HRP20211778T1 - Kontrastna sredstva za slikovnu dijagnostiku huntingtin proteina - Google Patents
Kontrastna sredstva za slikovnu dijagnostiku huntingtin proteina Download PDFInfo
- Publication number
- HRP20211778T1 HRP20211778T1 HRP20211778TT HRP20211778T HRP20211778T1 HR P20211778 T1 HRP20211778 T1 HR P20211778T1 HR P20211778T T HRP20211778T T HR P20211778TT HR P20211778 T HRP20211778 T HR P20211778T HR P20211778 T1 HRP20211778 T1 HR P20211778T1
- Authority
- HR
- Croatia
- Prior art keywords
- methoxy
- methoxypyridin
- pyridin
- benzoxazole
- benzoxazol
- Prior art date
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- 102000016252 Huntingtin Human genes 0.000 title claims 2
- 108050004784 Huntingtin Proteins 0.000 title claims 2
- 238000003384 imaging method Methods 0.000 title claims 2
- 239000000523 sample Substances 0.000 title 1
- -1 phenoxy, benzyloxy Chemical group 0.000 claims 22
- 125000000217 alkyl group Chemical group 0.000 claims 16
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 14
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 11
- 229910052736 halogen Inorganic materials 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims 6
- 238000002600 positron emission tomography Methods 0.000 claims 5
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 3
- 208000023105 Huntington disease Diseases 0.000 claims 3
- 125000001072 heteroaryl group Chemical group 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 230000004770 neurodegeneration Effects 0.000 claims 3
- 208000015122 neurodegenerative disease Diseases 0.000 claims 3
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 2
- WAAYKZUJRSODSL-UHFFFAOYSA-N 5-[5-[(5-methoxypyridin-2-yl)methoxy]-1,3-benzoxazol-2-yl]-1H-pyridin-2-one Chemical compound COC=1C=CC(=NC=1)COC=1C=CC2=C(N=C(O2)C=2C=CC(NC=2)=O)C=1 WAAYKZUJRSODSL-UHFFFAOYSA-N 0.000 claims 2
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- CSVYADKQTJYBJA-UHFFFAOYSA-N BrC1=C(N2C(S1)=NCC2)C=1OC2=C(C=1)C=C(C=C2)OCC=1C=NC=CC=1 Chemical compound BrC1=C(N2C(S1)=NCC2)C=1OC2=C(C=1)C=C(C=C2)OCC=1C=NC=CC=1 CSVYADKQTJYBJA-UHFFFAOYSA-N 0.000 claims 2
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- WCSNDBWUARSQMB-UHFFFAOYSA-N FC1CN(C1)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC Chemical compound FC1CN(C1)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC WCSNDBWUARSQMB-UHFFFAOYSA-N 0.000 claims 2
- FRVJIENULWNPPG-UHFFFAOYSA-N N1(C=NC=C1)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC Chemical compound N1(C=NC=C1)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC FRVJIENULWNPPG-UHFFFAOYSA-N 0.000 claims 2
- SEMYLGFZSADBCF-UHFFFAOYSA-N N1(CCOCC1)CCOC=1C=CC(=NC=1)COC=1C=CC2=C(N=C(O2)C=2C=NC=CC=2)C=1 Chemical compound N1(CCOCC1)CCOC=1C=CC(=NC=1)COC=1C=CC2=C(N=C(O2)C=2C=NC=CC=2)C=1 SEMYLGFZSADBCF-UHFFFAOYSA-N 0.000 claims 2
- RWDYRDKUKVAWLA-UHFFFAOYSA-N N1=C(C=CC=C1)COC=1C=CC2=C(N=C(O2)C=2C=NC=CC=2)C=1 Chemical compound N1=C(C=CC=C1)COC=1C=CC2=C(N=C(O2)C=2C=NC=CC=2)C=1 RWDYRDKUKVAWLA-UHFFFAOYSA-N 0.000 claims 2
- PRSXGIUVLGTJER-UHFFFAOYSA-N N1=CC(=CC=C1)C=1OC2=C(N=1)C=C(C=C2)OCC1=CC=C(C=N1)O Chemical compound N1=CC(=CC=C1)C=1OC2=C(N=1)C=C(C=C2)OCC1=CC=C(C=N1)O PRSXGIUVLGTJER-UHFFFAOYSA-N 0.000 claims 2
- HMZURCYJUDDSHQ-UHFFFAOYSA-N N1=CC(=CC=C1)C=1OC2=C(N=1)C=C(C=C2)OCC=1C=NC=CC=1 Chemical compound N1=CC(=CC=C1)C=1OC2=C(N=1)C=C(C=C2)OCC=1C=NC=CC=1 HMZURCYJUDDSHQ-UHFFFAOYSA-N 0.000 claims 2
- XCDHOZLYTSOTDT-UHFFFAOYSA-N N1=CC(=CC=C1)C=1OC2=C(N=1)C=CC(=C2)OCC=1C=NC=CC=1 Chemical compound N1=CC(=CC=C1)C=1OC2=C(N=1)C=CC(=C2)OCC=1C=NC=CC=1 XCDHOZLYTSOTDT-UHFFFAOYSA-N 0.000 claims 2
- HTFWERWOXVMYGN-UHFFFAOYSA-N N1=CC(=CC=C1)COC=1C=CC2=C(C=C(O2)C2=C(C=NC=C2)C#N)C=1 Chemical compound N1=CC(=CC=C1)COC=1C=CC2=C(C=C(O2)C2=C(C=NC=C2)C#N)C=1 HTFWERWOXVMYGN-UHFFFAOYSA-N 0.000 claims 2
- KMPANRNBVZXXSB-UHFFFAOYSA-N N1=CC(=CC=C1)COC=1C=CC2=C(C=C(O2)C=2C=NC=CC=2C#N)C=1 Chemical compound N1=CC(=CC=C1)COC=1C=CC2=C(C=C(O2)C=2C=NC=CC=2C#N)C=1 KMPANRNBVZXXSB-UHFFFAOYSA-N 0.000 claims 2
- ILFBBAFQGPLQHX-UHFFFAOYSA-N N1=CC(=CC=C1)COC=1C=CC2=C(C=C(O2)C=2N3C(SC=2C#N)=NCC3)C=1 Chemical compound N1=CC(=CC=C1)COC=1C=CC2=C(C=C(O2)C=2N3C(SC=2C#N)=NCC3)C=1 ILFBBAFQGPLQHX-UHFFFAOYSA-N 0.000 claims 2
- RMHINQXNUDKXOG-UHFFFAOYSA-N N1=CC(=CC=C1)OC=1C=CC2=C(C=C(O2)C2=C(C=NC=C2)C#N)C=1 Chemical compound N1=CC(=CC=C1)OC=1C=CC2=C(C=C(O2)C2=C(C=NC=C2)C#N)C=1 RMHINQXNUDKXOG-UHFFFAOYSA-N 0.000 claims 2
