RU2738837C2 - Некоторые ингибиторы протеинкиназы - Google Patents

Info

Publication number

RU2738837C2

RU2738837C2 RU2018143284A RU2018143284A RU2738837C2 RU 2738837 C2 RU2738837 C2 RU 2738837C2 RU 2018143284 A RU2018143284 A RU 2018143284A RU 2018143284 A RU2018143284 A RU 2018143284A RU 2738837 C2 RU2738837 C2 RU 2738837C2

Authority

RU

Russia

Prior art keywords

pharmaceutically acceptable

cyclopentyl

amino

alkyl

acceptable salt

Prior art date

2016-05-07

Links

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• 229940045988 antineoplastic drug protein kinase inhibitors Drugs 0.000 title description 2
• 239000003909 protein kinase inhibitor Substances 0.000 title description 2
• 150000001875 compounds Chemical class 0.000 claims abstract description 153
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• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 30
• 239000001257 hydrogen Substances 0.000 claims abstract description 30
• 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims abstract description 18
• 206010028980 Neoplasm Diseases 0.000 claims abstract description 17
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 16
• 230000000694 effects Effects 0.000 claims abstract description 14
• 229910052736 halogen Inorganic materials 0.000 claims abstract description 12
• 150000002367 halogens Chemical class 0.000 claims abstract description 11
• 125000004193 piperazinyl group Chemical group 0.000 claims abstract description 9
• 125000003386 piperidinyl group Chemical group 0.000 claims abstract description 8
• 201000011510 cancer Diseases 0.000 claims abstract description 6
• 125000004076 pyridyl group Chemical group 0.000 claims abstract description 5
• 125000002757 morpholinyl group Chemical group 0.000 claims abstract description 4
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• 108060006633 protein kinase Proteins 0.000 claims abstract description 3
• -1 (5- (4- (piperidin-4-yl) piperazin-1-yl) pyridin-2-yl) amino Chemical group 0.000 claims description 163
• 125000000217 alkyl group Chemical group 0.000 claims description 82
• VFWVWPWWZVTJDG-UHFFFAOYSA-N thieno[3,2-d]pyrimidine-6-carboxamide Chemical compound C1=NC=C2SC(C(=O)N)=CC2=N1 VFWVWPWWZVTJDG-UHFFFAOYSA-N 0.000 claims description 48
• 229910052757 nitrogen Inorganic materials 0.000 claims description 44
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• 229910052799 carbon Inorganic materials 0.000 claims description 11
• OAGQMYXTNOGMBA-UHFFFAOYSA-N 7-cyclopentyl-2-[[5-[4-(4-ethylpiperazin-1-yl)piperidin-1-yl]pyridin-2-yl]amino]-N,N-dimethylthieno[3,2-d]pyrimidine-6-carboxamide Chemical compound C1(CCCC1)C1=C(SC2=C1N=C(N=C2)NC1=NC=C(C=C1)N1CCC(CC1)N1CCN(CC1)CC)C(=O)N(C)C OAGQMYXTNOGMBA-UHFFFAOYSA-N 0.000 claims description 10
• PGGPKYATZSPYKB-UHFFFAOYSA-N 7-cyclopentyl-N,N-dimethyl-2-[[5-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]pyridin-2-yl]amino]thieno[3,2-d]pyrimidine-6-carboxamide Chemical compound CN(C)C(=O)C1=C(C2CCCC2)C2=NC(NC3=NC=C(C=C3)N3CCC(CC3)N3CCN(C)CC3)=NC=C2S1 PGGPKYATZSPYKB-UHFFFAOYSA-N 0.000 claims description 10
• TZFQGUXHNSAMQI-UHFFFAOYSA-N C1(CCCC1)C1=C(SC2=C1N=C(N=C2)NC1=NC=C(C=C1)N1CCN(CC1)C1CCN(CC1)CC)C(=O)N(C)C Chemical compound C1(CCCC1)C1=C(SC2=C1N=C(N=C2)NC1=NC=C(C=C1)N1CCN(CC1)C1CCN(CC1)CC)C(=O)N(C)C TZFQGUXHNSAMQI-UHFFFAOYSA-N 0.000 claims description 10
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
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• DVQFTHSTXOZEPI-UHFFFAOYSA-N 7-cyclopentyl-N,N-dimethyl-2-[[5-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]pyridin-2-yl]amino]thieno[3,2-d]pyrimidine-6-carboxamide Chemical compound CN(C)C(=O)C1=C(C2CCCC2)C2=NC(NC3=NC=C(C=C3)N3CCN(CC3)C3CCN(C)CC3)=NC=C2S1 DVQFTHSTXOZEPI-UHFFFAOYSA-N 0.000 claims description 8
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 8
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• 239000000203 mixture Substances 0.000 description 36
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• 125000001072 heteroaryl group Chemical group 0.000 description 28
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