MX2008015721A - Derivados de imidazol pirimidina para el tratamiento de enfermedades relacionadas con la glicogeno sintasa cinasa 3. - Google Patents

Info

Publication number

MX2008015721A

MX2008015721A MX2008015721A MX2008015721A MX2008015721A MX 2008015721 A MX2008015721 A MX 2008015721A MX 2008015721 A MX2008015721 A MX 2008015721A MX 2008015721 A MX2008015721 A MX 2008015721A MX 2008015721 A MX2008015721 A MX 2008015721A

Authority

MX

Mexico

Prior art keywords

methyl

alkyl

tetrahydro

pyran

fluoro

Prior art date

2006-06-27

Links

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• 238000011282 treatment Methods 0.000 title claims description 42
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title claims description 24
• 201000010099 disease Diseases 0.000 title claims description 13
• 108010014905 Glycogen Synthase Kinase 3 Proteins 0.000 title description 52
• KNDAOVHRTCJABP-UHFFFAOYSA-N 1h-imidazole;pyrimidine Chemical class C1=CNC=N1.C1=CN=CN=C1 KNDAOVHRTCJABP-UHFFFAOYSA-N 0.000 title description 2
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• 102000001267 GSK3 Human genes 0.000 title 1
• 150000001875 compounds Chemical class 0.000 claims abstract description 179
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• 238000000034 method Methods 0.000 claims abstract description 29
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• 125000000623 heterocyclic group Chemical group 0.000 claims description 112
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• 125000005843 halogen group Chemical group 0.000 claims description 62
• 125000000217 alkyl group Chemical group 0.000 claims description 55
• OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 54
• 229910052757 nitrogen Inorganic materials 0.000 claims description 53
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 46
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 45
• 239000001257 hydrogen Substances 0.000 claims description 40
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• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 37
• 229910052799 carbon Inorganic materials 0.000 claims description 37
• LJXQPZWIHJMPQQ-UHFFFAOYSA-N pyrimidin-2-amine Chemical compound NC1=NC=CC=N1 LJXQPZWIHJMPQQ-UHFFFAOYSA-N 0.000 claims description 34
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 30
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 28
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• 125000003118 aryl group Chemical group 0.000 claims description 6
• 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims description 6
• 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 6
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• 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 6
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
• HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims description 6
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• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 5
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• 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 5
• 125000004122 cyclic group Chemical group 0.000 claims description 5
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 5
• 208000027866 inflammatory disease Diseases 0.000 claims description 5
• UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims description 5
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• 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims description 4
• IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 3
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• XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 3
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• 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
• 238000012423 maintenance Methods 0.000 claims description 3
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