- JQKRPMGAFXSMOK-UHFFFAOYSA-N N1=CNC=2CN(CCC=21)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC Chemical compound N1=CNC=2CN(CCC=21)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC JQKRPMGAFXSMOK-UHFFFAOYSA-N 0.000 claims 2
- VJWGAIMNOREJGC-UHFFFAOYSA-N N=1C=CN2C=1CN(CC2)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC Chemical compound N=1C=CN2C=1CN(CC2)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC VJWGAIMNOREJGC-UHFFFAOYSA-N 0.000 claims 2
- DIFQBWLTWFKERI-UHFFFAOYSA-N O1C(=CC2=C1C=CC=C2)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC Chemical compound O1C(=CC2=C1C=CC=C2)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC DIFQBWLTWFKERI-UHFFFAOYSA-N 0.000 claims 2
- CLMUFZCKOUFRKL-UHFFFAOYSA-N O1C(CC2=C1C=CC=C2)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC Chemical compound O1C(CC2=C1C=CC=C2)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC CLMUFZCKOUFRKL-UHFFFAOYSA-N 0.000 claims 2
- RYEPUIVPXNEULS-UHFFFAOYSA-N O1C=CC2=C1C=CC(=C2)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC Chemical compound O1C=CC2=C1C=CC(=C2)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC RYEPUIVPXNEULS-UHFFFAOYSA-N 0.000 claims 2
- NYKUJMPQVPJIJC-UHFFFAOYSA-N OC=1C=CC(=NC=1)COC=1C=CC2=C(N=C(O2)C=2C=CC(=NC=2)C(=O)NC)C=1 Chemical compound OC=1C=CC(=NC=1)COC=1C=CC2=C(N=C(O2)C=2C=CC(=NC=2)C(=O)NC)C=1 NYKUJMPQVPJIJC-UHFFFAOYSA-N 0.000 claims 2
- ZGPCQTYUOLAZNV-UHFFFAOYSA-N OC=1C=CC(=NC=1)COC=1C=CC2=C(N=C(O2)C=2C=CC(N(N=2)C)=O)C=1 Chemical compound OC=1C=CC(=NC=1)COC=1C=CC2=C(N=C(O2)C=2C=CC(N(N=2)C)=O)C=1 ZGPCQTYUOLAZNV-UHFFFAOYSA-N 0.000 claims 2
- 208000037273 Pathologic Processes Diseases 0.000 claims 2
- MCSZYSJFHJCDCJ-UHFFFAOYSA-N S1C=2N(C(=C1)C=1OC3=C(C=1)C=C(C=C3)OCC=1C=NC=CC=1)CCN=2 Chemical compound S1C=2N(C(=C1)C=1OC3=C(C=1)C=C(C=C3)OCC=1C=NC=CC=1)CCN=2 MCSZYSJFHJCDCJ-UHFFFAOYSA-N 0.000 claims 2
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 2
- 210000004556 brain Anatomy 0.000 claims 2
- 229940039227 diagnostic agent Drugs 0.000 claims 2
- 239000000032 diagnostic agent Substances 0.000 claims 2
- 239000012216 imaging agent Substances 0.000 claims 2
- 238000002595 magnetic resonance imaging Methods 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 229940049964 oleate Drugs 0.000 claims 2
- 230000009054 pathological process Effects 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 102000004169 proteins and genes Human genes 0.000 claims 2
- 108090000623 proteins and genes Proteins 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 1
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 102000014461 Ataxins Human genes 0.000 claims 1
- 108010078286 Ataxins Proteins 0.000 claims 1
- 206010008025 Cerebellar ataxia Diseases 0.000 claims 1
- CLMUFZCKOUFRKL-NRFANRHFSA-N O1[C@@H](CC2=C1C=CC=C2)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC Chemical compound O1[C@@H](CC2=C1C=CC=C2)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC CLMUFZCKOUFRKL-NRFANRHFSA-N 0.000 claims 1
- CLMUFZCKOUFRKL-OAQYLSRUSA-N O1[C@H](CC2=C1C=CC=C2)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC Chemical compound O1[C@H](CC2=C1C=CC=C2)C=1OC2=C(N=1)C=C(C=C2)OCC1=NC=C(C=C1)OC CLMUFZCKOUFRKL-OAQYLSRUSA-N 0.000 claims 1
- 238000012879 PET imaging Methods 0.000 claims 1
- 208000018737 Parkinson disease Diseases 0.000 claims 1
- 208000024777 Prion disease Diseases 0.000 claims 1
- 208000009415 Spinocerebellar Ataxias Diseases 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 1
- 201000004562 autosomal dominant cerebellar ataxia Diseases 0.000 claims 1
- 210000004227 basal ganglia Anatomy 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 238000002591 computed tomography Methods 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000004366 heterocycloalkenyl group Chemical group 0.000 claims 1
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 1
- 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 claims 1
- 125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 claims 1
- 125000004940 pyridazin-4-yl group Chemical group N1=NC=C(C=C1)* 0.000 claims 1
- 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims 1
- 125000004528 pyrimidin-5-yl group Chemical group N1=CN=CC(=C1)* 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
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- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B5/00—Measuring for diagnostic purposes; Identification of persons
