JP2017524007A5 - - Google Patents

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Publication number: JP2017524007A5
Authority: JP; Japan
Prior art keywords: methyl; cis; pyrrolo; cyclobutyl; pyrimidin
Prior art date: 2015-07-31
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

Application number

JP2017507009A

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English (en)

Japanese (ja)

Other versions

JP6585158B2 (ja

JP2017524007A (ja

Filing date

2015-07-31

Publication date

2018-07-19

2015-07-31 Application filed filed Critical

2015-07-31 Priority claimed from PCT/IB2015/055823 external-priority patent/WO2016024185A1/en

2017-08-24 Publication of JP2017524007A publication Critical patent/JP2017524007A/ja

2018-07-19 Publication of JP2017524007A5 publication Critical patent/JP2017524007A5/ja

2019-10-02 Application granted granted Critical

2019-10-02 Publication of JP6585158B2 publication Critical patent/JP6585158B2/ja

Status Expired - Fee Related legal-status Critical Current

2035-07-31 Anticipated expiration legal-status Critical

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125000000217 alkyl group Chemical group 0.000 claims 138
-1 —OR e Chemical group 0.000 claims 62
125000003118 aryl group Chemical group 0.000 claims 52
125000001072 heteroaryl group Chemical group 0.000 claims 45
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 36
125000005843 halogen group Chemical group 0.000 claims 34
YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical group [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims 31
229910052805 deuterium Inorganic materials 0.000 claims 31
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 29
125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 28
229910052739 hydrogen Inorganic materials 0.000 claims 27
239000001257 hydrogen Substances 0.000 claims 27
125000002887 hydroxy group Chemical group [H]O* 0.000 claims 27
150000002431 hydrogen Chemical group 0.000 claims 26
125000000753 cycloalkyl group Chemical group 0.000 claims 24
125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 20
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 17
150000003839 salts Chemical class 0.000 claims 17
125000001424 substituent group Chemical group 0.000 claims 17
125000003545 alkoxy group Chemical group 0.000 claims 15
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 14
125000002619 bicyclic group Chemical group 0.000 claims 13
150000001875 compounds Chemical class 0.000 claims 13
125000002950 monocyclic group Chemical group 0.000 claims 13
125000000623 heterocyclic group Chemical group 0.000 claims 9
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 9
125000004429 atom Chemical group 0.000 claims 8
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 8
229910052757 nitrogen Inorganic materials 0.000 claims 8
229910052760 oxygen Inorganic materials 0.000 claims 8
239000001301 oxygen Substances 0.000 claims 8
201000011240 Frontotemporal dementia Diseases 0.000 claims 7
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 7
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 7
208000035475 disorder Diseases 0.000 claims 7
125000005842 heteroatom Chemical group 0.000 claims 7
229920006395 saturated elastomer Polymers 0.000 claims 7
229910052717 sulfur Inorganic materials 0.000 claims 7
239000011593 sulfur Substances 0.000 claims 7
208000006011 Stroke Diseases 0.000 claims 5
150000001408 amides Chemical class 0.000 claims 5
150000001412 amines Chemical class 0.000 claims 5
208000024827 Alzheimer disease Diseases 0.000 claims 4
208000018737 Parkinson disease Diseases 0.000 claims 4
125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims 4
206010015037 epilepsy Diseases 0.000 claims 4
241000283073 Equus caballus Species 0.000 claims 3
206010020751 Hypersensitivity Diseases 0.000 claims 3
208000000609 Pick Disease of the Brain Diseases 0.000 claims 3
230000001154 acute effect Effects 0.000 claims 3
125000004453 alkoxycarbonyl group Chemical group 0.000 claims 3
208000026935 allergic disease Diseases 0.000 claims 3
201000008937 atopic dermatitis Diseases 0.000 claims 3
201000006417 multiple sclerosis Diseases 0.000 claims 3
125000005010 perfluoroalkyl group Chemical group 0.000 claims 3
230000002265 prevention Effects 0.000 claims 3
208000031261 Acute myeloid leukaemia Diseases 0.000 claims 2
208000019901 Anxiety disease Diseases 0.000 claims 2
206010003571 Astrocytoma Diseases 0.000 claims 2
