HRP20231608T1 - Derivati piridinil sulfonamida, njihovi farmaceutski pripravci i njihove uporabe - Google Patents
Derivati piridinil sulfonamida, njihovi farmaceutski pripravci i njihove uporabe Download PDFInfo
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- HRP20231608T1 HRP20231608T1 HRP20231608TT HRP20231608T HRP20231608T1 HR P20231608 T1 HRP20231608 T1 HR P20231608T1 HR P20231608T T HRP20231608T T HR P20231608TT HR P20231608 T HRP20231608 T HR P20231608T HR P20231608 T1 HRP20231608 T1 HR P20231608T1
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- alkyl
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- heterocyclyl
- compound
- optionally substituted
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- 239000008194 pharmaceutical composition Substances 0.000 title 1
- DWJMBQYORXLGAE-UHFFFAOYSA-N pyridine-2-sulfonamide Chemical class NS(=O)(=O)C1=CC=CC=N1 DWJMBQYORXLGAE-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 20
- 150000003839 salts Chemical class 0.000 claims 14
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 12
- 125000000623 heterocyclic group Chemical group 0.000 claims 12
- 125000001153 fluoro group Chemical group F* 0.000 claims 10
- 125000000217 alkyl group Chemical group 0.000 claims 8
- 125000002393 azetidinyl group Chemical group 0.000 claims 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 6
- 125000002632 imidazolidinyl group Chemical group 0.000 claims 6
- 125000002757 morpholinyl group Chemical group 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 125000003386 piperidinyl group Chemical group 0.000 claims 6
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 6
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 4
- -1 1-(cyclopropylcarbonyl)-piperidin-4-yl Chemical group 0.000 claims 2
- 239000000969 carrier Substances 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 208000008338 non-alcoholic fatty liver disease Diseases 0.000 claims 2
- 206010053219 non-alcoholic steatohepatitis Diseases 0.000 claims 2
- 125000004043 oxo group Chemical group O=* 0.000 claims 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 208000017442 Retinal disease Diseases 0.000 claims 1
- 206010038923 Retinopathy Diseases 0.000 claims 1
- 208000006011 Stroke Diseases 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 208000017169 kidney disease Diseases 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 208000005069 pulmonary fibrosis Diseases 0.000 claims 1
- 229940124597 therapeutic agent Drugs 0.000 claims 1
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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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/70—Sulfur atoms
- C07D213/71—Sulfur atoms to which a second hetero atom is attached
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- 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
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
- A61K31/4545—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
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- C07D401/12—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 two hetero rings linked by a chain containing hetero atoms as chain links
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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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
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- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61K31/00—Medicinal preparations containing organic active ingredients
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- 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
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- 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
- A61K31/444—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
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- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
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- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
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- 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
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- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
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Claims (20)
1. Spoj, naznačen time, da je predstavljen formulom (I)
[image]
gdje
prsten A se bira iz skupine koju čine:
[image]
R1 se bira iz skupine koju čine H, F, Cl, Br, CN, -OH, C1-4-alkil, -O-(C1-4-alkil), -(CH2)m-COOH, -(CH2)m-C(=O)-O-(C1-4-alkil), -C(=O)-heterociklil, -(CH2)m-C(=O)-NH2, -(CH2)m-C(=O)-NH-(C1-4-alkil), -(CH2)m-C(=O)-N(C1-4-alkil)2, -C(=O)-NH-C3-6-cikloalkil, -C(=O)-NH-heterociklil, -(CH2)m-NH-C(=O)-(C1-3-alkil), -N(C1-3-alkil)-C(=O)-(C1-4-alkil), -N(C1-3-alkil)-C(=O)-NH2, -NH-C(=O)-NH-(C1-4-alkil), heterociklil i fenil,
pri čemu je svaka alkil skupina ili podskupina opcionalno supstituirana s jednim ili više F atoma ili s jednom OH ili -O-(C1-3-alkil) skupinom; i
pri čemu se svaki heterociklil bira iz skupine koju čine azetidinil, imidazolidinil, piperidinil, tetrahidropiranil i morfolinil, i opcionalno je supstituiran s jednom ili dvije skupine neovisno odabrane iz skupine koju čine okso, C1-3-alkil, -C(=O)-CH3 i -C(=O)-ciklopropil; i
gdje, višestruki R1 mogu biti isti ili različiti, ako n jest 2; i
n je cijeli broj odabran od 1 i 2; i
m je cijeli broj odabran od 0, 1 i 2; i
pri čemu u bilo kojoj definiciji koja je prethodno navedena, ako nije drugačije određeno, bilo koja alkil skupina ili podskupina može biti razgranatog lanca ili ravnolančana i opcionalno je supstituirana s jednim ili više F atoma,
ili njegova sol.
