JPH08509225A - 眼圧降下剤としての新規1,3−ベンゾジオキソールおよび1,2−ジアルコキシベンゼン誘導体 - Google Patents
眼圧降下剤としての新規1,3−ベンゾジオキソールおよび1,2−ジアルコキシベンゼン誘導体Info
- Publication number
- JPH08509225A JPH08509225A JP6523518A JP52351894A JPH08509225A JP H08509225 A JPH08509225 A JP H08509225A JP 6523518 A JP6523518 A JP 6523518A JP 52351894 A JP52351894 A JP 52351894A JP H08509225 A JPH08509225 A JP H08509225A
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- compound
- phenyl
- carbons
- lower alkyl
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/60—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/734—Ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/54—Radicals substituted by oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Ophthalmology & Optometry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Cosmetics (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.式: [式中、 Wは(CH2)nで、nは1もしくは2であるか、またはnは0で、Wは各酸素に それぞれ結合した低級アルキル基であり; mは1〜8の整数であり; R1はCOOHもしくは薬学的に許容し得るその塩、COOR4、CONR5R6 、CONR5SO2R7、CH2OH、CH2OR7、CH2O−COR7、CH2O− CONR5,R7、CH2OCOOR7、CH2NH2、CH2NR5R6、CH2NR5C OR7、CHO、CH(OR8)2、CHOR9O、−COR10、CR10(OR8)2 、またはCR10OR9Oであり、R4は炭素数1〜10のアルキル、炭素数5〜1 0のシクロアルキル、フェニルまたは低級アルキルフェニルであり、R5および R6はそれぞれ水素、炭素数1〜10のアルキル、炭素数5〜10のシクロアル キル、フェニルまたは低級アルキルフェニルであり、R7は炭素数1〜10のア ルキル、フェニルまたは低級アルキルフェニルであり、R8は低級アルキルであ り、R9は炭素数2〜5の2価アルキルであり、R10は炭素数1〜5のアルキル またはシクロアルキルであり; R2はH、COR7、R7、CO−OR7、CO−NR5,R7、PO(OH)OR7 、PO(OR7)2、POR7OH、またはPOR7(OR7)であり; R3は低級アルキル、フェニル、低級アルキルもしくはハロゲン置換フェニル 、フェニル置換低級アルキル、またはヘテロアリール置換低級アルキルである。 ] で示される化合物。 2.Wは(CH2)nで、nは1である請求項1記載の化合物。 3.Wは各酸素にそれぞれ結合した低級アルキル基である請求項1記載の化合 物。 4.mは4である請求項1記載の化合物。 5.R1はCOOHまたはCOOR4である請求項1記載の化合物。 6.R3は低級アルキルである請求項1記載の化合物。 7.R3はフェニル置換低級アルキルである請求項1記載の化合物。 8.R2はHまたはCOR7で、R7は低級アルキルである請求項1記載の化合 物。 9.式: [式中、 mは1〜8の整数であり; R1はCOOHもしくは薬学的に許容し得るその塩、COOR4、CONR5R6 、CONR5SO2R7、CH2OH、CH2OR7、CH2O−COR7、CH2O− CONR5,R7、CH2OCOOR7、CH2NH2、CH2NR5R6、CH2NR5C OR7であり、R4は炭素数1〜10のアルキル、炭素数5〜10のシクロアルキ ル、フェニルまたは低級アルキルフェニルであり、R5およびR6はそれぞれ水素 、炭素数1〜10のアルキル、炭素数5〜10のシクロアルキル、フェニルまた は低級アルキルフェニルであり、R7は炭素数1〜10のアルキル、フェニルま たは低級アルキルフェニルであり; R2はH、COR7、R7、CO−OR7、CO−NR5,R7、PO(OH)OR7 、PO(OR7)2、POR7OH、またはPOR7(OR7)であり; R3は低級アルキル、またはフェニル置換低級アルキルである。] で示される化合物。 10.R3はC6H5−CH2CH2−である請求項9記載の化合物。 11.mは4である請求項10記載の化合物。 12.R1はCO2CH3である請求項11記載の化合物。 13.R2はHである請求項12記載の化合物。 14.R1はCH2OHである請求項11記載の化合物。 15.R2はHである請求項14記載の化合物。 16.R3はn−ペンチルである請求項9記載の化合物。 17.mは4である請求項16記載の化合物。 18.R1はCOOHまたは薬学的に許容し得るその塩である請求項17記載 の化合物。 19.R2はHである請求項18記載の化合物。 20.R1はCH2OHである請求項17記載の化合物。 21.R2はHである請求項20記載の化合物。 22.