JP2017524007A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2017524007A5 JP2017524007A5 JP2017507009A JP2017507009A JP2017524007A5 JP 2017524007 A5 JP2017524007 A5 JP 2017524007A5 JP 2017507009 A JP2017507009 A JP 2017507009A JP 2017507009 A JP2017507009 A JP 2017507009A JP 2017524007 A5 JP2017524007 A5 JP 2017524007A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- cis
- pyrrolo
- cyclobutyl
- pyrimidin
- 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
- 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
- DSPTWRMHHAHXPT-GASCZTMLSA-N C(C)C(CS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)CC Chemical compound C(C)C(CS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)CC DSPTWRMHHAHXPT-GASCZTMLSA-N 0.000 claims 1
- 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
- BNYRMKQMDQUUAU-OKILXGFUSA-N C(C)OC1=NC=CC(=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=NC=CC(=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C BNYRMKQMDQUUAU-OKILXGFUSA-N 0.000 claims 1
- QWODIMBFQKNKDV-OKILXGFUSA-N C(C)OC1=NC=CC=C1S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C(C)OC1=NC=CC=C1S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C QWODIMBFQKNKDV-OKILXGFUSA-N 0.000 claims 1
- OULORHJOSYJPAD-GASCZTMLSA-N C(C)OC=1C=C(C=CC=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C(C)OC=1C=C(C=CC=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C OULORHJOSYJPAD-GASCZTMLSA-N 0.000 claims 1
- GRRCTTZJFTYZNU-IYBDPMFKSA-N C(C)OCC1(CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical class C(C)OCC1(CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F GRRCTTZJFTYZNU-IYBDPMFKSA-N 0.000 claims 1
- YVABUYNWXZDUSI-CALCHBBNSA-N C(C)OCC1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C(C)OCC1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C YVABUYNWXZDUSI-CALCHBBNSA-N 0.000 claims 1
- CRRFNRQNSZLBHV-IYBDPMFKSA-N C(C1=CC=CC=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C(C1=CC=CC=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C CRRFNRQNSZLBHV-IYBDPMFKSA-N 0.000 claims 1
- ISQGUVXYSCPBBI-OKILXGFUSA-N C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)C1=CC(C#N)=CC=N1 Chemical compound C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)C1=CC(C#N)=CC=N1 ISQGUVXYSCPBBI-OKILXGFUSA-N 0.000 claims 1
- UDIPEBURYXADGV-TXEJJXNPSA-N C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)C1=CC=C(F)C(Cl)=C1 Chemical compound C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)C1=CC=C(F)C(Cl)=C1 UDIPEBURYXADGV-TXEJJXNPSA-N 0.000 claims 1
- RQYJLWOKIRQLAA-BJHJDKERSA-N C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)CC1CC(F)(F)C1 Chemical compound C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)CC1CC(F)(F)C1 RQYJLWOKIRQLAA-BJHJDKERSA-N 0.000 claims 1
- AYQMQHMCFYCBTJ-OKILXGFUSA-N C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)CCC1CC1 Chemical compound C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)CCC1CC1 AYQMQHMCFYCBTJ-OKILXGFUSA-N 0.000 claims 1
- KZSUFPIJESVIGH-BETUJISGSA-N C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)N1CCC(F)(F)CC1 Chemical compound C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)N1CCC(F)(F)CC1 KZSUFPIJESVIGH-BETUJISGSA-N 0.000 claims 1
- AHTMSATVFMHGNS-BETUJISGSA-N C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)N1CCC(O)(C(F)(F)F)CC1 Chemical compound C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)N1CCC(O)(C(F)(F)F)CC1 AHTMSATVFMHGNS-BETUJISGSA-N 0.000 claims 1
- WVPXLLNKSSQYKI-MELADBBJSA-N C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)N1CC[C@@H](C#N)C1 Chemical compound C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)N1CC[C@@H](C#N)C1 WVPXLLNKSSQYKI-MELADBBJSA-N 0.000 claims 1
- WVPXLLNKSSQYKI-MCIONIFRSA-N C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)N1CC[C@H](C#N)C1 Chemical compound C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)N1CC[C@H](C#N)C1 WVPXLLNKSSQYKI-MCIONIFRSA-N 0.000 claims 1
- HRRLZKHIEGDCQZ-APIJFGDWSA-N C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)[C@@H]1CC[C@@H](C#N)C1 Chemical compound C([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)[C@@H]1CC[C@@H](C#N)C1 HRRLZKHIEGDCQZ-APIJFGDWSA-N 0.000 claims 1
- NJZBXVUGZNBKSX-XBXGTLAGSA-N C1(CC1)C(=O)N1CC(C1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C1(CC1)C(=O)N1CC(C1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C NJZBXVUGZNBKSX-XBXGTLAGSA-N 0.000 claims 1
- NFIDOTBRPBKHQX-FZNQNYSPSA-N C1(CC1)C(=O)N1CCN(CC1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C1(CC1)C(=O)N1CCN(CC1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C NFIDOTBRPBKHQX-FZNQNYSPSA-N 0.000 claims 1
- LHWRCZJJTCQUOF-GASCZTMLSA-N C1(CC1)CN1CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C1(CC1)CN1CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C LHWRCZJJTCQUOF-GASCZTMLSA-N 0.000 claims 1
- NAGOVPAHANTRPK-XBXGTLAGSA-N C1(CC1)N1CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C1(CC1)N1CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C NAGOVPAHANTRPK-XBXGTLAGSA-N 0.000 claims 1
- YWCRTQZBTUCMTK-OTVXOJSOSA-N C1(CCC1)N1CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C1(CCC1)N1CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C YWCRTQZBTUCMTK-OTVXOJSOSA-N 0.000 claims 1
- QNEHTPKTYOFLPX-IYBDPMFKSA-N C1(CCCC1)CCS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C1(CCCC1)CCS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C QNEHTPKTYOFLPX-IYBDPMFKSA-N 0.000 claims 1
- VOZQQRCGIWGQEA-IYBDPMFKSA-N C1(CCCCC1)CS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C1(CCCCC1)CS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C VOZQQRCGIWGQEA-IYBDPMFKSA-N 0.000 claims 1
- VERTWIIVDDOBSG-FZNQNYSPSA-N C1=NC=CC2=C(C=CC=C12)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C1=NC=CC2=C(C=CC=C12)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C VERTWIIVDDOBSG-FZNQNYSPSA-N 0.000 claims 1
- KFPFHFNFCCTGOO-FZNQNYSPSA-N C1C=2N(CCN1S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C3=C(N=CN=1)NC=C3)C)C=CC=2 Chemical compound C1C=2N(CCN1S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C3=C(N=CN=1)NC=C3)C)C=CC=2 KFPFHFNFCCTGOO-FZNQNYSPSA-N 0.000 claims 1
- SWXWAHZCVHZSAQ-GASCZTMLSA-N C1CC11CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C1CC11CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C SWXWAHZCVHZSAQ-GASCZTMLSA-N 0.000 claims 1
- PMBVJRGBYOKWGM-XYPWUTKMSA-N C1N(C(C)C)CCC1S(=O)(=O)C[C@@H]1C[C@H](N(C)C=2C=3C=CNC=3N=CN=2)C1 Chemical class C1N(C(C)C)CCC1S(=O)(=O)C[C@@H]1C[C@H](N(C)C=2C=3C=CNC=3N=CN=2)C1 PMBVJRGBYOKWGM-XYPWUTKMSA-N 0.000 claims 1
- QIUJVZGYISFYIX-RHNCMZPLSA-N C1N(CCC2=CC=CC=C12)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C1N(CCC2=CC=CC=C12)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C QIUJVZGYISFYIX-RHNCMZPLSA-N 0.000 claims 1
- JXXOAWDMPAWACX-HAQNSBGRSA-N C1[C@@H](CS(=O)(=O)CCC)C[C@@H]1N(C)C1=NC=NC2=C1C=CN2 Chemical compound C1[C@@H](CS(=O)(=O)CCC)C[C@@H]1N(C)C1=NC=NC2=C1C=CN2 JXXOAWDMPAWACX-HAQNSBGRSA-N 0.000 claims 1
- MWMGOQSAHFDXOV-BETUJISGSA-N C1[C@@H](CS(=O)(=O)CCCC)C[C@H]1N(C)C1=NC=NC2=C1C=CN2 Chemical compound C1[C@@H](CS(=O)(=O)CCCC)C[C@H]1N(C)C1=NC=NC2=C1C=CN2 MWMGOQSAHFDXOV-BETUJISGSA-N 0.000 claims 1
- RSDFFPQIXSYTDD-OKILXGFUSA-N C=1N=CN2C=1CN(CC2)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C=1N=CN2C=1CN(CC2)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C RSDFFPQIXSYTDD-OKILXGFUSA-N 0.000 claims 1
