RU2473549C2 - Пиримидиновые соединения, композиции и способы применения - Google Patents
Пиримидиновые соединения, композиции и способы применения Download PDFInfo
- Publication number
- RU2473549C2 RU2473549C2 RU2011107278/04A RU2011107278A RU2473549C2 RU 2473549 C2 RU2473549 C2 RU 2473549C2 RU 2011107278/04 A RU2011107278/04 A RU 2011107278/04A RU 2011107278 A RU2011107278 A RU 2011107278A RU 2473549 C2 RU2473549 C2 RU 2473549C2
- Authority
- RU
- Russia
- Prior art keywords
- pyrimidin
- phenyl
- tetrahydropyrido
- methylmorpholino
- urea
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 4
- 150000003230 pyrimidines Chemical class 0.000 title abstract 2
- 239000000203 mixture Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 37
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 22
- 239000001257 hydrogen Substances 0.000 claims abstract 22
- 125000005842 heteroatom Chemical group 0.000 claims abstract 21
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 14
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 9
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract 8
- 125000004429 atom Chemical group 0.000 claims abstract 7
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 7
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract 6
- 125000002950 monocyclic group Chemical group 0.000 claims abstract 5
- 230000000694 effects Effects 0.000 claims abstract 4
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims abstract 4
- 102000013530 TOR Serine-Threonine Kinases Human genes 0.000 claims abstract 3
- 108010065917 TOR Serine-Threonine Kinases Proteins 0.000 claims abstract 3
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims abstract 3
- 239000003814 drug Substances 0.000 claims abstract 3
- 201000011510 cancer Diseases 0.000 claims abstract 2
- 125000005549 heteroarylene group Chemical group 0.000 claims abstract 2
- 229940123729 mTOR kinase inhibitor Drugs 0.000 claims abstract 2
- 239000003628 mammalian target of rapamycin inhibitor Substances 0.000 claims abstract 2
- 230000001404 mediated effect Effects 0.000 claims abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract 2
- 150000003839 salts Chemical class 0.000 claims abstract 2
- -1 3-methyl-morpholin-4-yl Chemical group 0.000 claims 191
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 85
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 30
- 239000004202 carbamide Substances 0.000 claims 30
- 239000010802 sludge Substances 0.000 claims 30
- 125000000217 alkyl group Chemical group 0.000 claims 28
- 125000001424 substituent group Chemical group 0.000 claims 17
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims 13
- 229910052757 nitrogen Inorganic materials 0.000 claims 10
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 9
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 9
- 150000002431 hydrogen Chemical class 0.000 claims 7
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 6
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 5
- 229910052799 carbon Inorganic materials 0.000 claims 5
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical compound OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 claims 5
- 125000006555 (C3-C5) cycloalkyl group Chemical group 0.000 claims 4
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims 4
- DNCYBUMDUBHIJZ-UHFFFAOYSA-N 1h-pyrimidin-6-one Chemical compound O=C1C=CN=CN1 DNCYBUMDUBHIJZ-UHFFFAOYSA-N 0.000 claims 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 3
- ZEHUTQGVUBWPFL-HNNXBMFYSA-N 6-[[5-[7-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyridin-2-yl]amino]-1h-pyridin-2-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=NC(NC=3NC(=O)C=CC=3)=CC=2)=NC2=C1CCN(C)C2 ZEHUTQGVUBWPFL-HNNXBMFYSA-N 0.000 claims 3
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 3
- 125000004450 alkenylene group Chemical group 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- 125000006569 (C5-C6) heterocyclic group Chemical group 0.000 claims 2
- VBPBCGSGAPPTPA-ZDUSSCGKSA-N 1-(2,2-difluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)F)=CC=2)=NC2=C1CCNC2 VBPBCGSGAPPTPA-ZDUSSCGKSA-N 0.000 claims 2
- VFZPPZAFYQFCKE-INIZCTEOSA-N 1-(2-fluoroethyl)-3-[4-[7-(2-hydroxy-2-methylpropanoyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCF)=CC=2)=NC2=C1CCN(C(=O)C(C)(C)O)C2 VFZPPZAFYQFCKE-INIZCTEOSA-N 0.000 claims 2
- KWRMWSOLLBNFMI-YMXDCFFPSA-N 1-[4-[7-(5,5-dimethyloxolan-3-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1CC(C)(C)OC1)C2 KWRMWSOLLBNFMI-YMXDCFFPSA-N 0.000 claims 2
- OIFWDRIVSDYJQR-YMXDCFFPSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1-methylsulfonylpyrrolidin-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1CN(CC1)S(C)(=O)=O)C2 OIFWDRIVSDYJQR-YMXDCFFPSA-N 0.000 claims 2
- LHEPAXILFKRBLV-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpyrazole-3-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C=1N(N=CC=1)C)C2 LHEPAXILFKRBLV-KRWDZBQOSA-N 0.000 claims 2
- QYPFJAUZMLMAAX-YMXDCFFPSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1COCCC1)C2 QYPFJAUZMLMAAX-YMXDCFFPSA-N 0.000 claims 2
- JURMWUPFFLRNEV-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1CCOCC1)C2 JURMWUPFFLRNEV-SFHVURJKSA-N 0.000 claims 2
- RPBUVQMKWYMUKC-PXNSSMCTSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(3s)-oxolan-3-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN([C@@H]1COCC1)C2 RPBUVQMKWYMUKC-PXNSSMCTSA-N 0.000 claims 2
- MEGMZCCXHIOTCS-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(4-phenylpyrimidin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C=CN=1)C=1C=CC=CC=1)C2 MEGMZCCXHIOTCS-UHFFFAOYSA-N 0.000 claims 2
- UXMVBMILZYUHQN-HRAATJIYSA-N 1-ethyl-3-[4-[7-[(2r)-2-hydroxybutanoyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)[C@H](O)CC)C2 UXMVBMILZYUHQN-HRAATJIYSA-N 0.000 claims 2
- PDFRMPVYVIBRIV-JKSUJKDBSA-N 1-ethyl-3-[4-[7-[(2r)-2-hydroxypropanoyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)[C@@H](C)O)C2 PDFRMPVYVIBRIV-JKSUJKDBSA-N 0.000 claims 2
- HUTNOYOBQPAKIA-UHFFFAOYSA-N 1h-pyrazin-2-one Chemical compound OC1=CN=CC=N1 HUTNOYOBQPAKIA-UHFFFAOYSA-N 0.000 claims 2
- 125000004778 2,2-difluoroethyl group Chemical group [H]C([H])(*)C([H])(F)F 0.000 claims 2
- HFYVDMVSSBYEHQ-UHFFFAOYSA-N 2-[2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl]-4-(trifluoromethyl)pyrimidine-5-carboxylic acid Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C(C(O)=O)=CN=1)C(F)(F)F)C2 HFYVDMVSSBYEHQ-UHFFFAOYSA-N 0.000 claims 2
- NQKSDOBDIQZLNX-UHFFFAOYSA-N 4-[2-(1h-indazol-5-yl)-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-4-yl]morpholine Chemical compound C1COCCN1C1=NC(C=2C=C3C=NNC3=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 NQKSDOBDIQZLNX-UHFFFAOYSA-N 0.000 claims 2
- 102000008135 Mechanistic Target of Rapamycin Complex 1 Human genes 0.000 claims 2
- 108010035196 Mechanistic Target of Rapamycin Complex 1 Proteins 0.000 claims 2
- 102000009308 Mechanistic Target of Rapamycin Complex 2 Human genes 0.000 claims 2
- 108010034057 Mechanistic Target of Rapamycin Complex 2 Proteins 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 125000004284 isoxazol-3-yl group Chemical group [H]C1=C([H])C(*)=NO1 0.000 claims 2
- RUZLIIJDZBWWSA-INIZCTEOSA-N methyl 2-[[(1s)-1-(7-methyl-2-morpholin-4-yl-4-oxopyrido[1,2-a]pyrimidin-9-yl)ethyl]amino]benzoate Chemical group COC(=O)C1=CC=CC=C1N[C@@H](C)C1=CC(C)=CN2C(=O)C=C(N3CCOCC3)N=C12 RUZLIIJDZBWWSA-INIZCTEOSA-N 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims 2
- 125000005551 pyridylene group Chemical group 0.000 claims 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims 2
- RRKRYAGIWXSHBP-NRFANRHFSA-N tert-butyl (8s)-2-[4-(ethylcarbamoylamino)phenyl]-8-(2-hydroxyethyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2CCO RRKRYAGIWXSHBP-NRFANRHFSA-N 0.000 claims 2
- FYENGIZLDIXPSB-UHFFFAOYSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 FYENGIZLDIXPSB-UHFFFAOYSA-N 0.000 claims 2
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 2
- VFNQMIZKDGLNEO-ZDUSSCGKSA-N (3s)-4-[2-(1h-indol-5-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl]-3-methylmorpholine Chemical compound C[C@H]1COCCN1C1=NC(C=2C=C3C=CNC3=CC=2)=NC2=C1CCNC2 VFNQMIZKDGLNEO-ZDUSSCGKSA-N 0.000 claims 1
- FLKXJCZPAPSHOW-QFIPXVFZSA-N (3s)-4-[2-(1h-indol-5-yl)-7-[1-(pyridin-3-ylmethyl)piperidin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-4-yl]-3-methylmorpholine Chemical compound C[C@H]1COCCN1C1=NC(C=2C=C3C=CNC3=CC=2)=NC2=C1CCN(C1CCN(CC=3C=NC=CC=3)CC1)C2 FLKXJCZPAPSHOW-QFIPXVFZSA-N 0.000 claims 1
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 1
- 125000006590 (C2-C6) alkenylene group Chemical group 0.000 claims 1
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 1
- ABXJCMCHRYJITH-UHFFFAOYSA-N 1,1-dimethyl-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)N(C)C)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 ABXJCMCHRYJITH-UHFFFAOYSA-N 0.000 claims 1
- 125000001724 1,2,3-oxadiazol-4-yl group Chemical group [H]C1=C(*)N=NO1 0.000 claims 1
- 125000004503 1,2,3-oxadiazol-5-yl group Chemical group O1N=NC=C1* 0.000 claims 1
- 125000004509 1,3,4-oxadiazol-2-yl group Chemical group O1C(=NN=C1)* 0.000 claims 1
- 125000004510 1,3,4-oxadiazol-5-yl group Chemical group O1C=NN=C1* 0.000 claims 1
- NEUOVUKOIWZBMH-UHFFFAOYSA-N 1,3-dimethyl-6-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)anilino]pyrimidine-2,4-dione Chemical compound O=C1N(C)C(=O)N(C)C(NC=2C=CC(=CC=2)C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)=C1 NEUOVUKOIWZBMH-UHFFFAOYSA-N 0.000 claims 1
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims 1
- NBTMWRZTIDGKMK-UHFFFAOYSA-N 1-(1-hydroxy-2-methylpropan-2-yl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NC(C)(CO)C)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 NBTMWRZTIDGKMK-UHFFFAOYSA-N 0.000 claims 1
- GHBNIWDIIFVOJI-HNNXBMFYSA-N 1-(2,2-difluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(1,3-thiazole-2-carbonyl)-7,8-dihydro-5h-pyrido[4,3-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)F)=CC=2)=NC2=C1CN(C(=O)C=1SC=CN=1)CC2 GHBNIWDIIFVOJI-HNNXBMFYSA-N 0.000 claims 1
- VWRLXEGNNKVFPJ-KRWDZBQOSA-N 1-(2,2-difluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyridine-3-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)F)=CC=2)=NC2=C1CCN(C(=O)C=1C=NC=CC=1)C2 VWRLXEGNNKVFPJ-KRWDZBQOSA-N 0.000 claims 1
- PUMJMGOXRUKFRK-INIZCTEOSA-N 1-(2,2-difluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)F)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 PUMJMGOXRUKFRK-INIZCTEOSA-N 0.000 claims 1
- CEVRCQNMOPZXKE-HNNXBMFYSA-N 1-(2,2-difluoroethyl)-3-[4-[7-(2-hydroxy-2-methylpropanoyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)F)=CC=2)=NC2=C1CCN(C(=O)C(C)(C)O)C2 CEVRCQNMOPZXKE-HNNXBMFYSA-N 0.000 claims 1
- KCUGWFIKGOKLII-UHFFFAOYSA-N 1-(2-aminophenyl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound NC1=CC=CC=C1NC(=O)NC1=CC=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=C1 KCUGWFIKGOKLII-UHFFFAOYSA-N 0.000 claims 1
- FYYSNYMXHZTZJQ-UHFFFAOYSA-N 1-(2-cyanoethyl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(NCCC#N)=O)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 FYYSNYMXHZTZJQ-UHFFFAOYSA-N 0.000 claims 1
- ITLBDKISWJRJOO-SFHVURJKSA-N 1-(2-cyanoethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCC#N)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 ITLBDKISWJRJOO-SFHVURJKSA-N 0.000 claims 1
- XQBYNFCSMVSBFR-SFHVURJKSA-N 1-(2-cyanoethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCC#N)=CC=2)=NC2=C1CCN(C=1N=CN=CC=1)C2 XQBYNFCSMVSBFR-SFHVURJKSA-N 0.000 claims 1
- FCMZDNQBKYQWEW-KRWDZBQOSA-N 1-(2-fluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrazin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCF)=CC=2)=NC2=C1CCN(C=1N=CC=NC=1)C2 FCMZDNQBKYQWEW-KRWDZBQOSA-N 0.000 claims 1
- ANIHEBKKDCTZJP-KRWDZBQOSA-N 1-(2-fluoroethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCF)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 ANIHEBKKDCTZJP-KRWDZBQOSA-N 0.000 claims 1
- SYCDSFNZKJRMOZ-UHFFFAOYSA-N 1-(2-hydroxyethyl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCCO)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 SYCDSFNZKJRMOZ-UHFFFAOYSA-N 0.000 claims 1
- QGAPAOPKYCHXPR-KRWDZBQOSA-N 1-(2-hydroxyethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 QGAPAOPKYCHXPR-KRWDZBQOSA-N 0.000 claims 1
- QJCYIKLTACBTOI-KRWDZBQOSA-N 1-(2-hydroxyethyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC2=C1CCN(C=1N=CN=CC=1)C2 QJCYIKLTACBTOI-KRWDZBQOSA-N 0.000 claims 1
- PVTVNOMBDVXYOJ-UHFFFAOYSA-N 1-(2-methoxyethyl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCCOC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 PVTVNOMBDVXYOJ-UHFFFAOYSA-N 0.000 claims 1
- NKIRICAZARXQFR-KRWDZBQOSA-N 1-(3,4-difluorophenyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3C=C(F)C(F)=CC=3)=CC=2)=NC2=C1CCN(C1COC1)C2 NKIRICAZARXQFR-KRWDZBQOSA-N 0.000 claims 1
- SFJPRHDINFGUJD-KRWDZBQOSA-N 1-(3-fluoropropyl)-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCCF)=CC=2)=NC2=C1CCN(C1COC1)C2 SFJPRHDINFGUJD-KRWDZBQOSA-N 0.000 claims 1
- ZRFHJLGIHVRHJM-UHFFFAOYSA-N 1-(3-methyl-1,2-oxazol-5-yl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound O1N=C(C)C=C1NC(=O)NC1=CC=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=C1 ZRFHJLGIHVRHJM-UHFFFAOYSA-N 0.000 claims 1
- MFYDBUFMJMVTIT-UHFFFAOYSA-N 1-(5-methyl-1,2-oxazol-3-yl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound O1C(C)=CC(NC(=O)NC=2C=CC(=CC=2)C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)=N1 MFYDBUFMJMVTIT-UHFFFAOYSA-N 0.000 claims 1
- XHRVWACQISDKQA-UHFFFAOYSA-N 1-(cyclopropylmethyl)-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C=1C=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=CC=1NC(=O)NCC1CC1 XHRVWACQISDKQA-UHFFFAOYSA-N 0.000 claims 1
- ZBFJCCWGYJLMTQ-JTHBVZDNSA-N 1-[(1s,2r)-2-hydroxycyclopentyl]-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound O[C@@H]1CCC[C@@H]1NC(=O)NC1=CC=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=C1 ZBFJCCWGYJLMTQ-JTHBVZDNSA-N 0.000 claims 1
- ZBFJCCWGYJLMTQ-GMAHTHKFSA-N 1-[(1s,2s)-2-hydroxycyclopentyl]-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound O[C@H]1CCC[C@@H]1NC(=O)NC1=CC=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=C1 ZBFJCCWGYJLMTQ-GMAHTHKFSA-N 0.000 claims 1
- KUGYCHLSGIIOHV-ZRCAFCQKSA-N 1-[(1s,2s)-2-hydroxycyclopentyl]-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)N[C@@H]3[C@H](CCC3)O)=CC=2)=NC2=C1CCNC2 KUGYCHLSGIIOHV-ZRCAFCQKSA-N 0.000 claims 1
- VAZYXSBMRPTANI-UHFFFAOYSA-N 1-[2-(dimethylamino)ethyl]-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCCN(C)C)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 VAZYXSBMRPTANI-UHFFFAOYSA-N 0.000 claims 1
- JFZGJULQMVUQOF-UHFFFAOYSA-N 1-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-3-(2,2,2-trifluoroethyl)urea Chemical compound C1=CC(NC(=O)NCC(F)(F)F)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 JFZGJULQMVUQOF-UHFFFAOYSA-N 0.000 claims 1
- XVWHDSFTSFFYGW-UHFFFAOYSA-N 1-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-3-propan-2-ylurea Chemical compound C1=CC(NC(=O)NC(C)C)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 XVWHDSFTSFFYGW-UHFFFAOYSA-N 0.000 claims 1
- HSPRUMIPFWSQAM-UHFFFAOYSA-N 1-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-3-pyridin-4-ylurea Chemical compound C=1C=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=CC=1NC(=O)NC1=CC=NC=C1 HSPRUMIPFWSQAM-UHFFFAOYSA-N 0.000 claims 1
- BTRKYXJLPAZSNE-UHFFFAOYSA-N 1-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]imidazol-2-amine Chemical compound NC1=NC=CN1C1=CC=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=C1 BTRKYXJLPAZSNE-UHFFFAOYSA-N 0.000 claims 1
