HRP20170398T2 - MOLEKULE KOJE SE VEŽU ZA ANTIGEN S POVEĆANIM AFINITETOM VEZANJA Fc-RECEPTORA I S DJELOTVORNOM FUNKCIJOM - Google Patents

MOLEKULE KOJE SE VEŽU ZA ANTIGEN S POVEĆANIM AFINITETOM VEZANJA Fc-RECEPTORA I S DJELOTVORNOM FUNKCIJOM Download PDF

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Publication number
HRP20170398T2
HRP20170398T2 HRP20170398TT HRP20170398T HRP20170398T2 HR P20170398 T2 HRP20170398 T2 HR P20170398T2 HR P20170398T T HRP20170398T T HR P20170398TT HR P20170398 T HRP20170398 T HR P20170398T HR P20170398 T2 HRP20170398 T2 HR P20170398T2
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HR
Croatia
Prior art keywords
nrc6rd6
alkyl
nrc6c
ora6
independently selected
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HRP20170398TT
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English (en)
Inventor
Pablo Umana
Peter BRÜNKER
Claudia Ferrara Koller
Tobias Suter
Ursula PÜNTENER
Ekkehard MÖSSNER
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Roche Glycart Ag
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Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=34572912&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=HRP20170398(T2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Roche Glycart Ag filed Critical Roche Glycart Ag
Publication of HRP20170398T1 publication Critical patent/HRP20170398T1/hr
Publication of HRP20170398T2 publication Critical patent/HRP20170398T2/hr

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Claims (23)

1. Spoj formule IIIa: ili njegova farmaceutski prihvatljiva sol, naznačen time da: R2 i R5 su svaki neovisno odabrani između H, halo, C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C1-6 haloalkil, ciklopropil, CN, ORa, SRa, C(O)Rb, C(O)NRcRd, C(O)ORa, OC(O)Rb, OC(O)NRcRd, NRcRd, NRcC(O)Rb, NRcC(O)ORa, NRcC(O)NRcRd, C(=NRe)Rb, C(=NRe)NRcRd, NRcC(=NRe)NRcRd, NRcS(O)Rb, NRcS(O)2Rb, NRcS(O)2NRcRd, S(O)Rb, S(O)NRcRd, S(O)2Rb, i S(O)2NRcRd; R6 je H, halo, C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C1-6 haloalkil, C6-10 aril, C3-10 cikloalkil, 5-10 člani heteroaril, 4-10 člani heterocikloalkil, CN, NO2, ORa2, SRa2, C(O)Rb2, C(O)NRc2Rd2, C(O)ORa2, OC(O)Rb2, OC(O)NRc2Rd2, NRc2Rd2, NRc2C(O)Rb2, NRc2C(O)ORa2, NRc2C(O)NRc2Rd2, C(=NRe2)Rb2, C(=NRe2)NRc2Rd2, NRc2C(=NRe2)NRc2Rd2, NRc2S(O)Rb2, NRc2S(O)2Rb2, NRc2S(O)2NRc2Rd2, S(O)Rb2, S(O)NRc2Rd2, S(O)2Rb2, ili S(O)2NRc2Rd2; pri čemu navedeni C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C6-10 aril, C3-10 cikloalkil, 5-10 člani heteroaril, i 4-10 člani heterocikloalkil su svaki proizvoljno supstituirani s 1, 2, 3, 4, ili 5 supstituenata koji su