JPWO2020032105A5 - - Google Patents
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- Publication number
- JPWO2020032105A5 JPWO2020032105A5 JP2020535836A JP2020535836A JPWO2020032105A5 JP WO2020032105 A5 JPWO2020032105 A5 JP WO2020032105A5 JP 2020535836 A JP2020535836 A JP 2020535836A JP 2020535836 A JP2020535836 A JP 2020535836A JP WO2020032105 A5 JPWO2020032105 A5 JP WO2020032105A5
- Authority
- JP
- Japan
- Prior art keywords
- diazaspiro
- thieno
- azabicyclo
- alkyl
- independently
- 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
Links
- 150000001875 compounds Chemical class 0.000 claims 39
- 125000000217 alkyl group Chemical group 0.000 claims 37
- 150000003839 salts Chemical class 0.000 claims 35
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 34
- 206010000830 Acute leukaemia Diseases 0.000 claims 28
- 125000004093 cyano group Chemical group *C#N 0.000 claims 20
- 229910052731 fluorine Inorganic materials 0.000 claims 20
- 125000001153 fluoro group Chemical group F* 0.000 claims 20
- 125000000623 heterocyclic group Chemical group 0.000 claims 15
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 14
- 229910052757 nitrogen Inorganic materials 0.000 claims 14
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 14
- 206010028980 Neoplasm Diseases 0.000 claims 13
- 125000001424 substituent group Chemical group 0.000 claims 13
- 239000002246 antineoplastic agent Substances 0.000 claims 12
- 125000000753 cycloalkyl group Chemical group 0.000 claims 11
- 230000000259 anti-tumor effect Effects 0.000 claims 9
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 7
- 206010035226 Plasma cell myeloma Diseases 0.000 claims 6
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- 125000002947 alkylene group Chemical group 0.000 claims 6
- 125000000304 alkynyl group Chemical group 0.000 claims 6
- 125000001072 heteroaryl group Chemical group 0.000 claims 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 5
- 229910052801 chlorine Inorganic materials 0.000 claims 5
- 125000001309 chloro group Chemical group Cl* 0.000 claims 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 5
- 239000003112 inhibitor Substances 0.000 claims 5
- -1 4-{6-[(1S,3S,4S,5R,6R)-6-(cyclopropylmethyl)-5-fluoro-2-azabicyclo[2.2.2]octane-3-carbonyl]-2,6 - diazaspiro[3.3]heptan-2-yl}-2-(2,2,2-trifluoroethyl)thieno[2,3-b]pyridine-5-carbonitrile Chemical compound 0.000 claims 4
- 208000003950 B-cell lymphoma Diseases 0.000 claims 4
- 208000032791 BCR-ABL1 positive chronic myelogenous leukemia Diseases 0.000 claims 4
- 208000010833 Chronic myeloid leukaemia Diseases 0.000 claims 4
- 208000034578 Multiple myelomas Diseases 0.000 claims 4
- 208000033761 Myelogenous Chronic BCR-ABL Positive Leukemia Diseases 0.000 claims 4
- 102100025372 Nuclear pore complex protein Nup98-Nup96 Human genes 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 4