- GHJXGELKFMGHBN-UHFFFAOYSA-N 1-[4-(7-acetyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(C)=O)C2 GHJXGELKFMGHBN-UHFFFAOYSA-N 0.000 claims 1
- ZJTUKGNZFLSUBN-UHFFFAOYSA-N 1-[4-(7-benzoyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1C=CC=CC=1)C2 ZJTUKGNZFLSUBN-UHFFFAOYSA-N 0.000 claims 1
- PVHLAMRYIZNXBI-UHFFFAOYSA-N 1-[4-(7-benzyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CC=1C=CC=CC=1)C2 PVHLAMRYIZNXBI-UHFFFAOYSA-N 0.000 claims 1
- FIYQHTZROQXJCR-QGZVFWFLSA-N 1-[4-[(8r)-7-(1,3-dioxolan-2-ylmethyl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CC1OCCO1)[C@@H]2C FIYQHTZROQXJCR-QGZVFWFLSA-N 0.000 claims 1
- MQKMGSDPZMHVML-QGZVFWFLSA-N 1-[4-[(8r)-7-(2,6-dimethoxypyrimidin-4-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(OC)N=C(OC)C=1)[C@@H]2C MQKMGSDPZMHVML-QGZVFWFLSA-N 0.000 claims 1
- LRYYEBRUXZSCDP-GOSISDBHSA-N 1-[4-[(8r)-7-(2,6-dimethylpyrimidin-4-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=C(C)C=1)[C@@H]2C LRYYEBRUXZSCDP-GOSISDBHSA-N 0.000 claims 1
- FRUQUVXWHBMUBQ-QGZVFWFLSA-N 1-[4-[(8r)-7-(2-chloro-6-methylpyrimidin-4-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(Cl)N=C(C)C=1)[C@@H]2C FRUQUVXWHBMUBQ-QGZVFWFLSA-N 0.000 claims 1
- AFVBLDYMJMROCL-QGZVFWFLSA-N 1-[4-[(8r)-7-(4-chloro-6-methylpyrimidin-2-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(Cl)C=C(C)N=1)[C@@H]2C AFVBLDYMJMROCL-QGZVFWFLSA-N 0.000 claims 1
- NDPPHNMVTDSAFU-HNAYVOBHSA-N 1-[4-[(8r)-8-(cyanomethyl)-4-[(3s)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN[C@@H]2CC#N NDPPHNMVTDSAFU-HNAYVOBHSA-N 0.000 claims 1
- UTMQCXASYVLQBJ-PGRDOPGGSA-N 1-[4-[(8r)-8-(cyanomethyl)-4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(C)C)[C@@H]2CC#N UTMQCXASYVLQBJ-PGRDOPGGSA-N 0.000 claims 1
- KAOQIYYLGAOMIG-LAUBAEHRSA-N 1-[4-[(8r)-8-(cyanomethyl)-7-ethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC)[C@@H]2CC#N KAOQIYYLGAOMIG-LAUBAEHRSA-N 0.000 claims 1
- QKNNTEULXASEAX-HOTGVXAUSA-N 1-[4-[(8s)-7,8-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C)[C@H]2C QKNNTEULXASEAX-HOTGVXAUSA-N 0.000 claims 1
- FIYQHTZROQXJCR-KRWDZBQOSA-N 1-[4-[(8s)-7-(1,3-dioxolan-2-ylmethyl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CC1OCCO1)[C@H]2C FIYQHTZROQXJCR-KRWDZBQOSA-N 0.000 claims 1
- LRYYEBRUXZSCDP-SFHVURJKSA-N 1-[4-[(8s)-7-(2,6-dimethylpyrimidin-4-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=C(C)C=1)[C@H]2C LRYYEBRUXZSCDP-SFHVURJKSA-N 0.000 claims 1
- AFVBLDYMJMROCL-KRWDZBQOSA-N 1-[4-[(8s)-7-(4-chloro-6-methylpyrimidin-2-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(Cl)C=C(C)N=1)[C@H]2C AFVBLDYMJMROCL-KRWDZBQOSA-N 0.000 claims 1
- NDPPHNMVTDSAFU-KXBFYZLASA-N 1-[4-[(8s)-8-(cyanomethyl)-4-[(3s)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN[C@H]2CC#N NDPPHNMVTDSAFU-KXBFYZLASA-N 0.000 claims 1
- UTMQCXASYVLQBJ-AVRDEDQJSA-N 1-[4-[(8s)-8-(cyanomethyl)-4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(C)C)[C@H]2CC#N UTMQCXASYVLQBJ-AVRDEDQJSA-N 0.000 claims 1
- BGOOSPGALTUPIG-UHFFFAOYSA-N 1-[4-[4-(3,3-dimethylmorpholin-4-yl)-7-(2-methoxyethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2C(COCC2)(C)C)=NC2=C1CCN(CCOC)C2 BGOOSPGALTUPIG-UHFFFAOYSA-N 0.000 claims 1
- VKNRIIVSYZIGKQ-UHFFFAOYSA-N 1-[4-[4-(3,6-dihydro-2h-pyran-4-yl)-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1C=2CCOCC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 VKNRIIVSYZIGKQ-UHFFFAOYSA-N 0.000 claims 1
- NWLACGCUQITDEV-UHFFFAOYSA-N 1-[4-[4-(3-methylmorpholin-4-yl)-7-propanoyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(2,2,2-trifluoroethyl)urea Chemical compound C1N(C(=O)CC)CCC2=C1N=C(C=1C=CC(NC(=O)NCC(F)(F)F)=CC=1)N=C2N1CCOCC1C NWLACGCUQITDEV-UHFFFAOYSA-N 0.000 claims 1
- FZDDWCXMXWMWMO-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(2-hydroxyethyl)urea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC2=C1CCNC2 FZDDWCXMXWMWMO-KRWDZBQOSA-N 0.000 claims 1
- YFJSMESLYVMZLD-FQEVSTJZSA-N 1-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 YFJSMESLYVMZLD-FQEVSTJZSA-N 0.000 claims 1
- KDDWBAMYDUGMNX-FQEVSTJZSA-N 1-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(2-hydroxyethyl)urea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 KDDWBAMYDUGMNX-FQEVSTJZSA-N 0.000 claims 1
- FCXDRULXMJBVKD-NRFANRHFSA-N 1-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(oxetan-3-yl)urea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3COC3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 FCXDRULXMJBVKD-NRFANRHFSA-N 0.000 claims 1
- LRFQTYFPMHOIBH-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C=1N=C(C)N=CC=1)C2 LRFQTYFPMHOIBH-KRWDZBQOSA-N 0.000 claims 1
- AQUKHHVKBXACQV-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(6-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C=1N=CN=C(C)C=1)C2 AQUKHHVKBXACQV-SFHVURJKSA-N 0.000 claims 1
- QRNDHTQOHZQORK-INIZCTEOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C1COC1)C2 QRNDHTQOHZQORK-INIZCTEOSA-N 0.000 claims 1
- XVBXYTTVFZKLQO-INIZCTEOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(5-methyl-1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC(C)=C3)=CC=2)=NC2=C1CCN(C1COC1)C2 XVBXYTTVFZKLQO-INIZCTEOSA-N 0.000 claims 1
- UKFQNJOKTVLIPJ-HNNXBMFYSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(5-methyl-1,3,4-oxadiazol-2-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3OC(C)=NN=3)=CC=2)=NC2=C1CCN(C1COC1)C2 UKFQNJOKTVLIPJ-HNNXBMFYSA-N 0.000 claims 1
- GJKPCPWSMPBAMJ-INIZCTEOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(oxetan-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3COC3)=CC=2)=NC2=C1CCN(C1COC1)C2 GJKPCPWSMPBAMJ-INIZCTEOSA-N 0.000 claims 1
- QYIWLYAEDVNTOV-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-propan-2-ylurea Chemical compound C1=CC(NC(=O)NC(C)C)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1COC1)C2 QYIWLYAEDVNTOV-KRWDZBQOSA-N 0.000 claims 1
- IUISKHRMZAQDID-IBGZPJMESA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyridine-3-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(2-methylpyrazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3N(N=CC=3)C)=CC=2)=NC2=C1CCN(C(=O)C=1C=NC=CC=1)C2 IUISKHRMZAQDID-IBGZPJMESA-N 0.000 claims 1
- ODNFJOWFVHTMGI-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=CC(NC(=O)NC3=NOC=C3)=CC=1)N=C2N1CCOC[C@@H]1C ODNFJOWFVHTMGI-KRWDZBQOSA-N 0.000 claims 1
- LZSGEMHLPRUBMQ-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1-methylpyrazol-4-yl)urea Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=CC(NC(=O)NC3=CN(C)N=C3)=CC=1)N=C2N1CCOC[C@@H]1C LZSGEMHLPRUBMQ-SFHVURJKSA-N 0.000 claims 1
- XAJPHEVLLBBVPT-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(5-methyl-1,2-oxazol-3-yl)urea Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=CC(NC(=O)NC3=NOC(C)=C3)=CC=1)N=C2N1CCOC[C@@H]1C XAJPHEVLLBBVPT-KRWDZBQOSA-N 0.000 claims 1
- WANYHUWJEPZTEO-INIZCTEOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(5-methyl-1,3,4-oxadiazol-2-yl)urea Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=CC(NC(=O)NC=3OC(C)=NN=3)=CC=1)N=C2N1CCOC[C@@H]1C WANYHUWJEPZTEO-INIZCTEOSA-N 0.000 claims 1
- JSDGYZHQXWOVBC-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrazin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(3-methyl-1,2-oxazol-5-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3ON=C(C)C=3)=CC=2)=NC2=C1CCN(C=1N=CC=NC=1)C2 JSDGYZHQXWOVBC-SFHVURJKSA-N 0.000 claims 1
- VZTLRZWXJPDFNH-RXVVDRJESA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrazin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-[(3s)-oxolan-3-yl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)N[C@@H]3COCC3)=CC=2)=NC2=C1CCN(C=1N=CC=NC=1)C2 VZTLRZWXJPDFNH-RXVVDRJESA-N 0.000 claims 1
- NKODPJKDWDCNPD-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 NKODPJKDWDCNPD-KRWDZBQOSA-N 0.000 claims 1
- HNENOXZOPZIVOW-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1-methylpyrazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NN(C)C=C3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 HNENOXZOPZIVOW-SFHVURJKSA-N 0.000 claims 1
- FMGZVLQNVZPLDK-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1-methylpyrazol-4-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=CN(C)N=C3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 FMGZVLQNVZPLDK-SFHVURJKSA-N 0.000 claims 1
- QZFVFXAPMZTSPK-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(2-methylpyrazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3N(N=CC=3)C)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 QZFVFXAPMZTSPK-SFHVURJKSA-N 0.000 claims 1
- RGYKEFRGSFNXHC-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(3-methyl-1,2-oxazol-5-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3ON=C(C)C=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 RGYKEFRGSFNXHC-SFHVURJKSA-N 0.000 claims 1
- AYBFPQLKDHRKGC-SFHVURJKSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-propan-2-ylurea Chemical compound C1=CC(NC(=O)NC(C)C)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 AYBFPQLKDHRKGC-SFHVURJKSA-N 0.000 claims 1
- KMLIKZUQNYTSBQ-KRWDZBQOSA-N 1-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C=1N=CN=CC=1)C2 KMLIKZUQNYTSBQ-KRWDZBQOSA-N 0.000 claims 1
- QLKBILJXKRJJOC-SFHVURJKSA-N 1-[4-[7-(1,3-dioxan-2-ylmethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC1OCCCO1)C2 QLKBILJXKRJJOC-SFHVURJKSA-N 0.000 claims 1
- HZLYYKGUXYZFOL-KRWDZBQOSA-N 1-[4-[7-(1,3-dioxolan-2-ylmethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC1OCCO1)C2 HZLYYKGUXYZFOL-KRWDZBQOSA-N 0.000 claims 1
- FIYQHTZROQXJCR-UHFFFAOYSA-N 1-[4-[7-(1,3-dioxolan-2-ylmethyl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CC1OCCO1)C2C FIYQHTZROQXJCR-UHFFFAOYSA-N 0.000 claims 1
- ZXPICDZJWDEVNC-KRWDZBQOSA-N 1-[4-[7-(1-cyanocyclopropanecarbonyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C1(CC1)C#N)C2 ZXPICDZJWDEVNC-KRWDZBQOSA-N 0.000 claims 1
- HOURXDLOHGKUCQ-UHFFFAOYSA-N 1-[4-[7-(1-cyanocyclopropanecarbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C1(CC1)C#N)C2 HOURXDLOHGKUCQ-UHFFFAOYSA-N 0.000 claims 1
- ITCBUVDCCORTIU-UHFFFAOYSA-N 1-[4-[7-(1-cyclopropylpiperidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1CCN(CC1)C1CC1)C2 ITCBUVDCCORTIU-UHFFFAOYSA-N 0.000 claims 1
- JUTDBFZMMZPLCR-HNNXBMFYSA-N 1-[4-[7-(2,2-difluoroethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(F)F)C2 JUTDBFZMMZPLCR-HNNXBMFYSA-N 0.000 claims 1
- MLIGTOZJKGBENW-UHFFFAOYSA-N 1-[4-[7-(2,2-dimethylpropanoyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C(C)(C)C)C2 MLIGTOZJKGBENW-UHFFFAOYSA-N 0.000 claims 1
- AFMXAFOQNAZZOR-SFHVURJKSA-N 1-[4-[7-(2,2-dimethylpropyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(C)(C)C)C2 AFMXAFOQNAZZOR-SFHVURJKSA-N 0.000 claims 1
- CVNGSXXDANFZJU-KRWDZBQOSA-N 1-[4-[7-(2,6-dimethoxypyrimidin-4-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(OC)N=C(OC)C=1)C2 CVNGSXXDANFZJU-KRWDZBQOSA-N 0.000 claims 1
- MQKMGSDPZMHVML-UHFFFAOYSA-N 1-[4-[7-(2,6-dimethoxypyrimidin-4-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(OC)N=C(OC)C=1)C2C MQKMGSDPZMHVML-UHFFFAOYSA-N 0.000 claims 1
- WIGQXPIMNCZOHM-SFHVURJKSA-N 1-[4-[7-(2,6-dimethylpyrimidin-4-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(C)N=C(C)C=1)C2 WIGQXPIMNCZOHM-SFHVURJKSA-N 0.000 claims 1
- KOMAHRDUTXCONW-UHFFFAOYSA-N 1-[4-[7-(2,6-dimethylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=C(C)C=1)C2 KOMAHRDUTXCONW-UHFFFAOYSA-N 0.000 claims 1
- TVNKOPSJAIZIHT-HNNXBMFYSA-N 1-[4-[7-(2-aminoacetyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)CN)C2 TVNKOPSJAIZIHT-HNNXBMFYSA-N 0.000 claims 1
- ZXBJZDUOHKHGEB-UHFFFAOYSA-N 1-[4-[7-(2-aminopyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(N)N=CC=1)C2 ZXBJZDUOHKHGEB-UHFFFAOYSA-N 0.000 claims 1
- RPLKQQBOEPWFCP-KRWDZBQOSA-N 1-[4-[7-(2-chloro-6-methylpyrimidin-4-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C=1N=C(Cl)N=C(C)C=1)C2 RPLKQQBOEPWFCP-KRWDZBQOSA-N 0.000 claims 1
- LKYSEFZAXALNIJ-UHFFFAOYSA-N 1-[4-[7-(2-chloro-6-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(Cl)N=C(C)C=1)C2 LKYSEFZAXALNIJ-UHFFFAOYSA-N 0.000 claims 1
- WNUXYNGUFCJADD-INIZCTEOSA-N 1-[4-[7-(2-cyanoacetyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)CC#N)C2 WNUXYNGUFCJADD-INIZCTEOSA-N 0.000 claims 1
- LGRLSCIPOCTHOH-KRWDZBQOSA-N 1-[4-[7-(2-cyanoethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CCC#N)C2 LGRLSCIPOCTHOH-KRWDZBQOSA-N 0.000 claims 1
- ALSMLUSPPOLUKQ-SFHVURJKSA-N 1-[4-[7-(2-cyclopropylethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CCC1CC1)C2 ALSMLUSPPOLUKQ-SFHVURJKSA-N 0.000 claims 1
- CAWRSMUWTMWVRL-SFHVURJKSA-N 1-[4-[7-(2-ethoxyethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CCOCC)C2 CAWRSMUWTMWVRL-SFHVURJKSA-N 0.000 claims 1
- ZHFZULAISKELOH-IBGZPJMESA-N 1-[4-[7-(3,3-dimethylbutyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CCC(C)(C)C)C2 ZHFZULAISKELOH-IBGZPJMESA-N 0.000 claims 1
- PZCWRUNAEWIYGP-UHFFFAOYSA-N 1-[4-[7-(3-chloropyrazin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1C(=NC=CN=1)Cl)C2 PZCWRUNAEWIYGP-UHFFFAOYSA-N 0.000 claims 1
- DRTQRYGPJLZZMP-UHFFFAOYSA-N 1-[4-[7-(3-chloropyrazine-2-carbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1C(=NC=CN=1)Cl)C2 DRTQRYGPJLZZMP-UHFFFAOYSA-N 0.000 claims 1
- JVPWJEXBSGEEQD-UHFFFAOYSA-N 1-[4-[7-(3-cyanopyrazin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1C(=NC=CN=1)C#N)C2 JVPWJEXBSGEEQD-UHFFFAOYSA-N 0.000 claims 1
- NSOSEUKLQCQDOH-UHFFFAOYSA-N 1-[4-[7-(3-cyanopyridin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1C(=CC=CN=1)C#N)C2 NSOSEUKLQCQDOH-UHFFFAOYSA-N 0.000 claims 1
- WXKXALAJQUYMME-UHFFFAOYSA-N 1-[4-[7-(4,6-dimethoxypyrimidin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(OC)C=C(OC)N=1)C2 WXKXALAJQUYMME-UHFFFAOYSA-N 0.000 claims 1
- RXLBZRLEABZGNX-UHFFFAOYSA-N 1-[4-[7-(4,6-dimethylpyrimidin-2-yl)-4-(1,4-oxazepan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCCC2)=NC2=C1CCN(C=1N=C(C)C=C(C)N=1)C2 RXLBZRLEABZGNX-UHFFFAOYSA-N 0.000 claims 1
- XVQLJOKWTBCFGH-IBGZPJMESA-N 1-[4-[7-(4,6-dimethylpyrimidin-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(C)C=C(C)N=1)C2 XVQLJOKWTBCFGH-IBGZPJMESA-N 0.000 claims 1
- SAYFKJBELASAIY-UHFFFAOYSA-N 1-[4-[7-(4,6-dimethylpyrimidin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)C=C(C)N=1)C2 SAYFKJBELASAIY-UHFFFAOYSA-N 0.000 claims 1
- ZOABCCWEODHVPL-UHFFFAOYSA-N 1-[4-[7-(4-amino-5-cyanopyrimidin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(N)C(C#N)=CN=1)C2 ZOABCCWEODHVPL-UHFFFAOYSA-N 0.000 claims 1
- GEOXGGXUMMCWQT-UHFFFAOYSA-N 1-[4-[7-(4-amino-5-methylpyrimidin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(N)C(C)=CN=1)C2 GEOXGGXUMMCWQT-UHFFFAOYSA-N 0.000 claims 1
- RVLQRSHPZHWKKB-UHFFFAOYSA-N 1-[4-[7-(4-amino-5-nitropyrimidin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(N)C(=CN=1)[N+]([O-])=O)C2 RVLQRSHPZHWKKB-UHFFFAOYSA-N 0.000 claims 1
- UZFVWZYRRJUBSN-UHFFFAOYSA-N 1-[4-[7-(4-chloro-6-methylpyrimidin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(Cl)C=C(C)N=1)C2 UZFVWZYRRJUBSN-UHFFFAOYSA-N 0.000 claims 1
- CAAOBEFEYOXOJB-UHFFFAOYSA-N 1-[4-[7-(4-chlorobenzoyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1C=CC(Cl)=CC=1)C2 CAAOBEFEYOXOJB-UHFFFAOYSA-N 0.000 claims 1
- JGJGFPPOHYJPNR-UHFFFAOYSA-N 1-[4-[7-(4-cyanopyridin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=C(C=1)C#N)C2 JGJGFPPOHYJPNR-UHFFFAOYSA-N 0.000 claims 1
- PDAIASYTWVJCBU-UHFFFAOYSA-N 1-[4-[7-(5-cyanopyridin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC(=CC=1)C#N)C2 PDAIASYTWVJCBU-UHFFFAOYSA-N 0.000 claims 1
- GOBOEFNDFYQYNT-INIZCTEOSA-N 1-[4-[7-(6-chloro-2-methylpyrimidin-4-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C=1N=C(C)N=C(Cl)C=1)C2 GOBOEFNDFYQYNT-INIZCTEOSA-N 0.000 claims 1
- MHUODGXFMPHMOE-HNNXBMFYSA-N 1-[4-[7-(6-chloro-2-methylpyrimidin-4-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-methylurea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(C)N=C(Cl)C=1)C2 MHUODGXFMPHMOE-HNNXBMFYSA-N 0.000 claims 1