式: [式中、 mは1〜8の整数であり; R1はCOOHもしくは薬学的に許容し得るその塩、COOR4、CONR5R6 、CONR5SO2R7、CH2OH、CH2OR7、CH2O−COR7、CH2O− CONR5,R7、CH2OCOOR7、CH2NH2、CH2NR5R6、CH2NR5C OR7であり、R4は炭素数1〜10のアルキル、炭素数5〜10のシクロアルキ ル、 フェニルまたは低級アルキルフェニルであり、R5およびR6はそれぞれ水素、炭 素数1〜10のアルキル、炭素数5〜10のシクロアルキル、フェニルまたは低 級アルキルフェニルであり、R7は炭素数1〜10のアルキル、フェニルまたは 低級アルキルフェニルであり; R2はH、COR7、R7、CO−OR7、CO−NR5,R7、PO(OH)OR7 、PO(OR7)2、POR7OH、またはPOR7(OR7)であり; R3は低級アルキル、またはフェニル置換低級アルキルである。] で示される化合物。 23.R3はn−ペンチルである請求項22記載の化合物。 24.mは4である請求項23記載の化合物。 25.R1はCOOHまたは薬学的に許容し得るその塩である請求項24記載 の化合物。 26.R2はHである請求項25記載の化合物。 27.哺乳動物の眼圧を降下する方法であって、式: [式中、 Wは(CH2)nで、nは1もしくは2であるか、またはnは0で、Wは各酸素に それぞれ結合した低級アルキル基であり; mは1〜8の整数であり; R1はCOOHもしくは薬学的に許容し得るその塩、COOR4、CONR5R6 、CONR5SO2R7、CH2OH、CH2OR7、CH2O−COR7、CH2O− CONR5,R7、CH2OCOOR7、CH2NH2、CH2NR5R6、CH2NR5C OR7、CHO、CH(OR8)2、CHOR9O、−COR10、CR10(OR8)2 、また はCR10OR9Oであり、R4は炭素数1〜10のアルキル、炭素数5〜10のシ クロアルキル、フェニルまたは低級アルキルフェニルであり、R5およびR6はそ れぞれ水素、炭素数1〜10のアルキル、炭素数5〜10のシクロアルキル、フ ェニルまたは低級アルキルフェニルであり、R7は炭素数1〜10のアルキル、 フェニルまたは低級アルキルフェニルであり、R8は低級アルキルであり、R9は 炭素数2〜5の2価アルキルであり、R10は炭素数1〜5のアルキルまたはシク ロアルキルであり; R2はH、COR7、R7、CO−OR7、CO−NR5,R7、PO(OH)OR7 、PO(OR7)2、POR7OH、またはPOR7(OR7)であり; R3は低級アルキル、フェニル、低級アルキルもしくはハロゲン置換フェニル 、フェニル置換低級アルキル、またはヘテロアリール置換低級アルキルである。 ] で示される化合物の有効量と、薬学的に許容し得る賦形剤とを含有する薬剤組成 物を、哺乳動物に投与することを含んで成る方法。 28.薬剤組成物は局所投与に適している請求項27記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/051,104 US5369127A (en) | 1993-04-21 | 1993-04-21 | 1,3-benzodioxole and 1,2-dialkoxybenzene derivatives as ocular hypotensive agents |
US08/051,104 | 1993-04-21 | ||
PCT/US1994/004240 WO1994024121A1 (en) | 1993-04-21 | 1994-04-18 | Novel 1,3-benzodioxole and 1,2-dialkoxybenzene derivatives as ocular hypotensive agents |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH08509225A true JPH08509225A (ja) | 1996-10-01 |
JP3989950B2 JP3989950B2 (ja) | 2007-10-10 |
Family
ID=21969369
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP52351894A Expired - Fee Related JP3989950B2 (ja) | 1993-04-21 | 1994-04-18 | 眼圧降下剤としての新規1,3−ベンゾジオキソールおよび1,2−ジアルコキシベンゼン誘導体 |
Country Status (10)
Country | Link |
---|---|
US (6) | US5369127A (ja) |
EP (1) | EP0695300B1 (ja) |
JP (1) | JP3989950B2 (ja) |
AT (1) | ATE201205T1 (ja) |
AU (2) | AU679749B2 (ja) |
CA (1) | CA2160712C (ja) |
DE (1) | DE69427228T2 (ja) |
ES (1) | ES2156151T3 (ja) |
HU (1) | HUT73416A (ja) |
WO (1) | WO1994024121A1 (ja) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5369127A (en) * | 1993-04-21 | 1994-11-29 | Allergan, Inc. | 1,3-benzodioxole and 1,2-dialkoxybenzene derivatives as ocular hypotensive agents |
