DK2989100T3 - Naphthyridin-derivater, der kan anvendes som Alpha-V-Beta-6-integrin-antagonister - Google Patents
Naphthyridin-derivater, der kan anvendes som Alpha-V-Beta-6-integrin-antagonister Download PDFInfo
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- DK2989100T3 DK2989100T3 DK14712666.8T DK14712666T DK2989100T3 DK 2989100 T3 DK2989100 T3 DK 2989100T3 DK 14712666 T DK14712666 T DK 14712666T DK 2989100 T3 DK2989100 T3 DK 2989100T3
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- pyrazol
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
- A61K31/4155—1,2-Diazoles non condensed and containing further heterocyclic rings
-
- 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
- A61K31/33—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
- A61K31/4353—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 ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4375—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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a six-membered ring having nitrogen as a ring heteroatom, e.g. quinolizines, naphthyridines, berberine, vincamine
-
- 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
- A61K31/33—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
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Claims (23)
1. Forbindelse med formel (I)
5 (!) hvor Ri betegner et hydrogenatom, en methylgruppe eller en ethylgruppe; R2 betegner et hydrogenatom eller et fluorinatom; R3 betegner et hydrogenatom, en methylgruppe eller en ethylgruppe; eller et 10 farmaceutisk acceptabelt salt deraf.
2. Forbindelse med formel (I) ifølge krav 1, hvor Ri betegner en methylgruppe, R2 betegner et hydrogenatom og R3 betegner en methylgruppe; eller et farmaceutisk acceptabelt salt deraf. 15
3. Forbindelse med formel (I) ifølge krav 1, hvor Ri betegner en ethylgruppe, R2 betegner et hydrogenatom og R3 betegner en ethylgruppe; eller et farmaceutisk acceptabelt salt deraf.
4. Forbindelse med formel (I) ifølge krav 1, hvor Ri betegner et hydrogen atom, R2 betegner et hydrogenatom og R3 betegner en methylgruppe; eller et farmaceutisk acceptabelt salt deraf.
5. Forbindelse med formel (I) ifølge krav 1. 25
6. Forbindelse med formel (I) ifølge et af kravene 1 til 5 med konfigurationen:
7. Forbindelse med formel (I) ifølge krav 1, som er udvalgt blandt: 3-(3-(3,5-dimethyl-1 /-/-pyrazol-1-yl)phenyl)-4-((/:?)-3-(2-(5,6,7,8-tetrahydro-5 1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1 -yl)butansyre; 3-(3-(5-methyl-1 H- pyrazol-1 -yl)phenyl)-4-((/:?)-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1-yl)butansyre; 3-(3-(5-ethyl-3-methyl-1 /-/-pyrazol-1-yl)phenyl)-4-((/:?)-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1-yl)butansyre; 10 3-(3-(1 /-/-pyrazol-1 -yl)phenyl)-4-((/:?)-3-(2-(5,6,7,8-tetrahydro-1,8- naphthyridin-2-yl)ethyl)pyrrolidin-1-yl)butansyre; 3-(3-(3,5-diethyl-1 /-/-pyrazol-1 -yl)phenyl)-4-((R)-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1-yl)butansyre; 3-(3-(4-fluor-3,5-dimethyl-1 /-/-pyrazol-1-yl)phenyl)-4-((/:?)-3-(2-(5,6,7,8-15 tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1 -yl)butansyre; 3-(3-(3-methyl-1 /-/-pyrazol-1 -yl)phenyl)-4-((/:?)-3-(2-(5,6,7,8-tetrahydro-1,8- naphthyridin-2-yl)ethyl)pyrrolidin-1-yl)butansyre; eller et farmaceutisk acceptabelt salt deraf.
8. Forbindelse med formel (I) ifølge krav 1, som er: 3-(3-(3,5-dimethyl-1 /-/-pyrazol-1-yl)phenyl)-4-((/:?)-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1 -yl)butansyre: 25
9. Forbindelse med formel (I) ifølge krav 1, som er (S)-3-(3-(3,5-dimethyl-1/-/-pyrazol-1-yl)phenyl)-4-((/:?)-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1-yl)butansyre
10. Forbindelse ifølge krav 1, som er 3-(3-(3,5-dimethyl-1 /-/-pyrazol-1-yl)phe- 5 nyl)-4-((F?)-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1 - yl)butansyrehydrochloridsalt.
11. Forbindelse ifølge krav 1, som er (S)-3-(3-(3,5-dimethyl-1 /-/-pyrazol-1-yl)phenyl)-4-((/:?)-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2- 10 yl)ethyl)pyrrolidin-1 -yl)butansyrehydrochloridsalt.
12. Forbindelse med formel (I) eller et farmaceutisk acceptabelt salt deraf ifølge et af kravene 1 til 11 til anvendelse inden for terapi.
13. Forbindelse med formel (I) eller et farmaceutisk acceptabelt salt deraf ifølge et af kravene 1 til 11 til anvendelse ved behandling af en sygdom eller tilstand, for hvilken der angives en civPe-receptorantagonist.
14. Forbindelse med formel (I) eller et farmaceutisk acceptabelt salt deraf 20 ifølge et af kravene 1 til 11 til anvendelse ved behandling af en fibrotisk syg dom.
15. Forbindelse med formel (I) eller et farmaceutisk acceptabelt salt deraf til anvendelse ifølge krav 14, hvor den fibrotiske sygdom er en pulmonær fibro- 25 se.