neovisno odabrani od R6a; svaki R6a je neovisno odabran od Cy1, halo, C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C1-6 haloalkil, CN, NO2, ORa2, SRa2, C(O)Rb2, C(O)NRc2Rd2, C(O)ORa2, OC(O)Rb2, OC(O)NRc2Rd2, C(=NRe2)NRc2Rd2, NRc2C(=NRe2)NRc2Rd2, NRc2Rd2, NRc2C(O)Rb2, NRc2C(O)ORa2, NRc2C(O)NRc2Rd2, NRc2S(O)Rb2, NRc2S(O)2Rb2, NRc2S(O)2NRc2Rd2, S(O)Rb2, S(O)NRc2Rd2, S(O)2Rb2, i S(O)2NRc2Rd2, pri čemu navedeni C1-6 alkil, C2-6 alkenil, i C2-6 alkinil su svaki proizvoljno supstituirani s 1, 2, ili 3 supstituenta koji su neovisno odabrani od Cy1, halo, CN, NO2, ORa2, SRa2, C(O)Rb2, C(O)NRc2Rd2, C(O)ORa2, OC(O)Rb2, OC(O)NRc2Rd2, C(=NRe2)NRc2Rd2, NRc2C(=NRe2)NRc2Rd2, NRc2Rd2, NRc2C(O)Rb2, NRc2C(O)ORa2, NRc2C(O)NRc2Rd2, NRc2S(O)Rb2, NRc2S(O)2Rb2, NRc2S(O)2NRc2Rd2, S(O)Rb2, S(O)NRc2Rd2, S(O)2Rb2, i S(O)2NRc2Rd2; R7 i R8 su svaki neovisno odabrani od H, C1-6 alkil, C2-6 alkenil, C2-6 alkinil, -C(O)RA, S(O)RA, S(O)2RA, C6-10 aril, C3-10 cikloalkil, 5-10 članog heteroarila, 4-10 članog heterocikloalkila, C6-10 arilC1-4 alkil, C3-10 cikloalkil-C1-4 alkil, (5-10 člani heteroaril)-C1-4 alkil, i (4-10 člani heterocikloalkil)-C1-4 alkil, pri čemu navedeni C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C6-10 aril, C3-10 cikloalkil, 5-10 člani heteroaril, 4-10 člani heterocikloalkil, C6-10 aril-C1-4 alkil, C3-10 cikloalkil-C1-4 alkil, (5-10 člani heteroaril)-C1-4 alkil, i (4-10 člani heterocikloalkil)-C1-4 alkil su svaki proizvoljno supstituirani s 1, 2, 3, 4, ili 5 supstituenata koji su neovisno odabrani od R7a; svaki R7a je neovisno odabran od Cy2, halo, C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C1-6 haloalkil, CN, NO2, ORa3, SRa3, C(O)Rb3, C(O)NRc3Rd3, C(O)ORa3, OC(O)Rb3, OC(O)NRc3Rd3, C(=NRe3)NRc3Rd3, NRc3C(=NRe3)NRc3Rd3, NRc3Rd3 , NRc3C(O)Rb3, NRc3C(O)ORa3, NRc3C(O)NRc3Rd3, NRc3S(O)Rb3, NRc3S(O)2Rb3, NRc3S(O)2NRc3Rd3, S(O)Rb3, S(O)NRc3Rd3, S(O)2Rb3, i S(O)2NRc3Rd3, pri čemu navedeni C1-6 alkil, C2-6 alkenil, i C2-6 alkinil su svaki proizvoljno supstituirani s 1, 2, ili 3 supstituenta koji su neovisno odabrani od Cy2, halo, CN, NO2, ORa3, SRa3, C(O)Rb3, C(O)NRc3Rd3, C(O)ORa3, OC(O)Rb3, OC(O)NRc3Rd3, C(=NRe3)NRc3Rd3, NRc3C(=NRe3)NRc3Rd3, NRc3Rd3, NRc3C(O)Rb3, NRc3C(O)ORa3, NRc3C(O)NRc3Rd3, NRc3S(O)Rb3, NRc3S(O)2Rb3, NRc3S(O)2NRc3Rd3, S(O)Rb3, S(O)NRc3Rd3, S(O)2Rb3, i S(O)2NRc3Rd3; R10 i R11 zajedno s ugljikovim atomom za koji su vezani tvore 3-, 4-, 5-, 6-, ili 7-članu cikloalkil skupinu ili 4-, 5-, 6-, ili 7-članu heterocikloalkil skupinu, svaku proizvoljno supstituiranu sa 1, 2, ili 3 supstituenta koji su neovisno odabrani od Cy3, C1-6 alkil, C1-6 