- ODBDNECPPRCBNM-UHFFFAOYSA-N 1-[4-[7-(6-cyanopyrazin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C=NC=1)C#N)C2 ODBDNECPPRCBNM-UHFFFAOYSA-N 0.000 claims 1
- CXYMRYKYXKXAJS-UHFFFAOYSA-N 1-[4-[7-(6-cyclopropylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CN=C(C=1)C1CC1)C2 CXYMRYKYXKXAJS-UHFFFAOYSA-N 0.000 claims 1
- JBUMJMURIDWKGN-INIZCTEOSA-N 1-[4-[7-(azetidin-3-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1CNC1)C2 JBUMJMURIDWKGN-INIZCTEOSA-N 0.000 claims 1
- AJXLUYVXXBGMCG-UHFFFAOYSA-N 1-[4-[7-(benzenesulfonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(S(=O)(=O)C=1C=CC=CC=1)C2 AJXLUYVXXBGMCG-UHFFFAOYSA-N 0.000 claims 1
- ZNZVPQLXDGUJGJ-KRWDZBQOSA-N 1-[4-[7-(cyclopropylmethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC1CC1)C2 ZNZVPQLXDGUJGJ-KRWDZBQOSA-N 0.000 claims 1
- RKWLPWYDDRMAMC-QFBILLFUSA-N 1-[4-[7-[(2r)-2,3-dihydroxypropyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C[C@@H](O)CO)C2 RKWLPWYDDRMAMC-QFBILLFUSA-N 0.000 claims 1
- WBOWVYOJNZTFMV-SFHVURJKSA-N 1-[4-[7-[2-(3,3-difluoropyrrolidin-1-yl)-2-oxoethyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)N1CC(F)(F)CC1)C2 WBOWVYOJNZTFMV-SFHVURJKSA-N 0.000 claims 1
- ODWGIJXBRTYRIK-SFHVURJKSA-N 1-[4-[7-[2-(dimethylamino)pyrimidin-4-yl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(N=CC=1)N(C)C)C2 ODWGIJXBRTYRIK-SFHVURJKSA-N 0.000 claims 1
- XZKLRQCNOMOTSB-UHFFFAOYSA-N 1-[4-[7-acetyl-4-(1,4-oxazepan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCCC2)=NC2=C1CCN(C(C)=O)C2 XZKLRQCNOMOTSB-UHFFFAOYSA-N 0.000 claims 1
- POMYOFXSUPNSDM-IBGZPJMESA-N 1-[4-[7-acetyl-4-[(3s)-3-ethylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(C(C)=O)C2 POMYOFXSUPNSDM-IBGZPJMESA-N 0.000 claims 1
- FTNWYYVDFGJQKI-AWEZNQCLSA-N 1-[4-[7-acetyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(2,2,2-trifluoroethyl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)(F)F)=CC=2)=NC2=C1CCN(C(C)=O)C2 FTNWYYVDFGJQKI-AWEZNQCLSA-N 0.000 claims 1
- SNCQRJZIHWNPRH-HNNXBMFYSA-N 1-[4-[7-acetyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(2-hydroxyethyl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC2=C1CCN(C(C)=O)C2 SNCQRJZIHWNPRH-HNNXBMFYSA-N 0.000 claims 1
- ZJEDGGWJFHHDPY-HNNXBMFYSA-N 1-[4-[7-acetyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(C)=O)C2 ZJEDGGWJFHHDPY-HNNXBMFYSA-N 0.000 claims 1
- KVKVKIZBOCWZHQ-IBGZPJMESA-N 1-[4-[7-cyclohexyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1CCCCC1)C2 KVKVKIZBOCWZHQ-IBGZPJMESA-N 0.000 claims 1
- DVGJQKJHFIBNOB-SFHVURJKSA-N 1-[4-[7-cyclopentyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1CCCC1)C2 DVGJQKJHFIBNOB-SFHVURJKSA-N 0.000 claims 1
- KXTVXJQQSPKFQK-SFHVURJKSA-N 1-[4-[7-ethyl-4-[(3s)-3-ethylmorpholin-4-yl]-8-oxo-5,6-dihydropyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(CC)C2=O KXTVXJQQSPKFQK-SFHVURJKSA-N 0.000 claims 1
- AOTNCBMUGODTFV-INIZCTEOSA-N 1-[4-[7-ethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C1N(CC)CCC2=C1N=C(C=1C=CC(NC(=O)NC3=NOC=C3)=CC=1)N=C2N1CCOC[C@@H]1C AOTNCBMUGODTFV-INIZCTEOSA-N 0.000 claims 1
- NRPAPDKYVXDAIU-KRWDZBQOSA-N 1-[4-[7-ethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1-methylpyrazol-4-yl)urea Chemical compound C1N(CC)CCC2=C1N=C(C=1C=CC(NC(=O)NC3=CN(C)N=C3)=CC=1)N=C2N1CCOC[C@@H]1C NRPAPDKYVXDAIU-KRWDZBQOSA-N 0.000 claims 1
- BFPKVZMVOYTPBX-INIZCTEOSA-N 1-[4-[7-ethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(5-methyl-1,2-oxazol-3-yl)urea Chemical compound C1N(CC)CCC2=C1N=C(C=1C=CC(NC(=O)NC3=NOC(C)=C3)=CC=1)N=C2N1CCOC[C@@H]1C BFPKVZMVOYTPBX-INIZCTEOSA-N 0.000 claims 1
- DDUROLKLTCSGJY-HNNXBMFYSA-N 1-[4-[7-ethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(5-methyl-1,3,4-oxadiazol-2-yl)urea Chemical compound C1N(CC)CCC2=C1N=C(C=1C=CC(NC(=O)NC=3OC(C)=NN=3)=CC=1)N=C2N1CCOC[C@@H]1C DDUROLKLTCSGJY-HNNXBMFYSA-N 0.000 claims 1
- KPPRTXKHNKTZSC-AWEZNQCLSA-N 1-[4-[7-formyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(2,2,2-trifluoroethyl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCC(F)(F)F)=CC=2)=NC2=C1CCN(C=O)C2 KPPRTXKHNKTZSC-AWEZNQCLSA-N 0.000 claims 1
- AOPLCWPORBWYGS-HNNXBMFYSA-N 1-[4-[7-formyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(2-hydroxyethyl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC2=C1CCN(C=O)C2 AOPLCWPORBWYGS-HNNXBMFYSA-N 0.000 claims 1
- KPTADQXUHBUWBU-HNNXBMFYSA-N 1-[4-[7-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC=C3)=CC=2)=NC2=C1CCN(C)C2 KPTADQXUHBUWBU-HNNXBMFYSA-N 0.000 claims 1
- KCZIJRMLGCCLTH-INIZCTEOSA-N 1-[4-[7-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(1-methylpyrazol-4-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=CN(C)N=C3)=CC=2)=NC2=C1CCN(C)C2 KCZIJRMLGCCLTH-INIZCTEOSA-N 0.000 claims 1
- XYIZUZUCCUQQIP-HNNXBMFYSA-N 1-[4-[7-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(5-methyl-1,2-oxazol-3-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3=NOC(C)=C3)=CC=2)=NC2=C1CCN(C)C2 XYIZUZUCCUQQIP-HNNXBMFYSA-N 0.000 claims 1
- SMNYANOEPNYXAV-AWEZNQCLSA-N 1-[4-[7-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-(5-methyl-1,3,4-oxadiazol-2-yl)urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC=3OC(C)=NN=3)=CC=2)=NC2=C1CCN(C)C2 SMNYANOEPNYXAV-AWEZNQCLSA-N 0.000 claims 1
- YPHHTSOYKSVXNA-HNNXBMFYSA-N 1-[4-[8,8-dimethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,7-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C1=NC(N2[C@H](COCC2)C)=C(CCNC2(C)C)C2=N1 YPHHTSOYKSVXNA-HNNXBMFYSA-N 0.000 claims 1
- NNEPCCCIPRJSGD-UHFFFAOYSA-N 1-cyano-2-ethyl-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]guanidine Chemical compound C1=CC(NC(/NCC)=N/C#N)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 NNEPCCCIPRJSGD-UHFFFAOYSA-N 0.000 claims 1
- QCSHHLCLJANJSR-SFHVURJKSA-N 1-cyano-2-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]guanidine Chemical compound C1=CC(NC(NCC)=NC#N)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 QCSHHLCLJANJSR-SFHVURJKSA-N 0.000 claims 1
- REARXSRCYZJXIT-UHFFFAOYSA-N 1-cyano-2-methyl-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]guanidine Chemical compound C1=CC(NC(/NC)=N\C#N)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 REARXSRCYZJXIT-UHFFFAOYSA-N 0.000 claims 1
- NUMXNKHYQMLDEK-UHFFFAOYSA-N 1-cyclobutyl-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C=1C=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=CC=1NC(=O)NC1CCC1 NUMXNKHYQMLDEK-UHFFFAOYSA-N 0.000 claims 1
- GVSIVGLVKPRSHB-QHCPKHFHSA-N 1-cyclobutyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-(2-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCC3)=CC=2)=NC2=C1CCN(C=1N=C(C)N=CC=1)C2 GVSIVGLVKPRSHB-QHCPKHFHSA-N 0.000 claims 1
- QYNVMQHNDJMHRQ-HNNXBMFYSA-N 1-cyclobutyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCC3)=CC=2)=NC2=C1CCNC2 QYNVMQHNDJMHRQ-HNNXBMFYSA-N 0.000 claims 1
- TZIMAPMNJVFWEH-IBGZPJMESA-N 1-cyclobutyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyridine-3-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCC3)=CC=2)=NC2=C1CCN(C(=O)C=1C=NC=CC=1)C2 TZIMAPMNJVFWEH-IBGZPJMESA-N 0.000 claims 1
- FRLHWPNVASPRGU-SFHVURJKSA-N 1-cyclobutyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrazin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCC3)=CC=2)=NC2=C1CCN(C=1N=CC=NC=1)C2 FRLHWPNVASPRGU-SFHVURJKSA-N 0.000 claims 1
- BEPZUMMGJHUYKA-SFHVURJKSA-N 1-cyclobutyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCC3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 BEPZUMMGJHUYKA-SFHVURJKSA-N 0.000 claims 1
- KACQECAXPNDQRH-SFHVURJKSA-N 1-cyclobutyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCC3)=CC=2)=NC2=C1CCN(C=1N=CN=CC=1)C2 KACQECAXPNDQRH-SFHVURJKSA-N 0.000 claims 1
- KDSQENPUJWGXLC-KRWDZBQOSA-N 1-cyclobutyl-3-[4-[7-(2-hydroxy-2-methylpropanoyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3CCC3)=CC=2)=NC2=C1CCN(C(=O)C(C)(C)O)C2 KDSQENPUJWGXLC-KRWDZBQOSA-N 0.000 claims 1
- FDUSYBSFUXQUPB-UHFFFAOYSA-N 1-cyclopentyl-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C=1C=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=CC=1NC(=O)NC1CCCC1 FDUSYBSFUXQUPB-UHFFFAOYSA-N 0.000 claims 1
- QGHKMWUAZMCPIB-UHFFFAOYSA-N 1-cyclopropyl-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C=1C=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=CC=1NC(=O)NC1CC1 QGHKMWUAZMCPIB-UHFFFAOYSA-N 0.000 claims 1
- MAFPUZOQSDXUQI-UHFFFAOYSA-N 1-ethyl-3-[2-fluoro-4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=C(F)C(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 MAFPUZOQSDXUQI-UHFFFAOYSA-N 0.000 claims 1
- ROSPVOKXEIUKPD-SFHVURJKSA-N 1-ethyl-3-[2-methyl-4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=C(C)C(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 ROSPVOKXEIUKPD-SFHVURJKSA-N 0.000 claims 1
- ANGLRRNFDQEMOI-UHFFFAOYSA-N 1-ethyl-3-[4-(4-morpholin-4-yl-7-piperidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1CCNCC1)C2 ANGLRRNFDQEMOI-UHFFFAOYSA-N 0.000 claims 1
- WAOYOTAWAFPMKA-UHFFFAOYSA-N 1-ethyl-3-[4-(4-morpholin-4-yl-7-propanoyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)CC)C2 WAOYOTAWAFPMKA-UHFFFAOYSA-N 0.000 claims 1
- DXKSCWKPRQTLGV-UHFFFAOYSA-N 1-ethyl-3-[4-(4-morpholin-4-yl-7-pyridin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CC=1)C2 DXKSCWKPRQTLGV-UHFFFAOYSA-N 0.000 claims 1
- GONDQBGXBXPIQL-UHFFFAOYSA-N 1-ethyl-3-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 GONDQBGXBXPIQL-UHFFFAOYSA-N 0.000 claims 1
- AIIRZUPOXXVTIM-UHFFFAOYSA-N 1-ethyl-3-[4-(4-morpholin-4-yl-7-pyrimidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CN=CC=1)C2 AIIRZUPOXXVTIM-UHFFFAOYSA-N 0.000 claims 1
- LLROFXKMFAJSRE-UHFFFAOYSA-N 1-ethyl-3-[4-(4-morpholin-4-yl-7-quinolin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C3C=CC=CC3=CC=1)C2 LLROFXKMFAJSRE-UHFFFAOYSA-N 0.000 claims 1
- QHAFUCUKJCHENF-UHFFFAOYSA-N 1-ethyl-3-[4-(7-ethylsulfonyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(S(=O)(=O)CC)C2 QHAFUCUKJCHENF-UHFFFAOYSA-N 0.000 claims 1
- YBQQKZNALVVLKI-UHFFFAOYSA-N 1-ethyl-3-[4-(7-formyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=O)C2 YBQQKZNALVVLKI-UHFFFAOYSA-N 0.000 claims 1
- FIPDNVBPIVBENA-UHFFFAOYSA-N 1-ethyl-3-[4-(7-methylsulfonyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(S(C)(=O)=O)C2 FIPDNVBPIVBENA-UHFFFAOYSA-N 0.000 claims 1
- MNDVMWHWTORNOC-MRXNPFEDSA-N 1-ethyl-3-[4-[(8r)-7-(5-fluoropyrimidin-2-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC(F)=CN=1)[C@@H]2C MNDVMWHWTORNOC-MRXNPFEDSA-N 0.000 claims 1
- UNZROQNYUHMDLS-DLBZAZTESA-N 1-ethyl-3-[4-[(8r)-7-ethyl-8-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC)[C@@H]2C UNZROQNYUHMDLS-DLBZAZTESA-N 0.000 claims 1
- UKTSLHQACPLECV-GOSISDBHSA-N 1-ethyl-3-[4-[(8r)-8-(2-hydroxyethyl)-4-morpholin-4-yl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN[C@@H]2CCO UKTSLHQACPLECV-GOSISDBHSA-N 0.000 claims 1
- PZFXDKFPILQZMV-OAQYLSRUSA-N 1-ethyl-3-[4-[(8r)-8-(2-hydroxyethyl)-7-(2-methoxyethyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CCOC)[C@@H]2CCO PZFXDKFPILQZMV-OAQYLSRUSA-N 0.000 claims 1
- RISIKBBPPVYYEF-JOCHJYFZSA-N 1-ethyl-3-[4-[(8r)-8-(2-hydroxyethyl)-7-(2-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=CC=1)[C@@H]2CCO RISIKBBPPVYYEF-JOCHJYFZSA-N 0.000 claims 1
- VVWKJUZAOQZJLR-MRXNPFEDSA-N 1-ethyl-3-[4-[(8r)-8-methyl-4-morpholin-4-yl-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1COC1)[C@@H]2C VVWKJUZAOQZJLR-MRXNPFEDSA-N 0.000 claims 1
- XFAGCZLLEULQGA-GOSISDBHSA-N 1-ethyl-3-[4-[(8r)-8-methyl-4-morpholin-4-yl-7-(pyrimidin-2-ylmethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CC=1N=CC=CN=1)[C@@H]2C XFAGCZLLEULQGA-GOSISDBHSA-N 0.000 claims 1
- SWIMSWBWEIBPMI-QGZVFWFLSA-N 1-ethyl-3-[4-[(8r)-8-methyl-7-(2-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=CC=1)[C@@H]2C SWIMSWBWEIBPMI-QGZVFWFLSA-N 0.000 claims 1
- RBMNUMNJWJQJDN-GOSISDBHSA-N 1-ethyl-3-[4-[(8r)-8-methyl-7-(6-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CN=C(C)C=1)[C@@H]2C RBMNUMNJWJQJDN-GOSISDBHSA-N 0.000 claims 1
- MNDVMWHWTORNOC-INIZCTEOSA-N 1-ethyl-3-[4-[(8s)-7-(5-fluoropyrimidin-2-yl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC(F)=CN=1)[C@H]2C MNDVMWHWTORNOC-INIZCTEOSA-N 0.000 claims 1
- UKTSLHQACPLECV-SFHVURJKSA-N 1-ethyl-3-[4-[(8s)-8-(2-hydroxyethyl)-4-morpholin-4-yl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN[C@H]2CCO UKTSLHQACPLECV-SFHVURJKSA-N 0.000 claims 1
- RISIKBBPPVYYEF-QFIPXVFZSA-N 1-ethyl-3-[4-[(8s)-8-(2-hydroxyethyl)-7-(2-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=CC=1)[C@H]2CCO RISIKBBPPVYYEF-QFIPXVFZSA-N 0.000 claims 1
- UWICNJLFXGQKPH-ROUUACIJSA-N 1-ethyl-3-[4-[(8s)-8-methyl-4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)[C@H]2C UWICNJLFXGQKPH-ROUUACIJSA-N 0.000 claims 1
- VVWKJUZAOQZJLR-INIZCTEOSA-N 1-ethyl-3-[4-[(8s)-8-methyl-4-morpholin-4-yl-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1COC1)[C@H]2C VVWKJUZAOQZJLR-INIZCTEOSA-N 0.000 claims 1
- XFAGCZLLEULQGA-SFHVURJKSA-N 1-ethyl-3-[4-[(8s)-8-methyl-4-morpholin-4-yl-7-(pyrimidin-2-ylmethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CC=1N=CC=CN=1)[C@H]2C XFAGCZLLEULQGA-SFHVURJKSA-N 0.000 claims 1
- SWIMSWBWEIBPMI-KRWDZBQOSA-N 1-ethyl-3-[4-[(8s)-8-methyl-7-(2-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=CC=1)[C@H]2C SWIMSWBWEIBPMI-KRWDZBQOSA-N 0.000 claims 1
- RBMNUMNJWJQJDN-SFHVURJKSA-N 1-ethyl-3-[4-[(8s)-8-methyl-7-(6-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CN=C(C)C=1)[C@H]2C RBMNUMNJWJQJDN-SFHVURJKSA-N 0.000 claims 1
- ZHEVUMQAYMMUOB-UHFFFAOYSA-N 1-ethyl-3-[4-[4-(1,4-oxazepan-4-yl)-7-[4-(trifluoromethyl)pyrimidin-2-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCCC2)=NC2=C1CCN(C=1N=C(C=CN=1)C(F)(F)F)C2 ZHEVUMQAYMMUOB-UHFFFAOYSA-N 0.000 claims 1
- OKLQOMGOWWZPQR-UHFFFAOYSA-N 1-ethyl-3-[4-[4-(2-methylmorpholin-4-yl)-7-(1,3-thiazole-5-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CC(C)OCC2)=NC2=C1CCN(C(=O)C=1SC=NC=1)C2 OKLQOMGOWWZPQR-UHFFFAOYSA-N 0.000 claims 1
- HHKKPWUGMZOUFU-UHFFFAOYSA-N 1-ethyl-3-[4-[4-(2-methylmorpholin-4-yl)-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CC(C)OCC2)=NC2=C1CCN(C1COC1)C2 HHKKPWUGMZOUFU-UHFFFAOYSA-N 0.000 claims 1
- AOZZVSNHLHYTPP-UGNFMNBCSA-N 1-ethyl-3-[4-[4-(3-methylmorpholin-4-yl)-7-[(2s)-oxolane-2-carbonyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2C(COCC2)C)=NC2=C1CCN(C(=O)[C@H]1OCCC1)C2 AOZZVSNHLHYTPP-UGNFMNBCSA-N 0.000 claims 1
- JGOMMAYWJZYGEG-NNBQYGFHSA-N 1-ethyl-3-[4-[4-(3-methylmorpholin-4-yl)-7-[(3s)-oxolane-3-carbonyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2C(COCC2)C)=NC2=C1CCN(C(=O)[C@@H]1COCC1)C2 JGOMMAYWJZYGEG-NNBQYGFHSA-N 0.000 claims 1
- ULTDDJQATAYSNM-UHFFFAOYSA-N 1-ethyl-3-[4-[4-(oxan-4-yl)-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1C2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 ULTDDJQATAYSNM-UHFFFAOYSA-N 0.000 claims 1
- MEYLWEILYQGQQH-BGYRXZFFSA-N 1-ethyl-3-[4-[4-[(1r,5s)-3-oxa-8-azabicyclo[3.2.1]octan-8-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound N1([C@]2([H])CC[C@]1(COC2)[H])C(C=1CCN(CC=1N=1)C(C)C)=NC=1C1=CC=C(NC(=O)NCC)C=C1 MEYLWEILYQGQQH-BGYRXZFFSA-N 0.000 claims 1
- GTESUHPJGSIADF-OALUTQOASA-N 1-ethyl-3-[4-[4-[(1s,4s)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(OC[C@]2([H])C1)[H])N2C(C=1CC2)=NC(C=3C=CC(NC(=O)NCC)=CC=3)=NC=1CN2C1=NC=CC=N1 GTESUHPJGSIADF-OALUTQOASA-N 0.000 claims 1
- NJALXOLAXUVMFY-BGYRXZFFSA-N 1-ethyl-3-[4-[4-[(1s,5r)-8-oxa-3-azabicyclo[3.2.1]octan-3-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(CC[C@@](C2)(O1)[H])[H])N2C(C=1CC2)=NC(C=3C=CC(NC(=O)NCC)=CC=3)=NC=1CN2C1COC1 NJALXOLAXUVMFY-BGYRXZFFSA-N 0.000 claims 1
- BHCAYEAZLNNTDV-BGYRXZFFSA-N 1-ethyl-3-[4-[4-[(1s,5r)-8-oxa-3-azabicyclo[3.2.1]octan-3-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(CC[C@@](C2)(O1)[H])[H])N2C(C=1CCN(CC=1N=1)C(C)C)=NC=1C1=CC=C(NC(=O)NCC)C=C1 BHCAYEAZLNNTDV-BGYRXZFFSA-N 0.000 claims 1