- BDMDTFXLXASXJR-OKILXGFUSA-N CC(C(=O)N1CC(C1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C Chemical compound CC(C(=O)N1CC(C1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C BDMDTFXLXASXJR-OKILXGFUSA-N 0.000 claims 1
- VNBYHELLMWHTBX-MFJLWXAKSA-N CC1(CC(C1)CS(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C#N Chemical compound CC1(CC(C1)CS(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C#N VNBYHELLMWHTBX-MFJLWXAKSA-N 0.000 claims 1
- MUZVDGVEXFQZIP-TXEJJXNPSA-N CC1(CN(C1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)O 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)O MUZVDGVEXFQZIP-TXEJJXNPSA-N 0.000 claims 1
- AKEUQPIANKYLQS-TXEJJXNPSA-N CC1(COC1)CS(=O)(=O)N[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound CC1(COC1)CS(=O)(=O)N[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C AKEUQPIANKYLQS-TXEJJXNPSA-N 0.000 claims 1
- HBOBPFABMCQOIY-IYBDPMFKSA-N CC1=C(C=C(C=C1)C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound CC1=C(C=C(C=C1)C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C HBOBPFABMCQOIY-IYBDPMFKSA-N 0.000 claims 1
- IMJWRPPOQVYHRQ-GASCZTMLSA-N CC1=C(C=NC(=C1)C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound CC1=C(C=NC(=C1)C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C IMJWRPPOQVYHRQ-GASCZTMLSA-N 0.000 claims 1
- PMCNHBRGNUQKHF-GASCZTMLSA-N CC1=NC=CC(=C1C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound CC1=NC=CC(=C1C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C PMCNHBRGNUQKHF-GASCZTMLSA-N 0.000 claims 1
- VMLVHRAAZGJBIV-BETUJISGSA-N CC1=NOC(=C1S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C Chemical class CC1=NOC(=C1S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C VMLVHRAAZGJBIV-BETUJISGSA-N 0.000 claims 1
- UJUKGVOCFHHOGU-BETUJISGSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C(CC)CC Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C(CC)CC UJUKGVOCFHHOGU-BETUJISGSA-N 0.000 claims 1
- BPDXDZDEFQATRW-GASCZTMLSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=C(C=CC=C1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=C(C=CC=C1)C BPDXDZDEFQATRW-GASCZTMLSA-N 0.000 claims 1
- NTHZPSGORIKDQB-BETUJISGSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=C(C=CC=C1)OC(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=C(C=CC=C1)OC(F)(F)F NTHZPSGORIKDQB-BETUJISGSA-N 0.000 claims 1
- JIQQEQXPBPQIPX-GASCZTMLSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=C2C=CC=NC2=CC=C1 Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=C2C=CC=NC2=CC=C1 JIQQEQXPBPQIPX-GASCZTMLSA-N 0.000 claims 1
- VLAHIKLMFQZDPR-XBXGTLAGSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC(=CC=C1)C(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC(=CC=C1)C(F)(F)F VLAHIKLMFQZDPR-XBXGTLAGSA-N 0.000 claims 1
- XQDJIZPXYHDJDG-IYBDPMFKSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC(=CC=C1)OC(C)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC(=CC=C1)OC(C)C XQDJIZPXYHDJDG-IYBDPMFKSA-N 0.000 claims 1
- CCMBJIATBMXYFC-BETUJISGSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC(=CC=C1)OC(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC(=CC=C1)OC(F)(F)F CCMBJIATBMXYFC-BETUJISGSA-N 0.000 claims 1
- UXRAMPPWHJVSRI-OTVXOJSOSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC2=CN(N=C2C=C1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC2=CN(N=C2C=C1)C UXRAMPPWHJVSRI-OTVXOJSOSA-N 0.000 claims 1
- DUCVKLWZWGMVAG-XBXGTLAGSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC=C(C=C1)C(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC=C(C=C1)C(F)(F)F DUCVKLWZWGMVAG-XBXGTLAGSA-N 0.000 claims 1
- UWCJNDNJYBLIQE-OTVXOJSOSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC=C2C=NN(C2=C1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC=C2C=NN(C2=C1)C UWCJNDNJYBLIQE-OTVXOJSOSA-N 0.000 claims 1
- JNOPCQSOHNYICW-OKILXGFUSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC=CC=C1 Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC=CC=C1 JNOPCQSOHNYICW-OKILXGFUSA-N 0.000 claims 1
- CHUJALYWQZENTG-BETUJISGSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC=NC=C1 Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CC=NC=C1 CHUJALYWQZENTG-BETUJISGSA-N 0.000 claims 1
- PMOCYAUOLYFXTN-TXEJJXNPSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CN=C(S1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1=CN=C(S1)C PMOCYAUOLYFXTN-TXEJJXNPSA-N 0.000 claims 1
- RZEWPQVGDJVACC-TXEJJXNPSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1CN(C1)CC(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1CN(C1)CC(F)(F)F RZEWPQVGDJVACC-TXEJJXNPSA-N 0.000 claims 1
- YUHDXRJXMIGSPV-PHIMTYICSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1COC1 Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C1COC1 YUHDXRJXMIGSPV-PHIMTYICSA-N 0.000 claims 1
- DIUNXEXOCMDGQL-OKILXGFUSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C(=NN(C=1C)C)C Chemical class CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C(=NN(C=1C)C)C DIUNXEXOCMDGQL-OKILXGFUSA-N 0.000 claims 1
- IWYQGKABFOIXJU-OTVXOJSOSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=C2C=NN(C2=CC=1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=C2C=NN(C2=CC=1)C IWYQGKABFOIXJU-OTVXOJSOSA-N 0.000 claims 1
- VTXMTPPGODARDG-FZNQNYSPSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=CC=C2C=CC=NC=12 Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=CC=C2C=CC=NC=12 VTXMTPPGODARDG-FZNQNYSPSA-N 0.000 claims 1
- ZNYVCNNRCFFDAF-OTVXOJSOSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=CC=C2C=NN(C=12)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=CC=C2C=NN(C=12)C ZNYVCNNRCFFDAF-OTVXOJSOSA-N 0.000 claims 1
- SPBQBLPDYVFLQK-OKILXGFUSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=NC(=CC=1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=NC(=CC=1)C SPBQBLPDYVFLQK-OKILXGFUSA-N 0.000 claims 1
- PYTYUNMFVXMLHB-TXEJJXNPSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=NC(=CC=1)C(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=NC(=CC=1)C(F)(F)F PYTYUNMFVXMLHB-TXEJJXNPSA-N 0.000 claims 1
- VTHLBHXTIANZQX-GASCZTMLSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=NC(=NC=1)N1CCCC1 Chemical class CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=NC(=NC=1)N1CCCC1 VTHLBHXTIANZQX-GASCZTMLSA-N 0.000 claims 1
- ULCSWHXDOWVFMK-FZNQNYSPSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=NC2=CC=CC=C2C=1 Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=NC2=CC=CC=C2C=1 ULCSWHXDOWVFMK-FZNQNYSPSA-N 0.000 claims 1
- ASKVWNDKMHFVHL-BETUJISGSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=NC=CC=1 Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=NC=CC=1 ASKVWNDKMHFVHL-BETUJISGSA-N 0.000 claims 1
- LWEXBVKOJGMKLH-OKILXGFUSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=NC=CC=1C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=NC=CC=1C LWEXBVKOJGMKLH-OKILXGFUSA-N 0.000 claims 1
- OXZQZNRYJXBLDP-TXEJJXNPSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=NC=CC=1C(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C=1C=NC=CC=1C(F)(F)F OXZQZNRYJXBLDP-TXEJJXNPSA-N 0.000 claims 1
- IRIDDEHSOPFQKO-AGUYFDCRSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)CC(CC)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)CC(CC)C IRIDDEHSOPFQKO-AGUYFDCRSA-N 0.000 claims 1
- BCMIRTHEUWYNHX-OKILXGFUSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)CC1(CCC1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)CC1(CCC1)C BCMIRTHEUWYNHX-OKILXGFUSA-N 0.000 claims 1
- NFKVKFFNFPQLRB-BETUJISGSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)CC1(COC1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)CC1(COC1)C NFKVKFFNFPQLRB-BETUJISGSA-N 0.000 claims 1