haloalkil, halo, CN, ORa4, SRa4, C(O)Rb4, C(O)NRc4Rd4, C(O)ORa4, OC(O)Rb4, OC(O)NRc4Rd4, NRc4Rd4, NRc4C(O)Rb4, NRc4C(O)NRc4Rd4, NRc4C(O)ORa4, C(=NRe4)NRc4Rd4, NRc4C(=NRe4)NRc4Rd4, S(O)Rb4, S(O)NRc4Rd4, S(O)2Rb4, NRc4S(O)2Rb4, NRc4S(O)2NRc4Rd4, i S(O)2NRc4Rd4, pri čemu navedeni C1-6 alkil je proizvoljno supstituiran s 1, 2, ili 3 supstituenta koji su neovisno odabrani od Cy3, halo, CN, ORa4, SRa4, C(O)Rb4, C(O)NRc4Rd4, C(O)ORa4, OC(O)Rb4, OC(O)NRc4Rd4, NRc4Rd4, NRc4C(O)Rb4, NRc4C(O)NRc4Rd4, NRc4C(O)ORa4, C(=NRe4)NRc4Rd4, NRc4C(=NRe4)NRc4Rd4, S(O)Rb4, S(O)NRc4Rd4, S(O)2Rb4, NRc4S(O)2Rb4, NRc4S(O)2NRc4Rd4, i S(O)2NRc4Rd4; svaki RA je neovisno odabran od H, C1-6 alkil, C1-6 alkoksi, C6-10 aril, C3-10 cikloalkil, 5-10 članog heteroarila, 4-10 članog heterocikloalkila, C6-10 aril-C1-4 alkil, C3-10 cikloalkil-C1-4 alkil, (5-10 člani heteroaril)-C1-4 alkil, i (4-10 člani heterocikloalkil)-C1-4 alkil, pri čemu navedeni C1-6 alkil, C1-6 alkoksi, C6-10 aril, C3-10 cikloalkil, 5-10 člani heteroaril, 4-10 člani heterocikloalkil, C6-10 aril-C1-4 alkil, C3-10 cikloalkil-C1-4 alkil, (5-10 člani heteroaril)-C1-4 alkil, i (4-10 člani heterocikloalkil)-C1-4 alkil su svaki proizvoljno supstituirani s 1, 2, ili 3 supstituenta koji su neovisno odabrani od R7a; Cy1, Cy2, i Cy3 su svaki neovisno odabrani od C6-10 aril, C3-10 cikloalkil, 5-10 članog heteroarila, i 4-10 članog heterocikloalkila, svaki od kojih je proizvoljno supstituiran s 1, 2, 3, 4, ili 5 supstituenata koji su neovisno odabrani od halo, C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C1-6 haloalkil, C6-10 aril, C3-10 cikloalkil, 5-10 člani heteroaril, 3-10 člani heterocikloalkil, CN, NO2, ORa5, SRa5, C(O)Rb5, C(O)NRc5Rd5, C(O)ORa5, OC(O)Rb5, OC(O)NRc5Rd5, NRc5Rd5, NRc5C(O)Rb5, NRc5C(O)ORa5, NRc5C(O)NRc5Rd5, C(=NRe5)Rb5, C(=NRe5)NRc5Rd5, NRc5C(=NRe5)NRc5Rd5, NRc5S(O)Rb5, NRcSS(O)2Rb5, NRc5S(O)2NRc5Rd5, S(O)Rb5, S(O)NRc5Rd5, S(O)2Rb5, i S(O)2NRc5Rd5; pri čemu navedeni C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C6-10 aril, C3-10 cikloalkil, 5-10 člani heteroaril, i 4-10 člani heterocikloalkil su svaki proizvoljno supstituirani s 1, 2, 3, 4, ili 5 supstituenata koji su neovisno odabrani od halo, C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C1-6 haloalkil, CN, NO2, ORa5, SRa5, C(O)Rb5, C(O)NRc5Rd5, C(O)ORa5, OC(O)Rb5, OC(O)NRc5Rd5, C(=NRe5)NRc5Rd5, NRc5C(=NRe5)NRc5Rd5, NRc5Rd5, NRc5C(O)Rb5, NRc5C(O)ORa5, NRc5C(O)NRc5Rd5, NRc5S(O)Rb5, NRc5S(O)2Rb5, NRc5S(O)2NRc5Rd5, S(O)Rb5, S(O)NRc5Rd5, S(O)2Rb5, i S(O)2NRc5Rd5; svaki Ra, Rb, Rc, i Rd je neovisno odabran od H, C1-6 alkil, C1-4 haloalkil, C2-6 alkenil, C2-6 alkinil, i ciklopropil, pri čemu navedeni C1-6 alkil, C2-6 