ZA200206619B - Pyranoindoles for treating glaucoma. - Google Patents
Pyranoindoles for treating glaucoma. Download PDFInfo
- Publication number
- ZA200206619B ZA200206619B ZA200206619A ZA200206619A ZA200206619B ZA 200206619 B ZA200206619 B ZA 200206619B ZA 200206619 A ZA200206619 A ZA 200206619A ZA 200206619 A ZA200206619 A ZA 200206619A ZA 200206619 B ZA200206619 B ZA 200206619B
- Authority
- ZA
- South Africa
- Prior art keywords
- pyrano
- tetrahydro
- methyl
- ethylamine
- hydrogen
- Prior art date
Links
- 208000010412 Glaucoma Diseases 0.000 title claims description 13
- ABPJREHLAYHTHW-UHFFFAOYSA-N pyrano[2,3-g]indole Chemical class O1C=CC=C2C3=NC=CC3=CC=C21 ABPJREHLAYHTHW-UHFFFAOYSA-N 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 63
- 239000000203 mixture Substances 0.000 claims description 21
- 239000001257 hydrogen Substances 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
- 150000002431 hydrogen Chemical class 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 150000002367 halogens Chemical class 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 230000004406 elevated intraocular pressure Effects 0.000 claims description 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 4
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- RKLXKCXFCNJNQA-UHFFFAOYSA-N 1-(2-aminopropyl)-3,7,8,9-tetrahydropyrano[3,2-e]indol-8-ol Chemical compound O1CC(O)CC2=C3C(CC(N)C)=CNC3=CC=C21 RKLXKCXFCNJNQA-UHFFFAOYSA-N 0.000 claims 2
- VVHJUSGIUWQPIT-UHFFFAOYSA-N 1-(3,7,8,9-tetrahydropyrano[3,2-e]indol-1-yl)propan-2-amine Chemical compound O1CCCC2=C3C(CC(N)C)=CNC3=CC=C21 VVHJUSGIUWQPIT-UHFFFAOYSA-N 0.000 claims 1
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- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 description 1
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- 229940095437 iopidine Drugs 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- GGXICVAJURFBLW-CEYXHVGTSA-N latanoprost Chemical compound CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1 GGXICVAJURFBLW-CEYXHVGTSA-N 0.000 description 1
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- IXHBTMCLRNMKHZ-LBPRGKRZSA-N levobunolol Chemical compound O=C1CCCC2=C1C=CC=C2OC[C@@H](O)CNC(C)(C)C IXHBTMCLRNMKHZ-LBPRGKRZSA-N 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
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- 229940112534 lumigan Drugs 0.000 description 1
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- 201000004792 malaria Diseases 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 238000002483 medication Methods 0.000 description 1
- 229960003987 melatonin Drugs 0.000 description 1
- DRLFMBDRBRZALE-UHFFFAOYSA-N melatonin Chemical compound COC1=CC=C2NC=C(CCNC(C)=O)C2=C1 DRLFMBDRBRZALE-UHFFFAOYSA-N 0.000 description 1
- BUGYDGFZZOZRHP-UHFFFAOYSA-N memantine Chemical compound C1C(C2)CC3(C)CC1(C)CC2(N)C3 BUGYDGFZZOZRHP-UHFFFAOYSA-N 0.000 description 1
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- 230000000269 nucleophilic effect Effects 0.000 description 1
- 235000020824 obesity Nutrition 0.000 description 1
- 229940100655 ophthalmic gel Drugs 0.000 description 1
- 229940069265 ophthalmic ointment Drugs 0.000 description 1
- 229940100654 ophthalmic suspension Drugs 0.000 description 1
- 210000001328 optic nerve Anatomy 0.000 description 1
- 239000010502 orange oil Substances 0.000 description 1
- 238000007833 oxidative deamination reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 208000022821 personality disease Diseases 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229960001416 pilocarpine Drugs 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