- A61B5/0033—Features or image-related aspects of imaging apparatus classified in A61B5/00, e.g. for MRI, optical tomography or impedance tomography apparatus; arrangements of imaging apparatus in a room
- A61B5/0035—Features or image-related aspects of imaging apparatus classified in A61B5/00, e.g. for MRI, optical tomography or impedance tomography apparatus; arrangements of imaging apparatus in a room adapted for acquisition of images from more than one imaging mode, e.g. combining MRI and optical tomography
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B6/00—Apparatus or devices for radiation diagnosis; Apparatus or devices for radiation diagnosis combined with radiation therapy equipment
- A61B6/02—Arrangements for diagnosis sequentially in different planes; Stereoscopic radiation diagnosis
- A61B6/03—Computed tomography [CT]
- A61B6/032—Transmission computed tomography [CT]
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- A—HUMAN NECESSITIES
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- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B6/00—Apparatus or devices for radiation diagnosis; Apparatus or devices for radiation diagnosis combined with radiation therapy equipment
- A61B6/02—Arrangements for diagnosis sequentially in different planes; Stereoscopic radiation diagnosis
- A61B6/03—Computed tomography [CT]
- A61B6/037—Emission tomography
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/041—Heterocyclic compounds
- A61K51/044—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins
- A61K51/0455—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/041—Heterocyclic compounds
- A61K51/044—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins
- A61K51/0459—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins having six-membered rings with two nitrogen atoms as the only ring hetero atoms, e.g. piperazine
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/041—Heterocyclic compounds
- A61K51/044—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins
- A61K51/0463—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D263/57—Aryl or substituted aryl radicals
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- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
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- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
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Claims (18)
1. Sredstvo za slikovnu dijagnostiku, naznačeno time, da sadrži spoj Formule (I):
[image]
ili njegovu farmaceutski prihvatljivu sol, u kojoj
X se odabire od NR4, O i S;
Y se odabire od CR4 i N;
Z1, Z2, Z3 i Z4 se neovisno odabiru od CH i N, uz uvjet da najmanje dva od Z1, Z2, Z3 i Z4 jesu CH;
R1 se odabire od heteroarila, heterocikloalkenila i heterocikloalkila, od kojih je svaki opcionalno supstituiran s jednom ili dvije skupine neovisno odabrane od cijano, halogena, C1-6 alkila opcionalno supstituiranog s amino, alkilamino, ili di(alkil)amino,
C1-6 alkoksi opcionalno supstituiranog s C1-6 alkoksi, opcionalno supstituiranog amino, haloalkila, di(alkil)aminokarbonila, alkilaminokarbonila i aminokarbonila; ili
R1 je fenil opcionalno supstituiran s jednom ili dvije skupine koje se neovisno odabiru od cijano, heteroarila, halogena, fenoksi, benziloksi, heteroarila, C1-6 alkila opcionalno supstituiranog s amino, (alkil)amino, ili di(alkil)amino, C1-6 alkoksi, opcionalno supstituiranog amino, di(alkil)aminokarbonila, alkilaminokarbonila i aminokarbonila;
L1 je -O- i L2 je –(CR7R8)m-;
L3 je -CH=CH-, ili je L3 odsutan;
R2 je piridin-2-il ili piridin-3-il, od kojih je svaki opcionalno supstituiran s jednom ili dvije skupine koje se neovisno odabiru od C1-6 alkila, hidroksila, C1-6 alkoksi, C1-6 alkoksi supstituiranog s amino, (alkil)amino, (dialkil)amino, ili C1-6 alkoksi, i C1-6 alkila supstituiranog s hidroksilom, C1-6 alkoksi, amino, (alkil)amino, ili (dialkil)amino;
R4 se odabire od vodika, halogena, cijano i C1-6 alkila;
R5 se odabire od C1-6 alkila, C1-6 alkoksi i halogena;
R7 se odabire od vodika, hidroksila, trifluorometila i C1-6 alkila;
R8 se odabire od vodika i C1-6 alkila;
n je 0 ili 1; i
m je 0, 1 ili 2;
pri čemu se spoj Formule I ili njegova farmaceutski prihvatljiva sol označava s jednim ili više radionuklida koji emitiraju pozitrone.
