HRP20190281T1 - Indazol-3-karboksamidi i njihova uporaba kao inhibitora signalizacijskog puta wnt/b-katenin - Google Patents
Indazol-3-karboksamidi i njihova uporaba kao inhibitora signalizacijskog puta wnt/b-katenin Download PDFInfo
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- HRP20190281T1 HRP20190281T1 HRP20190281TT HRP20190281T HRP20190281T1 HR P20190281 T1 HRP20190281 T1 HR P20190281T1 HR P20190281T T HRP20190281T T HR P20190281TT HR P20190281 T HRP20190281 T HR P20190281T HR P20190281 T1 HRP20190281 T1 HR P20190281T1
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- DITBWPUMEUDVLU-UHFFFAOYSA-N 1h-indazole-3-carboxamide Chemical class C1=CC=C2C(C(=O)N)=NNC2=C1 DITBWPUMEUDVLU-UHFFFAOYSA-N 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 230000019491 signal transduction Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 15
- 125000000217 alkyl group Chemical group 0.000 claims 9
- 206010016654 Fibrosis Diseases 0.000 claims 7
- 230000004761 fibrosis Effects 0.000 claims 7
- 125000001424 substituent group Chemical group 0.000 claims 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 5
- 206010028980 Neoplasm Diseases 0.000 claims 4
- 208000035475 disorder Diseases 0.000 claims 4
- 201000011510 cancer Diseases 0.000 claims 3
- 150000004820 halides Chemical class 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
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Claims (15)
1. Spoj koji ima strukturu formule Ia:
ili njegova farmaceutski prihvatljiva sol,
naznačen time što:
R3 je 3-piridilR6;
R5 je -heteroarilR7;
svaki R6 je 1 supstituent odabran iz skupine koju čine -(C1-2 alkil)heterociklilR8 i -heterociklilR8 ;
svaki R7 je 1-2 supstituenta koji je svaki odabran iz skupine koju čine H, nesupstituirani CI-3 alkil, halogenid, amino, -OCF3, -CF3, -CN, -OR10, -(C1-2alkil)heterociklilR9, -heterociklilR9, -arilR9, ,-C(=O)R11, -N(R10)C(=O)R11, -N(R10)2, -(C1-2alkil)N(R10)2, i -N(R10)SO2R11;
svaki R8 je 1-2 supstituenta koji je svaki odabran iz skupine koju čine H, C1-3 alkil, halogenid, amino, OCF3, -CF3, -CN i -OR12;
svaki R9 je 1-2 supstituenta koji je svaki odabran iz skupine koju čine H, C1-3 alkil, halogenid, amino, -OCF3, -CF3, -CN i -OR12;
svaki R10 je neovisno odabran iz skupine koju čine H, C1-3 alkil, -(C1-3 alkil)N(R14)2 i -arilR8;
svaki R11 je neovisno odabran iz skupine koju čine C1-3 alkil, -N(R14)2, -karbociklilR8 i -heterociklilR8;
svaki R12 je neovisno odabran iz skupine koju čine H i C1-3 alkil; i
svaki R14 je neovisno odabran iz skupine koju čine H, C1-3 alkil i karbociklil.
2. Spoj prema zahtjevu 1, naznačen time što R6 je -(C1-2 alkil)heterociklilR8.
3. Spoj prema zahtjevu 1, naznačen time što R6 je -heterociklilR8.
4. Spoj prema bilo kojem od zahtjeva 1 do 3, naznačen time što je R6 heterociklil neovisno odabran iz skupine koju čine azetidinilR8, pirolidinilR8, piperidinilR8, piperazinilR8 i morfolinilR8, pri čemu je R7 heterociklil neovisno odabran iz skupine koju čine azetidinilR9, pirolidinilR9, piperidinilR9, piperazinilR9 i morfolinilR9.
5. Spoj prema zahtjevu 1 ili 2, naznačen time što R6 je -CH2piperidinilR8.
6. Spoj prema zahtjevu 1 ili 2, naznačen time što R6 je -CH2pirolidinilR8.
7. Spoj prema bilo kojem od zahtjeva 1 do 6, naznačen time što je R7 jedan supstituent odabran iz skupine koju čine:
8. Spoj prema bilo kojem od zahtjeva 1 do 6, naznačen time što R7 je jedan supstituent i supstituent je -OR10, pri čemu R10 je C1-3 alkil.