- 229940043355 kinase inhibitor Drugs 0.000 claims 4
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 4
- 108010054452 nuclear pore complex protein 98 Proteins 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
- 239000003757 phosphotransferase inhibitor Substances 0.000 claims 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims 4
- 108090000623 proteins and genes Proteins 0.000 claims 4
- ZSHKKBLYQTZALZ-DSKINZAPSA-N 4-[7-[(1S,3S,4R)-5-methylidene-2-azabicyclo[2.2.2]octane-3-carbonyl]-2,7-diazaspiro[3.5]nonan-2-yl]-2-(2,2,2-trifluoroethyl)thieno[2,3-b]pyridine-5-carbonitrile Chemical compound C=C1C[C@@H]2CC[C@H]1[C@H](N2)C(=O)N3CCC4(CC3)CN(C4)C5=C6C=C(SC6=NC=C5C#N)CC(F)(F)F ZSHKKBLYQTZALZ-DSKINZAPSA-N 0.000 claims 3
- XCAXYVBMXQCVSK-GABIRTJKSA-N 4-[7-[(1S,3S,4R,6S)-6-(cyclopropylmethyl)-2-azabicyclo[2.2.2]octane-3-carbonyl]-2,7-diazaspiro[3.5]nonan-2-yl]-2-(2,2,2-trifluoroethyl)thieno[2,3-b]pyridine-5-carbonitrile Chemical compound C1C[C@H]2[C@H](C[C@@H]1[C@H](N2)C(=O)N3CCC4(CC3)CN(C4)C5=C6C=C(SC6=NC=C5C#N)CC(F)(F)F)CC7CC7 XCAXYVBMXQCVSK-GABIRTJKSA-N 0.000 claims 3
- SALSKXJYPVJDBY-QANQIFJLSA-N C1(CC1)C[C@H]1[C@H]([C@@H]2[C@H](N[C@H]1CC2)C(=O)N1CC2(C1)CN(C2)C1=C2C(=NC=C1C(F)(F)F)SC(=C2)CC(F)(F)F)F Chemical compound C1(CC1)C[C@H]1[C@H]([C@@H]2[C@H](N[C@H]1CC2)C(=O)N1CC2(C1)CN(C2)C1=C2C(=NC=C1C(F)(F)F)SC(=C2)CC(F)(F)F)F SALSKXJYPVJDBY-QANQIFJLSA-N 0.000 claims 3
- 206010029260 Neuroblastoma Diseases 0.000 claims 3
- 206010060862 Prostate cancer Diseases 0.000 claims 3
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 3
- ZPMYAGWEWSLGRT-XUJHJDTPSA-N [(1S,3S,4R)-5-(dideuteriomethylidene)-2-azabicyclo[2.2.2]octan-3-yl]-[2-[2-(2,2,2-trifluoroethyl)-5-(trifluoromethyl)thieno[2,3-b]pyridin-4-yl]-2,7-diazaspiro[3.5]nonan-7-yl]methanone Chemical compound C(=C1[C@@H]2[C@H](N[C@H](C1)CC2)C(=O)N1CCC2(CN(C2)C2=C3C(=NC=C2C(F)(F)F)SC(=C3)CC(F)(F)F)CC1)([2H])[2H] ZPMYAGWEWSLGRT-XUJHJDTPSA-N 0.000 claims 3
- ZPMYAGWEWSLGRT-VPWXQRGCSA-N [(1S,3S,4R)-5-methylidene-2-azabicyclo[2.2.2]octan-3-yl]-[2-[2-(2,2,2-trifluoroethyl)-5-(trifluoromethyl)thieno[2,3-b]pyridin-4-yl]-2,7-diazaspiro[3.5]nonan-7-yl]methanone Chemical compound C=C1[C@@H]2[C@H](N[C@H](C1)CC2)C(=O)N1CCC2(CN(C2)C2=C3C(=NC=C2C(F)(F)F)SC(=C3)CC(F)(F)F)CC1 ZPMYAGWEWSLGRT-VPWXQRGCSA-N 0.000 claims 3
- PEZKCKIAOVTUDX-PNQHUFSXSA-N [(1S,3S,4R,6S)-6-(cyclopropylmethyl)-2-azabicyclo[2.2.2]octan-3-yl]-[2-[2-(2,2,2-trifluoroethyl)-5-(trifluoromethyl)thieno[2,3-b]pyridin-4-yl]-2,7-diazaspiro[3.5]nonan-7-yl]methanone Chemical compound C1(CC1)C[C@H]1C[C@@H]2[C@H](N[C@H]1CC2)C(=O)N1CCC2(CN(C2)C2=C3C(=NC=C2C(F)(F)F)SC(=C3)CC(F)(F)F)CC1 PEZKCKIAOVTUDX-PNQHUFSXSA-N 0.000 claims 3
- SOIFMYIJCHKVJS-ALGWMNEGSA-N [(1S,3S,4R,6S)-6-(cyclopropylmethyl)-2-azabicyclo[2.2.2]octan-3-yl]-[6-[2-(2,2,2-trifluoroethyl)-5-(trifluoromethyl)thieno[2,3-b]pyridin-4-yl]-2,6-diazaspiro[3.3]heptan-2-yl]methanone Chemical compound C1(CC1)C[C@H]1C[C@@H]2[C@H](N[C@H]1CC2)C(=O)N1CC2(C1)CN(C2)C1=C2C(=NC=C1C(F)(F)F)SC(=C2)CC(F)(F)F SOIFMYIJCHKVJS-ALGWMNEGSA-N 0.000 claims 3
