JP2011524363A5 - - Google Patents
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- Publication number
- JP2011524363A5 JP2011524363A5 JP2011513686A JP2011513686A JP2011524363A5 JP 2011524363 A5 JP2011524363 A5 JP 2011524363A5 JP 2011513686 A JP2011513686 A JP 2011513686A JP 2011513686 A JP2011513686 A JP 2011513686A JP 2011524363 A5 JP2011524363 A5 JP 2011524363A5
- Authority
- JP
- Japan
- Prior art keywords
- amine
- methylamino
- pyrimidin
- pyrrolidin
- pyridin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 239000000126 substance Substances 0.000 claims 39
- -1 furan-3-ylmethyl Chemical group 0.000 claims 24
- 125000000217 alkyl group Chemical group 0.000 claims 16
- 125000000753 cycloalkyl group Chemical group 0.000 claims 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 12
- 125000001475 halogen functional group Chemical group 0.000 claims 8
- 229910052757 nitrogen Inorganic materials 0.000 claims 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 6
- 238000004132 cross linking Methods 0.000 claims 6
- WVKPYYLOFMTDHB-UHFFFAOYSA-N 2-Norbornyl radical Chemical group C1CC2[CH]CC1C2 WVKPYYLOFMTDHB-UHFFFAOYSA-N 0.000 claims 4
- KPSSIOMAKSHJJG-UHFFFAOYSA-N Neopentyl alcohol Chemical compound CC(C)(C)CO KPSSIOMAKSHJJG-UHFFFAOYSA-N 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 4
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 239000000651 prodrug Substances 0.000 claims 4
- 229940002612 prodrugs Drugs 0.000 claims 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propanol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 4
- 125000006514 pyridin-2-ylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 239000011780 sodium chloride Substances 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 150000001412 amines Chemical class 0.000 claims 3
- LYVWJKRCILVKOI-UHFFFAOYSA-N 1,1,1-trifluorobutane Chemical group [CH2]CCC(F)(F)F LYVWJKRCILVKOI-UHFFFAOYSA-N 0.000 claims 2
- 125000004343 1-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- PTRJHYDRYXRGEL-UHFFFAOYSA-N 2,3,5,6-tetrahydropyran Chemical group [CH]1CCOCC1 PTRJHYDRYXRGEL-UHFFFAOYSA-N 0.000 claims 2
- 125000000134 2-(methylsulfanyl)ethyl group Chemical group [H]C([H])([H])SC([H])([H])C([H])([H])[*] 0.000 claims 2
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 2
- 125000004176 4-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1F)C([H])([H])* 0.000 claims 2
- 125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims 2
- 125000006181 4-methyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])C([H])([H])* 0.000 claims 2
- LMGMAZHTWLCFFM-UHFFFAOYSA-N N-(3-bicyclo[2.2.1]heptanyl)-4-piperazin-1-ylpyrimidin-2-amine Chemical compound C1CC2CC1CC2NC(N=1)=NC=CC=1N1CCNCC1 LMGMAZHTWLCFFM-UHFFFAOYSA-N 0.000 claims 2
- 240000003670 Sesamum indicum Species 0.000 claims 2
- 125000003670 adamantan-2-yl group Chemical group [H]C1([H])C(C2([H])[H])([H])C([H])([H])C3([H])C([*])([H])C1([H])C([H])([H])C2([H])C3([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
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 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 2
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([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
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 2
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 2
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- LJXQPZWIHJMPQQ-UHFFFAOYSA-N pyrimidin-2-amine Chemical compound NC1=NC=CC=N1 LJXQPZWIHJMPQQ-UHFFFAOYSA-N 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N t-BuOH Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- HLUMDVKTRUIFPO-SNVBAGLBSA-N 1-[[4-[(3R)-3-aminopyrrolidin-1-yl]pyridin-2-yl]amino]-2-methylpropan-2-ol Chemical compound C1=NC(NCC(C)(O)C)=CC(N2C[C@H](N)CC2)=C1 HLUMDVKTRUIFPO-SNVBAGLBSA-N 0.000 claims 1
- AKTIOUSKFDNOMX-SECBINFHSA-N 1-[[4-[(3R)-3-aminopyrrolidin-1-yl]pyrimidin-2-yl]amino]-2-methylpropan-2-ol Chemical compound CC(C)(O)CNC1=NC=CC(N2C[C@H](N)CC2)=N1 AKTIOUSKFDNOMX-SECBINFHSA-N 0.000 claims 1
- HLUMDVKTRUIFPO-JTQLQIEISA-N 1-[[4-[(3S)-3-aminopyrrolidin-1-yl]pyridin-2-yl]amino]-2-methylpropan-2-ol Chemical compound C1=NC(NCC(C)(O)C)=CC(N2C[C@@H](N)CC2)=C1 HLUMDVKTRUIFPO-JTQLQIEISA-N 0.000 claims 1
- AKTIOUSKFDNOMX-VIFPVBQESA-N 1-[[4-[(3S)-3-aminopyrrolidin-1-yl]pyrimidin-2-yl]amino]-2-methylpropan-2-ol Chemical compound CC(C)(O)CNC1=NC=CC(N2C[C@@H](N)CC2)=N1 AKTIOUSKFDNOMX-VIFPVBQESA-N 0.000 claims 1
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- CWMZUGCCHMXVOI-UHFFFAOYSA-N 2,2-dimethyl-3-[(4-piperazin-1-ylpyrimidin-2-yl)amino]propan-1-ol Chemical compound OCC(C)(C)CNC1=NC=CC(N2CCNCC2)=N1 CWMZUGCCHMXVOI-UHFFFAOYSA-N 0.000 claims 1
- AHJGCFQAFIRCHN-UHFFFAOYSA-N 2,2-dimethyl-3-[(5-piperazin-1-ylpyridazin-3-yl)amino]propan-1-ol Chemical compound N1=NC(NCC(C)(CO)C)=CC(N2CCNCC2)=C1 AHJGCFQAFIRCHN-UHFFFAOYSA-N 0.000 claims 1
- CLFVQEVOUZJKSP-LLVKDONJSA-N 2,2-dimethyl-3-[[4-[(3R)-3-(methylamino)pyrrolidin-1-yl]pyrimidin-2-yl]amino]propan-1-ol Chemical compound C1[C@H](NC)CCN1C1=CC=NC(NCC(C)(C)CO)=N1 CLFVQEVOUZJKSP-LLVKDONJSA-N 0.000 claims 1
- CLFVQEVOUZJKSP-NSHDSACASA-N 2,2-dimethyl-3-[[4-[(3S)-3-(methylamino)pyrrolidin-1-yl]pyrimidin-2-yl]amino]propan-1-ol Chemical compound C1[C@@H](NC)CCN1C1=CC=NC(NCC(C)(C)CO)=N1 CLFVQEVOUZJKSP-NSHDSACASA-N 0.000 claims 1
- FTBIRQIQCHNUTJ-UHFFFAOYSA-N 2,2-dimethyl-3-[[4-[3-(methylamino)azetidin-1-yl]pyrimidin-2-yl]amino]propan-1-ol Chemical compound C1C(NC)CN1C1=CC=NC(NCC(C)(C)CO)=N1 FTBIRQIQCHNUTJ-UHFFFAOYSA-N 0.000 claims 1
- NYUVNSLNFBXZDF-NSHDSACASA-N 2,2-dimethyl-3-[[5-[(3S)-3-(methylamino)pyrrolidin-1-yl]pyridazin-3-yl]amino]propan-1-ol Chemical compound C1[C@@H](NC)CCN1C1=CN=NC(NCC(C)(C)CO)=C1 NYUVNSLNFBXZDF-NSHDSACASA-N 0.000 claims 1
- GRFAVFQZSRHRKQ-UHFFFAOYSA-N 2-methyl-1-[(4-piperazin-1-ylpyridin-2-yl)amino]propan-2-ol Chemical compound C1=NC(NCC(C)(O)C)=CC(N2CCNCC2)=C1 GRFAVFQZSRHRKQ-UHFFFAOYSA-N 0.000 claims 1
- VIBQHRSADYJDNY-UHFFFAOYSA-N 2-methyl-1-[(4-piperazin-1-ylpyrimidin-2-yl)amino]propan-2-ol Chemical compound CC(C)(O)CNC1=NC=CC(N2CCNCC2)=N1 VIBQHRSADYJDNY-UHFFFAOYSA-N 0.000 claims 1
- LGNKHRUBXNOYBZ-UHFFFAOYSA-N 2-methyl-1-[[4-(4-methylpiperazin-1-yl)pyridin-2-yl]amino]propan-2-ol Chemical compound C1CN(C)CCN1C1=CC=NC(NCC(C)(C)O)=C1 LGNKHRUBXNOYBZ-UHFFFAOYSA-N 0.000 claims 1
- MWKSIRBIKPTHGC-UHFFFAOYSA-N 2-methyl-1-[[4-(4-methylpiperazin-1-yl)pyrimidin-2-yl]amino]propan-2-ol Chemical compound C1CN(C)CCN1C1=CC=NC(NCC(C)(C)O)=N1 MWKSIRBIKPTHGC-UHFFFAOYSA-N 0.000 claims 1
- VBTQJMKRADHVRY-LLVKDONJSA-N 2-methyl-1-[[4-[(3R)-3-(methylamino)pyrrolidin-1-yl]pyridin-2-yl]amino]propan-2-ol Chemical compound C1[C@H](NC)CCN1C1=CC=NC(NCC(C)(C)O)=C1 VBTQJMKRADHVRY-LLVKDONJSA-N 0.000 claims 1
- XIUWYDQCVIWPSQ-SNVBAGLBSA-N 2-methyl-1-[[4-[(3R)-3-(methylamino)pyrrolidin-1-yl]pyrimidin-2-yl]amino]propan-2-ol Chemical compound C1[C@H](NC)CCN1C1=CC=NC(NCC(C)(C)O)=N1 XIUWYDQCVIWPSQ-SNVBAGLBSA-N 0.000 claims 1
- VBTQJMKRADHVRY-NSHDSACASA-N 2-methyl-1-[[4-[(3S)-3-(methylamino)pyrrolidin-1-yl]pyridin-2-yl]amino]propan-2-ol Chemical compound C1[C@@H](NC)CCN1C1=CC=NC(NCC(C)(C)O)=C1 VBTQJMKRADHVRY-NSHDSACASA-N 0.000 claims 1