9. Spoj prema zahtjevu 1 naznačen time što ima strukturu odabranu iz skupine koju čine:
ili njegova farmaceutski prihvatljiva sol.
10. Farmaceutski pripravak naznačen time što sadrži terapijski učinkovitu količinu barem jednog spoja prema bilo kojem od zahtjeva 1 do 9, ili njegovu farmaceutski prihvatljivu sol, te farmaceutski prihvatljivu pomoćnu tvar.
11. Spoj u skladu s bilo kojim od zahtjeva 1 do 9, ili njegova farmaceutski prihvatljiva sol, naznačen time što je za uporabu za liječenje poremećaja ili bolesti, pri čemu je poremećaj ili bolest odabran iz skupine koju čine rak, fibrotični poremećaj, dijabetička retinopatija, reumatoidni artritis, mikotička ili virusna infekcija, bolest kosti ili hrskavice, bolest pluća, osteoartritis, neurološko stanje, pri čemu je neurološko stanje odabrano od: Alzheimerove bolesti, frontotemporalne demencije, demencije s Levijevim tjelešcima, prionskih bolesti, Parkinsonove bolesti, Huntingtonove bolesti, progresivne supranuklearne paralize, kortikobazalne degeneracije, multiple sistemske atrofije, amiotrofna lateralna skleroza (ALS), miozitis inkluzijskog tijela, autizam, degenerativne miopatije, dijabetička neuropatija, druge metaboličke neuropatije, endokrine neuropatije, ortostatska hipotenzija, multipla skleroza i Charcot-Marie-Toothova bolest.
12. Spoj za uporabu prema zahtjevu 11, pri čemu je fibrotični poremećaj odabran iz skupa koji čine: kožna fibroza; sklerodermija; progresivna sistemska fibroza; fibroza pluća; mišićna fibroza; fibroza bubrega; glomeruloskleroza; glomerulonefritis; stvaranje hipertrofičnog ožiljka; fibroza maternice; fibroza bubrega; ciroza jetre, fibroza jetre; adhezije, kao što su one koje se javljaju u trbuhu, zdjelici, kralježnici ili tetivama; kronična opstruktivna plućna bolest; fibroza nakon infarkta miokarda; plućna fibroza; fibroza i ožiljci povezani s difuznom/intersticijskom bolešću pluća; fibroza središnjeg živčanog sustava, kao što je fibroza nakon moždanog udara; fibroza povezana s neurodegenerativnim poremećajima kao što je Alzheimerova bolest ili multipla skleroza; fibroza povezana s proliferativnom vitreoretinopatijom (PVR); restenoza; endometrioza; ishemijska bolest i radijacijska fibroza.
13. Spoj za uporabu prema zahtjevu 11, naznačen time što je rak odabran od: hepatocelularnog karcinoma, raka debelog crijeva, raka dojke, raka gušterače, kronične mijeloične leukemije (CML), kronične mijelomonocitne leukemije, kronične limfocitne leukemije (CLL), akutne mijeloične leukemije, akutne limfocitne leukemije, Hodgkinovog limfoma, limfoma, sarkoma i raka jajnika.
14. Spoj za uporabu prema zahtjevu 11, naznačen time što je rak odabran od: raka pluća ne malih stanica, raka pluća – malih stanica, multiplog mijeloma, nazofaringealnog raka, neuroblastoma, osteosarkoma, raka penisa, tumora hipofize, raka prostate, retinoblastoma, rabdomiosarkoma, raka žlijezda slinovnica, raka kože - bazalnih i skvamoznih stanica, raka kože - melanoma, raka tankog crijeva, raka želuca, raka testisa, raka prsne žlijezde, raka štitnjače, sarkoma maternice, raka vagine, raka vulve, raka grkljana ili hipofarinksa, raka bubrega, Kaposijevog sarkoma, gestacijske trofoblastne bolesti, gastrointestinalnog stromalnog tumora, gastrointestinalnog karcinoidnog tumora, raka žučnjaka, raka oka (melanoma i limfoma), Ewingovog tumora, raka jednjaka, raka endometrija, raka debelog crijeva, raka grlića maternice, tumora mozga ili kralježnice, metastaza kostiju, raka kostiju, raka mokraćnog mjehura, raka žučnih kanala, analnog karcinoma i raka nadbubrežne kore.
15. Spoj prema bilo kojem od zahtjeva 1 do 9, ili njegova farmaceutski prihvatljiva sol, naznačen time što je za uporabu u medicini.
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