2. Sredstvo za slikovnu dijagnostiku prema patentnom zahtjevu 1, naznačeno time, da se R1 odabire od sljedećih: fenil, piridin-2-il, piridin-3-il, piridin-3-il-1-oksid, piridin-4-il, 1H-pirazol-4-il, pirazin-2-il, piridazin-3-il, piridazin-4-il, pirimidin-4-il, pirimidin-5-il, 2,3-dihidro-piridazin-3-on-6-il, 1,2-dihidropiridin-2-on-5-il, 1,2-dihidropirazin-2-on-5-il, 1,3-tiazol-5-il, 5,6,7,8-tetrahidro-1,7-naftiridin-7-il, 1H-imidazol-1-il, 1-benzofuran-2-il, 1-benzofuran-5-il, 2,3-dihidro-1-benzofuran-2-il, kinolon-2-il, i 5H,6H,7H,8H-imidazo[1,2-a]pirazin-7-il, od kojih je svaki opcionalno supstituiran s jednom ili dvije skupine neovisno odabrane od halogena, C1-6 alkila, C1-6 alkoksi i opcionalno supstituiranog amino.
3. Sredstvo za slikovnu dijagnostiku prema patentnom zahtjevu 1, naznačeno time, da R1 jest:
[image]
gdje
W se odabire od CH, N i N(O);
p se odabire od 0, 1 i 2;
u svakom pojavljivanju R9 se neovisno odabire od cijano, halogena, C1-6 alkila, C1-6 haloalkila, C1-6 alkila supstituiranog s -NR10R11, C1-6 alkoksi, -C(O)NR10R11 i
-NR10R11;
R10 se odabire od vodika i C1-6 alkila;
R11 se odabire od vodika, C1-6 alkila i -C(O)R12; i
R12 se odabire od vodika i C1-6 alkila;
opcionalno, pritom W je CH,
ili, pritom W je N,
ili, pritom W je N(O).
4. Sredstvo za slikovnu dijagnostiku prema patentnom zahtjevu 3, naznačeno time, da W je CH ili N, pri čemu p je 1 ili pri čemu p je 0.
5. Sredstvo za slikovnu dijagnostiku prema patentnom zahtjevu 3, naznačeno time, da W je N(O) i time, da se R9 odabire od cijano, halogena, metila i metoksi.
6. Sredstvo za slikovnu dijagnostiku prema patentnom zahtjevu 1, naznačeno time, da R1 jest:
[image]
gdje
W1 i W2 se odabiru od CH i N, uz uvjet da najmanje jedan od W1 i W2 bude CH;
p se odabire od 0, 1 i 2; i
u svakom pojavljivanju R9 se neovisno odabire od C1-6 alkila.
7. Sredstvo za slikovnu dijagnostiku prema patentnom zahtjevu 2, naznačeno time, da R1 je 1H-pirazol-4-il opcionalno supstituiran s C1-6 alkilom.
8. Sredstvo za slikovnu dijagnostiku prema bilo kojem od patentnih zahtjeva 1 do 7, naznačeno time, da X je O;
ili, time, da X je S;
ili, time, da X je NR4.
9. Sredstvo za slikovnu dijagnostiku prema bilo kojem od patentnih zahtjeva 1 do 8, naznačeno time, da Y je CR4 ili time, da Y je N;
opcionalno, pritom R4 je vodik;
ili, pritom R4 je halogen,
primjerice, gdje R4 je bromo;
ili, pritom R4 je cijano;
ili, pritom R4 je C1-6 alkil,
primjerice, gdje R4 je metil.