- JPRXZDKBZSNUSK-AGUYFDCRSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)CC1COCC1 Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)CC1COCC1 JPRXZDKBZSNUSK-AGUYFDCRSA-N 0.000 claims 1
- PHTIKENROONGDQ-OKILXGFUSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)CCC(C)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)CCC(C)C PHTIKENROONGDQ-OKILXGFUSA-N 0.000 claims 1
- GQMRJSLZRWZIAR-PHIMTYICSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)CCC(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)CCC(F)(F)F GQMRJSLZRWZIAR-PHIMTYICSA-N 0.000 claims 1
- LMJUBINGYKVMOE-TXEJJXNPSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)CCCC(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)CCCC(F)(F)F LMJUBINGYKVMOE-TXEJJXNPSA-N 0.000 claims 1
- IRIDDEHSOPFQKO-MCIONIFRSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C[C@@H](CC)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C[C@@H](CC)C IRIDDEHSOPFQKO-MCIONIFRSA-N 0.000 claims 1
- IEZCQRWUHVGNAJ-RUPPMWDTSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C[C@@H]1CC[C@@H](CC1)C(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C[C@@H]1CC[C@@H](CC1)C(F)(F)F IEZCQRWUHVGNAJ-RUPPMWDTSA-N 0.000 claims 1
- IEZCQRWUHVGNAJ-ZNNBLSDJSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C[C@@H]1CC[C@H](CC1)C(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C[C@@H]1CC[C@H](CC1)C(F)(F)F IEZCQRWUHVGNAJ-ZNNBLSDJSA-N 0.000 claims 1
- IRIDDEHSOPFQKO-MELADBBJSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C[C@H](CC)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)C[C@H](CC)C IRIDDEHSOPFQKO-MELADBBJSA-N 0.000 claims 1
- LVGRNBGLLJCFBV-GOOCMWNKSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1C(CCCC1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1C(CCCC1)C LVGRNBGLLJCFBV-GOOCMWNKSA-N 0.000 claims 1
- FLHGGCZDQCEGDN-BETUJISGSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC(C1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC(C1)C FLHGGCZDQCEGDN-BETUJISGSA-N 0.000 claims 1
- GUGGRZLRTQXLTE-KLPPZKSPSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC(C1)C(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC(C1)C(F)(F)F GUGGRZLRTQXLTE-KLPPZKSPSA-N 0.000 claims 1
- UITGKEXJZPRUML-ZIHWECLZSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC(CC1)C(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC(CC1)C(F)(F)F UITGKEXJZPRUML-ZIHWECLZSA-N 0.000 claims 1
- IORFVKINRAWDSR-GOOCMWNKSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC(CCC1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC(CCC1)C IORFVKINRAWDSR-GOOCMWNKSA-N 0.000 claims 1
- AJSTYWNQMVMSLL-XMGJGUJMSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC(CCC1)C(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC(CCC1)C(F)(F)F AJSTYWNQMVMSLL-XMGJGUJMSA-N 0.000 claims 1
- MTKVAQMOPQFSOM-IYBDPMFKSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC2(CC1)CCOCC2 Chemical class CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC2(CC1)CCOCC2 MTKVAQMOPQFSOM-IYBDPMFKSA-N 0.000 claims 1
- BUBVUGNKOKZKNG-BETUJISGSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC2(CCO2)C1 Chemical class CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC2(CCO2)C1 BUBVUGNKOKZKNG-BETUJISGSA-N 0.000 claims 1
- HLYZMNDVOAJVDF-GASCZTMLSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC2(COC2)CCC1 Chemical class CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC2(COC2)CCC1 HLYZMNDVOAJVDF-GASCZTMLSA-N 0.000 claims 1
- LMJGEGVYXUTLBG-FZNQNYSPSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC=2C(C(C1)(C)C)=NN(C=2)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC=2C(C(C1)(C)C)=NN(C=2)C LMJGEGVYXUTLBG-FZNQNYSPSA-N 0.000 claims 1
- VTOHXCTUKVQTFB-XBXGTLAGSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC=2N(N=CC=2C1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CC=2N(N=CC=2C1)C VTOHXCTUKVQTFB-XBXGTLAGSA-N 0.000 claims 1
- UOSTUAUIXSQYPZ-XBXGTLAGSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCC(CC1)C(F)(F)F Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCC(CC1)C(F)(F)F UOSTUAUIXSQYPZ-XBXGTLAGSA-N 0.000 claims 1
- HJPUXRUWOGLSHD-FZNQNYSPSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCC(CC1)C1=CN=CO1 Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCC(CC1)C1=CN=CO1 HJPUXRUWOGLSHD-FZNQNYSPSA-N 0.000 claims 1
- LNTSTFPYHHHPLZ-WOVMCDHWSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCC(CC1)C1=NN(C=C1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCC(CC1)C1=NN(C=C1)C LNTSTFPYHHHPLZ-WOVMCDHWSA-N 0.000 claims 1
- JYSFPYSVGWPCBC-FZNQNYSPSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCC(CC1)C=1OC=CN=1 Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCC(CC1)C=1OC=CN=1 JYSFPYSVGWPCBC-FZNQNYSPSA-N 0.000 claims 1
- YTLDKUMYEUXYGQ-OKILXGFUSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCCCC1 Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCCCC1 YTLDKUMYEUXYGQ-OKILXGFUSA-N 0.000 claims 1
- YDEYSAIBCALEFF-OKILXGFUSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCN(CC1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCN(CC1)C YDEYSAIBCALEFF-OKILXGFUSA-N 0.000 claims 1
- YUBGZWZBKRPZHK-IYBDPMFKSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCOC2(CCCC2)C1 Chemical class CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCOC2(CCCC2)C1 YUBGZWZBKRPZHK-IYBDPMFKSA-N 0.000 claims 1
- GODNEHJKBMGCML-BETUJISGSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCOCC1 Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1CCOCC1 GODNEHJKBMGCML-BETUJISGSA-N 0.000 claims 1
- NAIBQEDQOYMTDY-MELADBBJSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1C[C@@H](OCC1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1C[C@@H](OCC1)C NAIBQEDQOYMTDY-MELADBBJSA-N 0.000 claims 1
- HQUBADRFDQYRJZ-MJBXVCDLSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1C[C@H](CC1)S(=O)(=O)C Chemical class CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1C[C@H](CC1)S(=O)(=O)C HQUBADRFDQYRJZ-MJBXVCDLSA-N 0.000 claims 1
- NAIBQEDQOYMTDY-MCIONIFRSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1C[C@H](OCC1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1C[C@H](OCC1)C NAIBQEDQOYMTDY-MCIONIFRSA-N 0.000 claims 1
- LVUKVCNAPPALAV-MCIONIFRSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1[C@@H](CCC1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1[C@@H](CCC1)C LVUKVCNAPPALAV-MCIONIFRSA-N 0.000 claims 1
- DZUZISPQONXYKX-MCIONIFRSA-N CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1[C@@H](COCC1)C Chemical compound CN(C=1C2=C(N=CN=1)NC=C2)[C@@H]1C[C@@H](C1)CS(=O)(=O)N1[C@@H](COCC1)C DZUZISPQONXYKX-MCIONIFRSA-N 0.000 claims 1
- HRRLZKHIEGDCQZ-HFDVOGEKSA-N CN([C@H]1C[C@H](C1)CS(=O)(=O)C1CC(CC1)C#N)C=1C2=C(N=CN=1)NC=C2 Chemical compound CN([C@H]1C[C@H](C1)CS(=O)(=O)C1CC(CC1)C#N)C=1C2=C(N=CN=1)NC=C2 HRRLZKHIEGDCQZ-HFDVOGEKSA-N 0.000 claims 1
- YIXPBQPWTOUUID-BETUJISGSA-N CN([C@H]1C[C@H](C1)CS(=O)(=O)C1CN(C1)C(C)=O)C=1C2=C(N=CN=1)NC=C2 Chemical compound CN([C@H]1C[C@H](C1)CS(=O)(=O)C1CN(C1)C(C)=O)C=1C2=C(N=CN=1)NC=C2 YIXPBQPWTOUUID-BETUJISGSA-N 0.000 claims 1
- LRJHFOMJPOSHDU-YHWZYXNKSA-N CN([C@H]1C[C@H](C1)CS(=O)(=O)CCC(C)O)C=1C2=C(N=CN=1)NC=C2 Chemical compound CN([C@H]1C[C@H](C1)CS(=O)(=O)CCC(C)O)C=1C2=C(N=CN=1)NC=C2 LRJHFOMJPOSHDU-YHWZYXNKSA-N 0.000 claims 1
- GOVBNJVVLBICAP-BETUJISGSA-N CN([C@H]1C[C@H](C1)CS(=O)(=O)CCCCO)C=1C2=C(N=CN=1)NC=C2 Chemical compound CN([C@H]1C[C@H](C1)CS(=O)(=O)CCCCO)C=1C2=C(N=CN=1)NC=C2 GOVBNJVVLBICAP-BETUJISGSA-N 0.000 claims 1
