JP2021506858A5

JP2021506858A5 -

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Publication number: JP2021506858A5
Authority: JP; Japan
Prior art keywords: pyridin; pyrrolo; triazolo; pyridine; dimethyl
Prior art date: 2018-12-17
Legal status : Granted

Application number

JP2020533676A

Other languages

English (en)

Japanese (ja)

Other versions

JP2021506858A (ja

JP7289301B2 (ja

Filing date

2018-12-17

Publication date

2022-01-06

2018-12-17 Application filed filed Critical

2018-12-17 Priority claimed from PCT/US2018/065908 external-priority patent/WO2019125977A1/en

2021-02-22 Publication of JP2021506858A publication Critical patent/JP2021506858A/ja

2022-01-06 Publication of JP2021506858A5 publication Critical patent/JP2021506858A5/ja

2023-06-09 Application granted granted Critical

2023-06-09 Publication of JP7289301B2 publication Critical patent/JP7289301B2/ja

Status Active legal-status Critical Current

2038-12-17 Anticipated expiration legal-status Critical

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-1 heptanyl Chemical group 0.000 claims 704
125000000217 alkyl group Chemical group 0.000 claims 110
125000004938 5-pyridyl group Chemical group N1=CC=CC(=C1)* 0.000 claims 81
125000004939 6-pyridyl group Chemical group N1=CC=CC=C1* 0.000 claims 80
125000003386 piperidinyl group Chemical group 0.000 claims 71
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 62
125000000719 pyrrolidinyl group Chemical group 0.000 claims 56
IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims 50
125000002757 morpholinyl group Chemical group 0.000 claims 48
125000004076 pyridyl group Chemical group 0.000 claims 41
125000003709 fluoroalkyl group Chemical group 0.000 claims 40
125000004193 piperazinyl group Chemical group 0.000 claims 40
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 40
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 38
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 37
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 35
125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 32
125000002393 azetidinyl group Chemical group 0.000 claims 32
125000000168 pyrrolyl group Chemical group 0.000 claims 31
125000001424 substituent group Chemical group 0.000 claims 29
QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims 28
125000001412 tetrahydropyranyl group Chemical group 0.000 claims 25
125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims 23
125000003566 oxetanyl group Chemical group 0.000 claims 23
125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 23
229910052799 carbon Inorganic materials 0.000 claims 22
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 21
125000002768 hydroxyalkyl group Chemical group 0.000 claims 20
125000004966 cyanoalkyl group Chemical group 0.000 claims 19
125000005959 diazepanyl group Chemical group 0.000 claims 19
125000000623 heterocyclic group Chemical group 0.000 claims 19
229910052757 nitrogen Inorganic materials 0.000 claims 18