- ZSHKKBLYQTZALZ-DFRZQEBPSA-N [2H]C([2H])=C1[C@@H](CC2)[C@@H](C(N3CCC(C4)(CN4C4=C(C=C(CC(F)(F)F)S5)C5=NC=C4C#N)CC3)=O)N[C@@H]2C1 Chemical compound [2H]C([2H])=C1[C@@H](CC2)[C@@H](C(N3CCC(C4)(CN4C4=C(C=C(CC(F)(F)F)S5)C5=NC=C4C#N)CC3)=O)N[C@@H]2C1 ZSHKKBLYQTZALZ-DFRZQEBPSA-N 0.000 claims 3
- 230000000118 anti-neoplastic effect Effects 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 2
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 2
- ZBBCQQOBFLGBOY-POAQFYNOSA-N 4-[7-[(1S,3S,4R)-5-methylidene-2-azabicyclo[2.2.1]heptane-3-carbonyl]-2,7-diazaspiro[3.5]nonan-2-yl]-2-(2,2,2-trifluoroethyl)thieno[2,3-b]pyridine-5-carbonitrile Chemical compound C=C1C[C@@H]2C[C@H]1[C@H](N2)C(=O)N3CCC4(CC3)CN(C4)C5=C6C=C(SC6=NC=C5C#N)CC(F)(F)F ZBBCQQOBFLGBOY-POAQFYNOSA-N 0.000 claims 2
- 208000003174 Brain Neoplasms Diseases 0.000 claims 2
- 206010006187 Breast cancer Diseases 0.000 claims 2
- 208000026310 Breast neoplasm Diseases 0.000 claims 2
- 208000006168 Ewing Sarcoma Diseases 0.000 claims 2
- 229940076838 Immune checkpoint inhibitor Drugs 0.000 claims 2
- 102000037984 Inhibitory immune checkpoint proteins Human genes 0.000 claims 2
- 108091008026 Inhibitory immune checkpoint proteins Proteins 0.000 claims 2
- 102000014150 Interferons Human genes 0.000 claims 2
- 108010050904 Interferons Proteins 0.000 claims 2
- 206010025323 Lymphomas Diseases 0.000 claims 2
- 229940079156 Proteasome inhibitor Drugs 0.000 claims 2
- 102000009516 Protein Serine-Threonine Kinases Human genes 0.000 claims 2
- 108010009341 Protein Serine-Threonine Kinases Proteins 0.000 claims 2
- DOCNDWOAQZIAJI-FBJCFVOOSA-N [(1S,3S,4R)-5-(dideuteriomethylidene)-2-azabicyclo[2.2.2]octan-3-yl]-[6-[2-(2,2,2-trifluoroethyl)-5-(trifluoromethyl)thieno[2,3-b]pyridin-4-yl]-2,6-diazaspiro[3.3]heptan-2-yl]methanone Chemical compound C(=C1[C@@H]2[C@H](N[C@H](C1)CC2)C(=O)N1CC2(C1)CN(C2)C1=C2C(=NC=C1C(F)(F)F)SC(=C2)CC(F)(F)F)([2H])[2H] DOCNDWOAQZIAJI-FBJCFVOOSA-N 0.000 claims 2
- ZKNFJOCEHLLPFL-OGWOLHLISA-N [(1S,3S,4R)-5-methylidene-2-azabicyclo[2.2.1]heptan-3-yl]-[2-[2-(2,2,2-trifluoroethyl)-5-(trifluoromethyl)thieno[2,3-b]pyridin-4-yl]-2,7-diazaspiro[3.5]nonan-7-yl]methanone Chemical compound C=C1[C@@H]2[C@H](N[C@H](C1)C2)C(=O)N1CCC2(CN(C2)C2=C3C(=NC=C2C(F)(F)F)SC(=C3)CC(F)(F)F)CC1 ZKNFJOCEHLLPFL-OGWOLHLISA-N 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 2
- 239000003972 antineoplastic antibiotic Substances 0.000 claims 2
- 239000002814 antineoplastic antimetabolite Substances 0.000 claims 2
- VSJKWCGYPAHWDS-FQEVSTJZSA-N camptothecin Chemical class C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-FQEVSTJZSA-N 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 125000002837 carbocyclic group Chemical group 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 239000005556 hormone Substances 0.000 claims 2