alkenil, C2-6 alkinil, i ciklopropil je proizvoljno supstituiran s 1, 2, ili 3 supstituenta koji su neovisno odabrani od C1-4 alkil, C1-4 haloalkil, halo, CN, ORa6, SRa6, C(O)Rb6, C(O)NRc6Rd6, C(O)ORa6, OC(O)Rb6, OC(O)NRc6Rd6, NRc6Rd6, NRc6C(O)Rb6, NRc6C(O)NRc6Rd6, NRc6C(O)ORa6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, NRc6S(O)2Rb6, NRc6S(O)2NRc6Rd6, i S(O)2NRc6Rd6; svaki Ra2, Rb2, Rc2, Rd2, Ra3, Rb3, Rc3, Rd3, Ra4, Rb4, Rc4, Rd4, Ra5, Rb5, Rc5, i Rd5 je neovisno odabran od H, C1-6 alkil, C1-4 haloalkil, C2-6 alkenil, C2-6 alkinil, C6-10 aril, C3-10 cikloalkil, 5-10 članog heteroarila, 4-10 članog heterocikloalkila, C6-10 aril-C1-4 alkil, C3-10 cikloalkil-C1-4 alkil, (5-10 člani heteroaril)-C1-4 alkil, i (4-10 člani heterocikloalkil)-C1-4 alkil, pri čemu navedeni C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C6-10 aril, C3-10 cikloalkil, 5-10 članog heteroarila, 4-10 članog heterocikloalkila, C6-10 arilC1-4 alkil, C3-10 cikloalkil-C1-4 alkil, (5-10 člani heteroaril)-C1-4 alkil, i (4-10 člani heterocikloalkil)-C1-4 alkil je proizvoljno supstituiran s 1, 2, 3, 4, ili 5 supstituenata koji su neovisno odabrani od C1-4 alkil, C1-4 haloalkil, halo, CN, ORa6, SRa6, C(O)Rb6, C(O)NRc6Rd6, C(O)ORa6, OC(O)Rb6, OC(O)NRc6Rd6, NRc6Rd6, NRc6C(O)Rb6, NRc6C(O)NRc6Rd6, NRc6C(O)ORa6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, NRc6S(O)2Rb6, NRc6S(O)2NRc6Rd6, i S(O)2NRc6Rd6; ili bilo koji Rc i Rd zajedno sa N atomom za koji su vezani tvore 4-, 5-, 6-, ili 7-članu heterocikloalkil skupinu proizvoljno supstituiranu sa 1, 2, ili 3 supstituenta koji su neovisno odabrani od C1-6 alkil, C3-7 cikloalkil, 4-7 člani heterocikloalkil, C6-10 aril, 5-6 članog heteroarila, C1-6 haloalkil, halo, CN, ORa6, SRa6, C(O)Rb6, C(O)NRc6Rd6, C(O)ORa6, OC(O)Rb6, OC(O)NRc6Rd6, NRc6Rd6, NRc6C(O)Rb6, NRc6C(O)NRc6Rd6, NRc6C(O)ORa6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, NRc6S(O)2Rb6, NRc6S(O)2NRc6Rd6, i S(O)2NRc6Rd6, pri čemu navedeni C1-6 alkil, C3-7 cikloalkil, 4-7 člani heterocikloalkil, C6-10 aril, i 5-6 člani heteroaril su proizvoljno supstituirani sa 1, 2, ili 3 supstituenta koji su neovisno odabrani od halo, CN, ORa6, SRa6, C(O)Rb6, C(O)NRc6Rd6, C(O)ORa6, OC(O)Rb6, OC(O)NRc6Rd6, NRc6Rd6, NRc6C(O)Rb6, NRc6C(O)NRc6Rd6, NRc6C(O)ORa6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, NRc6S(O)2Rb6, NRc6S(O)2NRc6Rd6, i S(O)2NRc6Rd6; ili bilo koji Rc2 i Rd2 zajedno s N atomom za koji su vezani tvore 4-, 5-, 6-, ili 7-člani heterocikloalkil skupinu proizvoljno supstituiranu sa 1, 2, ili 3 supstituenta koji su neovisno odabrani od C1-6 alkil, C3-7 cikloalkil, 4-7 članog heterocikloalkila, C6-10 aril, i 