DK2959903T3 - Medicin til behandling af øjensygdom - Google Patents
Medicin til behandling af øjensygdom Download PDFInfo
- Publication number
- DK2959903T3 DK2959903T3 DK14754749.1T DK14754749T DK2959903T3 DK 2959903 T3 DK2959903 T3 DK 2959903T3 DK 14754749 T DK14754749 T DK 14754749T DK 2959903 T3 DK2959903 T3 DK 2959903T3
- Authority
- DK
- Denmark
- Prior art keywords
- ylazo
- amino
- naphthalene
- sulfonic acid
- pyridin
- Prior art date
Links
- 239000003814 drug Substances 0.000 title description 18
- 229940079593 drug Drugs 0.000 title description 11
- 208000030533 eye disease Diseases 0.000 title description 5
- 150000001875 compounds Chemical class 0.000 claims description 91
- 206010064930 age-related macular degeneration Diseases 0.000 claims description 49
- 208000002780 macular degeneration Diseases 0.000 claims description 48
- 150000003839 salts Chemical class 0.000 claims description 39
- -1 4-isopropoxyphenyl Chemical group 0.000 claims description 29
- 150000002148 esters Chemical class 0.000 claims description 29
- 239000012453 solvate Substances 0.000 claims description 25
- 230000015572 biosynthetic process Effects 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 13
- 239000008194 pharmaceutical composition Substances 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 125000004104 aryloxy group Chemical group 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 5
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 claims 16
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 4
- 210000004907 gland Anatomy 0.000 claims 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 claims 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 2
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- QXWPOPVIGTZLHN-UHFFFAOYSA-N 3-[[6-(2-acetylphenyl)pyridin-3-yl]diazenyl]-4-aminonaphthalene-1-sulfonic acid Chemical compound CC(=O)C1=CC=CC=C1C1=CC=C(N=NC=2C(=C3C=CC=CC3=C(C=2)S(O)(=O)=O)N)C=N1 QXWPOPVIGTZLHN-UHFFFAOYSA-N 0.000 claims 1
- AGQDPQVAVIMQNF-UHFFFAOYSA-N 3-[[6-(3-acetylphenyl)pyridin-3-yl]diazenyl]-4-aminonaphthalene-1-sulfonic acid Chemical compound CC(=O)C1=CC=CC(C=2N=CC(=CC=2)N=NC=2C(=C3C=CC=CC3=C(C=2)S(O)(=O)=O)N)=C1 AGQDPQVAVIMQNF-UHFFFAOYSA-N 0.000 claims 1
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- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 1
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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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4418—Non condensed pyridines; Hydrogenated derivatives thereof having a carbocyclic group directly attached to the heterocyclic ring, e.g. cyproheptadine
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- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/76—Nitrogen atoms to which a second hetero atom is attached
- C07D213/77—Hydrazine radicals
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Claims (12)
1. Forbindelse med formlen I:
hvor Ra er uafhængigt valgt fra gruppen bestående af halogen, hydroxy, alkyl, halogen-substituteret alkyl, aryl, halogen- eller alkyl-substitueret aryl, alkoxy, hydroxy- eller carboxy-substitueret alkoxy, aryloxy, halogen- eller alkyl-substitueret aryloxy, CHO, C(O)-alkyl, C(O)-aryl, C(O)-alkyl-carboxyl, C(O)-alkylen-carboxyester og cyano, og m er et heltal valgt fra 0 til 4, eller et oxid, en ester, et farmaceutisk acceptabelt salt eller solvat deraf, til anvendelse ved en fremgangsmåde til fjernelse af druser, undertrykkelse af dannelsen af druser og/eller behandling og/eller forebyggelse af aldersrelateret makulær degeneration.
2. Forbindelses med formlen I eller et oxid, en ester, et farmaceutisk acceptabelt salt eller solvat deraf, til anvendelse i overensstemmelse med krav 1, hvor Ra er uafhængigt valgt fra gruppen bestående af halogen, hydroxy, alkyl, halogen-substitueret alkyl og alkoxy.
3. Forbindelse med formlen I eller et oxid, en ester, et farmaceutisk acceptabelt salt eller solvat deraf, til anvendelse ifølge krav 1 eller 2, hvor Ra er uafhængigt valgt fra gruppen af halogen og alkyl.
4. Forbindelse med formlen I eller et oxid, en ester, et farmaceutisk acceptabelt salt eller solvat deraf, til anvendelse i overensstemmelse med ethvert af kravene 1 til 3, hvor forbindelsen har to Ra grupper, idet én af Ra grupperne er halogen og den anden er alkyl.