- 229940088597 hormone Drugs 0.000 claims 2
- 239000012274 immune-checkpoint protein inhibitor Substances 0.000 claims 2
- 201000007270 liver cancer Diseases 0.000 claims 2
- 208000014018 liver neoplasm Diseases 0.000 claims 2
- 201000000050 myeloid neoplasm Diseases 0.000 claims 2
- 150000003904 phospholipids Chemical class 0.000 claims 2
- 229910052697 platinum Inorganic materials 0.000 claims 2
- 230000004481 post-translational protein modification Effects 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 239000003207 proteasome inhibitor Substances 0.000 claims 2
- 102000004169 proteins and genes Human genes 0.000 claims 2
- VEEGZPWAAPPXRB-BJMVGYQFSA-N (3e)-3-(1h-imidazol-5-ylmethylidene)-1h-indol-2-one Chemical compound O=C1NC2=CC=CC=C2\C1=C/C1=CN=CN1 VEEGZPWAAPPXRB-BJMVGYQFSA-N 0.000 claims 1
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 1
- KSCYRKQLTRBYJN-WDYCEAGBSA-N 4-[2-[(1S,3S,4R)-5-methylidene-2-azabicyclo[2.2.2]octane-3-carbonyl]-2,6-diazaspiro[3.3]heptan-6-yl]-2-(2,2,2-trifluoroethyl)thieno[2,3-b]pyridine-5-carbonitrile Chemical compound C=C1C[C@@H]2CC[C@H]1[C@H](N2)C(=O)N3CC4(C3)CN(C4)C5=C6C=C(SC6=NC=C5C#N)CC(F)(F)F KSCYRKQLTRBYJN-WDYCEAGBSA-N 0.000 claims 1
- NRAIWTQWFIUMMX-YAKVFXAGSA-N 4-[2-[(1S,3S,4R,6R)-6-(cyclopropylmethyl)-2-azabicyclo[2.2.2]octane-3-carbonyl]-2,6-diazaspiro[3.3]heptan-6-yl]-2-(2,2,2-trifluoroethyl)thieno[2,3-b]pyridine-5-carbonitrile Chemical compound C1C[C@H]2[C@@H](C[C@@H]1[C@H](N2)C(=O)N3CC4(C3)CN(C4)C5=C6C=C(SC6=NC=C5C#N)CC(F)(F)F)CC7CC7 NRAIWTQWFIUMMX-YAKVFXAGSA-N 0.000 claims 1
- NRAIWTQWFIUMMX-CTOYSFNJSA-N 4-[2-[(1S,3S,4R,6S)-6-(cyclopropylmethyl)-2-azabicyclo[2.2.2]octane-3-carbonyl]-2,6-diazaspiro[3.3]heptan-6-yl]-2-(2,2,2-trifluoroethyl)thieno[2,3-b]pyridine-5-carbonitrile Chemical compound C1(CC1)C[C@H]1C[C@@H]2[C@H](N[C@H]1CC2)C(=O)N1CC2(CN(C2)C2=C3C(=NC=C2C#N)SC(=C3)CC(F)(F)F)C1 NRAIWTQWFIUMMX-CTOYSFNJSA-N 0.000 claims 1
- 206010061424 Anal cancer Diseases 0.000 claims 1
- 208000007860 Anus Neoplasms Diseases 0.000 claims 1
- 208000010839 B-cell chronic lymphocytic leukemia Diseases 0.000 claims 1
- 206010004593 Bile duct cancer Diseases 0.000 claims 1
- 206010005003 Bladder cancer Diseases 0.000 claims 1
- SALSKXJYPVJDBY-DTXWBZGDSA-N C1(CC1)C[C@@H]1[C@@H]([C@@H]2[C@H](N[C@H]1CC2)C(=O)N1CC2(C1)CN(C2)C1=C2C(=NC=C1C(F)(F)F)SC(=C2)CC(F)(F)F)F Chemical compound C1(CC1)C[C@@H]1[C@@H]([C@@H]2[C@H](N[C@H]1CC2)C(=O)N1CC2(C1)CN(C2)C1=C2C(=NC=C1C(F)(F)F)SC(=C2)CC(F)(F)F)F SALSKXJYPVJDBY-DTXWBZGDSA-N 0.000 claims 1
- 206010008342 Cervix carcinoma Diseases 0.000 claims 1
- 208000005243 Chondrosarcoma Diseases 0.000 claims 1
- 206010009944 Colon cancer Diseases 0.000 claims 1
- 206010014733 Endometrial cancer Diseases 0.000 claims 1
