JP2022189853A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2022189853A5 JP2022189853A5 JP2022161777A JP2022161777A JP2022189853A5 JP 2022189853 A5 JP2022189853 A5 JP 2022189853A5 JP 2022161777 A JP2022161777 A JP 2022161777A JP 2022161777 A JP2022161777 A JP 2022161777A JP 2022189853 A5 JP2022189853 A5 JP 2022189853A5
- Authority
- JP
- Japan
- Prior art keywords
- pyrrolo
- methyl
- fluoro
- pyridin
- isopropyl
- 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.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 claims 58
- 125000000217 alkyl group Chemical group 0.000 claims 55
- 150000003839 salts Chemical class 0.000 claims 53
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 24
- 125000001424 substituent group Chemical group 0.000 claims 24
- 208000032839 leukemia Diseases 0.000 claims 23
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 22
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 22
- 125000001475 halogen functional group Chemical group 0.000 claims 22
- 125000002947 alkylene group Chemical group 0.000 claims 15
- 125000003118 aryl group Chemical group 0.000 claims 15
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 14
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 12
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 10
- 125000003545 alkoxy group Chemical group 0.000 claims 10
- 239000003814 drug Substances 0.000 claims 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 10
- 125000004966 cyanoalkyl group Chemical group 0.000 claims 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims 8
- 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 8
- 206010028980 Neoplasm Diseases 0.000 claims 7
- 201000011510 cancer Diseases 0.000 claims 7
- 201000008968 osteosarcoma Diseases 0.000 claims 7
- 125000003282 alkyl amino group Chemical group 0.000 claims 6
- 125000001072 heteroaryl group Chemical group 0.000 claims 6
- 208000006664 Precursor Cell Lymphoblastic Leukemia-Lymphoma Diseases 0.000 claims 5
- KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000006698 (C1-C3) dialkylamino group Chemical group 0.000 claims 4
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 4
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 4
- 125000006719 (C6-C10) aryl (C1-C6) alkyl group Chemical group 0.000 claims 4
- 208000024893 Acute lymphoblastic leukemia Diseases 0.000 claims 4
- 208000014697 Acute lymphocytic leukaemia Diseases 0.000 claims 4
- 208000031261 Acute myeloid leukaemia Diseases 0.000 claims 4
- 101100310927 Caenorhabditis elegans sra-4 gene Proteins 0.000 claims 4
- 125000004663 dialkyl amino group Chemical group 0.000 claims 4
- 125000004438 haloalkoxy group Chemical group 0.000 claims 4
- 208000003747 lymphoid leukemia Diseases 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 claims 3
- 208000028018 Lymphocytic leukaemia Diseases 0.000 claims 3
- 201000003793 Myelodysplastic syndrome Diseases 0.000 claims 3
- 230000001684 chronic effect Effects 0.000 claims 3
- 201000005962 mycosis fungoides Diseases 0.000 claims 3
- 125000006559 (C1-C3) alkylamino group Chemical group 0.000 claims 2
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims 2
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 2
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 2
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 2
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 2
- 125000006619 (C1-C6) dialkylamino group Chemical group 0.000 claims 2
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims 2
- 125000006568 (C4-C7) heterocycloalkyl group Chemical group 0.000 claims 2
- AOWUERVCHHESOK-UHFFFAOYSA-N 4-methyl-5-[[4-(5-phenylpyrrolo[3,2-d]pyrimidin-7-yl)piperidin-1-yl]methyl]-1H-indole-2-carbonitrile Chemical compound CC1=C2C=C(NC2=CC=C1CN1CCC(CC1)C1=CN(C2=C1N=CN=C2)C1=CC=CC=C1)C#N AOWUERVCHHESOK-UHFFFAOYSA-N 0.000 claims 2
- AXLYOFDTQBTULH-UHFFFAOYSA-N 5-(4-fluorophenyl)-7-[1-(1H-indol-5-ylmethyl)piperidin-4-yl]pyrrolo[3,2-d]pyrimidine Chemical compound N1C=CC2=CC(=CC=C12)CN1CCC(CC1)C1=CN(C2=C1N=CN=C2)C1=CC=C(C=C1)F AXLYOFDTQBTULH-UHFFFAOYSA-N 0.000 claims 2
- NZFUXGOJCWWYMP-UHFFFAOYSA-N 5-(4-fluorophenyl)-7-[1-(1H-indol-6-ylmethyl)piperidin-4-yl]pyrrolo[3,2-d]pyrimidine Chemical compound N1C=CC2=CC=C(C=C12)CN1CCC(CC1)C1=CN(C2=C1N=CN=C2)C1=CC=C(C=C1)F NZFUXGOJCWWYMP-UHFFFAOYSA-N 0.000 claims 2
- NBZBGHGDHAQDIR-UHFFFAOYSA-N 5-[[4-[5-(3-fluorophenyl)pyrrolo[3,2-d]pyrimidin-7-yl]piperidin-1-yl]methyl]-4-methyl-1H-indole-2-carbonitrile Chemical compound FC=1C=C(C=CC=1)N1C=C(C=2N=CN=CC=21)C1CCN(CC1)CC=1C(=C2C=C(NC2=CC=1)C#N)C NBZBGHGDHAQDIR-UHFFFAOYSA-N 0.000 claims 2
- AEWLCMCBYHNFOW-UHFFFAOYSA-N 5-[[4-[5-(4-fluorophenyl)pyrrolo[3,2-d]pyrimidin-7-yl]piperidin-1-yl]methyl]-1,3-dihydrobenzimidazol-2-one Chemical compound FC1=CC=C(C=C1)N1C=C(C=2N=CN=CC=21)C1CCN(CC1)CC1=CC2=C(NC(N2)=O)C=C1 AEWLCMCBYHNFOW-UHFFFAOYSA-N 0.000 claims 2
- 239000005973 Carvone Substances 0.000 claims 2
- 206010018429 Glucose tolerance impaired Diseases 0.000 claims 2
- 206010022489 Insulin Resistance Diseases 0.000 claims 2
- 206010025323 Lymphomas Diseases 0.000 claims 2
- 101710169972 Menin Proteins 0.000 claims 2
- 102100030550 Menin Human genes 0.000 claims 2
- 201000009906 Meningitis Diseases 0.000 claims 2
- 208000034578 Multiple myelomas Diseases 0.000 claims 2
- 208000033776 Myeloid Acute Leukemia Diseases 0.000 claims 2
- 208000014767 Myeloproliferative disease Diseases 0.000 claims 2
- 201000007224 Myeloproliferative neoplasm Diseases 0.000 claims 2
- 102100022678 Nucleophosmin Human genes 0.000 claims 2
- 108010025568 Nucleophosmin Proteins 0.000 claims 2
- 206010035226 Plasma cell myeloma Diseases 0.000 claims 2
- 208000001280 Prediabetic State Diseases 0.000 claims 2
- 208000033759 Prolymphocytic T-Cell Leukemia Diseases 0.000 claims 2
- 208000026651 T-cell prolymphocytic leukemia Diseases 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 206010012601 diabetes mellitus Diseases 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 201000001421 hyperglycemia Diseases 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- 230000003993 interaction Effects 0.000 claims 2
- 125000004043 oxo group Chemical group O=* 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 201000009104 prediabetes syndrome Diseases 0.000 claims 2
- 230000008707 rearrangement Effects 0.000 claims 2
- 238000006467 substitution reaction Methods 0.000 claims 2
- 150000003573 thiols Chemical class 0.000 claims 2
- 208000008732 thymoma Diseases 0.000 claims 2
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- XIXQEFDSHZNZJN-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-[1-(3-methylbutyl)piperidin-4-yl]pyrrolo[2,3-c]pyridine Chemical compound FC1=CC=C(C=C1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CCC(C)C XIXQEFDSHZNZJN-UHFFFAOYSA-N 0.000 claims 1