10. Sredstvo za slikovnu dijagnostiku prema bilo kojem od patentnih zahtjeva 1 do 9, naznačeno time, da Z1, Z2, Z3 i Z4 su CH;
ili, time, da Z1 je N i Z2, Z3 i Z4 su CH;
ili, time, da Z2 je N i Z1, Z3 i Z4 su CH;
ili, time, da Z2 i Z4 su N i Z1 i Z3 su CH.
11. Sredstvo za slikovnu dijagnostiku prema patentnom zahtjevu 1, naznačeno time, da se spoj odabire od sljedećih:
4-{5-[(5-metoksipiridin-2-il)metoksi]-1-benzofuran-2-il}piridin-3-karbonitril;
4-{5-[(5-metoksipiridin-2-il)metoksi]-1-benzofuran-2-il}piridin;
4-[5-(piridin-3-iloksi)-1-benzofuran-2-il]piridin-3-karbonitril;
5-[(5-metoksipiridin-2-il)metoksi]-2-(piridin-3-il)-1,3-benzoksazol;
2-(piridin-3-il)-5-(piridin-3-ilmetoksi)-1,3-benzoksazol;
2-(piridin-3-il)-6-(piridin-3-ilmetoksi)-1,3-benzoksazol;
4-[5-(piridin-3-ilmetoksi)-1-benzofuran-2-il]piridin-3-karbonitril;
3-[5-(piridin-3-ilmetoksi)-1-benzofuran-2-il]piridin-4-karbonitril;
3-{6-[1-(5-metoksipiridin-2-il)etoksi]-[1,3]oksazolo[5,4-b]piridin-2-il}piridin;
6-({[2-(piridin-3-il)-1,3-benzoksazol-5-il]oksi}metil)piridin-3-ol;
3-{6-[(5-metoksipiridin-2-il)metoksi]-[1,3]oksazolo[5,4-b]piridin-2-il}piridin;
3-{6-[(6-metoksipiridin-3-il)metoksi]-[1,3]oksazolo[5,4-b]piridin-2-il}piridin;
5-[(5-metoksipiridin-2-il)metoksi]-2-(piridin-4-il)-1,3-benzoksazol;
[(3-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}fenil)metil]dimetilamin;
5-[(5-metoksipiridin-2-il)metoksi]-2-(1-metil-1H-pirazol-4-il)-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-(pirazin-2-il)-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-(1-metilpiperidin-4-il)-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-(1,3-tiazol-5-il)-1,3-benzoksazol;
3-{[(2-{5H,6H-imidazo[2,1-b][1,3]tiazol-3-il}-1-benzofuran-5-il}oksi]metil}piridin;
2-(3-fluoroazetidin-1-il)-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
2-{3H,4H,5H,6H,7H-imidazo-[4,5-c]piridin-5-il}-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-{2H,4H,5H,6H,7H-pirazolo-[4,3-c]piridin-5-il}-1,3-benzoksazol;
2-{5H,6H,7H,8H-imidazo-[1,5-a]pirazin-7-il}-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-{5H,6H,7H-pirolo-[3,4-b]piridin-6-il}-1,3-benzoksazol;
7-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-5,6,7,8-tetrahidro-1,7-naftiridin;
2-(1H-imidazol-1-il)-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
2-{5H,6H,7H,8H-imidazo-[1,2-a]pirazin-7-il}-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
2-[5-(2-metoksietoksi)piridin-3-il]-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
N-(5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-piridin-2-il)acetamid;
5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-piridin-2-amin;
5-{[5-(2-metoksietoksi)piridin-2-il]metoksi}-2-(piridin-3-il)-1,3-benzoksazol;
5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-N-metilpiridin-2-amin;
3-{[(2-{2-bromo-5H,6H-imidazo[2,1-b][1,3]tiazol-3-il}-1-benzofuran-5-il)oksi]metil}piridin;
5-[(5-metokspiridin-2-il)metoksi]-2-(piperazin-1-il)-1,3-benzoksazol;
3-[5-(piridin-3-ilmetoksi)-1-benzofuran-2-il]-5H,6H-imidazo[2,1-b][1,3]tiazol-2-karbonitril;
5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-N-metilpiridin-2-karboksamid;
5-[(5-metokspiridin-2-il)metoksi]-2-(1-metil-1H-imidazol-4-il)-1,3-benzoksazol;
5-({5-[2-(morfolin-4-il)etoksi]piridin-2-il}metoksi)-2-(piridin-3-il)-1,3-benzoksazol;
2-bromo-6-{5-[(5-metokspiridin-2-il)metoksi]-1-benzofuran-2-il}benzonitril;
3-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-piridin-1-ij-1-olat;
5-[(5-metokspiridin-2-il)metoksi]-2-(pirimidin-5-il)-1,3-benzoksazol;
2-(2,3-dihidro-1-benzofuran-2-il)-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
2-[(2R)-2,3-dihidro-1-benzofuran-2-il)-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
2-[(2S)-2,3-dihidro-1-benzofuran-2-il)-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-(5-metilpiridin-3-il)-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-(2-metilpiridin-4-il)-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-(3-fenoksifenil)-1,3-benzoksazol;
6-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-2-metil-2,3-dihidropiridazin-3-on;
