SK15882003A3 - Pyrolopyrimidíny ako inhibítory proteínovej kinázy a farmaceutická kompozícia, ktorá ich obsahuje - Google Patents

Info

Publication number

SK15882003A3

SK15882003A3 SK1588-2003A SK15882003A SK15882003A3 SK 15882003 A3 SK15882003 A3 SK 15882003A3 SK 15882003 A SK15882003 A SK 15882003A SK 15882003 A3 SK15882003 A3 SK 15882003A3

Authority

SK

Slovakia

Prior art keywords

group

compound

alkyl

formula

heteroaryl

Prior art date

2001-06-23

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• 239000003909 protein kinase inhibitor Substances 0.000 title description 3
• 150000004944 pyrrolopyrimidines Chemical class 0.000 title description 3
• 229940045988 antineoplastic drug protein kinase inhibitors Drugs 0.000 title description 2
• 150000001875 compounds Chemical class 0.000 claims abstract description 239
• 238000000034 method Methods 0.000 claims abstract description 68
• 150000003839 salts Chemical class 0.000 claims abstract description 51
• 239000000203 mixture Substances 0.000 claims abstract description 34
• 239000002253 acid Substances 0.000 claims abstract description 24
• 229940002612 prodrug Drugs 0.000 claims abstract description 16
• 239000000651 prodrug Substances 0.000 claims abstract description 16
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• 239000012453 solvate Substances 0.000 claims abstract description 13
• -1 cyclic acetal Chemical class 0.000 claims description 79
• 125000000217 alkyl group Chemical group 0.000 claims description 74
• 125000003118 aryl group Chemical group 0.000 claims description 44
• 125000001072 heteroaryl group Chemical group 0.000 claims description 43
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 29
• 229910005965 SO 2 Inorganic materials 0.000 claims description 28
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 28
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 21
• 229910052739 hydrogen Inorganic materials 0.000 claims description 21
• 239000001257 hydrogen Substances 0.000 claims description 21
• 125000003342 alkenyl group Chemical group 0.000 claims description 20
• 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 16
• 206010028980 Neoplasm Diseases 0.000 claims description 15
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 15
• 229910052736 halogen Inorganic materials 0.000 claims description 15
• 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 15
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• 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 13
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• 230000000694 effects Effects 0.000 claims description 13
• 150000002367 halogens Chemical class 0.000 claims description 13
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 12
• 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 11
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• 125000000304 alkynyl group Chemical group 0.000 claims description 9
• 230000003197 catalytic effect Effects 0.000 claims description 8
• 229910052760 oxygen Inorganic materials 0.000 claims description 8
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• 238000011282 treatment Methods 0.000 abstract description 20
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• 238000009835 boiling Methods 0.000 description 19
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• 229910052943 magnesium sulfate Inorganic materials 0.000 description 17
• 235000019341 magnesium sulphate Nutrition 0.000 description 17
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• 125000001041 indolyl group Chemical group 0.000 description 16
• 239000007787 solid Substances 0.000 description 16
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
• NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 15
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• 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 description 13
• JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 12
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