- SRGUIEOVCQHJSZ-UHFFFAOYSA-N 1-[2-(cyclopropylmethoxy)-4-fluorophenyl]-3-[1-[(4-fluorophenyl)methyl]piperidin-4-yl]pyrrolo[2,3-c]pyridine Chemical compound C1(CC1)COC1=C(C=CC(=C1)F)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC1=CC=C(C=C1)F SRGUIEOVCQHJSZ-UHFFFAOYSA-N 0.000 claims 1
- ZDUIYLWRQYRZMM-UHFFFAOYSA-N 1-methyl-5-[[4-(5-phenylpyrrolo[3,2-d]pyrimidin-7-yl)piperidin-1-yl]methyl]indole-2-carbonitrile Chemical compound CN1C(=CC2=CC(=CC=C12)CN1CCC(CC1)C1=CN(C2=C1N=CN=C2)C1=CC=CC=C1)C#N ZDUIYLWRQYRZMM-UHFFFAOYSA-N 0.000 claims 1
- IZPBYWFFWWVESM-UHFFFAOYSA-N 2-[1-[1-(cyclohexylmethyl)piperidin-4-yl]-2-oxoimidazo[4,5-c]pyridin-3-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C1(CCCCC1)CN1CCC(CC1)N1C(N(C=2C=NC=CC=21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F)=O IZPBYWFFWWVESM-UHFFFAOYSA-N 0.000 claims 1
- RPYKXJCTCQRJBH-UHFFFAOYSA-N 2-[1-[1-[(2-cyano-4-methyl-1H-indol-5-yl)methyl]piperidin-4-yl]-2-oxoimidazo[4,5-c]pyridin-3-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C(#N)C=1NC2=CC=C(C(=C2C=1)C)CN1CCC(CC1)N1C(N(C=2C=NC=CC=21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F)=O RPYKXJCTCQRJBH-UHFFFAOYSA-N 0.000 claims 1
- JAPYTDKJOUMBJB-UHFFFAOYSA-N 2-[3-(1,2,3,3a,4,5,6,6a-octahydrocyclopenta[c]pyrrol-5-yl)pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CC2C(CNC2)C1 JAPYTDKJOUMBJB-UHFFFAOYSA-N 0.000 claims 1
- ZCVFYPAATGWSQL-UHFFFAOYSA-N 2-[3-(1-benzylpiperidin-3-yl)pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C(C1=CC=CC=C1)N1CC(CCC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F ZCVFYPAATGWSQL-UHFFFAOYSA-N 0.000 claims 1
- XBFQBMKWTFTZHA-UHFFFAOYSA-N 2-[3-(1-benzylpiperidin-4-yl)pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N,N-di(propan-2-yl)benzamide Chemical compound C(C1=CC=CC=C1)N1CCC(CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C(C)C)C(C)C)C=C(C=C1)F XBFQBMKWTFTZHA-UHFFFAOYSA-N 0.000 claims 1
- PBHDVHHSEKDSDQ-UHFFFAOYSA-N 2-[3-(1-benzylpiperidin-4-yl)pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-(2-hydroxyethyl)-N-propan-2-ylbenzamide Chemical compound C(C1=CC=CC=C1)N1CCC(CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C(C)C)CCO)C=C(C=C1)F PBHDVHHSEKDSDQ-UHFFFAOYSA-N 0.000 claims 1
- QFWUZXFDJJGYKV-UHFFFAOYSA-N 2-[3-(1-benzylpiperidin-4-yl)pyrrolo[2,3-c]pyridin-1-yl]-N-ethyl-5-fluoro-N-propan-2-ylbenzamide Chemical compound C(C1=CC=CC=C1)N1CCC(CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C(C)C)CC)C=C(C=C1)F QFWUZXFDJJGYKV-UHFFFAOYSA-N 0.000 claims 1
- GNRUAVDVINTFNZ-UHFFFAOYSA-N 2-[3-(2-azaspiro[3.5]nonan-7-yl)pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C1NCC11CCC(CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F GNRUAVDVINTFNZ-UHFFFAOYSA-N 0.000 claims 1
- FJGZIHPNPBZSOX-UHFFFAOYSA-N 2-[3-(2-benzylpiperidin-4-yl)pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C(C1=CC=CC=C1)C1NCCC(C1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F FJGZIHPNPBZSOX-UHFFFAOYSA-N 0.000 claims 1
- ABWVTIOXFQAURQ-UHFFFAOYSA-N 2-[3-(azepan-4-yl)pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound N1CCC(CCC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F ABWVTIOXFQAURQ-UHFFFAOYSA-N 0.000 claims 1
- OWMGURMREYGDAM-JWTNVVGKSA-N 2-[3-[(2S,6R)-2,6-dimethylpiperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C[C@@H]1N[C@@H](CC(C1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F)C OWMGURMREYGDAM-JWTNVVGKSA-N 0.000 claims 1
- XAXUJCHREYFUBA-UHFFFAOYSA-N 2-[3-[1-(2,3-dihydro-1H-indene-2-carbonyl)piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C1C(CC2=CC=CC=C12)C(=O)N1CCC(CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F XAXUJCHREYFUBA-UHFFFAOYSA-N 0.000 claims 1
- RCQFNPWOYDTKLE-UHFFFAOYSA-N 2-[3-[1-(cyclohexylmethyl)piperidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C1(CCCCC1)CN1CC(CCC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F RCQFNPWOYDTKLE-UHFFFAOYSA-N 0.000 claims 1
- HWEKRJPBDJVSIZ-UHFFFAOYSA-N 2-[3-[1-[(2-chlorophenyl)methyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound ClC1=C(CN2CCC(CC2)C2=CN(C3=CN=CC=C32)C2=C(C(=O)N(C)C(C)C)C=C(C=C2)F)C=CC=C1 HWEKRJPBDJVSIZ-UHFFFAOYSA-N 0.000 claims 1
- CIJIBZLZEMVRNN-UHFFFAOYSA-N 2-[3-[1-[(2-cyano-1H-indol-5-yl)methyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C(#N)C=1NC2=CC=C(C=C2C=1)CN1CCC(CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F CIJIBZLZEMVRNN-UHFFFAOYSA-N 0.000 claims 1
- UUZMZNDGNAJKKG-UHFFFAOYSA-N 2-[3-[1-[(2-cyano-1H-indol-6-yl)methyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C(#N)C=1NC2=CC(=CC=C2C=1)CN1CCC(CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F UUZMZNDGNAJKKG-UHFFFAOYSA-N 0.000 claims 1
- ZBQLAKASBVKIAV-UHFFFAOYSA-N 2-[3-[1-[(2-cyano-4-methyl-1H-indol-5-yl)methyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C(#N)C=1NC2=CC=C(C(=C2C=1)C)CN1CCC(CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F ZBQLAKASBVKIAV-UHFFFAOYSA-N 0.000 claims 1
- VSASREGZPZLOKS-UHFFFAOYSA-N 2-[3-[1-[(3,3-difluorocyclobutyl)methyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound FC1(CC(C1)CN1CCC(CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F)F VSASREGZPZLOKS-UHFFFAOYSA-N 0.000 claims 1
- ZBGAIYIJDJITII-UHFFFAOYSA-N 2-[3-[1-[(3-cyano-3-methyl-2-oxo-1H-indol-6-yl)methyl]piperidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C(#N)C1(C(NC2=CC(=CC=C12)CN1CC(CCC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F)=O)C ZBGAIYIJDJITII-UHFFFAOYSA-N 0.000 claims 1
- YXUSKCJKQISSTB-UHFFFAOYSA-N 2-[3-[1-[(4-acetamidophenyl)methyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C(C)(=O)NC1=CC=C(CN2CCC(CC2)C2=CN(C3=CN=CC=C32)C2=C(C(=O)N(C)C(C)C)C=C(C=C2)F)C=C1 YXUSKCJKQISSTB-UHFFFAOYSA-N 0.000 claims 1
- RIDIINLIWVJVHO-UHFFFAOYSA-N 2-[3-[1-[(4-chlorophenyl)methyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound ClC1=CC=C(CN2CCC(CC2)C2=CN(C3=CN=CC=C32)C2=C(C(=O)N(C)C(C)C)C=C(C=C2)F)C=C1 RIDIINLIWVJVHO-UHFFFAOYSA-N 0.000 claims 1
- QPRVWBHQESZCNS-UHFFFAOYSA-N 2-[3-[1-[(4-cyanophenyl)methyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C(#N)C1=CC=C(CN2CCC(CC2)C2=CN(C3=CN=CC=C32)C2=C(C(=O)N(C)C(C)C)C=C(C=C2)F)C=C1 QPRVWBHQESZCNS-UHFFFAOYSA-N 0.000 claims 1
- PFKJUGUDCFJNPM-UHFFFAOYSA-N 2-[3-[1-[2-(3-cyanophenyl)ethyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C(#N)C=1C=C(CCN2CCC(CC2)C2=CN(C3=CN=CC=C32)C2=C(C(=O)N(C)C(C)C)C=C(C=C2)F)C=CC=1 PFKJUGUDCFJNPM-UHFFFAOYSA-N 0.000 claims 1
- CHFLZGSUOZVSDZ-UHFFFAOYSA-N 2-[3-[1-[2-[4-(2-cyanopropan-2-yl)phenyl]ethyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C(#N)C(C)(C)C1=CC=C(CCN2CCC(CC2)C2=CN(C3=CN=CC=C32)C2=C(C(=O)N(C)C(C)C)C=C(C=C2)F)C=C1 CHFLZGSUOZVSDZ-UHFFFAOYSA-N 0.000 claims 1
- NRPLUEYJMLPTMM-UHFFFAOYSA-N 2-[3-[4-(dimethylamino)cyclohexyl]pyrrolo[2,3-c]pyridin-1-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound CN(C1CCC(CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F)C NRPLUEYJMLPTMM-UHFFFAOYSA-N 0.000 claims 1