- IUKJDEJWJMTDOO-GASCZTMLSA-N CN([C@H]1C[C@H](C1)CS(=O)(=O)N1CCN(CC1)C(C)=O)C=1C2=C(N=CN=1)NC=C2 Chemical compound CN([C@H]1C[C@H](C1)CS(=O)(=O)N1CCN(CC1)C(C)=O)C=1C2=C(N=CN=1)NC=C2 IUKJDEJWJMTDOO-GASCZTMLSA-N 0.000 claims 1
- HRRLZKHIEGDCQZ-KBXIAJHMSA-N CN([C@H]1C[C@H](C1)CS(=O)(=O)[C@@H]1C[C@@H](CC1)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](CC1)C#N)C=1C2=C(N=CN=1)NC=C2 HRRLZKHIEGDCQZ-KBXIAJHMSA-N 0.000 claims 1
- XICPAJWGOJHZEN-PHIMTYICSA-N CN([C@H]1C[C@H](C1)NS(=O)(=O)C1=CC=CC2=NON=C21)C=1C2=C(N=CN=1)NC=C2 Chemical compound CN([C@H]1C[C@H](C1)NS(=O)(=O)C1=CC=CC2=NON=C21)C=1C2=C(N=CN=1)NC=C2 XICPAJWGOJHZEN-PHIMTYICSA-N 0.000 claims 1
- XUBODOZNSMBJOD-OKILXGFUSA-N CN1C(C=C(C(=C1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C)=O Chemical compound CN1C(C=C(C(=C1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C)=O XUBODOZNSMBJOD-OKILXGFUSA-N 0.000 claims 1
- NWGRIRNDHVPEDQ-BETUJISGSA-N CN1C(C=CC(=C1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)=O Chemical compound CN1C(C=CC(=C1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)=O NWGRIRNDHVPEDQ-BETUJISGSA-N 0.000 claims 1
- DHWQGOLXINKFNQ-OKILXGFUSA-N CN1C(C=CC(=C1C)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)=O Chemical compound CN1C(C=CC(=C1C)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)=O DHWQGOLXINKFNQ-OKILXGFUSA-N 0.000 claims 1
- SGCBQRMWMGNJGX-BETUJISGSA-N CN1C(CN(CC1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)=O Chemical compound CN1C(CN(CC1)S(=O)(=O)C[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)=O SGCBQRMWMGNJGX-BETUJISGSA-N 0.000 claims 1
- KRLPVQAMTJYSFK-GASCZTMLSA-N CN1N=C(C=2CN(CCC=21)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C Chemical compound CN1N=C(C=2CN(CCC=21)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C KRLPVQAMTJYSFK-GASCZTMLSA-N 0.000 claims 1
- YKQOWJNVADRIPJ-BJHJDKERSA-N CNC1=NC([C@H]2C[C@@H](CS(N(CC3)CCC3C(F)F)(=O)=O)C2)=NC2=C1C=CN2 Chemical compound CNC1=NC([C@H]2C[C@@H](CS(N(CC3)CCC3C(F)F)(=O)=O)C2)=NC2=C1C=CN2 YKQOWJNVADRIPJ-BJHJDKERSA-N 0.000 claims 1
- YXWVTPJSRASYTN-TUAOUCFPSA-N CNC1=NC([C@H]2C[C@@H](CS(N(CC3)C[C@H]3F)(=O)=O)C2)=NC2=C1C=CN2 Chemical compound CNC1=NC([C@H]2C[C@@H](CS(N(CC3)C[C@H]3F)(=O)=O)C2)=NC2=C1C=CN2 YXWVTPJSRASYTN-TUAOUCFPSA-N 0.000 claims 1
- SPWAURFUZZSOJK-YHKVIRHGSA-N COC(C)C1=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 COC(C)C1=CC=C(C=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C SPWAURFUZZSOJK-YHKVIRHGSA-N 0.000 claims 1
- OZDFKECLFIDGPK-YHKVIRHGSA-N COC(C)C1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC(C)C1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C OZDFKECLFIDGPK-YHKVIRHGSA-N 0.000 claims 1
- FOKWJDXYIMECRZ-BETUJISGSA-N COC1(CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C Chemical compound COC1(CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C FOKWJDXYIMECRZ-BETUJISGSA-N 0.000 claims 1
- MDTIFFXIWIDZBH-BETUJISGSA-N COC1=C(C=NC=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC1=C(C=NC=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C MDTIFFXIWIDZBH-BETUJISGSA-N 0.000 claims 1
- FUEIJOICQSRCFR-OKILXGFUSA-N COC1=CC(=C(C=N1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C Chemical compound COC1=CC(=C(C=N1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C FUEIJOICQSRCFR-OKILXGFUSA-N 0.000 claims 1
- BRIUDIRHWGESSC-TXEJJXNPSA-N COC1=CC(=C(C=N1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C(F)(F)F Chemical compound COC1=CC(=C(C=N1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C(F)(F)F BRIUDIRHWGESSC-TXEJJXNPSA-N 0.000 claims 1
- VBIIHZOALUSRNV-TXEJJXNPSA-N COC1=CC=C(C(=N1)C(F)(F)F)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC1=CC=C(C(=N1)C(F)(F)F)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C VBIIHZOALUSRNV-TXEJJXNPSA-N 0.000 claims 1
- GPVUZLBZXFYXOK-OKILXGFUSA-N COC1=CC=C(C(=N1)C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC1=CC=C(C(=N1)C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C GPVUZLBZXFYXOK-OKILXGFUSA-N 0.000 claims 1
- SCWPVGKRRGXLMF-OKILXGFUSA-N COC1=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 COC1=CC=C(C=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C SCWPVGKRRGXLMF-OKILXGFUSA-N 0.000 claims 1
- WRFANJMETRKSFA-BETUJISGSA-N COC1=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 COC1=CC=C(C=N1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C WRFANJMETRKSFA-BETUJISGSA-N 0.000 claims 1
- FGMDTAYCXKEAOG-FZNQNYSPSA-N COC1=NC=2CCN(CC=2C=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC1=NC=2CCN(CC=2C=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C FGMDTAYCXKEAOG-FZNQNYSPSA-N 0.000 claims 1
- RZVBCGFEXPDAAN-OKILXGFUSA-N COC1=NC=C(C(=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C Chemical compound COC1=NC=C(C(=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)C RZVBCGFEXPDAAN-OKILXGFUSA-N 0.000 claims 1
- YYUFVSMURUQLMO-BETUJISGSA-N COC1=NC=C(C(=N1)C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC1=NC=C(C(=N1)C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C YYUFVSMURUQLMO-BETUJISGSA-N 0.000 claims 1
- VRYUZSRAENQEKH-TXEJJXNPSA-N COC1=NC=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 COC1=NC=C(C=N1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C VRYUZSRAENQEKH-TXEJJXNPSA-N 0.000 claims 1
- UAYHCEIKWIDIQO-BETUJISGSA-N COC1=NC=CC(=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC1=NC=CC(=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C UAYHCEIKWIDIQO-BETUJISGSA-N 0.000 claims 1
- HJVNBZSJPWXICA-FKEKPDDDSA-N COC1CC11CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC1CC11CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C HJVNBZSJPWXICA-FKEKPDDDSA-N 0.000 claims 1
- TYYAPZRDCWZCMJ-OKILXGFUSA-N COC1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C TYYAPZRDCWZCMJ-OKILXGFUSA-N 0.000 claims 1
- NTXRILNNLCIRGS-TXEJJXNPSA-N COC1CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC1CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C NTXRILNNLCIRGS-TXEJJXNPSA-N 0.000 claims 1
- IIIZBXHGWNJDDF-YIONKMFJSA-N COC1CN(CCC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC1CN(CCC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C IIIZBXHGWNJDDF-YIONKMFJSA-N 0.000 claims 1
- ZSTUJCOZGCERSU-OKILXGFUSA-N COC=1C=C(C(=NC=1)C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC=1C=C(C(=NC=1)C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C ZSTUJCOZGCERSU-OKILXGFUSA-N 0.000 claims 1
- NRYOXXMMQVNECT-BETUJISGSA-N COC=1C=C(C=NC=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC=1C=C(C=NC=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C NRYOXXMMQVNECT-BETUJISGSA-N 0.000 claims 1
- FNVZUMZCEAGHIK-OKILXGFUSA-N COC=1C=C(C=NC=1C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC=1C=C(C=NC=1C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C FNVZUMZCEAGHIK-OKILXGFUSA-N 0.000 claims 1
- QAHCNFSHWLDZBS-BETUJISGSA-N COC=1C=C(C=NC=1OC)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC=1C=C(C=NC=1OC)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C QAHCNFSHWLDZBS-BETUJISGSA-N 0.000 claims 1
- SCFXRVXGXNBVDI-KDYLLFBJSA-N COC=1C=C2CN(CC2=CC=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC=1C=C2CN(CC2=CC=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C SCFXRVXGXNBVDI-KDYLLFBJSA-N 0.000 claims 1
- SJNBIIAJDAEGMT-IYBDPMFKSA-N COCC1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COCC1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C SJNBIIAJDAEGMT-IYBDPMFKSA-N 0.000 claims 1