- OKBASMBUIJJATA-BGYRXZFFSA-N 1-ethyl-3-[4-[4-[(1s,5r)-8-oxa-3-azabicyclo[3.2.1]octan-3-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(CC[C@@](C2)(O1)[H])[H])N2C(C=1CC2)=NC(C=3C=CC(NC(=O)NCC)=CC=3)=NC=1CN2C1=NC=CC=N1 OKBASMBUIJJATA-BGYRXZFFSA-N 0.000 claims 1
- DXVKXAXORGPVCN-CQSZACIVSA-N 1-ethyl-3-[4-[4-[(3r)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCNC2 DXVKXAXORGPVCN-CQSZACIVSA-N 0.000 claims 1
- NOBOMMMEODGDGV-MRXNPFEDSA-N 1-ethyl-3-[4-[4-[(3r)-3-methylmorpholin-4-yl]-7-(1,3-thiazole-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCN(C(=O)C=1SC=CN=1)C2 NOBOMMMEODGDGV-MRXNPFEDSA-N 0.000 claims 1
- CEUZIUWDFOOCOK-GOSISDBHSA-N 1-ethyl-3-[4-[4-[(3r)-3-methylmorpholin-4-yl]-7-(pyridine-3-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCN(C(=O)C=1C=NC=CC=1)C2 CEUZIUWDFOOCOK-GOSISDBHSA-N 0.000 claims 1
- WQBAZXIQANTUOY-QGZVFWFLSA-N 1-ethyl-3-[4-[4-[(3r)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 WQBAZXIQANTUOY-QGZVFWFLSA-N 0.000 claims 1
- OVIDHWMXFBKIOS-QGZVFWFLSA-N 1-ethyl-3-[4-[4-[(3r)-3-methylmorpholin-4-yl]-7-pyrimidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCN(C=1N=CN=CC=1)C2 OVIDHWMXFBKIOS-QGZVFWFLSA-N 0.000 claims 1
- FNEQBMPZQMEHDM-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCNC2 FNEQBMPZQMEHDM-KRWDZBQOSA-N 0.000 claims 1
- UWMNQDIABSIXEO-FQEVSTJZSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-(5-fluoropyrimidin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(C=1N=CC(F)=CN=1)C2 UWMNQDIABSIXEO-FQEVSTJZSA-N 0.000 claims 1
- BSJUVKOZRUJXCU-NRFANRHFSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-(oxan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(C1CCOCC1)C2 BSJUVKOZRUJXCU-NRFANRHFSA-N 0.000 claims 1
- CKHSZDYRGSLRMH-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(C1COC1)C2 CKHSZDYRGSLRMH-IBGZPJMESA-N 0.000 claims 1
- IIGKVRRWMTXWQJ-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-(trifluoromethylsulfonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(S(=O)(=O)C(F)(F)F)C2 IIGKVRRWMTXWQJ-KRWDZBQOSA-N 0.000 claims 1
- LXIQSBGXYNJMHT-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-formyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(C=O)C2 LXIQSBGXYNJMHT-SFHVURJKSA-N 0.000 claims 1
- DEAIZNDRKLRSDG-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-methylsulfonyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(S(C)(=O)=O)C2 DEAIZNDRKLRSDG-SFHVURJKSA-N 0.000 claims 1
- PIZQRDRWFRZBOU-FQEVSTJZSA-N 1-ethyl-3-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(C=1N=CC=CN=1)C2 PIZQRDRWFRZBOU-FQEVSTJZSA-N 0.000 claims 1
- GKVOTXQBCIYYJV-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-6-(oxetan-3-yl)-7,8-dihydro-5h-pyrido[4,3-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CN(C1COC1)CC2 GKVOTXQBCIYYJV-INIZCTEOSA-N 0.000 claims 1
- WJVWIJFCYSAUBO-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1,3,5-triazin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CN=CN=1)C2 WJVWIJFCYSAUBO-INIZCTEOSA-N 0.000 claims 1
- KQOMJXPJSHEDIE-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1,3-thiazol-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1SC=CN=1)C2 KQOMJXPJSHEDIE-INIZCTEOSA-N 0.000 claims 1
- NOBOMMMEODGDGV-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1,3-thiazole-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C=1SC=CN=1)C2 NOBOMMMEODGDGV-INIZCTEOSA-N 0.000 claims 1
- YIMYACKJHRFUDU-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1-methyl-2-oxopyridin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1=CC(=O)N(C)C=C1)C2 YIMYACKJHRFUDU-SFHVURJKSA-N 0.000 claims 1
- GGBIJLHPDJOBBN-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1-methyl-6-oxopyridin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N(C(=O)C=CC=1)C)C2 GGBIJLHPDJOBBN-SFHVURJKSA-N 0.000 claims 1
- VMNVWMNICPWSGM-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1-methyl-6-oxopyridin-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1=CN(C)C(=O)C=C1)C2 VMNVWMNICPWSGM-SFHVURJKSA-N 0.000 claims 1
- LNRDQUYXEAONDR-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1-methylpiperidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1CCN(C)CC1)C2 LNRDQUYXEAONDR-IBGZPJMESA-N 0.000 claims 1
- GJGZNKWGPXBKQR-XJDOXCRVSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1-pyridin-3-ylethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(C)C=1C=NC=CC=1)C2 GJGZNKWGPXBKQR-XJDOXCRVSA-N 0.000 claims 1
- ZLNTYBOBIPJSSF-HNNXBMFYSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2,2,2-trifluoroethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(F)(F)F)C2 ZLNTYBOBIPJSSF-HNNXBMFYSA-N 0.000 claims 1
- FLHZJOFALAWJAH-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpropyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(C)C)C2 FLHZJOFALAWJAH-SFHVURJKSA-N 0.000 claims 1
- SSAYMYMTSUJLAI-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpropylsulfonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(S(=O)(=O)CC(C)C)C2 SSAYMYMTSUJLAI-SFHVURJKSA-N 0.000 claims 1
- GSUXSSNYCNSHCU-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpyrimidin-4-yl)-5,6,8,9-tetrahydropyrimido[4,5-d]azepin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(C)N=CC=1)CC2 GSUXSSNYCNSHCU-SFHVURJKSA-N 0.000 claims 1
- OESWUISVDCHYDK-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(C)N=CC=1)C2 OESWUISVDCHYDK-KRWDZBQOSA-N 0.000 claims 1
- IXXADZGWCMOVOD-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylsulfonylethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CCS(C)(=O)=O)C2 IXXADZGWCMOVOD-KRWDZBQOSA-N 0.000 claims 1
- ILGSVUKMUAAUDX-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-morpholin-4-yl-2-oxoethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)N1CCOCC1)C2 ILGSVUKMUAAUDX-IBGZPJMESA-N 0.000 claims 1
- YZFLJHOFKUJLER-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-oxo-2-pyrrolidin-1-ylethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)N1CCCC1)C2 YZFLJHOFKUJLER-IBGZPJMESA-N 0.000 claims 1
- BHQVZJBRLXMAGL-HNNXBMFYSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(3-methyl-1,2,4-thiadiazol-5-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1SN=C(C)N=1)C2 BHQVZJBRLXMAGL-HNNXBMFYSA-N 0.000 claims 1
- JTLBICJRDXMTBQ-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(3-methyloxetane-3-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C1(C)COC1)C2 JTLBICJRDXMTBQ-KRWDZBQOSA-N 0.000 claims 1
- ITAIJQLNCGAQKM-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(3-oxocyclohexen-1-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1CCCC(=O)C=1)C2 ITAIJQLNCGAQKM-SFHVURJKSA-N 0.000 claims 1
- GJBQOQYVHRMDRI-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(3-oxocyclopenten-1-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1CCC(=O)C=1)C2 GJBQOQYVHRMDRI-KRWDZBQOSA-N 0.000 claims 1
- LCOCKZDKCKMWDJ-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(4-methyl-1,3-thiazol-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1SC=C(C)N=1)C2 LCOCKZDKCKMWDJ-KRWDZBQOSA-N 0.000 claims 1
- LVGNJTOYOJYFMW-HNNXBMFYSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(5-methyl-1,3,4-oxadiazol-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1OC(C)=NN=1)C2 LVGNJTOYOJYFMW-HNNXBMFYSA-N 0.000 claims 1
- KWVVCUWBVNUVJW-HNNXBMFYSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(5-methyl-1,3,4-oxadiazole-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C=1OC(C)=NN=1)C2 KWVVCUWBVNUVJW-HNNXBMFYSA-N 0.000 claims 1
- YTALTNPKIHUGBM-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(5-methylpyrimidin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC(C)=CN=1)C2 YTALTNPKIHUGBM-SFHVURJKSA-N 0.000 claims 1
- PRRUKSACBLTWQS-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(5-oxo-2h-furan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1COC(=O)C=1)C2 PRRUKSACBLTWQS-INIZCTEOSA-N 0.000 claims 1
- ZLUZKYLYTXEBHB-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(6-methylpyridazin-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=NC(C)=CC=1)C2 ZLUZKYLYTXEBHB-SFHVURJKSA-N 0.000 claims 1
- AGUMZUZMKHDHBP-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(6-methylpyrimidin-4-yl)-5,6,8,9-tetrahydropyrimido[4,5-d]azepin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CN=C(C)C=1)CC2 AGUMZUZMKHDHBP-IBGZPJMESA-N 0.000 claims 1
- JFXLXTLDGUAURJ-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(6-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CN=C(C)C=1)C2 JFXLXTLDGUAURJ-SFHVURJKSA-N 0.000 claims 1
- JKZDDUYOSZWIQA-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxan-4-ylmethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC1CCOCC1)C2 JKZDDUYOSZWIQA-IBGZPJMESA-N 0.000 claims 1
- RGJOJUGRHPQXGF-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1COC1)C2 RGJOJUGRHPQXGF-INIZCTEOSA-N 0.000 claims 1
- VOSAEYQHGSZZBF-YMXDCFFPSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxolan-2-ylmethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC1OCCC1)C2 VOSAEYQHGSZZBF-YMXDCFFPSA-N 0.000 claims 1
- RPBUVQMKWYMUKC-DIMJTDRSSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxolan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1COCC1)C2 RPBUVQMKWYMUKC-DIMJTDRSSA-N 0.000 claims 1
- BWOQUIUERUBZBJ-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyrazine-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C=1N=CC=NC=1)C2 BWOQUIUERUBZBJ-KRWDZBQOSA-N 0.000 claims 1
- LQRUKINDZFKKGG-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyridin-3-ylmethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1C=NC=CC=1)C2 LQRUKINDZFKKGG-IBGZPJMESA-N 0.000 claims 1
- WSDSTEQFXJKMKE-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyridin-4-ylmethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1C=CN=CC=1)C2 WSDSTEQFXJKMKE-IBGZPJMESA-N 0.000 claims 1
- NICYXMDAAHSJBL-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyrimidin-2-ylmethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1N=CC=CN=1)C2 NICYXMDAAHSJBL-SFHVURJKSA-N 0.000 claims 1
- KZXJTAHMWTYOGU-PBVYKCSPSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(pyrrolidine-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C1NCCC1)C2 KZXJTAHMWTYOGU-PBVYKCSPSA-N 0.000 claims 1
- CLBUMWXSGBBQMN-AWEZNQCLSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(trifluoromethylsulfonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(S(=O)(=O)C(F)(F)F)C2 CLBUMWXSGBBQMN-AWEZNQCLSA-N 0.000 claims 1
- GBEPSOLQANLUCG-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(2-methylpyrazol-3-yl)methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1N(N=CC=1)C)C2 GBEPSOLQANLUCG-SFHVURJKSA-N 0.000 claims 1
- CDHWAYZWWOSNKJ-FQEVSTJZSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(2-methylpyridin-4-yl)methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1C=C(C)N=CC=1)C2 CDHWAYZWWOSNKJ-FQEVSTJZSA-N 0.000 claims 1
- ZGFJKBNHCSKPFR-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(2-methylpyrimidin-5-yl)methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1C=NC(C)=NC=1)C2 ZGFJKBNHCSKPFR-SFHVURJKSA-N 0.000 claims 1
- LIRUUVZOCVVAGI-SFHVURJKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(3-methyloxetan-3-yl)methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC1(C)COC1)C2 LIRUUVZOCVVAGI-SFHVURJKSA-N 0.000 claims 1
- RPBUVQMKWYMUKC-FXAWDEMLSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(3r)-oxolan-3-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN([C@H]1COCC1)C2 RPBUVQMKWYMUKC-FXAWDEMLSA-N 0.000 claims 1
- NUNRWBXNLAYFBD-FQEVSTJZSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(6-methylpyridin-2-yl)methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1N=C(C)C=CC=1)C2 NUNRWBXNLAYFBD-FQEVSTJZSA-N 0.000 claims 1
- CTUMDHPUEMFZFG-FQEVSTJZSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[(6-methylpyridin-3-yl)methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1C=NC(C)=CC=1)C2 CTUMDHPUEMFZFG-FQEVSTJZSA-N 0.000 claims 1
- NFTNLYSRSKEKCY-FQEVSTJZSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)N1CCN(C)CC1)C2 NFTNLYSRSKEKCY-FQEVSTJZSA-N 0.000 claims 1
- MMWQQNUEORDNTP-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[2-(trifluoromethyl)pyrimidin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(N=CC=1)C(F)(F)F)C2 MMWQQNUEORDNTP-INIZCTEOSA-N 0.000 claims 1
- ALFXSAKFBJRZMK-IBGZPJMESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[2-[(2-methylpropan-2-yl)oxy]ethyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CCOC(C)(C)C)C2 ALFXSAKFBJRZMK-IBGZPJMESA-N 0.000 claims 1
- VRMCIHPRJUBFJP-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[4-(trifluoromethyl)pyrimidin-2-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(C=CN=1)C(F)(F)F)C2 VRMCIHPRJUBFJP-INIZCTEOSA-N 0.000 claims 1
- VOSAEYQHGSZZBF-GHTZIAJQSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[[(2r)-oxolan-2-yl]methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C[C@@H]1OCCC1)C2 VOSAEYQHGSZZBF-GHTZIAJQSA-N 0.000 claims 1
- VOSAEYQHGSZZBF-RXVVDRJESA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[[(2s)-oxolan-2-yl]methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C[C@H]1OCCC1)C2 VOSAEYQHGSZZBF-RXVVDRJESA-N 0.000 claims 1
- KILMPEAWHPLJJQ-RBUKOAKNSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-[[(3r)-oxolan-3-yl]methyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C[C@@H]1COCC1)C2 KILMPEAWHPLJJQ-RBUKOAKNSA-N 0.000 claims 1
- TUXSNTZYUNPGSL-HNNXBMFYSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-methylsulfonyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(S(C)(=O)=O)C2 TUXSNTZYUNPGSL-HNNXBMFYSA-N 0.000 claims 1
- RWSCHRBISRWGQQ-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(C)C)C2 RWSCHRBISRWGQQ-KRWDZBQOSA-N 0.000 claims 1
- OPHLZZUPYGMXSK-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-ylsulfonyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(S(=O)(=O)C(C)C)C2 OPHLZZUPYGMXSK-KRWDZBQOSA-N 0.000 claims 1
- UVJOBNLVQHIBQH-INIZCTEOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propanoyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)CC)C2 UVJOBNLVQHIBQH-INIZCTEOSA-N 0.000 claims 1
- VPULWAYXSQVWNJ-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propylsulfonyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1N(S(=O)(=O)CCC)CCC2=C1N=C(C=1C=CC(NC(=O)NCC)=CC=1)N=C2N1CCOC[C@@H]1C VPULWAYXSQVWNJ-KRWDZBQOSA-N 0.000 claims 1
- UHBBECJRCILYHF-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrazin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=NC=1)C2 UHBBECJRCILYHF-KRWDZBQOSA-N 0.000 claims 1
- FAUUWGBRPQXEOZ-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyridazin-3-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=NC=CC=1)C2 FAUUWGBRPQXEOZ-KRWDZBQOSA-N 0.000 claims 1
- WQBAZXIQANTUOY-KRWDZBQOSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 WQBAZXIQANTUOY-KRWDZBQOSA-N 0.000 claims 1
- BYDCZUUNGIVWGC-ZDUSSCGKSA-N 1-ethyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-8-oxo-6,7-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C1=NC(N2[C@H](COCC2)C)=C(CCNC2=O)C2=N1 BYDCZUUNGIVWGC-ZDUSSCGKSA-N 0.000 claims 1
- QQGRITSLMPKOBG-UHFFFAOYSA-N 1-ethyl-3-[4-[4-[2-(methoxymethyl)morpholin-4-yl]-7-methyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CC(COC)OCC2)=NC2=C1CCN(C)C2 QQGRITSLMPKOBG-UHFFFAOYSA-N 0.000 claims 1
- WQHDUTHWBQGUIM-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(1,3-oxazole-4-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1N=COC=1)C2 WQHDUTHWBQGUIM-UHFFFAOYSA-N 0.000 claims 1
- YRHKHFMWYCLLTM-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(1,3-oxazole-5-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1OC=NC=1)C2 YRHKHFMWYCLLTM-UHFFFAOYSA-N 0.000 claims 1
- KVXNIXMOPZZFLR-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(1,3-thiazole-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1SC=CN=1)C2 KVXNIXMOPZZFLR-UHFFFAOYSA-N 0.000 claims 1