5. Forbindelse med formlen I eller et oxid, en ester, et farmaceutisk acceptabelt salt eller solvat deraf, til anvendelse i overensstemmelse med ethvert af kravene 1 til 4, hvor forbindelsen er forbindelsen med formlen
eller et oxid, en ester, et farmaceutisk acceptabelt salt eller solvat deraf.
6. Forbindelse med formlen I eller et oxid, en ester, et farmaceutisk acceptabelt salt eller solvat deraf, i overensstemmelse med ethvert af kravene 1 til 5, til anvendelse ved en fremgangsmåde til fjernelse af druser og/eller undertrykkelse af dannelsen af druser.
7. Forbindelse med formlen I eller et oxid, en ester, et farmaceutisk acceptabelt salt eller solvat deraf ifølge ethvert af kravene 1 til 5, til anvendelse ved en fremgangsmåde til behandling og/eller forebyggelse af aldersrelateret makulær degeneration.
8. Forbindelse med formlen I eller et oxid, en ester, et farmaceutisk acceptabelt salt eller solvat deraf, til anvendelse ifølge krav 7, hvor den aldersrelaterede makulære degeneration er exudativ aldersrelateret makulær degeneration.
9. Forbindelse med formlen I eller et oxid, en ester, et farmaceutisk acceptabelt salt eller solvat deraf, til anvendelse ifølge krav 7, hvor den aldersrelaterede makulære degeneration er atrofisk aldersrelateret makulær degeneration.
10. Forbindelse med formlen I eller et oxid, en ester, et farmaceutisk acceptabelt salt eller solvat deraf, til anvendelse ifølge krav 1, hvor forbindelsen er valgt fra gruppen bestående af 4-amino-3-(6-phenylpyridin-3-ylazo)naphthalen-1-sulfonsyre, 4-amino-3-(6-p-tolylpyridin-3-ylazo)naphthalen-1-sulfonsyre, 4-amino-3-(6-m-tolylpyridin-3-ylazo)naphthalen-1-sulfonsyre, 4-amino-3-(6-o-tolylpyridin-3-ylazo)naphthalen-1-sulfonsyre, 4-amino-3-(6-biphenyl-2-ylpyridin-3-ylazo)naphthalen-1-sulfonsyre, 3-[6-(2-acetylphenyl)pyridin-3-ylazo]-4-aminonaphthalen-1-sulfonsyre, 3-[6-(3-acetylphenyl)pyridin-3-ylazo]-4-aminonaphthalen-1-sulfonsyre, 3- [6-(4-acetylphenyl)pyridin-3-ylazo]-4-aminonaphthalensulfonsyre, 4- amino-3-[6-(2,4-dichlorphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(2-trifluormethylphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(4-trifluormethylphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(2-chlorphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(3-chlorphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(4-chlorphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(2-methoxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(4-methoxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(2-isopropoxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(4-isopropoxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(2-phenoxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(3-methoxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(2,3-dimethylphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(2,5-dimethylphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(3,5-dimethylphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(3-trifluormethylphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, methyl 4-{4-[5-(1-amino-4-sulfonaphthalen-2-ylazo)pyridin-2-yl]phenyl}-4-oxobutyrat, 4-amino-3-(6-biphenyl-3-ylpyridin-3-ylazo)naphthalen-1-sulfonsyre, 4-amino-3-[6-(3-cyanophenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(4-cyanophenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(3,5-bistrifluormethylphenyl)pyridin-3-ylazo]naphthalensulfonsyre, 4-amino-3-[6-(4-benzoylphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(2-propoxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(4-fluor-2-methylphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(5-fluor-2-propoxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(2-fluor-6-propoxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(4-fluor-2-propoxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(5-fluor-2-methylphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(2-fluor-5-methylphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(2-butoxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(2-hexyloxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(4-butylphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(2-hydroxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-{6-[2-(6-hydroxyhexyloxy)phenyl]pyridin-3-ylazo}naphthalen-1-sulfonsyre, 4-{2-[5-(1-amino-4-sulfonaphthalen-2-ylazo)pyridin-2-yl]phenoxy}butyrsyre, 4-amino-3-{6-[2-(3-hydroxypropoxy)phenyl]pyridin-3-ylazo}naphthalen-1-sulfonsyre, 4-amino-3-[6-(2-isobutoxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(5-chlor-2-hydroxyphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(4-methylbiphenyl-2-yl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(4'-chlor-4-methylbiphenyl-2-yl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(4,3',5'-trimethylbiphenyl-2-yl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(3'-chlor-4-methylbiphenyl-2-yl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(2,6-dimethylphenyl)pyridin-3-ylazo]naphthalen-1-sulfonsyre, 4-amino-3-[6-(3-formyl-2-isopropoxy-5-methylphenyl)pyridin-3-ylazo]naphthalen-1- sulfonsyre, og 4-amino-3-[6-(3-formyl-2-butoxy-5-methylphenyl)pyridin-3-ylazo]naphthalen-1- sulfonsyre.