- 206010014759 Endometrial neoplasm Diseases 0.000 claims 1
- 208000000461 Esophageal Neoplasms Diseases 0.000 claims 1
- 208000022072 Gallbladder Neoplasms Diseases 0.000 claims 1
- 208000032320 Germ cell tumor of testis Diseases 0.000 claims 1
- 208000008839 Kidney Neoplasms Diseases 0.000 claims 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 1
- 208000031422 Lymphocytic Chronic B-Cell Leukemia Diseases 0.000 claims 1
- 201000003793 Myelodysplastic syndrome Diseases 0.000 claims 1
- 206010030155 Oesophageal carcinoma Diseases 0.000 claims 1
- 206010033128 Ovarian cancer Diseases 0.000 claims 1
- 206010061535 Ovarian neoplasm Diseases 0.000 claims 1
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 1
- 208000015634 Rectal Neoplasms Diseases 0.000 claims 1
- 206010038389 Renal cancer Diseases 0.000 claims 1
- 208000006265 Renal cell carcinoma Diseases 0.000 claims 1
- 206010039491 Sarcoma Diseases 0.000 claims 1
- 208000000453 Skin Neoplasms Diseases 0.000 claims 1
- 206010041067 Small cell lung cancer Diseases 0.000 claims 1
- 208000021712 Soft tissue sarcoma Diseases 0.000 claims 1
- 208000005718 Stomach Neoplasms Diseases 0.000 claims 1
- 208000024313 Testicular Neoplasms Diseases 0.000 claims 1
- 208000024770 Thyroid neoplasm Diseases 0.000 claims 1
- 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims 1
- 208000006105 Uterine Cervical Neoplasms Diseases 0.000 claims 1
- 208000008383 Wilms tumor Diseases 0.000 claims 1
- DOCNDWOAQZIAJI-JOQOYGCGSA-N [(1S,3S,4R)-5-methylidene-2-azabicyclo[2.2.2]octan-3-yl]-[6-[2-(2,2,2-trifluoroethyl)-5-(trifluoromethyl)thieno[2,3-b]pyridin-4-yl]-2,6-diazaspiro[3.3]heptan-2-yl]methanone Chemical compound C=C1[C@@H]2[C@H](N[C@H](C1)CC2)C(=O)N1CC2(C1)CN(C2)C1=C2C(=NC=C1C(F)(F)F)SC(=C2)CC(F)(F)F DOCNDWOAQZIAJI-JOQOYGCGSA-N 0.000 claims 1
- SOIFMYIJCHKVJS-RFZJPIJTSA-N [(1S,3S,4R,6R)-6-(cyclopropylmethyl)-2-azabicyclo[2.2.2]octan-3-yl]-[6-[2-(2,2,2-trifluoroethyl)-5-(trifluoromethyl)thieno[2,3-b]pyridin-4-yl]-2,6-diazaspiro[3.3]heptan-2-yl]methanone Chemical compound C1(CC1)C[C@@H]1C[C@@H]2[C@H](N[C@H]1CC2)C(=O)N1CC2(C1)CN(C2)C1=C2C(=NC=C1C(F)(F)F)SC(=C2)CC(F)(F)F SOIFMYIJCHKVJS-RFZJPIJTSA-N 0.000 claims 1
- 208000017733 acquired polycythemia vera Diseases 0.000 claims 1
- 239000002168 alkylating agent Substances 0.000 claims 1
- 229940100198 alkylating agent Drugs 0.000 claims 1
- 239000002295 alkylating antineoplastic agent Substances 0.000 claims 1
- 230000033115 angiogenesis Effects 0.000 claims 1
- 239000004037 angiogenesis inhibitor Substances 0.000 claims 1
- 229940121369 angiogenesis inhibitor Drugs 0.000 claims 1
- 229940127077 antineoplastic tyrosine kinase inhibitor Drugs 0.000 claims 1
- 201000011165 anus cancer Diseases 0.000 claims 1
- 208000026900 bile duct neoplasm Diseases 0.000 claims 1
- 230000008512 biological response Effects 0.000 claims 1
- 210000004027 cell Anatomy 0.000 claims 1
