JP2015528002A5 - - Google Patents

Info

Publication number

JP2015528002A5

JP2015528002A5 JP2015521874A JP2015521874A JP2015528002A5 JP 2015528002 A5 JP2015528002 A5 JP 2015528002A5 JP 2015521874 A JP2015521874 A JP 2015521874A JP 2015521874 A JP2015521874 A JP 2015521874A JP 2015528002 A5 JP2015528002 A5 JP 2015528002A5

Authority

JP

Japan

Prior art keywords

oligonucleotide

optionally substituted

independently

composition

substituted

Prior art date

2013-07-12

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Granted

Links

• Espacenet
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• 108091034117 Oligonucleotide Proteins 0.000 claims 27
• 239000000203 mixture Substances 0.000 claims 16
• 125000001072 heteroaryl group Chemical group 0.000 claims 9
• 125000000623 heterocyclic group Chemical group 0.000 claims 9
• 238000000034 method Methods 0.000 claims 8
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 6
• 125000004429 atom Chemical group 0.000 claims 6
• -1 carbocycle Chemical group 0.000 claims 6
• 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 6
• 229910052698 phosphorus Inorganic materials 0.000 claims 5
• 125000002947 alkylene group Chemical group 0.000 claims 4
• 230000004048 modification Effects 0.000 claims 4
• 238000012986 modification Methods 0.000 claims 4
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
• 125000001931 aliphatic group Chemical group 0.000 claims 3
• 125000003118 aryl group Chemical group 0.000 claims 3
• 125000000732 arylene group Chemical group 0.000 claims 3
• 125000004452 carbocyclyl group Chemical group 0.000 claims 3
• 229910052799 carbon Inorganic materials 0.000 claims 3
• 229910052736 halogen Inorganic materials 0.000 claims 3
• 150000002367 halogens Chemical class 0.000 claims 3
• 125000005549 heteroarylene group Chemical group 0.000 claims 3
• 229910052739 hydrogen Inorganic materials 0.000 claims 3
• 239000001257 hydrogen Substances 0.000 claims 3
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
• 229910052757 nitrogen Inorganic materials 0.000 claims 3
• 239000002777 nucleoside Substances 0.000 claims 3
• 150000003833 nucleoside derivatives Chemical class 0.000 claims 3
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
• 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 3
• 125000004437 phosphorous atom Chemical group 0.000 claims 3
• 125000003107 substituted aryl group Chemical group 0.000 claims 3
• 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 2
• 206010028980 Neoplasm Diseases 0.000 claims 2
• OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 2
• JLCPHMBAVCMARE-UHFFFAOYSA-N [3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methyl [5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-yl] hydrogen phosphate Polymers Cc1cn(C2CC(OP(O)(=O)OCC3OC(CC3OP(O)(=O)OCC3OC(CC3O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c3nc(N)[nH]c4=O)C(COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3CO)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cc(C)c(=O)[nH]c3=O)n3cc(C)c(=O)[nH]c3=O)n3ccc(N)nc3=O)n3cc(C)c(=O)[nH]c3=O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)O2)c(=O)[nH]c1=O JLCPHMBAVCMARE-UHFFFAOYSA-N 0.000 claims 2
• 201000011510 cancer Diseases 0.000 claims 2
• 239000003153 chemical reaction reagent Substances 0.000 claims 2
• 230000008878 coupling Effects 0.000 claims 2
• 238000010168 coupling process Methods 0.000 claims 2
• 238000005859 coupling reaction Methods 0.000 claims 2
• 201000010099 disease Diseases 0.000 claims 2
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
• 229910052760 oxygen Inorganic materials 0.000 claims 2
• 239000011574 phosphorus Substances 0.000 claims 2
• 229910052711 selenium Inorganic materials 0.000 claims 2
• 229910052717 sulfur Inorganic materials 0.000 claims 2
• 238000005987 sulfurization reaction Methods 0.000 claims 2
• 125000006832 (C1-C10) alkylene group Chemical group 0.000 claims 1
• 125000004450 alkenylene group Chemical group 0.000 claims 1
• 125000003277 amino group Chemical group 0.000 claims 1
• 125000002837 carbocyclic group Chemical group 0.000 claims 1
• 230000000694 effects Effects 0.000 claims 1
• 238000004519 manufacturing process Methods 0.000 claims 1
• QHLFJSMAWAWVRU-UHFFFAOYSA-N n-(5-chloro-4-methyl-1,3-thiazol-2-yl)propanamide Chemical compound CCC(=O)NC1=NC(C)=C(Cl)S1 QHLFJSMAWAWVRU-UHFFFAOYSA-N 0.000 claims 1
• 230000003647 oxidation Effects 0.000 claims 1
• 238000007254 oxidation reaction Methods 0.000 claims 1
• 239000008194 pharmaceutical composition Substances 0.000 claims 1
• 239000000546 pharmaceutical excipient Substances 0.000 claims 1
• 239000007787 solid Substances 0.000 claims 1
• 208000024891 symptom Diseases 0.000 claims 1
• 0 C*C[C@]1O[C@@](*)CC1O*(N1C2CCC1)O[C@]2(C)c1ccccc1 Chemical compound C*C[C@]1O[C@@](*)CC1O*(N1C2CCC1)O[C@]2(C)c1ccccc1 0.000 description 21
• ZFAVTKQWOWKSNP-CCEZHUSRSA-N CC(C)(CCN1CCN(C)CC1)C(O/C=C/SS(c(cc1)ccc1[N+]([O-])=O)(=O)=O)=O Chemical compound CC(C)(CCN1CCN(C)CC1)C(O/C=C/SS(c(cc1)ccc1[N+]([O-])=O)(=O)=O)=O ZFAVTKQWOWKSNP-CCEZHUSRSA-N 0.000 description 1
• NMILGIZTAZXMTM-UHFFFAOYSA-N CCCN1CCOCC1 Chemical compound CCCN1CCOCC1 NMILGIZTAZXMTM-UHFFFAOYSA-N 0.000 description 1
• QBWNUJUVFDWMRN-UHFFFAOYSA-N CN1CCN(CC=C)CC1 Chemical compound CN1CCN(CC=C)CC1 QBWNUJUVFDWMRN-UHFFFAOYSA-N 0.000 description 1
• YHULDVIVDOLLDO-UHFFFAOYSA-N CNC(SSC(NC)=O)=O Chemical compound CNC(SSC(NC)=O)=O YHULDVIVDOLLDO-UHFFFAOYSA-N 0.000 description 1
• YWZHEXZIISFIDA-UHFFFAOYSA-N NC(SS1)=NC1=S Chemical compound NC(SS1)=NC1=S YWZHEXZIISFIDA-UHFFFAOYSA-N 0.000 description 1
• JUDOLRSMWHVKGX-UHFFFAOYSA-N O=C(c1ccccc11)SS1(=O)=O Chemical compound O=C(c1ccccc11)SS1(=O)=O JUDOLRSMWHVKGX-UHFFFAOYSA-N 0.000 description 1