SI2861579T1 - Benzamidni derivati za inhibiranje aktivnosti ABL1, ABL2 in BCR-ABL1 - Google Patents

Benzamidni derivati za inhibiranje aktivnosti ABL1, ABL2 in BCR-ABL1 Download PDF

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SI2861579T1
SI2861579T1 SI201330997T SI201330997T SI2861579T1 SI 2861579 T1 SI2861579 T1 SI 2861579T1 SI 201330997 T SI201330997 T SI 201330997T SI 201330997 T SI201330997 T SI 201330997T SI 2861579 T1 SI2861579 T1 SI 2861579T1
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compound
pharmaceutically acceptable
acceptable salt
methyl
amino
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Stephanie Kay Dodd
Pascal Furet
Robert Martin Grotzfeld
Darryl Brynley Jones
Paul Manley
Andreas Marzinzik
Xavier Francois Andre Pelle
Bahaa Salem
Joseph Schoepfer
Wolfgang Jahnke
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Novartis Ag
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Claims (18)

  1. EP 2861579 BI Benzamidni derivati za inhibiranje aktivnosti ABL1, ABL2 in BCR-ABL1 Patentni zahtevki
    1. Spojina s formulo (I): v kateri:
    Ri je pirazolil; kjer je pirazolil nesubstituiran ali substituiran z 1-2 skupinama R^ R2 je pirolidinil; kjer je pirolidinil substituiran z eno skupino R7; R3 je izbran izmed vodika in halo; Rt je izbran izmed -SF5 in -Y2-CF2-Y3; R<5 je vsakokrat, kadar se pojavi, neodvisno izbran izmed vodika, hidroksi, metila, metoksi, ciano, trifluorometila, hidroksi-metila, halo, amino, fluoro-etila, etila in ciklopropila; R7 je izbran izmed hidroksi, metila, halo, metoksi, hidroksi-metila, amino, metil-amino, amino-metila, trifluorometila, 2-hidroksipropan-2-ila, metil-karbonil-amino, dimetil-amino, 2-amino-3-metilbutanoil)oksi, karboksi, metoksi-karbonila, fosfonooksi, ciano in amino-karbonila; Y je izbran izmed CH in N; Yi je izbran izmed CH in N; Y2 je izbran izmed CF2, O in S(O)0.2; in Y3 je izbran izmed vodika, kloro, fluoro, metila, difluorometila in trifluorometila; ali farmacevtsko sprejemljive soli le-te.
  2. 2. Spojina po zahtevku 1 s formulo (Ib): v kateri:
    R3 je izbran izmed vodika in halo; R4 je izbran izmed -SF5 in -Y2-CF2-Y3; Rg je, kadar je vezan na dušik pirazolilnega obroča, izbran izmed vodika, metila, fluoro-etila, etila in ciklopropila; in R$ je, kadar je vezan na atom ogljika pirazolilnega obroča, izbran izmed vodika, hidroksi, metila, metoksi, dano, trifluorometila, hidroksi-metila, halo, amino, fluoro-etila, etila in ciklopropila; R7 je izbran izmed hidroksi, metila, halo, metoksi, hidroksi-metila, amino, metil-amino, amino-metila, trifluorometila, 2-hidroksipropan-2-ila, metil-karbonil-amino, dimetil-amino, 2-amino-3-metilbutanoil)oksi, karboksi metoksi-karbonila, fosfonooksi, ciano in aminokarbonila; Yi je izbran izmed CH in N; Y2 je izbran izmed CF2,0 in S(0)o-2; Y3 je izbran izmed vodika, fluoro, kloro, metila, difluorometila in trifluorometila; ali farmacevtsko sprejemljive soli le-te.
  3. 3. Spojina po zahtevku 2 s formulo (Ic):
    v kateri: R3 je izbran izmed vodika in halo; R4 je izbran izmed -SF5 in -Y2-CF2-Y3; R$ je, kadar je vezan na dušik pirazolilnega obroča, izbran izmed vodika, metila, fluoro-etila, etila in ciklopropila; in je, kadar je vezan na atom ogljika pirazolilnega obroča, izbran izmed vodika, hidroksi, metila, metoksi, ciano, trifluorometila, hidroksi-metila, halo, amino, fluoro-etila, etila in ciklopropila; R7 je izbran izmed hidroksi, metila, halo, metoksi, hidroksi-metila, amino, metil-amino, amino-metila, trifluorometila, 2-hidroksipropan-2-ila, metil-karbonil-amino, dimetil-amino, 2-amino-3-metilbutanoil)oksi, karboksi, metoksi-karbonila, fosfonooksi, ciano in amino-karbonila; Yi je izbran izmed CH in N; Y2 je izbran izmed CF2, O in S(O)0.2; Y3 je izbran izmed vodika, fluoro, kloro, metila, difluorometila in trifluorometila; ali farmacevtsko sprejemljive soli le-te.