- 201000010881 cervical cancer Diseases 0.000 claims 1
- 208000006990 cholangiocarcinoma Diseases 0.000 claims 1
- 208000032852 chronic lymphocytic leukemia Diseases 0.000 claims 1
- 208000029742 colonic neoplasm Diseases 0.000 claims 1
- 208000035250 cutaneous malignant susceptibility to 1 melanoma Diseases 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 201000004101 esophageal cancer Diseases 0.000 claims 1
- 210000000232 gallbladder Anatomy 0.000 claims 1
- 201000010175 gallbladder cancer Diseases 0.000 claims 1
- 206010017758 gastric cancer Diseases 0.000 claims 1
- 201000010536 head and neck cancer Diseases 0.000 claims 1
- 208000014829 head and neck neoplasm Diseases 0.000 claims 1
- 206010073071 hepatocellular carcinoma Diseases 0.000 claims 1
- 231100000844 hepatocellular carcinoma Toxicity 0.000 claims 1
- 239000000367 immunologic factor Substances 0.000 claims 1
- 229940079322 interferon Drugs 0.000 claims 1
- 229940047124 interferons Drugs 0.000 claims 1
- 201000010982 kidney cancer Diseases 0.000 claims 1
- 201000005202 lung cancer Diseases 0.000 claims 1
- 208000020816 lung neoplasm Diseases 0.000 claims 1
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 201000001441 melanoma Diseases 0.000 claims 1
- 239000003607 modifier Substances 0.000 claims 1
- 230000035772 mutation Effects 0.000 claims 1
- 208000025189 neoplasm of testis Diseases 0.000 claims 1
- 201000008026 nephroblastoma Diseases 0.000 claims 1
- 208000002154 non-small cell lung carcinoma Diseases 0.000 claims 1
- 201000008968 osteosarcoma Diseases 0.000 claims 1
- 208000021284 ovarian germ cell tumor Diseases 0.000 claims 1
- 201000002528 pancreatic cancer Diseases 0.000 claims 1
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 1
- 208000037244 polycythemia vera Diseases 0.000 claims 1
- 206010038038 rectal cancer Diseases 0.000 claims 1
- 201000001275 rectum cancer Diseases 0.000 claims 1
- 201000000849 skin cancer Diseases 0.000 claims 1
- 208000000587 small cell lung carcinoma Diseases 0.000 claims 1
- 201000011549 stomach cancer Diseases 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- 201000003120 testicular cancer Diseases 0.000 claims 1
- 208000002918 testicular germ cell tumor Diseases 0.000 claims 1
- 201000002510 thyroid cancer Diseases 0.000 claims 1
- 206010044412 transitional cell carcinoma Diseases 0.000 claims 1
- 208000029729 tumor suppressor gene on chromosome 11 Diseases 0.000 claims 1
- 229940121358 tyrosine kinase inhibitor Drugs 0.000 claims 1
- 239000005483 tyrosine kinase inhibitor Substances 0.000 claims 1
- 201000005112 urinary bladder cancer Diseases 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2018149547 | 2018-08-08 | ||
| JP2018149547 | 2018-08-08 | ||
| PCT/JP2019/031132 WO2020032105A1 (ja) | 2018-08-08 | 2019-08-07 | 光学活性な架橋型ピペリジン誘導体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JPWO2020032105A1 JPWO2020032105A1 (ja) | 2021-08-12 |