11. Farmaceutisk sammensætning til anvendelse ved en fremgangsmåde til fjernelse af druser, undertrykkelse af dannelse af druser, og/eller behandlingen og/eller forebyggelsen af alders-relateret makulær degeneration, omfattende en forbindelse med formlen I eller et oxid, en ester, et farmaceutisk acceptabelt salt eller solvat deraf ifølge ethvert af kravene 1 til 10.
12. Farmaceutisk sammensætning til anvendelse ifølge krav 11, hvor den farmaceutiske sammensætning er til oral indgivelse.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013031190 | 2013-02-20 | ||
| PCT/JP2014/053898 WO2014129495A1 (ja) | 2013-02-20 | 2014-02-19 | 眼疾患処置薬 |
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| EP (1) | EP2959903B1 (da) |
| JP (1) | JP6261011B2 (da) |
| DK (1) | DK2959903T3 (da) |
| ES (1) | ES2691805T3 (da) |
| PL (1) | PL2959903T3 (da) |
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| PT3042658T (pt) * | 2013-09-04 | 2019-05-13 | Univ Kyoto | Composição medicinal que melhora a resistência à leptina |
| WO2017222042A1 (ja) * | 2016-06-24 | 2017-12-28 | 国立大学法人京都大学 | 眼用医薬組成物 |
| JP6308285B1 (ja) * | 2016-12-08 | 2018-04-11 | コニカミノルタ株式会社 | 透明基板積層体の製造方法および空中映像表示デバイスの製造方法 |
| ES2925638T3 (es) * | 2017-12-27 | 2022-10-19 | Univ Kyoto | Composición para la protección de la córnea |
| US12011438B2 (en) | 2018-04-16 | 2024-06-18 | Kyoto University | Composition for protecting cardiomyocyte |
| JP7101982B2 (ja) | 2018-07-31 | 2022-07-19 | 国立大学法人京都大学 | 脳梗塞の処置用の医薬組成物 |
| CN114599370A (zh) | 2019-10-24 | 2022-06-07 | 国立大学法人京都大学 | 用于保护软骨的药物组合物 |
| JP7705649B2 (ja) | 2021-04-28 | 2025-07-10 | 国立大学法人京都大学 | 皮膚組織の異常を改善するための組成物 |
| WO2023120704A1 (ja) | 2021-12-24 | 2023-06-29 | 国立大学法人京都大学 | 心機能を改善するための組成物 |
| KR20250093323A (ko) * | 2022-10-27 | 2025-06-24 | 가부시키가이샤 교토 소야쿠 겐큐쇼 | 나프탈렌 유도체의 결정 |
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| US20030065020A1 (en) * | 2001-07-13 | 2003-04-03 | Catharine Gale | Treatment of macular degeneration |
| US8457178B2 (en) | 2007-03-26 | 2013-06-04 | Qualcomm Incorporated | Frequency offset estimator |
| DK2599771T3 (da) * | 2010-07-30 | 2016-10-24 | Daito Chemix Corp | Naphthalenderivat |
| JP5822840B2 (ja) * | 2010-09-30 | 2015-11-24 | ダイトーケミックス株式会社 | 眼疾患処置薬 |
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| Publication number | Publication date |
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| ES2691805T3 (es) | 2018-11-28 |
| JPWO2014129495A1 (ja) | 2017-02-02 |
| PL2959903T3 (pl) | 2019-03-29 |
| US20160000810A1 (en) | 2016-01-07 |
| US9782420B2 (en) | 2017-10-10 |
| PT2959903T (pt) | 2019-01-17 |
| JP6261011B2 (ja) | 2018-01-17 |
| EP2959903B1 (en) | 2018-10-03 |
| WO2014129495A1 (ja) | 2014-08-28 |
| EP2959903A4 (en) | 2016-08-03 |
| EP2959903A1 (en) | 2015-12-30 |
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