US5710288A (en) * | 1993-04-21 | 1998-01-20 | Allergan | 1,3-benzodioxole and 1,2-dialkoxybenzene derivatives as ocular hypotensive agents |
US5633218A (en) * | 1995-05-24 | 1997-05-27 | E. I. Du Pont De Nemours And Company | Herbicidal benzodioxoles and benzodioxanes |
WO2001001622A2 (en) * | 1999-06-28 | 2001-01-04 | Starpay.Com, Inc. | Apparatus and method for performing secure network transactions |
TWI225398B (en) * | 1999-07-14 | 2004-12-21 | R Tech Ueno Ltd | Composition for treatment of external secretion disorders |
AR029001A1 (es) * | 1999-08-23 | 2003-06-04 | Smithkline Beecham Corp | Derivados de bencil-3,4-metilendioxicinamico y el uso de los mismos para la manufactura de un medicamento |
EP1206464A4 (en) * | 1999-08-23 | 2002-12-18 | Smithkline Beecham Corp | FATTY ACID SYNTHASE INHIBITORS |
DE60020591T2 (de) | 1999-11-09 | 2005-11-10 | Alcon Inc. | Benzenoidderivate von 15-hydroxyeicosatetraesäure und verfahren zur verwendung zur behandlung des trockenen auges |
US20040128747A1 (en) * | 2002-12-03 | 2004-07-08 | Scott Bumbarger | Personal hydration and cooling system |
WO2006062839A1 (en) * | 2004-12-08 | 2006-06-15 | Alcon, Inc. | Use of dioxindoindazoles and dioxoloindazoles for treating glaucoma |
US20100147253A1 (en) * | 2008-12-11 | 2010-06-17 | International Engine Intellectual Property Company, Llc | Oil Pan |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES8203876A1 (es) * | 1981-05-13 | 1982-04-01 | Ferrer Int | Procedimiento de obtencion de nuevos a-amino derivados ci- clicos del 1-(3',4'-metilendioxifenil)etanol |
EP0292230B1 (en) * | 1987-05-18 | 1992-01-22 | Ajinomoto Co., Inc. | Phenylacetic acid derivatives and their use in the preparation of cephalosporin antibiotics |
IT1230706B (it) * | 1989-02-10 | 1991-10-29 | Poli Ind Chimica Spa | Derivati dell'acido 3 piroglutamoil tiazolidin 4 carbossilico e loro proprieta' farmacologiche. |
US5151440A (en) * | 1990-02-28 | 1992-09-29 | Allergan, Inc. | Method for reducing or maintaining intraocular pressure in the mammalian eye by administering pharmaceutical compositions containing 2-(2-alkylphenylamino)-oxazolines, 2-(2-alkylphenyl-amino)-thiazolines and 2-(2-alkylphenylamino)-imidazolines |
US5066664A (en) * | 1990-02-28 | 1991-11-19 | Allergan, Inc. | 2-(hydroxy-2-alkylphenylamino)-oxazolines and thiazolines as anti-glaucoma and vasoconstrictive agents |
US5091528A (en) * | 1990-09-12 | 1992-02-25 | Allergan, Inc. | 6- or 7- (2-imino-2-imidazolidine)-1,4-benzoxazines as α adrenergic agents |
