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SI2986610T1 - Biciklični heterocikli kot inhibitorji FGFR - Google Patents

Biciklični heterocikli kot inhibitorji FGFR Download PDF

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SI2986610T1
SI2986610T1 SI201430543T SI201430543T SI2986610T1 SI 2986610 T1 SI2986610 T1 SI 2986610T1 SI 201430543 T SI201430543 T SI 201430543T SI 201430543 T SI201430543 T SI 201430543T SI 2986610 T1 SI2986610 T1 SI 2986610T1
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nrc6rd6
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nrc6c
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Yaping Sun
Liang Lu
Wenqing Yao
Jincong Zhuo
Liangxing Wu
Meizhong Xu
Ding-Quan Qian
Fenglei Zhang
Chunhong He
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Incyte Holdings Corporation
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Claims (23)

  1. Biciklični heterocikli kot inhibitorji FGFR Patentni zahtevki
    1. Spojina s Formulo lila:
    lila ali njena farmacevtsko sprejemljiva sol, kjer: je vsak R2 in R5 neodvisno izbran iz skupine, ki vsebuje H, halo, Ci_6 alkil, C2-6 alkenil, C2-6 alkinil, C|.6 haloalkil, ciklopropil, CN, ORa, SRa, C(0)Rb, C(0)NRcRd, C(0)0Ra, OC(0)Rb, 0C(0)NRcRd, NRcRd, NRcC(0)Rb, NRcC(0)0Ra, NRcC(0)NRcRd, C(=NRe)Rb, C(=NRe)NRcRd, NRcC(=NRe)NRcRd, NRcS(0)Rb, NRcS(0)2Rb, NRcS(0)2NRcRd, S(0)Rb, S(0)NRcRd, S(0)2Rb in S(0)2NRcRd; R6 je H, halo, C,^ alkil, C2-6 alkenil, C2-6 alkinil, C|.6 haloalkil, C6-io aril, C3-10 cikloalkil, 5-10 členski heteroaril, 4-10 členski heterocikloalkil, CN, NO2, OR32, SR32, C(0)Rb2, C(0)NRc2Rd2, ClOjOR32, OC(0)Rb2, 0C(0)NRc2Rd2, NRc2Rd2, NRc2C(Q)Rb2, NR^OjOR32, NRc2C(0)NRc2Rd2, C(=NRe2)Rb2, C(=NRe2)NRc2Rd2, NRc2C(=NRe2)NRc2Rd2, NRc2S(0)Rb2, NRc2S(0)2Rb2, NRc2S(0)2NRc2Rd2, S(0)Rb2, S(0)NRc2Rd2, S(0)2Rb2 ali S(0)2NRc2Rd2; kjer je vsak omenjeni Cm alkil, C2.6 alkenil, C2.6 alkinil, C6-10 aril, C3.10 cikloalkil, 5-10 členski heteroaril in 4-10 členski heterocikloalkil neobvezno substituiran z 1, 2, 3,4 ali 5 substituenti neodvisno izbranimi iz skupine, ki vsebuje R6a; vsak R6a je neodvisno izbran iz skupine, ki vsebuje Cy\ halo, Cm alkil, C2.6 alkenil, C2.6 alkinil, Ci.6 haloalkil, CN, N02, OR32, SR32, C(0)Rb2, C(0)NRc2Rd2, C(0)0Ra2, 0C(0)Rb2, 0C(0)NRc2Rd2, C(=NRe2)NRc2Rd2, NRc2C(=NRe2)NRc2Rd2, NRc2Rd2, NRc2C(0)Rb2, NRc2C(0)0Ra2, NRc2C(0)NRc2Rd2, NRc2S(0)Rb2, NRc2S(0)2Rb2, NRc2S(0)2NRc2Rd2, S(0)Rb2, S(0)NRe2Rd2, S(0)2Rb2 in S(0)2NRc2Rd2, kjer je vsak omenjeni Ci.6alkil, C2.6 alkenil in C2.6 alkinil neobvezno substituiran z 1,2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje Cy', halo, CN, N02, OR32, SR32, C(0)Rb2, C(0)NRc2Rd2, CtOjOR32, 0C(0)Rb2, 0C(0)NRc2Rd2, C(=NRe2)NRc2Rd2, NRc2C(=NRe2)NRc2Rd2, NRc2Rd2, NRc2C(0)Rb2, NR^CCOjOR32, NRc2C(0)NRc2Rd2, NRc2S(0)Rb2, NRc2S(0)2Rb2, NRc2S(0)2NRc2Rd2, S(0)Rb2, S(0)NRc2Rd2, S(0)2Rb2 in S(0)2NRc2Rd2; vsak R in R je neodvisno izbran iz skupine, ki vsebuje H, Ci_6 alkil, C2.6 alkenil, C2.6 alkinil, -C(0)RA, S(0)RA, S(0)2RA, C6-io