| JPWO2020032105A5 true JPWO2020032105A5 (https=) | 2022-08-16 |
| JP7352551B2 JP7352551B2 (ja) | 2023-09-28 |
Family
ID=69414766
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020535836A Active JP7352551B2 (ja) | 2018-08-08 | 2019-08-07 | 光学活性な架橋型ピペリジン誘導体 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20210198283A1 (https=) |
| EP (1) | EP3835304B1 (https=) |
| JP (1) | JP7352551B2 (https=) |
| CN (1) | CN112771055B (https=) |
| CA (1) | CA3108449A1 (https=) |
| ES (1) | ES2991898T3 (https=) |
| WO (1) | WO2020032105A1 (https=) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| EP4263535A1 (en) | 2020-12-17 | 2023-10-25 | Astrazeneca AB | N-(2-(4-cyanothiazolidin-3-yl)-2-oxoethyl)- quinoline-4-carboxamides |
| IL313033A (en) * | 2021-12-03 | 2024-07-01 | Bionova Pharmaceuticals Shanghai Ltd | Carbonyl substituted diazaspiro compounds and its use |
| CN116693546B (zh) * | 2022-01-28 | 2025-06-27 | 成都先导药物开发股份有限公司 | Menin抑制剂及其用途 |
| 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 |
| WO2025023321A1 (en) * | 2023-07-27 | 2025-01-30 | Sumitomo Pharma Co., Ltd. | Process for preparing optically-active azabicyclo ring derivative, and intermediate for its production |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW200528440A (en) | 2003-10-31 | 2005-09-01 | Fujisawa Pharmaceutical Co | 2-cyanopyrrolidinecarboxamide compound |
| WO2014164543A1 (en) * | 2013-03-13 | 2014-10-09 | The Regents Of The University Of Michigan | Compositions comprising thienopyrimidine and thienopyridine compounds and methods of use thereof |
| AU2016378579A1 (en) | 2015-12-22 | 2018-06-14 | Vitae Pharmaceuticals, Inc. | Inhibitors of the menin-MLL interaction |
| WO2017207387A1 (en) * | 2016-05-31 | 2017-12-07 | Bayer Pharma Aktiengesellschaft | Spiro condensed azetidine derivatives as inhibitors of the menin-mml1 interaction |
| WO2018024602A1 (en) * | 2016-08-04 | 2018-02-08 | Bayer Aktiengesellschaft | 2,7-diazaspiro[4.4]nonanes |
| CA3033239A1 (en) * | 2016-09-14 | 2018-03-22 | Janssen Pharmaceutica Nv | Spiro bicyclic inhibitors of menin-mll interaction |
| CA3033020A1 (en) * | 2016-09-14 | 2018-03-22 | Janssen Pharmaceutica Nv | Fused bicyclic inhibitors of menin-mll interaction |
| 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 |
-
2019
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- 2019-08-07 CA CA3108449A patent/CA3108449A1/en active Pending
- 2019-08-07 US US17/265,920 patent/US20210198283A1/en active Pending
- 2019-08-07 CN CN201980066023.3A patent/CN112771055B/zh active Active
- 2019-08-07 EP EP19846598.1A patent/EP3835304B1/en active Active
- 2019-08-07 JP JP2020535836A patent/JP7352551B2/ja active Active
- 2019-08-07 WO PCT/JP2019/031132 patent/WO2020032105A1/ja not_active Ceased
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