- YQHFRHWOSQWERW-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(2,2,2-trifluoroethyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CC(F)(F)F)C2 YQHFRHWOSQWERW-UHFFFAOYSA-N 0.000 claims 1
- RCVHEYZLGJTRNF-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(4-morpholin-4-ylpyrimidin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C=CN=1)N1CCOCC1)C2 RCVHEYZLGJTRNF-UHFFFAOYSA-N 0.000 claims 1
- UECLEMCDBQTEFE-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(5-nitropyrimidin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC(=CN=1)[N+]([O-])=O)C2 UECLEMCDBQTEFE-UHFFFAOYSA-N 0.000 claims 1
- CNHNOCUFAIDRCU-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(6-oxo-1h-pyridin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1NC(=O)C=CC=1)C2 CNHNOCUFAIDRCU-UHFFFAOYSA-N 0.000 claims 1
- NSQUXBZGRLBDGQ-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(6-phenylmethoxypyridin-2-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(OCC=3C=CC=CC=3)C=CC=1)C2 NSQUXBZGRLBDGQ-UHFFFAOYSA-N 0.000 claims 1
- VCTVGQYYVQEUQA-UHFFFAOYSA-N 1-ethyl-3-[4-[4-morpholin-4-yl-7-(pyrazine-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1N=CC=NC=1)C2 VCTVGQYYVQEUQA-UHFFFAOYSA-N 0.000 claims 1
- RMRMUPPTMKFPLV-SFHVURJKSA-N 1-ethyl-3-[4-[7-(1-ethylimidazol-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N(C=CN=1)CC)C2 RMRMUPPTMKFPLV-SFHVURJKSA-N 0.000 claims 1
- STPZNRZOLBJDOF-ZVAWYAOSSA-N 1-ethyl-3-[4-[7-(1-methoxypropan-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(C)COC)C2 STPZNRZOLBJDOF-ZVAWYAOSSA-N 0.000 claims 1
- RSOZDPHLUHFRGI-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(1-methyl-6-oxopyridin-3-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1=CN(C)C(=O)C=C1)C2 RSOZDPHLUHFRGI-UHFFFAOYSA-N 0.000 claims 1
- WKWQCAVPNSVKPK-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(1-methylazetidin-3-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1CN(C)C1)C2 WKWQCAVPNSVKPK-KRWDZBQOSA-N 0.000 claims 1
- BALVINFSPVZXGT-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(1-methylimidazol-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N(C=CN=1)C)C2 BALVINFSPVZXGT-KRWDZBQOSA-N 0.000 claims 1
- SOTZAMAPCAIEJP-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(1-methylpiperidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1CCN(C)CC1)C2 SOTZAMAPCAIEJP-UHFFFAOYSA-N 0.000 claims 1
- CBHCURCXOOINRN-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(1-methylsulfonylpiperidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1CCN(CC1)S(C)(=O)=O)C2 CBHCURCXOOINRN-UHFFFAOYSA-N 0.000 claims 1
- PPPKEUGIYRHNRA-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(2-fluoro-2-methylpropyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(C)(C)F)C2 PPPKEUGIYRHNRA-KRWDZBQOSA-N 0.000 claims 1
- PAJRPQATMSQJDB-MRXNPFEDSA-N 1-ethyl-3-[4-[7-(2-hydroxy-2-methylpropanoyl)-4-[(3r)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCN(C(=O)C(C)(C)O)C2 PAJRPQATMSQJDB-MRXNPFEDSA-N 0.000 claims 1
- PAJRPQATMSQJDB-INIZCTEOSA-N 1-ethyl-3-[4-[7-(2-hydroxy-2-methylpropanoyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C(C)(C)O)C2 PAJRPQATMSQJDB-INIZCTEOSA-N 0.000 claims 1
- SGBMEGKYYIPAHH-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(2-hydroxy-2-methylpropanoyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C(C)(C)O)C2 SGBMEGKYYIPAHH-UHFFFAOYSA-N 0.000 claims 1
- CDHXPBYVSRDILO-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(2-hydroxy-2-methylpropyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(C)(C)O)C2 CDHXPBYVSRDILO-KRWDZBQOSA-N 0.000 claims 1
- XMSWYDUJTANTLB-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(2-methoxyethyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CCOC)C2 XMSWYDUJTANTLB-UHFFFAOYSA-N 0.000 claims 1
- BKNRFDFUYGYHBC-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(2-methoxyethyl)-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(CCOC)C2C BKNRFDFUYGYHBC-UHFFFAOYSA-N 0.000 claims 1
- HPYUULXWSSUDER-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(2-methoxypyrimidin-4-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(OC)N=CC=1)C2 HPYUULXWSSUDER-KRWDZBQOSA-N 0.000 claims 1
- SWYDRAXHQDAVFI-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(2-methoxypyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(OC)N=CC=1)C2 SWYDRAXHQDAVFI-UHFFFAOYSA-N 0.000 claims 1
- LQZTWTLWALPNSN-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(2-methylpropanoyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C(C)C)C2 LQZTWTLWALPNSN-UHFFFAOYSA-N 0.000 claims 1
- NIDLMSWUMTYHNT-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(2-methylpyridine-3-carbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1C(=NC=CC=1)C)C2 NIDLMSWUMTYHNT-UHFFFAOYSA-N 0.000 claims 1
- JTZWKNGRBFQLNZ-PMACEKPBSA-N 1-ethyl-3-[4-[7-(2-methylpyrimidin-4-yl)-4-[(1s,4s)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(OC[C@]2([H])C1)[H])N2C(C=1CC2)=NC(C=3C=CC(NC(=O)NCC)=CC=3)=NC=1CN2C1=CC=NC(C)=N1 JTZWKNGRBFQLNZ-PMACEKPBSA-N 0.000 claims 1
- FNSZHWMNYKQGDA-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(2-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C)N=CC=1)C2 FNSZHWMNYKQGDA-UHFFFAOYSA-N 0.000 claims 1
- XPWRPAAMCXIGFY-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(3-hydroxy-2,2-dimethylpropanoyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C(C)(C)CO)C2 XPWRPAAMCXIGFY-KRWDZBQOSA-N 0.000 claims 1
- ZFACTYXJKWNMLO-SFHVURJKSA-N 1-ethyl-3-[4-[7-(3-hydroxy-2,2-dimethylpropyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(C)(C)CO)C2 ZFACTYXJKWNMLO-SFHVURJKSA-N 0.000 claims 1
- XQNIGVBRJKXBFW-SFHVURJKSA-N 1-ethyl-3-[4-[7-(3-hydroxy-3-methylbutyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CCC(C)(C)O)C2 XQNIGVBRJKXBFW-SFHVURJKSA-N 0.000 claims 1
- SOLMPTOWRBTKBX-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(3-methyl-1,2,4-thiadiazol-5-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1SN=C(C)N=1)C2 SOLMPTOWRBTKBX-UHFFFAOYSA-N 0.000 claims 1
- LGFWCOYTEZADCQ-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(3-methyloxetane-3-carbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C1(C)COC1)C2 LGFWCOYTEZADCQ-UHFFFAOYSA-N 0.000 claims 1
- BTJMFWOJAPJDFD-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(3-methylpyrazine-2-carbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1C(=NC=CN=1)C)C2 BTJMFWOJAPJDFD-UHFFFAOYSA-N 0.000 claims 1
- VKVCRPJINBZSKM-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(4-fluorobenzoyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1C=CC(F)=CC=1)C2 VKVCRPJINBZSKM-UHFFFAOYSA-N 0.000 claims 1
- FPBYWTSDAWBDPF-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(4-hydroxycyclohexyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1CCC(O)CC1)C2 FPBYWTSDAWBDPF-UHFFFAOYSA-N 0.000 claims 1
- JXMQEHFZEMBQTL-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(4-methoxypyrimidin-2-yl)-4-(1,4-oxazepan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCCC2)=NC2=C1CCN(C=1N=C(OC)C=CN=1)C2 JXMQEHFZEMBQTL-UHFFFAOYSA-N 0.000 claims 1
- NPSBXOZCJCPJPR-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(4-methoxypyrimidin-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(OC)C=CN=1)C2 NPSBXOZCJCPJPR-KRWDZBQOSA-N 0.000 claims 1
- HOWQBIKEEUYPOK-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(5-ethylpyrimidin-2-yl)-4-(1,4-oxazepan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCCC2)=NC2=C1CCN(C=1N=CC(CC)=CN=1)C2 HOWQBIKEEUYPOK-UHFFFAOYSA-N 0.000 claims 1
- HHJGPGDNHWQVED-SFHVURJKSA-N 1-ethyl-3-[4-[7-(5-ethylpyrimidin-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC(CC)=CN=1)C2 HHJGPGDNHWQVED-SFHVURJKSA-N 0.000 claims 1
- AMGWQEUNDDGXMM-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(5-ethylpyrimidin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC(CC)=CN=1)C2 AMGWQEUNDDGXMM-UHFFFAOYSA-N 0.000 claims 1
- MZWZMTXIIGRMDH-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(5-fluoropyrimidin-2-yl)-4-(1,4-oxazepan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCCC2)=NC2=C1CCN(C=1N=CC(F)=CN=1)C2 MZWZMTXIIGRMDH-UHFFFAOYSA-N 0.000 claims 1
- KNWRKJNDBZXKMT-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(5-fluoropyrimidin-2-yl)-4-(4-methoxypiperidin-1-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCC(CC2)OC)=NC2=C1CCN(C=1N=CC(F)=CN=1)C2 KNWRKJNDBZXKMT-UHFFFAOYSA-N 0.000 claims 1
- JBFQBNLTFJUHDW-OALUTQOASA-N 1-ethyl-3-[4-[7-(5-fluoropyrimidin-2-yl)-4-[(1s,4s)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(OC[C@]2([H])C1)[H])N2C(C=1CC2)=NC(C=3C=CC(NC(=O)NCC)=CC=3)=NC=1CN2C1=NC=C(F)C=N1 JBFQBNLTFJUHDW-OALUTQOASA-N 0.000 claims 1
- DEQRJEPSLGPYFN-INIZCTEOSA-N 1-ethyl-3-[4-[7-(5-fluoropyrimidin-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC(F)=CN=1)C2 DEQRJEPSLGPYFN-INIZCTEOSA-N 0.000 claims 1
- RELQTVYWLFDRCW-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(5-fluoropyrimidin-2-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC(F)=CN=1)C2 RELQTVYWLFDRCW-UHFFFAOYSA-N 0.000 claims 1
- LGEQGSUSADLBCF-INIZCTEOSA-N 1-ethyl-3-[4-[7-(5-fluoropyrimidin-4-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1C(=CN=CN=1)F)C2 LGEQGSUSADLBCF-INIZCTEOSA-N 0.000 claims 1
- NKEBAYBAJGQYJK-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(5-methylpyrazine-2-carbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1N=CC(C)=NC=1)C2 NKEBAYBAJGQYJK-UHFFFAOYSA-N 0.000 claims 1
- KSRJPYCLVDQLBT-KRWDZBQOSA-N 1-ethyl-3-[4-[7-(6-methoxypyridazin-3-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=NC(OC)=CC=1)C2 KSRJPYCLVDQLBT-KRWDZBQOSA-N 0.000 claims 1
- BNYRMSJDCWQSBA-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(6-methylpyridine-3-carbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)C=1C=NC(C)=CC=1)C2 BNYRMSJDCWQSBA-UHFFFAOYSA-N 0.000 claims 1
- REBVLBYMQDSPPZ-PMACEKPBSA-N 1-ethyl-3-[4-[7-(6-methylpyrimidin-4-yl)-4-[(1s,4s)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(OC[C@]2([H])C1)[H])N2C(C=1CC2)=NC(C=3C=CC(NC(=O)NCC)=CC=3)=NC=1CN2C1=CC(C)=NC=N1 REBVLBYMQDSPPZ-PMACEKPBSA-N 0.000 claims 1
- YYZQRDZMKIZNCS-OYRHEFFESA-N 1-ethyl-3-[4-[7-(6-methylpyrimidin-4-yl)-4-[(1s,5r)-8-oxa-3-azabicyclo[3.2.1]octan-3-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C([C@]1(CC[C@@](C2)(O1)[H])[H])N2C(C=1CC2)=NC(C=3C=CC(NC(=O)NCC)=CC=3)=NC=1CN2C1=CC(C)=NC=N1 YYZQRDZMKIZNCS-OYRHEFFESA-N 0.000 claims 1
- ICMOJPGGTRQOEE-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(6-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CN=C(C)C=1)C2 ICMOJPGGTRQOEE-UHFFFAOYSA-N 0.000 claims 1
- OOLISFXQLPCYRN-UHFFFAOYSA-N 1-ethyl-3-[4-[7-(morpholine-4-carbonyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)N1CCOCC1)C2 OOLISFXQLPCYRN-UHFFFAOYSA-N 0.000 claims 1
- MNODJYQOWOACOF-IBGZPJMESA-N 1-ethyl-3-[4-[7-[(2-ethylpyrazol-3-yl)methyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC=1N(N=CC=1)CC)C2 MNODJYQOWOACOF-IBGZPJMESA-N 0.000 claims 1
- SYKZPWVPCXNGQJ-SFHVURJKSA-N 1-ethyl-3-[4-[7-[(2-methyl-1,3-dioxolan-2-yl)methyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC1(C)OCCO1)C2 SYKZPWVPCXNGQJ-SFHVURJKSA-N 0.000 claims 1
- RJPVGUZQZVQQRD-HTAPYJJXSA-N 1-ethyl-3-[4-[7-[(2r)-2-hydroxy-3-methylbutanoyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)[C@H](O)C(C)C)C2 RJPVGUZQZVQQRD-HTAPYJJXSA-N 0.000 claims 1
- SIUVCYUVKSWHCM-IRXDYDNUSA-N 1-ethyl-3-[4-[7-[(2s)-2-hydroxypropyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C[C@H](C)O)C2 SIUVCYUVKSWHCM-IRXDYDNUSA-N 0.000 claims 1
- WKYQMUKZDQJGBH-ROUUACIJSA-N 1-ethyl-3-[4-[7-[(2s)-2-methoxypropyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C[C@H](C)OC)C2 WKYQMUKZDQJGBH-ROUUACIJSA-N 0.000 claims 1
- ILDHUCSXFVZSFE-SFHVURJKSA-N 1-ethyl-3-[4-[7-[2-(2-methoxyethoxy)acetyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)COCCOC)C2 ILDHUCSXFVZSFE-SFHVURJKSA-N 0.000 claims 1
- UEENEAVBGJPZGH-BHWOMJMDSA-N 1-ethyl-3-[4-[7-[2-(methylamino)propanoyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)C(C)NC)C2 UEENEAVBGJPZGH-BHWOMJMDSA-N 0.000 claims 1
- WPCRFISMGFEOEM-AZUAARDMSA-N 1-ethyl-3-[4-[7-[2-[(3r)-3-fluoropyrrolidin-1-yl]-2-oxoethyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)N1C[C@H](F)CC1)C2 WPCRFISMGFEOEM-AZUAARDMSA-N 0.000 claims 1
- WPCRFISMGFEOEM-ICSRJNTNSA-N 1-ethyl-3-[4-[7-[2-[(3s)-3-fluoropyrrolidin-1-yl]-2-oxoethyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)N1C[C@@H](F)CC1)C2 WPCRFISMGFEOEM-ICSRJNTNSA-N 0.000 claims 1
- ZIFVAALZQGJRRR-IBGZPJMESA-N 1-ethyl-3-[4-[7-ethyl-4-[(3s)-3-ethylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(CC)C2 ZIFVAALZQGJRRR-IBGZPJMESA-N 0.000 claims 1
- VTYXHSDRIHEYHT-INIZCTEOSA-N 1-ethyl-3-[4-[7-ethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC)C2 VTYXHSDRIHEYHT-INIZCTEOSA-N 0.000 claims 1
- XOXVRGRMSWSOLQ-INIZCTEOSA-N 1-ethyl-3-[4-[7-ethylsulfonyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(S(=O)(=O)CC)C2 XOXVRGRMSWSOLQ-INIZCTEOSA-N 0.000 claims 1
- VZDGIVNALNEKFQ-HNNXBMFYSA-N 1-ethyl-3-[4-[7-formyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=O)C2 VZDGIVNALNEKFQ-HNNXBMFYSA-N 0.000 claims 1
- CSYOHFLGGKLCIQ-HNNXBMFYSA-N 1-ethyl-3-[4-[7-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C)C2 CSYOHFLGGKLCIQ-HNNXBMFYSA-N 0.000 claims 1
- SSBXRBOVSCFBSE-UHFFFAOYSA-N 1-ethyl-3-[4-[8-(2-hydroxyethyl)-7-(6-methylpyrimidin-4-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CN=C(C)C=1)C2CCO SSBXRBOVSCFBSE-UHFFFAOYSA-N 0.000 claims 1
- VVWKJUZAOQZJLR-UHFFFAOYSA-N 1-ethyl-3-[4-[8-methyl-4-morpholin-4-yl-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C1COC1)C2C VVWKJUZAOQZJLR-UHFFFAOYSA-N 0.000 claims 1
- XAUPRBYJDPUMKG-MRXNPFEDSA-N 1-ethyl-3-[5-[4-[(3r)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyridin-2-yl]urea Chemical compound C1=NC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 XAUPRBYJDPUMKG-MRXNPFEDSA-N 0.000 claims 1
- KQARHHLUSBXOQM-KRWDZBQOSA-N 1-ethyl-3-[5-[4-[(3s)-3-methylmorpholin-4-yl]-7-(6-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyridin-2-yl]urea Chemical compound C1=NC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CN=C(C)C=1)C2 KQARHHLUSBXOQM-KRWDZBQOSA-N 0.000 claims 1
- XAUPRBYJDPUMKG-INIZCTEOSA-N 1-ethyl-3-[5-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyridin-2-yl]urea Chemical compound C1=NC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 XAUPRBYJDPUMKG-INIZCTEOSA-N 0.000 claims 1
- HNEGJTWNOOWEMH-UHFFFAOYSA-N 1-fluoropropane Chemical group [CH2]CCF HNEGJTWNOOWEMH-UHFFFAOYSA-N 0.000 claims 1
- BKDGCHLEZWJOTK-INIZCTEOSA-N 1-methyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=C(C)N=CC=1)C2 BKDGCHLEZWJOTK-INIZCTEOSA-N 0.000 claims 1
- APZOJDUKORKLFW-KRWDZBQOSA-N 1-methyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(6-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CN=C(C)C=1)C2 APZOJDUKORKLFW-KRWDZBQOSA-N 0.000 claims 1
- DYVMHSXWAIEUTG-HNNXBMFYSA-N 1-methyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(oxetan-3-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C1COC1)C2 DYVMHSXWAIEUTG-HNNXBMFYSA-N 0.000 claims 1
- NDNHJYSZIARDNT-INIZCTEOSA-N 1-methyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CC=CN=1)C2 NDNHJYSZIARDNT-INIZCTEOSA-N 0.000 claims 1
- PCQSOHUAWFCSIS-INIZCTEOSA-N 1-methyl-3-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C1=CC(NC(=O)NC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C=1N=CN=CC=1)C2 PCQSOHUAWFCSIS-INIZCTEOSA-N 0.000 claims 1
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
- JUTGFKKDKHHONK-KRWDZBQOSA-N 2-[2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl]-n,n-dimethylacetamide Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)N(C)C)C2 JUTGFKKDKHHONK-KRWDZBQOSA-N 0.000 claims 1