- LDMYQCQRMNCPAV-UHFFFAOYSA-N 2-methyl-1-[[4-[3-(methylamino)azetidin-1-yl]pyridin-2-yl]amino]propan-2-ol Chemical compound C1C(NC)CN1C1=CC=NC(NCC(C)(C)O)=C1 LDMYQCQRMNCPAV-UHFFFAOYSA-N 0.000 claims 1
- LHUHRQHXXOIGLB-UHFFFAOYSA-N 2-methyl-1-[[4-[3-(methylamino)azetidin-1-yl]pyrimidin-2-yl]amino]propan-2-ol Chemical compound C1C(NC)CN1C1=CC=NC(NCC(C)(C)O)=N1 LHUHRQHXXOIGLB-UHFFFAOYSA-N 0.000 claims 1
- MVWGQDLCBGQJGA-UHFFFAOYSA-N 3-[(4-piperazin-1-ylpyrimidin-2-yl)amino]propan-1-ol Chemical compound OCCCNC1=NC=CC(N2CCNCC2)=N1 MVWGQDLCBGQJGA-UHFFFAOYSA-N 0.000 claims 1
- IJCAWTJJSIJZAH-UHFFFAOYSA-N 3-[(5-piperazin-1-ylpyridazin-3-yl)amino]propan-1-ol Chemical compound N1=NC(NCCCO)=CC(N2CCNCC2)=C1 IJCAWTJJSIJZAH-UHFFFAOYSA-N 0.000 claims 1
- IJZKPKMOGVCHIS-UHFFFAOYSA-N 3-[[4-(3-aminoazetidin-1-yl)pyrimidin-2-yl]amino]-2,2-dimethylpropan-1-ol Chemical compound OCC(C)(C)CNC1=NC=CC(N2CC(N)C2)=N1 IJZKPKMOGVCHIS-UHFFFAOYSA-N 0.000 claims 1
- LKFAVFRTAHUROX-UHFFFAOYSA-N 3-[[4-(3-aminoazetidin-1-yl)pyrimidin-2-yl]amino]propan-1-ol Chemical compound C1C(N)CN1C1=CC=NC(NCCCO)=N1 LKFAVFRTAHUROX-UHFFFAOYSA-N 0.000 claims 1
- NQEWETZOHINIRC-UHFFFAOYSA-N 3-[[4-(4-methylpiperazin-1-yl)pyridin-2-yl]amino]propan-1-ol Chemical compound C1CN(C)CCN1C1=CC=NC(NCCCO)=C1 NQEWETZOHINIRC-UHFFFAOYSA-N 0.000 claims 1
- GECTZQBBCADNPY-UHFFFAOYSA-N 3-[[4-(4-methylpiperazin-1-yl)pyrimidin-2-yl]amino]propan-1-ol Chemical compound C1CN(C)CCN1C1=CC=NC(NCCCO)=N1 GECTZQBBCADNPY-UHFFFAOYSA-N 0.000 claims 1
- IMXPLIRERACZNW-SNVBAGLBSA-N 3-[[4-[(3R)-3-(methylamino)pyrrolidin-1-yl]pyrimidin-2-yl]amino]propan-1-ol Chemical compound C1[C@H](NC)CCN1C1=CC=NC(NCCCO)=N1 IMXPLIRERACZNW-SNVBAGLBSA-N 0.000 claims 1
- OSUHQYONZGAWNW-SNVBAGLBSA-N 3-[[4-[(3R)-3-aminopyrrolidin-1-yl]pyrimidin-2-yl]amino]-2,2-dimethylpropan-1-ol Chemical compound OCC(C)(C)CNC1=NC=CC(N2C[C@H](N)CC2)=N1 OSUHQYONZGAWNW-SNVBAGLBSA-N 0.000 claims 1
- USPQEUTWQXCAOA-SECBINFHSA-N 3-[[4-[(3R)-3-aminopyrrolidin-1-yl]pyrimidin-2-yl]amino]propan-1-ol Chemical compound C1[C@H](N)CCN1C1=CC=NC(NCCCO)=N1 USPQEUTWQXCAOA-SECBINFHSA-N 0.000 claims 1
- BDBWYPVDWSZXKH-NSHDSACASA-N 3-[[4-[(3S)-3-(methylamino)pyrrolidin-1-yl]pyridin-2-yl]amino]propan-1-ol Chemical compound C1[C@@H](NC)CCN1C1=CC=NC(NCCCO)=C1 BDBWYPVDWSZXKH-NSHDSACASA-N 0.000 claims 1
- IMXPLIRERACZNW-JTQLQIEISA-N 3-[[4-[(3S)-3-(methylamino)pyrrolidin-1-yl]pyrimidin-2-yl]amino]propan-1-ol Chemical compound C1[C@@H](NC)CCN1C1=CC=NC(NCCCO)=N1 IMXPLIRERACZNW-JTQLQIEISA-N 0.000 claims 1
- OSUHQYONZGAWNW-JTQLQIEISA-N 3-[[4-[(3S)-3-aminopyrrolidin-1-yl]pyrimidin-2-yl]amino]-2,2-dimethylpropan-1-ol Chemical compound OCC(C)(C)CNC1=NC=CC(N2C[C@@H](N)CC2)=N1 OSUHQYONZGAWNW-JTQLQIEISA-N 0.000 claims 1
- GYRGOQPJNHODBA-MNOVXSKESA-N 3-[[4-[(3aR,6aR)-2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[2,3-c]pyrrol-5-yl]pyrimidin-2-yl]amino]propan-1-ol Chemical compound OCCCNC1=NC=CC(N2C[C@@H]3NCC[C@@H]3C2)=N1 GYRGOQPJNHODBA-MNOVXSKESA-N 0.000 claims 1
- NESCVJRGFCOWED-UHFFFAOYSA-N 3-[[4-[3-(methylamino)azetidin-1-yl]pyridin-2-yl]amino]propan-1-ol Chemical compound C1C(NC)CN1C1=CC=NC(NCCCO)=C1 NESCVJRGFCOWED-UHFFFAOYSA-N 0.000 claims 1
- SLQZEOLHVUKYQJ-UHFFFAOYSA-N 3-[[4-[3-(methylamino)azetidin-1-yl]pyrimidin-2-yl]amino]propan-1-ol Chemical compound C1C(NC)CN1C1=CC=NC(NCCCO)=N1 SLQZEOLHVUKYQJ-UHFFFAOYSA-N 0.000 claims 1
- HFBXVWPBZRXZSP-SNVBAGLBSA-N 3-[[5-[(3R)-3-(methylamino)pyrrolidin-1-yl]pyridazin-3-yl]amino]propan-1-ol Chemical compound C1[C@H](NC)CCN1C1=CN=NC(NCCCO)=C1 HFBXVWPBZRXZSP-SNVBAGLBSA-N 0.000 claims 1
- TWBSIRHQWMVCAE-SNVBAGLBSA-N 3-[[5-[(3R)-3-aminopyrrolidin-1-yl]pyridazin-3-yl]amino]-2,2-dimethylpropan-1-ol Chemical compound N1=NC(NCC(C)(CO)C)=CC(N2C[C@H](N)CC2)=C1 TWBSIRHQWMVCAE-SNVBAGLBSA-N 0.000 claims 1
- YTQLNMQEEMHWIH-SECBINFHSA-N 3-[[5-[(3R)-3-aminopyrrolidin-1-yl]pyridazin-3-yl]amino]propan-1-ol Chemical compound C1[C@H](N)CCN1C1=CN=NC(NCCCO)=C1 YTQLNMQEEMHWIH-SECBINFHSA-N 0.000 claims 1
- HFBXVWPBZRXZSP-JTQLQIEISA-N 3-[[5-[(3S)-3-(methylamino)pyrrolidin-1-yl]pyridazin-3-yl]amino]propan-1-ol Chemical compound C1[C@@H](NC)CCN1C1=CN=NC(NCCCO)=C1 HFBXVWPBZRXZSP-JTQLQIEISA-N 0.000 claims 1
- YTQLNMQEEMHWIH-VIFPVBQESA-N 3-[[5-[(3S)-3-aminopyrrolidin-1-yl]pyridazin-3-yl]amino]propan-1-ol Chemical compound C1[C@@H](N)CCN1C1=CN=NC(NCCCO)=C1 YTQLNMQEEMHWIH-VIFPVBQESA-N 0.000 claims 1
- HCGYHAIKHDIADZ-PWSUYJOCSA-N 3-[[5-[(3aR,6aR)-2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[2,3-c]pyrrol-5-yl]pyridazin-3-yl]amino]propan-1-ol Chemical compound N1=NC(NCCCO)=CC(N2C[C@@H]3NCC[C@@H]3C2)=C1 HCGYHAIKHDIADZ-PWSUYJOCSA-N 0.000 claims 1
- BLIQSCCYVTZLNG-UHFFFAOYSA-N 3-[[5-[3-(methylamino)azetidin-1-yl]pyridazin-3-yl]amino]propan-1-ol Chemical compound C1C(NC)CN1C1=CN=NC(NCCCO)=C1 BLIQSCCYVTZLNG-UHFFFAOYSA-N 0.000 claims 1
- AZHUBGIQDYLZDQ-UHFFFAOYSA-N 4-(1,4-diazepan-1-yl)-N-(2,2-dimethylpropyl)pyrimidin-2-amine Chemical compound CC(C)(C)CNC1=NC=CC(N2CCNCCC2)=N1 AZHUBGIQDYLZDQ-UHFFFAOYSA-N 0.000 claims 1
- RVVLRORASWSUEO-UHFFFAOYSA-N 4-(3-aminoazetidin-1-yl)-N-(2,2-dimethylpropyl)pyrimidin-2-amine Chemical compound CC(C)(C)CNC1=NC=CC(N2CC(N)C2)=N1 RVVLRORASWSUEO-UHFFFAOYSA-N 0.000 claims 1
- SVTHLINSGZJXDW-UHFFFAOYSA-N 4-(3-aminoazetidin-1-yl)-N-(2-methylpropyl)pyrimidin-2-amine Chemical compound CC(C)CNC1=NC=CC(N2CC(N)C2)=N1 SVTHLINSGZJXDW-UHFFFAOYSA-N 0.000 claims 1
- WNBLIQJREQODKT-UHFFFAOYSA-N 4-(3-aminoazetidin-1-yl)-N-(3-bicyclo[2.2.1]heptanyl)pyrimidin-2-amine Chemical compound C1C(N)CN1C1=CC=NC(NC2C3CCC(C3)C2)=N1 WNBLIQJREQODKT-UHFFFAOYSA-N 0.000 claims 1
- PKRJMNGUAXOIQX-UHFFFAOYSA-N 4-(3-aminoazetidin-1-yl)-N-(cyclopropylmethyl)pyrimidin-2-amine Chemical compound C1C(N)CN1C1=CC=NC(NCC2CC2)=N1 PKRJMNGUAXOIQX-UHFFFAOYSA-N 0.000 claims 1
- OMSHTPQYPMTZCH-SECBINFHSA-N 4-(3-aminoazetidin-1-yl)-N-[(3R)-oxolan-3-yl]pyrimidin-2-amine Chemical compound C1C(N)CN1C1=CC=NC(N[C@H]2COCC2)=N1 OMSHTPQYPMTZCH-SECBINFHSA-N 0.000 claims 1
- LVMCEWHNJTZVJJ-UHFFFAOYSA-N 4-(3-aminoazetidin-1-yl)-N-[(4-fluorophenyl)methyl]pyrimidin-2-amine Chemical compound C1C(N)CN1C1=CC=NC(NCC=2C=CC(F)=CC=2)=N1 LVMCEWHNJTZVJJ-UHFFFAOYSA-N 0.000 claims 1
- FJXNRFRNCRCQLQ-SNVBAGLBSA-N 4-(3-aminoazetidin-1-yl)-N-[[(2R)-oxolan-2-yl]methyl]pyrimidin-2-amine Chemical compound C1C(N)CN1C1=CC=NC(NC[C@@H]2OCCC2)=N1 FJXNRFRNCRCQLQ-SNVBAGLBSA-N 0.000 claims 1
- FKAJVTLTZFGGRO-UHFFFAOYSA-N 4-(3-aminoazetidin-1-yl)-N-butylpyrimidin-2-amine Chemical compound CCCCNC1=NC=CC(N2CC(N)C2)=N1 FKAJVTLTZFGGRO-UHFFFAOYSA-N 0.000 claims 1
- MNKAPTBUWNJXOG-UHFFFAOYSA-N 4-(3-aminoazetidin-1-yl)-N-cyclopentylpyrimidin-2-amine Chemical compound C1C(N)CN1C1=CC=NC(NC2CCCC2)=N1 MNKAPTBUWNJXOG-UHFFFAOYSA-N 0.000 claims 1
- LSOAOZZKDZZWDO-UHFFFAOYSA-N 4-(3-aminoazetidin-1-yl)-N-cyclopropylpyrimidin-2-amine Chemical compound C1C(N)CN1C1=CC=NC(NC2CC2)=N1 LSOAOZZKDZZWDO-UHFFFAOYSA-N 0.000 claims 1
- DJUQWVYIHYDLMI-UHFFFAOYSA-N 4-(3-aminoazetidin-1-yl)-N-propan-2-ylpyrimidin-2-amine Chemical compound CC(C)NC1=NC=CC(N2CC(N)C2)=N1 DJUQWVYIHYDLMI-UHFFFAOYSA-N 0.000 claims 1
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- RMJYXDNBHRKGCM-UHFFFAOYSA-N 4-(4-methylpiperazin-1-yl)-N-(2-methylpropyl)pyrimidin-2-amine Chemical compound CC(C)CNC1=NC=CC(N2CCN(C)CC2)=N1 RMJYXDNBHRKGCM-UHFFFAOYSA-N 0.000 claims 1