- DQXVDJJGGAPUCQ-GOOCMWNKSA-N COCC1CN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COCC1CN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C DQXVDJJGGAPUCQ-GOOCMWNKSA-N 0.000 claims 1
- RJWXGUFPSYQCCR-MQVJKMGUSA-N COCC1CN(CCC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COCC1CN(CCC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C RJWXGUFPSYQCCR-MQVJKMGUSA-N 0.000 claims 1
- PGEQUQNGHNPYLE-YIONKMFJSA-N COCC1CN(CCO1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COCC1CN(CCO1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C PGEQUQNGHNPYLE-YIONKMFJSA-N 0.000 claims 1
- KFFMTKTXYCWBCR-IYBDPMFKSA-N COCC=1C=C(C=CC=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COCC=1C=C(C=CC=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C KFFMTKTXYCWBCR-IYBDPMFKSA-N 0.000 claims 1
- UONVIEOKLWGTRA-BETUJISGSA-N COCCCS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COCCCS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C UONVIEOKLWGTRA-BETUJISGSA-N 0.000 claims 1
- QKMKXINTXJLTEU-IYBDPMFKSA-N COCCOC1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COCCOC1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C QKMKXINTXJLTEU-IYBDPMFKSA-N 0.000 claims 1
- MXRGRNIICPTRCZ-LNTUMIRASA-N COC[C@@H]1CC[C@H](CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound COC[C@@H]1CC[C@H](CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C MXRGRNIICPTRCZ-LNTUMIRASA-N 0.000 claims 1
- OZDFKECLFIDGPK-YQQAZPJKSA-N CO[C@@H](C)C1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound CO[C@@H](C)C1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C OZDFKECLFIDGPK-YQQAZPJKSA-N 0.000 claims 1
- IQTIWHPPLGNVLI-LDKKBFSKSA-N CO[C@@H]1C[C@H](C1)N1CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound CO[C@@H]1C[C@H](C1)N1CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C IQTIWHPPLGNVLI-LDKKBFSKSA-N 0.000 claims 1
- OZDFKECLFIDGPK-INMHGKMJSA-N CO[C@H](C)C1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound CO[C@H](C)C1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C OZDFKECLFIDGPK-INMHGKMJSA-N 0.000 claims 1
- HIDFAYIDEQWSLS-HZSPNIEDSA-N CO[C@H]1CN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound CO[C@H]1CN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C HIDFAYIDEQWSLS-HZSPNIEDSA-N 0.000 claims 1
- IIIZBXHGWNJDDF-QLFBSQMISA-N CO[C@H]1CN(CCC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound CO[C@H]1CN(CCC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C IIIZBXHGWNJDDF-QLFBSQMISA-N 0.000 claims 1
- IQTIWHPPLGNVLI-GEEKYZPCSA-N CO[C@H]1C[C@H](C1)N1CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound CO[C@H]1C[C@H](C1)N1CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C IQTIWHPPLGNVLI-GEEKYZPCSA-N 0.000 claims 1
- FSRICXSBCNMWMF-NMWPEEMBSA-N C[C@@H]1CN(C[C@@H](O1)C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C[C@@H]1CN(C[C@@H](O1)C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C FSRICXSBCNMWMF-NMWPEEMBSA-N 0.000 claims 1
- HKZZSJLXRUHYMQ-TUVASFSCSA-N C[C@@H]1CN([C@@H](CO1)C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound C[C@@H]1CN([C@@H](CO1)C)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C HKZZSJLXRUHYMQ-TUVASFSCSA-N 0.000 claims 1
- 206010006895 Cachexia Diseases 0.000 claims 1
- XOBYWVCCKFXUKO-BJHJDKERSA-N ClC1=C(C=C(C=C1)C(F)(F)F)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound ClC1=C(C=C(C=C1)C(F)(F)F)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C XOBYWVCCKFXUKO-BJHJDKERSA-N 0.000 claims 1
- RLMMSHIOBVKROE-BETUJISGSA-N ClC1=C(C=C(C=C1)OC)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound ClC1=C(C=C(C=C1)OC)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C RLMMSHIOBVKROE-BETUJISGSA-N 0.000 claims 1
- SJAPARWBVYBGJO-BETUJISGSA-N ClC1=C(C=CC=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound ClC1=C(C=CC=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C SJAPARWBVYBGJO-BETUJISGSA-N 0.000 claims 1
- NDKIFWJDZDKTCC-BJHJDKERSA-N ClC1=CC(=C(C=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical compound ClC1=CC(=C(C=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F NDKIFWJDZDKTCC-BJHJDKERSA-N 0.000 claims 1
- MNJZYSVSFNQWBL-XBXGTLAGSA-N ClC1=CC(=C(C=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)OC Chemical compound ClC1=CC(=C(C=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)OC MNJZYSVSFNQWBL-XBXGTLAGSA-N 0.000 claims 1
- BVPZJEVFOUJWDN-KLPPZKSPSA-N ClC1CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound ClC1CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C BVPZJEVFOUJWDN-KLPPZKSPSA-N 0.000 claims 1
- LTGGHOLQJAWCLY-OKILXGFUSA-N ClC=1C=C(C=CC=1OCC)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound ClC=1C=C(C=CC=1OCC)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C LTGGHOLQJAWCLY-OKILXGFUSA-N 0.000 claims 1
- CPQRGOCKOZRFQE-BJHJDKERSA-N ClC=1C=CC(=NC=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound ClC=1C=CC(=NC=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C CPQRGOCKOZRFQE-BJHJDKERSA-N 0.000 claims 1
- 206010009900 Colitis ulcerative Diseases 0.000 claims 1
- 206010010904 Convulsion Diseases 0.000 claims 1
- 208000011231 Crohn disease Diseases 0.000 claims 1
- 201000004624 Dermatitis Diseases 0.000 claims 1
- 206010012434 Dermatitis allergic Diseases 0.000 claims 1
- 208000002249 Diabetes Complications Diseases 0.000 claims 1
- 206010012655 Diabetic complications Diseases 0.000 claims 1
- 208000003556 Dry Eye Syndromes Diseases 0.000 claims 1
- 206010013774 Dry eye Diseases 0.000 claims 1
- 206010014561 Emphysema Diseases 0.000 claims 1
- ZVAWPZNMAUAGOW-UODQLWRSSA-N FC(C1CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical compound FC(C1CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F ZVAWPZNMAUAGOW-UODQLWRSSA-N 0.000 claims 1
- YAFUYUFFOGTZGH-KLPPZKSPSA-N FC(C1CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical compound FC(C1CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F YAFUYUFFOGTZGH-KLPPZKSPSA-N 0.000 claims 1
- LZYADDZYJYUBGG-ZIHWECLZSA-N FC(C1CN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical compound FC(C1CN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F LZYADDZYJYUBGG-ZIHWECLZSA-N 0.000 claims 1
- FACCDFPDYDGMAZ-TXEJJXNPSA-N FC(CC1CN(C1)S(=O)(=O)N[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical compound FC(CC1CN(C1)S(=O)(=O)N[C@@H]1C[C@@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F FACCDFPDYDGMAZ-TXEJJXNPSA-N 0.000 claims 1
- VZMBJDMHDUJNSV-TXEJJXNPSA-N FC(CCCS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical compound FC(CCCS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F VZMBJDMHDUJNSV-TXEJJXNPSA-N 0.000 claims 1
- FPLDLCFSEQHYEF-PHIMTYICSA-N FC(CCS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical compound FC(CCS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F FPLDLCFSEQHYEF-PHIMTYICSA-N 0.000 claims 1
- APFRBCIXTUCAMJ-TXEJJXNPSA-N FC(CN1CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical class FC(CN1CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F APFRBCIXTUCAMJ-TXEJJXNPSA-N 0.000 claims 1
- NCDAOBBXOKEHFH-PHIMTYICSA-N FC(OC1CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical compound FC(OC1CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F NCDAOBBXOKEHFH-PHIMTYICSA-N 0.000 claims 1
- WZHKRYGGBXNTMW-GASCZTMLSA-N FC(OCC1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical class FC(OCC1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F WZHKRYGGBXNTMW-GASCZTMLSA-N 0.000 claims 1