- XPQITFYEPCCQEK-VWLOTQADSA-N 2-[5-[[(3R)-3-[1-[4-fluoro-2-[methyl(propan-2-yl)carbamoyl]phenyl]pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl]methyl]-2-oxo-3H-benzimidazol-1-yl]ethyl acetate Chemical compound C(C)(=O)OCCN1C(NC2=C1C=CC(=C2)CN1C[C@H](CCC1)C1=CN(C2=CN=CC=C21)C1=C(C=C(C=C1)F)C(N(C)C(C)C)=O)=O XPQITFYEPCCQEK-VWLOTQADSA-N 0.000 claims 1
- IYXMPYVGTQCCHR-FAIXQHPJSA-N 2-[5-[[(3R)-3-[1-[4-fluoro-2-[methyl(propan-2-yl)carbamoyl]phenyl]pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl]methyl]-2-oxo-3H-benzimidazol-1-yl]ethyl octadecanoate Chemical compound C(CCCCCCCCCCCCCCCCC)(=O)OCCN1C(NC2=C1C=CC(=C2)CN1C[C@H](CCC1)C1=CN(C2=CN=CC=C21)C1=C(C=C(C=C1)F)C(N(C)C(C)C)=O)=O IYXMPYVGTQCCHR-FAIXQHPJSA-N 0.000 claims 1
- NOLZECYFLCHANA-UHFFFAOYSA-N 2-[7-[1-[(2-cyano-4-methyl-1H-indol-5-yl)methyl]piperidin-4-yl]pyrrolo[3,2-d]pyrimidin-5-yl]-5-fluoro-N,N-dimethylbenzamide Chemical compound C(#N)C=1NC2=CC=C(C(=C2C=1)C)CN1CCC(CC1)C1=CN(C2=C1N=CN=C2)C1=C(C(=O)N(C)C)C=C(C=C1)F NOLZECYFLCHANA-UHFFFAOYSA-N 0.000 claims 1
- PYHQBLYHDOJAMK-UHFFFAOYSA-N 2-[7-[1-[(2-cyano-4-methyl-1H-indol-5-yl)methyl]piperidin-4-yl]pyrrolo[3,2-d]pyrimidin-5-yl]-5-fluoro-N-methyl-N-propan-2-ylbenzamide Chemical compound C(#N)C=1NC2=CC=C(C(=C2C=1)C)CN1CCC(CC1)C1=CN(C2=C1N=CN=C2)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F PYHQBLYHDOJAMK-UHFFFAOYSA-N 0.000 claims 1
- QDWHYRSSQXPBDB-UHFFFAOYSA-N 5-(4-fluorophenyl)-7-[1-(oxan-4-ylmethyl)piperidin-4-yl]pyrrolo[3,2-d]pyrimidine Chemical compound FC1=CC=C(C=C1)N1C=C(C=2N=CN=CC=21)C1CCN(CC1)CC1CCOCC1 QDWHYRSSQXPBDB-UHFFFAOYSA-N 0.000 claims 1
- ZPEKDMQNGNUUSO-UHFFFAOYSA-N 5-[[2-[5-(2,4-dichlorophenoxy)pyrimidin-4-yl]-2,7-diazaspiro[4.4]nonan-7-yl]methyl]-1,3-dihydrobenzimidazol-2-one Chemical compound ClC1=C(OC=2C(=NC=NC=2)N2CC3(CCN(C3)CC3=CC4=C(NC(N4)=O)C=C3)CC2)C=CC(=C1)Cl ZPEKDMQNGNUUSO-UHFFFAOYSA-N 0.000 claims 1
- UMIZFWQKBXXREG-UHFFFAOYSA-N 5-[[2-[5-[4-fluoro-2-(trifluoromethyl)phenoxy]pyrimidin-4-yl]-2,7-diazaspiro[4.4]nonan-7-yl]methyl]-1,3-dihydrobenzimidazol-2-one Chemical compound FC1=CC(=C(OC=2C(=NC=NC=2)N2CC3(CCN(C3)CC3=CC4=C(NC(N4)=O)C=C3)CC2)C=C1)C(F)(F)F UMIZFWQKBXXREG-UHFFFAOYSA-N 0.000 claims 1
- BNTAAJUCXOVUNB-UHFFFAOYSA-N 5-[[3-[1-[2-(3-cyclopropyl-5-methyl-1,2,4-triazol-4-yl)-4-fluorophenyl]pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl]methyl]-1,3-dihydrobenzimidazol-2-one Chemical compound C1(CC1)C1=NN=C(N1C1=C(C=CC(=C1)F)N1C=C(C=2C1=CN=CC=2)C1CN(CCC1)CC1=CC2=C(NC(N2)=O)C=C1)C BNTAAJUCXOVUNB-UHFFFAOYSA-N 0.000 claims 1
- MKFNTGGTTBUUKX-UHFFFAOYSA-N 5-[[4-(5-phenylpyrrolo[3,2-d]pyrimidin-7-yl)piperidin-1-yl]methyl]-1,3-dihydrobenzimidazol-2-one Chemical compound C1(=CC=CC=C1)N1C=C(C=2N=CN=CC=21)C1CCN(CC1)CC1=CC2=C(NC(N2)=O)C=C1 MKFNTGGTTBUUKX-UHFFFAOYSA-N 0.000 claims 1
- ANBPNBJFDDDKBO-UHFFFAOYSA-N 5-[[4-[1-(4-chlorophenyl)pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl]methyl]-4-methyl-1H-indole-2-carbonitrile Chemical compound ClC1=CC=C(C=C1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC=1C(=C2C=C(NC2=CC=1)C#N)C ANBPNBJFDDDKBO-UHFFFAOYSA-N 0.000 claims 1
- ZHKFYGPNAQZUQQ-UHFFFAOYSA-N 5-[[4-[1-(4-fluorophenyl)pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl]methyl]-4-methyl-1H-indole-2-carbonitrile Chemical compound FC1=CC=C(C=C1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC=1C(=C2C=C(NC2=CC=1)C#N)C ZHKFYGPNAQZUQQ-UHFFFAOYSA-N 0.000 claims 1
- LRWJRHJXEHPOSP-UHFFFAOYSA-N 5-[[4-[1-[4-fluoro-2-(2-methylpropyl)phenyl]pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl]methyl]-4-methyl-1H-indole-2-carbonitrile Chemical compound CC(C)Cc1cc(F)ccc1-n1cc(C2CCN(Cc3ccc4[nH]c(cc4c3C)C#N)CC2)c2ccncc12 LRWJRHJXEHPOSP-UHFFFAOYSA-N 0.000 claims 1
- IOEZYVRGJIYSHS-UHFFFAOYSA-N 5-[[4-[3-(4-fluorophenyl)-2-oxoimidazo[4,5-c]pyridin-1-yl]piperidin-1-yl]methyl]-4-methyl-1H-indole-2-carbonitrile Chemical compound FC1=CC=C(C=C1)N1C(N(C2=C1C=NC=C2)C1CCN(CC1)CC=1C(=C2C=C(NC2=CC=1)C#N)C)=O IOEZYVRGJIYSHS-UHFFFAOYSA-N 0.000 claims 1
- KTDKYYVTCHWBOR-UHFFFAOYSA-N 5-[[4-[5-(4-fluoro-2-methylphenyl)pyrrolo[3,2-d]pyrimidin-7-yl]piperidin-1-yl]methyl]-4-methyl-1H-indole-2-carbonitrile Chemical compound FC1=CC(=C(C=C1)N1C=C(C=2N=CN=CC=21)C1CCN(CC1)CC=1C(=C2C=C(NC2=CC=1)C#N)C)C KTDKYYVTCHWBOR-UHFFFAOYSA-N 0.000 claims 1
- KVNSGAWZHWZWJX-UHFFFAOYSA-N 5-[[4-[5-(4-fluorophenyl)pyrrolo[3,2-d]pyrimidin-7-yl]piperidin-1-yl]methyl]-4-methyl-1H-indole-2-carbonitrile Chemical compound FC1=CC=C(C=C1)N1C=C(C=2N=CN=CC=21)C1CCN(CC1)CC=1C(=C2C=C(NC2=CC=1)C#N)C KVNSGAWZHWZWJX-UHFFFAOYSA-N 0.000 claims 1
- REROLPQVFVEGAH-UHFFFAOYSA-N 5-fluoro-2-(3-piperidin-3-ylpyrrolo[2,3-c]pyridin-1-yl)-N,N-di(propan-2-yl)benzamide Chemical compound FC=1C=CC(=C(C(=O)N(C(C)C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CNCCC1 REROLPQVFVEGAH-UHFFFAOYSA-N 0.000 claims 1
- PBOOLBHRXSXVNS-UHFFFAOYSA-N 5-fluoro-2-(3-piperidin-4-ylpyrrolo[2,3-c]pyridin-1-yl)-N,N-di(propan-2-yl)benzamide Chemical compound FC=1C=CC(=C(C(=O)N(C(C)C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCNCC1 PBOOLBHRXSXVNS-UHFFFAOYSA-N 0.000 claims 1
- QTWNATRFRNTRDS-UHFFFAOYSA-N 5-fluoro-2-[1-[1-[(4-fluorophenyl)methyl]piperidin-4-yl]-2-oxoimidazo[4,5-c]pyridin-3-yl]-N-methyl-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C(N(C2=C1C=NC=C2)C1CCN(CC1)CC1=CC=C(C=C1)F)=O QTWNATRFRNTRDS-UHFFFAOYSA-N 0.000 claims 1
- MWHOVHKZSLQVAQ-UHFFFAOYSA-N 5-fluoro-2-[3-(4-hydroxycyclohexyl)pyrrolo[2,3-c]pyridin-1-yl]-N-methyl-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCC(CC1)O MWHOVHKZSLQVAQ-UHFFFAOYSA-N 0.000 claims 1
- HWPNLUCZSMDYDT-UHFFFAOYSA-N 5-fluoro-2-[3-[1-[(2-oxo-1,3-dihydrobenzimidazol-5-yl)methyl]piperidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-N,N-di(propan-2-yl)benzamide Chemical compound FC=1C=CC(=C(C(=O)N(C(C)C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CN(CCC1)CC1=CC2=C(NC(N2)=O)C=C1 HWPNLUCZSMDYDT-UHFFFAOYSA-N 0.000 claims 1
- JCEZTNDPPNRARZ-UHFFFAOYSA-N 5-fluoro-2-[3-[1-[(2-oxo-3H-1,3-benzoxazol-5-yl)methyl]pyrrolidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-N,N-di(propan-2-yl)benzamide Chemical compound FC=1C=CC(=C(C(=O)N(C(C)C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CN(CC1)CC=1C=CC2=C(NC(O2)=O)C=1 JCEZTNDPPNRARZ-UHFFFAOYSA-N 0.000 claims 1
- XHPRNHBVTWAVQS-UHFFFAOYSA-N 5-fluoro-2-[3-[1-[(4-fluorophenyl)methyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-methyl-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC1=CC=C(C=C1)F XHPRNHBVTWAVQS-UHFFFAOYSA-N 0.000 claims 1
- JAIFVIUZCJYNCK-UHFFFAOYSA-N 5-fluoro-2-[3-[1-[2-[4-(methanesulfonamido)piperidin-1-yl]ethyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-methyl-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CCN1CCC(CC1)NS(=O)(=O)C JAIFVIUZCJYNCK-UHFFFAOYSA-N 0.000 claims 1
- LJFUMEDLKCGKKX-UHFFFAOYSA-N 5-fluoro-2-[3-[1-[[1-(2-hydroxyethyl)-2-oxo-3H-benzimidazol-5-yl]methyl]piperidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-N,N-di(propan-2-yl)benzamide Chemical compound FC=1C=CC(=C(C(=O)N(C(C)C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CN(CCC1)CC1=CC2=C(N(C(N2)=O)CCO)C=C1 LJFUMEDLKCGKKX-UHFFFAOYSA-N 0.000 claims 1