5-6 članog heteroarila, C1-6 haloalkil, halo, CN, ORa6, SRa6, C(O)Rb6, C(O)NRc6Rd6, C(O)ORa6, OC(O)Rb6, OC(O)NRc6Rd6, NRc6Rd6, NRc6C(O)Rb6, NRc6C(O)NRc6Rd6, NRc6C(O)ORa6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, NRc6S(O)2Rb6, NRc6S(O)2NRc6Rd6, i S(O)2NRc6Rd6, pri čemu navedeni C1-6 alkil, C3-7 cikloalkil, 4-7 člani heterocikloalkil, C6-10 aril, i 5-6 člani heteroaril su proizvoljno supstituirani sa 1, 2, ili 3 supstituenta koji su neovisno odabrani od halo, CN, ORa6, SRa6, C(O)Rb6, C(O)NRc6Rd6, C(O)ORa6, OC(O)Rb6, OC(O)NRc6Rd6, NRc6Rd6, NRc6C(O)Rb6, NRc6C(O)NRc6Rd6, NRc6C(O)ORa6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, NRc6S(O)2Rb6, NRc6S(O)2NRc6Rd6, i S(O)2NRc6Rd6; ili bilo koji Rc3 i Rd3 zajedno sa N atomom za koji su vezani tvore 4-, 5-, 6-, ili 7-članu heterocikloalkil skupinu proizvoljno supstituiranu sa 1, 2, ili 3 supstituenta koji su neovisno odabrani od C1-6 alkil, C3-7 cikloalkil, 4-7 članog heterocikloalkila, C6-10 aril, 5-6 članog heteroarila, C1-6 haloalkil, halo, CN, ORa6, SRa6, C(O)Rb6, C(O)NRc6Rd6, C(O)ORa6, OC(O)Rb6, OC(O)NRc6Rd6, NRc6Rd6, NRc6C(O)Rb6, NRc6C(O)NRc6Rd6, NRc6C(O)ORa6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, NRc6S(O)2Rb6, NRc6S(O)2NRc6Rd6, i S(O)2NRc6Rd6, pri čemu navedeni C1-6 alkil, C3-7 cikloalkil, 4-7 člani heterocikloalkil, C6-10 aril, i 5-6 člani heteroaril su proizvoljno supstituirani sa 1, 2, ili 3 supstituenta koji su neovisno odabrani od halo, CN, ORa6, SRa6, C(O)Rb6, C(O)NRc6Rd6, C(O)ORa6, OC(O)Rb6, OC(O)NRc6Rd6, NRc6Rd6, NRc6C(O)Rb6, NRc6C(O)NRc6Rd6, NRc6C(O)ORa6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, NRc6S(O)2Rb6, NRc6S(O)2NRc6Rd6, i S(O)2NRc6Rd6; ili bilo koji Rc4 i Rd4 zajedno sa N atomom za koji su vezani tvore 4-, 5-, 6-, ili 7-članu heterocikloalkil skupinu proizvoljno supstituiranu s 1, 2, ili 3 supstituenta koji su neovisno odabrani od C1-6 alkil, C3-7 cikloalkil, 4-7 članog heterocikloalkila, C6-10 aril, 5-6 članog heteroarila, C1-6 haloalkil, halo, CN, ORa6, SRa6, C(O)Rb6, C(O)NRc6Rd6, C(O)ORa6, OC(O)Rb6, OC(O)NRc6Rd6, NRc6Rd6, NRc6C(O)Rb6, NRc6C(O)NRc6Rd6, NRc6C(O)ORa6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, NRc6S(O)2Rb6, NRc6S(O)2NRc6Rd6, i S(O)2NRc6Rd6, pri čemu navedeni C1-6 alkil, C3-7 cikloalkil, 4-7 člani heterocikloalkil, C6-10 aril, i 5-6 člani heteroaril su proizvoljno supstituirani sa 1, 2, ili 3 supstituenta koji su neovisno odabrani od halo, CN, ORa6, SRa6, C(O)Rb6, C(O)NRc6Rd6, C(O)ORa6, OC(O)Rb6, OC(O)NRc6Rd6, NRc6Rd6, NRc6C(O)Rb6, NRc6C(O)NRc6Rd6, NRc6C(O)ORa6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, NRc6S(O)2Rb6, NRc6S(O)2NRc6Rd6, i S(O)2NRc6Rd6; ili