EP0891775A4 (en) * | 1996-12-27 | 2002-07-24 | Seikagaku Kogyo Co Ltd | MEDICINE FOR URBAN BLADDER DISORDERS |
| JPH1171282A (ja) | 1997-09-01 | 1999-03-16 | Senju Pharmaceut Co Ltd | 点眼用水性製剤 |
| JP3014357B2 (ja) | 1998-01-26 | 2000-02-28 | 生化学工業株式会社 | 角膜上皮層伸展促進剤 |
| ITPD980169A1 (it) * | 1998-07-06 | 2000-01-06 | Fidia Advanced Biopolymers Srl | Ammidi dell'acido ialuronico e dei suoi derivati e processo per la loro preparazione. |
| WO2000056344A1 (fr) * | 1999-03-24 | 2000-09-28 | Seikagaku Corporation | Salive artificielle |
| DK1142566T3 (da) | 2000-04-07 | 2004-02-09 | Medidom Lab | Oftalmologiske formuleringer på basis af ciclosporin, hyaluronsyre og polysorbat |
| JP2001329002A (ja) * | 2000-05-25 | 2001-11-27 | Denki Kagaku Kogyo Kk | 修飾ヒアルロン酸ゲルとその製造方法及びそれを含有する医用材料 |
| JP2002037746A (ja) | 2000-07-24 | 2002-02-06 | Fuji Yakuhin:Kk | キノロンカルボン酸系抗菌剤を含有する液剤 |
| DE60117502T2 (de) * | 2000-12-19 | 2006-08-24 | Seikagaku Corp. | Photohärtbare Derivate von Hyaluronsäure, Verfahren zu deren Herstellung, vernetztes und photogehärtetes Derivat der Hyaluronsäure und diese enthaltendes medizinisches Material |
| JP4172176B2 (ja) | 2000-12-19 | 2008-10-29 | 生化学工業株式会社 | 光反応性ヒアルロン酸およびその製造方法ならびに光架橋ヒアルロン酸および医用材料 |
| US6846917B2 (en) * | 2001-01-23 | 2005-01-25 | Massachusetts Institute Of Technology | Solid- and solution-phase synthesis of heparin and other glycosaminoglycans |
| JP4273208B2 (ja) * | 2001-03-30 | 2009-06-03 | チッソ株式会社 | 婦人科疾患治療剤 |
| EP2287205A3 (en) * | 2004-09-15 | 2012-08-01 | Seikagaku Corporation | Photoreactive polysaccharide. photocrosslinked polysaccharide products, the method of making them and medical materials made therefrom |
| KR20130109259A (ko) * | 2005-10-12 | 2013-10-07 | 세이가가쿠 고교 가부시키가이샤 | 점막에 적용하는 작용제 및 그것의 제조 방법 |
| JP7023317B2 (ja) * | 2020-05-12 | 2022-02-21 | 沖電気工業株式会社 | 光波長フィルタ及び波長分離光回路 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009298798A (ja) * | 2005-10-12 | 2009-12-24 | Seikagaku Kogyo Co Ltd | 粘膜適用剤及びその製造方法 |
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