2. Spoj formule (I) prema patentnom zahtjevu 1, naznačen time, da
R1 se bira iz skupine koju čine:
H, F, Cl, -OH, C1-4-alkil, -O-(C1-2-alkil), -(CH2)m-COOH, -(CH2)m-C(=O)-O-(C1-2-alkil), -C(=O)-heterociklil, -(CH2)m-C(=O)-NH2, -(CH2)m-C(=O)-NH-(C1-4-alkil), -(CH2)m-C(=O)-N(CH3)(C1-3-alkil), -C(=O)-NH-ciklopropil, -C(=O)-NH-heterociklil, -(CH2)m-NH-C(=O)-(C1-3-alkil), -N(C1-2-alkil)-C(=O)-(C1-2-alkil), -N(C1-2-alkil)-C(=O)-NH2, -NH-C(=O)-NH-(C1-2-alkil), heterociklil i fenil,
pri čemu je svaka alkil skupina ili podskupina opcionalno supstituirana s 1 do 3 F atoma ili s jednom OH ili -O-(C1-2-alkil) skupinom; i
pri čemu se svaki heterociklil bira iz skupine koju čine azetidinil, imidazolidinil, piperidinil, tetrahidropiranil i morfolinil, i opcionalno je supstituiran s jednom ili dvije skupine neovisno odabrane iz skupine koju čine okso, C1-2-alkil, -C(=O)-CH3 i -C(=O)-ciklopropil; i
pri čemu m je 0 ili 1; i
gdje, višestruki R1 mogu biti isti ili različiti, ako n jest 2;
ili njegova sol.
3. Spoj formule (I) prema patentnom zahtjevu 2, naznačen time, da
R1 se bira iz skupine koju čine:
H, F, -OH, -CH3, -CF3, -O-CH3, -COOH, -(CH2)m-C(=O)-O-CH3, -(CH2)m-C(=O)-NH2, -C(=O)-NH-(C1-3-alkil), -(CH2)-C(=O)-N(CH3)2, -(CH2)-C(=O)-N(CH3)(CH2CH3), -C(=O)-NH-ciklopropil, 1-(ciklopropilkarbonil)-piperidin-4-il i 3-metil-2-okso-imidazolidin-1-il,
pri čemu je svaka etil skupina ili podskupina opcionalno supstituirana na poziciji 2 s jednim F atomom, jednom OH ili jednom -O-CH3 skupinom; i
pri čemu je svaka propil skupina ili podskupina opcionalno supstituirana na poziciji 2 ili 3 s 1 do 3 F atoma; i
gdje m je 0 ili 1; i
pri čemu, ako n je 2, višestruki R1 mogu biti isti ili različiti i druga R1 skupina se bira iz skupine koju čine F, CH3, CF3 i fenil;
ili njegova sol.
4. Spoj formule (I) prema patentnom zahtjevu 1, naznačen time, da
prsten A je
[image]
R1 se bira iz skupine koju čine H, F, -OH, C1-4-alkil, -O-(C1-4-alkil), -(CH2)m-COOH, -(CH2)m-C(=O)-O-(C1-4-alkil), -C(=O)-heterociklil, -(CH2)m-C(=O)-NH2, -(CH2)m-C(=O)-NH-(C1-4-alkil), -(CH2)m-C(=O)-N(C1-4-alkil)2, -C(=O)-NH-C3-6-cikloalkil, -C(=O)-NH-heterociklil, -(CH2)m-NH-C(=O)-(C1-3-alkil), -N(C1-3-alkil)-C(=O)-(C1-4-alkil), -N(C1-3-alkil)-C(=O)-NH2, -NH-C(=O)-NH-(C1-4-alkil), heterociklil i fenil,
pri čemu je svaka alkil skupina ili podskupina opcionalno supstituirana s jednim ili više F atoma ili s jednom OH ili -O-(C1-3-alkil) skupinom; i
pri čemu se svaki heterociklil bira iz skupine koju čine azetidinil, imidazolidinil, piperidinil, tetrahidropiranil i morfolinil, i opcionalno je supstituiran s jednom ili dvije skupine neovisno odabrane iz skupine koju čine okso, C1-3-alkil, -C(=O)-CH3 i -C(=O)-ciklopropil; i
gdje, višestruki R1 mogu biti isti ili različiti, ako n jest 2; i
n je cijeli broj odabran od 1 i 2; i
m je cijeli broj odabran od 0 i 1;
ili njegova sol.