aril, C3-10 cikloalkil, 5-10 členski heteroaril, 4-10 členski heterocikloalkil, C6.10 aril-CM alkil, C3-10 cikloalkil-CM alkil, (5-10 členski heteroaril)-Ci_4 alkil in (4-10 členski heterocikloalkil)-Ci.4 alkil, kjer je vsak omenjeni Ci-6 alkil, C2-6 alkenil, C2.6 alkinil, C6.10 aril, C3.10 cikloalkil, 5-10 členski heteroaril, 4-10 členski heterocikloalkil, C6-10 aril-Ci.4 alkil, C3.10 cikloalkil-CM alkil, (5-10 členski heteroaril)-Ci-4 alkil in (4-10 členski heterocikloalkil)-C|.4 alkil neobvezno substituiran z 1, 2, 3, 4 ali 5 substituenti neodvisno izbranimi iz skupine, ki vsebuje R7a; vsak R7a je neodvisno izbran iz skupine, ki vsebuje Cy2, halo, Cm alkil, C2^ alkenil, C2.6 alkinil, Cm haloalkil, CN, N02, OR33, SR33, C(0)Rb3, C(0)NRc3Rd3, CiOjOR33, OC(0)Rb3, 0C(0)NRc3Rd3, C(=NRe3)NRc3Rd3, NRC3C(=NRe3)NRc3Rd3, NRc3Rd3, NRc3C(0)Rb3, NR^CtOjOR33, NRc3C(0)NRc3Rd3, NRc3S(0)Rb3, NRC3S(0)2Rb3, NRc3S(0)2NRc3Rd3, S(0)Rb3, S(0)NRc3Rd3, S(0)2Rb3 in S(0)2NRc3Rd3, kjer je vsak omenjeni C,.6aikil, C2.6 alkenil in C2.6 alkinil neobvezno substituiran z 1,2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje Cy2, halo, CN, N02, OR83, SR83, C(0)Rb3, C(0)NRc3Rd3, CiOjOR83, 0C(0)Rb3, 0C(0)NRc3Rd3, C(=NRe3)NRc3Rd3, NRC3C(=NRe3)NRc3Rd3, NRc3Rd3, NRc3C(0)Rb3, NR^CiOjOR83, NRc3C(O)NR03Rd3, NRc3S(0)Rb3, NRc3S(0)2Rb3, NRc3S(0)2NRc3Rd3, S(0)Rb3, S(0)NRc3Rd3, S(0)2Rb3 in StO^NR^; R10 in R11 skupaj z atomom ogljika na katerega sta pripeta tvorita 3-, 4-, 5-, 6- ali 7-člensko cikloalkilno skupino ali 4-, 5-, 6- ali 7-člensko heterocikloalkilno skupino in je vsak neobvezno substituiran z 1, 2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje Cy3, Ci-6 alkil, Ci.6 haloalkil, halo, CN, OR84, SR84, C(0)RM, C(0)NRc4Rd4, C(0)0Ra4, 0C(0)RM, OCtOjNR^4, NRc4Rd4, NR^CCOjR64, NRc4C(0)NRc4Rd4, NR^CCOjOR84, C(=NRe4)NRc4Rd4, NRc4C(=NRe4)NRc4Rd4, S(0)RM, S(0)NRc4Rd4, SCO^R64, NRc4S(0)2RM, NRc4S(0)2NRc4Rd4 in S(0)2NRc4Rd4, kjer je omenjeni C|.6 alkil neobvezno substituiran z 1, 2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje Cy3, halo, CN, OR84, SR84, C(0)RM, C(0)NRc4Rd4, C(0)0Ra4, 0C(0)Rb4, 0C(0)NRc4Rd4, NRc4Rd4, NRc4C(0)RM, NRc4C(0)NRc4Rd4, NR^CiOjOR84, C(=NRe4)NRc4Rd4, NRc4C(=NRe4)NRc4Rd4, S(0)RM, S(0)NRc4Rd4, S(0)2RM, NRc4S(0)2Rb4, NRc4S(0)2NRc4Rd4 in SfO^NR^4; vsak Ra je neodvisno izbran iz skupine, ki vsebuje H, Ci-6 alkil, C^ alkoksi, Ce-io aril, C3.10 cikloalkil, 5-10 členski heteroaril, 4-10 členski heterocikloalkil, Četo aril-Ci-4 alkil, C3.i0 cikloalkil-C 1 -4 alkil, (5-10 členski heteroaril)-C].4 alkil in (4-10 členski heterocikloalkil)-Ci.4 alkil, kjer je vsak omenjeni C|.6 alkil, C1.6 alkoksi, Ce-io aril, C3.10 cikloalkil, 5-10 členski heteroaril, 4-10 členski heterocikloalkil, Ce-io aril-Ci_4 alkil, C3-10 cikloalkil-CM alkil, (5-10 členski heteroaril)-C].4 alkil in (4-10 členski heterocikloalkil)-Cj_4 aikil neobvezno substituiran z 1, 2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje R7a; 12 3 vsak Cy , Cy m Cy je neodvisno izbran iz skupine, ki vsebuje C6.io aril, C3.10 cikloalkil, 5-10 členski heteroaril in 4-10 členski heterocikloalkil, izmed katerih je vsak neobvezno substituiran z 1, 2, 3, 4 ali 5 substituenti neodvisno izbranimi iz skupine, ki vsebuje halo, Ci-6 alkil, C2-6 alkenil, C2-6 alkinil, C 1.6 haloalkil, C6. 