  4. 4. Spojina po zahtevku 3 ali farmacevtsko sprejemljiva sol le-te, izbrana izmed:
  5. 5. Spojina po zahtevku 3 ali farmacevtsko sprejemljiva sol le-te, izbrana izmed:
  6. 6. Spojina po zahtevku 3 ali farmacevtsko sprejemljiva sol le-te, izbrana izmed:
  7. 7. Spojina po zahtevku 1 ali farmacevtsko sprejemljiva sol le-te, kije:
  8. 8. Spojina, izbrana izmed:
  9. 9. Spojina po zahtevku 1, ki je (R)-N-(4-(klorodifluorometoksi)fenil)-6-(3-hidroksipirolidin-l-il)-5-(lH-pirazol-5-il)nikotinamid ali farmacevtsko sprejemljiva sol le-tega.
  10. 10. Farmacevtski sestavek, ki obsega amorfno disperzijo (R)-N-(4-(klorodifluorometoksi)fenil)-6-(3-hidroksipirolidin-l-il)-5-(lH-pirazol-5-il)nikotinamida in 1-2 ekscipienta, izbrana izmed PVP VA64 in Pharmacoat 603.
  11. 11. Sestavek po zahtevku 10, kjer je delež Pharmacoat 603 v območju 30-45 %, delež PVP VA64 je v območju 30-45 % in delež (R)-N-(4-(klorodifluorometoksi)fenil)-6-(3-hidroksipirolidin-l-il)-5-(lH-pirazol-5-il)nikotinamida je v območju 20-30 %.
  12. 12. Sestavek po zahtevku 11, kjer je delež Pharmacoat 603 37,5 %, delež PVP VA64 je 37,5 % in delež (R)-N-(4-(klorodifluorometoksi)fenil)-6-(3-hidroksipirolidin-l-il)- 5-(lH-pirazol-5-il)nikotinamida je 25 %.
  13. 13. Spojina s formulo (I) ali farmacevtsko sprejemljiva sol le-te po katerem koli od zahtevkov 1-9 za uporabo pri zdravljenju raka.
  14. 14. Spojina s formulo (I) ali farmacevtsko sprejemljiva sol le-te za uporabo po zahtevku 13, kjer je rak levkemija, izbrana izmed kronične mieloične levkemije in akutne limfoblastne levkemije.
  15. 15. Spojina s formulo (I) ali farmacevtsko sprejemljiva sol le-te za uporabo po zahtevku 13 ali 14 skupaj z dodatno spojino, izbrano izmed imatiniba, nilotiniba, dasatiniba, bosutiniba, ponatiniba in bafetiniba.
  16. 16. Spojina s formulo (I) ali farmacevtsko sprejemljiva sol le-te za uporabo po zahtevku 15 pri zaporednem ali sočasnem dajanju z dodatno spojino, kjer je dodatna spojina nilotinib.
  17. 17. Spojina s formulo (I) ali farmacevtsko sprejemljiva sol le-te za uporabo po katerem koli od zahtevkov 13-16, kjer je spojina (R)-N-(4-(klorodifluorometoksi)fenil)-6-(3-hidroksipirolidin-l-il)-5-(lH-pirazol-5-il)nikotinamid ali farmacevtsko sprejemljiva sol le-tega.
  18. 18. Farmacevtski sestavek, ki obsega spojino ali farmacevtsko sprejemljivo sol le-te po katerem koli od zahtevkov 1-9 skupaj z enim ali več farmacevtsko sprejemljivimi nosilci.
SI201330997T 2012-05-15 2013-05-09 Benzamidni derivati za inhibiranje aktivnosti ABL1, ABL2 in BCR-ABL1 SI2861579T1 (sl)

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US201261647174P 2012-05-15 2012-05-15
US201361790967P 2013-03-15 2013-03-15
PCT/IB2013/053768 WO2013171639A1 (en) 2012-05-15 2013-05-09 Benzamide derivatives for inhibiting the activity of abl1, abl2 and bcr-abl1
EP13730652.8A EP2861579B9 (en) 2012-05-15 2013-05-09 Benzamide derivatives for inhibiting the activity of abl1, abl2 and bcr-abl1

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