- XGLFTJCVQXNKCZ-INIZCTEOSA-N 2-[2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl]-n-methylacetamide Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(=O)NC)C2 XGLFTJCVQXNKCZ-INIZCTEOSA-N 0.000 claims 1
- MPGLZGCPKPYXQG-SFHVURJKSA-N 2-[2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl]-n-propylacetamide Chemical compound C1N(CC(=O)NCCC)CCC2=C1N=C(C=1C=CC(NC(=O)NCC)=CC=1)N=C2N1CCOC[C@@H]1C MPGLZGCPKPYXQG-SFHVURJKSA-N 0.000 claims 1
- GREXONRVLLEVMN-HNNXBMFYSA-N 2-[2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl]acetic acid Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(CC(O)=O)C2 GREXONRVLLEVMN-HNNXBMFYSA-N 0.000 claims 1
- LSIVPZTUKHIJTR-UHFFFAOYSA-N 2-[2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl]-6-methylpyrimidine-4-carboxylic acid Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C=C(C)N=1)C(O)=O)C2 LSIVPZTUKHIJTR-UHFFFAOYSA-N 0.000 claims 1
- OTXHRRLNXBCFAX-FQEVSTJZSA-N 2-[4-[4-[(3s)-3-ethylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyrimidin-6-one Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)C=CN=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 OTXHRRLNXBCFAX-FQEVSTJZSA-N 0.000 claims 1
- MNQGLYPRGGHZAY-AWEZNQCLSA-N 2-[4-[4-[(3s)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyrimidin-6-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)C=CN=3)=CC=2)=NC2=C1CCNC2 MNQGLYPRGGHZAY-AWEZNQCLSA-N 0.000 claims 1
- XOVPWJKTKOAVEP-KRWDZBQOSA-N 2-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyrimidin-6-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)C=CN=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 XOVPWJKTKOAVEP-KRWDZBQOSA-N 0.000 claims 1
- LJSWGKRIARPOAX-INIZCTEOSA-N 2-[4-[7-ethyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyrimidin-6-one Chemical compound C1N(CC)CCC2=C1N=C(C=1C=CC(NC=3NC(=O)C=CN=3)=CC=1)N=C2N1CCOC[C@@H]1C LJSWGKRIARPOAX-INIZCTEOSA-N 0.000 claims 1
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims 1
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims 1
- KEJCUBBZDRDCRG-KRWDZBQOSA-N 2-methyl-5-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(6-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-1,2,4-triazol-3-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)N(C)N=3)=CC=2)=NC2=C1CCN(C=1N=CN=C(C)C=1)C2 KEJCUBBZDRDCRG-KRWDZBQOSA-N 0.000 claims 1
- LBURYTYEJALZAH-INIZCTEOSA-N 2-methyl-5-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-1,2,4-triazol-3-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)N(C)N=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 LBURYTYEJALZAH-INIZCTEOSA-N 0.000 claims 1
- KUAFQLVIEYVWBU-SFHVURJKSA-N 2-methylpropyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OCC(C)C)C2 KUAFQLVIEYVWBU-SFHVURJKSA-N 0.000 claims 1
- AJPMTHDRANLTII-UHFFFAOYSA-N 2-methylpropyl 2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OCC(C)C)C2 AJPMTHDRANLTII-UHFFFAOYSA-N 0.000 claims 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- WQBQXDKHMCARPM-KRWDZBQOSA-N 3-(ethylamino)-4-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]cyclobut-3-ene-1,2-dione Chemical compound O=C1C(=O)C(NCC)=C1NC1=CC=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2[C@H](COCC2)C)C=C1 WQBQXDKHMCARPM-KRWDZBQOSA-N 0.000 claims 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 claims 1
- GJQMTSMWABTHGE-UHFFFAOYSA-N 3-methyl-6-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)anilino]-1h-pyrimidine-2,4-dione Chemical compound N1C(=O)N(C)C(=O)C=C1NC1=CC=C(C=2N=C(C=3CCN(CC=3N=2)C=2N=CC=CN=2)N2CCOCC2)C=C1 GJQMTSMWABTHGE-UHFFFAOYSA-N 0.000 claims 1
- SDHXVEMYAAINPO-AWEZNQCLSA-N 3-methyl-6-[4-[4-[(3s)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyrimidine-2,4-dione Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)N(C)C(=O)C=3)=CC=2)=NC2=C1CCNC2 SDHXVEMYAAINPO-AWEZNQCLSA-N 0.000 claims 1
- GESYRIRPXHIAQL-INIZCTEOSA-N 3-methyl-6-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-(1,3-thiazole-2-carbonyl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyrimidine-2,4-dione Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)N(C)C(=O)C=3)=CC=2)=NC2=C1CCN(C(=O)C=1SC=CN=1)C2 GESYRIRPXHIAQL-INIZCTEOSA-N 0.000 claims 1
- AUYUMYNVQJARFX-KRWDZBQOSA-N 3-methyl-6-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyrimidine-2,4-dione Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)N(C)C(=O)C=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 AUYUMYNVQJARFX-KRWDZBQOSA-N 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- MBJFCQGIOLSXRY-UHFFFAOYSA-N 4-[2-(2-chloro-3h-benzimidazol-5-yl)-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-4-yl]morpholine Chemical compound C=1C=C2NC(Cl)=NC2=CC=1C(N=1)=NC=2CN(C=3N=CC=CN=3)CCC=2C=1N1CCOCC1 MBJFCQGIOLSXRY-UHFFFAOYSA-N 0.000 claims 1
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- AJCHMAHMDCSRDM-UHFFFAOYSA-N 5-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)-1,3-dihydrobenzimidazol-2-one Chemical compound C1=C2NC(=O)NC2=CC=C1C(N=1)=NC=2CN(C=3N=CC=CN=3)CCC=2C=1N1CCOCC1 AJCHMAHMDCSRDM-UHFFFAOYSA-N 0.000 claims 1
- KKLFGMWLNRWOBR-UHFFFAOYSA-N 5-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)-1,3-dihydroindol-2-one Chemical compound C=1C=C2NC(=O)CC2=CC=1C(N=1)=NC=2CN(C=3N=CC=CN=3)CCC=2C=1N1CCOCC1 KKLFGMWLNRWOBR-UHFFFAOYSA-N 0.000 claims 1
- QKYUTKCRNBXLLL-ZDUSSCGKSA-N 5-[4-[(3s)-3-methylmorpholin-4-yl]-7-(2-methylpyrimidin-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyrimidin-2-amine Chemical compound C[C@H]1COCCN1C1=NC(C=2C=NC(N)=NC=2)=NC2=C1CCN(C=1N=C(C)N=CC=1)C2 QKYUTKCRNBXLLL-ZDUSSCGKSA-N 0.000 claims 1
- BEXAKUWVGIIQKQ-ZDUSSCGKSA-N 5-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyrimidin-2-amine Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=NC(N)=NC=1)N=C2N1CCOC[C@@H]1C BEXAKUWVGIIQKQ-ZDUSSCGKSA-N 0.000 claims 1
- BKMPHLVSIMSNRI-LBPRGKRZSA-N 5-[7-(5-fluoropyrimidin-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyrimidin-2-amine Chemical compound C[C@H]1COCCN1C1=NC(C=2C=NC(N)=NC=2)=NC2=C1CCN(C=1N=CC(F)=CN=1)C2 BKMPHLVSIMSNRI-LBPRGKRZSA-N 0.000 claims 1
- 125000004938 5-pyridyl group Chemical group N1=CC=CC(=C1)* 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- JRKJSHZDXAXVNR-UHFFFAOYSA-N 6-(7-benzyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)quinazolin-2-amine Chemical compound C1=CC2=NC(N)=NC=C2C=C1C(N=C(C=1CC2)N3CCOCC3)=NC=1CN2CC1=CC=CC=C1 JRKJSHZDXAXVNR-UHFFFAOYSA-N 0.000 claims 1
- MXYXTJQGFQIKBX-INIZCTEOSA-N 6-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]-1h-quinolin-2-one Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=C3C=CC(=O)NC3=CC=1)N=C2N1CCOC[C@@H]1C MXYXTJQGFQIKBX-INIZCTEOSA-N 0.000 claims 1
- ONRUNGPKZMIFCE-HNNXBMFYSA-N 6-[4-[4-[(3s)-3-methylmorpholin-4-yl]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyridin-2-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)C=CC=3)=CC=2)=NC2=C1CCNC2 ONRUNGPKZMIFCE-HNNXBMFYSA-N 0.000 claims 1
- RVYWAQSNXXFOBG-SFHVURJKSA-N 6-[4-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyridin-2-one Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=CC(NC=3NC(=O)C=CC=3)=CC=1)N=C2N1CCOC[C@@H]1C RVYWAQSNXXFOBG-SFHVURJKSA-N 0.000 claims 1
- DJDJGJVGAMOFFZ-IBGZPJMESA-N 6-[4-[7-(1-ethylimidazol-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyridin-2-one Chemical compound CCN1C=CN=C1N1CC(N=C(N=C2N3[C@H](COCC3)C)C=3C=CC(NC=4NC(=O)C=CC=4)=CC=3)=C2CC1 DJDJGJVGAMOFFZ-IBGZPJMESA-N 0.000 claims 1
- ZIYQKVGBYIICBI-SFHVURJKSA-N 6-[4-[7-(1-methylimidazol-2-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyridin-2-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)C=CC=3)=CC=2)=NC2=C1CCN(C=1N(C=CN=1)C)C2 ZIYQKVGBYIICBI-SFHVURJKSA-N 0.000 claims 1
- HLAISOZRCHKVSU-SFHVURJKSA-N 6-[4-[7-(2-methoxyethyl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyridin-2-one Chemical compound C1N(CCOC)CCC2=C1N=C(C=1C=CC(NC=3NC(=O)C=CC=3)=CC=1)N=C2N1CCOC[C@@H]1C HLAISOZRCHKVSU-SFHVURJKSA-N 0.000 claims 1
- UNTDCXPHBFCXRG-INIZCTEOSA-N 6-[4-[7-acetyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-1h-pyridin-2-one Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)C=CC=3)=CC=2)=NC2=C1CCN(C(C)=O)C2 UNTDCXPHBFCXRG-INIZCTEOSA-N 0.000 claims 1
- BCRWUCQNSJJYFG-FQEVSTJZSA-N 6-[4-[7-benzyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]anilino]-3-methyl-1h-pyrimidine-2,4-dione Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)N(C)C(=O)C=3)=CC=2)=NC2=C1CCN(CC=1C=CC=CC=1)C2 BCRWUCQNSJJYFG-FQEVSTJZSA-N 0.000 claims 1
- DTMFNXOBHMZXAW-KRWDZBQOSA-N 6-[[5-[4-[(3s)-3-methylmorpholin-4-yl]-7-propan-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]pyridin-2-yl]amino]-1h-pyridin-2-one Chemical compound C1N(C(C)C)CCC2=C1N=C(C=1C=NC(NC=3NC(=O)C=CC=3)=CC=1)N=C2N1CCOC[C@@H]1C DTMFNXOBHMZXAW-KRWDZBQOSA-N 0.000 claims 1
- OTYFBULLQUNSJI-IBGZPJMESA-N 7-ethyl-4-[(3s)-3-ethylmorpholin-4-yl]-2-[4-[(6-oxo-1h-pyridin-2-yl)amino]phenyl]-5,6-dihydropyrido[3,4-d]pyrimidin-8-one Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)C=CC=3)=CC=2)=NC2=C1CCN(CC)C2=O OTYFBULLQUNSJI-IBGZPJMESA-N 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- SABRANNVZLVMQN-UHFFFAOYSA-N CC1COCCN1C1=NC(C=2C=CC(NC(N)=O)=CC=2)=NC2=C1CCNC2 Chemical compound CC1COCCN1C1=NC(C=2C=CC(NC(N)=O)=CC=2)=NC2=C1CCNC2 SABRANNVZLVMQN-UHFFFAOYSA-N 0.000 claims 1
- ZYDJSVLXMTWCEH-UHFFFAOYSA-N [4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]urea Chemical compound C1=CC(NC(=O)N)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=CC=CN=1)C2 ZYDJSVLXMTWCEH-UHFFFAOYSA-N 0.000 claims 1
- LVELZUANKBQOPX-HNNXBMFYSA-N [4-[4-[(3s)-3-methylmorpholin-4-yl]-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl]phenyl]urea Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(N)=O)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 LVELZUANKBQOPX-HNNXBMFYSA-N 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- SEHICTXEIZXZEK-UHFFFAOYSA-N benzyl 2-[4-(ethylcarbamoylamino)phenyl]-4-(1,4-oxazepan-4-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCCC2)=NC2=C1CCN(C(=O)OCC=1C=CC=CC=1)C2 SEHICTXEIZXZEK-UHFFFAOYSA-N 0.000 claims 1
- UZZUDLNECVNYKF-UHFFFAOYSA-N benzyl 2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CN(C(=O)OCC=1C=CC=CC=1)C2 UZZUDLNECVNYKF-UHFFFAOYSA-N 0.000 claims 1
- QLKPEKQVMUDJRM-UHFFFAOYSA-N benzyl 2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OCC=1C=CC=CC=1)C2 QLKPEKQVMUDJRM-UHFFFAOYSA-N 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 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 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 125000005879 dioxolanyl group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- NYPGUSWHIXFWSI-INIZCTEOSA-N ethyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OCC)C2 NYPGUSWHIXFWSI-INIZCTEOSA-N 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 125000004474 heteroalkylene group Chemical group 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000004499 isoxazol-5-yl group Chemical group O1N=CC=C1* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- WRRJUFVIUJAMNQ-UHFFFAOYSA-N methyl 2-[2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-7-yl]-6-methylpyrimidine-4-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C=1N=C(C=C(C)N=1)C(=O)OC)C2 WRRJUFVIUJAMNQ-UHFFFAOYSA-N 0.000 claims 1
- WUPUGZHGSRLBDH-HNNXBMFYSA-N methyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC)C2 WUPUGZHGSRLBDH-HNNXBMFYSA-N 0.000 claims 1
- GAIJXTJKNCULPJ-UHFFFAOYSA-N methyl 2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC)C2 GAIJXTJKNCULPJ-UHFFFAOYSA-N 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- ZKKBJFMUPDPRCD-UHFFFAOYSA-N n-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-1h-benzimidazol-2-amine Chemical compound C1COCCN1C1=NC(C=2C=CC(NC=3NC4=CC=CC=C4N=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 ZKKBJFMUPDPRCD-UHFFFAOYSA-N 0.000 claims 1
- UTDZRCFNFNIRSH-UHFFFAOYSA-N n-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]-1h-imidazol-2-amine Chemical compound C1COCCN1C1=NC(C=2C=CC(NC=3NC=CN=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 UTDZRCFNFNIRSH-UHFFFAOYSA-N 0.000 claims 1
- DKLNXNDBZAPKFH-UHFFFAOYSA-N n-[4-(4-morpholin-4-yl-7-pyrimidin-2-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidin-2-yl)phenyl]pyrimidin-2-amine Chemical compound C1COCCN1C1=NC(C=2C=CC(NC=3N=CC=CN=3)=CC=2)=NC2=C1CCN(C=1N=CC=CN=1)C2 DKLNXNDBZAPKFH-UHFFFAOYSA-N 0.000 claims 1
- LSONTHVZQIRIRG-KRWDZBQOSA-N n-ethyl-4-[(3s)-3-methylmorpholin-4-yl]-2-[4-[(6-oxo-1h-pyridin-2-yl)amino]phenyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxamide Chemical compound C1N(C(=O)NCC)CCC2=C1N=C(C=1C=CC(NC=3NC(=O)C=CC=3)=CC=1)N=C2N1CCOC[C@@H]1C LSONTHVZQIRIRG-KRWDZBQOSA-N 0.000 claims 1
- 125000004287 oxazol-2-yl group Chemical group [H]C1=C([H])N=C(*)O1 0.000 claims 1
- 125000003145 oxazol-4-yl group Chemical group O1C=NC(=C1)* 0.000 claims 1
- 125000004304 oxazol-5-yl group Chemical group O1C=NC=C1* 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- IHPPCOHQZPLMBW-KRWDZBQOSA-N propan-2-yl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)C)C2 IHPPCOHQZPLMBW-KRWDZBQOSA-N 0.000 claims 1
- UIRUEPAOXJBSAX-UHFFFAOYSA-N propan-2-yl 2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)C)C2 UIRUEPAOXJBSAX-UHFFFAOYSA-N 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000004289 pyrazol-3-yl group Chemical group [H]N1N=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004497 pyrazol-5-yl group Chemical group N1N=CC=C1* 0.000 claims 1
- 125000002098 pyridazinyl group Chemical group 0.000 claims 1
- 125000005494 pyridonyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 1
- SMPCLQCICDGOCB-WMZHIEFXSA-N tert-butyl (8r)-2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-8-prop-2-enyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@@H]2CC=C SMPCLQCICDGOCB-WMZHIEFXSA-N 0.000 claims 1
- RRKRYAGIWXSHBP-OAQYLSRUSA-N tert-butyl (8r)-2-[4-(ethylcarbamoylamino)phenyl]-8-(2-hydroxyethyl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@@H]2CCO RRKRYAGIWXSHBP-OAQYLSRUSA-N 0.000 claims 1
- FAAKQKSBGJQYFL-ZWKOTPCHSA-N tert-butyl (8r)-2-[4-(ethylcarbamoylamino)phenyl]-8-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@@H]2C FAAKQKSBGJQYFL-ZWKOTPCHSA-N 0.000 claims 1
- SXVQYBXFKFDBPF-XMMPIXPASA-N tert-butyl (8r)-8-(4-ethoxy-4-oxobutyl)-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@@H]2CCCC(=O)OCC SXVQYBXFKFDBPF-XMMPIXPASA-N 0.000 claims 1
- VVLSVTFDBACLMT-OAQYLSRUSA-N tert-butyl (8r)-8-(cyanomethyl)-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@@H]2CC#N VVLSVTFDBACLMT-OAQYLSRUSA-N 0.000 claims 1
- NOCAKDWPNQYSSR-PVOYRIJTSA-N tert-butyl (8r)-8-[(e)-4-ethoxy-4-oxobut-2-enyl]-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@@H]2C\C=C\C(=O)OCC NOCAKDWPNQYSSR-PVOYRIJTSA-N 0.000 claims 1
- AOSASMVTSWYSAW-OAQYLSRUSA-N tert-butyl (8r)-8-ethyl-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@@H]2CC AOSASMVTSWYSAW-OAQYLSRUSA-N 0.000 claims 1
- SMPCLQCICDGOCB-CVDCTZTESA-N tert-butyl (8s)-2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-8-prop-2-enyl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2CC=C SMPCLQCICDGOCB-CVDCTZTESA-N 0.000 claims 1
- FAAKQKSBGJQYFL-ROUUACIJSA-N tert-butyl (8s)-2-[4-(ethylcarbamoylamino)phenyl]-8-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2C FAAKQKSBGJQYFL-ROUUACIJSA-N 0.000 claims 1
- SXVQYBXFKFDBPF-DEOSSOPVSA-N tert-butyl (8s)-8-(4-ethoxy-4-oxobutyl)-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2CCCC(=O)OCC SXVQYBXFKFDBPF-DEOSSOPVSA-N 0.000 claims 1
- BJLBKGUJKOOVQC-AVRDEDQJSA-N tert-butyl (8s)-8-(cyanomethyl)-2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2CC#N BJLBKGUJKOOVQC-AVRDEDQJSA-N 0.000 claims 1
- VVLSVTFDBACLMT-NRFANRHFSA-N tert-butyl (8s)-8-(cyanomethyl)-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2CC#N VVLSVTFDBACLMT-NRFANRHFSA-N 0.000 claims 1