- JBIYEGNBNMYBPD-UHFFFAOYSA-N 5-fluoro-2-[3-[1-[[1-(2-hydroxyethyl)-2-oxo-3H-benzimidazol-5-yl]methyl]piperidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-methyl-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CN(CCC1)CC1=CC2=C(N(C(N2)=O)CCO)C=C1 JBIYEGNBNMYBPD-UHFFFAOYSA-N 0.000 claims 1
- ILLWHTOMSSXMIG-UHFFFAOYSA-N 5-fluoro-2-[3-[1-[[1-(2-hydroxyethyl)-2-oxo-3H-benzimidazol-5-yl]methyl]pyrrolidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-N,N-di(propan-2-yl)benzamide Chemical compound FC=1C=CC(=C(C(=O)N(C(C)C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CN(CC1)CC1=CC2=C(N(C(N2)=O)CCO)C=C1 ILLWHTOMSSXMIG-UHFFFAOYSA-N 0.000 claims 1
- BXONBTATSDYXNC-UHFFFAOYSA-N 5-fluoro-2-[3-[1-[[1-(2-hydroxyethyl)-2-oxo-3H-benzimidazol-5-yl]methyl]pyrrolidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-methyl-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CN(CC1)CC1=CC2=C(N(C(N2)=O)CCO)C=C1 BXONBTATSDYXNC-UHFFFAOYSA-N 0.000 claims 1
- PEICJMZXDBZILC-UHFFFAOYSA-N 5-fluoro-2-[3-[1-[[4-(methanesulfonamido)phenyl]methyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-methyl-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC1=CC=C(C=C1)NS(=O)(=O)C PEICJMZXDBZILC-UHFFFAOYSA-N 0.000 claims 1
- GZWCFNAJDLYGBF-UHFFFAOYSA-N 5-fluoro-2-[3-[4-(3-hydroxypyrrolidin-1-yl)cyclohexyl]pyrrolo[2,3-c]pyridin-1-yl]-N-methyl-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCC(CC1)N1CC(CC1)O GZWCFNAJDLYGBF-UHFFFAOYSA-N 0.000 claims 1
- WULPVXMYNOYQCP-UHFFFAOYSA-N 5-fluoro-2-[3-[4-[2-(methanesulfonamido)-6-azaspiro[3.4]octan-6-yl]cyclohexyl]pyrrolo[2,3-c]pyridin-1-yl]-N,N-di(propan-2-yl)benzamide Chemical compound FC=1C=CC(=C(C(=O)N(C(C)C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCC(CC1)N1CC2(CC(C2)NS(=O)(=O)C)CC1 WULPVXMYNOYQCP-UHFFFAOYSA-N 0.000 claims 1
- UKLJJNZWKORFQG-UHFFFAOYSA-N 5-fluoro-2-[3-[4-[[4-(methanesulfonamido)cyclohexyl]methyl-methylamino]cyclohexyl]pyrrolo[2,3-c]pyridin-1-yl]-N-methyl-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCC(CC1)N(CC1CCC(CC1)NS(=O)(=O)C)C UKLJJNZWKORFQG-UHFFFAOYSA-N 0.000 claims 1
- YOYXMBZGQNTARM-UHFFFAOYSA-N 5-fluoro-2-[3-[4-[[4-(methanesulfonamido)cyclohexyl]methylamino]cyclohexyl]pyrrolo[2,3-c]pyridin-1-yl]-N-methyl-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCC(CC1)NCC1CCC(CC1)NS(=O)(=O)C YOYXMBZGQNTARM-UHFFFAOYSA-N 0.000 claims 1
- FGVARLJVOOREQF-UHFFFAOYSA-N 5-fluoro-N-methyl-2-(3-piperidin-4-ylpyrrolo[2,3-c]pyridin-1-yl)-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCNCC1 FGVARLJVOOREQF-UHFFFAOYSA-N 0.000 claims 1
- OTUGFRXUZBSNLN-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[1-[1-[(2-oxo-1,3-dihydrobenzimidazol-5-yl)methyl]piperidin-3-yl]-2-sulfanylideneimidazo[4,5-c]pyridin-3-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C(N(C2=C1C=NC=C2)C1CN(CCC1)CC1=CC2=C(NC(N2)=O)C=C1)=S OTUGFRXUZBSNLN-UHFFFAOYSA-N 0.000 claims 1
- FVFWWMGEHLULSD-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[1-[1-[(2-oxo-1,3-dihydrobenzimidazol-5-yl)methyl]piperidin-3-yl]pyrrolo[3,2-c]pyridin-3-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)C1=CN(C2=C1C=NC=C2)C1CN(CCC1)CC1=CC2=C(NC(N2)=O)C=C1 FVFWWMGEHLULSD-UHFFFAOYSA-N 0.000 claims 1
- BIJNZQSKGBUDMY-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[2-oxo-1-[1-[(2-oxo-1,3-dihydrobenzimidazol-5-yl)methyl]piperidin-4-yl]imidazo[4,5-c]pyridin-3-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C(N(C2=C1C=NC=C2)C1CCN(CC1)CC1=CC2=C(NC(N2)=O)C=C1)=O BIJNZQSKGBUDMY-UHFFFAOYSA-N 0.000 claims 1
- CWEQUBMEDAEVGE-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-(1-methylpiperidin-4-yl)pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)C CWEQUBMEDAEVGE-UHFFFAOYSA-N 0.000 claims 1
- PADIHCXYVMCMBD-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-(2-methyl-2-azaspiro[3.5]nonan-7-yl)pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCC2(CN(C2)C)CC1 PADIHCXYVMCMBD-UHFFFAOYSA-N 0.000 claims 1
- RJPUEKPXGXOJEJ-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-(2-methyl-3,4-dihydro-1H-isoquinolin-6-yl)pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C=1C=C2CCN(CC2=CC=1)C RJPUEKPXGXOJEJ-UHFFFAOYSA-N 0.000 claims 1
- IIBSSCWXLRIVGA-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-(4-phenoxycyclohexyl)pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCC(CC1)OC1=CC=CC=C1 IIBSSCWXLRIVGA-UHFFFAOYSA-N 0.000 claims 1
- NZSQKVQMNPCGEA-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-[1-(1-phenylethyl)piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)C(C)C1=CC=CC=C1 NZSQKVQMNPCGEA-UHFFFAOYSA-N 0.000 claims 1
- TYLADDKSZMGEMN-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-[1-(2-phenylacetyl)piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)C(CC1=CC=CC=C1)=O TYLADDKSZMGEMN-UHFFFAOYSA-N 0.000 claims 1
- VWDROPJYXWASPC-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-[1-(oxan-4-ylmethyl)piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC1CCOCC1 VWDROPJYXWASPC-UHFFFAOYSA-N 0.000 claims 1
- NUTOOXDDEKBEIW-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-[1-[(2-methylphenyl)methyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC1=C(C=CC=C1)C NUTOOXDDEKBEIW-UHFFFAOYSA-N 0.000 claims 1
- FZZUAOXLWQTRIV-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-[1-[(2-oxo-1,3-dihydrobenzimidazol-5-yl)methyl]piperidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CN(CCC1)CC1=CC2=C(NC(N2)=O)C=C1 FZZUAOXLWQTRIV-UHFFFAOYSA-N 0.000 claims 1
- RRYNMTCEFHFXLC-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-[1-[(2-oxo-1,3-dihydrobenzimidazol-5-yl)methyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC1=CC2=C(NC(N2)=O)C=C1 RRYNMTCEFHFXLC-UHFFFAOYSA-N 0.000 claims 1
- KTGKPSODOSMNOX-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-[1-[(2-oxo-1,3-dihydrobenzimidazol-5-yl)methyl]pyrrolidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CN(CC1)CC1=CC2=C(NC(N2)=O)C=C1 KTGKPSODOSMNOX-UHFFFAOYSA-N 0.000 claims 1
- QMRANGBXDFWMHV-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-[1-[2-(1-methylsulfonylpiperidin-4-yl)ethyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CCC1CCN(CC1)S(=O)(=O)C QMRANGBXDFWMHV-UHFFFAOYSA-N 0.000 claims 1
- SVMSRGTYPLDJMB-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-[1-[2-(oxan-4-yl)ethyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CCC1CCOCC1 SVMSRGTYPLDJMB-UHFFFAOYSA-N 0.000 claims 1
- ZOZCLVXJWJVCNE-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-[2-[(1-methylsulfonylpiperidin-4-yl)methyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-5-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CC2C(CN(C2)CC2CCN(CC2)S(=O)(=O)C)C1 ZOZCLVXJWJVCNE-UHFFFAOYSA-N 0.000 claims 1
- IPMMPCJDPYFRJD-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-[4-(3-oxopiperazin-1-yl)cyclohexyl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCC(CC1)N1CC(NCC1)=O IPMMPCJDPYFRJD-UHFFFAOYSA-N 0.000 claims 1
