HRP20110903T1 - Heteroaril supstituirani pirolo[2,3-b]piridini i pirolo[2,3-b]pirimidini kao inhibitori janus kinaze - Google Patents
Heteroaril supstituirani pirolo[2,3-b]piridini i pirolo[2,3-b]pirimidini kao inhibitori janus kinaze Download PDFInfo
- Publication number
- HRP20110903T1 HRP20110903T1 HR20110903T HRP20110903T HRP20110903T1 HR P20110903 T1 HRP20110903 T1 HR P20110903T1 HR 20110903 T HR20110903 T HR 20110903T HR P20110903 T HRP20110903 T HR P20110903T HR P20110903 T1 HRP20110903 T1 HR P20110903T1
- Authority
- HR
- Croatia
- Prior art keywords
- pyrrolo
- pyrazol
- pyrimidin
- propanonitrile
- phenyl
- Prior art date
Links
- 125000001072 heteroaryl group Chemical group 0.000 title claims abstract 25
- MVXVYAKCVDQRLW-UHFFFAOYSA-N 1h-pyrrolo[2,3-b]pyridine Chemical class C1=CN=C2NC=CC2=C1 MVXVYAKCVDQRLW-UHFFFAOYSA-N 0.000 title 1
- 229940122245 Janus kinase inhibitor Drugs 0.000 title 1
- 150000003230 pyrimidines Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 95
- 150000003839 salts Chemical class 0.000 claims abstract 91
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims abstract 28
- 125000003118 aryl group Chemical group 0.000 claims abstract 26
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract 25
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims abstract 23
- 125000005843 halogen group Chemical group 0.000 claims abstract 20
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract 19
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims abstract 19
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims abstract 14
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims abstract 14
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 13
- 229910052799 carbon Inorganic materials 0.000 claims abstract 13
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims abstract 13
- 125000005885 heterocycloalkylalkyl group Chemical group 0.000 claims abstract 13
- 125000001424 substituent group Chemical group 0.000 claims abstract 13
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims abstract 12
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 10
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract 6
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims abstract 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract 5
- 125000002947 alkylene group Chemical group 0.000 claims abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 5
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims abstract 4
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 3
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 3
- 125000004966 cyanoalkyl group Chemical group 0.000 claims abstract 2
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 2
- 201000010099 disease Diseases 0.000 claims 16
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 16
- 206010028980 Neoplasm Diseases 0.000 claims 11
- 201000011510 cancer Diseases 0.000 claims 10
- 208000014767 Myeloproliferative disease Diseases 0.000 claims 9
- 201000007224 Myeloproliferative neoplasm Diseases 0.000 claims 9
- 208000027866 inflammatory disease Diseases 0.000 claims 9
- -1 C1-4cyanoalkyl Chemical group 0.000 claims 8
- 101000997832 Homo sapiens Tyrosine-protein kinase JAK2 Proteins 0.000 claims 7
- 102100033444 Tyrosine-protein kinase JAK2 Human genes 0.000 claims 7
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 6
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 5
- 102000042838 JAK family Human genes 0.000 claims 5
- 108091082332 JAK family Proteins 0.000 claims 5
- WEVYAHXRMPXWCK-UHFFFAOYSA-N methyl cyanide Natural products CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 5
- 210000002345 respiratory system Anatomy 0.000 claims 5
- 208000017520 skin disease Diseases 0.000 claims 5