- ABLAPYBTHCHQOW-UHFFFAOYSA-N 4-(4-methylpiperazin-1-yl)-N-(2-methylsulfanylethyl)pyrimidin-2-amine Chemical compound CSCCNC1=NC=CC(N2CCN(C)CC2)=N1 ABLAPYBTHCHQOW-UHFFFAOYSA-N 0.000 claims 1
- SKRVLUOFLGTORO-UHFFFAOYSA-N 4-(4-methylpiperazin-1-yl)-N-(2-phenylethyl)pyridin-2-amine Chemical compound C1CN(C)CCN1C1=CC=NC(NCCC=2C=CC=CC=2)=C1 SKRVLUOFLGTORO-UHFFFAOYSA-N 0.000 claims 1
- BNXNWRSVYQHTOH-UHFFFAOYSA-N 4-(4-methylpiperazin-1-yl)-N-(2-phenylethyl)pyrimidin-2-amine Chemical compound C1CN(C)CCN1C1=CC=NC(NCCC=2C=CC=CC=2)=N1 BNXNWRSVYQHTOH-UHFFFAOYSA-N 0.000 claims 1
- MMDFHRHBDGVWGF-UHFFFAOYSA-N 4-(4-methylpiperazin-1-yl)-N-(oxan-4-yl)pyridin-2-amine Chemical compound C1CN(C)CCN1C1=CC=NC(NC2CCOCC2)=C1 MMDFHRHBDGVWGF-UHFFFAOYSA-N 0.000 claims 1
- LMCGATVYSRDOQD-UHFFFAOYSA-N 4-(4-methylpiperazin-1-yl)-N-(oxolan-2-ylmethyl)pyrimidin-2-amine Chemical compound C1CN(C)CCN1C1=CC=NC(NCC2OCCC2)=N1 LMCGATVYSRDOQD-UHFFFAOYSA-N 0.000 claims 1
- IGHDOZUDSAZHLG-UHFFFAOYSA-N 4-(4-methylpiperazin-1-yl)-N-(pyridin-2-ylmethyl)pyridin-2-amine Chemical compound C1CN(C)CCN1C1=CC=NC(NCC=2N=CC=CC=2)=C1 IGHDOZUDSAZHLG-UHFFFAOYSA-N 0.000 claims 1
- HJFUUEJYYDZJJM-UHFFFAOYSA-N 4-(4-methylpiperazin-1-yl)-N-(pyridin-2-ylmethyl)pyrimidin-2-amine Chemical compound C1CN(C)CCN1C1=CC=NC(NCC=2N=CC=CC=2)=N1 HJFUUEJYYDZJJM-UHFFFAOYSA-N 0.000 claims 1
- DIFGWGZGNSNLKV-SYNHAJSKSA-N 4-(4-methylpiperazin-1-yl)-N-[(1R,3S,4R)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl]pyridin-2-amine Chemical compound N([C@@H]1[C@@]2(CC[C@](C1)(C2(C)C)[H])C)C(N=CC=1)=CC=1N1CCN(C)CC1 DIFGWGZGNSNLKV-SYNHAJSKSA-N 0.000 claims 1
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- FLAJYPXDGOGNFQ-UHFFFAOYSA-N 4-(4-methylpiperazin-1-yl)-N-propan-2-ylpyrimidin-2-amine Chemical compound CC(C)NC1=NC=CC(N2CCN(C)CC2)=N1 FLAJYPXDGOGNFQ-UHFFFAOYSA-N 0.000 claims 1
- UAOJUVSUWLARMX-GFCCVEGCSA-N 4-[(3R)-3-(methylamino)pyrrolidin-1-yl]-N-(2-methylpropyl)pyridin-2-amine Chemical compound C1[C@H](NC)CCN1C1=CC=NC(NCC(C)C)=C1 UAOJUVSUWLARMX-GFCCVEGCSA-N 0.000 claims 1
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- MAYCAHGKAVJRBH-OAHLLOKOSA-N 4-[(3R)-3-(methylamino)pyrrolidin-1-yl]-N-(2-phenylethyl)pyrimidin-2-amine Chemical compound C1[C@H](NC)CCN1C1=CC=NC(NCCC=2C=CC=CC=2)=N1 MAYCAHGKAVJRBH-OAHLLOKOSA-N 0.000 claims 1
- IPWSPKPLVXGSQI-CYBMUJFWSA-N 4-[(3R)-3-(methylamino)pyrrolidin-1-yl]-N-(oxan-4-yl)pyridin-2-amine Chemical compound C1[C@H](NC)CCN1C1=CC=NC(NC2CCOCC2)=C1 IPWSPKPLVXGSQI-CYBMUJFWSA-N 0.000 claims 1
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- VAYMUYDGDCJSHM-JHJMLUEUSA-N 4-[(3R)-3-(methylamino)pyrrolidin-1-yl]-N-(oxolan-2-ylmethyl)pyrimidin-2-amine Chemical compound C1[C@H](NC)CCN1C1=CC=NC(NCC2OCCC2)=N1 VAYMUYDGDCJSHM-JHJMLUEUSA-N 0.000 claims 1
- IZHXWKIRBWAWDT-CYBMUJFWSA-N 4-[(3R)-3-(methylamino)pyrrolidin-1-yl]-N-(pyridin-2-ylmethyl)pyrimidin-2-amine Chemical compound C1[C@H](NC)CCN1C1=CC=NC(NCC=2N=CC=CC=2)=N1 IZHXWKIRBWAWDT-CYBMUJFWSA-N 0.000 claims 1
- DAAIGUOFWABLPA-UKRRQHHQSA-N 4-[(3R)-3-(methylamino)pyrrolidin-1-yl]-N-[(1R)-1-phenylethyl]pyrimidin-2-amine Chemical compound C1[C@H](NC)CCN1C1=CC=NC(N[C@H](C)C=2C=CC=CC=2)=N1 DAAIGUOFWABLPA-UKRRQHHQSA-N 0.000 claims 1
- HFLZBUUCZOGTRI-UOSKARGWSA-N 4-[(3R)-3-(methylamino)pyrrolidin-1-yl]-N-[(1R,3S,4R)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl]pyridin-2-amine Chemical compound N([C@@H]1[C@@]2(CC[C@](C1)(C2(C)C)[H])C)C(N=CC=1)=CC=1N1CC[C@@H](NC)C1 HFLZBUUCZOGTRI-UOSKARGWSA-N 0.000 claims 1
- NDWRBIGSNYGHME-CUYVQJCZSA-N 4-[(3R)-3-(methylamino)pyrrolidin-1-yl]-N-[(1R,3S,4R)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl]pyrimidin-2-amine Chemical compound N([C@@H]1[C@@]2(CC[C@](C1)(C2(C)C)[H])C)C(N=1)=NC=CC=1N1CC[C@@H](NC)C1 NDWRBIGSNYGHME-CUYVQJCZSA-N 0.000 claims 1
- FBFNSCZZANKPAN-INSJMTBZSA-N 4-[(3R)-3-(methylamino)pyrrolidin-1-yl]-N-[(1R,3S,4S,5S)-4,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]pyridin-2-amine Chemical compound N([C@@H]1[C@@H](C)[C@@]2(C[C@](C1)(C2(C)C)[H])[H])C(N=CC=1)=CC=1N1CC[C@@H](NC)C1 FBFNSCZZANKPAN-INSJMTBZSA-N 0.000 claims 1
- ZZOXQQOMBIZPSH-OTJKEOIZSA-N 4-[(3R)-3-(methylamino)pyrrolidin-1-yl]-N-[(1R,3S,4S,5S)-4,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]pyrimidin-2-amine Chemical compound N([C@@H]1[C@@H](C)[C@@]2(C[C@](C1)(C2(C)C)[H])[H])C(N=1)=NC=CC=1N1CC[C@@H](NC)C1 ZZOXQQOMBIZPSH-OTJKEOIZSA-N 0.000 claims 1
- FBFNSCZZANKPAN-JAPOXJDPSA-N 4-[(3R)-3-(methylamino)pyrrolidin-1-yl]-N-[(1S,3R,4R,5R)-4,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]pyridin-2-amine Chemical compound N([C@H]1[C@H](C)[C@]2(C[C@@](C1)(C2(C)C)[H])[H])C(N=CC=1)=CC=1N1CC[C@@H](NC)C1 FBFNSCZZANKPAN-JAPOXJDPSA-N 0.000 claims 1
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- XGBRAIUXWRQSGJ-CQSZACIVSA-N 4-[(3R)-3-(methylamino)pyrrolidin-1-yl]-N-phenylpyridin-2-amine Chemical compound C1[C@H](NC)CCN1C1=CC=NC(NC=2C=CC=CC=2)=C1 XGBRAIUXWRQSGJ-CQSZACIVSA-N 0.000 claims 1
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- XOGNVWVGXPSTMU-SNVBAGLBSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-(2,2-dimethylpropyl)pyrimidin-2-amine Chemical compound CC(C)(C)CNC1=NC=CC(N2C[C@H](N)CC2)=N1 XOGNVWVGXPSTMU-SNVBAGLBSA-N 0.000 claims 1
- XTRSNNDFWWVAJZ-SNVBAGLBSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-(2-methoxyethyl)pyridin-2-amine Chemical compound C1=NC(NCCOC)=CC(N2C[C@H](N)CC2)=C1 XTRSNNDFWWVAJZ-SNVBAGLBSA-N 0.000 claims 1
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- HPANPAIFSIFMPT-SNVBAGLBSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-(2-methylpropyl)pyrimidin-2-amine Chemical compound CC(C)CNC1=NC=CC(N2C[C@H](N)CC2)=N1 HPANPAIFSIFMPT-SNVBAGLBSA-N 0.000 claims 1
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- UKQITGWWTPWPJE-PYYBWGNESA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-(3-bicyclo[2.2.1]heptanyl)pyridin-2-amine Chemical compound C1[C@H](N)CCN1C1=CC=NC(NC2C3CCC(C3)C2)=C1 UKQITGWWTPWPJE-PYYBWGNESA-N 0.000 claims 1
- FGJKRFYZAVCCNL-AYNROABZSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-(3-bicyclo[2.2.1]heptanyl)pyrimidin-2-amine Chemical compound C1[C@H](N)CCN1C1=CC=NC(NC2C3CCC(C3)C2)=N1 FGJKRFYZAVCCNL-AYNROABZSA-N 0.000 claims 1
- GSWRPUBHOSAXNH-SECBINFHSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-(4,4,4-trifluorobutyl)pyrimidin-2-amine Chemical compound C1[C@H](N)CCN1C1=CC=NC(NCCCC(F)(F)F)=N1 GSWRPUBHOSAXNH-SECBINFHSA-N 0.000 claims 1
- QGOCUFWNYMXSMM-CYBMUJFWSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-(cyclohexylmethyl)pyrimidin-2-amine Chemical compound C1[C@H](N)CCN1C1=CC=NC(NCC2CCCCC2)=N1 QGOCUFWNYMXSMM-CYBMUJFWSA-N 0.000 claims 1
- MSCPBDXORVNAPK-CYBMUJFWSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-(cyclopentylmethyl)pyridin-2-amine Chemical compound C1[C@H](N)CCN1C1=CC=NC(NCC2CCCC2)=C1 MSCPBDXORVNAPK-CYBMUJFWSA-N 0.000 claims 1
- YSWDEXOJFUCVOW-GFCCVEGCSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-(cyclopentylmethyl)pyrimidin-2-amine Chemical compound C1[C@H](N)CCN1C1=CC=NC(NCC2CCCC2)=N1 YSWDEXOJFUCVOW-GFCCVEGCSA-N 0.000 claims 1