- DTHKKIMDOOBIOP-BJHJDKERSA-N FC(OCC1CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical class FC(OCC1CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F DTHKKIMDOOBIOP-BJHJDKERSA-N 0.000 claims 1
- AVRFACACEWCPRC-FRRDWIJNSA-N FC(O[C@H]1CN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical class FC(O[C@H]1CN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F AVRFACACEWCPRC-FRRDWIJNSA-N 0.000 claims 1
- TUEQXSLLTMWDFV-BETUJISGSA-N FC1(CC(C1)(C)CS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical class FC1(CC(C1)(C)CS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F TUEQXSLLTMWDFV-BETUJISGSA-N 0.000 claims 1
- BNOPEBHGDTWAQX-PHIMTYICSA-N FC1(CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical compound FC1(CC(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F BNOPEBHGDTWAQX-PHIMTYICSA-N 0.000 claims 1
- ZAKXPDYMSATSNV-OKILXGFUSA-N FC1(CC11CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical compound FC1(CC11CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F ZAKXPDYMSATSNV-OKILXGFUSA-N 0.000 claims 1
- QATVMVPAHQPMOK-GASCZTMLSA-N FC1(CCC(CC1)CS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical compound FC1(CCC(CC1)CS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F QATVMVPAHQPMOK-GASCZTMLSA-N 0.000 claims 1
- BTXWNXLPXWTCQZ-PHIMTYICSA-N FC1(CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical compound FC1(CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F BTXWNXLPXWTCQZ-PHIMTYICSA-N 0.000 claims 1
- GDRNCIWFAFKWDQ-TXEJJXNPSA-N FC1(CN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical compound FC1(CN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F GDRNCIWFAFKWDQ-TXEJJXNPSA-N 0.000 claims 1
- RKDYFKWEFAJOHF-FZNQNYSPSA-N FC1(CN(CC2=CC=CC=C12)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F Chemical compound FC1(CN(CC2=CC=CC=C12)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)F RKDYFKWEFAJOHF-FZNQNYSPSA-N 0.000 claims 1
- WCQVVINBTJFFGB-BETUJISGSA-N FC1=C(C=CC(=C1)OC)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound FC1=C(C=CC(=C1)OC)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C WCQVVINBTJFFGB-BETUJISGSA-N 0.000 claims 1
- LSQWGVOEBUCSKN-BETUJISGSA-N FC1=C(C=CC=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound FC1=C(C=CC=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C LSQWGVOEBUCSKN-BETUJISGSA-N 0.000 claims 1
- LJGKJOABCDCQLE-XBXGTLAGSA-N FC1=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 FC1=CC=C(C=C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C LJGKJOABCDCQLE-XBXGTLAGSA-N 0.000 claims 1
- UFCACMYEIHPYDQ-XBXGTLAGSA-N FC1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound FC1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C UFCACMYEIHPYDQ-XBXGTLAGSA-N 0.000 claims 1
- QCWNMRWFKYCESL-KLPPZKSPSA-N FC1CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound FC1CN(C1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C QCWNMRWFKYCESL-KLPPZKSPSA-N 0.000 claims 1
- CMNOJKQJWWLNPL-ZIHWECLZSA-N FC1CN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound FC1CN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C CMNOJKQJWWLNPL-ZIHWECLZSA-N 0.000 claims 1
- ACXRPKBVTFNUBE-XBXGTLAGSA-N FC=1C=C(C=CC=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound FC=1C=C(C=CC=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C ACXRPKBVTFNUBE-XBXGTLAGSA-N 0.000 claims 1
- OEMOIOUFFOLZQP-TXEJJXNPSA-N FC=1C=C(C=CC=1C(F)(F)F)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound FC=1C=C(C=CC=1C(F)(F)F)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C OEMOIOUFFOLZQP-TXEJJXNPSA-N 0.000 claims 1
- XQZMCWSNDJGPHN-BJHJDKERSA-N FC=1C=C(C=NC=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound FC=1C=C(C=NC=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C XQZMCWSNDJGPHN-BJHJDKERSA-N 0.000 claims 1
- ZCIBTYIZEOBKOI-XBXGTLAGSA-N FC=1C=CC(=C(C=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)OC Chemical compound FC=1C=CC(=C(C=1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C)OC ZCIBTYIZEOBKOI-XBXGTLAGSA-N 0.000 claims 1
- GJVBDBDAEXZQHK-GASCZTMLSA-N FCC1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound FCC1CCN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C GJVBDBDAEXZQHK-GASCZTMLSA-N 0.000 claims 1
- FLPGRFLJPKNKQT-BETUJISGSA-N FCCCCS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound FCCCCS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C FLPGRFLJPKNKQT-BETUJISGSA-N 0.000 claims 1
- KTJBMQTUEPLIPQ-TXEJJXNPSA-N FCCCS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound FCCCS(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C KTJBMQTUEPLIPQ-TXEJJXNPSA-N 0.000 claims 1
- SUZZRRNVJYFSQA-AYRXBEOTSA-N F[C@@H]1CN(C[C@H]1OC)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound F[C@@H]1CN(C[C@H]1OC)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C SUZZRRNVJYFSQA-AYRXBEOTSA-N 0.000 claims 1
- CMNOJKQJWWLNPL-UPJWGTAASA-N F[C@H]1CN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound F[C@H]1CN(CC1)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C CMNOJKQJWWLNPL-UPJWGTAASA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 241000257303 Hymenoptera Species 0.000 claims 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 1
- 208000031671 Large B-Cell Diffuse Lymphoma Diseases 0.000 claims 1
- 201000002481 Myositis Diseases 0.000 claims 1
- XHRZECXFXFEXHN-PHIMTYICSA-N N([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)C1=CN=C(C)S1 Chemical compound N([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)C1=CN=C(C)S1 XHRZECXFXFEXHN-PHIMTYICSA-N 0.000 claims 1
- DSNWWEIXZLXIAO-TXEJJXNPSA-N N([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)CC1COC1 Chemical compound N([C@H]1C[C@H](C1)N(C)C=1C=2C=CNC=2N=CN=1)S(=O)(=O)CC1COC1 DSNWWEIXZLXIAO-TXEJJXNPSA-N 0.000 claims 1
- IUEWXNHSKRWHDY-UHFFFAOYSA-N N-[3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]cyclobutyl]propane-1-sulfonamide Chemical compound C1C(NS(=O)(=O)CCC)CC1N(C)C1=NC=NC2=C1C=CN2 IUEWXNHSKRWHDY-UHFFFAOYSA-N 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 208000012902 Nervous system disease Diseases 0.000 claims 1
- PPUCWLVSPNIYBQ-BETUJISGSA-N O1C=CC2=NC=C(C=C21)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C Chemical compound O1C=CC2=NC=C(C=C21)S(=O)(=O)C[C@H]1C[C@H](C1)N(C=1C2=C(N=CN=1)NC=C2)C PPUCWLVSPNIYBQ-BETUJISGSA-N 0.000 claims 1
- 241000721454 Pemphigus Species 0.000 claims 1
- 229920001774 Perfluoroether Polymers 0.000 claims 1
- 201000004681 Psoriasis Diseases 0.000 claims 1
- 208000002200 Respiratory Hypersensitivity Diseases 0.000 claims 1
- 206010039710 Scleroderma Diseases 0.000 claims 1
- 206010040070 Septic Shock Diseases 0.000 claims 1
- 208000021386 Sjogren Syndrome Diseases 0.000 claims 1
- 208000024799 Thyroid disease Diseases 0.000 claims 1
- 206010052779 Transplant rejections Diseases 0.000 claims 1
- 208000030886 Traumatic Brain injury Diseases 0.000 claims 1
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 1
- 201000006704 Ulcerative Colitis Diseases 0.000 claims 1
- 206010047115 Vasculitis Diseases 0.000 claims 1
- 201000006966 adult T-cell leukemia Diseases 0.000 claims 1
- 230000010085 airway hyperresponsiveness Effects 0.000 claims 1
- 230000007815 allergy Effects 0.000 claims 1
- 125000006598 aminocarbonylamino group Chemical group 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 230000001363 autoimmune Effects 0.000 claims 1
- 150000001602 bicycloalkyls Chemical group 0.000 claims 1