5. Spoj formule (I) prema patentnom zahtjevu 4, naznačen time, da
R1 se bira iz skupine koju čine:
H, -OH, C1-2-alkil, -O-(C1-2-alkil), -(CH2)m-COOH, -(CH2)m-C(=O)-O-(C1-2-alkil), -C(=O)-heterociklil, -(CH2)m-C(=O)-NH2, -(CH2)m-C(=O)-NH-(C1-4-alkil), -(CH2)m-C(=O)-N(C1-2-alkil)2, -C(=O)-NH-C3-6-ciklopropil, -C(=O)-NH-heterociklil, -(CH2)m-NH-C(=O)-(C1-3-alkil), -N(CH3)-C(=O)-(C1-2-alkil), -N(CH3)-C(=O)-NH2, -NH-C(=O)-NH-(C1-3-alkil), heterociklil i fenil,
pri čemu je svaka alkil skupina ili podskupina opcionalno supstituirana s 1 do 3 F atoma ili s jednom OH ili -O-CH3 skupinom; i
pri čemu se svaki heterociklil bira iz skupine koju čine azetidinil, imidazolidinil, tetrahidropiranil i morfolinil, i opcionalno je supstituiran s jednom ili dvije skupine neovisno odabrane iz skupine koju čine okso, C1-3-alkil i -C(=O)-CH3;
i
gdje, ako n je 2, višestruki R1 mogu biti isti ili različiti, i druga R1 skupina se bira iz skupine koju čine CH3, CF3 i fenil;
ili njegova sol.
6. Spoj formule (I) prema patentnom zahtjevu 1, naznačen time, da
prsten A je
[image]
R1 se bira iz skupine koju čine H, F, Cl, -OH, -O-(C1-4-alkil), -C(=O)-heterociklil, -(CH2)m-C(=O)-NH2, -(CH2)m-C(=O)-NH-(C1-4-alkil), -(CH2)m-C(=O)-N(C1-4-alkil)2, -(CH2)m-NH-C(=O)-(C1-3-alkil) i -N(C1-3-alkil)-C(=O)-(C1-4-alkil),
pri čemu je svaka alkil skupina ili podskupina opcionalno supstituirana s jednim ili više F atoma ili s jednom OH ili -O-(C1-3-alkil) skupinom; i
pri čemu se svaki heterociklil bira iz skupine koju čine azetidinil, imidazolidinil, piperidinil, tetrahidropiranil i morfolinil, i opcionalno je supstituiran s jednom okso ili C1-3-alkil skupinom; i
gdje, ako n je 2, višestruki R1 mogu biti isti ili različiti i druga R1 skupina jest F; i
n je cijeli broj odabran od 1 i 2; i
m je cijeli broj odabran od 0 i 1;
ili njegova sol.
7. Spoj formule (I) prema patentnom zahtjevu 1, naznačen time, da
prsten A je
[image]
R1 se bira iz skupine koju čine H, -(CH2)m-COOH, -(CH2)m-C(=O)-O-(C1-4-alkil), -C(=O)-heterociklil, -(CH2)m-C(=O)-NH2, -(CH2)m-C(=O)-NH-(C1-4-alkil) i -(CH2)m-C(=O)-N(C1-4-alkil)2,
pri čemu je svaka alkil skupina ili podskupina opcionalno supstituirana s jednim ili više F atoma ili s jednom OH ili -O-(C1-3-alkil) skupinom; i
pri čemu se svaki heterociklil bira iz skupine koju čine azetidinil, imidazolidinil, piperidinil, tetrahidropiranil i morfolinil, i opcionalno je supstituiran s jednom okso ili C1-3-alkil skupinom; i
gdje, višestruki R1 mogu biti isti ili različiti, ako n jest 2; i
n je 1; i
m je cijeli broj odabran od 0 i 1;
ili njegova sol.
8. Spoj formule (I) prema patentnom zahtjevu 1, naznačen time, da
prsten A je
[image]
R1 se bira iz skupine koju čine H, F, Cl, Br, CN, -OH, C1-4-alkil, -O-(C1-4-alkil), -C(=O)-NH2, -C(=O)-NH-(C1-4-alkil), -C(=O)-N(C1-4-alkil)2 i heterociklil,
pri čemu je svaka alkil skupina ili podskupina opcionalno supstituirana s jednim ili više F atoma ili s jednom OH ili -O-(C1-3-alkil) skupinom; i
pri čemu se svaki heterociklil bira iz skupine koju čine azetidinil, i piperidinil, i opcionalno je supstituiran s jednom C1-3-alkil, -C(=O)-CH3 ili -C(=O)-ciklopropil skupinom; i
gdje, ako n je 2, višestruki R1 mogu biti isti ili različiti i druga R1 skupina se bira iz skupine koju čine F i CH3; i
n je cijeli broj odabran od 1 i 2;
ili njegova sol.
9. Spoj formule (I) prema patentnom zahtjevu 1, naznačen time, da se bira iz skupine koju čine:
[image]
[image]
[image]
ili njegova sol.