10 aril, C3.10 cikloalkil, 5-10 členski heteroaril, 3-10 členski heterocikloalkil, CN, N02, ORa5, SRa5, C(0)Rb5, C(0)NRc5Rd5, C(0)0Ra5, OC(0)Rb5, 0C(0)NRc5Rd5, NRc5Rd5, NRc5C(0)Rb5, NRc5C(0)0Ra5, NRc5C(0)NRc5Rd5, C(=NRe5)Rb5, C(=NRe5)NRc5Rd5, NRc5C(=NRe5)NRc5Rd5, NRc5S(0)Rb5, NRcSS(0)2Rb5, NRc5S(0)2NRc5Rd5, S(0)Rb5, S(0)NRc5Rd5, S(0)2Rb5 in S(0)2NRc5Rd5; kjer je vsak omenjeni C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C6-io aril, C3.10 cikloalkil, 5-10 členski heteroaril in 4-10 členski heterocikloalkil neobvezno substituiran z 1, 2, 3,4 ali 5 substituenti neodvisno izbranimi iz skupine, ki vsebuje halo, C1-6 alkil, C2-6 alkenil, C2-6 alkinil, Cm haloalkil, CN, N02, ORa5, SRa5, C(0)Rb5, C(0)NRc5Rd5, C(0)0Ra5, 0C(0)Rb5, 0C(0)NRc5Rd5, C(=NRe5)NRe5Rd5, NRc5C(=NRe5)NRc5Rd5, NRc5Rd5, NRc5C(0)Rb5, NRc5C(0)0Ra5, NRc5C(0)NRc5Rd5, NRc5S(0)Rb5, NRc5S(0)2Rb5, NRc5S(0)2NRc5Rd5, S(0)Rb5, S(0)NRc5Rd5, S(0)2Rb5 in S(0)2NRc5Rd5; vsak Ra, Rb, Rc in Rd je neodvisno izbran iz skupine, ki vsebuje H, C]_6 alkil, C i-4 haloalkil, C2-6 alkenil, C2-6 alkinil in ciklopropil, kjer je omenjeni Cm alkil, C2-6 alkenil, C2.6 alkinil in ciklopropil neobvezno substituiran z 1,2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje Cm alkil, Cm haloalkil, halo, CN, ORa6, SRa6, C(0)Rb6, C(0)NRc6Rd6, C(0)0Ra6, 0C(0)Rb6, 0C(0)NRc6Rd6, NRc6Rd6, NRc6C(0)Rb6, NRe6C(0)NRc6Rd6, NRc6C(0)0Ra6, C(=NRe6)NRc6Rd6, NRe6C(=NRe6)NRc6Rd6, S(0)Rb6, S(0)NRc6Rd6, S(0)2Rb6, NRc6S(0)2Rb6, NRc6S(0)2NRc6Rd6 in S(0)2NRc6Rd6; vsak R32, Rb2, Rc2, Rd2, R33, Rb3, Rc3, Rd3, Ra4, Rb4, Rc4, Rd4, Ra5, Rb5, Rc5 in Rd5 je neodvisno izbran iz skupine, ki vsebuje H, Cm alkil, Cm haloalkil, C2-6 alkenil, C2-6 alkinil, C6-10 aril, C3.10 cikloalkil, 5-10 členski heteroaril, 4-10 členski heterocikloalkil, C6-10 aril-Ci-4 alkil, C3.10 cikloalkil-CM alkil, (5-10 členski heteroaril)- C1.4 alkil in (4-10 členski heterocikloalkil)-Ci.4 alkil, kjer je vsak omenjeni Cm alkil, C2-6 alkenil, C2-6 alkinil, Ce-io aril, C3.10 cikloalkil, 5-10 členski heteroaril, 4-10 členski heterocikloalkil, C6-10 aril-Ci.4 alkil, C3.10 cikloalkil-CM alkil, (5-10 členski heteroaril)-Ci_4 alkil in (4-10 členski heterocikloalkil)-Ci-4 alkil neobvezno substituiran z 1, 2, 3, 4 ali 5 substituenti neodvisno izbranimi iz skupine, ki vsebuje CMalkil, Cm haloalkil, halo, CN, 0Ra6, SRa6, C(0)Rb6, C(0)NRc6Rd6, C(0)0Ra6, 0C(0)Rb6, 0C(0)NRc6Rd6, NRc6Rd6, NRc6C(0)Rb6, NRc6C(0)NRc6Rd6, NRc6C(0)0Ra6, C(=NRe6)NRc6Rd6, NRo6C(=NRe6)NRe6Rd6, S(0)Rb6, S(0)NRc6Rd6, S(0)2Rb6, NRc6S(0)2Rb6, NRc6S(0)2NRc6Rd6 in S(0)2NRc6Rd6; ali katerikoli Rc in Rd skupaj z atomom N na katerega sta pripeta tvorita 4-, 5-, 6- ali 7-člensko heterocikloalkilno skupino neobvezno substituirano z 1, 