- 208000029028 brain injury Diseases 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 230000002612 cardiopulmonary effect Effects 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- 230000006720 chronic neuroinflammation Effects 0.000 claims 1
- 235000009508 confectionery Nutrition 0.000 claims 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 206010012818 diffuse large B-cell lymphoma Diseases 0.000 claims 1
- 230000004064 dysfunction Effects 0.000 claims 1
- 125000004438 haloalkoxy group Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- SDAXRHHPNYTELL-UHFFFAOYSA-N heptanenitrile Chemical compound CCCCCCC#N SDAXRHHPNYTELL-UHFFFAOYSA-N 0.000 claims 1
- 230000009610 hypersensitivity Effects 0.000 claims 1
- 230000002757 inflammatory effect Effects 0.000 claims 1
- 208000032839 leukemia Diseases 0.000 claims 1
- 206010025135 lupus erythematosus Diseases 0.000 claims 1
- 208000024714 major depressive disease Diseases 0.000 claims 1
- 206010025482 malaise Diseases 0.000 claims 1
- APLGHEBYNMYFAZ-NWDGAFQWSA-N n-[(1s,3r)-3-[methyl(7h-pyrrolo[2,3-d]pyrimidin-4-yl)amino]cyclopentyl]propane-1-sulfonamide Chemical compound C1[C@@H](NS(=O)(=O)CCC)CC[C@H]1N(C)C1=NC=NC2=C1C=CN2 APLGHEBYNMYFAZ-NWDGAFQWSA-N 0.000 claims 1
- 201000008383 nephritis Diseases 0.000 claims 1
- 230000004770 neurodegeneration Effects 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 230000000414 obstructive effect Effects 0.000 claims 1
- 210000000056 organ Anatomy 0.000 claims 1
- 201000002528 pancreatic cancer Diseases 0.000 claims 1
- 230000001823 pruritic effect Effects 0.000 claims 1
- 230000002685 pulmonary effect Effects 0.000 claims 1
- OYRRZWATULMEPF-UHFFFAOYSA-N pyrimidin-4-amine Chemical compound NC1=CC=NC=N1 OYRRZWATULMEPF-UHFFFAOYSA-N 0.000 claims 1
- 230000000306 recurrent effect Effects 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 230000036303 septic shock Effects 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- 238000002054 transplantation Methods 0.000 claims 1
- 230000009529 traumatic brain injury Effects 0.000 claims 1
- 230000000472 traumatic effect Effects 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201462036276P | 2014-08-12 | 2014-08-12 | |
| US62/036,276 | 2014-08-12 | ||
| US201562189347P | 2015-07-07 | 2015-07-07 | |
| US62/189,347 | 2015-07-07 | ||
| PCT/IB2015/055823 WO2016024185A1 (en) | 2014-08-12 | 2015-07-31 | Pyrrolo[2,3-d]pyrimidine derivatives useful for inhibiting janus kinase |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017524007A JP2017524007A (ja) | 2017-08-24 |
| JP2017524007A5 true JP2017524007A5 (show.php) | 2018-07-19 |
| JP6585158B2 JP6585158B2 (ja) | 2019-10-02 |
Family
ID=54148574
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017507009A Expired - Fee Related JP6585158B2 (ja) | 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 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US10966980B2 (show.php) |
| EP (1) | EP3180344B1 (show.php) |
| JP (1) | JP6585158B2 (show.php) |
| CA (1) | CA2899888A1 (show.php) |
| ES (1) | ES2750655T3 (show.php) |
| TW (1) | TW201619159A (show.php) |
| UY (1) | UY36265A (show.php) |
| WO (1) | WO2016024185A1 (show.php) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AP2015008664A0 (en) | 2013-02-22 | 2015-08-31 | Pfizer | Pyrrolo [2,3-D] pyrimidine derivatives as inhibitors of janus-related kinases (JAK) |
| WO2016024185A1 (en) | 2014-08-12 | 2016-02-18 | Pfizer Inc. | Pyrrolo[2,3-d]pyrimidine derivatives useful for inhibiting janus kinase |
| US10513509B2 (en) | 2016-05-26 | 2019-12-24 | Recurium Ip Holdings, Llc | EGFR inhibitor compounds |
| AU2017325844A1 (en) | 2016-09-14 | 2019-03-07 | Gilead Sciences, Inc. | SYK inhibitors |
| TW201822764A (zh) | 2016-09-14 | 2018-07-01 | 美商基利科學股份有限公司 | Syk抑制劑 |
| AU2017366400B2 (en) * | 2016-11-23 | 2021-08-26 | Jiangsu Hengrui Medicine Co., Ltd. | Preparation method for and intermediate of pyrrolo six-membered heteroaromatic ring derivative |
| WO2018195471A1 (en) | 2017-04-21 | 2018-10-25 | Gilead Sciences, Inc. | Syk inhibitors in combination with hypomethylating agents |
| US12274703B2 (en) * | 2017-12-21 | 2025-04-15 | Gliapharm Sa | Compositions and methods of treatment for neurological disorders comprising a dementia |
| US12310967B2 (en) | 2017-12-21 | 2025-05-27 | Gliapharm Sa | Compositions and methods of treatment for neurological disorders comprising motor neuron diseases |
| EP3768272B1 (en) | 2018-03-21 | 2025-07-30 | Xibin Liao | Jak inhibitors |
| EP3817810B1 (en) * | 2018-07-06 | 2025-09-17 | Pfizer Inc. | Manufacturing process and intermediates for a pyrrolo[2,3- d]pyrimidine compound and use thereof |
| CN113272306A (zh) | 2018-11-05 | 2021-08-17 | 爱维斯塔制药解决方案有限公司 | 化学化合物 |
| WO2020132378A2 (en) | 2018-12-22 | 2020-06-25 | Gliapharm Sa | Compositions and methods of treatment for neurological disorders comprising depression |
| SG11202110742TA (en) | 2019-04-02 | 2021-10-28 | Aligos Therapeutics Inc | Compounds targeting prmt5 |
| WO2020232470A1 (en) | 2019-05-13 | 2020-11-19 | Boragen, Inc. | Chemical compounds |
| CN110483338A (zh) * | 2019-08-14 | 2019-11-22 | 苏州汉德创宏生化科技有限公司 | 一种大环类抑制剂中间体环庚烷基磺酰氯的合成方法 |
| MX2022014940A (es) * | 2020-05-28 | 2023-01-04 | Pfizer | Derivados de pirrolo[2,3-d]pirimidina. |
| EP4210828A1 (en) * | 2020-09-11 | 2023-07-19 | Galderma Holding SA | Novel jak inhibitor compounds, method for synthesizing same and use thereof |
| CN112697912B (zh) * | 2020-12-14 | 2021-09-21 | 上海博悦生物科技有限公司 | 一种检测枸橼酸托法替布中间体及其相关杂质的方法 |
| US12102622B2 (en) | 2021-02-10 | 2024-10-01 | Iolyx Therapeutics, Inc. | Methods for ophthalmic delivery of roflumilast |
| US12263160B2 (en) | 2021-09-22 | 2025-04-01 | Iolyx Therapeutics, Inc. | Methods of treating ocular inflammatory diseases |
| IL314887A (en) | 2022-02-14 | 2024-10-01 | Arase Therapeutics Inc | Inhibitors of parg |
| WO2024173234A1 (en) * | 2023-02-13 | 2024-08-22 | Arase Therapeutics Inc. | Inhibitors of parg |
Family Cites Families (53)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3037980A (en) | 1955-08-18 | 1962-06-05 | Burroughs Wellcome Co | Pyrrolopyrimidine vasodilators and method of making them |
| KR0173172B1 (ko) | 1992-12-17 | 1999-02-01 | 알렌 제이. 스피겔 | Crf 길항제로서의 피롤로피리미딘 |
| JPH06329675A (ja) | 1993-05-20 | 1994-11-29 | Teijin Ltd | ４―置換アルキルアミノ―ピロロ［２，３―ｄ］ピリミジン誘導体 |
| JPH06329674A (ja) | 1993-05-20 | 1994-11-29 | Teijin Ltd | ４―置換シクロヘキシルアミノ―ピロロ［２，３―ｄ］ピリミジン |
| JPH08134068A (ja) | 1994-11-02 | 1996-05-28 | Teijin Ltd | ４―置換アルキルアミノ―ピロロ［２，３―ｄ］ピリミジン誘導体 |
| US6051578A (en) | 1996-02-12 | 2000-04-18 | Pfizer Inc. | Pyrazolopyrimidines for treatment of CNS disorders |
| US6686366B1 (en) | 1998-06-02 | 2004-02-03 | Osi Pharmaceuticals, Inc. | Compounds specific to adenosine A3 receptor and uses thereof |
| US6232320B1 (en) | 1998-06-04 | 2001-05-15 | Abbott Laboratories | Cell adhesion-inhibiting antiinflammatory compounds |
| KR100415791B1 (ko) | 1998-06-19 | 2004-01-24 | 화이자 프로덕츠 인코포레이티드 | 피롤로[2,3-디]피리미딘 화합물 |
| PA8474101A1 (es) | 1998-06-19 | 2000-09-29 | Pfizer Prod Inc | Compuestos de pirrolo [2,3-d] pirimidina |
| CZ27399A3 (cs) | 1999-01-26 | 2000-08-16 | Ústav Experimentální Botaniky Av Čr | Substituované dusíkaté heterocyklické deriváty, způsob jejich přípravy, tyto deriváty pro použití jako léčiva, farmaceutická kompozice a kombinovaný farmaceutický přípravek tyto deriváty obsahující a použití těchto derivátů pro výrobu léčiv |