- HFNKQEVNSGCOJV-UHFFFAOYSA-N 3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1-pyrazolyl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1CCCC1 HFNKQEVNSGCOJV-UHFFFAOYSA-N 0.000 claims 4
- MKZZWHGNUHUYCM-UHFFFAOYSA-N 3-cyclopropyl-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1CC1 MKZZWHGNUHUYCM-UHFFFAOYSA-N 0.000 claims 4
- 208000032027 Essential Thrombocythemia Diseases 0.000 claims 4
- 201000011152 Pemphigus Diseases 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 201000001976 pemphigus vulgaris Diseases 0.000 claims 4
- 208000023275 Autoimmune disease Diseases 0.000 claims 3
- 101000997835 Homo sapiens Tyrosine-protein kinase JAK1 Proteins 0.000 claims 3
- 102100033438 Tyrosine-protein kinase JAK1 Human genes 0.000 claims 3
- 125000004485 2-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])C1([H])* 0.000 claims 2
- TVGMVLZIRSLGAH-UHFFFAOYSA-N 3-(3-methylsulfonylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CS(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 TVGMVLZIRSLGAH-UHFFFAOYSA-N 0.000 claims 2
- QCEZQKJRYJUQDQ-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-phenylbenzamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1C(=O)NC1=CC=CC=C1 QCEZQKJRYJUQDQ-UHFFFAOYSA-N 0.000 claims 2
- 101000844245 Homo sapiens Non-receptor tyrosine-protein kinase TYK2 Proteins 0.000 claims 2
- 101000934996 Homo sapiens Tyrosine-protein kinase JAK3 Proteins 0.000 claims 2
- 241000701044 Human gammaherpesvirus 4 Species 0.000 claims 2
- 241000701806 Human papillomavirus Species 0.000 claims 2
- 206010048643 Hypereosinophilic syndrome Diseases 0.000 claims 2
- 208000034578 Multiple myelomas Diseases 0.000 claims 2
- 206010028561 Myeloid metaplasia Diseases 0.000 claims 2
- 208000009525 Myocarditis Diseases 0.000 claims 2
- 102100032028 Non-receptor tyrosine-protein kinase TYK2 Human genes 0.000 claims 2
- 206010034277 Pemphigoid Diseases 0.000 claims 2
- 206010035226 Plasma cell myeloma Diseases 0.000 claims 2
- 206010060862 Prostate cancer Diseases 0.000 claims 2
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 2
- 201000004681 Psoriasis Diseases 0.000 claims 2
- 208000000453 Skin Neoplasms Diseases 0.000 claims 2
- 201000008736 Systemic mastocytosis Diseases 0.000 claims 2
- 102100025387 Tyrosine-protein kinase JAK3 Human genes 0.000 claims 2
- 208000017733 acquired polycythemia vera Diseases 0.000 claims 2
- 208000000594 bullous pemphigoid Diseases 0.000 claims 2
- 208000010247 contact dermatitis Diseases 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 230000000302 ischemic effect Effects 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 206010028537 myelofibrosis Diseases 0.000 claims 2
- 208000037244 polycythemia vera Diseases 0.000 claims 2
- HFNKQEVNSGCOJV-OAHLLOKOSA-N ruxolitinib Chemical compound C1([C@@H](CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)CCCC1 HFNKQEVNSGCOJV-OAHLLOKOSA-N 0.000 claims 2
- 201000000849 skin cancer Diseases 0.000 claims 2
- 230000003612 virological effect Effects 0.000 claims 2
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 1
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 1
- CGAYFEFKISEIQR-UHFFFAOYSA-N 1-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]cyclopropane-1-carbonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1(C#N)CC1 CGAYFEFKISEIQR-UHFFFAOYSA-N 0.000 claims 1
- GIGYWKFQEDAKGV-UHFFFAOYSA-N 1-[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]-3-phenylurea Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1NC(=O)NC1=CC=CC=C1 GIGYWKFQEDAKGV-UHFFFAOYSA-N 0.000 claims 1
- CJVMUHAGCRAOIH-UHFFFAOYSA-N 1-[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]-3-propan-2-ylurea Chemical compound CC(C)NC(=O)NC1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 CJVMUHAGCRAOIH-UHFFFAOYSA-N 0.000 claims 1