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- 208000007232 portal hypertension Diseases 0.000 description 1
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- 230000003389 potentiating effect Effects 0.000 description 1
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
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- 150000003180 prostaglandins Chemical class 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- VHCVNEWGGDWXKC-UHFFFAOYSA-N pyrano[3,2-e]indole Chemical group O1C=CC=C2C3=CC=NC3=CC=C21 VHCVNEWGGDWXKC-UHFFFAOYSA-N 0.000 description 1
- 239000002287 radioligand Substances 0.000 description 1
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- 238000001953 recrystallisation Methods 0.000 description 1
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- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
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- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
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- 125000005147 toluenesulfonyl group Chemical group C=1(C(=CC=CC1)S(=O)(=O)*)C 0.000 description 1
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- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
- MKPLKVHSHYCHOC-AHTXBMBWSA-N travoprost Chemical compound CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)COC1=CC=CC(C(F)(F)F)=C1 MKPLKVHSHYCHOC-AHTXBMBWSA-N 0.000 description 1
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- APJYDQYYACXCRM-UHFFFAOYSA-N tryptamine Chemical class C1=CC=C2C(CCN)=CNC2=C1 APJYDQYYACXCRM-UHFFFAOYSA-N 0.000 description 1
- TVHAZVBUYQMHBC-SNHXEXRGSA-N unoprostone Chemical compound CCCCCCCC(=O)CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O TVHAZVBUYQMHBC-SNHXEXRGSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Ophthalmology & Optometry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US19028500P | 2000-03-17 | 2000-03-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200206619B true ZA200206619B (en) | 2003-08-19 |
Family
ID=22700710
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200206619A ZA200206619B (en) | 2000-03-17 | 2002-08-19 | Pyranoindoles for treating glaucoma. |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP1268482B1 (fr) |
| JP (1) | JP4088444B2 (fr) |
| KR (1) | KR100577613B1 (fr) |
| CN (1) | CN1203072C (fr) |
| AR (1) | AR034400A1 (fr) |
| AT (1) | ATE250611T1 (fr) |
| AU (2) | AU2001216034B2 (fr) |
| BR (1) | BR0017168A (fr) |
| CA (1) | CA2401952C (fr) |
| DE (1) | DE60005566T2 (fr) |
| DK (1) | DK1268482T3 (fr) |
| ES (1) | ES2206326T3 (fr) |
| HK (1) | HK1050897A1 (fr) |
| MX (1) | MXPA02008294A (fr) |
| PL (1) | PL358480A1 (fr) |
| PT (1) | PT1268482E (fr) |
| TW (1) | TWI229082B (fr) |
| WO (1) | WO2001070745A1 (fr) |
| ZA (1) | ZA200206619B (fr) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6960579B1 (en) | 1998-05-19 | 2005-11-01 | Alcon Manufacturing, Ltd. | Serotonergic 5HT7 receptor compounds for treating ocular and CNS disorders |
| TW593302B (en) | 2001-12-20 | 2004-06-21 | Alcon Inc | Novel benzodifuranimidazoline and benzofuranimidazoline derivatives and their use for the treatment of glaucoma |
| CA2488752A1 (fr) * | 2002-06-17 | 2003-12-24 | Merck & Co., Inc. | Nouveaux bloqueurs de canaux maxi k, methodes d'utilisation et procedes de fabrication associes |
| CA2506204A1 (fr) | 2002-12-13 | 2004-07-01 | Alcon, Inc. | Nouveaux analogues de benzopyranne et leur utilisation pour le traitement du glaucome |