208000020925 Bipolar disease Diseases 0.000 claims 2
208000003174 Brain Neoplasms Diseases 0.000 claims 2
208000014644 Brain disease Diseases 0.000 claims 2
QSCPXSMHOGRYJB-BETUJISGSA-N CC1(CN(C1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C#N Chemical compound CC1(CN(C1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C#N QSCPXSMHOGRYJB-BETUJISGSA-N 0.000 claims 2
NJEZHAMMPIETMR-BJHJDKERSA-N CN([C@H]1C[C@H](C1)CS(=O)(=O)N1CC(C1)C#N)C=1C2=C(N=CN=1)NC=C2 Chemical compound CN([C@H]1C[C@H](C1)CS(=O)(=O)N1CC(C1)C#N)C=1C2=C(N=CN=1)NC=C2 NJEZHAMMPIETMR-BJHJDKERSA-N 0.000 claims 2
QKNYDTOQCBKYND-ZSZSROOQSA-N CN([C@H]1C[C@H](C1)CS(=O)(=O)[C@@H]1C[C@H](C1)C#N)C=1C2=C(N=CN=1)NC=C2 Chemical compound CN([C@H]1C[C@H](C1)CS(=O)(=O)[C@@H]1C[C@H](C1)C#N)C=1C2=C(N=CN=1)NC=C2 QKNYDTOQCBKYND-ZSZSROOQSA-N 0.000 claims 2
206010012438 Dermatitis atopic Diseases 0.000 claims 2
208000032274 Encephalopathy Diseases 0.000 claims 2
208000032612 Glial tumor Diseases 0.000 claims 2
206010018338 Glioma Diseases 0.000 claims 2
208000034578 Multiple myelomas Diseases 0.000 claims 2
208000033776 Myeloid Acute Leukemia Diseases 0.000 claims 2
201000010133 Oligodendroglioma Diseases 0.000 claims 2
206010061902 Pancreatic neoplasm Diseases 0.000 claims 2
206010035226 Plasma cell myeloma Diseases 0.000 claims 2
208000003251 Pruritus Diseases 0.000 claims 2
208000029052 T-cell acute lymphoblastic leukemia Diseases 0.000 claims 2
208000028552 Treatment-Resistant Depressive disease Diseases 0.000 claims 2
125000002877 alkyl aryl group Chemical group 0.000 claims 2
206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 2
230000036506 anxiety Effects 0.000 claims 2
208000010668 atopic eczema Diseases 0.000 claims 2
229910052799 carbon Inorganic materials 0.000 claims 2
210000003169 central nervous system Anatomy 0.000 claims 2
238000010276 construction Methods 0.000 claims 2
GFBLFDSCAKHHGX-UHFFFAOYSA-N cyclobutanecarbonitrile Chemical compound N#CC1CCC1 GFBLFDSCAKHHGX-UHFFFAOYSA-N 0.000 claims 2
SVPZJHKVRMRREG-UHFFFAOYSA-N cyclopentanecarbonitrile Chemical compound N#CC1CCCC1 SVPZJHKVRMRREG-UHFFFAOYSA-N 0.000 claims 2
206010014599 encephalitis Diseases 0.000 claims 2
208000005017 glioblastoma Diseases 0.000 claims 2
125000001188 haloalkyl group Chemical group 0.000 claims 2
NCTRLWWHIUUNBE-UHFFFAOYSA-N hexane-3-sulfonamide Chemical compound CCCC(CC)S(N)(=O)=O NCTRLWWHIUUNBE-UHFFFAOYSA-N 0.000 claims 2
208000014674 injury Diseases 0.000 claims 2
208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 2
230000001404 mediated effect Effects 0.000 claims 2
230000000926 neurological effect Effects 0.000 claims 2
208000008443 pancreatic carcinoma Diseases 0.000 claims 2
208000028173 post-traumatic stress disease Diseases 0.000 claims 2
208000023504 respiratory system disease Diseases 0.000 claims 2
201000000980 schizophrenia Diseases 0.000 claims 2
208000020431 spinal cord injury Diseases 0.000 claims 2
230000008733 trauma Effects 0.000 claims 2
125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 1
125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims 1
125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 1
208000009746 Adult T-Cell Leukemia-Lymphoma Diseases 0.000 claims 1
208000016683 Adult T-cell leukemia/lymphoma Diseases 0.000 claims 1
208000000884 Airway Obstruction Diseases 0.000 claims 1
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MXNJJUQPQYBAPN-YIONKMFJSA-N C(C)C1CN(CCO1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C(C)C1CN(CCO1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C MXNJJUQPQYBAPN-YIONKMFJSA-N 0.000 claims 1
WPKFVOMIANZVBJ-GASCZTMLSA-N C(C)OC1=CC=C(C=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C(C)OC1=CC=C(C=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C WPKFVOMIANZVBJ-GASCZTMLSA-N 0.000 claims 1
LUVSHWSDJWZREL-OKILXGFUSA-N C(C)OC1=CC=C(C=N1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C(C)OC1=CC=C(C=N1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C LUVSHWSDJWZREL-OKILXGFUSA-N 0.000 claims 1
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JP2017507009A 2014-08-12 2015-07-31 ヤヌスキナーゼの阻害に有用なピロロ［２，３−ｄ］ピリミジン誘導体 Expired - Fee Related JP6585158B2 (ja)

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- 2015-08-10 TW TW104125949A patent/TW201619159A/zh unknown
- 2015-08-10 US US14/822,265 patent/US10966980B2/en active Active

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