- HKTMUSRKGJOFQT-UHFFFAOYSA-N 1-phenyl-2-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]ethanone Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1CC(=O)C1=CC=CC=C1 HKTMUSRKGJOFQT-UHFFFAOYSA-N 0.000 claims 1
- INGUHLZZQKDACC-UHFFFAOYSA-N 1-phenyl-2-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]propan-1-one Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)C(=O)C1=CC=CC=C1 INGUHLZZQKDACC-UHFFFAOYSA-N 0.000 claims 1
- GDTGNZSOHXXADB-UHFFFAOYSA-N 1-phenyl-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propan-1-ol Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(C)C(O)C1=CC=CC=C1 GDTGNZSOHXXADB-UHFFFAOYSA-N 0.000 claims 1
- NTYBSPKWKAEMKG-UHFFFAOYSA-N 1-phenyl-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propan-1-one Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(C)C(=O)C1=CC=CC=C1 NTYBSPKWKAEMKG-UHFFFAOYSA-N 0.000 claims 1
- YZGOMXNLMPSGTB-UHFFFAOYSA-N 2-[1-[4-(1H-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]ethyl]benzonitrile Chemical compound N1C=CC=2C1=NC=CC=2C=1C=NN(C=1)C(C)C1=C(C#N)C=CC=C1 YZGOMXNLMPSGTB-UHFFFAOYSA-N 0.000 claims 1
- BOLDWUBNHGCOKD-UHFFFAOYSA-N 2-[1-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]cyclopentyl]acetonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C1(CC#N)CCCC1 BOLDWUBNHGCOKD-UHFFFAOYSA-N 0.000 claims 1
- IDFICYBUDIOWHA-UHFFFAOYSA-N 2-[1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]cyclohexyl]acetonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C1(CC#N)CCCCC1 IDFICYBUDIOWHA-UHFFFAOYSA-N 0.000 claims 1
- WLWKNCAZCPIQKN-UHFFFAOYSA-N 2-[1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]cyclopentyl]acetonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C1(CC#N)CCCC1 WLWKNCAZCPIQKN-UHFFFAOYSA-N 0.000 claims 1
- DZOWVAFBINXFOB-UHFFFAOYSA-N 2-[1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]cyclopropyl]acetonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C1(CC#N)CC1 DZOWVAFBINXFOB-UHFFFAOYSA-N 0.000 claims 1
- XMDCTOCUQQUDPE-UHFFFAOYSA-N 2-[2-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-5-(trifluoromethyl)phenyl]acetonitrile Chemical compound N#CCC1=CC(C(F)(F)F)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 XMDCTOCUQQUDPE-UHFFFAOYSA-N 0.000 claims 1
- PAWUPHYEOOFEER-UHFFFAOYSA-N 2-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]pyridine-4-carbonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CC(C#N)=CC=N1 PAWUPHYEOOFEER-UHFFFAOYSA-N 0.000 claims 1
- WBTHKLYGCKGFPM-UHFFFAOYSA-N 2-[3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]cyclohexyl]acetonitrile Chemical compound C1C(CC#N)CCCC1N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 WBTHKLYGCKGFPM-UHFFFAOYSA-N 0.000 claims 1
- BIPPXMZRIQZSKE-UHFFFAOYSA-N 2-[3-chloro-2-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-5-(trifluoromethyl)phenyl]acetonitrile Chemical compound N#CCC1=CC(C(F)(F)F)=CC(Cl)=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 BIPPXMZRIQZSKE-UHFFFAOYSA-N 0.000 claims 1
- VYIIVQPPRDOYNI-UHFFFAOYSA-N 2-[3-methyl-4-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]phenyl]acetonitrile Chemical compound CC1=CC(CC#N)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 VYIIVQPPRDOYNI-UHFFFAOYSA-N 0.000 claims 1
- KHVBCXARHGPTLW-UHFFFAOYSA-N 2-[3-methyl-4-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]phenyl]acetonitrile Chemical compound CC1=CC(CC#N)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 KHVBCXARHGPTLW-UHFFFAOYSA-N 0.000 claims 1
- PSWCXILVFVGISQ-UHFFFAOYSA-N 2-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-3-(trifluoromethyl)benzonitrile Chemical compound FC(F)(F)C1=CC=CC(C#N)=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 PSWCXILVFVGISQ-UHFFFAOYSA-N 0.000 claims 1
- YKKSCJLAOCFSQC-UHFFFAOYSA-N 2-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-5-(trifluoromethyl)benzonitrile Chemical compound N#CC1=CC(C(F)(F)F)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 YKKSCJLAOCFSQC-UHFFFAOYSA-N 0.000 claims 1