| EP1040831A3 (en) | 1999-04-02 | 2003-05-02 | Pfizer Products Inc. | Use of corticotropin releasing factor (CRF) antagonists to prevent sudden death |
| AU4808300A (en) | 1999-04-30 | 2000-11-17 | Neurogen Corporation | 9h-pyrimido(4,5-b)indole derivatives: crf1 specific ligands |
| US6664252B2 (en) | 1999-12-02 | 2003-12-16 | Osi Pharmaceuticals, Inc. | 4-aminopyrrolo[2,3-d]pyrimidine compounds specific to adenosine A2a receptor and uses thereof |
| NZ518884A (en) | 1999-12-10 | 2004-02-27 | Pfizer Prod Inc | Pyrrolo[2,3-d]pyrimidine compounds |
| US20030187261A1 (en) | 2000-01-07 | 2003-10-02 | Libor Havlicek | Purine derivatives, process for their preparation and use thereof |
| DK1686130T3 (da) | 2000-06-26 | 2009-04-06 | Pfizer Prod Inc | Pyrrolo-[2,3-d]-pyrimidinforbindelser som immunsuppressive midler |
| US6673802B2 (en) | 2000-12-01 | 2004-01-06 | Osi Pharmaceuticals, Inc. | Compounds specific to adenosine A3 receptor and uses thereof |
| US6680324B2 (en) | 2000-12-01 | 2004-01-20 | Osi Pharmaceuticals, Inc. | Compounds specific to adenosine A1 receptors and uses thereof |
| US7301023B2 (en) | 2001-05-31 | 2007-11-27 | Pfizer Inc. | Chiral salt resolution |
| DE60234118D1 (de) | 2001-11-30 | 2009-12-03 | Osi Pharm Inc | Verbindungen, die für Adenosin A1 und A3 Rezeptoren spezifisch sind, und deren Anwendungen |
| US20030139427A1 (en) | 2002-08-23 | 2003-07-24 | Osi Pharmaceuticals Inc. | Bicyclic pyrimidinyl derivatives and methods of use thereof |
| AU2003299901A1 (en) | 2002-10-04 | 2004-05-04 | Merck And Co., Inc. | Thrombin inhibitors |
| RS20050380A (sr) | 2002-11-21 | 2007-11-15 | Pfizer Products Inc., | Derivati 3-aminopiperidina i postupci njihove proizvodnje |
| AR054416A1 (es) | 2004-12-22 | 2007-06-27 | Incyte Corp | Pirrolo [2,3-b]piridin-4-il-aminas y pirrolo [2,3-b]pirimidin-4-il-aminas como inhibidores de las quinasas janus. composiciones farmaceuticas. |
| DK1913000T3 (da) | 2005-07-29 | 2012-03-12 | Pfizer Prod Inc | Pyrrolo[2,3-D]pyrimidinderivater; deres mellemprodukter og syntese |
| JP2007091649A (ja) | 2005-09-29 | 2007-04-12 | Taisho Pharmaceut Co Ltd | ピリミジン誘導体及びその使用に関連する治療方法 |
| EA200870385A1 (ru) | 2006-03-29 | 2009-04-28 | Фолдркс Фармасьютикалз, Инк. | Ингибирование токсичности альфа-синуклеина |
| US8008307B2 (en) * | 2006-08-08 | 2011-08-30 | Millennium Pharmaceuticals, Inc. | Heteroaryl compounds useful as inhibitors of E1 activating enzymes |
| US20080200458A1 (en) | 2007-01-18 | 2008-08-21 | Joseph Barbosa | Methods and compositions for the treatment of body composition disorders |
| WO2008089307A2 (en) | 2007-01-18 | 2008-07-24 | Lexicon Pharmaceuticals, Inc. | Delta 5 desaturase inhibitors for the treatment of pain, inflammation and cancer |
| US20100331297A1 (en) | 2007-11-07 | 2010-12-30 | Foldrx Pharmaceuticals, Inc. | Modulation of protein trafficking |
| CA2703987A1 (en) | 2007-11-08 | 2009-05-14 | Pfizer Inc. | Cyclobutyl carboxylic acid derivatives |
| US8946239B2 (en) | 2008-07-10 | 2015-02-03 | Duquesne University Of The Holy Spirit | Substituted pyrrolo, -furano, and cyclopentylpyrimidines having antimitotic and/or antitumor activity and methods of use thereof |
| CN102131812B (zh) | 2008-08-20 | 2014-04-09 | 硕腾有限责任公司 | 吡咯并[2，3-d]嘧啶化合物 |
| AU2009294290B2 (en) | 2008-09-18 | 2012-08-30 | Pfizer Limited | Amide compounds useful in therapy |
| FR2948066B1 (fr) | 2009-07-17 | 2012-01-20 | Skf Ab | Dispositif de butee de suspension et jambe de force. |
| AU2010308028A1 (en) | 2009-10-15 | 2012-04-19 | Pfizer Inc. | Pyrrolo[2,3-d] pyrimidine compounds |
| CN108774237A (zh) | 2009-12-01 | 2018-11-09 | Abbvie 公司 | 新的三环化合物 |
| CA2782720A1 (en) * | 2009-12-18 | 2011-06-23 | Pfizer Inc. | Pyrrolo[2,3-d]pyrimidine compounds |
| MX2012008049A (es) | 2010-01-12 | 2012-08-01 | Hoffmann La Roche | Compuestos heterociclicos triciclicos, composiciones y metodos de uso de los mismos,. |
| WO2011104652A2 (en) | 2010-02-24 | 2011-09-01 | Pfizer Inc. | Veterinary compositions |
| CA2805669C (en) | 2010-07-16 | 2018-08-21 | Agios Pharmaceuticals, Inc. | Therapeutically active compositions and their methods of use |
| US9050334B2 (en) | 2010-07-16 | 2015-06-09 | Innov88 Llc | MIF inhibitors and their uses |
| DK2646444T3 (da) | 2010-12-03 | 2016-06-27 | Epizyme Inc | Substituerede purin- og 7-deazapurinforbindelser som modulatorer af epigenetiske enzymer |
| US8987307B2 (en) | 2011-03-03 | 2015-03-24 | Hoffmann-La Roche Inc. | 3-amino-pyridines as GPBAR1 agonists |
| JP2014510708A (ja) | 2011-06-07 | 2014-05-01 | 大日本住友製薬株式会社 | インダゾール誘導体およびピロロピリジン誘導体ならびにその医薬用途 |
| JP2013010719A (ja) | 2011-06-30 | 2013-01-17 | Dainippon Sumitomo Pharma Co Ltd | ベンズイミダゾロンおよびオキシインドール誘導体ならびにそれらの医薬用途 |
| US20140018361A1 (en) | 2012-07-11 | 2014-01-16 | Nimbus Iris, Inc. | Irak inhibitors and uses thereof |
| SI2874630T1 (sl) | 2012-07-20 | 2019-04-30 | Zoetis Services Llc | Odmerni režim inhibitorjev Janus kinaz (JAK) |
| JP2014133739A (ja) | 2012-12-12 | 2014-07-24 | Dainippon Sumitomo Pharma Co Ltd | インダゾール誘導体またはピロロピリジン誘導体からなる医薬 |
| AP2015008664A0 (en) * | 2013-02-22 | 2015-08-31 | Pfizer | Pyrrolo [2,3-D] pyrimidine derivatives as inhibitors of janus-related kinases (JAK) |
| WO2016024185A1 (en) | 2014-08-12 | 2016-02-18 | Pfizer Inc. | Pyrrolo[2,3-d]pyrimidine derivatives useful for inhibiting janus kinase |
-
2015
- 2015-07-31 WO PCT/IB2015/055823 patent/WO2016024185A1/en not_active Ceased
- 2015-07-31 EP EP15766612.4A patent/EP3180344B1/en active Active
- 2015-07-31 JP JP2017507009A patent/JP6585158B2/ja not_active Expired - Fee Related
- 2015-07-31 ES ES15766612T patent/ES2750655T3/es active Active
- 2015-08-07 CA CA2899888A patent/CA2899888A1/en not_active Abandoned
- 2015-08-10 TW TW104125949A patent/TW201619159A/zh unknown
- 2015-08-10 UY UY0001036265A patent/UY36265A/es not_active Application Discontinuation
- 2015-08-10 US US14/822,265 patent/US10966980B2/en active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2017524007A5 (show.php) | ||
| RU2484091C2 (ru) | Производные изоксазоло-пиридина | |
| JP6655052B2 (ja) | ビヘテロアリール化合物及びその使用 | |
| JP5914667B2 (ja) | ピロロピリミジンおよびプリン誘導体 | |
| KR101812357B1 (ko) | Ｃｄｋ4/6의 억제제로서의 피롤로피리미딘 화합물 | |
| JP2019530739A5 (show.php) | ||
| JP2018514560A5 (show.php) | ||
| RU2016124178A (ru) | Композиции, содержащие бензопиперазин, в качестве ингибиторов бромодоменов вет | |
| JP6585158B2 (ja) | 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 | |
| RU2019115115A (ru) | Производные пиперидина в качестве ингибиторов убиквитин-специфической протеазы 7 | |
| JP2019535664A5 (show.php) | ||
| CN118974055A (zh) | 作为突变kras蛋白抑制剂的喹唑啉化合物及其用途 | |
| JP2015522002A5 (show.php) | ||
| HRP20171913T1 (hr) | Aminopirimidinilni spojevi kao inhibitori jak | |
| JP2019523233A5 (show.php) | ||
| RU2013126657A (ru) | Ингибиторы nampt и rock | |
| JP2017505327A5 (show.php) | ||
| EP4598915A2 (en) | Tethered heterocyclic inhibitors of kras g12c mutant proteins and uses thereof | |
| AU2016333721A1 (en) | Spiro(3H-indole-3,2´-pyrrolidin)-2(1H)-one compounds and derivatives as MDM2-p53 inhibitors | |
| RU2018142987A (ru) | Положительные аллостерические модуляторы мускаринового ацетилхолинового рецептора m4 | |
| JP2014506929A5 (show.php) | ||
| CA2873097A1 (en) | Pyridazine and pyridine derivatives as nampt inhibitors | |
| RU2016135637A (ru) | 6-гетероарилокси- и 6-арилоксихинолин-2-карбоксамиды и их применение | |
| TW201028422A (en) | Amino-heterocyclic compounds | |
| JP2015537010A5 (show.php) |