bilo koji Rc5 i Rd5 zajedno sa N atomom za koji su vezani tvore 4-, 5-, 6-, ili 7-članu heterocikloalkil skupinu proizvoljno supstituiranu s 1, 2, ili 3 supstituenta koji su neovisno odabrani od C1-6 alkil, C3-7 cikloalkil, 4-7 članog heterocikloalkila, C6-10 aril, 5-6 članog heteroarila, C1-6 haloalkil, halo, CN, ORa6, SRa6, C(O)Rb6, C(O)NRc6Rd6, C(O)ORa6, OC(O)Rb6, OC(O)NRc6Rd6, NRc6Rd6, NRc6C(O)Rb6, NRc6C(O)NRc6Rd6, NRc6C(O)ORa6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, NRc6S(O)2Rb6, NRc6S(O)2NRc6Rd6, i S(O)2NRc6Rd6, pri čemu navedeni C1-6 alkil, C3-7 cikloalkil, 4-7 člani heterocikloalkil, C6-10 aril, i 5-6 člani heteroaril su proizvoljno supstituirani sa 1, 2, ili 3 supstituenta koji su neovisno odabrani od halo, CN, ORa6, SRa6, C(O)Rb6, C(O)NRc6Rd6, C(O)ORa6, OC(O)Rb6, OC(O)NRc6Rd6, NRc6Rd6, NRc6C(O)Rb6, NRc6C(O)NRc6Rd6, NRc6C(O)ORa6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, NRc6S(O)2Rb6, NRc6S(O)2NRc6Rd6, i S(O)2NRc6Rd6; svaki od Re, Re2, Re3, Re4, i Re5 je neovisno odabran od H, C1-4 alkil, CN, ORa6, SRb6, S(O)2Rb6, C(O)Rb6, S(O)2NRc6Rd6, i C(O)NRc6Rd6; svaki od Ra6, Rb6, Rc6, i Rd6 je neovisno odabran od H, C1-4 alkil, C1-4 haloalkil, C2-4 alkenil, i C2-4 alkinil, pri čemu navedeni C1-4 alkil, C2-4 alkenil, i C2-4 alkinil su proizvoljno supstituirani sa 1, 2, ili 3 supstituenta koji su neovisno odabrani od OH, CN, amino, halo, C1-4 alkil, C1-4 alkoksi, C1-4 alkiltio, C1-4 alkilamino, di(C1-4 alkil)amino, C1-4 haloalkil, i C1-4 haloalkoksi; ili svaki Rc6 i Rd6 zajedno sa N atomom za koji su vezani tvore 4-, 5-, 6-, ili 7-članu heterocikloalkil skupinu proizvoljno supstituiranu sa 1, 2, ili 3 supstituenta koji su neovisno odabrani od OH, CN, amino, halo, C1-6 alkil, C1-4 alkoksi, C1-4 alkiltio, C1-4 alkilamino, di(C1-4 alkil)amino, C1-4 haloalkil, i C1-4 haloalkoksi; i svaki Re6 je neovisno odabran od H, C1-4 alkil, i CN.
2. Spoj prema zahtjevu 1, ili njegova farmaceutski prihvatljiva sol, naznačen time da R2 je halo.
3. Spoj prema zahtjevu 1, ili njegova farmaceutski prihvatljiva sol, naznačen time da R2 je fluoro.
4. Spoj prema bilo kojem od zahtjeva 1-3, ili njegova farmaceutski prihvatljiva sol, naznačen time da R5 je halo.
5. Spoj prema bilo kojem od zahtjeva 1-3, ili njegova farmaceutski prihvatljiva sol, naznačen time da R5 je fluoro.
6. Spoj prema bilo kojem od zahtjeva 1-5, ili njegova farmaceutski prihvatljiva sol, naznačen time da R6 je H.
7. Spoj prema bilo kojem od zahtjeva 1-6, ili njegova farmaceutski prihvatljiva sol, naznačen time da R10 i R11 zajedno s ugljikovim atomom za koji su vezani tvore 3-, 4-, 5-, 6-, ili 7-članu cikloalkil skupinu.