ES2086643T3 (es) * | 1991-10-29 | 1996-07-01 | Glaxo Wellcome Inc | Derivados de camptotecina solubles en agua. |
US5530028A (en) * | 1992-11-23 | 1996-06-25 | Rohm And Haas Company | Insecticidal N'-substituted-N,N'-diacylhydrazines |
JPH07509465A (ja) * | 1992-07-17 | 1995-10-19 | スミスクライン・ビーチャム・コーポレイション | エンドセリン受容体アンタゴニスト |
US5369127A (en) * | 1993-04-21 | 1994-11-29 | Allergan, Inc. | 1,3-benzodioxole and 1,2-dialkoxybenzene derivatives as ocular hypotensive agents |
-
1993
- 1993-04-21 US US08/051,104 patent/US5369127A/en not_active Expired - Fee Related
-
1994
- 1994-04-18 HU HU9502004A patent/HUT73416A/hu unknown
- 1994-04-18 AT AT94915817T patent/ATE201205T1/de not_active IP Right Cessation
- 1994-04-18 ES ES94915817T patent/ES2156151T3/es not_active Expired - Lifetime
- 1994-04-18 AU AU67700/94A patent/AU679749B2/en not_active Ceased
- 1994-04-18 WO PCT/US1994/004240 patent/WO1994024121A1/en active IP Right Grant
- 1994-04-18 DE DE69427228T patent/DE69427228T2/de not_active Expired - Fee Related
- 1994-04-18 CA CA002160712A patent/CA2160712C/en not_active Expired - Fee Related
- 1994-04-18 JP JP52351894A patent/JP3989950B2/ja not_active Expired - Fee Related
- 1994-04-18 EP EP94915817A patent/EP0695300B1/en not_active Expired - Lifetime
- 1994-11-28 US US08/345,176 patent/US5523296A/en not_active Expired - Lifetime
-
1995
- 1995-06-07 US US08/485,521 patent/US5654329A/en not_active Expired - Fee Related
-
1996
- 1996-02-27 US US08/607,736 patent/US5714621A/en not_active Expired - Lifetime
-
1997
- 1997-05-01 AU AU19986/97A patent/AU695059B2/en not_active Ceased
- 1997-11-21 US US08/975,812 patent/US5814657A/en not_active Expired - Lifetime
-
1998
- 1998-06-09 US US09/094,269 patent/US5874460A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
DE69427228T2 (de) | 2001-08-30 |
ATE201205T1 (de) | 2001-06-15 |
CA2160712C (en) | 2005-12-27 |
DE69427228D1 (de) | 2001-06-21 |
US5874460A (en) | 1999-02-23 |
US5654329A (en) | 1997-08-05 |
US5714621A (en) | 1998-02-03 |
AU679749B2 (en) | 1997-07-10 |
JP3989950B2 (ja) | 2007-10-10 |
US5369127A (en) | 1994-11-29 |
WO1994024121A1 (en) | 1994-10-27 |
HU9502004D0 (en) | 1995-09-28 |
ES2156151T3 (es) | 2001-06-16 |
US5814657A (en) | 1998-09-29 |
HUT73416A (en) | 1996-07-29 |
AU695059B2 (en) | 1998-08-06 |
US5523296A (en) | 1996-06-04 |
EP0695300A1 (en) | 1996-02-07 |
CA2160712A1 (en) | 1994-10-27 |
EP0695300B1 (en) | 2001-05-16 |
AU6770094A (en) | 1994-11-08 |
AU1998697A (en) | 1997-07-31 |
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