125000001425 triazolyl group Chemical group 0.000 claims 18
125000003545 alkoxy group Chemical group 0.000 claims 16
150000001875 compounds Chemical class 0.000 claims 16
150000003839 salts Chemical class 0.000 claims 16
KZKRRZFCAYOXQE-UHFFFAOYSA-N 1$l^{2}-azinane Chemical group C1CC[N]CC1 KZKRRZFCAYOXQE-UHFFFAOYSA-N 0.000 claims 15
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 14
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 14
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 14
125000000714 pyrimidinyl group Chemical group 0.000 claims 14
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 14
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 13
125000003226 pyrazolyl group Chemical group 0.000 claims 13
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 12
125000004103 aminoalkyl group Chemical group 0.000 claims 12
PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 claims 12
125000002883 imidazolyl group Chemical group 0.000 claims 12
125000003373 pyrazinyl group Chemical group 0.000 claims 11
125000004432 carbon atom Chemical group C* 0.000 claims 10
BCIIMDOZSUCSEN-UHFFFAOYSA-N piperidin-4-amine Chemical compound NC1CCNCC1 BCIIMDOZSUCSEN-UHFFFAOYSA-N 0.000 claims 10
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 9
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 9
OJEOJUQOECNDND-UHFFFAOYSA-N oxetan-3-amine Chemical compound NC1COC1 OJEOJUQOECNDND-UHFFFAOYSA-N 0.000 claims 9
125000003039 tetrahydroisoquinolinyl group Chemical group C1(NCCC2=CC=CC=C12)* 0.000 claims 9
125000001113 thiadiazolyl group Chemical group 0.000 claims 9
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 8
KZZKOVLJUKWSKX-UHFFFAOYSA-N cyclobutanamine Chemical compound NC1CCC1 KZZKOVLJUKWSKX-UHFFFAOYSA-N 0.000 claims 8
125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 8
125000004433 nitrogen atom Chemical group N* 0.000 claims 8
125000001544 thienyl group Chemical group 0.000 claims 8
125000003944 tolyl group Chemical group 0.000 claims 8
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 7
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims 7
125000003725 azepanyl group Chemical group 0.000 claims 7
125000000335 thiazolyl group Chemical group 0.000 claims 7
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 6
125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 6
125000001715 oxadiazolyl group Chemical group 0.000 claims 6
IWELDVXSEVIIGI-UHFFFAOYSA-N piperazin-2-one Chemical compound O=C1CNCCN1 IWELDVXSEVIIGI-UHFFFAOYSA-N 0.000 claims 6
125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 6
125000004621 quinuclidinyl group Chemical group N12C(CC(CC1)CC2)* 0.000 claims 6
CSIFGMFVGDBOQC-UHFFFAOYSA-N 3-iminobutanenitrile Chemical compound CC(=N)CC#N CSIFGMFVGDBOQC-UHFFFAOYSA-N 0.000 claims 5
125000002971 oxazolyl group Chemical group 0.000 claims 5
IKHGUXGNUITLKF-QDNHWIQGSA-N 1,2-dideuterioethanone Chemical compound [2H]CC([2H])=O IKHGUXGNUITLKF-QDNHWIQGSA-N 0.000 claims 4