16. Forbindelse med formel (I) eller et farmaceutisk acceptabelt salt deraf ifølge et af kravene 1 til 11 til anvendelse ved behandling af idiopatisk pulmonær fibrose. 30
17. Farmaceutisk sammensætning omfattende en forbindelse med formel (I) eller et farmaceutisk acceptabelt salt deraf ifølge et af kravene 1 til 11 og en eller flere farmaceutisk acceptable bærere, fortyndingsmidler eller hjælpestoffer. 5
18. Kombination omfattende en forbindelse med formel (I) eller et farmaceutisk acceptabelt salt deraf ifølge et af kravene 1 til 11 og mindst et andet farmaceutisk aktivt stof.
19. Kombination ifølge krav 18 til anvendelse inden for terapi.
20. Kombination ifølge krav 18, eller kombination til anvendelse ifølge krav 19. hvor en hæmmer af TGF3-syntese, for eksempel pirfenidon, er det andet farmaceutisk aktive stof. 15
21. Kombination ifølge krav 18, eller kombination til anvendelse ifølge krav 19, hvor nintedanib (BIBF-1120) er det andet farmaceutisk aktive stof.
22. Kombination ifølge krav 18, eller kombination til anvendelse ifølge krav 19, hvor et anti avp6-antistof er det andet farmaceutisk aktive stof.
23. Forbindelse med formel (II)
(Π) 25 hvor Ri betegner et hydrogenatom, en methylgruppe eller en ethylgruppe; R2 betegner et hydrogenatom eller et fluorinatom; R3 betegner et hydrogenatom, en methylgruppe eller en ethylgruppe; og R4 er en Ci- til Ce-alkylgruppe; eller et salt deraf.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB1305668.4A GB201305668D0 (en) | 2013-03-28 | 2013-03-28 | Avs6 Integrin Antagonists |
| PCT/EP2014/056013 WO2014154725A1 (en) | 2013-03-28 | 2014-03-26 | Naphthyridine derivatives useful as alpha-v-beta-6 integrin antagonists |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK2989100T3 true DK2989100T3 (da) | 2018-04-23 |
Family
ID=48444909
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK14712666.8T DK2989100T3 (da) | 2013-03-28 | 2014-03-26 | Naphthyridin-derivater, der kan anvendes som Alpha-V-Beta-6-integrin-antagonister |
Country Status (38)
| Country | Link |
|---|---|
| US (2) | US10023568B2 (da) |
| EP (2) | EP2989100B1 (da) |
| JP (1) | JP6095847B2 (da) |
| KR (2) | KR101775085B1 (da) |
| CN (1) | CN105189499B (da) |
| AR (1) | AR095768A1 (da) |
| AU (1) | AU2014243068C1 (da) |
| BR (1) | BR112015024530A8 (da) |
| CA (1) | CA2903358A1 (da) |
| CL (1) | CL2015002860A1 (da) |
| CR (1) | CR20150509A (da) |
| CY (1) | CY1120188T1 (da) |
| DK (1) | DK2989100T3 (da) |
| DO (1) | DOP2015000251A (da) |
| EA (1) | EA027305B1 (da) |
| ES (1) | ES2665597T3 (da) |
| GB (1) | GB201305668D0 (da) |
| HR (1) | HRP20180528T1 (da) |
| HU (1) | HUE036750T2 (da) |
| IL (1) | IL241184A0 (da) |
| LT (1) | LT2989100T (da) |
| MA (1) | MA38540B1 (da) |
| ME (1) | ME02987B (da) |
| MX (1) | MX363288B (da) |
| NO (1) | NO2989100T3 (da) |
| NZ (1) | NZ629025A (da) |
| PE (1) | PE20151606A1 (da) |
| PH (1) | PH12015502232B1 (da) |
| PL (1) | PL2989100T3 (da) |
| PT (1) | PT2989100T (da) |
| RS (1) | RS57220B1 (da) |
| SG (1) | SG11201506813QA (da) |
| SI (1) | SI2989100T1 (da) |
| SM (1) | SMT201800247T1 (da) |
| TW (1) | TWI632143B (da) |
| UA (1) | UA114952C2 (da) |
| UY (1) | UY35505A (da) |
| WO (1) | WO2014154725A1 (da) |
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| GB201615588D0 (en) | 2016-09-14 | 2016-10-26 | Glaxosmithkline Ip Dev Ltd | TSLP Binding Proteins |
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| GB201604681D0 (en) | 2016-03-21 | 2016-05-04 | Glaxosmithkline Ip Dev Ltd | Chemical Compounds |
| GB201604680D0 (en) | 2016-03-21 | 2016-05-04 | Glaxosmithkline Ip Dev Ltd | Chemical Compounds |
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| KR102700471B1 (ko) | 2017-11-07 | 2024-08-28 | 브리스톨-마이어스 스큅 컴퍼니 | 알파 v 인테그린 억제제로서의 피롤로피라진 유도체 |
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| WO2016145258A1 (en) | 2015-03-10 | 2016-09-15 | The Regents Of The University Of California | Anti-alphavbeta1 integrin inhibitors and methods of use |
| GB201604589D0 (en) | 2016-03-18 | 2016-05-04 | Glaxosmithkline Ip Dev Ltd | Chemical compound |
| GB201604680D0 (en) | 2016-03-21 | 2016-05-04 | Glaxosmithkline Ip Dev Ltd | Chemical Compounds |
| GB201604681D0 (en) | 2016-03-21 | 2016-05-04 | Glaxosmithkline Ip Dev Ltd | Chemical Compounds |
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