8. Spoj prema bilo kojem od zahtjeva 1-6, ili njegova farmaceutski prihvatljiva sol, naznačen time da R10 i R11 zajedno s ugljikovim atomom za koji su vezani tvore ciklopropil skupinu.
9. Spoj prema bilo kojem od zahtjeva 1-8, ili njegova farmaceutski prihvatljiva sol, naznačen time da su R7 i R8 svaki neovisno odabrani od H, C1-6 alkil, -C(O)RA, C6-10 aril, C3-10 cikloalkil, 5-10 članog heteroarila, 4-10 članog heterocikloalkila, C6-10 aril-C1-4 alkil, (5-10 člani heteroaril)-C1-4 alkil, i (4-10 člani heterocikloalkil)-C1-4 alkil, pri čemu navedeni C1-6 alkil, C6-10 aril, C3-10 cikloalkil, 5-10 člani heteroaril, 4-10 člani heterocikloalkil, (5-10 člani heteroaril)-C1-4 alkil, i (4-10 člani heterocikloalkil)-C1-4 alkil su svaki proizvoljno supstituirani s 1, 2, 3, 4, ili 5 supstituenata koji su neovisno odabrani od R7a.
10. Spoj prema bilo kojem od zahtjeva 1-8, ili njegova farmaceutski prihvatljiva sol, naznačen time da su R7 i R8 svaki neovisno odabrani između H, 2-hidroksipropil, -C(O)OCH3, 3-fluorofenil, ciklopropil, ciklobutil, 3,3-difluorociklobutil, ciklopentil, cikloheksil, 4-hidroksicikloheksil, metil, 1-metil-1H-pirazol-4-il, piridin-3-il, N-metilpiperidin-4-il, tetrahidro-2H-piran-4-il, tetrahidrofuran-3-il, 1-feniletil, (1-metil-1H-pirazol-4-il)metil, 2-morfolino-4-iletil, piridin-2-ilmetil, N-metilpiperazin-1-iletil, i tetrahidrofuran-2-il-metil.
11. Spoj prema bilo kojem od zahtjeva 1-8, ili njegova farmaceutski prihvatljiva sol, naznačen time da jedan od R7 i R8 je H.
12. Spoj prema bilo kojem od zahtjeva 1-8, ili njegova farmaceutski prihvatljiva sol, naznačen time da su R7 i R8 svaki H.
13. Spoj prema zahtjevu 1 naznačen time da je odabran između: 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-[(2-morfolin-4-iletil)amino]-1’,2’-dihidro-3’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’-on; 6’-amino-2’-(2,6-difluoro-3,5-dimetoksifenil)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(metilamino)-1’,2’-dihidro-3’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’-on; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(tetrahidro-2H-piran-4-ilamino)-1’,2’-dihidro-3’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’-on; (S)-2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(2-hidroksipropilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(piridin-2-ilmetilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on; (S)-2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(tetrahidrofuran-3-ilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(2-(4-metilpiperazin-1-il)etilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on; metil 2’-(2,6-difluoro-3,5-dimetoksifenil)-3’-okso-2’,3’-dihidro-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridine]-6’-ilkarbamat; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(piridin-3-ilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin] -3’(2’H)-on; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(3-fluorofenilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on; 6’-(ciklopentilamino)-2’-(2,6-difluoro-3,5-dimetoksifenil)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin] -3’(2’H)-on; (S)-2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-((tetrahidrofuran-2-il)metilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(1-metil-1H-pirazol-4-ilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-((1-metil-1H-pirazol-4-il)metilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on; (R)-2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(1-feniletilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on; 6’-(cikloheksilamino)-2’-(2,6-difluoro-3,5-dimetoksifenil)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin] -3’(2’H)-on; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(trans-4-hidroksicikloheksilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on; 6’-(ciklopropilamino)-2’-(2,6-difluoro-3,5-dimetoksifenil)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin] -3’(2’H)-on; 6’-(ciklobutilamino)-2’-(2,6-difluoro-3,5-dimetoksifenil)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin] -3’(2’H)-on; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(3,3-difluorociklobutilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on; i 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(1-metilpiperidin-4-ilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on; ili farmaceutski prihvatljive soli bilo kojeg od prethodnih.