2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje Cj.6 alkil, C3„7cikloalkil, 4-7 členski heterocikloalkil, Ce-io aril, 5-6 členski heteroaril, Ci-6 haloalkil, halo, CN, ORa6, SRa6, C(0)Rb6, C(0)NRc6Rd6, C(0)0Ra6, 0C(0)Rb6, 0C(0)NRc6Rd6, NRo6Rd6, NRo6C(0)Rb6, NRc6C(0)NRc6Rd6, NRc6C(0)0Ra6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(0)Rb6, S(0)NRc6Rd6, S(0)2Rb6, NRc6S(0)2Rb6, NRc6S(0)2NRc6Rd6 in S(0)2NRc6Rd6, kjer so omenjeni C,.6 alkil, C3.7 cikloalkil, 4-7 členski heterocikloalkil, C6-10 aril in 5-6 členski heteroaril neobvezno substituirani z 1, 2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje halo, CN, ORa6, SRa6, C(0)Rb6, C(0)NRc6Rd6, C(0)0Ra6, 0C(0)Rb6, 0C(0)NRc6Rd6, NRc6Rd6, NRc6C(0)Rb6, NRc6C(0)NRc6Rd6, NRc6C(0)0Ra6, C(=NRe6)NRe6Rd6, NRc6C(=NRe6)NRc6Rd6, S(0)Rb6, S(0)NRc6Rd6, S(0)2Rb6, NRc6S(0)2Rb6, NRc6S(0)2NRc6Rd6 in S(0)2NRc6Rd6; ali katerikoli Rc2 in Rd2 skupaj z atomom N na katerega sta pripeta tvorita 4-, 5-, 6- ali 7-člensko heterocikloalkilno skupino neobvezno substituirano z 1, 2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje Ci-6 alkil, C3.7 cikloalkil, 4-7 členski heterocikloalkil, Ce-io aril in 5-6 členski heteroaril, C 1.5 haloalkil, halo, CN, ORa6, SRa6, C(0)Rb6, C(0)NRc6Rd6, C(0)0Ra6, 0C(0)Rb6, 0C(0)NRc6Rd6, NRc6Rd6, NRc6C(0)Rb6, NRc6C(0)NRc6Rd6, NRc6C(0)0Ra6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(0)Rb6, S(0)NRc6Rd6, S(0)2Rb6, NRc6S(0)2Rb6, NRc6S(0)2NRc6Rd6 in S(0)2NRc6Rd6, kjer so omenjeni C,.6 alkil, C3.7 cikloalkil, 4-7 členski heterocikloalkil, C6-10 aril in 5-6 členski heteroaril neobvezno substituirani z 1, 2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje halo, CN, ORa6, SRa6, C(0)Rb6, C(0)NRc6Rd6, C(0)0Ra6, 0C(0)Rb6, 0C(0)NRc6Rd6, NRc6Rd6, NRc6C(0)Rb6, NRc6C(0)NRc6Rd6, NRc6C(0)0Ra6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(0)Rb6, S(0)NRc6Rd6, S(0)2Rb6, NRc6S(0)2Rb6, NRc6S(0)2NRc6Rd6 in S(0)2NRc6Rd6; ali katerikoli Rc3 in Rd3 skupaj z atomom N na katerega sta pripeta tvorita 4-, 5-, 6- ali 7-člensko heterocikloalkilno skupino neobvezno substituirano z 1, 2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje C|.6 alkil, C3.7 cikloalkil, 4-7 členski heterocikloalkil, C6-10 aril, 5-6 členski heteroaril, C1-6 haloalkil, halo, CN, ORa6, SRa6, C(0)Rb6, C(0)NRc6Rd6, C(0)0Ra6, 0C(0)Rb6, 0C(0)NRc6Rd6, NRc6Rd6, NRc6C(0)Rb6, NRe6C(0)NRc6Rd6, NRc6C(0)0Ra6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(0)Rb6, S(0)NRC6Rd6, S(0)2Rb6, NRc6S(0)2Rb6, NRc6S(0)2NRc6Rd6 in S(0)2NRc6Rd6, kjer so omenjeni C,.6 alkil, C3.7 cikloalkil, 4-7 členski heterocikloalkil, Ce-ιο aril in 5-6 členski heteroaril neobvezno substituirani z 1, 2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje halo, CN, ORa6, SRa6, C(0)Rb6, C(0)NRc6Rd6, C(0)0Ra6, 0C(0)Rb6, 0C(0)NRc6Rd6, NRc6Rd6, NRc6C(0)Rb6, NRc6C(0)NRc6Rd6, NRc6C(0)0Ra6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(0)Rb6, S(0)NRc6Rd6, S(0)2Rb6, NRc6S(0)2Rb6, NRc6S(0)2NRc6Rd6 in S(0)2NRc6Rd6; ali katerikoli Rc4 in Rd4 skupaj z