- NOCAKDWPNQYSSR-DRBUTMMVSA-N tert-butyl (8s)-8-[(e)-4-ethoxy-4-oxobut-2-enyl]-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2C\C=C\C(=O)OCC NOCAKDWPNQYSSR-DRBUTMMVSA-N 0.000 claims 1
- AOSASMVTSWYSAW-NRFANRHFSA-N tert-butyl (8s)-8-ethyl-2-[4-(ethylcarbamoylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)[C@H]2CC AOSASMVTSWYSAW-NRFANRHFSA-N 0.000 claims 1
- RINYDBZXKNWTFJ-INIZCTEOSA-N tert-butyl 2-(1h-indol-5-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C[C@H]1COCCN1C1=NC(C=2C=C3C=CNC3=CC=2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 RINYDBZXKNWTFJ-INIZCTEOSA-N 0.000 claims 1
- APUDFYFECGKPIM-UHFFFAOYSA-N tert-butyl 2-(2-aminopyrimidin-5-yl)-4-(3,4-dihydro-2h-pyran-4-yl)-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylate Chemical compound C=12CN(C(=O)OC(C)(C)C)CC2=NC(C=2C=NC(N)=NC=2)=NC=1C1CCOC=C1 APUDFYFECGKPIM-UHFFFAOYSA-N 0.000 claims 1
- QFOFFCNUACPNKZ-ZDUSSCGKSA-N tert-butyl 2-(2-aminopyrimidin-5-yl)-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C[C@H]1COCCN1C1=NC(C=2C=NC(N)=NC=2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 QFOFFCNUACPNKZ-ZDUSSCGKSA-N 0.000 claims 1
- FUNKWXUNRDQHAN-UHFFFAOYSA-N tert-butyl 2-(2-aminopyrimidin-5-yl)-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCC2=C1N=C(C=1C=NC(N)=NC=1)N=C2N1CCOCC1 FUNKWXUNRDQHAN-UHFFFAOYSA-N 0.000 claims 1
- AYSSWCQKUIYQAL-BGYRXZFFSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(1s,5r)-8-oxa-3-azabicyclo[3.2.1]octan-3-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C([C@]1(CC[C@@](C2)(O1)[H])[H])N2C(C=1CCN(CC=1N=1)C(=O)OC(C)(C)C)=NC=1C1=CC=C(NC(=O)NCC)C=C1 AYSSWCQKUIYQAL-BGYRXZFFSA-N 0.000 claims 1
- NLPOHPJVDDEGHU-QGZVFWFLSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3r)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 NLPOHPJVDDEGHU-QGZVFWFLSA-N 0.000 claims 1
- OIBGRGIJFNDIHS-IBGZPJMESA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-(hydroxymethyl)morpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CO)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 OIBGRGIJFNDIHS-IBGZPJMESA-N 0.000 claims 1
- WVVAQMKMASYMOW-FQEVSTJZSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-ethylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)CC)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 WVVAQMKMASYMOW-FQEVSTJZSA-N 0.000 claims 1
- NLPOHPJVDDEGHU-KRWDZBQOSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 NLPOHPJVDDEGHU-KRWDZBQOSA-N 0.000 claims 1
- XBFSEWUFJMORKE-HSZRJFAPSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-propan-2-ylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C(C)C)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 XBFSEWUFJMORKE-HSZRJFAPSA-N 0.000 claims 1
- MXMYYCUMYNWNBL-UHFFFAOYSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-4-pyridin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1C=2C=CN=CC=2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 MXMYYCUMYNWNBL-UHFFFAOYSA-N 0.000 claims 1
- FAAKQKSBGJQYFL-ZENAZSQFSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-8-methyl-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)C2C FAAKQKSBGJQYFL-ZENAZSQFSA-N 0.000 claims 1
- AOZQFLCLKSXYRA-UHFFFAOYSA-N tert-butyl 2-[4-(ethylcarbamoylamino)phenyl]-8-methyl-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2C AOZQFLCLKSXYRA-UHFFFAOYSA-N 0.000 claims 1
- BNWUAPFLCOIYOA-UHFFFAOYSA-N tert-butyl 2-[4-(methylamino)phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 BNWUAPFLCOIYOA-UHFFFAOYSA-N 0.000 claims 1
- MBLOQLGLZGMCSB-KRWDZBQOSA-N tert-butyl 2-[4-[(3-methyl-2,4-dioxo-1h-pyrimidin-6-yl)amino]phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC=3NC(=O)N(C)C(=O)C=3)=CC=2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 MBLOQLGLZGMCSB-KRWDZBQOSA-N 0.000 claims 1
- WWTPIETUZPYYHT-UHFFFAOYSA-N tert-butyl 2-[4-[ethylcarbamoyl(methyl)amino]phenyl]-4-morpholin-4-yl-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(N(C)C(=O)NCC)=CC=C1C(N=C1N2CCOCC2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 WWTPIETUZPYYHT-UHFFFAOYSA-N 0.000 claims 1
- SYAPTYDHMNADTA-FQEVSTJZSA-N tert-butyl 4-[(3s)-3-ethylmorpholin-4-yl]-2-[4-(2-hydroxyethylcarbamoylamino)phenyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound CC[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NCCO)=CC=2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 SYAPTYDHMNADTA-FQEVSTJZSA-N 0.000 claims 1
- MGJFICMMVOCTGU-INIZCTEOSA-N tert-butyl 4-[(3s)-3-methylmorpholin-4-yl]-2-(2-oxo-1h-quinolin-6-yl)-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C[C@H]1COCCN1C1=NC(C=2C=C3C=CC(=O)NC3=CC=2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 MGJFICMMVOCTGU-INIZCTEOSA-N 0.000 claims 1
- HIGKEUWRKRPDQA-KRWDZBQOSA-N tert-butyl 4-[(3s)-3-methylmorpholin-4-yl]-2-[4-(oxetan-3-ylcarbamoylamino)phenyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C[C@H]1COCCN1C1=NC(C=2C=CC(NC(=O)NC3COC3)=CC=2)=NC2=C1CCN(C(=O)OC(C)(C)C)C2 HIGKEUWRKRPDQA-KRWDZBQOSA-N 0.000 claims 1
- NMQIRQVAMAGJLZ-UHFFFAOYSA-N tert-butyl 4-morpholin-4-yl-2-[4-[[3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCC2=C1N=C(C=1C=CC(NC(=O)NC=3C=C(C=CC=3)C(F)(F)F)=CC=1)N=C2N1CCOCC1 NMQIRQVAMAGJLZ-UHFFFAOYSA-N 0.000 claims 1
- ATIYWPANRZWDNK-HXBUSHRASA-N tert-butyl 8-(2-aminoethyl)-2-[4-(ethylcarbamoylamino)phenyl]-4-[(3s)-3-methylmorpholin-4-yl]-6,8-dihydro-5h-pyrido[3,4-d]pyrimidine-7-carboxylate Chemical compound C1=CC(NC(=O)NCC)=CC=C1C(N=C1N2[C@H](COCC2)C)=NC2=C1CCN(C(=O)OC(C)(C)C)C2CCN ATIYWPANRZWDNK-HXBUSHRASA-N 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
- 125000001113 thiadiazolyl group Chemical group 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000004306 triazinyl group Chemical group 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 3
- 229940079593 drug Drugs 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/18—Bridged systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/14—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Oncology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US8530908P | 2008-07-31 | 2008-07-31 | |
| US61/085,309 | 2008-07-31 | ||
| PCT/US2009/052469 WO2010014939A1 (en) | 2008-07-31 | 2009-07-31 | Pyrimidine compounds, compositions and methods of use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2011107278A RU2011107278A (ru) | 2012-09-10 |
| RU2473549C2 true RU2473549C2 (ru) | 2013-01-27 |
Family
ID=41610758
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2011107278/04A RU2473549C2 (ru) | 2008-07-31 | 2009-07-31 | Пиримидиновые соединения, композиции и способы применения |
Country Status (23)
| Country | Link |
|---|---|
| US (2) | US8163763B2 (enExample) |
| EP (1) | EP2318377B1 (enExample) |
| JP (1) | JP2011529920A (enExample) |
| KR (1) | KR20110046514A (enExample) |
| CN (1) | CN102171194A (enExample) |
| AR (1) | AR073354A1 (enExample) |
| AU (1) | AU2009276339B2 (enExample) |
| BR (1) | BRPI0911688A2 (enExample) |
| CA (1) | CA2729045A1 (enExample) |
| CL (1) | CL2011000191A1 (enExample) |
| CO (1) | CO6311051A2 (enExample) |
| EC (1) | ECSP11010796A (enExample) |
| ES (1) | ES2432821T3 (enExample) |
| IL (1) | IL210462A0 (enExample) |
| MA (1) | MA32580B1 (enExample) |
| MX (1) | MX2011001196A (enExample) |
| NZ (1) | NZ590777A (enExample) |
| PE (1) | PE20110403A1 (enExample) |
| RU (1) | RU2473549C2 (enExample) |
| TW (1) | TW201018681A (enExample) |
| UA (1) | UA101676C2 (enExample) |
| WO (1) | WO2010014939A1 (enExample) |
| ZA (1) | ZA201100110B (enExample) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2649141C2 (ru) * | 2015-04-20 | 2018-03-30 | государственное бюджетное образовательное учреждение высшего профессионального образования "Пермская государственная фармацевтическая академия" Министерства здравоохранения Российской Федерации (ГБОУ ВПО ПГФА Минздрава России) | 3,4-диметил-6-(3-пиридил)-N-фенил-2-оксо-1,2,3,6-тетрагидропиримидин-5-карбоксамид, проявляющий противогрибковое действие в отношении штамма Candida albicans |
| RU2771201C2 (ru) * | 2017-11-06 | 2022-04-28 | Медшайн Дискавери Инк. | ПИРИДОПИРИМИДИНОВЫЕ СОЕДИНЕНИЯ, ВЫПОЛНЯЮЩИЕ ФУНКЦИЮ ДВОЙНЫХ ИНГИБИТОРОВ mTORC 1/2 |
| RU2811969C2 (ru) * | 2018-04-24 | 2024-01-19 | Мерк Патент Гмбх | Антипролиферативные соединения и их применения |
| US12195453B2 (en) | 2018-04-24 | 2025-01-14 | Merck Patent Gmbh | Antiproliferation compounds and uses thereof |
Families Citing this family (54)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998010381A1 (en) * | 1996-09-04 | 1998-03-12 | Intertrust Technologies Corp. | Trusted infrastructure support systems, methods and techniques for secure electronic commerce, electronic transactions, commerce process control and automation, distributed computing, and rights management |
| AU2009260447B2 (en) | 2008-05-30 | 2012-03-29 | Amgen Inc. | Inhibitors of PI3 kinase |
| KR20110046514A (ko) | 2008-07-31 | 2011-05-04 | 제넨테크, 인크. | 피리미딘 화합물, 조성물 및 사용 방법 |
| WO2010043676A1 (en) * | 2008-10-17 | 2010-04-22 | Boehringer Ingelheim International Gmbh | Tetra-aza-heterocycles as phosphatidylinositol-3-kinases (pi3-kinases) inhibitor |
| CA2755061A1 (en) * | 2009-03-13 | 2010-09-16 | Cellzome Limited | Pyrimidine derivatives as mtor inhibitors |
| WO2010120991A1 (en) * | 2009-04-17 | 2010-10-21 | Wyeth Llc | 5, 6, 7, 8-tetrahydropyrido[4,3-d]pyrimidine compounds, their use as mtor, pi3, and hsmg-1 kinase inhibitors, and their syntheses |
| WO2010120996A1 (en) * | 2009-04-17 | 2010-10-21 | Wyeth Llc | 5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine compounds, their use as mtor kinase and pi3 kinase inhibitors, and their syntheses |
| UY32582A (es) | 2009-04-28 | 2010-11-30 | Amgen Inc | Inhibidores de fosfoinositida 3 cinasa y/u objetivo mamífero |
| SG176959A1 (en) * | 2009-06-24 | 2012-01-30 | Genentech Inc | Oxo-heterocycle fused pyrimidine compounds, compositions and methods of use |
| ES2567168T3 (es) * | 2009-11-12 | 2016-04-20 | F. Hoffmann-La Roche Ag | Compuestos purina y pirazolopirimidina N7-sustituidos, composiciones y métodos de utilización |
| US8288381B2 (en) * | 2009-11-12 | 2012-10-16 | Genentech, Inc. | N-9 substituted purine compounds, compositions and methods of use |
| US9249129B2 (en) | 2010-03-04 | 2016-02-02 | Cellzome Limited | Morpholino substituted urea derivatives as mTOR inhibitors |
| CN102803227B (zh) | 2010-03-16 | 2016-01-20 | 默克专利有限公司 | 吗啉基喹唑啉 |
| EP3075730B1 (en) | 2010-06-04 | 2018-10-24 | Genentech, Inc. | Aminopyrimidine derivatives as lrrk2 modulators |
| WO2012027234A1 (en) * | 2010-08-23 | 2012-03-01 | Schering Corporation | Fused tricyclic inhibitors of mammalian target of rapamycin |
| ES2746134T3 (es) | 2010-11-10 | 2020-03-04 | Genentech Inc | Derivados de pirazol aminopirimidina como moduladores de LRRK2 |
| KR20140099556A (ko) | 2010-12-16 | 2014-08-12 | 에프. 호프만-라 로슈 아게 | 트라이사이클릭 pi3k 억제제 화합물 및 이의 사용 방법 |
| ES2620644T3 (es) * | 2011-04-01 | 2017-06-29 | Genentech, Inc. | Combinaciones de compuestos inhibidores de AKT y agentes quimioterapéuticos, y métodos de uso |
| RU2013148817A (ru) * | 2011-04-01 | 2015-05-10 | Дженентек, Инк. | Комбинации соединений-ингибиторов акт и мек и способы их применения |
| JP2014510122A (ja) * | 2011-04-04 | 2014-04-24 | セルゾーム リミテッド | mTOR阻害剤としてのジヒドロピロロピリミジン誘導体 |
| US8846656B2 (en) | 2011-07-22 | 2014-09-30 | Novartis Ag | Tetrahydropyrido-pyridine and tetrahydropyrido-pyrimidine compounds and use thereof as C5a receptor modulators |
| US9101900B2 (en) | 2011-07-27 | 2015-08-11 | Res Usa, Llc | Gasification system and method |
| CN103917530B (zh) | 2011-09-21 | 2016-08-24 | 塞尔佐姆有限公司 | 作为mtor抑制剂的吗啉代取代的脲或氨基甲酸衍生物 |
| AU2012320465B2 (en) | 2011-10-07 | 2016-03-03 | Cellzome Limited | Morpholino substituted bicyclic pyrimidine urea or carbamate derivatives as mTOR inhibitors |
| AR089284A1 (es) | 2011-12-22 | 2014-08-13 | Galapagos Nv | Dihidropirimidinoisoquinolinonas y composiciones farmaceuticas de las mismas para el tratamiento de trastornos inflamatorios |
| WO2013134518A1 (en) | 2012-03-09 | 2013-09-12 | Amgen Inc. | Sulfamide sodium channel inhibitors |
| BR112014028881A2 (pt) | 2012-05-23 | 2017-06-27 | Hoffmann La Roche | populações de células, banco de células, métodos de obtenção de uma população de células, métodos de identificação de um fator, métodos de seleção, métodos de fornecimento de terapia, populações de hepatócitos e método de obtenção de células |
| AU2013380573B2 (en) * | 2013-03-08 | 2016-07-07 | Wockhardt Limited | A process for sodium salt of (2S, 5R)-2-carboxamido-7-oxo-6-sulfooxy -1,6-diaza-bicyclo[3.2.1]octane |
| CN106467538B (zh) * | 2015-08-14 | 2019-03-05 | 沈阳中化农药化工研发有限公司 | 一种取代的四氢异喹啉化合物与用途 |
| KR20170114254A (ko) * | 2016-03-24 | 2017-10-13 | 재단법인 대구경북첨단의료산업진흥재단 | 신규한 피리딘 유도체, 이의 제조방법 및 이를 유효성분으로 함유하는 fgfr 관련 질환의 예방 또는 치료용 약학적 조성물 |
| MX382339B (es) | 2016-05-18 | 2025-03-13 | Mirati Therapeutics Inc | Inhibidores g12c de kras. |
| JOP20190257A1 (ar) | 2017-04-28 | 2019-10-28 | Novartis Ag | مركبات أريل غير متجانسة ثنائية الحلقة مندمجة 6-6 واستخدامها كمثبطات lats |
| US10647715B2 (en) | 2017-11-15 | 2020-05-12 | Mirati Therapeutics, Inc. | KRas G12C inhibitors |
| EP3710439B1 (en) | 2017-11-15 | 2023-02-15 | Mirati Therapeutics, Inc. | Kras g12c inhibitors |
| JP7569688B2 (ja) | 2017-12-22 | 2024-10-18 | ハイバーセル,インコーポレイテッド | ホスファチジルイノシトールリン酸キナーゼ阻害剤としてのアミノピリジン誘導体 |
| US11932633B2 (en) | 2018-05-07 | 2024-03-19 | Mirati Therapeutics, Inc. | KRas G12C inhibitors |
| CN112955137B (zh) | 2018-09-10 | 2025-05-13 | 米拉蒂治疗股份有限公司 | 组合疗法 |
| WO2020055760A1 (en) | 2018-09-10 | 2020-03-19 | Mirati Therapeutics, Inc. | Combination therapies |
| LT3849537T (lt) | 2018-09-10 | 2025-02-10 | Mirati Therapeutics, Inc. | Kompleksinės terapijos |
| SG11202102357RA (en) | 2018-12-05 | 2021-04-29 | Mirati Therapeutics Inc | Combination therapies |
| JP7592601B2 (ja) | 2019-01-10 | 2024-12-02 | ミラティ セラピューティクス, インコーポレイテッド | Kras g12c阻害剤 |
| GB201905222D0 (en) * | 2019-04-12 | 2019-05-29 | Airspan Networks Inc | Air-to-ground (ATG) communication technologies |
| TW202112767A (zh) | 2019-06-17 | 2021-04-01 | 美商佩特拉製藥公司 | 作為磷脂酸肌醇磷酸激酶抑制劑之胺基吡啶衍生物 |
| WO2021041671A1 (en) | 2019-08-29 | 2021-03-04 | Mirati Therapeutics, Inc. | Kras g12d inhibitors |
| CA3152025A1 (en) | 2019-09-24 | 2021-04-01 | David BRIERE | Combination therapies |
| CN115135315B (zh) | 2019-12-20 | 2024-11-26 | 米拉蒂治疗股份有限公司 | Sos1抑制剂 |
| CA3190944A1 (en) | 2020-09-11 | 2022-03-17 | Mirati Therapeutics, Inc. | Crystalline forms of a kras g12c inhibitor |
| EP4214204A1 (en) | 2020-09-18 | 2023-07-26 | Bayer Aktiengesellschaft | Pyrido[2,3-d]pyrimidin-4-amines as sos1 inhibitors |
| EP4262807A4 (en) | 2020-12-15 | 2025-04-23 | Mirati Therapeutics, Inc. | Azachinazoline pan-KRAS inhibitors |
| US11999753B2 (en) | 2020-12-16 | 2024-06-04 | Mirati Therapeutics, Inc. | Tetrahydropyridopyrimidine pan-KRas inhibitors |
| EP4074317A1 (en) | 2021-04-14 | 2022-10-19 | Bayer AG | Phosphorus derivatives as novel sos1 inhibitors |
| CN115466258A (zh) * | 2021-06-11 | 2022-12-13 | 成都苑东生物制药股份有限公司 | Atr抑制剂及其用途 |
| CN117164590A (zh) * | 2022-05-25 | 2023-12-05 | 沈阳药科大学 | 稠合嘧啶类衍生物及其应用 |
| CN118538308B (zh) * | 2024-07-12 | 2024-11-22 | 碳氢数科(成都)信息技术有限公司 | 化学反应数据挖掘方法、系统、存储介质及终端 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2136683C1 (ru) * | 1995-06-07 | 1999-09-10 | Пфайзер Инк. | Сконденсированные с гетероциклическим кольцом производные пиримидина |
| US20040043986A1 (en) * | 2002-08-13 | 2004-03-04 | Joe Nahra | 5,6-Fused 3,4-dihydropyrimidine-2-one derivatives as matrix metalloproteinase inhibitors |
| WO2007106503A2 (en) * | 2006-03-13 | 2007-09-20 | Osi Pharmaceuticals, Inc. | Combined treatment with an egfr kinase inhibitor and an agent that sensitizes tumor cells to the effects of egfr kinase inhibitors |
| WO2008023161A1 (en) * | 2006-08-23 | 2008-02-28 | Kudos Pharmaceuticals Limited | 2-methylmorpholine pyrido-, pyrazo- and pyrimido-pyrimidine derivatives as mtor inhibitors |