- WSSVKYMJQARPBK-UHFFFAOYSA-N 5-fluoro-N-methyl-2-[3-[4-[(2-oxo-1,3-dihydrobenzimidazol-5-yl)methylamino]cyclohexyl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCC(CC1)NCC1=CC2=C(NC(N2)=O)C=C1 WSSVKYMJQARPBK-UHFFFAOYSA-N 0.000 claims 1
- OJJCCBUQESMBDQ-UHFFFAOYSA-N 5-fluoro-N-methyl-N-propan-2-yl-2-[3-[1-[[4-(trifluoromethyl)phenyl]methyl]piperidin-4-yl]pyrrolo[2,3-c]pyridin-1-yl]benzamide Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC1=CC=C(C=C1)C(F)(F)F OJJCCBUQESMBDQ-UHFFFAOYSA-N 0.000 claims 1
- 208000002008 AIDS-Related Lymphoma Diseases 0.000 claims 1
- 206010000830 Acute leukaemia Diseases 0.000 claims 1
- 208000010839 B-cell chronic lymphocytic leukemia Diseases 0.000 claims 1
- KLOVPYLMWUSHIH-HNKWHGCMSA-N C(C)(=O)N[C@@H]1CC[C@H](CC1)CCN1CCC(CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F Chemical compound C(C)(=O)N[C@@H]1CC[C@H](CC1)CCN1CCC(CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F KLOVPYLMWUSHIH-HNKWHGCMSA-N 0.000 claims 1
- IJEZLNMOVRCPNW-OJBMAJLDSA-N C(C)(=O)N[C@@H]1CC[C@H](CC1)CN1CCC(CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F Chemical compound C(C)(=O)N[C@@H]1CC[C@H](CC1)CN1CCC(CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F IJEZLNMOVRCPNW-OJBMAJLDSA-N 0.000 claims 1
- OIZIPQBZFXXILG-QFFLVLDESA-N C(C)N(C(C1=C(C=CC(=C1)F)N1C=C(C=2C1=CN=CC=2)C1CN(CC1)C[C@@H]1CC[C@H](CC1)NS(=O)(=O)C)=O)C(C)C Chemical compound C(C)N(C(C1=C(C=CC(=C1)F)N1C=C(C=2C1=CN=CC=2)C1CN(CC1)C[C@@H]1CC[C@H](CC1)NS(=O)(=O)C)=O)C(C)C OIZIPQBZFXXILG-QFFLVLDESA-N 0.000 claims 1
- AMKJRAVIJSEBGW-SAIGFBBZSA-N C(C1=CC=CC=C1)(=O)N[C@@H]1CC[C@H](CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F Chemical compound C(C1=CC=CC=C1)(=O)N[C@@H]1CC[C@H](CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F AMKJRAVIJSEBGW-SAIGFBBZSA-N 0.000 claims 1
- LQZREOVRQWZVAG-PGWJBFNOSA-N C1(CC1)COC1=C(C=CC(=C1)F)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC[C@@H]1CC[C@H](CC1)NS(=O)(=O)C Chemical compound C1(CC1)COC1=C(C=CC(=C1)F)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC[C@@H]1CC[C@H](CC1)NS(=O)(=O)C LQZREOVRQWZVAG-PGWJBFNOSA-N 0.000 claims 1
- NQAFQHWDDBRHEK-SAIGFBBZSA-N C1(CCCCC1)C(=O)N[C@@H]1CC[C@H](CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F Chemical compound C1(CCCCC1)C(=O)N[C@@H]1CC[C@H](CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F NQAFQHWDDBRHEK-SAIGFBBZSA-N 0.000 claims 1
- KSZQQFLOSZNVPK-OXOYWMMMSA-N CN(C(C1=C(C=CC(=C1)F)N1C=C(C=2C1=CN=CC=2)C1CN(CC1)C[C@@H]1CC[C@H](CC1)NS(=O)(=O)C)=O)C(C)C Chemical compound CN(C(C1=C(C=CC(=C1)F)N1C=C(C=2C1=CN=CC=2)C1CN(CC1)C[C@@H]1CC[C@H](CC1)NS(=O)(=O)C)=O)C(C)C KSZQQFLOSZNVPK-OXOYWMMMSA-N 0.000 claims 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 1
- LWIOYUBROFFHGM-AQYVVDRMSA-N FC1(CCN(CC1)[C@@H]1CC[C@H](CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F)F Chemical compound FC1(CCN(CC1)[C@@H]1CC[C@H](CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F)F LWIOYUBROFFHGM-AQYVVDRMSA-N 0.000 claims 1
- LWIOYUBROFFHGM-GRGXKFILSA-N FC1(CCN(CC1)[C@H]1CC[C@H](CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F)F Chemical compound FC1(CCN(CC1)[C@H]1CC[C@H](CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F)F LWIOYUBROFFHGM-GRGXKFILSA-N 0.000 claims 1
- WANMUPQOZKLHFO-FCMXBYMOSA-N FC1=CC(=C(C=C1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC[C@@H]1CC[C@H](CC1)NC(OC(C)(C)C)=O)C(N(C)C(C)C)=O Chemical compound FC1=CC(=C(C=C1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC[C@@H]1CC[C@H](CC1)NC(OC(C)(C)C)=O)C(N(C)C(C)C)=O WANMUPQOZKLHFO-FCMXBYMOSA-N 0.000 claims 1
- WYECQGNASWOGNW-HNKWHGCMSA-N FC1=CC(=C(C=C1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)C[C@@H]1CC[C@H](CC1)NC(OC(C)(C)C)=O)C(N(C)C(C)C)=O Chemical compound FC1=CC(=C(C=C1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)C[C@@H]1CC[C@H](CC1)NC(OC(C)(C)C)=O)C(N(C)C(C)C)=O WYECQGNASWOGNW-HNKWHGCMSA-N 0.000 claims 1
- AXFAIKAWGBJEND-UHFFFAOYSA-N FC1=CC=C(C=C1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)C(C)C1=CC=CC=C1 Chemical compound FC1=CC=C(C=C1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)C(C)C1=CC=CC=C1 AXFAIKAWGBJEND-UHFFFAOYSA-N 0.000 claims 1
- RJSSHIKXAPNERN-DEURROCVSA-N FC=1C=CC(=C(C(=O)N(C(C)C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CN(CC1)C[C@@H]1CC[C@H](CC1)NS(=O)(=O)C Chemical compound FC=1C=CC(=C(C(=O)N(C(C)C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CN(CC1)C[C@@H]1CC[C@H](CC1)NS(=O)(=O)C RJSSHIKXAPNERN-DEURROCVSA-N 0.000 claims 1
- LKYMSQTVFVJFKJ-QSHZLEQSSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CC2C(CN(C2)C[C@@H]2CC[C@H](CC2)NS(=O)(=O)C)C1 Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CC2C(CN(C2)C[C@@H]2CC[C@H](CC2)NS(=O)(=O)C)C1 LKYMSQTVFVJFKJ-QSHZLEQSSA-N 0.000 claims 1
- WXGIYUJWJBNRRR-USCMKZHASA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CC2C(CN(C2)C[C@@H]2C[C@H](C2)NS(=O)(=O)C)C1 Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CC2C(CN(C2)C[C@@H]2C[C@H](C2)NS(=O)(=O)C)C1 WXGIYUJWJBNRRR-USCMKZHASA-N 0.000 claims 1
- MRQBTIXPYWQAMU-OJBMAJLDSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC[C@@H]1CC[C@H](CC1)NS(=O)(=O)C Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)CC[C@@H]1CC[C@H](CC1)NS(=O)(=O)C MRQBTIXPYWQAMU-OJBMAJLDSA-N 0.000 claims 1
- LLBPKFOHEACWMC-RZFKFIIISA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)C[C@@H]1CC[C@H](CC1)NS(=O)(=O)C Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)C[C@@H]1CC[C@H](CC1)NS(=O)(=O)C LLBPKFOHEACWMC-RZFKFIIISA-N 0.000 claims 1
- ICDHYWSGGWTGAI-SAIGFBBZSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)C[C@@H]1CC[C@H](CC1)O Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)C[C@@H]1CC[C@H](CC1)O ICDHYWSGGWTGAI-SAIGFBBZSA-N 0.000 claims 1
- AHZSCJHEFWKBEA-UHGJSFDGSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)C[C@@H]1C[C@@H](C1)NS(=O)(=O)C Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)C1CCN(CC1)C[C@@H]1C[C@@H](C1)NS(=O)(=O)C AHZSCJHEFWKBEA-UHGJSFDGSA-N 0.000 claims 1
- WZWIRNOPXAQHFW-GRGXKFILSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1CC(C1)CO Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1CC(C1)CO WZWIRNOPXAQHFW-GRGXKFILSA-N 0.000 claims 1
- ZXGDOQVRIMVGAZ-BZQXQHGWSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1CC(CCC1)O Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1CC(CCC1)O ZXGDOQVRIMVGAZ-BZQXQHGWSA-N 0.000 claims 1
- BTGDXCRFYYRWHC-GRGXKFILSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1CCC(CC1)O Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1CCC(CC1)O BTGDXCRFYYRWHC-GRGXKFILSA-N 0.000 claims 1
- IOCXJKUHVSYJOJ-GRGXKFILSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1CCCC1 Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1CCCC1 IOCXJKUHVSYJOJ-GRGXKFILSA-N 0.000 claims 1
- VQCJMFMYNNHZBR-DKXQDJALSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1CCCCC1 Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1CCCCC1 VQCJMFMYNNHZBR-DKXQDJALSA-N 0.000 claims 1