5-[(5-metoksipiridin-2-il)metoksi]-2-(piridazin-3-il)-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-(piridazin-4-il)-1,3-benzoksazol;
5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-1,2-dihidropiridin-2-on;
5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-1-metil-1,2-dihidropiridin-2-on;
5-[(5-metoksipiridin-2-il)metoksi]-2-(pirimidin-4-il)-1,3-benzoksazol;
5-(piridin-2-ilmetoksi)-2-(piridin-3-il)-1,3-benzoksazol;
6-({[2-(1-metil-1H-pirazol-4-il)-1,3-benzoksazol-5-il]oksi}metil)piridin-3-ol;
3-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}benzonitril;
4-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}benzonitril;
3-metoksi-5-({[2-(piridin-3-il)-[1,3]oksazolo[5,4-b]piridin-6-il]oksi}metil)piridin;
4-metoksi-2-({[2-(piridin-3-il)-[1,3]oksazolo[5,4-b]piridin-6-il]oksi}metil)piridin;
[(3-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}fenil)metil](metil)amin;
2-(5-metoksipiridin-2-il)-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
2-(1-benzofuran-2-il)-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-[6-(trifluorometil)piridin-3-il]-1,3-benzoksazol;
2-(1-benzofuran-5-il)-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
2-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}kinolin;
2-[3-(benziloksi)fenil]-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-[4-(pirimidin-2-il)fenil]-1,3-benzoksazol;
2-[(E)-2-(4-metoksifenil)etenil]-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
5-{5-[(5-hidroksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-N-metilpiridin-2-karboksamid;
6-{6-[(5-metoksipiridin-2-il)metoksi]-[1,3]oksazolo[5,4-b]piridin-2-il}-2-metil-2,3-dihidropiridazin-3-on;
2-{6-[(5-metoksipiridin-2-il)metoksi]-[1,3]oksazolo[5,4-b]piridin-2-il}pirazin;
5-{6-[(5-metoksipiridin-2-il)metoksi]-[1,3]oksazolo[5,4-b]piridin-2-il}-N-metilpiridin-2-karboksamid;
5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-1-metil-1,2-dihidropirazin-2-on;
5-metoksi-2-({[2-(piridin-3-il)-[1,3]oksazolo[5,4-b]piridin-6-il]oksi}metil)piridin-1-ij-1-olat;
3-{6-[(5-metoksi-1-oksidopiridin-1-ij-2-il)metoksi]-[1,3]oksazolo[5,4-b]piridin-2-il}piridin-1-ij-1-olat;
5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-2-(metilkarbamoil)piridin-1-ij-olat;
[(5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}piridin-3-il)metil](metil)amin; i
6-{5-[(5-hidroksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-2-metil-2,3-dihidropiridazin-3-on.
12. Sredstvo za slikovnu dijagnostiku prema bilo kojem od patentnih zahtjeva 1 do 11, naznačeno time, da se navedeni jedan ili više radionuklida koji emitiraju pozitrone, biraju od: 11C, 13N, 15O i 18F.
13. Postupak generiranja dijagnostičkih slika kod pojedinca, naznačen time, da obuhvaća davanje pojedincu učinkovite količine sredstva za slikovnu dijagnostiku prema bilo kojem od patentnih zahtjeva 1 do 12, i generiranje slikovnog prikaza od najmanje jednog dijela navedenog pojedinca.
14. Sredstvo za slikovnu dijagnostiku prema bilo kojem od patentnih zahtjeva 1 do 12, naznačeno time, da je za uporabu u postupku generiranja dijagnostičkih slika kod pojedinca, koji obuhvaća davanje pojedincu učinkovite količine sredstva za slikovnu dijagnostiku prema bilo kojem od patentnih zahtjeva 1 do 12, i generiranje slikovnog prikaza od najmanje jednog dijela navedenog pojedinca, pri čemu generiranje slikovnog prikaza od najmanje jednog dijela navedenog pojedinca, obuhvaća generiranje slikovnog prikaza za detekciju prisutnosti ili odsutnosti agregata huntingtin proteina (HTT proteina) u mozgu navedenog pojedinca; i detektiranje prisutnosti ili odsutnosti patološkog procesa; opcionalno, pri čemu se spomenuti agregati HTT proteina nalaze u bazalnim ganglijima spomenutog mozga navedenog pojedinca.
15. Sredstvo za slikovnu dijagnostiku za uporabu prema patentnom zahtjevu 14, naznačeno time, da patološki proces jest neurodegenerativna bolest, primjerice, pri čemu se neurodegenerativna bolest odabire od Alzheimerove bolesti, amiotrofične lateralne skleroze, Huntingtonove bolesti, Parkinsonove bolesti, prionske bolesti i spinocerebelarne ataksije, primjerice, pri čemu neurodegenerativna bolest jest Huntingtonova bolest (HD).
