RU2197970C2 - Композиции и способы, предназначенные для снижения глазной гипертензии - Google Patents
Композиции и способы, предназначенные для снижения глазной гипертензии Download PDFInfo
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- RU2197970C2 RU2197970C2 RU99121641/14A RU99121641A RU2197970C2 RU 2197970 C2 RU2197970 C2 RU 2197970C2 RU 99121641/14 A RU99121641/14 A RU 99121641/14A RU 99121641 A RU99121641 A RU 99121641A RU 2197970 C2 RU2197970 C2 RU 2197970C2
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- composition
- preservative
- composition according
- group
- prostaglandins
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- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical class CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 claims description 2
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Images
Classifications
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/557—Eicosanoids, e.g. leukotrienes or prostaglandins
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0048—Eye, e.g. artificial tears
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/557—Eicosanoids, e.g. leukotrienes or prostaglandins
- A61K31/5575—Eicosanoids, e.g. leukotrienes or prostaglandins having a cyclopentane, e.g. prostaglandin E2, prostaglandin F2-alpha
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/06—Antiglaucoma agents or miotics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
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- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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- Engineering & Computer Science (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Ophthalmology & Optometry (AREA)
- Epidemiology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Measurement Of The Respiration, Hearing Ability, Form, And Blood Characteristics Of Living Organisms (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81922197A | 1997-03-17 | 1997-03-17 | |
| US08/819,221 | 1997-03-17 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU99121641A RU99121641A (ru) | 2001-08-20 |
| RU2197970C2 true RU2197970C2 (ru) | 2003-02-10 |
Family
ID=38729083
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU99121641/14A RU2197970C2 (ru) | 1997-03-17 | 1998-03-13 | Композиции и способы, предназначенные для снижения глазной гипертензии |
Country Status (32)
| Country | Link |
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| IL (1) | IL131041A0 (https=) |
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| NO (1) | NO327713B1 (https=) |
| NZ (1) | NZ337322A (https=) |
| PE (1) | PE61899A1 (https=) |
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| PT (1) | PT969846E (https=) |
| RU (1) | RU2197970C2 (https=) |
| SI (1) | SI0969846T2 (https=) |
| TW (1) | TW527187B (https=) |
| UA (1) | UA63938C2 (https=) |
| WO (1) | WO1998041208A1 (https=) |
| ZA (1) | ZA982188B (https=) |
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| RU2397776C2 (ru) * | 2005-03-31 | 2010-08-27 | Др. Герхард Манн Хем.-Фарм. Фабрик Гмбх | Офтальмологический состав |
| RU2402316C2 (ru) * | 2009-01-11 | 2010-10-27 | Пшеничников Виталий Георгиевич | Фармацевтическая антиглаукомная композиция |
| RU2462234C2 (ru) * | 2006-03-17 | 2012-09-27 | Джонсон Энд Джонсон Вижн Кэа, Инк. | Способы стабилизации окислительно нестабильных композиций |
| RU2465898C2 (ru) * | 2006-10-31 | 2012-11-10 | Алькон Рисерч, Лтд. | Модуляторы связывания pai-1 для лечения глазных болезней |
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| RU2776374C2 (ru) * | 2017-12-28 | 2022-07-19 | Сантен Фармасьютикал Ко., Лтд. | Фармацевтический препарат, содержащий пиридиламиноуксусную кислоту |
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5558876A (en) * | 1995-03-29 | 1996-09-24 | Alcon Laboratories, Inc. | Topical ophthalmic acidic drug formulations |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69100171T2 (de) * | 1990-05-22 | 1993-10-28 | Ueno Seiyaku Oyo Kenkyujo Kk | Synergistische Kombination zur ophthalmischen Verwendung. |
| WO1992013836A1 (en) * | 1991-02-07 | 1992-08-20 | Allergan, Inc. | 2-decarboxyl-2-hydroxyalkyl-5-trans prostaglandin f derivatives |
| US5767154A (en) * | 1991-02-07 | 1998-06-16 | Allergan | 5-trans-prostaglandins of the F series and their use as ocular hypotensives |
| EP0708646A1 (en) * | 1994-05-06 | 1996-05-01 | Alcon Laboratories, Inc. | Use of vitamin e tocopheryl derivatives in ophthalmic compositions |
| US5631287A (en) † | 1994-12-22 | 1997-05-20 | Alcon Laboratories, Inc. | Storage-stable prostaglandin compositions |
| AR002194A1 (es) * | 1997-03-17 | 1998-01-07 | Sanchez Reynaldo Alemany | Instrumento computarizado para el analisis del movimiento. |
-
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- 1998-03-16 ZA ZA982188A patent/ZA982188B/xx unknown
- 1998-03-16 TW TW087103809A patent/TW527187B/zh not_active IP Right Cessation
-
1999
- 1999-09-16 NO NO19994481A patent/NO327713B1/no not_active IP Right Cessation
-
2005
- 2005-05-26 CY CY0500033A patent/CY2526B1/xx unknown
-
2009
- 2009-09-16 CL CL2009001870A patent/CL2009001870A1/es unknown
- 2009-10-09 JP JP2009235214A patent/JP2010043110A/ja active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5558876A (en) * | 1995-03-29 | 1996-09-24 | Alcon Laboratories, Inc. | Topical ophthalmic acidic drug formulations |
Non-Patent Citations (1)
| Title |
|---|
| МАШКОВСКИЙ М.Д. Лекарственные средства. - М.: Медицина, 1986, ч.1, с. 218-221, ч.2, с. 523-525. * |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2266572C1 (ru) * | 2004-03-17 | 2005-12-20 | Российский государственный медицинский университет | Способ моделирования злокачественной артериальной гипертонии |
| RU2397776C2 (ru) * | 2005-03-31 | 2010-08-27 | Др. Герхард Манн Хем.-Фарм. Фабрик Гмбх | Офтальмологический состав |
| RU2462234C2 (ru) * | 2006-03-17 | 2012-09-27 | Джонсон Энд Джонсон Вижн Кэа, Инк. | Способы стабилизации окислительно нестабильных композиций |
| RU2465898C2 (ru) * | 2006-10-31 | 2012-11-10 | Алькон Рисерч, Лтд. | Модуляторы связывания pai-1 для лечения глазных болезней |
| EA019867B1 (ru) * | 2007-10-08 | 2014-06-30 | Фовея Фармасьютикалс | Водные офтальмологические препараты |
| RU2402316C2 (ru) * | 2009-01-11 | 2010-10-27 | Пшеничников Виталий Георгиевич | Фармацевтическая антиглаукомная композиция |
| RU2776374C2 (ru) * | 2017-12-28 | 2022-07-19 | Сантен Фармасьютикал Ко., Лтд. | Фармацевтический препарат, содержащий пиридиламиноуксусную кислоту |
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