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- FFQSJNCCHVEUDV-SNVBAGLBSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-(oxan-4-yl)pyrimidin-2-amine Chemical compound C1[C@H](N)CCN1C1=CC=NC(NC2CCOCC2)=N1 FFQSJNCCHVEUDV-SNVBAGLBSA-N 0.000 claims 1
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- VTXWLQGYXMOYPG-LLVKDONJSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-(pyridin-2-ylmethyl)pyrimidin-2-amine Chemical compound C1[C@H](N)CCN1C1=CC=NC(NCC=2N=CC=CC=2)=N1 VTXWLQGYXMOYPG-LLVKDONJSA-N 0.000 claims 1
- SMSQGPKFXUYAQQ-TZMCWYRMSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-[(1R)-1-cyclohexylethyl]pyrimidin-2-amine Chemical compound N([C@H](C)C1CCCCC1)C(N=1)=NC=CC=1N1CC[C@@H](N)C1 SMSQGPKFXUYAQQ-TZMCWYRMSA-N 0.000 claims 1
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- UPMCVXNGKMMLLC-ZXTQRBJTSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-[(1R,3S,4R)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl]pyrimidin-2-amine Chemical compound N([C@@H]1[C@@]2(CC[C@](C1)(C2(C)C)[H])C)C(N=1)=NC=CC=1N1CC[C@@H](N)C1 UPMCVXNGKMMLLC-ZXTQRBJTSA-N 0.000 claims 1
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- BROFGQDXVACYPP-MIGSVPMKSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-[(6,6-dimethyl-4-bicyclo[3.1.1]heptanyl)methyl]pyrimidin-2-amine Chemical compound CC1(C)C(CC2)CC1C2CNC(N=1)=NC=CC=1N1CC[C@@H](N)C1 BROFGQDXVACYPP-MIGSVPMKSA-N 0.000 claims 1
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- NTUREPPETJZDTC-LLVKDONJSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-cyclohexylpyrimidin-2-amine Chemical compound C1[C@H](N)CCN1C1=CC=NC(NC2CCCCC2)=N1 NTUREPPETJZDTC-LLVKDONJSA-N 0.000 claims 1
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- GZAOBGNGKYFFHA-SNVBAGLBSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-cyclopentylpyrimidin-2-amine Chemical compound C1[C@H](N)CCN1C1=CC=NC(NC2CCCC2)=N1 GZAOBGNGKYFFHA-SNVBAGLBSA-N 0.000 claims 1
- OACCOZPTVLOIMI-MRVPVSSYSA-N 4-[(3R)-3-aminopyrrolidin-1-yl]-N-cyclopropylpyrimidin-2-amine Chemical compound C1[C@H](N)CCN1C1=CC=NC(NC2CC2)=N1 OACCOZPTVLOIMI-MRVPVSSYSA-N 0.000 claims 1
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- DWFOGLWBKKDYQU-MJVOBMLWSA-N 5-[3-(methylamino)azetidin-1-yl]-N-[(1R,5S)-4,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]pyridazin-3-amine Chemical class CC([C@@]1(C[C@](C2)(C1(C)C)[H])[H])C2NC(N=NC=1)=CC=1N1CC(NC)C1 DWFOGLWBKKDYQU-MJVOBMLWSA-N 0.000 claims 1
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- LZABSKVJZGMKQU-JTQLQIEISA-N N-cyclopropyl-4-[(3S)-3-(methylamino)pyrrolidin-1-yl]pyrimidin-2-amine Chemical compound C1[C@@H](NC)CCN1C1=CC=NC(NC2CC2)=N1 LZABSKVJZGMKQU-JTQLQIEISA-N 0.000 claims 1
- XWPCNGBXQBJHHM-UHFFFAOYSA-N N-cyclopropyl-4-[3-(methylamino)azetidin-1-yl]pyridin-2-amine Chemical compound C1C(NC)CN1C1=CC=NC(NC2CC2)=C1 XWPCNGBXQBJHHM-UHFFFAOYSA-N 0.000 claims 1
- ZIXWJOSJOMVIRG-UHFFFAOYSA-N N-cyclopropyl-4-piperazin-1-ylpyrimidin-2-amine Chemical compound C1CC1NC1=NC=CC(N2CCNCC2)=N1 ZIXWJOSJOMVIRG-UHFFFAOYSA-N 0.000 claims 1
- CHUZWQOIKJAOGH-SNVBAGLBSA-N N-cyclopropyl-5-[(3R)-3-(methylamino)pyrrolidin-1-yl]pyridazin-3-amine Chemical compound C1[C@H](NC)CCN1C1=CN=NC(NC2CC2)=C1 CHUZWQOIKJAOGH-SNVBAGLBSA-N 0.000 claims 1
- CHUZWQOIKJAOGH-JTQLQIEISA-N N-cyclopropyl-5-[(3S)-3-(methylamino)pyrrolidin-1-yl]pyridazin-3-amine Chemical compound C1[C@@H](NC)CCN1C1=CN=NC(NC2CC2)=C1 CHUZWQOIKJAOGH-JTQLQIEISA-N 0.000 claims 1
- NACXUAUENXAYMQ-UHFFFAOYSA-N N-cyclopropyl-5-[3-(methylamino)azetidin-1-yl]pyridazin-3-amine Chemical compound C1C(NC)CN1C1=CN=NC(NC2CC2)=C1 NACXUAUENXAYMQ-UHFFFAOYSA-N 0.000 claims 1
- XFNFGISWRBRFJF-UHFFFAOYSA-N N-cyclopropyl-5-piperazin-1-ylpyridazin-3-amine Chemical compound C1CC1NC1=CC(N2CCNCC2)=CN=N1 XFNFGISWRBRFJF-UHFFFAOYSA-N 0.000 claims 1
- QJNDZTXTSPPVAM-UHFFFAOYSA-N N-phenyl-4-piperazin-1-ylpyridin-2-amine Chemical compound C1CNCCN1C1=CC=NC(NC=2C=CC=CC=2)=C1 QJNDZTXTSPPVAM-UHFFFAOYSA-N 0.000 claims 1
- YLWIKUFSEARYHJ-NSHDSACASA-N N-tert-butyl-4-[(3S)-3-(methylamino)pyrrolidin-1-yl]pyridin-2-amine Chemical compound C1[C@@H](NC)CCN1C1=CC=NC(NC(C)(C)C)=C1 YLWIKUFSEARYHJ-NSHDSACASA-N 0.000 claims 1
- HPRVXQDCTCTNJI-UHFFFAOYSA-N N-tert-butyl-4-[3-(methylamino)azetidin-1-yl]pyridin-2-amine Chemical compound C1C(NC)CN1C1=CC=NC(NC(C)(C)C)=C1 HPRVXQDCTCTNJI-UHFFFAOYSA-N 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 0 C*(*)C1C*(C)(C)CC1 Chemical compound C*(*)C1C*(C)(C)CC1 0.000 description 7
Claims (39)
- 式(I):
Zは、CH又はNであり;
Yは、CH又はNであり;
Z及びYは互いに独立に定義され、該Y及びZ員を含む環は、2つを超える窒素員を有さず;ただしここで
i)YがCH、かつZがCH又はNならば;
R1は、
a)−(CH2)2OCH3、−(CH2)2SCH3、又はC1〜8アルキルであり、それぞれ独立に無置換又は−OH若しくは−CF3で置換されており;
b)−(CH2)0〜2−Ar1、−CHR2−Ar1、又は−(CH2)0〜2−Ar2であり、それぞれ該Ar1及びAr2は独立に無置換又はハロ、−CH3、若しくは−OCH3で置換されており、
Ar1は6員芳香炭素環であり、
Ar2は5員又は6員の、N、S又はOを含む複素芳香環であり;又は
c)シクロアルキル、−(CH2)−(単環シクロアルキル)、−(CH2)−(架橋多環シクロアルキル)0〜1、−(CHR2)−(単環シクロアルキル)、−(CH2)−(縮合シクロアルキル)、−(CH2)−(架橋単環シクロアルキル)、−(CH2)0〜1−テトラヒドロフラニル、又は−(CH2)0〜1−テトラヒドロピラニルであり、該シクロアルキルはそれぞれ独立に無置換又は1つ、2つ、若しくは3つのC1〜4アルキル置換基で置換されており;
R2は−C1〜4アルキルであり;
Ra、Rb、及びRcはそれぞれ独立にH又はC1〜3アルキルであり;
ただしここで:
R1がイソプロピルならば、Rcはメチルであり;
R1が4−メチルフェニルならば、Rcはメチルであり;
ZがN、YがCH、かつR1が無置換若しくはハロで置換されたベンジルならば、Rcはメチルであり;
ii)YがN、かつZがCHならば;
R1は、
a)−(CH2)2OCH3、−(CH2)2SCH3、又はC1〜8アルキルであり、それぞれ独立に無置換又は−OH若しくは−CF3で置換されており;
b)−(CH2)0〜2−Ar1、−CHR2−Ar1、−(CH2)0〜2−Ar2であり、それぞれ該Ar1及びAr2は独立に無置換又はハロ、−CH3、−OCH3で置換されており、
Ar1は6員芳香炭素環であり、
Ar2は5員又は6員の、N、S又はOを含む複素芳香環であり;又は
c)シクロアルキル、−(CH2)−(単環シクロアルキル)、−(CH2)−(架橋多環シクロアルキル)0〜1、−(CHR2)−(単環シクロアルキル)、−(CH2)−(縮合シクロアルキル)、−(CH2)−(架橋単環シクロアルキル)、−(CH2)0〜1−テトラヒドロフラニル、及び−(CH2)0〜1−テトラヒドロピラニルであり、それぞれ独立に無置換又は1つ、2つ、若しくは3つのC1〜4アルキル置換基で置換されており;
R2は−C1〜4アルキルであり;
Ra、Rb、及びRcはそれぞれ独立にH又はC1〜3アルキルであるような;
式(I)の化合物、式(I)の化合物の製薬上許容できる塩、並びに式(I)の化合物の製薬上許容できるプロドラッグより選択される、化学物質。 - YがCH、かつZがCH又はNである、請求項1に記載の化学物質。
- YがN、かつZがCHである、請求項1に記載の化学物質。
- R1が、
a)無置換、又は−OH若しくは−CF3で置換されているC1〜8アルキルと;
b)それぞれ独立に無置換、又はハロ、−CH3、−OCH3で置換されている、フェニル、ピリジル、ベンジル、ピリジン−2−イルメチル、フェニルエチル、1−フェニル−エチルと;
c)それぞれ独立に無置換、又は1つ、2つ、若しくは3つのC1〜4アルキル置換基で置換されている、シクロアルキル、−(CH2)−(単環シクロアルキル)、−(CHR2)−(単環シクロアルキル)、−(CH2)−(縮合シクロアルキル)、−(CH2)−(架橋多環シクロアルキル)、−(CH2)0〜1−テトラヒドロフラニル、及び−(CH2)0〜1−テトラヒドロピラニルと;からなる群から選択される、請求項2に記載の化学物質。 - R1が、
a)2,2−ジメチルプロパノール、2,2−ジメチルプロパン−1−オール、2,2−ジメチルプロピル、2−メチル−1−プロパン−2−オール、2−メチルプロパン−2−オール、3−プロパノール、(1−メチルエチル)、2,2−ジメチルプロピル、2−メトキシエチル、2−メチルプロピル、4,4,4−トリフルオロブチル、プロピル、ブチル、tert−ブチル、プロパン−1−オール、2−(メチルスルファニル)エチルと;
b)2−フェニルエチル、フラン−3−イルメチル、ピリジン−2−イルメチル、(1R)−1−フェニルエチル、ベンジル、フェニル、4−フルオロベンジル、4−メトキシベンジル、4−メチルベンジルと;
c)ビシクロ[2.2.1]ヘプト−2−イルメチル、テトラヒドロ−2H−ピラン−4−イル、テトラヒドロフラン−2−イルメチル、(1R,2R,3R,5S)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル、(1R,2S,4R)−1,7,7−トリメチルビシクロ[2.2.1]ヘプト−2−イル、(1S,2S,3S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル、(1S,2S,4R)−ビシクロ[2.2.1]ヘプト−2−イル、(1S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル、(2R)−テトラヒドロフラン−2−イルメチル、(2S)−ビシクロ[2.2.1]ヘプト−2−イル]、[(2S)−テトラヒドロフラン−2−イルメチル、(3R)−テトラヒドロフラン−3−イル、(6,6−ジメチルビシクロ[3.1.1]ヘプト−2−イル)メチル、ビシクロ[2.2.1]ヘプト−2−イル、シクロブチル、シクロヘキシル、シクロペンチル、シクロプロピル、シクロヘキシルメチル、シクロペンチルメチル、シクロプロピルメチル、アダマンタン−1−イル、2−アダマンチル、ビシクロ[2.2.1]ヘプト−2−イル、及び(6,6−ジメチル−ビシクロ[3.1.1]ヘプト−2−イル)−メチル;からなる群から選択される、請求項2に記載の化学物質。 - RaがHである、請求項2に記載の化学物質。
- RbがH又はメチルである、請求項2に記載の化学物質。
- RcがH又はメチルである、請求項2に記載の化学物質。