atomom N na katerega sta pripeta tvorita 4-, 5-, 6- ali 7-člensko heterocikloalkilno skupino neobvezno substituirano z 1,2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje C1-6 alkil, C3.7 cikloalkil, 4-7 členski heterocikloalkil, C6-10 aril, 5-6 členski heteroaril, C1-6 haloalkil, halo, CN, ORa6, SRa6, C(0)Rb6, C(0)NRe6Rd6, C(0)0Ra6, 0C(0)Rb6, 0C(0)NRc6Rd6, Nrc6r()6, NRc6C(0)Rb6, NRc6C(0)NRc6Rd6, NRc6C(0)0Ra6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(0)Rb6, S(0)NRc6Rd6, S(0)2Rb6, NRc6S(0)2Rb6, NRc6S(0)2NRc6Rd6 in S(0)2NRc6Rd6, kjer so omenjeni C,.6 alkil, C,.4 cikloalkil, 4- 7 členski heterocikloalkil, C6-10 aril in 5-6 členski heteroaril neobvezno substituirani z 1, 2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje halo, CN, ORa6, SRa6, C(0)Rb6, C(0)NRc6Rd6, C(0)0Ra6, 0C(0)Rb6, 0C(0)NRc6Rd6, NRc6Rd6, NRc6C(0)Rb6, NRc6C(0)NRc6Rd6, NRc6C(0)0Ra6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(0)Rb6, S(0)NRc6Rd6, S(0)2Rb6, NRc6S(0)2Rb6, NRc6S(0)2NRc6Rd6 in S(0)2NRc6Rd6; ali katerikoli Rc5 in Rd5 skupaj z atomom N na katerega sta pripeta tvorita 4-, 5- , 6- ali 7-člensko heterocikloalkilno skupino neobvezno substituirano z 1, 2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje Ci_6 alkil, C3.7 cikloalkil, 4-7 členski heterocikloalkil, C6-10 aril, 5-6 členski heteroaril, C|_6 haloalkil, halo, CN, ORa6, SRa6, C(0)Rb6, C(0)NRe6Rd6, C(0)0Ra6, 0C(0)Rb6, 0C(0)NRc6Rd6, NRc6Rd6, NRc6C(0)Rb6, NRc6C(0)NRc6Rd6, NRc6C(0)0Ra6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(0)Rb6, S(0)NRc6Rd6, S(0)2Rb6, NRc6S(0)2Rb6, NRc6S(0)2NRc6Rd6 in S(0)2NRc6Rd6, kjer so omenjeni C,.6 alkil, C3.7 cikloalkil, 4-7 členski heterocikloalkil, C6-10 aril in 5-6 členski heteroaril neobvezno substituirani z 1, 2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje halo, CN, ORa6, SRa6, C(0)Rb6, C(0)NRc6Rd6, C(0)0Ra6, 0C(0)Rb6, 0C(0)NRc6Rd6, NRc6Rd6, NRc6C(0)Rb6, NRe6C(0)NRc6Rd6, NRc6C(0)0Ra6, C(=NRe6)NRc6Rd6, NRc6C(=NRe6)NRc6Rd6, S(0)Rb6, S(0)NRc6Rd6, S(0)2Rb6, NRc6S(0)2Rb6, NRc6S(0)2NRc6Rd6 in S(0)2NRc6Rd6; vsak Re, Re2, Re3, Re4 in Re5 je neodvisno izbran iz skupine, ki vsebuje H, Cm alkil, CN, ORa6, SRb6, S(0)2Rb6, C(0)Rb6, S(0)2NRc6Rd6 in C(0)NRc6Rd6; vsak Ra6, Rb6, Rc6 in Rd6 je neodvisno izbran iz skupine, ki vsebuje H, Cm alkil, Cm haloalkil, C2.4 alkenil in Cm alkinil, kjer so omenjeni Cm alkil, C2-4 alkenil in Cm alkinil neobvezno substituirani z 1, 2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje OH, CN, amino, halo, Cm alkil, Cm alkoksi, Ci-4 alkiltio, Cm alkilamino, di(CMaikil)amino, Cm haloalkil in Cm haloalkoksi; ali katerikoli Rc6 in Rd6 skupaj z atomom N na katerega sta pripeta tvorita 4-, 5-, 6- ali 7-člensko heterocikloalkilno skupino neobvezno substituirano z 1, 2 ali 3 substituenti neodvisno izbranimi iz skupine, ki vsebuje OH, CN, amino, halo, Ci-6 alkil, Cm alkoksi, Cm alkiltio, Cm alkilamino, di(Ci-4 alkiljamino, Cm haloalkil in Cm haloalkoksi; in vsak Re6 je neodvisno izbran iz skupine, ki vsebuje H, Cm alkil in CN.