CNWPASBXBJMZDN-UHFFFAOYSA-N C(C)(C)(C)NC1CCC(CC1)C1=CC=C2C(=N1)C(=C(N2)C=1C(=C(C=2N(C=1)N=CN=2)C)C)C(C)C Chemical compound C(C)(C)(C)NC1CCC(CC1)C1=CC=C2C(=N1)C(=C(N2)C=1C(=C(C=2N(C=1)N=CN=2)C)C)C(C)C CNWPASBXBJMZDN-UHFFFAOYSA-N 0.000 claims 4
UTLNCOZJLSUKLW-UHFFFAOYSA-N C(C)(C)C1=C(NC=2C1=NC(=CC=2)C1CCC(CC1)N1CC2(COC2)C1)C1=CN(C2=NC=CC=C21)C Chemical compound C(C)(C)C1=C(NC=2C1=NC(=CC=2)C1CCC(CC1)N1CC2(COC2)C1)C1=CN(C2=NC=CC=C21)C UTLNCOZJLSUKLW-UHFFFAOYSA-N 0.000 claims 4
KXKVQMMIBOHSFK-UHFFFAOYSA-N C(C)(C)C1=C(NC=2C1=NC(=CC=2)C1CCC(CC1)N1CC2(COC2)C1)C=1C=C(C=2N(C=1)N=CN=2)OC Chemical compound C(C)(C)C1=C(NC=2C1=NC(=CC=2)C1CCC(CC1)N1CC2(COC2)C1)C=1C=C(C=2N(C=1)N=CN=2)OC KXKVQMMIBOHSFK-UHFFFAOYSA-N 0.000 claims 4
MVQXGQCGLFEQFO-UHFFFAOYSA-N C(C)(C)C1=C(NC=2C1=NC(=CC=2)C1CCC(CC1)N1CC2(CS(C2)(=O)=O)C1)C=1C=C(C=2N(C=1)N=CN=2)OC Chemical compound C(C)(C)C1=C(NC=2C1=NC(=CC=2)C1CCC(CC1)N1CC2(CS(C2)(=O)=O)C1)C=1C=C(C=2N(C=1)N=CN=2)OC MVQXGQCGLFEQFO-UHFFFAOYSA-N 0.000 claims 4
MPMLWXXZDQGDAZ-UHFFFAOYSA-N C(C)(C)C1=C(NC=2C1=NC(=CC=2)C1CCC(CC1)N1CCOCC1)C=1C=C(C=2N(C=1)N=CN=2)OC Chemical compound C(C)(C)C1=C(NC=2C1=NC(=CC=2)C1CCC(CC1)N1CCOCC1)C=1C=C(C=2N(C=1)N=CN=2)OC MPMLWXXZDQGDAZ-UHFFFAOYSA-N 0.000 claims 4
UUNSBEYOEIRBHS-UHFFFAOYSA-N C(C)N(C1CCC(CC1)C1=C(C=C2C(=N1)C(=C(N2)C=1C=C(C=2N(C=1)N=CN=2)OC)C(C)C)C)C Chemical compound C(C)N(C1CCC(CC1)C1=C(C=C2C(=N1)C(=C(N2)C=1C=C(C=2N(C=1)N=CN=2)OC)C(C)C)C)C UUNSBEYOEIRBHS-UHFFFAOYSA-N 0.000 claims 4
XKYRZYODHIYCGT-UHFFFAOYSA-N C(C)N1C=C(C=2C1=NC=CC=2)C1=C(C2=NC(=CC=C2N1)C1CCC(CC1)NC1CCOCC1)C(C)C Chemical compound C(C)N1C=C(C=2C1=NC=CC=2)C1=C(C2=NC(=CC=C2N1)C1CCC(CC1)NC1CCOCC1)C(C)C XKYRZYODHIYCGT-UHFFFAOYSA-N 0.000 claims 4
125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims 4
ZTTBXKASLZCXGK-UHFFFAOYSA-N CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N(C1COC1)CC)C(C)C)N=CN=2)C Chemical compound CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N(C1COC1)CC)C(C)C)N=CN=2)C ZTTBXKASLZCXGK-UHFFFAOYSA-N 0.000 claims 4
UWTHGKUPGWGTHX-UHFFFAOYSA-N CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N(CCC#N)C)C(C)C)N=CN=2)C Chemical compound CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N(CCC#N)C)C(C)C)N=CN=2)C UWTHGKUPGWGTHX-UHFFFAOYSA-N 0.000 claims 4
CXPNJFQHRUEUQN-UHFFFAOYSA-N CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC(C1)(C)C)C(C)C)N=CN=2)C Chemical compound CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC(C1)(C)C)C(C)C)N=CN=2)C CXPNJFQHRUEUQN-UHFFFAOYSA-N 0.000 claims 4
SKZSGEWYZRDIAG-UHFFFAOYSA-N CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC(C1)(O)C)C(C)C)N=CN=2)C Chemical compound CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC(C1)(O)C)C(C)C)N=CN=2)C SKZSGEWYZRDIAG-UHFFFAOYSA-N 0.000 claims 4
HTFYATCZSCMLGG-UHFFFAOYSA-N CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC(C1)C(=O)N(C)C)C(C)C)N=CN=2)C Chemical compound CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC(C1)C(=O)N(C)C)C(C)C)N=CN=2)C HTFYATCZSCMLGG-UHFFFAOYSA-N 0.000 claims 4