- R2がメチルである、請求項2に記載の化学物質。
- ZがCHである、請求項2に記載の化学物質。
- ZがNである、請求項2に記載の化学物質。
- R1が、
a)無置換、又は−OH若しくは−CF3で置換されているC1〜8アルキルと;
b)それぞれ独立に無置換、又はハロ、−CH3、−OCH3で置換されている、フェニル、ピリジル、ベンジル、ピリジン−2−イルメチル、フェニルエチル、1−フェニル−エチルと;
c)それぞれ独立に無置換、又は1つ、2つ、若しくは3つのC1〜4アルキル置換基で置換されている、シクロアルキル、−(CH2)−(単環シクロアルキル)、−(CHR2)−(単環シクロアルキル)、−(CH2)−(縮合シクロアルキル)、−(CH2)−(架橋多環シクロアルキル)、−(CH2)0〜1−テトラヒドロフラニル、及び−(CH2)0〜1−テトラヒドロピラニルと;からなる群から選択される、請求項3に記載の化学物質。 - R1が、
a)2,2−ジメチルプロパノール、2,2−ジメチルプロパン−1−オール、2,2−ジメチルプロピル、2−メチル−1−プロパン−2−オール、2−メチルプロパン−2−オール、3−プロパノール、(1−メチルエチル)、2,2−ジメチルプロピル、2−メトキシエチル、2−メチルプロピル、4,4,4−トリフルオロブチル、プロピル、ブチル、tert−ブチル、プロパン−1−オール、2−(メチルスルファニル)エチルと;
b)2−フェニルエチル、フラン−3−イルメチル、ピリジン−2−イルメチル、(1R)−1−フェニルエチル、ベンジル、フェニル、4−フルオロベンジル、4−メトキシベンジル、4−メチルベンジルと;
c)ビシクロ[2.2.1]ヘプト−2−イルメチル、テトラヒドロ−2H−ピラン−4−イル、テトラヒドロフラン−2−イルメチル、(1R,2R,3R,5S)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル、(1R,2S,4R)−1,7,7−トリメチルビシクロ[2.2.1]ヘプト−2−イル、(1S,2S,3S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル、(1S,2S,4R)−ビシクロ[2.2.1]ヘプト−2−イル、(1S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル、(2R)−テトラヒドロフラン−2−イルメチル、(2S)−ビシクロ[2.2.1]ヘプト−2−イル]、[(2S)−テトラヒドロフラン−2−イルメチル、(3R)−テトラヒドロフラン−3−イル、(6,6−ジメチルビシクロ[3.1.1]ヘプト−2−イル)メチル、ビシクロ[2.2.1]ヘプト−2−イル、シクロブチル、シクロヘキシル、シクロペンチル、シクロプロピル、シクロヘキシルメチル、シクロペンチルメチル、シクロプロピルメチル、アダマンタン−1−イル、2−アダマンチル、ビシクロ[2.2.1]ヘプト−2−イル、及び(6,6−ジメチル−ビシクロ[3.1.1]ヘプト−2−イル)−メチル;からなる群から選択される、請求項3に記載の化学物質。 - RaがHである、請求項3に記載の化学物質。
- RbがH又はメチルである、請求項3に記載の化学物質。
- RcがH又はメチルである、請求項3に記載の化学物質。
- R2がメチルである、請求項3に記載の化学物質。
- ZがCHである、請求項3に記載の化学物質。
- ビシクロ[2.2.1]ヘプト−2−イル−[4−((3R)−3−メチルアミノ−ピロリジン−1−イル)−ピリジン−2−イル]−アミンジヒドロクロリド;
N−シクロペンチル−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−プロピルピリジン−2−アミンジヒドロクロリド;
N−(シクロプロピルメチル)−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミンジトリフルオロアセテート;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−[(3R)−テトラヒドロフラン−3−イル]ピリジン−2−アミンジヒドロクロリド;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−[テトラヒドロフラン−2−イルメチル]ピリジン−2−アミンジヒドロクロリド;
N−(4−フルオロベンジル)−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミンジヒドロクロリド;
N−シクロプロピル−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミンジヒドロクロリド;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−[(1S,2S,3S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル]ピリジン−2−アミン;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−[(1R,2R,3R,5S)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル]ピリジン−2−アミン;
N−ベンジル−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−(1−メチルエチル)ピリジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(1−メチルエチル)ピリジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−(2−メチルプロピル)ピリジン−2−アミン;
4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]−N−(2−メチルプロピル)ピリジン−2−アミン;
N−シクロペンチル−4−ピペラジン−1−イルピリジン−2−アミン;
4−ピペラジン−1−イル−N−プロピルピリジン−2−アミンジヒドロクロリド;
N−ベンジル−4−ピペラジン−1−イルピリジン−2−アミン;
N−(2−メチルプロピル)−4−ピペラジン−1−イルピリジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(2−メチルプロピル)ピリジン−2−アミン;
4−(4−メチルピペラジン−1−イル)−N−(2−メチルプロピル)ピリジン−2−アミン;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−(2−メチルプロピル)ピリジン−2−アミン;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−フェニルピリジン−2−アミン;
4−[3−(メチルアミノ)アゼチジン−1−イル]−N−(2−メチルプロピル)ピリジン−2−アミン;
N−(シクロプロピルメチル)−4−ピペラジン−1−イルピリジン−2−アミン;
N−ブチル−4−ピペラジン−1−イルピリジン−2−アミン;
N−(2−メトキシエチル)−4−ピペラジン−1−イルピリジン−2−アミン;
N−フェニル−4−ピペラジン−1−イルピリジン−2−アミン;
4−ピペラジン−1−イル−N−(テトラヒドロフラン−2−イルメチル)ピリジン−2−アミン;
N−(4−フルオロベンジル)−4−ピペラジン−1−イルピリジン−2−アミン;
N−(2,2−ジメチルプロピル)−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
N−(2−メトキシエチル)−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]−N−[(1R,2S,4R)−1,7,7−トリメチルビシクロ[2.2.1]ヘプト−2−イル]ピリジン−2−アミン;
アダマンタン−2−イル−[4−(4−メチル−ピペラジン−1−イル)−ピリジン−2−イル]−アミン;
アダマンタン−2−イル−[4−(3R)−(3−メチルアミノ−ピロリジン−1−イル)−ピリジン−2−イル]−アミン;
N−[(1R)−1−シクロヘキシルエチル]−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
アダマンタン−1−イル−[4−(3S)−(3−メチルアミノ−ピロリジン−1−イル)−ピリジン−2−イル]−アミン;
N−(シクロヘキシルメチル)−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
N−(シクロヘキシルメチル)−4−(4−メチルピペラジン−1−イル)ピリジン−2−アミン;
N−[(1R)−1−シクロヘキシルエチル]−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
N−[(1R)−1−シクロヘキシルエチル]−4−(4−メチルピペラジン−1−イル)ピリジン−2−アミン;
アダマンタン−2−イル−[4−(3S)−(3−メチルアミノ−ピロリジン−1−イル)−ピリジン−2−イル]−アミン;
3−{[4−(4−メチルピペラジン−1−イル)ピリジン−2−イル]アミノ}プロパン−1−オール;
N−{[(1S,2S,5S)−6,6−ジメチルビシクロ[3.1.1]ヘプト−2−イル]メチル}−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
アダマンタン−1−イル−[4−(3R)−(3−メチルアミノ−ピロリジン−1−イル)−ピリジン−2−イル]−アミン;
アダマンタン−1−イル−[4−(4−メチル−ピペラジン−1−イル)−ピリジン−2−イル]−アミン;
アダマンタン−1−イルメチル−[4−(3R)−(3−メチルアミノ−ピロリジン−1−イル)−ピリジン−2−イル]−アミン;
N−{[(1S,2S,5S)−6,6−ジメチルビシクロ[3.1.1]ヘプト−2−イル]メチル}−4−(4−メチルピペラジン−1−イル)ピリジン−2−アミン;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−(テトラヒドロ−2H−ピラン−4−イル)ピリジン−2−アミン;
4−(4−メチルピペラジン−1−イル)−N−(テトラヒドロ−2H−ピラン−4−イル)ピリジン−2−アミン;
N−{[(1S,2S,5S)−6,6−ジメチルビシクロ[3.1.1]ヘプト−2−イル]メチル}−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
N−(シクロヘキシルメチル)−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
N−(シクロペンチルメチル)−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
N−(シクロペンチルメチル)−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
N−シクロペンチル−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]−N−(ピリジン−2−イルメチル)ピリジン−2−アミン;
4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]−N−[(1S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル]ピリジン−2−アミン;
N−ビシクロ[2.2.1]ヘプト−2−イル−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
4−(4−メチルピペラジン−1−イル)−N−[(1S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル]ピリジン−2−アミン;
N−tert−ブチル−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
3−({4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−イル}アミノ)プロパン−1−オール;
N−シクロプロピル−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
N−(シクロペンチルメチル)−4−(4−メチルピペラジン−1−イル)ピリジン−2−アミン;
N−ベンジル−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
N−(2−メトキシエチル)−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
N−(2−メトキシエチル)−4−(4−メチルピペラジン−1−イル)ピリジン−2−アミン;
2−メチル−1−({4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−イル}アミノ)プロパン−2−オール;
2−メチル−1−{[4−(4−メチルピペラジン−1−イル)ピリジン−2−イル]アミノ}プロパン−2−オール;
2−メチル−1−({4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−イル}アミノ)プロパン−2−オール;
N−ブチル−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
4−(4−メチルピペラジン−1−イル)−N−(ピリジン−2−イルメチル)ピリジン−2−アミン;
4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]−N−(2−フェニルエチル)ピリジン−2−アミン;
N−(4−フルオロベンジル)−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−[(1R,2S,4R)−1,7,7−トリメチルビシクロ[2.2.1]ヘプト−2−イル]ピリジン−2−アミン;
N−シクロペンチル−4−(4−メチルピペラジン−1−イル)ピリジン−2−アミン;
N−(4−フルオロベンジル)−4−(4−メチルピペラジン−1−イル)ピリジン−2−アミン;
4−(4−メチルピペラジン−1−イル)−N−(2−フェニルエチル)ピリジン−2−アミン;
アダマンタン−1−イルメチル−[4−(3S)−(3−メチルアミノ−ピロリジン−1−イル)−ピリジン−2−イル]−アミン;
4−(4−メチルピペラジン−1−イル)−N−[(1R,2S,4R)−1,7,7−トリメチルビシクロ[2.2.1]ヘプト−2−イル]ピリジン−2−アミン;
N−(ビシクロ[2.2.1]ヘプト−2−イルメチル)−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−ブチルピリジン−2−アミン;
アダマンタン−1−イルメチル−[4−(4−メチル−ピペラジン−1−イル)−ピリジン−2−イル]−アミン;
N−(シクロヘキシルメチル)−4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリジン−2−アミン;
4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]−N−(2−メチルプロピル)ピリジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−(ピリジン−2−イルメチル)ピリジン−2−アミン;
N−シクロペンチル−4−[3−(メチルアミノ)アゼチジン−1−イル]ピリジン−2−アミン;
4−ピペラジン−1−イル−N−(ピリジン−2−イルメチル)ピリジン−2−アミン;
N−(シクロペンチルメチル)−4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリジン−2−アミン;
N−シクロペンチル−4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−(4−フルオロベンジル)ピリジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−(2−メトキシエチル)ピリジン−2−アミン;