14. Spoj prema zahtjevu 1, naznačen time da je spoj 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-[(2-morfolin-4-iletil)amino]-1’,2’-dihidro-3’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’-on, ili njegova farmaceutski prihvatljiva sol.
15. Spoj prema zahtjevu 1, naznačen time da je spoj 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(2-(4-metilpiperazin-1-il)etilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on, ili njegova farmaceutski prihvatljiva sol.
16. Spoj prema zahtjevu 1, naznačen time da je spoj (S)-2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-((tetrahidrofuran-2-il)metilamino)-1’H-spiro[ciklopropan-1,4’-[2,7]naftiridin]-3’(2’H)-on, ili njegova farmaceutski prihvatljiva sol.
17. Farmaceutski pripravak naznačen time da sadrži spoj prema bilo kojem od zahtjeva 14-16, ili njegovu farmaceutski prihvatljivu sol, te barem jedan farmaceutski prihvatljiv nosač.
18. Farmaceutski pripravak naznačen time da sadrži spoj prema bilo kojem od zahtjeva 1 do 13, ili njegovu farmaceutski prihvatljivu sol, te barem jedan farmaceutski prihvatljiv nosač.
19. Postupak inhibiranja FGFR enzima naznačen time da sadrži dovođenje u kontakt navedenog enzima in vitro sa spojem prema bilo kojem od zahtjeva 1 do 16, ili njegovom farmaceutski prihvatljivom soli.
20. Spoj prema bilo kojem od zahtjeva 1 do 16, ili njegova farmaceutski prihvatljiva sol, za upotrebu u: a) postupku liječenja raka kod pacijenta; ili b) postupku liječenja raka kod pacijenta pri čemu je navedeni rak odabran od raka mjehura, raka dojke, raka grlića maternice, raka debelog crijeva, raka endometrija, raka želudca, raka glave i vrata, raka bubrega, raka jetre, raka pluća, raka jajnika, raka prostate, raka jednjaka, raka žučni, raka gušterače, raka štitnjače, raka kože, leukemije, multiplog mijeloma, kroničnog limfoma limfocita, leukemije T-stanica odraslih, limfoma B-stanica, akutne mijeloidne leukemije, Hodgkinovog ili ne-Hodgkinovog limfoma, Walden-stromove makroglobulinemije, limfoma vlasastih stanica, Burketovog limfoma, glioblastoma, melanoma, i rabdosarkoma.
21. Spoj prema bilo kojem od zahtjeva 1 do 16, ili njegova farmaceutski prihvatljiva sol, za upotrebu u: a) postupku liječenja mijeloproliferativnog poremećaja kod pacijenta; ili b) postupku liječenja mijeloproliferativnog poremećaja kod pacijenta pri čemu je navedeni mijeloproliferativni poremećaj odabran od policitemije vera, esencijalne trombocitemije, i primarne mijelofibroze.
22. Spoj prema bilo kojem od zahtjeva 1 do 16, ili njegova farmaceutski prihvatljiva sol, za upotrebu u: a) postupku liječenja poremećaja skeleta ili kondrocita kod pacijenata; ili b) postupku liječenja poremećaja skeleta ili kondrocita kod pacijenta pri čemu je navedeni poremećaj skeleta ili kondrocita odabran od ahrondroplazije, hipohondroplazije, patuljastog rasta, tanatoforne displazije (TD), Apertovog sindroma, Crouzonovog sindroma, sindroma Jackson-Weiss, Beare-Stevensonov sindrom kružno izuvijane kože, Pfeifferovog sindroma, i sindroma kraniostenoze.
23. Spoj prema bilo kojem od zahtjeva 1 do 16, ili njegova farmaceutski prihvatljiva sol, za upotrebu u: a) postupku liječenja poremećaja hipofosfatemije kod pacijenta; ili b) postupku liječenja poremećaja hipofosfatemije kod pacijenta pri čemu navedeni poremećaj hipofosfatemije je hipofosfatemični rahitis u vezi sa X kromosomom, autosomni recesivni hipofosfatemični rahitis, autosomni dominantni hipofosfatemični rahitis, i osteomalacija izazvana tumorom.
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