- MUORPKJDDNNIMN-QUPDYRNUSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1CCN(CC1)CCO Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1CCN(CC1)CCO MUORPKJDDNNIMN-QUPDYRNUSA-N 0.000 claims 1
- ULRITRABSJTISN-GRGXKFILSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1CCOCC1 Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1CCOCC1 ULRITRABSJTISN-GRGXKFILSA-N 0.000 claims 1
- ZHWUUJACAXORIK-XPNTWCBSSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1C[C@@H](CC1)CO Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1C[C@@H](CC1)CO ZHWUUJACAXORIK-XPNTWCBSSA-N 0.000 claims 1
- ZHWUUJACAXORIK-QNWVGRARSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1C[C@H](CC1)CO Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1C[C@H](CC1)CO ZHWUUJACAXORIK-QNWVGRARSA-N 0.000 claims 1
- ZRKKFSUONOARAI-WWNPGLIZSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1[C@@H](CCC1)CO Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1[C@@H](CCC1)CO ZRKKFSUONOARAI-WWNPGLIZSA-N 0.000 claims 1
- ZRKKFSUONOARAI-AKIFATBCSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1[C@H](CCC1)CO Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@@H](CC1)N1[C@H](CCC1)CO ZRKKFSUONOARAI-AKIFATBCSA-N 0.000 claims 1
- WZWIRNOPXAQHFW-AQYVVDRMSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1CC(C1)CO Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1CC(C1)CO WZWIRNOPXAQHFW-AQYVVDRMSA-N 0.000 claims 1
- ZXGDOQVRIMVGAZ-YEMPIKNUSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1CC(CCC1)O Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1CC(CCC1)O ZXGDOQVRIMVGAZ-YEMPIKNUSA-N 0.000 claims 1
- BTGDXCRFYYRWHC-AQYVVDRMSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1CCC(CC1)O Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1CCC(CC1)O BTGDXCRFYYRWHC-AQYVVDRMSA-N 0.000 claims 1
- IOCXJKUHVSYJOJ-AQYVVDRMSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1CCCC1 Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1CCCC1 IOCXJKUHVSYJOJ-AQYVVDRMSA-N 0.000 claims 1
- VQCJMFMYNNHZBR-AFARHQOCSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1CCCCC1 Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1CCCCC1 VQCJMFMYNNHZBR-AFARHQOCSA-N 0.000 claims 1
- MUORPKJDDNNIMN-HCGLCNNCSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1CCN(CC1)CCO Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1CCN(CC1)CCO MUORPKJDDNNIMN-HCGLCNNCSA-N 0.000 claims 1
- ULRITRABSJTISN-AQYVVDRMSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1CCOCC1 Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1CCOCC1 ULRITRABSJTISN-AQYVVDRMSA-N 0.000 claims 1
- ZHWUUJACAXORIK-MQSCRBSSSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1C[C@@H](CC1)CO Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1C[C@@H](CC1)CO ZHWUUJACAXORIK-MQSCRBSSSA-N 0.000 claims 1
- ZHWUUJACAXORIK-FUDKSRODSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1C[C@H](CC1)CO Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1C[C@H](CC1)CO ZHWUUJACAXORIK-FUDKSRODSA-N 0.000 claims 1
- ZRKKFSUONOARAI-PMVMPFDFSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1[C@@H](CCC1)CO Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1[C@@H](CCC1)CO ZRKKFSUONOARAI-PMVMPFDFSA-N 0.000 claims 1
- ZRKKFSUONOARAI-YMPZKCBVSA-N FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1[C@H](CCC1)CO Chemical compound FC=1C=CC(=C(C(=O)N(C)C(C)C)C=1)N1C=C(C=2C1=CN=CC=2)[C@@H]1CC[C@H](CC1)N1[C@H](CCC1)CO ZRKKFSUONOARAI-YMPZKCBVSA-N 0.000 claims 1
- 208000017604 Hodgkin disease Diseases 0.000 claims 1
- 208000021519 Hodgkin lymphoma Diseases 0.000 claims 1
- 208000010747 Hodgkins lymphoma Diseases 0.000 claims 1
- 208000035561 Leukaemic infiltration brain Diseases 0.000 claims 1
- 206010025312 Lymphoma AIDS related Diseases 0.000 claims 1
- LYVXXNISTLLPOO-QFIPXVFZSA-N N-ethyl-5-fluoro-2-[3-[(3R)-1-[(2-oxo-1,3-dihydrobenzimidazol-5-yl)methyl]piperidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound C(C)N(C(C1=C(C=CC(=C1)F)N1C=C(C=2C1=CN=CC=2)[C@@H]1CN(CCC1)CC1=CC2=C(NC(N2)=O)C=C1)=O)C(C)C LYVXXNISTLLPOO-QFIPXVFZSA-N 0.000 claims 1
- JPQQNFBZORYPOO-DEOSSOPVSA-N N-ethyl-5-fluoro-2-[3-[(3R)-1-[[1-(2-hydroxyethyl)-2-oxo-3H-benzimidazol-5-yl]methyl]piperidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound C(C)N(C(C1=C(C=CC(=C1)F)N1C=C(C=2C1=CN=CC=2)[C@@H]1CN(CCC1)CC1=CC2=C(N(C(N2)=O)CCO)C=C1)=O)C(C)C JPQQNFBZORYPOO-DEOSSOPVSA-N 0.000 claims 1
- LYVXXNISTLLPOO-JOCHJYFZSA-N N-ethyl-5-fluoro-2-[3-[(3S)-1-[(2-oxo-1,3-dihydrobenzimidazol-5-yl)methyl]piperidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound C(C)N(C(C1=C(C=CC(=C1)F)N1C=C(C=2C1=CN=CC=2)[C@H]1CN(CCC1)CC1=CC2=C(NC(N2)=O)C=C1)=O)C(C)C LYVXXNISTLLPOO-JOCHJYFZSA-N 0.000 claims 1
- JPQQNFBZORYPOO-XMMPIXPASA-N N-ethyl-5-fluoro-2-[3-[(3S)-1-[[1-(2-hydroxyethyl)-2-oxo-3H-benzimidazol-5-yl]methyl]piperidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound C(C)N(C(C1=C(C=CC(=C1)F)N1C=C(C=2C1=CN=CC=2)[C@H]1CN(CCC1)CC1=CC2=C(N(C(N2)=O)CCO)C=C1)=O)C(C)C JPQQNFBZORYPOO-XMMPIXPASA-N 0.000 claims 1
- LYVXXNISTLLPOO-UHFFFAOYSA-N N-ethyl-5-fluoro-2-[3-[1-[(2-oxo-1,3-dihydrobenzimidazol-5-yl)methyl]piperidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound C(C)N(C(C1=C(C=CC(=C1)F)N1C=C(C=2C1=CN=CC=2)C1CN(CCC1)CC1=CC2=C(NC(N2)=O)C=C1)=O)C(C)C LYVXXNISTLLPOO-UHFFFAOYSA-N 0.000 claims 1
- JPQQNFBZORYPOO-UHFFFAOYSA-N N-ethyl-5-fluoro-2-[3-[1-[[1-(2-hydroxyethyl)-2-oxo-3H-benzimidazol-5-yl]methyl]piperidin-3-yl]pyrrolo[2,3-c]pyridin-1-yl]-N-propan-2-ylbenzamide Chemical compound C(C)N(C(C1=C(C=CC(=C1)F)N1C=C(C=2C1=CN=CC=2)C1CN(CCC1)CC1=CC2=C(N(C(N2)=O)CCO)C=C1)=O)C(C)C JPQQNFBZORYPOO-UHFFFAOYSA-N 0.000 claims 1
- OXYZPJVYIZPNDW-SAABIXHNSA-N N[C@@H]1CC[C@H](CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F Chemical compound N[C@@H]1CC[C@H](CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F OXYZPJVYIZPNDW-SAABIXHNSA-N 0.000 claims 1
- OXYZPJVYIZPNDW-MAEOIBBWSA-N N[C@H]1CC[C@H](CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F Chemical compound N[C@H]1CC[C@H](CC1)C1=CN(C2=CN=CC=C21)C1=C(C(=O)N(C)C(C)C)C=C(C=C1)F OXYZPJVYIZPNDW-MAEOIBBWSA-N 0.000 claims 1
- 208000015914 Non-Hodgkin lymphomas Diseases 0.000 claims 1
- 208000009359 Sezary Syndrome Diseases 0.000 claims 1
- 208000031673 T-Cell Cutaneous Lymphoma Diseases 0.000 claims 1
- 201000009365 Thymic carcinoma Diseases 0.000 claims 1
- 208000033559 Waldenström macroglobulinemia Diseases 0.000 claims 1
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical group C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 claims 1
- 201000002797 childhood leukemia Diseases 0.000 claims 1
- 208000024207 chronic leukemia Diseases 0.000 claims 1
- 201000007241 cutaneous T cell lymphoma Diseases 0.000 claims 1
- 201000009277 hairy cell leukemia Diseases 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 201000005787 hematologic cancer Diseases 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 208000019420 lymphoid neoplasm Diseases 0.000 claims 1
- 208000025113 myeloid leukemia Diseases 0.000 claims 1