16. Postupak prema patentnom zahtjevu 13 ili sredstvo za slikovnu dijagnostiku za uporabu prema bilo kojem od patentnih zahtjeva 14 do 15, naznačeni time, da spomenuta učinkovita količina navedenog sredstva za slikovnu dijagnostiku sadrži od oko 0,1 do oko 20 mCi, primjerice, gdje spomenuta učinkovita količina navedenog sredstva za slikovnu dijagnostiku sadrži oko 10 mCi.
17. Postupak prema patentnom zahtjevu 13 ili 16, ili sredstvo za slikovnu dijagnostiku za uporabu prema bilo kojem od patentnih zahtjeva 14 do 16, naznačeni time, da spomenuto generiranje slikovnog prikaza obuhvaća prikazivanje pozitronske emisijske tomografije (PET), PET s istovremenim prikazivanjem računalne tomografije (PET/CT), PET s istovremenim prikazivanjem magnetske rezonancije (PET/MRI), ili njihovu kombinaciju, primjerice, gdje spomenuto generiranje slikovnog prikaza obuhvaća PET slikovno prikazivanje.
18. Spoj, naznačen time, da je predstavljen formulom:
4-{5-[(5-metoksipiridin-2-il)metoksi]-1-benzofuran-2-il}piridin-3-karbonitril;
4-{5-[(5-metoksipiridin-2-il)metoksi]-1-benzofuran-2-il}piridin;
4-[5-(piridin-3-iloksi)-1-benzofuran-2-il]piridin-3-karbonitril;
5-[(5-metoksipiridin-2-il)metoksi]-2-(piridin-3-il)-1,3-benzoksazol;
2-(piridin-3-il)-5-(piridin-3-ilmetoksi)-1,3-benzoksazol;
2-(piridin-3-il)-6-(piridin-3-ilmetoksi)-1,3-benzoksazol;
4-[5-(piridin-3-ilmetoksi)-1-benzofuran-2-il]piridin-3-karbonitril;
3-[5-(piridin-3-ilmetoksi)-1-benzofuran-2-il]piridin-4-karbonitril;
3-{6-[1-(5-metoksipiridin-2-il)etoksi]-[1,3]oksazolo[5,4-b]piridin-2-il}piridin;
6-({[2-(piridin-3-il)-1,3-benzoksazol-5-il]oksi}metil)piridin-3-ol;
3-{6-[(5-metoksipiridin-2-il)metoksi]-[1,3]oksazolo[5,4-b]piridin-2-il}piridin;
3-{6-[(6-metoksipiridin-3-il)metoksi]-[1,3]oksazolo[5,4-b]piridin-2-il}piridin;
5-[(5-metoksipiridin-2-il)metoksi]-2-(piridin-4-il)-1,3-benzoksazol;
[(3-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}fenil)metil]dimetilamin;
5-[(5-metoksipiridin-2-il)metoksi]-2-(1-metil-1H-pirazol-4-il)-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-(pirazin-2-il)-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-(1-metilpiperidin-4-il)-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-(1,3-tiazol-5-il)-1,3-benzoksazol;
3-{[(2-{5H,6H-imidazo[2,1-b][1,3]tiazol-3-il}-1-benzofuran-5-il}oksi]metil}piridin;
2-(3-fluoroazetidin-1-il)-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
2-{3H,4H,5H,6H,7H-imidazo-[4,5-c]piridin-5-il}-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-{2H,4H,5H,6H,7H-pirazolo-[4,3-c]piridin-5-il}-1,3-benzoksazol;
2-{5H,6H,7H,8H-imidazo-[1,5-a]pirazin-7-il}-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-{5H,6H,7H-pirolo-[3,4-b]piridin-6-il}-1,3-benzoksazol;
7-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-5,6,7,8-tetrahidro-1,7-naftiridin;
2-(1H-imidazol-1-il)-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
2-{5H,6H,7H,8H-imidazo-[1,2-a]pirazin-7-il}-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
2-[5-(2-metoksietoksi)piridin-3-il]-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
N-(5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-piridin-2-il)acetamid;
5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-piridin-2-amin;
5-{[5-(2-metoksietoksi)piridin-2-il]metoksi}-2-(piridin-3-il)-1,3-benzoksazol;
5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-N-metilpiridin-2-amin;
3-{[(2-{2-bromo-5H,6H-imidazo[2,1-b][1,3]tiazol-3-il}-1-benzofuran-5-il)oksi]metil}-piridin;
5-[(5-metokspiridin-2-il)metoksi]-2-(piperazin-1-il)-1,3-benzoksazol;
3-[5-(piridin-3-ilmetoksi)-1-benzofuran-2-il]-5H,6H-imidazo[2,1-b][1,3]tiazol-2-karbonitril;
5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-N-metilpiridin-2-karboksamid;
5-[(5-metokspiridin-2-il)metoksi]-2-(1-metil-1H-imidazol-4-il)-1,3-benzoksazol;
5-({5-[2-(morfolin-4-il)etoksi]piridin-2-il}metoksi)-2-(piridin-3-il)-1,3-benzoksazol;
2-bromo-6-{5-[(5-metokspiridin-2-il)metoksi]-1-benzofuran-2-il}benzonitril;
3-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}piridin-1-ij-1-olat;