N−ビシクロ[2.2.1]ヘプト−2−イル−4−(1,4−ジアゼパン−1−イル)ピリジン−2−アミン;
アダマンタン−2−イル−[4−(3aR,6aR)−(ヘキサヒドロ−ピロロ[3,4−b]ピロル−5−イル)−ピリジン−2−イル]−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−ベンジルピリジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−シクロペンチルピリジン−2−アミン;
4−ピペラジン−1−イル−N−[(1S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル]ピリジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−ビシクロ[2.2.1]ヘプト−2−イルピリジン−2−アミン;
N−[(1R)−1−シクロヘキシルエチル]−4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−[(1S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル]ピリジン−2−アミン;
1−({4−[(3S)−3−アミノピロリジン−1−イル]ピリジン−2−イル}アミノ)−2−メチルプロパン−2−オール;
4−[(3R)−3−アミノピロリジン−1−イル]−N−シクロヘキシルピリジン−2−アミン;
N−(シクロペンチルメチル)−4−[3−(メチルアミノ)アゼチジン−1−イル]ピリジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−(2−フェニルエチル)ピリジン−2−アミン;
4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]−N−(テトラヒドロ−2H−ピラン−4−イル)ピリジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(シクロペンチルメチル)ピリジン−2−アミン;
1−({4−[(3R)−3−アミノピロリジン−1−イル]ピリジン−2−イル}アミノ)−2−メチルプロパン−2−オール;
N−tert−ブチル−4−[3−(メチルアミノ)アゼチジン−1−イル]ピリジン−2−アミン;
N−シクロプロピル−4−[3−(メチルアミノ)アゼチジン−1−イル]ピリジン−2−アミン;
2−メチル−1−({4−[3−(メチルアミノ)アゼチジン−1−イル]ピリジン−2−イル}アミノ)プロパン−2−オール;
3−({4−[3−(メチルアミノ)アゼチジン−1−イル]ピリジン−2−イル}アミノ)プロパン−1−オール;
4−[3−(メチルアミノ)アゼチジン−1−イル]−N−[(1S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル]ピリジン−2−アミン;
N−ベンジル−4−[3−(メチルアミノ)アゼチジン−1−イル]ピリジン−2−アミン;
N−(2−メトキシエチル)−4−[3−(メチルアミノ)アゼチジン−1−イル]ピリジン−2−アミン;
4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]−N−[(1S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル]ピリジン−2−アミン;
N−tert−ブチル−4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(2−メトキシエチル)ピリジン−2−アミン;
2−メチル−1−[(4−ピペラジン−1−イルピリジン−2−イル)アミノ]プロパン−2−オール;
N−{[(1S,2S,5S)−6,6−ジメチルビシクロ[3.1.1]ヘプト−2−イル]メチル}−4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−シクロペンチルピリジン−2−アミン;
N−(2,2−ジメチルプロピル)−4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリジン−2−アミン;
4−[3−(メチルアミノ)アゼチジン−1−イル]−N−(2−フェニルエチル)ピリジン−2−アミン;
N−(4−フルオロベンジル)−4−[3−(メチルアミノ)アゼチジン−1−イル]ピリジン−2−アミン;
アダマンタン−1−イル−[4−(3aR,6aR)−(ヘキサヒドロ−ピロロ[3,4−b]ピロル−5−イル)−ピリジン−2−イル]−アミン;
4−[3−(メチルアミノ)アゼチジン−1−イル]−N−(ピリジン−2−イルメチル)ピリジン−2−アミン;
N−(シクロペンチルメチル)−4−ピペラジン−1−イルピリジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(2−メチルプロピル)ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(シクロプロピルメチル)ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−シクロペンチルピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(2,2−ジメチルプロピル)ピリミジン−2−アミン;
1−({4−[(3R)−3−アミノピロリジン−1−イル]ピリミジン−2−イル}アミノ)−2−メチルプロパン−2−オール;
4−[(3R)−3−アミノピロリジン−1−イル]−N−シクロブチルピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−[(3R)−テトラヒドロフラン−3−イル]ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(テトラヒドロ−2H−ピラン−4−イル)ピリミジン−2−アミン;
イソブチル−[4−(4−メチル−ピペラジン−1−イル)−ピリミジン−2−イル]−アミン;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−(2−メチルプロピル)ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−[ビシクロ[2.2.1]ヘプト−2−イル]ピリミジン−2−アミン;
N−[ビシクロ[2.2.1]ヘプト−2−イル]−4−(4−メチルピペラジン−1−イル)ピリミジン−2−アミン;
N−(シクロプロピルメチル)−4−(4−メチルピペラジン−1−イル)ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−ブチルピリミジン−2−アミン;
N−ブチル−4−(4−メチルピペラジン−1−イル)ピリミジン−2−アミン;
N−シクロペンチル−4−(4−メチルピペラジン−1−イル)ピリミジン−2−アミン;
N−(2,2−ジメチルプロピル)−4−(4−メチルピペラジン−1−イル)ピリミジン−2−アミン;
4−(4−メチルピペラジン−1−イル)−N−(テトラヒドロフラン−2−イルメチル)ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(テトラヒドロフラン−2−イルメチル)ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(1−メチルエチル)ピリミジン−2−アミン;
N−(1−メチルエチル)−4−(4−メチルピペラジン−1−イル)ピリミジン−2−アミン;
N−シクロブチル−4−(4−メチルピペラジン−1−イル)ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−シクロプロピルピリミジン−2−アミン;
N−シクロプロピル−4−(4−メチルピペラジン−1−イル)ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(4−フルオロベンジル)ピリミジン−2−アミン;
N−(4−フルオロベンジル)−4−(4−メチルピペラジン−1−イル)ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(2−メトキシエチル)ピリミジン−2−アミン;
N−(2−メトキシエチル)−4−(4−メチルピペラジン−1−イル)ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(ピリジン−2−イルメチル)ピリミジン−2−アミン;
4−(4−メチルピペラジン−1−イル)−N−(ピリジン−2−イルメチル)ピリミジン−2−アミン;
シクロペンチル−(4−ピペラジン−1−イル−ピリミジン−2−イル)−アミン;
(2,2−ジメチル−プロピル)−(4−ピペラジン−1−イル−ピリミジン−2−イル)−アミン;
イソブチル−(4−ピペラジン−1−イル−ピリミジン−2−イル)−アミン;
シクロプロピルメチル−(4−ピペラジン−1−イル−ピリミジン−2−イル)−アミン;
イソプロピル−(4−ピペラジン−1−イル−ピリミジン−2−イル)−アミン;
ブチル−(4−ピペラジン−1−イル−ピリミジン−2−イル)−アミン;
(R)−(4−ピペラジン−1−イル−ピリミジン−2−イル)−(−テトラヒドロ−フラン−2−イルメチル)−アミン;
ビシクロ[2.2.1]ヘプト−2−イル−(4−ピペラジン−1−イル−ピリミジン−2−イル)−アミン;
(4−ピペラジン−1−イル−ピリミジン−2−イル)−(2,6,6−トリメチル−ビシクロ[3.1.1]ヘプト−3−イル)−アミン;
N−(2−メトキシエチル)−4−ピペラジン−1−イルピリミジン−2−アミン;
ブチル−[4−(3R)−(3−メチルアミノ−ピロリジン−1−イル)−ピリミジン−2−イル]−アミン;
ビシクロ[2.2.1]ヘプト−2−イル−[4−(3R)−(3−メチルアミノ−ピロリジン−1−イル)−ピリミジン−2−イル]−アミン;
シクロペンチル−[4−(3R)−(3−メチルアミノ−ピロリジン−1−イル)−ピリミジン−2−イル]−アミン;
(2,2−ジメチル−プロピル)−[4−(3R)−(3−メチルアミノ−ピロリジン−1−イル)−ピリミジン−2−イル]−アミン;
シクロプロピルメチル−[4−(3R)−(3−メチルアミノ−ピロリジン−1−イル)−ピリミジン−2−イル]−アミン;
イソプロピル−[4−(3R)−(3−メチルアミノ−ピロリジン−1−イル)−ピリミジン−2−イル]−アミン;
(4−フルオロ−ベンジル)−[4−(3R)−(3−メチルアミノ−ピロリジン−1−イル)−ピリミジン−2−イル]−アミン;
シクロプロピル−[4−(3R)−(3−メチルアミノ−ピロリジン−1−イル)−ピリミジン−2−イル]−アミン;
[4−(3R)−(3−メチルアミノ−ピロリジン−1−イル)−ピリミジン−2−イル]−(テトラヒドロ−フラン−2−イルメチル)−アミン;
(2−メトキシ−エチル)−[4−(3R)−(3−メチルアミノ−ピロリジン−1−イル)−ピリミジン−2−イル]−アミン;
[4−(3R)−(3−メチルアミノ−ピロリジン−1−イル)−ピリミジン−2−イル]−ピリジン−2−イルメチル−アミン;
[4−(3−アミノ−アゼチジン−1−イル)−ピリミジン−2−イル]−ブチル−アミン;
4−(3−アミノアゼチジン−1−イル)−N−シクロペンチルピリミジン−2−アミン;
4−(3−アミノアゼチジン−1−イル)−N−(シクロプロピルメチル)ピリミジン−2−アミン;
4−(3−アミノアゼチジン−1−イル)−N−ビシクロ[2.2.1]ヘプト−2−イルピリミジン−2−アミン;
4−(3−アミノアゼチジン−1−イル)−N−(2,2−ジメチルプロピル)ピリミジン−2−アミン;
4−(3−アミノアゼチジン−1−イル)−N−(2−メチルプロピル)ピリミジン−2−アミン;
4−(3−アミノアゼチジン−1−イル)−N−(1−メチルエチル)ピリミジン−2−アミン;
4−(3−アミノアゼチジン−1−イル)−N−シクロプロピルピリミジン−2−アミン;
4−(3−アミノアゼチジン−1−イル)−N−(4−フルオロベンジル)ピリミジン−2−アミン;
4−(3−アミノアゼチジン−1−イル)−N−[(3R)−テトラヒドロフラン−3−イル]ピリミジン−2−アミン;
4−(3−アミノアゼチジン−1−イル)−N−[(2R)−テトラヒドロフラン−2−イルメチル]ピリミジン−2−アミン;
N−(シクロヘキシルメチル)−4−[3−(メチルアミノ)アゼチジン−1−イル]ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−[(1R)−1−シクロヘキシルエチル]ピリミジン−2−アミン;
N−{[(1S,2S,5S)−6,6−ジメチルビシクロ[3.1.1]ヘプト−2−イル]メチル}−4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリミジン−2−アミン;
N−[(6,6−ジメチルビシクロ[3.1.1]ヘプト−2−イル)メチル]−4−[3−(メチルアミノ)アゼチジン−1−イル]ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−[(6,6−ジメチルビシクロ[3.1.1]ヘプト−2−イル)メチル]ピリミジン−2−アミン;
N−(シクロヘキシルメチル)−4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリミジン−2−アミン;
4−[3−(メチルアミノ)アゼチジン−1−イル]−N−(テトラヒドロ−2H−ピラン−4−イル)ピリミジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−(シクロプロピルメチル)ピリミジン−2−アミン;
1−({4−[(3S)−3−アミノピロリジン−1−イル]ピリミジン−2−イル}アミノ)−2−メチルプロパン−2−オール;
4−[(3S)−3−アミノピロリジン−1−イル]−N−(2,2−ジメチルプロピル)ピリミジン−2−アミン;
N−シクロプロピル−4−ピペラジン−1−イルピリミジン−2−アミン;
N−[(1R)−1−シクロヘキシルエチル]−4−[3−(メチルアミノ)アゼチジン−1−イル]ピリミジン−2−アミン;
2−メチル−1−({4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−イル}アミノ)プロパン−2−オール;
N−[(1R)−1−シクロヘキシルエチル]−4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−[(1S,2S,3S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル]ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(2−フェニルエチル)ピリミジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−(ピリジン−2−イルメチル)ピリミジン−2−アミン;
N−(シクロペンチルメチル)−4−(4−メチルピペラジン−1−イル)ピリミジン−2−アミン;
2−メチル−1−{[4−(4−メチルピペラジン−1−イル)ピリミジン−2−イル]アミノ}プロパン−2−オール;
N−(シクロペンチルメチル)−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−アミン;
2−メチル−1−({4−[3−(メチルアミノ)アゼチジン−1−イル]ピリミジン−2−イル}アミノ)プロパン−2−オール;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(シクロペンチルメチル)ピリミジン−2−アミン;
N−[2−(メチルスルファニル)エチル]−4−ピペラジン−1−イルピリミジン−2−アミン;
