HRP20230162T1 - Heteroarilni inhibitori enzima pde4 - Google Patents

Heteroarilni inhibitori enzima pde4 Download PDF

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Publication number
HRP20230162T1
HRP20230162T1 HRP20230162TT HRP20230162T HRP20230162T1 HR P20230162 T1 HRP20230162 T1 HR P20230162T1 HR P20230162T T HRP20230162T T HR P20230162TT HR P20230162 T HRP20230162 T HR P20230162T HR P20230162 T1 HRP20230162 T1 HR P20230162T1
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Croatia
Prior art keywords
compound according
alkyl
cyano
halogen
compounds
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HRP20230162TT
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Inventor
Mark E. Gurney
Timothy J. Hagen
Xuesheng MO
A. Vellekoop
Donna L. Romero
Robert F. Campbell
Joel R. Walker
Lei Zhu
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Tetra Discovery Partners Llc
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Publication of HRP20230162T1 publication Critical patent/HRP20230162T1/hr

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    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
    • C07F5/027—Organoboranes and organoborohydrides
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    • C07D213/00—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
    • 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
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    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
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    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4418—Non condensed pyridines; Hydrogenated derivatives thereof having a carbocyclic group directly attached to the heterocyclic ring, e.g. cyproheptadine
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    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
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    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
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    • A61K31/53—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with three nitrogens as the only ring hetero atoms, e.g. chlorazanil, melamine
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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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    • 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
    • C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
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    • 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
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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
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Claims (10)

1. Spoj koji sadrži bilo koju od strukturnih formula XIII, XIV, XV i XVI: [image] ili sol takvoj spoja, pri čemu: Y označava CH2; X se odabire između spojeva CH i N; R5 je benzoksaborol ili se odabire između fenila i piridinila, od kojih je svaki para-supstituiran sa supstituentom oblika R8-R9-(R10)a(R10)b, a opcionalno se može supstituirati supstituentom R13; R8 odabire se između veze i C1-6 alkila; R9 odabire se između halogena, C1-6 alkila, C1-6 haloalkila, C1-6 hidroksialkila, C1-6 alkoksija, C1-6 haloalkoksija, cijano, -C(O)N-, S(O)2-, B(OH)2, monocikličkog heterocikloalkila od 5 ili 6 članova te monocikličkog heteroarila od 5 ili 6 članova; Svaki od spojeva (R10)a i (R10)b neovisno se odabire između vodika, halogena, trifluorometila, trifluorometoksija, hidroksila, C1-6 hidroksialkila, cijano, okso, C1-6 alkila, C(O)OH i C(O)O C1-6 alkila ili se može izostaviti; R13 odabire se između halogena, hidroksija, C1-6 alkila, trifluorometila, C1-6 alkoksija, trifluorometoksija, NH2 i cijano; R6 odabire se između 3-klorofenila, 5-kloro-2-tienila i ciklopentila koji se opcionalno supstituira jednim ili dvama spojevima R14 i ciklopentoksija koji se opcionalno supstituira jednim ili dvama spojevima R14; i svaki R14 neovisno se odabire između halogena, hidroksija, C1-6 alkila, trifluorometila, C1-6 alkoksija, trifluoromet-oksija, NH2 i cijano.
2. Spoj prema zahtjevu 1, pri čemu je R5 fenil koji se para-supstituira sa supstituentom oblika R8-R9-(R10)a(R10)b.
3. Spoj prema zahtjevu 2, pri čemu je R8 veza.
4. Spoj prema zahtjevu 2, pri čemu je R8 C1-6 alkil.
5. Spoj prema zahtjevu 3, pri čemu X predstavlja N.
6. Spoj prema zahtjevu 3, pri čemu X predstavlja CH.
7. Spoj prema zahtjevu 5, pri čemu se R6 odabire između 3-klorofenila i 5-kloro-2-tienila.
8. Spoj prema zahtjevu 7, pri čemu je R6 3-klorofenil.
9. Spoj prema bilo kojem zahtjevu od 1 do 8 koji se upotrebljava za poboljšanje kognitivnih sposobnosti.
10. Farmaceutska mješavina koja se sastoji od spoja prema bilo kojem zahtjevu od 1 do 8 zajedno s farmaceutski prihvatljivim nosačem.
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