- UXKVRHSAYBHZJH-UHFFFAOYSA-N 2-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound N#CC1=CC=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 UXKVRHSAYBHZJH-UHFFFAOYSA-N 0.000 claims 1
- JYLQHLUANOQCSK-UHFFFAOYSA-N 2-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]cyclohexan-1-ol Chemical compound OC1CCCCC1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 JYLQHLUANOQCSK-UHFFFAOYSA-N 0.000 claims 1
- QAUAPRNFAWLMAD-UHFFFAOYSA-N 2-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]cyclohexane-1-carbonitrile Chemical compound N#CC1CCCCC1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 QAUAPRNFAWLMAD-UHFFFAOYSA-N 0.000 claims 1
- IZANPVOIMADAJP-UHFFFAOYSA-N 2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-n-[3-(trifluoromethyl)phenyl]propanamide Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(C)C(=O)NC1=CC=CC(C(F)(F)F)=C1 IZANPVOIMADAJP-UHFFFAOYSA-N 0.000 claims 1
- YJZQNPDRMXNAQI-UHFFFAOYSA-N 2-[4-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]cyclohexyl]acetonitrile Chemical compound C1CC(CC#N)CCC1N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 YJZQNPDRMXNAQI-UHFFFAOYSA-N 0.000 claims 1
- BORJGIRWWXWVED-UHFFFAOYSA-N 2-[4-[[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]methyl]phenyl]benzonitrile Chemical compound N#CC1=CC=CC=C1C(C=C1)=CC=C1CN1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 BORJGIRWWXWVED-UHFFFAOYSA-N 0.000 claims 1
- VQUZGUQADNFJDS-UHFFFAOYSA-N 2-[5-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-2-(trifluoromethyl)phenyl]acetonitrile Chemical compound C1=C(CC#N)C(C(F)(F)F)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 VQUZGUQADNFJDS-UHFFFAOYSA-N 0.000 claims 1
- VLJQJXSQIHYYFI-UHFFFAOYSA-N 2-[[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]methyl]benzonitrile Chemical compound N#CC1=CC=CC=C1CN1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 VLJQJXSQIHYYFI-UHFFFAOYSA-N 0.000 claims 1
- GQWKHZGBVWSNHU-UHFFFAOYSA-N 2-chloro-3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound ClC1=C(C#N)C=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 GQWKHZGBVWSNHU-UHFFFAOYSA-N 0.000 claims 1
- RKZVHZJXXWWDDP-UHFFFAOYSA-N 2-cyano-n-[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]acetamide Chemical compound N#CCC(=O)NC1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 RKZVHZJXXWWDDP-UHFFFAOYSA-N 0.000 claims 1
- MYDROCLKHWOEDX-UHFFFAOYSA-N 2-fluoro-4-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound C1=C(C#N)C(F)=CC(N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1 MYDROCLKHWOEDX-UHFFFAOYSA-N 0.000 claims 1
- CWMSUJYHYZKQCN-UHFFFAOYSA-N 2-phenyl-n-[3-[[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]methyl]phenyl]acetamide Chemical compound C=1C=CC(CN2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1NC(=O)CC1=CC=CC=C1 CWMSUJYHYZKQCN-UHFFFAOYSA-N 0.000 claims 1
- ZVRQJPRMMAJUMZ-UHFFFAOYSA-N 3-(1-benzofuran-2-yl)-3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C2=CC=CC=C2OC=1C(CC#N)N(N=C1)C=C1C1=CC=NC2=C1C=CN2 ZVRQJPRMMAJUMZ-UHFFFAOYSA-N 0.000 claims 1
- ADCNYQBUDBUNTF-UHFFFAOYSA-N 3-(1-methylcyclopentyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1(C)CCCC1 ADCNYQBUDBUNTF-UHFFFAOYSA-N 0.000 claims 1
- TXRBKHPRGSORKD-UHFFFAOYSA-N 3-(1-methylpyrazol-4-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=NN(C)C=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 TXRBKHPRGSORKD-UHFFFAOYSA-N 0.000 claims 1
- BZZHLZDNLLVCJY-UHFFFAOYSA-N 3-(1-methylsulfonylpyrrolidin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1N(S(=O)(=O)C)CCC1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 BZZHLZDNLLVCJY-UHFFFAOYSA-N 0.000 claims 1
- QIOPTSMJYWGZQX-UHFFFAOYSA-N 3-(2-bromo-1,3-thiazol-5-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound S1C(Br)=NC=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 QIOPTSMJYWGZQX-UHFFFAOYSA-N 0.000 claims 1