| WO2005058911A2 (fr) | 2003-12-15 | 2005-06-30 | Alcon, Inc. | [1,4]oxazino[2,3-g]indazoles substitues pour traiter le glaucome |
| US7129257B1 (en) | 2003-12-15 | 2006-10-31 | Alcon, Inc. | Pyrazolo[3,4- e]benzoxazoles for the treatment of glaucoma |
| US7338972B1 (en) | 2003-12-15 | 2008-03-04 | Alcon, Inc. | Substituted 1-alkylamino-1H-indazoles for the treatment of glaucoma |
| WO2006062839A1 (fr) | 2004-12-08 | 2006-06-15 | Alcon, Inc. | Utilisation de dioxindoindazoles et de dioxoloindazoles pour traiter le glaucome |
| CN111046497B (zh) * | 2019-12-24 | 2023-04-07 | 中国航空工业集团公司沈阳飞机设计研究所 | 一种高空高速飞机突防生存力快速评估装置 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2485539A1 (fr) * | 1980-06-26 | 1981-12-31 | Sori Soc Rech Ind | Nouveau derive de pyranno-indole, son procede de preparation et son application en therapeutique |
| GB9326192D0 (en) * | 1993-12-22 | 1994-02-23 | Glaxo Group Ltd | Chemical compounds |
| US5750556A (en) * | 1996-10-30 | 1998-05-12 | American Home Products Corporation | 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano- 2,3-E!indol-8-ones and derivatives |
-
2000
- 2000-11-14 DK DK00978582T patent/DK1268482T3/da active
- 2000-11-14 PT PT00978582T patent/PT1268482E/pt unknown
- 2000-11-14 DE DE60005566T patent/DE60005566T2/de not_active Expired - Fee Related
- 2000-11-14 AU AU2001216034A patent/AU2001216034B2/en not_active Ceased
- 2000-11-14 KR KR1020027011026A patent/KR100577613B1/ko not_active IP Right Cessation
- 2000-11-14 BR BR0017168-9A patent/BR0017168A/pt not_active Application Discontinuation
- 2000-11-14 EP EP00978582A patent/EP1268482B1/fr not_active Expired - Lifetime
- 2000-11-14 ES ES00978582T patent/ES2206326T3/es not_active Expired - Lifetime
- 2000-11-14 PL PL00358480A patent/PL358480A1/xx not_active Application Discontinuation
- 2000-11-14 CN CNB008193479A patent/CN1203072C/zh not_active Expired - Fee Related
- 2000-11-14 AT AT00978582T patent/ATE250611T1/de not_active IP Right Cessation
- 2000-11-14 CA CA002401952A patent/CA2401952C/fr not_active Expired - Fee Related
- 2000-11-14 MX MXPA02008294A patent/MXPA02008294A/es active IP Right Grant
- 2000-11-14 AU AU1603401A patent/AU1603401A/xx active Pending
- 2000-11-14 WO PCT/US2000/031142 patent/WO2001070745A1/fr active IP Right Grant
- 2000-11-14 JP JP2001568946A patent/JP4088444B2/ja not_active Expired - Fee Related
- 2000-11-27 TW TW089125124A patent/TWI229082B/zh not_active IP Right Cessation
- 2000-12-01 AR ARP000106392A patent/AR034400A1/es unknown
-
2002
- 2002-08-19 ZA ZA200206619A patent/ZA200206619B/en unknown
-
2003
- 2003-04-29 HK HK03103041A patent/HK1050897A1/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| WO2001070745A1 (fr) | 2001-09-27 |
| CA2401952A1 (fr) | 2001-09-27 |
| HK1050897A1 (en) | 2003-07-11 |
| AU2001216034B2 (en) | 2004-10-07 |
| JP4088444B2 (ja) | 2008-05-21 |
| AU1603401A (en) | 2001-10-03 |
| TWI229082B (en) | 2005-03-11 |
| EP1268482A1 (fr) | 2003-01-02 |
| CA2401952C (fr) | 2008-07-29 |
| KR20020083163A (ko) | 2002-11-01 |
| DE60005566T2 (de) | 2004-07-29 |
| MXPA02008294A (es) | 2002-12-09 |
| ATE250611T1 (de) | 2003-10-15 |
| EP1268482B1 (fr) | 2003-09-24 |
| PT1268482E (pt) | 2004-01-30 |
| BR0017168A (pt) | 2003-01-14 |
| DE60005566D1 (de) | 2003-10-30 |
| PL358480A1 (en) | 2004-08-09 |
| KR100577613B1 (ko) | 2006-05-10 |
| AR034400A1 (es) | 2004-02-25 |
| ES2206326T3 (es) | 2004-05-16 |
| JP2003528103A (ja) | 2003-09-24 |
| CN1203072C (zh) | 2005-05-25 |
| DK1268482T3 (da) | 2003-12-22 |
| CN1451008A (zh) | 2003-10-22 |
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