NZYDEZBAGMNAGF-UHFFFAOYSA-N CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC(C1)OC)C(C)C)N=CN=2)C Chemical compound CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC(C1)OC)C(C)C)N=CN=2)C NZYDEZBAGMNAGF-UHFFFAOYSA-N 0.000 claims 4
YXNTWYWGKJPMHA-UHFFFAOYSA-N CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC(CC1)F)C(C)C)N=CN=2)C Chemical compound CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC(CC1)F)C(C)C)N=CN=2)C YXNTWYWGKJPMHA-UHFFFAOYSA-N 0.000 claims 4
HSWFDNXIUMOTQR-UHFFFAOYSA-N CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC3(C1)COCC3)C(C)C)N=CN=2)C Chemical compound CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC3(C1)COCC3)C(C)C)N=CN=2)C HSWFDNXIUMOTQR-UHFFFAOYSA-N 0.000 claims 4
JEYGXARWKLFVJN-UHFFFAOYSA-N CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC3(CCO3)C1)C(C)C)N=CN=2)C Chemical compound CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC3(CCO3)C1)C(C)C)N=CN=2)C JEYGXARWKLFVJN-UHFFFAOYSA-N 0.000 claims 4
VAXMGBQEINEHNI-UHFFFAOYSA-N CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC3(CCOC3)CC1)C(C)C)N=CN=2)C Chemical compound CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC3(CCOC3)CC1)C(C)C)N=CN=2)C VAXMGBQEINEHNI-UHFFFAOYSA-N 0.000 claims 4
GCRWVTKYWLNIAB-UHFFFAOYSA-N CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC3(COC3)CC1)C(C)C)N=CN=2)C Chemical compound CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC3(COC3)CC1)C(C)C)N=CN=2)C GCRWVTKYWLNIAB-UHFFFAOYSA-N 0.000 claims 4
HODZQOPSHRDZFY-UHFFFAOYSA-N CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)NCC1(CC1)S(=O)(=O)C)C(C)C)N=CN=2)C Chemical compound CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)NCC1(CC1)S(=O)(=O)C)C(C)C)N=CN=2)C HODZQOPSHRDZFY-UHFFFAOYSA-N 0.000 claims 4
MLXDFJWMKJXEHU-UHFFFAOYSA-N COC=1C=2N(C=C(C=1)C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC3(C1)COCC3)C(C)C)N=CN=2 Chemical compound COC=1C=2N(C=C(C=1)C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC3(C1)COCC3)C(C)C)N=CN=2 MLXDFJWMKJXEHU-UHFFFAOYSA-N 0.000 claims 4
GXIMXXPTHWZXNL-UHFFFAOYSA-N COC=1C=2N(C=C(C=1)C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC3(CCO3)C1)C(C)C)N=CN=2 Chemical compound COC=1C=2N(C=C(C=1)C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC3(CCO3)C1)C(C)C)N=CN=2 GXIMXXPTHWZXNL-UHFFFAOYSA-N 0.000 claims 4
OMPQKGABYZONEF-UHFFFAOYSA-N COC=1C=2N(C=C(C=1)C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC3(COC3)CC1)C(C)C)N=CN=2 Chemical compound COC=1C=2N(C=C(C=1)C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N1CC3(COC3)CC1)C(C)C)N=CN=2 OMPQKGABYZONEF-UHFFFAOYSA-N 0.000 claims 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 4
150000001204 N-oxides Chemical class 0.000 claims 4
ZKGABBKKSOUUIH-UHFFFAOYSA-N N1(CCC1)C1CCC(CC1)C1=CC=C2C(=N1)C(=C(N2)C=1C(=C(C=2N(C=1)N=CN=2)C)C)C(C)C Chemical compound N1(CCC1)C1CCC(CC1)C1=CC=C2C(=N1)C(=C(N2)C=1C(=C(C=2N(C=1)N=CN=2)C)C)C(C)C ZKGABBKKSOUUIH-UHFFFAOYSA-N 0.000 claims 4