| RU2326882C2 (ru) * | 2002-11-04 | 2008-06-20 | Ф.Хоффманн-Ля Рош Аг | Пиримидиновые соединения, обладающие антипролиферативной активностью (ii) |
Family Cites Families (67)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1197466B (de) * | 1962-03-22 | 1965-07-29 | Thomae Gmbh Dr K | Verfahren zur Herstellung von neuen 5, 6, 7, 8-Tetrahydropyrido-[4, 3-d]pyrimidinen |
| JPH04224580A (ja) | 1990-12-25 | 1992-08-13 | Nippon Soda Co Ltd | ピリミジン誘導体、その製造方法及び農園芸用殺菌剤 |
| US5338740A (en) * | 1993-07-13 | 1994-08-16 | Pfizer Inc. | Angiotensin II receptor antagonists |
| US5942508A (en) * | 1997-02-04 | 1999-08-24 | Senju Pharmaceutical Co., Ltd. | Method for solubilizing pyridonecarboxylic acid solubilizer thereof and aqueous solution containing solubilized pyridonecarboxylic acid |
| US6187777B1 (en) * | 1998-02-06 | 2001-02-13 | Amgen Inc. | Compounds and methods which modulate feeding behavior and related diseases |
| PL204628B1 (pl) * | 1998-06-02 | 2010-01-29 | Osi Pharmaceuticals | Pochodna pirolo[2,3d]pirymidyny, jej zastosowanie i sposoby wytwarzania tej pochodnej i preparaty farmaceutyczne |
| JP3810017B2 (ja) * | 2000-04-27 | 2006-08-16 | アステラス製薬株式会社 | 縮合ヘテロアリール誘導体 |
| KR100774855B1 (ko) * | 2000-04-27 | 2007-11-08 | 아스텔라스세이야쿠 가부시키가이샤 | 축합 헤테로아릴 유도체 |
| US6608053B2 (en) * | 2000-04-27 | 2003-08-19 | Yamanouchi Pharmaceutical Co., Ltd. | Fused heteroaryl derivatives |
| WO2002022605A1 (en) | 2000-09-15 | 2002-03-21 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
| AP2003002825A0 (en) * | 2000-12-21 | 2003-09-30 | Vertex Pharma | Pyrazole compounds useful as protein kinase inhibitors |
| US7105667B2 (en) * | 2001-05-01 | 2006-09-12 | Bristol-Myers Squibb Co. | Fused heterocyclic compounds and use thereof |
| WO2002088079A2 (en) | 2001-05-01 | 2002-11-07 | Bristol-Myers Squibb Company | Dual inhibitors of pde 7 and pde 4 |
| PE20030008A1 (es) * | 2001-06-19 | 2003-01-22 | Bristol Myers Squibb Co | Inhibidores duales de pde 7 y pde 4 |
| AU2002364536B2 (en) * | 2001-12-07 | 2008-10-23 | Vertex Pharmaceuticals, Inc. | Pyrimidine-based compounds useful as GSK-3 inhibitors |
| US7091343B2 (en) * | 2002-03-15 | 2006-08-15 | Vertex Pharmaceuticals Incorporated | Compositions useful as inhibitors of protein kinases |
| US7524852B2 (en) * | 2002-06-07 | 2009-04-28 | Kyowa Hakko Kogyo Co., Ltd. | Bicyclic pyrimidine derivatives |
| JP4530852B2 (ja) * | 2002-07-15 | 2010-08-25 | メルク・シャープ・エンド・ドーム・コーポレイション | 糖尿病治療のためのピペリジノピリミジンジペプチジルペプチダーゼ阻害剤 |
| US7223766B2 (en) * | 2003-03-28 | 2007-05-29 | Scios, Inc. | Bi-cyclic pyrimidine inhibitors of TGFβ |
| EP1646615B1 (en) * | 2003-06-06 | 2009-08-26 | Vertex Pharmaceuticals Incorporated | Pyrimidine derivatives as modulators of atp-binding cassette transporters |
| EP1663994B1 (en) * | 2003-08-05 | 2012-03-07 | Vertex Pharmaceuticals Incorporated | Tetrahydroquinazoline compounds as inhibitors of voltage-gated ion channels |
| US7312330B2 (en) | 2003-12-24 | 2007-12-25 | Renovis, Inc. | Bicycloheteroarylamine compounds as ion channel ligands and uses thereof |
| TW200530235A (en) | 2003-12-24 | 2005-09-16 | Renovis Inc | Bicycloheteroarylamine compounds as ion channel ligands and uses thereof |
| WO2005067546A2 (en) * | 2004-01-13 | 2005-07-28 | Ambit Biosciences Corporation | Pyrrolopyrimidine derivatives and analogs and their use in the treatment and prevention of diseases |
| AP2007003923A0 (en) | 2004-09-30 | 2007-02-28 | Tibotec Pharm Ltd | Hcv inhibiting bi-cyclic pyrimidines |
| US7906528B2 (en) * | 2004-10-05 | 2011-03-15 | Novartis International Pharmaceutical Ltd. | Pyrrolo-pyridine, pyrrolo-pyrimidine and related heterocyclic compounds |
| JP4862654B2 (ja) * | 2004-10-08 | 2012-01-25 | アステラス製薬株式会社 | 芳香環縮合ピリミジン誘導体 |
| TW200621257A (en) * | 2004-10-20 | 2006-07-01 | Astellas Pharma Inc | Pyrimidine derivative fused with nonaromatic ring |
| GB0423653D0 (en) * | 2004-10-25 | 2004-11-24 | Piramed Ltd | Pharmaceutical compounds |
| US20060128710A1 (en) * | 2004-12-09 | 2006-06-15 | Chih-Hung Lee | Antagonists to the vanilloid receptor subtype 1 (VR1) and uses thereof |
| JP2008525422A (ja) | 2004-12-23 | 2008-07-17 | ファイザー・プロダクツ・インク | 抗癌剤として有用な複素芳香族誘導体 |
| JP2008531538A (ja) | 2005-02-25 | 2008-08-14 | クドス ファーマシューティカルズ リミテッド | 2,4−ジアミノ−ピリドピリミジン誘導体とmTOR阻害剤としてのその使用 |
| GB2431156A (en) | 2005-10-11 | 2007-04-18 | Piramed Ltd | 1-cyclyl-3-substituted- -benzenes and -azines as inhibitors of phosphatidylinositol 3-kinase |
| GB0520657D0 (en) * | 2005-10-11 | 2005-11-16 | Ludwig Inst Cancer Res | Pharmaceutical compounds |
| EP1954699B1 (en) * | 2005-11-22 | 2012-09-19 | Kudos Pharmaceuticals Ltd | PYRIDO-, PYRAZO- AND PYRIMIDOPYRIMIDINE DERIVATIVES AS mTOR INHIBITORS |
| KR20080083188A (ko) | 2006-01-11 | 2008-09-16 | 아스트라제네카 아베 | 모르폴리노 피리미딘 유도체 및 요법에서의 그 유도체의용도 |
| PE20080145A1 (es) * | 2006-03-21 | 2008-02-11 | Janssen Pharmaceutica Nv | Tetrahidro-pirimidoazepinas como moduladores de trpv1 |
| BRPI0710866A2 (pt) | 2006-04-26 | 2012-08-14 | Hoffmann La Roche | compostos farmacÊuticos |
| KR101402474B1 (ko) * | 2006-04-26 | 2014-06-19 | 제넨테크, 인크. | 포스포이노시티드 3-키나제 억제제 화합물 및 이를 포함하는 약학적 조성물 |
| MX2008013584A (es) * | 2006-04-26 | 2009-03-23 | Genentech Inc | Compuestos farmaceuticos. |
| BRPI0710874A2 (pt) * | 2006-04-26 | 2012-02-14 | Hoffmann La Roche | compostos de tienopirimidina, processos de produção dos referidos compostos, composições farmacêuticas contendo os mesmos, kit, produto, e usos dos compostos |
| GB0608820D0 (en) | 2006-05-04 | 2006-06-14 | Piramed Ltd | Pharmaceutical compounds |
| CN101511842B (zh) | 2006-07-06 | 2012-10-31 | 阵列生物制药公司 | 作为akt蛋白激酶抑制剂的二氢呋喃并嘧啶 |
| WO2008021456A2 (en) * | 2006-08-16 | 2008-02-21 | Cytovia, Inc. | N-aryl-5,7-dihydrofuro[3,4-d]pyrimidin-4-amines and analogs as activators of caspases and inducers of apoptosis and the use thereof |
| MX2009002046A (es) | 2006-08-24 | 2009-03-06 | Astrazeneca Ab | Derivados de morfolino pirimidina utiles en el tratamiento de trastornos proliferativos. |
| WO2008032072A1 (en) | 2006-09-14 | 2008-03-20 | Astrazeneca Ab | 2-benzimidaz0lyl-6-m0rph0lin0-4-piperidin-4-ylpyrimidine derivatives as pi3k and mtor inhibitors for the treatment of proliferative disorders |
| WO2008032033A1 (en) | 2006-09-14 | 2008-03-20 | Astrazeneca Ab | 4-benzimidazolyl-2-morpholino-6-piperazinylpyrimidine derivatives as pi3k and mtor inhibitors for the treatment of proliferative disorders |
| WO2008032036A1 (en) | 2006-09-14 | 2008-03-20 | Astrazeneca Ab | 6-benzimidaz0lyl-2-m0rph0lin0-4- (azetidine, pyrrolidine, piperidine or azepine) pyrimidine derivatives as pi3k and mtor inhibitors for the treatment of proliferative disorders |
| WO2008032089A1 (en) | 2006-09-14 | 2008-03-20 | Astrazeneca Ab | 4-benzimidaz0lyl-2-m0rph0lin0-6-piperidin-4-ylpyrimidine derivatives as pi3k and mtor inhibitors for the treatment of proliferative disorders |
| US20100022534A1 (en) | 2006-09-14 | 2010-01-28 | Astrazeneca | 2-benzimidazolyl-6-morpholino-4- (azetidine, pyrrolidine, piperidine or azepine) pyrimidine derivatives as pi3k and mtor inhibitors for the treatment of proliferative disorders |
| JP2010503651A (ja) | 2006-09-14 | 2010-02-04 | アストラゼネカ アクチボラグ | 増殖性障害の治療用のPI3K及びmTOR阻害剤としての2−ベンゾイミダゾリル−6−モルホリノ−フェニルピリミジン誘導体 |
| WO2008032060A1 (en) | 2006-09-14 | 2008-03-20 | Astrazeneca Ab | 4-benzimidaz0lyl-6-m0rph0lin0-2-piperazinylpyrimidine derivatives as p13k and mtor inhibitors for the treatment of proliferative disorders |
| ES2571028T3 (es) * | 2006-12-07 | 2016-05-23 | Genentech Inc | Compuestos inhibidores de fosfoinositida 3-cinasa y métodos de uso |
| AR064155A1 (es) * | 2006-12-07 | 2009-03-18 | Piramed Ltd | Compuestos de inhibidores de fosfoinositido-3 quinasa y metodos de uso |
| US20100034786A1 (en) * | 2006-12-14 | 2010-02-11 | Medical Research Council | Use of PI3K M-TOR and Akt Inhibitors to Induce FOXP3 Expression and Generate Regulatory T Cells |
| US20080233127A1 (en) | 2007-03-21 | 2008-09-25 | Wyeth | Imidazolopyrimidine analogs and their use as pi3 kinase and mtor inhibitors |
| US20080234262A1 (en) * | 2007-03-21 | 2008-09-25 | Wyeth | Pyrazolopyrimidine analogs and their use as mtor kinase and pi3 kinase inhibitors |
| DE602008004650D1 (de) | 2007-04-12 | 2011-03-03 | Hoffmann La Roche | Pyrimidinderivate als inhibitoren von phosphatidylinositol-3-kinase |
| WO2008125833A1 (en) | 2007-04-12 | 2008-10-23 | Piramed Limited | Pharmaceutical compounds |
| GB0707087D0 (en) | 2007-04-12 | 2007-05-23 | Piramed Ltd | Pharmaceutical compounds |
| WO2008152387A1 (en) | 2007-06-12 | 2008-12-18 | F.Hoffmann-La Roche Ag | Quinazoline derivatives as pi3 kinase inhibitors |
| WO2008152394A1 (en) | 2007-06-12 | 2008-12-18 | F.Hoffmann-La Roche Ag | Pharmaceutical compounds |
| CN101679456B (zh) | 2007-06-12 | 2012-09-05 | 霍夫曼-拉罗奇有限公司 | 噻唑并嘧啶类和它们作为磷脂酰肌醇3-激酶的抑制剂的应用 |
| CA2704711C (en) * | 2007-09-24 | 2016-07-05 | Genentech, Inc. | Thiazolopyrimidine p13k inhibitor compounds and methods of use |
| MX2010004260A (es) * | 2007-10-16 | 2010-04-30 | Wyeth Llc | Compuestos de tienopirimidina y pirazolopirimidina y su uso como inhibidores de mtor cinasa y pi3 cinasa. |
| US20090149458A1 (en) * | 2007-11-27 | 2009-06-11 | Wyeth | PYRROLO[3,2-d]PYRIMIDINE COMPOUNDS AND THEIR USE AS PI3 KINASE AND mTOR KINASE INHIBITORS |
| KR20110046514A (ko) | 2008-07-31 | 2011-05-04 | 제넨테크, 인크. | 피리미딘 화합물, 조성물 및 사용 방법 |
-
2009
- 2009-07-31 KR KR1020117004629A patent/KR20110046514A/ko not_active Ceased
- 2009-07-31 US US12/533,935 patent/US8163763B2/en not_active Expired - Fee Related
- 2009-07-31 NZ NZ590777A patent/NZ590777A/xx not_active IP Right Cessation
- 2009-07-31 EP EP09803674.2A patent/EP2318377B1/en active Active
- 2009-07-31 BR BRPI0911688-5A patent/BRPI0911688A2/pt not_active IP Right Cessation
- 2009-07-31 MX MX2011001196A patent/MX2011001196A/es active IP Right Grant
- 2009-07-31 AR ARP090102947A patent/AR073354A1/es unknown
- 2009-07-31 TW TW098125944A patent/TW201018681A/zh unknown
- 2009-07-31 ES ES09803674T patent/ES2432821T3/es active Active
- 2009-07-31 WO PCT/US2009/052469 patent/WO2010014939A1/en not_active Ceased
- 2009-07-31 RU RU2011107278/04A patent/RU2473549C2/ru not_active IP Right Cessation
- 2009-07-31 PE PE2010001222A patent/PE20110403A1/es not_active Application Discontinuation
- 2009-07-31 JP JP2011521363A patent/JP2011529920A/ja active Pending
- 2009-07-31 CA CA2729045A patent/CA2729045A1/en not_active Abandoned
- 2009-07-31 CN CN200980139005XA patent/CN102171194A/zh active Pending
- 2009-07-31 UA UAA201102282A patent/UA101676C2/uk unknown
- 2009-07-31 AU AU2009276339A patent/AU2009276339B2/en not_active Ceased
-
2011
- 2011-01-04 ZA ZA2011/00110A patent/ZA201100110B/en unknown
- 2011-01-05 IL IL210462A patent/IL210462A0/en unknown
- 2011-01-28 CL CL2011000191A patent/CL2011000191A1/es unknown
- 2011-01-31 EC EC2011010796A patent/ECSP11010796A/es unknown
- 2011-02-22 MA MA33637A patent/MA32580B1/fr unknown
- 2011-02-24 CO CO11022828A patent/CO6311051A2/es not_active Application Discontinuation
-
2012
- 2012-03-01 US US13/410,246 patent/US20120165313A1/en not_active Abandoned
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2136683C1 (ru) * | 1995-06-07 | 1999-09-10 | Пфайзер Инк. | Сконденсированные с гетероциклическим кольцом производные пиримидина |
| US20040043986A1 (en) * | 2002-08-13 | 2004-03-04 | Joe Nahra | 5,6-Fused 3,4-dihydropyrimidine-2-one derivatives as matrix metalloproteinase inhibitors |
| RU2326882C2 (ru) * | 2002-11-04 | 2008-06-20 | Ф.Хоффманн-Ля Рош Аг | Пиримидиновые соединения, обладающие антипролиферативной активностью (ii) |
| WO2007106503A2 (en) * | 2006-03-13 | 2007-09-20 | Osi Pharmaceuticals, Inc. | Combined treatment with an egfr kinase inhibitor and an agent that sensitizes tumor cells to the effects of egfr kinase inhibitors |
| WO2008023161A1 (en) * | 2006-08-23 | 2008-02-28 | Kudos Pharmaceuticals Limited | 2-methylmorpholine pyrido-, pyrazo- and pyrimido-pyrimidine derivatives as mtor inhibitors |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2649141C2 (ru) * | 2015-04-20 | 2018-03-30 | государственное бюджетное образовательное учреждение высшего профессионального образования "Пермская государственная фармацевтическая академия" Министерства здравоохранения Российской Федерации (ГБОУ ВПО ПГФА Минздрава России) | 3,4-диметил-6-(3-пиридил)-N-фенил-2-оксо-1,2,3,6-тетрагидропиримидин-5-карбоксамид, проявляющий противогрибковое действие в отношении штамма Candida albicans |
| RU2771201C2 (ru) * | 2017-11-06 | 2022-04-28 | Медшайн Дискавери Инк. | ПИРИДОПИРИМИДИНОВЫЕ СОЕДИНЕНИЯ, ВЫПОЛНЯЮЩИЕ ФУНКЦИЮ ДВОЙНЫХ ИНГИБИТОРОВ mTORC 1/2 |
| US11377444B2 (en) | 2017-11-06 | 2022-07-05 | Medshine Discovery Inc. | Pyridopyrimidine compounds acting as mTORC 1/2 dual inhibitors |
| RU2811969C2 (ru) * | 2018-04-24 | 2024-01-19 | Мерк Патент Гмбх | Антипролиферативные соединения и их применения |
| US12195453B2 (en) | 2018-04-24 | 2025-01-14 | Merck Patent Gmbh | Antiproliferation compounds and uses thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| ECSP11010796A (es) | 2011-02-28 |
| ZA201100110B (en) | 2012-04-25 |
| WO2010014939A1 (en) | 2010-02-04 |
| ES2432821T3 (es) | 2013-12-05 |
| EP2318377A4 (en) | 2012-05-09 |
| AU2009276339A1 (en) | 2010-02-04 |
| IL210462A0 (en) | 2011-03-31 |
| EP2318377A1 (en) | 2011-05-11 |
| KR20110046514A (ko) | 2011-05-04 |
| CO6311051A2 (es) | 2011-08-22 |
| US20100069357A1 (en) | 2010-03-18 |
| BRPI0911688A2 (pt) | 2015-07-28 |
| AU2009276339B2 (en) | 2012-06-07 |
| EP2318377B1 (en) | 2013-08-21 |
| NZ590777A (en) | 2012-11-30 |
| CA2729045A1 (en) | 2010-02-04 |
| AR073354A1 (es) | 2010-11-03 |
| AU2009276339A8 (en) | 2011-03-03 |
| RU2011107278A (ru) | 2012-09-10 |
| US8163763B2 (en) | 2012-04-24 |
| UA101676C2 (uk) | 2013-04-25 |
| PE20110403A1 (es) | 2011-07-04 |
| MX2011001196A (es) | 2011-05-30 |
| US20120165313A1 (en) | 2012-06-28 |
| MA32580B1 (fr) | 2011-08-01 |
| CL2011000191A1 (es) | 2011-05-20 |
| TW201018681A (en) | 2010-05-16 |
| CN102171194A (zh) | 2011-08-31 |
| JP2011529920A (ja) | 2011-12-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2473549C2 (ru) | Пиримидиновые соединения, композиции и способы применения | |
| JP2024532735A (ja) | 複素環式化合物及び使用方法 | |
| JP2024517693A (ja) | 2-アミノベンゾチアゾール化合物及びその使用方法 | |
| JP2024532733A (ja) | 複素環式化合物及び使用方法 | |
| US8962596B2 (en) | 5,7-substituted-imidazo[1,2-C]pyrimidines as inhibitors of JAK kinases | |
| JP6378785B2 (ja) | Tank結合キナーゼインヒビター化合物 | |
| JP2015522002A5 (enExample) | ||
| CN118715215A (zh) | 作为突变kras蛋白抑制剂的喹唑啉化合物及其用途 | |
| US20250163064A1 (en) | Quinazoline compounds and uses thereof as inhibitors of mutant kras proteins | |
| AU2017378943A1 (en) | FGFR4 inhibitor, preparation method therefor and pharmaceutical use thereof | |
| JP2019535664A5 (enExample) | ||
| HRP20120105T1 (hr) | Aminoheterociklički spojevi | |
| US20230406860A1 (en) | Heterocyclic spiro compounds and methods of use | |
| RU2017141077A (ru) | Ингибитор некоторых протеинкиназ | |
| JP2025533831A (ja) | Kras g12c変異タンパク質のテザー型複素環式阻害剤及びその使用 | |
| JP2021504380A5 (enExample) | ||
| WO2024229317A1 (en) | Spiro-heterocyclic inhibitors of kras g12c mutant proteins and uses thereof | |
| JP2025523848A (ja) | チロシンキナーゼ2阻害剤及びその使用 | |
| WO2025230862A1 (en) | Macrocyclic amino compounds as modulators of kras and uses therof | |
| WO2025217247A1 (en) | Tethered spiro-heterocyclic inhibitors of kras g12c mutant proteins and uses thereof | |
| WO2025230878A1 (en) | Macrocyclic compounds as modulators of kras and uses thereof | |
| RU2023122794A (ru) | Ингибиторы циклинзависимой киназы 7 | |
| CN117897159A (zh) | 杂环化合物及使用方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20190801 |