- 208000010626 plasma cell neoplasm Diseases 0.000 claims 1
- 208000025638 primary cutaneous T-cell non-Hodgkin lymphoma Diseases 0.000 claims 1
- 108090000623 proteins and genes Proteins 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2024195965A JP2025022910A (ja) | 2016-09-16 | 2024-11-08 | ｍｅｎｉｎ－ＭＬＬ相互作用の阻害剤 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662395618P | 2016-09-16 | 2016-09-16 | |
| US62/395,618 | 2016-09-16 | ||
| JP2019514787A JP2019529421A (ja) | 2016-09-16 | 2017-09-15 | ｍｅｎｉｎ−ＭＬＬ相互作用の阻害剤 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019514787A Division JP2019529421A (ja) | 2016-09-16 | 2017-09-15 | ｍｅｎｉｎ−ＭＬＬ相互作用の阻害剤 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2024195965A Division JP2025022910A (ja) | 2016-09-16 | 2024-11-08 | ｍｅｎｉｎ－ＭＬＬ相互作用の阻害剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2022189853A JP2022189853A (ja) | 2022-12-22 |
| JP2022189853A5 true JP2022189853A5 (https=) | 2023-06-22 |
Family
ID=59966892
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019514787A Withdrawn JP2019529421A (ja) | 2016-09-16 | 2017-09-15 | ｍｅｎｉｎ−ＭＬＬ相互作用の阻害剤 |
| JP2022161777A Pending JP2022189853A (ja) | 2016-09-16 | 2022-10-06 | ｍｅｎｉｎ－ＭＬＬ相互作用の阻害剤 |
| JP2024195965A Pending JP2025022910A (ja) | 2016-09-16 | 2024-11-08 | ｍｅｎｉｎ－ＭＬＬ相互作用の阻害剤 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019514787A Withdrawn JP2019529421A (ja) | 2016-09-16 | 2017-09-15 | ｍｅｎｉｎ−ＭＬＬ相互作用の阻害剤 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2024195965A Pending JP2025022910A (ja) | 2016-09-16 | 2024-11-08 | ｍｅｎｉｎ－ＭＬＬ相互作用の阻害剤 |
Country Status (16)
| Country | Link |
|---|---|
| US (3) | US10899758B2 (https=) |
| EP (2) | EP4230627A3 (https=) |
| JP (3) | JP2019529421A (https=) |
| KR (1) | KR102536029B1 (https=) |
| CN (3) | CN110325533B (https=) |
| AR (1) | AR109658A1 (https=) |
| AU (1) | AU2017326006B2 (https=) |
| CA (1) | CA3036987A1 (https=) |
| DK (1) | DK3512850T3 (https=) |
| ES (1) | ES2948949T3 (https=) |
| FI (1) | FI3512850T3 (https=) |
| IL (2) | IL295972A (https=) |
| MX (2) | MX2019003091A (https=) |
| PL (1) | PL3512850T3 (https=) |
| TW (1) | TWI757340B (https=) |
| WO (1) | WO2018053267A1 (https=) |
Families Citing this family (53)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USRE49687E1 (en) | 2014-09-09 | 2023-10-10 | The Regents Of The University Of Michigan | Thienopyrimidine and thienopyridine compounds and methods of use thereof |
| HK1246593A1 (zh) | 2015-06-04 | 2018-09-14 | Kura Oncology, Inc. | 用於抑制menin蛋白与mll蛋白的相互作用的方法及组合物 |
| TWI703150B (zh) | 2015-06-04 | 2020-09-01 | 美商庫拉腫瘤技術股份有限公司 | 用於抑制ｍｅｎｉｎ及ｍｌｌ蛋白之交互作用的方法及組合物 |
| US10869868B2 (en) | 2016-01-26 | 2020-12-22 | Memorial Sloan Kettering Cancer Center | Targeting chromatin regulators inhibits leukemogenic gene expression in NPM1 mutant leukemia |
| PL3429591T3 (pl) | 2016-03-16 | 2023-07-17 | Kura Oncology, Inc. | Podstawione pochodne tieno[2,3-d]pirymidyny jako inhibitory meniny-mll i metody ich zastosowania |
| PH12018501955B1 (en) | 2016-03-16 | 2024-01-24 | Kura Oncology Inc | Bridged bicyclic inhibitors of menin-mll and methods of use |
| JP6991585B2 (ja) | 2016-05-02 | 2022-01-12 | ザ リージェンツ オブ ザ ユニヴァシティ オブ ミシガン | メニン阻害剤としてのピペリジン |
| WO2017214367A1 (en) | 2016-06-10 | 2017-12-14 | Vitae Pharmaceuticals, Inc. | Inhibitors of the menin-mll interaction |
| CA3033020A1 (en) | 2016-09-14 | 2018-03-22 | Janssen Pharmaceutica Nv | Fused bicyclic inhibitors of menin-mll interaction |
| US12084462B2 (en) | 2016-09-14 | 2024-09-10 | Janssen Pharmaceutica Nv | Spiro bicyclic inhibitors of menin-MLL interaction |
| EP3512857B1 (en) | 2016-09-14 | 2021-02-24 | Janssen Pharmaceutica NV | Spiro bicyclic inhibitors of menin-mll interaction |
| AU2017326006B2 (en) * | 2016-09-16 | 2021-10-28 | Vitae Pharmaceuticals, LLC. | Inhibitors of the menin-MLL interaction |
| CN110248946B (zh) | 2016-12-15 | 2023-05-23 | 詹森药业有限公司 | Menin-MLL相互作用的氮杂环庚烷抑制剂 |
| WO2018175746A1 (en) | 2017-03-24 | 2018-09-27 | Kura Oncology, Inc. | Methods for treating hematological malignancies and ewing's sarcoma |
| MX2019011412A (es) | 2017-03-31 | 2020-02-07 | Univ Michigan Regents | Piperidinas como inhibidores de menina covalentes. |
| WO2018226976A1 (en) | 2017-06-08 | 2018-12-13 | Kura Oncology, Inc. | Methods and compositions for inhibiting the interaction of menin with mll proteins |
| EP3684361A4 (en) | 2017-09-20 | 2021-09-08 | Kura Oncology, Inc. | SUBSTITUTED INHIBITORS OF MENIN-MLL AND METHOD OF USING |
| KR20190043437A (ko) | 2017-10-18 | 2019-04-26 | 씨제이헬스케어 주식회사 | 단백질 키나제 억제제로서의 헤테로고리 화합물 |
| US11396517B1 (en) | 2017-12-20 | 2022-07-26 | Janssen Pharmaceutica Nv | Exo-aza spiro inhibitors of menin-MLL interaction |
| JP7307729B2 (ja) | 2017-12-20 | 2023-07-12 | ヤンセン ファーマシューティカ エヌ．ベー． | メニン－ｍｌｌ相互作用のエキソ－アザスピロ阻害剤 |
| US11447484B2 (en) * | 2018-01-26 | 2022-09-20 | Shionogi & Co., Ltd. | Cyclic compound having dopamine D3 receptor antagonistic effect |
| US11325921B2 (en) | 2018-03-30 | 2022-05-10 | Sumitomo Dainippon Pharma Co., Ltd. | Optically active crosslinked cyclic secondary amine derivative |
| KR102779601B1 (ko) * | 2018-08-27 | 2025-03-12 | 스미토모 파마 가부시키가이샤 | 광학 활성인 아자비시클로환 유도체 |
| CA3106385A1 (en) * | 2018-09-13 | 2020-03-19 | Kissei Pharmaceutical Co., Ltd. | Imidazopyridinone compound |
| KR102195348B1 (ko) | 2018-11-15 | 2020-12-24 | 에이치케이이노엔 주식회사 | 단백질 키나제 억제제로서의 신규 화합물 및 이를 포함하는 약제학적 조성물 |
| AU2019395201A1 (en) | 2018-12-06 | 2021-05-20 | Daiichi Sankyo Company, Limited | Cycloalkane-1,3-diamine derivative |
| DK4013756T3 (da) * | 2019-09-20 | 2024-05-27 | Novartis Ag | MLL1-inhibitorer og anticancermidler |
| JP7618567B2 (ja) * | 2019-09-27 | 2025-01-21 | 住友ファーマ株式会社 | 架橋型光学活性２級アミン誘導体 |
| TW202525813A (zh) | 2019-12-19 | 2025-07-01 | 比利時商健生藥品公司 | 經取代之直鏈螺環接衍生物 |
| CN115210229A (zh) | 2020-01-03 | 2022-10-18 | 博格有限责任公司 | 多环酰胺作为治疗癌症的ube2k调节剂 |
| CN111297863B (zh) * | 2020-03-30 | 2021-06-25 | 四川大学华西医院 | menin-MLL抑制剂在制备治疗子宫内膜癌的药物中的应用 |
| EP4132932A4 (en) | 2020-04-07 | 2024-04-17 | Syndax Pharmaceuticals, Inc. | COMBINATIONS OF MENIN INHIBITORS AND CYP3A4 INHIBITORS AND METHODS OF USE THEREOF |
| TW202200589A (zh) | 2020-05-28 | 2022-01-01 | 瑞士商諾華公司 | Ｍｌｌ１抑制劑及抗癌劑 |
| EP4263535A1 (en) | 2020-12-17 | 2023-10-25 | Astrazeneca AB | N-(2-(4-cyanothiazolidin-3-yl)-2-oxoethyl)- quinoline-4-carboxamides |
| CA3215379A1 (en) | 2021-05-08 | 2022-11-17 | Olivier Alexis Georges Querolle | Substituted spiro derivatives |
| US20240417405A1 (en) | 2021-05-08 | 2024-12-19 | Janssen Pharmaceutica Nv | Substituted Spiro Derivatives |
| IL308476A (en) | 2021-05-14 | 2024-01-01 | Syndax Pharmaceuticals Inc | Inhibitors of the menin-mil interaction |
| IL308862A (en) | 2021-06-01 | 2024-01-01 | Janssen Pharmaceutica Nv | Altered phenyl-1H-pyrrolo[3,2-c]pyridine histories |
| JP2024521902A (ja) | 2021-06-03 | 2024-06-04 | ヤンセン ファーマシューティカ エヌ．ベー． | スピロ環状アミンで置換されたピリダジン又は１，２，４－トリアジン |
