JPWO2020012334A5 - - Google Patents

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Publication number

JPWO2020012334A5

JPWO2020012334A5 JP2021500458A JP2021500458A JPWO2020012334A5 JP WO2020012334 A5 JPWO2020012334 A5 JP WO2020012334A5 JP 2021500458 A JP2021500458 A JP 2021500458A JP 2021500458 A JP2021500458 A JP 2021500458A JP WO2020012334 A5 JPWO2020012334 A5 JP WO2020012334A5

Authority

JP

Japan

Prior art keywords

oxy

piperidine

oxoisoindoline

dione

cyclohexyl

Prior art date

2022-07-15

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

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• -1 -OH Chemical group 0.000 claims description 360
• 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 186
• 125000003277 amino group Chemical compound 0.000 claims description 146
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 138
• 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 description 100
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 90
• 229910052757 nitrogen Inorganic materials 0.000 claims description 82
• 229910052760 oxygen Inorganic materials 0.000 claims description 80
• 229910052717 sulfur Inorganic materials 0.000 claims description 77
• 125000005842 heteroatoms Chemical group 0.000 claims description 76
• 150000005459 piperidine-2,6-diones Chemical compound 0.000 claims description 70
• 150000001875 compounds Chemical class 0.000 claims description 56
• 125000000217 alkyl group Chemical group 0.000 claims description 52
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 48
• 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 45
• 125000001188 haloalkyl group Chemical group 0.000 claims description 44
• 150000003839 salts Chemical class 0.000 claims description 37
• 239000011780 sodium chloride Substances 0.000 claims description 37
• 229910052736 halogen Inorganic materials 0.000 claims description 34
• 150000002367 halogens Chemical class 0.000 claims description 34
• 150000003053 piperidines Chemical compound 0.000 claims description 34
• 239000000651 prodrug Substances 0.000 claims description 32
• 229940002612 prodrugs Drugs 0.000 claims description 32
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 30
• 239000012453 solvate Substances 0.000 claims description 30
• 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 29
• 125000004429 atoms Chemical group 0.000 claims description 28
• 201000010099 disease Diseases 0.000 claims description 28
• 125000003118 aryl group Chemical group 0.000 claims description 27
• 125000003545 alkoxy group Chemical group 0.000 claims description 26
• 125000001495 ethyl group Chemical compound [H]C([H])([H])C([H])([H])* 0.000 claims description 22
• 239000008194 pharmaceutical composition Substances 0.000 claims description 21
• KNCYXPMJDCCGSJ-UHFFFAOYSA-N Glutarimide Chemical compound O=C1CCCC(=O)N1 KNCYXPMJDCCGSJ-UHFFFAOYSA-N 0.000 claims description 20
• 102100008718 IKZF2 Human genes 0.000 claims description 19
• 101700002776 IKZF2 Proteins 0.000 claims description 19
• 125000001424 substituent group Chemical group 0.000 claims description 18
• 125000004438 haloalkoxy group Chemical group 0.000 claims description 17
• 125000004432 carbon atoms Chemical group C* 0.000 claims description 16
• 150000004677 hydrates Chemical class 0.000 claims description 14
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 14
• 125000004433 nitrogen atoms Chemical group N* 0.000 claims description 12
• 125000006582 (C5-C6) heterocycloalkyl group Chemical group 0.000 claims description 11
• 206010061306 Nasopharyngeal cancer Diseases 0.000 claims description 10
• 208000002154 Non-Small-Cell Lung Carcinoma Diseases 0.000 claims description 10
• 108009000071 Non-small cell lung cancer Proteins 0.000 claims description 10
• 208000003721 Triple Negative Breast Neoplasms Diseases 0.000 claims description 10
• 201000011510 cancer Diseases 0.000 claims description 10
• 125000000582 cycloheptyl group Chemical compound [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 10
• VBWIZSYFQSOUFQ-UHFFFAOYSA-N cyclohexanecarbonitrile Chemical compound N#CC1CCCCC1 VBWIZSYFQSOUFQ-UHFFFAOYSA-N 0.000 claims description 10
• 201000011243 gastrointestinal stromal tumor Diseases 0.000 claims description 10
• 125000001072 heteroaryl group Chemical group 0.000 claims description 10
• 125000005418 aryl aryl group Chemical group 0.000 claims description 9
• FSDNTQSJGHSJBG-UHFFFAOYSA-N piperidine-4-carbonitrile Chemical compound N#CC1CCNCC1 FSDNTQSJGHSJBG-UHFFFAOYSA-N 0.000 claims description 8
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 8
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• 208000003200 Adenoma Diseases 0.000 claims description 5
• 208000002458 Carcinoid Tumor Diseases 0.000 claims description 5
• 206010025650 Malignant melanoma Diseases 0.000 claims description 5
• 229920002393 Microsatellite Polymers 0.000 claims description 5
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