CZ2003555A3 - 3-indolyl-4-phenyl-1h-pyrrole-2,5-dione derivatives as inhibitors of glycogen synthase kinase-3beta - Google Patents

Info

Publication number

CZ2003555A3

CZ2003555A3 CZ2003555A CZ2003555A CZ2003555A3 CZ 2003555 A3 CZ2003555 A3 CZ 2003555A3 CZ 2003555 A CZ2003555 A CZ 2003555A CZ 2003555 A CZ2003555 A CZ 2003555A CZ 2003555 A3 CZ2003555 A3 CZ 2003555A3

Authority

CZ

Czechia

Prior art keywords

heteroalkyl

compound

hydrogen

dione

disease

Prior art date

2000-07-27

Links

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• Global Dossier
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• 108010051975 Glycogen Synthase Kinase 3 beta Proteins 0.000 title claims abstract description 34
• 239000003112 inhibitor Substances 0.000 title claims abstract description 21
• 102000019058 Glycogen Synthase Kinase 3 beta Human genes 0.000 title claims description 22
• LKDTVSJUXXGXKE-UHFFFAOYSA-N 3-(1h-indol-2-yl)-4-phenylpyrrole-2,5-dione Chemical class C=1C2=CC=CC=C2NC=1C=1C(=O)NC(=O)C=1C1=CC=CC=C1 LKDTVSJUXXGXKE-UHFFFAOYSA-N 0.000 title abstract description 6
• 150000001875 compounds Chemical class 0.000 claims abstract description 230
• 201000010099 disease Diseases 0.000 claims abstract description 48
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 48
• 102100038104 Glycogen synthase kinase-3 beta Human genes 0.000 claims abstract description 12
• 230000001404 mediated effect Effects 0.000 claims abstract description 11
• -1 cyano, nitro, amino Chemical group 0.000 claims description 314
• 229910052739 hydrogen Inorganic materials 0.000 claims description 80
• 239000001257 hydrogen Substances 0.000 claims description 78
• UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims description 75
• 125000004404 heteroalkyl group Chemical group 0.000 claims description 67
• 239000000203 mixture Substances 0.000 claims description 67
• 125000000217 alkyl group Chemical group 0.000 claims description 63
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 61
• 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 55
• 125000000623 heterocyclic group Chemical group 0.000 claims description 50
• 238000000034 method Methods 0.000 claims description 49
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 38
• 150000002431 hydrogen Chemical class 0.000 claims description 38
• 239000000460 chlorine Substances 0.000 claims description 34
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 33
• 208000006673 asthma Diseases 0.000 claims description 29
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 28
• XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 25
• 125000002947 alkylene group Chemical group 0.000 claims description 21
• 229910052736 halogen Inorganic materials 0.000 claims description 21
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• 125000004475 heteroaralkyl group Chemical group 0.000 claims description 17
• 230000007815 allergy Effects 0.000 claims description 16
• 125000003545 alkoxy group Chemical group 0.000 claims description 15
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• 208000026935 allergic disease Diseases 0.000 claims description 13
• 125000004663 dialkyl amino group Chemical group 0.000 claims description 13
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• 125000004442 acylamino group Chemical group 0.000 claims description 12
• 125000001188 haloalkyl group Chemical group 0.000 claims description 11
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• 125000001424 substituent group Chemical group 0.000 claims description 9
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• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 8
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