  2. 2. Spojina po zahtevku 1 ali njena farmacevtsko sprejemljiva sol, kjer je R halo. Λ
  3. 3. Spojina po zahtevku 1 ali njena farmacevtsko sprejemljiva sol, kjer je R fluoro.
  4. 4. Spojina po kateremkoli zahtevku od 1 do 3 ali njena farmacevtsko sprejemljiva sol, kjer je R5 halo.
  5. 5. Spojina po kateremkoli zahtevku od 1 do 3 ali njena farmacevtsko sprejemljiva sol, kjer je R5 fluoro.
  6. 6. Spojina po kateremkoli zahtevku od 1 do 5 ali njena farmacevtsko sprejemljiva sol, kjer je R6 H.
  7. 7. Spojina po kateremkoli zahtevku od 1 do 6 ali njena farmacevtsko sprejemljiva sol, kjer R10 in R11 skupaj z atomom ogljika na katerega sta pripeta, tvorita 3-, 4-, 5-, 6-ali 7-člensko cikloalkilno skupino.
  8. 8. Spojina po kateremkoli zahtevku od 1 do 6 ali njena farmacevtsko sprejemljiva sol, kjer R10 in R11 skupaj z atomom ogljika na katerega sta pripeta tvorita skupino ciklopropil.
  9. 9. Spojina po kateremkoli zahtevku od 1 do 8 ali njena farmacevtsko sprejemljiva sol, kjer je vsak R7 in R8 neodvisno izbran iz skupine, ki vsebuje H, Cj-6 alkil, -C(0)RA, Cg-io aril, C3.10 cikloalkil, 5-10 členski heteroaril, 4-10 členski heterocikloalkil, C6-10 aril-Ci-4 alkil, (5-10 členski heteroaril)-Ci_4 alkil in (4-10 členski heterocikloalkil)-C1.4 alkil, kjer je vsak omenjeni C 1.6 alkil, C6-10 aril, C3.10 cikloalkil, 5-10 členski heteroaril, 4-10 členski heterocikloalkil, (5-10 členski heteroaril)-C|.4 alkil in (4-10 členski heterocikloalkil)-Ci_4 aikil neobvezno substituiran z 1, 2, 3, 4 ali 5 substituenti neodvisno izbranimi iz skupine, ki vsebuje R7a.
  10. 10. Spojina po kateremkoli zahtevku od 1 do 8 ali njena farmacevtsko sprejemljiva sol, kjer je vsak R in R neodvisno izbran iz skupine, ki vsebuje H, 2-hidroksipropil, -C(0)0CH3, 3-fluorofenil, ciklopropil, ciklobutil, 3,3-difluorociklobutil, ciklopentil, cikloheksil, 4-hidroksicikloheksil, metil, 1-metil-lH-pirazol-4-il, piridin-3-il, N-metilpiperidin-4-il, tetrahidro-2H-piran-4-il, tetrahidrofuran-3-il, 1-feniletil, (1-metil-lH-pirazol-4-il)metil, 2-morfolino-4-iletil, piridin-2-ilmetil, N-metilpiperazin-1-iletil in tetrahidrofuran-2-ilmetil.
  11. 11. Spojina po kateremkoli zahtevku od 1 do 8 ali njena farmacevtsko sprejemljiva sol, kjer eden izmed R7 in R8 predstavlja H.
