JPWO2019197842A5 - - Google Patents
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- Publication number
- JPWO2019197842A5 JPWO2019197842A5 JP2020555420A JP2020555420A JPWO2019197842A5 JP WO2019197842 A5 JPWO2019197842 A5 JP WO2019197842A5 JP 2020555420 A JP2020555420 A JP 2020555420A JP 2020555420 A JP2020555420 A JP 2020555420A JP WO2019197842 A5 JPWO2019197842 A5 JP WO2019197842A5
- Authority
- JP
- Japan
- Prior art keywords
- amino
- quinoline
- oxazepino
- chloro
- methyl
- 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
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- -1 cyano, acetylenyl Chemical group 0.000 claims 118
- 125000000217 alkyl group Chemical group 0.000 claims 51
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 47
- 229910052739 hydrogen Inorganic materials 0.000 claims 41
- 239000001257 hydrogen Substances 0.000 claims 37
- GZPHSAQLYPIAIN-UHFFFAOYSA-N 3-pyridinecarbonitrile Chemical compound N#CC1=CC=CN=C1 GZPHSAQLYPIAIN-UHFFFAOYSA-N 0.000 claims 28
- 150000001875 compounds Chemical class 0.000 claims 26
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 23
- 150000003839 salts Chemical class 0.000 claims 22
- 239000011780 sodium chloride Substances 0.000 claims 22
- 125000004093 cyano group Chemical group *C#N 0.000 claims 21
- 125000001188 haloalkyl group Chemical group 0.000 claims 20
- 125000003545 alkoxy group Chemical group 0.000 claims 19
- 239000012453 solvate Substances 0.000 claims 19
- 125000001424 substituent group Chemical group 0.000 claims 19
- 125000005843 halogen group Chemical group 0.000 claims 18
- 125000000753 cycloalkyl group Chemical group 0.000 claims 15
- 125000004438 haloalkoxy group Chemical group 0.000 claims 15
- 125000000623 heterocyclic group Chemical group 0.000 claims 12
- 125000004043 oxo group Chemical group O=* 0.000 claims 10
- 150000002431 hydrogen Chemical group 0.000 claims 9
- 229910052760 oxygen Inorganic materials 0.000 claims 8
- 229910052799 carbon Inorganic materials 0.000 claims 7
- 125000002947 alkylene group Chemical group 0.000 claims 6
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 6
- 125000001153 fluoro group Chemical group F* 0.000 claims 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 6
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 5
- 125000004103 aminoalkyl group Chemical group 0.000 claims 5
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 5
- 229910052757 nitrogen Inorganic materials 0.000 claims 5
- 229910005965 SO 2 Inorganic materials 0.000 claims 4
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 4
- 125000001246 bromo group Chemical group Br* 0.000 claims 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 4
- 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 4
- 201000011510 cancer Diseases 0.000 claims 3
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- SZCKSNPRMHFNIV-UHFFFAOYSA-N 2-ethyloctanamide Chemical compound CCCCCCC(CC)C(N)=O SZCKSNPRMHFNIV-UHFFFAOYSA-N 0.000 claims 2
- NDCQPJCNZBQYAO-UHFFFAOYSA-N 4-[[3-[3-benzoyl-8-(trifluoromethyl)quinolin-4-yl]phenoxy]methyl]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1COC1=CC=CC(C=2C3=CC=CC(=C3N=CC=2C(=O)C=2C=CC=CC=2)C(F)(F)F)=C1 NDCQPJCNZBQYAO-UHFFFAOYSA-N 0.000 claims 2
- 208000009899 Burkitt Lymphoma Diseases 0.000 claims 2
- 125000006414 CCl Chemical group ClC* 0.000 claims 2
- 206010012818 Diffuse large B-cell lymphoma Diseases 0.000 claims 2
- 208000008456 Leukemia, Myelogenous, Chronic, BCR-ABL Positive Diseases 0.000 claims 2
- 208000002154 Non-Small-Cell Lung Carcinoma Diseases 0.000 claims 2
- 108009000071 Non-small cell lung cancer Proteins 0.000 claims 2
- SIOXPEMLGUPBBT-UHFFFAOYSA-N Picolinic acid Chemical compound OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 claims 2
- 208000006664 Precursor Cell Lymphoblastic Leukemia-Lymphoma Diseases 0.000 claims 2
- 201000005510 acute lymphocytic leukemia Diseases 0.000 claims 2
- 125000004432 carbon atoms Chemical group C* 0.000 claims 2
- 201000006934 chronic myeloid leukemia Diseases 0.000 claims 2
- 201000003444 follicular lymphoma Diseases 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 2
- 229940081066 picolinic acid Drugs 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- 125000004008 6 membered carbocyclic group Chemical group 0.000 claims 1
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 125000006416 CBr Chemical group BrC* 0.000 claims 1
- LCMPNVYSMTYYJE-UHFFFAOYSA-N ClC1=C(C#N)C(=CC=N1)NC1=CC=2C3=C(C(N(C=2C=C1)C)=O)C(NCC(N3)C)=O Chemical compound ClC1=C(C#N)C(=CC=N1)NC1=CC=2C3=C(C(N(C=2C=C1)C)=O)C(NCC(N3)C)=O LCMPNVYSMTYYJE-UHFFFAOYSA-N 0.000 claims 1
- 210000003238 Esophagus Anatomy 0.000 claims 1
- 210000003128 Head Anatomy 0.000 claims 1
- 210000004072 Lung Anatomy 0.000 claims 1
- 210000003739 Neck Anatomy 0.000 claims 1
- 210000001672 Ovary Anatomy 0.000 claims 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N Propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 claims 1
- 206010042971 T-cell lymphoma Diseases 0.000 claims 1
- 125000006193 alkinyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 125000005215 cycloalkylheteroaryl group Chemical group 0.000 claims 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000003709 fluoroalkyl group Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000000546 pharmaceutic aid Substances 0.000 claims 1
- 239000008177 pharmaceutical agent Substances 0.000 claims 1
- 230000002792 vascular Effects 0.000 claims 1
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB1806132.5A GB201806132D0 (en) | 2018-04-13 | 2018-04-13 | Inhibitor coumpounds |
GB1806132.5 | 2018-04-13 | ||
GB1819136.1 | 2018-11-23 | ||
GBGB1819136.1A GB201819136D0 (en) | 2018-11-23 | 2018-11-23 | Inhibitor compounds |
PCT/GB2019/051058 WO2019197842A1 (en) | 2018-04-13 | 2019-04-12 | Bcl6 inhibitors |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2021521165A JP2021521165A (ja) | 2021-08-26 |
JPWO2019197842A5 true JPWO2019197842A5 (hr) | 2022-02-07 |
JP7493454B2 JP7493454B2 (ja) | 2024-05-31 |
Family
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