125000003118 aryl group Chemical group 0.000 claims 4
FDPKMJDUXJFKOI-UHFFFAOYSA-N azetidin-3-amine Chemical compound NC1CNC1 FDPKMJDUXJFKOI-UHFFFAOYSA-N 0.000 claims 4
GMWFCJXSQQHBPI-UHFFFAOYSA-N azetidin-3-ol Chemical compound OC1CNC1 GMWFCJXSQQHBPI-UHFFFAOYSA-N 0.000 claims 4
125000000753 cycloalkyl group Chemical group 0.000 claims 4
229910052736 halogen Inorganic materials 0.000 claims 4
150000002367 halogens Chemical class 0.000 claims 4
125000006393 methylpyrimidinyl group Chemical group 0.000 claims 4
FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 claims 4
RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 4
BUGOPWGPQGYYGR-UHFFFAOYSA-N thiane 1,1-dioxide Chemical compound O=S1(=O)CCCCC1 BUGOPWGPQGYYGR-UHFFFAOYSA-N 0.000 claims 4
125000004568 thiomorpholinyl group Chemical group 0.000 claims 4
125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 3
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 3
AAFUNFZRUWOWNY-UHFFFAOYSA-N C(C)(C)C1=C(NC=2C1=NC(=CC=2)C1CC(CC1)NCC(=O)NC)C=1C=C(C=2N(C=1)N=CN=2)OC Chemical compound C(C)(C)C1=C(NC=2C1=NC(=CC=2)C1CC(CC1)NCC(=O)NC)C=1C=C(C=2N(C=1)N=CN=2)OC AAFUNFZRUWOWNY-UHFFFAOYSA-N 0.000 claims 3
JDGZEKNWRDRRRG-UHFFFAOYSA-N C(C)(C)C1=C(NC=2C1=NC(=CC=2)C1CCC(CC1)N1CCCC1)C=1C=C(C=2N(C=1)N=CN=2)OC Chemical compound C(C)(C)C1=C(NC=2C1=NC(=CC=2)C1CCC(CC1)N1CCCC1)C=1C=C(C=2N(C=1)N=CN=2)OC JDGZEKNWRDRRRG-UHFFFAOYSA-N 0.000 claims 3
RCFXDLXTECFJHV-UHFFFAOYSA-N C(C)(C)C1=C(NC=2C1=NC(=CC=2)C1CCC(CC1)NC1COC1)C=1C=C(C=2N(C=1)N=CN=2)CO Chemical compound C(C)(C)C1=C(NC=2C1=NC(=CC=2)C1CCC(CC1)NC1COC1)C=1C=C(C=2N(C=1)N=CN=2)CO RCFXDLXTECFJHV-UHFFFAOYSA-N 0.000 claims 3
XUXIPXPARZBNQW-UHFFFAOYSA-N C(C)(C)C1=C(NC=2C1=NC(=CC=2)N1CCN(CC1)C(C)C)C1=CN(C=2N=CN=CC=21)C Chemical compound C(C)(C)C1=C(NC=2C1=NC(=CC=2)N1CCN(CC1)C(C)C)C1=CN(C=2N=CN=CC=21)C XUXIPXPARZBNQW-UHFFFAOYSA-N 0.000 claims 3
RBZWTCIHAKJEDZ-UHFFFAOYSA-N CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N(CC(=O)N(C)C)C)C(C)C)N=CN=2)C Chemical compound CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N(CC(=O)N(C)C)C)C(C)C)N=CN=2)C RBZWTCIHAKJEDZ-UHFFFAOYSA-N 0.000 claims 3
PRHSKISKOQNTCM-UHFFFAOYSA-N CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N(CC(=O)NC)C)C(C)C)N=CN=2)C Chemical compound CC1=C(C=2N(C=C1C1=C(C3=NC(=CC=C3N1)C1CCC(CC1)N(CC(=O)NC)C)C(C)C)N=CN=2)C PRHSKISKOQNTCM-UHFFFAOYSA-N 0.000 claims 3
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239000003937 drug carrier Substances 0.000 claims 1
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125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
206010039073 rheumatoid arthritis Diseases 0.000 claims 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
125000006318 tert-butyl amino group Chemical group [H]N(*)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
0 C*c1cc(cccc2)c2[o]1 Chemical compound C*c1cc(cccc2)c2[o]1 0.000 description 2
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JP2020533676A 2017-12-18 2018-12-17 ４－アザインドール化合物 Active JP7289301B2 (ja)