  12. 12. Spojina po kateremkoli zahtevku od 1 do 8 ali njena farmacevtsko sprejemljiva sol, 7 R kjer vsak R in R predstavlja H.
  13. 13. Spojina po zahtevku 1 izbrana izmed: 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-[(2-morfolin-4-iletil)amino]-r,2’-dihidro-3 ’ H-spiro [ciklopropan-1,4’- [2,7]nafthiridin] -3 ’ -on; 6,-amino-2’-(2,6-difluoro-3,5-dimetoksifenil)-rH-spiro[ciklopropan-l,4’-[2,7]nafthiridin] -3 ’ (2 ’ H)-on; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6,-(metilamino)-r,2’-dihidro-3’H-spiro [ciklopropan-1,4 ’ - [2,7] nafthiridin] -3 ’ -on; 2 ’ -(2,6-difluoro-3,5 -dimetoksifenil)-6’-(tetrahidro-2H-piran-4-ilamino)- 1’ ,2’-dihidro-3’H-spiro[ciklopropan-l,4’-[2,7]nafthiridin]-3’-on; (S)-2 ’ -(2,6-difluoro-3,5-dimetoksifenil)-6’ -(2-hidroksipropilamino)-1 ’ H- spiro [ciklopropan-1,4 ’ -[2,7]nafthiridin] -3 ’ (2 ’ H)-on; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(piridin-2-ilmetilamino)-rH- spiro[ciklopropan-l,4’-[2,7]nafthiridin]-3’(2’H)-on; (S)-2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(tetrahidrofuran-3-ilamino)-rH- spiro[ciklopropan-l,4’-[2,7]nafthiridin]-3’(2’H)-on; 2’ -(2,6-difluoro-3,5-dimetoksifenil)-6’ -(2-(4-metilpiperazin-1 -iljetilamino)- ΓΗ- spiro[ciklopropan-l,4,-[2,7]nafthiridin]-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]nafthiridin]-6’-ilcarbamate; 2 ’ -(2,6-difluoro-3,5 -dimetoksifenil)-6 ’ -(piridin-3 -ilamino)-1 ’ H-spiro[ciklopropan-1,4’-[2,7]nafthiridin]-3 ’(2’H)-on; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(3*fluorofenilamino)-rH-spiro[ciklopropan-1,4’- [2,7]nafthiridin] -3 ’ (2 ’ H)-on; 6’-(ciklopentilamino)-2’-(2,6-difluoro-3,5-dimetoksifenil)-rH-spiro[ciklopropan-1,4 ’ - [2,7] nafthiridin] -3 ’ (2 ’ H)-on; (S)-2’-(2,6-difhioro-3,5-dimetoksifenil)-6’-((tetrahidrofuran-2-il)metilamino)-l’H-spiro [ciklopropan-1,4’- [2,7]nafthiridin] -3 ’ (2 ’ H)-on; 2 ’ -(2,6-difluoro-3,5 -dimetoksifenil)-6’ -(1 -metil-1 H-pirazol-4-ilamino)-1 ’ H-spiro [ciklopropan-1,4’- [2,7]nafthiridin] -3 ’ (2 ’ H)-on; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-((l-metil-lH-pirazol-4-il)metilamino)-rH-spiro [ciklopropan-1,4’- [2,7]nafthiridin] -3 ’ (2 ’ H)-on; (R)-2 ’ -(2,6-difluoro-3,5 -dimetoksifenil)-6 ’ -(1 -feniletilamino)-1 ’ H-spiro [ciklopropan-1,4’- [2,7]nafthiridin] -3 ’ (2 ’ H)-on; 6 ’ -(cikloheksilamino)-2 ’ -(2,6-difluoro-3,5 -dimetoksifenil)-1 ’ H-spiro [ciklopropan-l,4’-[2,7]nafthiridin]-3’(2’H)-on; 2 ’ -(2,6-difluoro-3,5 -dimetoksifenil)-6 ’ -(trans-4-hidroksicikloheksilamino)-1 ’ H-spiro [ciklopropan-1,4’ - [2,7]nafthiridin] -3 ’ (2 ’ H)-on; 6’-(ciklopropilamino)-2’-(2,6-difluoro-3,5-dirnetoksifenil)-l’H-spiro[ciklopropan-1,4’- [2,7]nafthiridin] -3 ’ (2 ’ H)-on; 6 ’ -(ciklobutilamino)-2 ’ -(2,6-difluoro-3,5-dimetoksifenil)-1 ’Η-spiro [ciklopropan-l,4,-[2,7]nafthiridin]-3’(2’H)-on; 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(3,3-difluorociklobutilamino)-rH- spiro[ciklopropan-1,4’-[2,7]nafthiridin]-3 ’(2’H)-on; in 2 ’ -(2,6-difluoro-3,5 -dimetoksifenil)-6 ’-(1 -metilpiperidin-4-ilamino)-1 ’ H- spiro [ciklopropan-1,4’- [2,7]nafthiridin] -3 ’ (2 ’ H)-on; ali farmacevtsko sprejemljiva sol katerekoli izmed navedenih.