10. Spoj formule (I) prema patentnom zahtjevu 9, naznačen time, da ima sljedeću strukturu:
[image]
11. Spoj formule (I) prema patentnom zahtjevu 9, naznačen time, da ima sljedeću strukturu:
[image]
12. Spoj formule (I) prema patentnom zahtjevu 9, naznačen time, da ima sljedeću strukturu:
[image]
13. Spoj formule (I) prema patentnom zahtjevu 9, naznačen time, da ima sljedeću strukturu:
[image]
14. Spoj formule (I) prema patentnom zahtjevu 9, naznačen time, da ima sljedeću strukturu:
[image]
15. Spoj formule (I) prema patentnom zahtjevu 9, naznačen time, da ima sljedeću strukturu:
[image]
16. Farmaceutski prihvatljiva sol, naznačena time, da je od spoja u skladu s bilo kojim od patentnih zahtjeva 1 do 15.
17. Spoj prema bilo kojem od patentnih zahtjeva 1 do 15, ili njegova farmaceutski prihvatljiva sol, naznačen time, da je za uporabu kao lijek.
18. Spoj prema bilo kojem od patentnih zahtjeva 1 do 15, ili njegova farmaceutski prihvatljiva sol, naznačen time, da je za uporabu u liječenju raka, NASH (nealkoholnog steatohepatitisa), plućne fibroze, retinopatije, nefropatije ili moždanog udara.
19. Farmaceutski pripravak, naznačen time, da sadrži spoj u skladu s bilo kojim od patentnih zahtjeva 1 do 15 ili njegovu farmaceutski prihvatljivu sol, opcionalno zajedno s jednim ili više inertnih nosača i/ili razrjeđivača.
20. Farmaceutski pripravak, naznačen time, da sadrži jedan ili više spojeva u skladu s jednim ili više od patentnih zahtjeva 1 do 15 ili njihove farmaceutski prihvatljive soli, te jedno ili više dodatnih terapijskih sredstava, opcionalno zajedno s jednim ili više inertnih nosača i/ili razrjeđivača.
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EP18203196 | 2018-10-29 | ||
EP19794970.4A EP3873600B9 (en) | 2018-10-29 | 2019-10-24 | Pyridinyl sulfonamide derivatives, pharmaceutical compositions and uses thereof |
PCT/EP2019/078992 WO2020089026A1 (en) | 2018-10-29 | 2019-10-24 | Pyridinyl sulfonamide derivatives, pharmaceutical compositions and uses thereof |
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US (1) | US20210361637A1 (hr) |
EP (1) | EP3873600B9 (hr) |
JP (1) | JP7317109B2 (hr) |
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DK (1) | DK3873600T5 (hr) |
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BR112022004451A2 (pt) | 2019-09-13 | 2022-06-21 | Nimbus Saturn Inc | Antagonistas de hpk1 e usos dos mesmos |
CN114621189B (zh) * | 2020-12-14 | 2024-01-02 | 上海拓界生物医药科技有限公司 | 一种内酰胺类衍生物及其用途 |
CN114621243B (zh) * | 2020-12-14 | 2024-03-01 | 上海拓界生物医药科技有限公司 | 一种磺酰胺类衍生物及其用途 |
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WO2022187856A1 (en) | 2021-03-05 | 2022-09-09 | Nimbus Saturn, Inc. | Hpk1 antagonists and uses thereof |
JP2024513011A (ja) | 2021-03-29 | 2024-03-21 | ニンバス サターン, インコーポレイテッド | Hpk1アンタゴニスト及びその使用 |
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CL2007003580A1 (es) | 2006-12-11 | 2009-03-27 | Boehringer Ingelheim Int | Compuestos derivados de piridazina, antagonistas de mch; composicion farmaceutica que comprende a dicho compuesto; procedimiento de preparacion; y uso del compuesto en el tratamiento de trastornos metabolicos y/o trastornos alimentarios como obesidad, bulimia, anorexia, hiperfagia, diabetes. |
US9192617B2 (en) * | 2012-03-20 | 2015-11-24 | Boehringer Ingelheim International Gmbh | Pharmaceutical composition, methods for treating and uses thereof |
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2019
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- 2019-10-24 FI FIEP19794970.4T patent/FI3873600T3/fi active
- 2019-10-24 DK DK19794970.4T patent/DK3873600T5/da active
- 2019-10-24 SI SI201930672T patent/SI3873600T1/sl unknown
- 2019-10-24 PE PE2021000602A patent/PE20211467A1/es unknown
- 2019-10-24 EP EP19794970.4A patent/EP3873600B9/en active Active
- 2019-10-24 US US17/285,918 patent/US20210361637A1/en active Pending
- 2019-10-24 WO PCT/EP2019/078992 patent/WO2020089026A1/en active Application Filing
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- 2019-10-24 HU HUE19794970A patent/HUE064995T2/hu unknown
- 2019-10-24 KR KR1020217015606A patent/KR20210084537A/ko not_active Application Discontinuation
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2021
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