| WO2022262796A1 (en) | 2021-06-17 | 2022-12-22 | Janssen Pharmaceutica Nv | (r)-n-ethyl-5-fluoro-n-isopropyl-2-((5-(2-(6-((2-methoxyethyl)(methyl)amino)-2-m ethylhexan-3-yl)-2,6-diazaspiro[3.4]octan-6-yl)-1,2,4-triazin-6-yl)oxy)benzamide besylate salt for the treatment of diseases such as cancer |
| CN116903609A (zh) * | 2021-11-05 | 2023-10-20 | 上海优理惠生医药有限公司 | 一种化合物、包含其的药物组合物及其应用 |
| US20250000799A1 (en) * | 2021-11-11 | 2025-01-02 | V-Ensure Pharma Technologies Private Limited | Reconstitutable, Single Use Antidiabetic Compositions |
| US20250197392A1 (en) * | 2022-04-08 | 2025-06-19 | Janssen Pharmaceutica Nv | Crystalline forms of an inhibitor of the menin/mll interaction |
| CN120529900A (zh) | 2022-11-24 | 2025-08-22 | 奥莱松基因组股份有限公司 | 用于治疗癌症的LSD1抑制剂和Menin抑制剂的组合 |
| JP2025541695A (ja) * | 2022-11-30 | 2025-12-23 | ヤンセン ファーマシューティカ エヌ．ベー． | 置換１－フェニル－３，４－ジヒドロピリド［３，４－ｄ］ピリミジン－２－オン誘導体 |
| CN120359221A (zh) * | 2022-11-30 | 2025-07-22 | 詹森药业有限公司 | 环丁基取代的双环化合物 |
| WO2024114666A1 (en) * | 2022-11-30 | 2024-06-06 | Janssen Pharmaceutica Nv | Combinations comprising a menin-mll inhibitor and a bcl-2 inhibitor |
| EP4626426A1 (en) * | 2022-11-30 | 2025-10-08 | JANSSEN Pharmaceutica NV | Combinations comprising a menin-mll inhibitor and at least one other therapeutic agent |
| AR132185A1 (es) * | 2023-03-24 | 2025-06-04 | Acerta Pharma Bv | COMPUESTOS DE 1-H-PIRROLO[2,3-c]PIRIDINA |
| CN121969626A (zh) * | 2023-09-27 | 2026-05-01 | 苏州必扬医药科技有限公司 | 一种Menin-MLL相互作用抑制剂及其制备方法和应用 |
| WO2025119184A1 (zh) * | 2023-12-04 | 2025-06-12 | 首药控股(北京)股份有限公司 | 取代的多环化合物 |
| US12605394B2 (en) | 2024-07-25 | 2026-04-21 | Visionary Assets, Llc | Compositions containing cannabinoid nanoparticles |
| WO2026062248A1 (en) * | 2024-09-20 | 2026-03-26 | Acerta Pharma B.V. | Solid-state forms of ((s)-2-(3-(1-(5,5-dimethylpyrrolidine-2-carbonyl)piperidine-4-carbonyl)-2-methyl-1h-pyrrolo[2,3-c]-pyridin-1-yl)-5-fluoro-n,n-diisopropylbenzamide salts |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2253930T3 (es) | 1998-09-18 | 2006-06-01 | ABBOTT GMBH & CO. KG | 4-aminopirrolopirimidinas como inhibidores de quinasa. |
| WO2006114180A1 (de) | 2005-04-25 | 2006-11-02 | Merck Patent Gmbh | Neuartige aza-heterozyklen als kinase-inhibitoren |
| WO2010066629A2 (en) | 2008-12-09 | 2010-06-17 | F. Hoffmann-La Roche Ag | Novel azaindoles |
| GB201004311D0 (en) * | 2010-03-15 | 2010-04-28 | Proximagen Ltd | New enzyme inhibitor compounds |
| TWI500617B (zh) * | 2010-05-31 | 2015-09-21 | Ono Pharmaceutical Co | Purine ketone derivatives |
| MX2014004086A (es) | 2011-10-03 | 2014-09-22 | Univ North Carolina | Compuestos de pirrolopirimidina para el tratamiento del cancer. |
| US8377946B1 (en) * | 2011-12-30 | 2013-02-19 | Pharmacyclics, Inc. | Pyrazolo[3,4-d]pyrimidine and pyrrolo[2,3-d]pyrimidine compounds as kinase inhibitors |
| JP6327713B2 (ja) * | 2012-07-27 | 2018-05-23 | 国立研究開発法人理化学研究所 | 急性骨髄性白血病の治療又は再発抑制剤 |
| EA201590855A1 (ru) * | 2012-11-15 | 2015-11-30 | Фармасайкликс, Инк. | Соединения пирролопиримидина как ингибиторы киназ |
| US20160113893A1 (en) * | 2013-06-12 | 2016-04-28 | Proximagen Limited | New therapeutic uses of enzyme inhibitors |
| CA2922058A1 (en) * | 2013-10-18 | 2015-04-23 | Medivation Technologies, Inc. | Heterocyclic compounds and methods of use |
| JP6793401B2 (ja) | 2015-03-11 | 2020-12-02 | 国立研究開発法人理化学研究所 | 難治性白血病治療薬 |
| AU2017326006B2 (en) * | 2016-09-16 | 2021-10-28 | Vitae Pharmaceuticals, LLC. | Inhibitors of the menin-MLL interaction |
-
2017
- 2017-09-15 AU AU2017326006A patent/AU2017326006B2/en active Active
- 2017-09-15 CN CN201780063763.2A patent/CN110325533B/zh active Active
- 2017-09-15 FI FIEP17772585.0T patent/FI3512850T3/fi active
- 2017-09-15 KR KR1020197010730A patent/KR102536029B1/ko active Active
- 2017-09-15 CN CN202511525384.3A patent/CN121735946A/zh active Pending
- 2017-09-15 TW TW106131767A patent/TWI757340B/zh active
- 2017-09-15 CA CA3036987A patent/CA3036987A1/en active Pending
- 2017-09-15 US US16/333,852 patent/US10899758B2/en active Active
- 2017-09-15 MX MX2019003091A patent/MX2019003091A/es unknown
- 2017-09-15 JP JP2019514787A patent/JP2019529421A/ja not_active Withdrawn
- 2017-09-15 EP EP23167055.5A patent/EP4230627A3/en active Pending
- 2017-09-15 EP EP17772585.0A patent/EP3512850B1/en active Active
- 2017-09-15 IL IL295972A patent/IL295972A/en unknown
- 2017-09-15 PL PL17772585.0T patent/PL3512850T3/pl unknown
- 2017-09-15 IL IL265028A patent/IL265028B/en unknown
- 2017-09-15 ES ES17772585T patent/ES2948949T3/es active Active
- 2017-09-15 CN CN202410398451.9A patent/CN118359610A/zh active Pending
- 2017-09-15 AR ARP170102556A patent/AR109658A1/es active IP Right Grant
- 2017-09-15 DK DK17772585.0T patent/DK3512850T3/da active
- 2017-09-15 WO PCT/US2017/051780 patent/WO2018053267A1/en not_active Ceased
-
2019
- 2019-03-15 MX MX2022013841A patent/MX2022013841A/es unknown
-
2020
- 2020-08-11 US US16/990,657 patent/US11739085B2/en active Active
-
2022
- 2022-10-06 JP JP2022161777A patent/JP2022189853A/ja active Pending
-
2023
- 2023-05-18 US US18/320,111 patent/US20240124447A1/en not_active Abandoned
-
2024
- 2024-11-08 JP JP2024195965A patent/JP2025022910A/ja active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2022189853A5 (https=) | ||
| AU2023203504B2 (en) | Substituted 4-aminoisoindoline-1,3-dione compounds and their use for treating lymphoma | |
| JP2019517548A5 (https=) | ||
| US20240417412A1 (en) | Heterocyclic compounds and methods of use | |
| WO2024076674A1 (en) | Heterocyclic inhibitors of kras g12c mutant proteins and uses thereof | |
| JP2022123095A (ja) | Ｕｓｐ３０阻害剤としての１－シアノ－ピロリジン化合物 | |
| 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 | |
| RU2013155456A (ru) | Соединения пирролидинилмочевины и пирролидинилтиомочевины как ингибиторы киназы trka | |
| JP2012501312A5 (https=) | ||
| CN111902141A (zh) | 用于ikaros降解的羟脑苷脂结合剂 | |
| RU2014154397A (ru) | Соединения тетрагидропиразолопиримидина | |
| JP2019535689A5 (https=) | ||
| JP2022533120A5 (https=) | ||
| RU2018126774A (ru) | Ингибиторы менин-mll взаимодействия | |
| RU2011116447A (ru) | Модуляторы амилоида бета | |
| JP2014521711A5 (https=) | ||
| JP2014527959A5 (https=) | ||
| HRP20120174T1 (hr) | Derivat policikličnog cinamida | |
| RU2008141374A (ru) | Фармацевтическая композиция, содержащая по крайнер мере один ингибитор ркс и по крайней мере один ингибитор киназы jak3, предназначенная для лечения аутоиммунных нарушений | |
| RU2012113593A (ru) | Ингибиторы jak | |
| HUP9904434A2 (hu) | Pirazolo[4,3-d]pirimidinon-, kinazolinon-, purinon- és pirido[3,2-d]pirimidinon-származékok alkalmazása nitrát-indukált tolerancia kezelésére szolgáló gyógyszerkészítmények előállítására | |
| US20220354842A1 (en) | Pharmaceutical composition for treating acute myeloid leukemia, containing flt3 inhibitor and chemotherapeutic agents | |
| JP2018501209A5 (https=) | ||
| CA2905530A1 (en) | Pyrrolo[2,3-b]pyridine cdk9 kinase inhibitors | |
| CN118556059A (zh) | 用于治疗癌症的杂环化合物 |