  14. 14. Spojina po zahtevku 1, kjer je spojina 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-[(2-morfolin-4-iletil)amino] -1 ’ ,2 ’ -dihidro-3 ’ H-spiro [ciklopropan-1,4’- [2,7]nafthiridin] -3’-on ali njena farmacevtsko sprejemljiva sol.
  15. 15. Spojina po zahtevku 1, kjer je spojina 2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-(2-(4-metilpiperazin-1 -iljetilamino)-1 ’ H-spiro [ciklopropan-1,4 ’ - [2,7] nafthiridin] -3 ’ (2 ’ H)-on ali njena farmacevtsko sprejemljiva sol.
  16. 16. Spojina po zahtevku 1, kjer je spojina (S)-2’-(2,6-difluoro-3,5-dimetoksifenil)-6’-((tetrahidrofuran-2-il)metilamino)-rH-spiro[ciklopropan-l,4’-[2,7]nafthiridin]-3’(2’H)-on ali njena farmacevtsko sprejemljiva sol.
  17. 17. Farmacevtski sestavek, ki vsebuje spojino po kateremkoli zahtevku od 14 do 16 ali njeno farmacevtsko sprejemljivo sol in vsaj en farmacevtsko sprejemljiv nosilec.
  18. 18. Farmacevtski sestavek, ki vsebuje spojino po kateremkoli zahtevku od 1 do 13 ali njeno farmacevtsko sprejemljivo sol in vsaj en farmacevtsko sprejemljiv nosilec.
  19. 19. Postopek inhibiranja encima FGFR, ki obsega kontaktiranje omenjenega encima in vitro s spojino po kateremkoli zahtevku od 1 do 16 ali z njeno farmacevtsko sprejemljivo soljo.
  20. 20. Spojina po kateremkoli zahtevku od 1 do 16 ali njena farmacevtsko sprejemljiva sol, za uporabo v: a) postopku zdravljenja raka v pacientu; ali b) postopku zdravljenja raka v pacientu, kjer je omenjeni rak izbran iz skupine, ki vsebuje rak mehurja, rak dojke, rak materničnega vratu, kolorektalni rak, rak endometrija, rak želodca, rak glave in vratu, ledvični rak, rak jeter, pljučni rak, rak jajčnikov, rak prostate, rak požiralnika, rak žolčnika, rak trebušne slinavke, rak ščitnice, kožni rak, levkemijo, večkratni mielom, kronični limfocitni limfom, odraslo T celična levkemija, B-celični limfom, akutno mielogeno levkemijo, Hodgkinsov ali ne-Hodgkinsov limfom, Waldenstromovo makroglobulinemijo, limfom dlakavih celic, Burkettov limfom, glioblastom, melanom in rabdosarkom.
  21. 21. Spojina po kateremkoli zahtevku od 1 do 16 ali njena farmacevtsko sprejemljiva sol, za uporabo v: a) postopku zdravljenja mieloproliferativne motnje v pacientu; ali b) postopku zdravljenja mieloproliferativne motnje v pacientu, kjer je omenjena mieloproliferativna motnja izbrana iz skupine, ki vsebuje policitemijo vera, esencialno trombocitemijo in primarno mielofibrozo.
  22. 22. Spojina po kateremkoli zahtevku od 1 do 16 ali njena farmacevtsko sprejemljiva sol, za uporabo v: a) postopku zdravljenja skeletne ali hondrocitne motnje v pacientu; ali b) postopku zdravljenja skeletne ali hondrocitne motnje v pacientu, kjer je omenjena skeletna ali hondrocitna motnja izbrana iz skupine, ki vsebuje ahondroplazijo, hipohondroplazijo, pritlikavost, tanotoforično displazijo (TD), Apertov sindrom, Crouzonov sindrom, Jackson-Weiss-ov sindrom, Beare-Stevensonov sindrom cutis gyrate, Pfeifferjev sindrom in sindrom kraniosinostoze.
  23. 23. Spojina po kateremkoli zahtevku od 1 do 16 ali njena farmacevtsko sprejemljiva sol, za uporabo v: a) postopku zdravljenja hipofosfatemije v pacientu; ali b) postopku zdravljenja hipofosfatemije v pacientu, kjer je omenjena hipofosfatemija hipofosfatemični rahitis vezan na kromosom X, avtosomni recesivni hipofosfatemični rahitis, avtosomni dominantni hipofosfatemični rahitis ali s tumorjem povzročena osteomalacija.
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