JP2008534541A - 置換１，２−エチレンジアミン、前記化合物を含む薬物、それらの使用及びそれらの製造方法 - Google Patents

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Publication number

JP2008534541A

JP2008534541A JP2008503415A JP2008503415A JP2008534541A JP 2008534541 A JP2008534541 A JP 2008534541A JP 2008503415 A JP2008503415 A JP 2008503415A JP 2008503415 A JP2008503415 A JP 2008503415A JP 2008534541 A JP2008534541 A JP 2008534541A

Authority

JP

Japan

Prior art keywords

alkyl

cycloalkyl

heteroaryl

group

heterocycle

Prior art date

2005-03-30

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.)

Pending

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• 238000000034 method Methods 0.000 title claims description 14
• 239000003814 drug Chemical class 0.000 title claims description 11
• PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical class NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 title abstract description 5
• 238000004519 manufacturing process Methods 0.000 title description 5
• 229940079593 drug Drugs 0.000 title 1
• PIGFYZPCRLYGLF-UHFFFAOYSA-N Aluminum nitride Chemical compound [Al]#N PIGFYZPCRLYGLF-UHFFFAOYSA-N 0.000 claims abstract description 127
• 239000000126 substance Substances 0.000 claims abstract description 28
• 208000024827 Alzheimer disease Diseases 0.000 claims abstract description 26
• 238000011282 treatment Methods 0.000 claims abstract description 25
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• 229910052731 fluorine Inorganic materials 0.000 claims description 209
• 229910052799 carbon Inorganic materials 0.000 claims description 192
• 239000011737 fluorine Substances 0.000 claims description 187
• YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 172
• 239000000460 chlorine Substances 0.000 claims description 163
• 229910052801 chlorine Inorganic materials 0.000 claims description 162
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 161
• 238000002360 preparation method Methods 0.000 claims description 161
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• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 154
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 154
• 125000001072 heteroaryl group Chemical group 0.000 claims description 145
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• 229910052739 hydrogen Inorganic materials 0.000 claims description 127
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• 125000003118 aryl group Chemical group 0.000 claims description 101
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• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 67
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• 239000000203 mixture Substances 0.000 claims description 53
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 52
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• ASUTZQLVASHGKV-JDFRZJQESA-N galanthamine Chemical compound O1C(=C23)C(OC)=CC=C2CN(C)CC[C@]23[C@@H]1C[C@@H](O)C=C2 ASUTZQLVASHGKV-JDFRZJQESA-N 0.000 claims description 10
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