5-[(5-metokspiridin-2-il)metoksi]-2-(pirimidin-5-il)-1,3-benzoksazol;
2-(2,3-dihidro-1-benzofuran-2-il)-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
2-[(2R)-2,3-dihidro-1-benzofuran-2-il]-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
2-[(2S)-2,3-dihidro-1-benzofuran-2-il]-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-(5-metilpiridin-3-il)-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-(2-metilpiridin-4-il)-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-(3-fenoksifenil)-1,3-benzoksazol;
6-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-2-metil-2,3-dihidropiridazin-3-on;
5-[(5-metoksipiridin-2-il)metoksi]-2-(piridazin-3-il)-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-(piridazin-4-il)-1,3-benzoksazol;
5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-1,2-dihidropiridin-2-on;
5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-1-metil-1,2-dihidropiridin-2-on;
5-[(5-metoksipiridin-2-il)metoksi]-2-(pirimidin-4-il)-1,3-benzoksazol;
5-(piridin-2-ilmetoksi)-2-(piridin-3-il)-1,3-benzoksazol;
6-({[2-(1-metil-1H-pirazol-4-il)-1,3-benzoksazol-5-il]oksi}metil)piridin-3-ol;
3-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}benzonitril;
4-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}benzonitril;
3-metoksi-5-({[2-(piridin-3-il)-[1,3]oksazolo[5,4-b]piridin-6-il]oksi}metil)piridin;
4-metoksi-2-({[2-(piridin-3-il)-[1,3]oksazolo[5,4-b]piridin-6-il]oksi}metil)piridin;
[(3-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}fenil)metil](metil)amin;
2-(5-metoksipiridin-2-il)-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
2-(1-benzofuran-2-il)-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-[6-(trifluorometil)piridin-3-il]-1,3-benzoksazol;
2-(1-benzofuran-5-il)-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
2-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}kinolin;
2-[3-(benziloksi)fenil]-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
5-[(5-metoksipiridin-2-il)metoksi]-2-[4-(pirimidin-2-il)fenil]-1,3-benzoksazol;
2-[(E)-2-(4-metoksifenil)etenil]-5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol;
5-{5-[(5-hidroksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-N-metilpiridin-2-karboksamid;
6-{6-[(5-metoksipiridin-2-il)metoksi]-[1,3]oksazolo[5,4-b]piridin-2-il}-2-metil-2,3-dihidropiridazin-3-on;
2-{6-[(5-metoksipiridin-2-il)metoksi]-[1,3]oksazolo[5,4-b]piridin-2-il}pirazin;
5-{6-[(5-metoksipiridin-2-il)metoksi]-[1,3]oksazolo[5,4-b]piridin-2-il}-N-metilpiridin-2-karboksamid;
5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-1-metil-1,2-dihidropirazin-2-on;
5-metoksi-2-({[2-(piridin-3-il)-[1,3]oksazolo[5,4-b]piridin-6-il]oksi}metil)piridin-1-ij-1-olat;
3-{6-[(5-metoksi-1-oksidopiridin-1-ij-2-il)metoksi]-[1,3]oksazolo[5,4-b]piridin-2-il}piridin-1-ij-1-olat;
5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-2-(metilkarbamoil)piridin-1-ij-olat;
[(5-{5-[(5-metoksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}piridin-3-il)metil](metil)amin; ili
6-{5-[(5-hidroksipiridin-2-il)metoksi]-1,3-benzoksazol-2-il}-2-metil-2,3-dihidropiridazin-3-on.
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US201462043603P | 2014-08-29 | 2014-08-29 | |
EP15836321.8A EP3186233B8 (en) | 2014-08-29 | 2015-08-28 | Probes for imaging huntingtin protein |
PCT/US2015/047407 WO2016033445A1 (en) | 2014-08-29 | 2015-08-28 | Probes for imaging huntingtin protein |
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US (3) | US10479802B2 (hr) |
EP (2) | EP3186233B8 (hr) |
JP (2) | JP6817207B2 (hr) |
KR (2) | KR102456946B1 (hr) |
CN (2) | CN107108534B (hr) |
AU (1) | AU2015308774B2 (hr) |
BR (1) | BR112017004141B8 (hr) |
CA (1) | CA2959501C (hr) |
DK (1) | DK3186233T3 (hr) |
EA (1) | EA035646B1 (hr) |
ES (1) | ES2898965T3 (hr) |
HR (1) | HRP20211778T1 (hr) |
HU (1) | HUE056957T2 (hr) |
IL (1) | IL250803B (hr) |
MX (2) | MX2017002703A (hr) |
PL (1) | PL3186233T3 (hr) |
PT (1) | PT3186233T (hr) |
SG (1) | SG11201701600QA (hr) |
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