4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]−N−[(1R,2S,4R)−1,7,7−トリメチルビシクロ[2.2.1]ヘプト−2−イル]ピリミジン−2−アミン;
4−[3−(メチルアミノ)アゼチジン−1−イル]−N−[(1R,2S,4R)−1,7,7−トリメチルビシクロ[2.2.1]ヘプト−2−イル]ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−[(1R,2S,4R)−1,7,7−トリメチルビシクロ[2.2.1]ヘプト−2−イル]ピリミジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−(2−メトキシエチル)ピリミジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−シクロヘキシルピリミジン−2−アミン;
3−({4−[(3S)−3−アミノピロリジン−1−イル]ピリミジン−2−イル}アミノ)−2,2−ジメチルプロパン−1−オール;
N−ベンジル−4−ピペラジン−1−イルピリミジン−2−アミン;
N−(2−フェニルエチル)−4−ピペラジン−1−イルピリミジン−2−アミン;
N−ビシクロ[2.2.1]ヘプト−2−イル−4−ピペラジン−1−イルピリミジン−2−アミン;
4−ピペラジン−1−イル−N−[(1S,2S,3S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル]ピリミジン−2−アミン;
3−({4−[3−(メチルアミノ)アゼチジン−1−イル]ピリミジン−2−イル}アミノ)プロパン−1−オール;
2,2−ジメチル−3−({4−[3−(メチルアミノ)アゼチジン−1−イル]ピリミジン−2−イル}アミノ)プロパン−1−オール;
3−[(4−ピペラジン−1−イルピリミジン−2−イル)アミノ]プロパン−1−オール;
4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]−N−(2−メチルプロピル)ピリミジン−2−アミン;
N−シクロペンチル−4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリミジン−2−アミン;
4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]−N−(2−メトキシエチル)ピリミジン−2−アミン;
4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]−N−[(1R)−1−フェニルエチル]ピリミジン−2−アミン;
N−(4−フルオロベンジル)−4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリミジン−2−アミン;
N−シクロプロピル−4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリミジン−2−アミン;
N−(4−メトキシベンジル)−4−ピペラジン−1−イルピリミジン−2−アミン;
N−シクロプロピル−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−ビシクロ[2.2.1]ヘプト−2−イルピリミジン−2−アミン;
N−ビシクロ[2.2.1]ヘプト−2−イル−4−[3−(メチルアミノ)アゼチジン−1−イル]ピリミジン−2−アミン;
3−({4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリミジン−2−イル}アミノ)−2,2−ジメチルプロパン−1−オール;
4−[(3S)−3−アミノピロリジン−1−イル]−N−(シクロペンチルメチル)ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(4,4,4−トリフルオロブチル)ピリミジン−2−アミン;
3−{[4−(3−アミノアゼチジン−1−イル)ピリミジン−2−イル]アミノ}−2,2−ジメチルプロパン−1−オール;
3−({4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−イル}アミノ)プロパン−1−オール;
3−({4−[(3R)−3−アミノピロリジン−1−イル]ピリミジン−2−イル}アミノ)−2,2−ジメチルプロパン−1−オール;
3−({4−[(3R)−3−アミノピロリジン−1−イル]ピリミジン−2−イル}アミノ)プロパン−1−オール;
3−{[4−(3−アミノアゼチジン−1−イル)ピリミジン−2−イル]アミノ}プロパン−1−オール;
N−(4−メチルベンジル)−4−ピペラジン−1−イルピリミジン−2−アミン;
4−ピペラジン−1−イル−N−(ピリジン−2−イルメチル)ピリミジン−2−アミン;
2,2−ジメチル−3−({4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−イル}アミノ)プロパン−1−オール;
3−({4−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリミジン−2−イル}アミノ)プロパン−1−オール;
4−[(3S)−3−アミノピロリジン−1−イル]−N−シクロペンチルピリミジン−2−アミン;
3−{[4−(4−メチルピペラジン−1−イル)ピリミジン−2−イル]アミノ}プロパン−1−オール;
N−ビシクロ[2.2.1]ヘプト−2−イル−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−アミン;
N−(4−メチルベンジル)−4−(4−メチルピペラジン−1−イル)ピリミジン−2−アミン;
4−(4−メチルピペラジン−1−イル)−N−[2−(メチルスルファニル)エチル]ピリミジン−2−アミン;
N−ベンジル−4−(4−メチルピペラジン−1−イル)ピリミジン−2−アミン;
2,2−ジメチル−3−[(4−ピペラジン−1−イルピリミジン−2−イル)アミノ]プロパン−1−オール;
3−({4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−イル}アミノ)プロパン−1−オール;
4−(4−メチルピペラジン−1−イル)−N−[(1S,2S,3S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル]ピリミジン−2−アミン;
2,2−ジメチル−3−({4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−イル}アミノ)プロパン−1−オール;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−(4−メチルベンジル)ピリミジン−2−アミン;
4−[3−(メチルアミノ)アゼチジン−1−イル]−N−(2−メチルプロピル)ピリミジン−2−アミン;
N−シクロペンチル−4−[3−(メチルアミノ)アゼチジン−1−イル]ピリミジン−2−アミン;
4−(4−メチルピペラジン−1−イル)−N−(2−フェニルエチル)ピリミジン−2−アミン;
N−ベンジル−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−[(1R)−1−フェニルエチル]ピリミジン−2−アミン;
N−(4−メトキシベンジル)−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−アミン;
2−メチル−1−[(4−ピペラジン−1−イルピリミジン−2−イル)アミノ]プロパン−2−オール;
N−(4−フルオロベンジル)−4−[3−(メチルアミノ)アゼチジン−1−イル]ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−ベンジルピリミジン−2−アミン;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−[(1R)−1−フェニルエチル]ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−シクロヘキシルピリミジン−2−アミン;
N−(2−メトキシエチル)−4−[3−(メチルアミノ)アゼチジン−1−イル]ピリミジン−2−アミン;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−(2−フェニルエチル)ピリミジン−2−アミン;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−[(1S,2S,3S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル]ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(4−メトキシベンジル)ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(4−メチルベンジル)ピリミジン−2−アミン;
N−(シクロペンチルメチル)−4−ピペラジン−1−イルピリミジン−2−アミン;
4−[3−(メチルアミノ)アゼチジン−1−イル]−N−(ピリジン−2−イルメチル)ピリミジン−2−アミン;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−[(3S,5S,7S)−トリシクロ[3.3.1.1.3.7]デシ−1−イルメチル]ピリミジン−2−アミン;
4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−[(1R,2S,4R)−1,7,7−トリメチルビシクロ[2.2.1]ヘプト−2−イル]ピリミジン−2−アミン;
N−(シクロヘキシルメチル)−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−アミン;
N−シクロヘキシル−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−アミン;
N−{[(1S,2S,5S)−6,6−ジメチルビシクロ[3.1.1]ヘプト−2−イル]メチル}−4−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−アミン;
4−(1,4−ジアゼパン−1−イル)−N−(2,2−ジメチルプロピル)ピリミジン−2−アミン;
N−ビシクロ[2.2.1]ヘプト−2−イル−4−(1,4−ジアゼパン−1−イル)ピリミジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−ブチルピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−(シクロヘキシルメチル)ピリミジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−(2−メチルプロピル)ピリミジン−2−アミン;
4−[(3S)−3−アミノピロリジン−1−イル]−N−(4−フルオロベンジル)ピリミジン−2−アミン;
4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]−N−(ピリジン−2−イルメチル)ピリミジン−2−アミン;
N−シクロペンチル−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−アミン;
4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]−N−(2−メチルプロピル)ピリミジン−2−アミン;
N−(2,2−ジメチルプロピル)−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−アミン;
N−ベンジル−4−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリミジン−2−アミン;
4−[(3R)−3−アミノピロリジン−1−イル]−N−[(1r,5R,7S)−トリシクロ[3.3.1.1.3.7]デシ−2−イル]ピリミジン−2−アミン、これらの製薬上許容される塩、及びこれらの製薬上許容されるプロドラッグからなる群から選択される、化学物質。 - 5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−(2−メチルプロピル)ピリダジン−3−アミン;
N−ビシクロ[2.2.1]ヘプト−2−イル−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−[(1S,2S,3S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル]ピリダジン−3−アミン;
N−シクロヘキシル−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−(シクロプロピルメチル)−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−ブチル−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
5−(4−メチルピペラジン−1−イル)−N−(2−メチルプロピル)ピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−(2−メトキシエチル)ピリダジン−3−アミン;
5−[3−(メチルアミノ)アゼチジン−1−イル]−N−(4,4,4−トリフルオロブチル)ピリダジン−3−アミン;
N5−(2−アミノエチル)−N3−(2,2−ジメチルプロピル)−N5−メチルピリダジン−3,5−ジアミン;
5−[3−(メチルアミノ)アゼチジン−1−イル]−N−[(1S,5R)−2,6,6−トリメチルビシクロ[3.1.1]ヘプト−3−イル]ピリダジン−3−アミン;
N5−(2−アミノ−エチル)−N3−ビシクロ[2.2.1]ヘプト−2−イル−N5−メチル−ピリダジン−3,5−ジアミン;
N5−(2−アミノエチル)−N3−(シクロペンチルメチル)−N5−メチルピリダジン−3,5−ジアミン;
5−[(3S)−3−アミノピロリジン−1−イル]−N−(ビシクロ[2.2.1]ヘプト−2−イルメチル)ピリダジン−3−アミン;
3−({5−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリダジン−3−イル}アミノ)プロパン−1−オール;
5−(3−アミノアゼチジン−1−イル)−N−{[(1S,2S,5S)−6,6−ジメチルビシクロ[3.1.1]ヘプト−2−イル]メチル}ピリダジン−3−アミン;
5−(1,4−ジアゼパン−1−イル)−N−(2,2−ジメチルプロピル)ピリダジン−3−アミン;
N−ビシクロ[2.2.1]ヘプト−2−イル−5−(1,4−ジアゼパン−1−イル)ピリダジン−3−アミン;
N−シクロプロピル−5−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリダジン−3−アミン;
N−ブチル−5−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−(ビシクロ[2.2.1]ヘプト−2−イルメチル)ピリダジン−3−アミン;
3−({5−[(3R)−3−アミノピロリジン−1−イル]ピリダジン−3−イル}アミノ)プロパン−1−オール;
3−[(5−ピペラジン−1−イルピリダジン−3−イル)アミノ]プロパン−1−オール;
N−シクロプロピル−5−ピペラジン−1−イルピリダジン−3−アミン;
N−(シクロペンチルメチル)−5−(1,4−ジアゼパン−1−イル)ピリダジン−3−アミン;
5−[(3S)−3−アミノピロリジン−1−イル]−N−(シクロペンチルメチル)ピリダジン−3−アミン;
5−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]−N−(2−メチルプロピル)ピリダジン−3−アミン;
5−[3−(メチルアミノ)アゼチジン−1−イル]−N−(2−メチルプロピル)ピリダジン−3−アミン;
N−(2−メトキシエチル)−5−[3−(メチルアミノ)アゼチジン−1−イル]ピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−[(1R)−1−フェニルエチル]ピリダジン−3−アミン;
5−(3−アミノアゼチジン−1−イル)−N−ビシクロ[2.2.1]ヘプト−2−イルピリダジン−3−アミン;
5−(3−アミノアゼチジン−1−イル)−N−(2,2−ジメチルプロピル)ピリダジン−3−アミン;
N−(2,2−ジメチルプロピル)−5−[3−(メチルアミノ)アゼチジン−1−イル]ピリダジン−3−アミン;
N−シクロヘキシル−5−[3−(メチルアミノ)アゼチジン−1−イル]ピリダジン−3−アミン;
5−(3−アミノアゼチジン−1−イル)−N−シクロペンチルピリダジン−3−アミン;
N−(シクロプロピルメチル)−5−[3−(メチルアミノ)アゼチジン−1−イル]ピリダジン−3−アミン;
5−(3−アミノアゼチジン−1−イル)−N−(2−メチルプロピル)ピリダジン−3−アミン;
5−(3−アミノアゼチジン−1−イル)−N−ベンジルピリダジン−3−アミン;
N−ベンジル−5−[3−(メチルアミノ)アゼチジン−1−イル]ピリダジン−3−アミン;
N−ビシクロ[2.2.1]ヘプト−2−イル−5−[3−(メチルアミノ)アゼチジン−1−イル]ピリダジン−3−アミン;
N−シクロペンチル−5−[3−(メチルアミノ)アゼチジン−1−イル]ピリダジン−3−アミン;
5−(3−アミノアゼチジン−1−イル)−N−シクロプロピルピリダジン−3−アミン;
3−({5−[3−(メチルアミノ)アゼチジン−1−イル]ピリダジン−3−イル}アミノ)プロパン−1−オール;
5−(3−アミノアゼチジン−1−イル)−N−(2−メトキシエチル)ピリダジン−3−アミン;
5−[(3S)−3−アミノピロリジン−1−イル]−N−シクロプロピルピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−(ピリジン−2−イルメチル)ピリダジン−3−アミン;
3−({5−[(3S)−3−アミノピロリジン−1−イル]ピリダジン−3−イル}アミノ)プロパン−1−オール;
5−[(3S)−3−アミノピロリジン−1−イル]−N−(2−メチルプロピル)ピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−ベンジルピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−(4−メトキシベンジル)ピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−(4−フルオロベンジル)ピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−(4−メチルベンジル)ピリダジン−3−アミン;
N−(4−メチルベンジル)−5−ピペラジン−1−イルピリダジン−3−アミン;
N−シクロペンチル−5−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリダジン−3−アミン;
N−(4−フルオロベンジル)−5−ピペラジン−1−イルピリダジン−3−アミン;
N−(4−メトキシベンジル)−5−ピペラジン−1−イルピリダジン−3−アミン;
N−ベンジル−5−ピペラジン−1−イルピリダジン−3−アミン;
N−[(1R)−1−フェニルエチル]−5−ピペラジン−1−イルピリダジン−3−アミン;
3−({5−[(3R)−3−アミノピロリジン−1−イル]ピリダジン−3−イル}アミノ)−2,2−ジメチルプロパン−1−オール;
N−シクロプロピル−5−[3−(メチルアミノ)アゼチジン−1−イル]ピリダジン−3−アミン;
5−[3−(メチルアミノ)アゼチジン−1−イル]−N−(ピリジン−2−イルメチル)ピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−(2−メチルプロピル)ピリダジン−3−アミン;
N−シクロペンチル−5−ピペラジン−1−イルピリダジン−3−アミン;
N−シクロヘキシル−5−ピペラジン−1−イルピリダジン−3−アミン;
N−ブチル−5−ピペラジン−1−イルピリダジン−3−アミン;
N−(2,2−ジメチルプロピル)−5−ピペラジン−1−イルピリダジン−3−アミン;
5−(3−アミノアゼチジン−1−イル)−N−(シクロペンチルメチル)ピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−(シクロペンチルメチル)ピリダジン−3−アミン;
N−(シクロペンチルメチル)−5−[(3aR,6aR)−ヘキサヒドロピロロ[3,4−b]ピロル−5(1H)−イル]ピリダジン−3−アミン;
N−(シクロプロピルメチル)−5−ピペラジン−1−イルピリダジン−3−アミン;
N−(2−フェニルエチル)−5−ピペラジン−1−イルピリダジン−3−アミン;
N−(シクロペンチルメチル)−5−ピペラジン−1−イルピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−(2−フェニルエチル)ピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−シクロヘキシルピリダジン−3−アミン;
2,2−ジメチル−3−[(5−ピペラジン−1−イルピリダジン−3−イル)アミノ]プロパン−1−オール;
5−[(3R)−3−アミノピロリジン−1−イル]−N−ブチルピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−シクロペンチルピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−(シクロプロピルメチル)ピリダジン−3−アミン;
N−(シクロペンチルメチル)−5−[3−(メチルアミノ)アゼチジン−1−イル]ピリダジン−3−アミン;
5−[(3R)−3−アミノピロリジン−1−イル]−N−(2,2−ジメチルプロピル)ピリダジン−3−アミン;
5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−(2−フェニルエチル)ピリダジン−3−アミン;
N−[(1R)−1−シクロヘキシルエチル]−5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−(ビシクロ[2.2.1]ヘプト−2−イルメチル)−5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−(ビシクロ[2.2.1]ヘプト−2−イルメチル)−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−(2−メトキシエチル)−5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−シクロプロピル−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−[(1R)−1−シクロヘキシルエチル]−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]−N−(2−メチルプロピル)ピリダジン−3−アミン;
N−シクロペンチル−5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−ビシクロ[2.2.1]ヘプト−2−イル−5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−(シクロペンチルメチル)−5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
2,2−ジメチル−3−({5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−イル}アミノ)プロパン−1−オール;
5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−(4−メチルベンジル)ピリダジン−3−アミン;
N−(2,2−ジメチルプロピル)−5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−(4,4,4−トリフルオロブチル)ピリダジン−3−アミン;
N−(フラン−3−イルメチル)−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−[(6,6−ジメチルビシクロ[3.1.1]ヘプト−2−イル)メチル]−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]−N−(4,4,4−トリフルオロブチル)ピリダジン−3−アミン;
3−({5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−イル}アミノ)プロパン−1−オール;
N−(シクロヘキシルメチル)−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−(2,2−ジメチルプロピル)−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−(2−メトキシエチル)−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−[(6,6−ジメチルビシクロ[3.1.1]ヘプト−2−イル)メチル]−5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−シクロプロピル−5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−(シクロヘキシルメチル)−5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−ベンジル−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−(4−フルオロベンジル)−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−(4−フルオロベンジル)−5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
N−(4−メトキシベンジル)−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]−N−[(1R)−1−フェニルエチル]ピリダジン−3−アミン;
5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]−N−(ピリジン−2−イルメチル)ピリダジン−3−アミン;
3−({5−[(3S)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−イル}アミノ)プロパン−1−オール;
N−(2,2−ジメチルプロピル)−5−(4−メチルピペラジン−1−イル)ピリダジン−3−アミン;
N−(2−メトキシエチル)−5−(4−メチルピペラジン−1−イル)ピリダジン−3−アミン;
N−ビシクロ[2.2.1]ヘプト−2−イル−5−(4−メチルピペラジン−1−イル)ピリダジン−3−アミン;
N−シクロペンチル−5−(4−メチルピペラジン−1−イル)ピリダジン−3−アミン;
N−(シクロペンチルメチル)−5−(4−メチルピペラジン−1−イル)ピリダジン−3−アミン;
5−(4−メチルピペラジン−1−イル)−N−(2−フェニルエチル)ピリダジン−3−アミン;
N−ベンジル−5−(4−メチルピペラジン−1−イル)ピリダジン−3−アミン;
5−(4−メチルピペラジン−1−イル)−N−(ピリジン−2−イルメチル)ピリダジン−3−アミン;
N−シクロペンチル−5−[(3R)−3−(メチルアミノ)ピロリジン−1−イル]ピリダジン−3−アミン;
(R)−5−(3−(メチルアミノ)ピロリジン−1−イル)−N−(1−アダマンチル)ピリダジン−3−アミンジヒドロクロリド;
(R)−5−(3−(メチルアミノ)ピロリジン−1−イル)−N−(2−アダマンチル)ピリダジン−3−アミンジヒドロクロリド;
(S)−5−(3−(メチルアミノ)ピロリジン−1−イル)−N−(2−アダマンチル)ピリダジン−3−アミンジヒドロクロリド;
(S)−5−(3−(メチルアミノ)ピロリジン−1−イル)−N−(1−アダマンチル)ピリダジン−3−アミンジヒドロクロリド、これらの製薬上許容される塩、及びこれらの製薬上許容されるプロドラッグからなる群から選択される、化学物質。 - 式(I):
Zは、CH又はNであり;
Yは、CH又はNであり;
Z及びYは互いに独立に定義され、該Y及びZ員を含む環は、2つを超える窒素員を有さず;ただしここで
i)YがCH、かつZがCH又はNならば;
R1は、
a)−(CH2)2OCH3、−(CH2)2SCH3、又はC1〜8アルキルであり、それぞれ独立に無置換又は−OH若しくは−CF3で置換されており;
b)−(CH2)0〜2−Ar1、−CHR2−Ar1、又は−(CH2)0〜2−Ar2であり、それぞれ該Ar1及びAr2は独立に無置換又はハロ、−CH3、若しくは−OCH3で置換されており、
Ar1は6員芳香炭素環であり、
Ar2は5員又は6員の、N、S又はOを含む複素芳香環であり;又は
c)シクロアルキル、−(CH2)−(単環シクロアルキル)、−(CH2)−(架橋多環シクロアルキル)0〜1、−(CHR2)−(単環シクロアルキル)、−(CH2)−(縮合シクロアルキル)、−(CH2)−(架橋単環シクロアルキル)、−(CH2)0〜1−テトラヒドロフラニル、又は−(CH2)0〜1−テトラヒドロピラニルであり、該シクロアルキルはそれぞれ独立に無置換又は1つ、2つ、若しくは3つのC1〜4アルキル置換基で置換されており;
R2は−C1〜4アルキルであり;
Ra、Rb、及びRcはそれぞれ独立にH又はC1〜3アルキルであり;
ただしここで:
R1がイソプロピルならば、Rcはメチルであり;
R1が4−メチルフェニルならば、Rcはメチルであり;
ZがN、YがCH、かつR1が無置換若しくはハロで置換されたベンジルならば、Rcはメチルであり;
ii)YがN、かつZがCHならば;
R1は、
a)−(CH2)2OCH3、−(CH2)2SCH3、又はC1〜8アルキルであり、それぞれ独立に無置換又は−OH若しくは−CF3で置換されており;
b)−(CH2)0〜2−Ar1、−CHR2−Ar1、−(CH2)0〜2−Ar2であり、それぞれ該Ar1及びAr2は独立に無置換又はハロ、−CH3、−OCH3で置換されており、
Ar1は6員芳香炭素環であり、
Ar2は5員又は6員の、N、S又はOを含む複素芳香環であり;又は
c)シクロアルキル、−(CH2)−(単環シクロアルキル)、−(CH2)−(架橋多環シクロアルキル)0〜1、−(CHR2)−(単環シクロアルキル)、−(CH2)−(縮合シクロアルキル)、−(CH2)−(架橋単環シクロアルキル)、−(CH2)0〜1−テトラヒドロフラニル、又は−(CH2)0〜1−テトラヒドロピラニルであり、それぞれ独立に無置換又は1つ、2つ、若しくは3つのC1〜4アルキル置換基で置換されており;
R2は−C1〜4アルキルであり;
Ra、Rb、及びRcはそれぞれ独立にH又はC1〜3アルキルであるような;
式(I)の化合物、式(I)の化合物の製薬上許容できる塩、並びに式(I)の化合物の製薬上許容できるプロドラッグより選択される、少なくとも1つの化学物質を有効量含む、医薬組成物。 - YがCH、かつZがCH又はNである、請求項35に記載の医薬組成物。
- YがN、かつZがCHである、請求項35に記載の医薬組成物。
- 請求項33の化学物質の少なくとも1つを有効量含む、医薬組成物。
- 請求項34の化学物質の少なくとも1つを有効量含む、医薬組成物。
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- 2009-06-11 KR KR1020117000733A patent/KR101600278B1/ko active IP Right Grant
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