- BFFDLHXFOKTJJO-UHFFFAOYSA-N 3-(2-bromopyridin-4-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=NC(Br)=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 BFFDLHXFOKTJJO-UHFFFAOYSA-N 0.000 claims 1
- VJOPGWDAQQVHHK-UHFFFAOYSA-N 3-(2-methoxypyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound COC1=NC=CC=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 VJOPGWDAQQVHHK-UHFFFAOYSA-N 0.000 claims 1
- KTQQQXLFJWUKOM-UHFFFAOYSA-N 3-(3,5-dibromophenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound BrC1=CC(Br)=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 KTQQQXLFJWUKOM-UHFFFAOYSA-N 0.000 claims 1
- MBADRWYPVDLHQC-UHFFFAOYSA-N 3-(3,5-dimethyl-1,2-oxazol-4-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CC1=NOC(C)=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 MBADRWYPVDLHQC-UHFFFAOYSA-N 0.000 claims 1
- ZKWJALOZNSEXDT-UHFFFAOYSA-N 3-(3-aminophenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound NC1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 ZKWJALOZNSEXDT-UHFFFAOYSA-N 0.000 claims 1
- ZKHIJQOTDVSLGU-UHFFFAOYSA-N 3-(3-benzylsulfanylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C(C=1)=CC=CC=1SCC1=CC=CC=C1 ZKHIJQOTDVSLGU-UHFFFAOYSA-N 0.000 claims 1
- TVOOWGXRWCNBPV-UHFFFAOYSA-N 3-(3-benzylsulfonylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)CC1=CC=CC=C1 TVOOWGXRWCNBPV-UHFFFAOYSA-N 0.000 claims 1
- FWUMPVDWWFNKEW-UHFFFAOYSA-N 3-(3-bromophenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound BrC1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 FWUMPVDWWFNKEW-UHFFFAOYSA-N 0.000 claims 1
- YBVTVMVSICZEJE-UHFFFAOYSA-N 3-(3-chlorophenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound ClC1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 YBVTVMVSICZEJE-UHFFFAOYSA-N 0.000 claims 1
- WCEMDJMNQNQPFW-UHFFFAOYSA-N 3-(3-ethylsulfanylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CCSC1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 WCEMDJMNQNQPFW-UHFFFAOYSA-N 0.000 claims 1
- ZVSGNVMLGDTCMY-UHFFFAOYSA-N 3-(3-ethylsulfinylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CCS(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 ZVSGNVMLGDTCMY-UHFFFAOYSA-N 0.000 claims 1
- NDFZUCJGYPZUBI-UHFFFAOYSA-N 3-(3-ethylsulfonylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CCS(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 NDFZUCJGYPZUBI-UHFFFAOYSA-N 0.000 claims 1
- RTSDRORMCIEHBS-UHFFFAOYSA-N 3-(3-methoxyphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound COC1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 RTSDRORMCIEHBS-UHFFFAOYSA-N 0.000 claims 1
- OKARDSIHOMFMDX-UHFFFAOYSA-N 3-(3-methylimidazol-4-yl)-3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CN1C=NC=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 OKARDSIHOMFMDX-UHFFFAOYSA-N 0.000 claims 1
- CBKOEBGYVBPPLI-UHFFFAOYSA-N 3-(3-morpholin-4-ylsulfonylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)N1CCOCC1 CBKOEBGYVBPPLI-UHFFFAOYSA-N 0.000 claims 1
- CETUSXLETHLLDA-UHFFFAOYSA-N 3-(3-nitrophenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound [O-][N+](=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 CETUSXLETHLLDA-UHFFFAOYSA-N 0.000 claims 1
- IOUXTQRLYQBBGB-UHFFFAOYSA-N 3-(3-phenoxyphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 IOUXTQRLYQBBGB-UHFFFAOYSA-N 0.000 claims 1
- GMBBHAHHJHZWHJ-UHFFFAOYSA-N 3-(3-phenylmethoxyphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C(C=1)=CC=CC=1OCC1=CC=CC=C1 GMBBHAHHJHZWHJ-UHFFFAOYSA-N 0.000 claims 1
- QFUYHBVICXPEKX-UHFFFAOYSA-N 3-(3-piperazin-1-ylsulfonylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)N1CCNCC1 QFUYHBVICXPEKX-UHFFFAOYSA-N 0.000 claims 1
- NDHPXYGYOUSVNH-UHFFFAOYSA-N 3-(3-piperidin-1-ylsulfonylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)N1CCCCC1 NDHPXYGYOUSVNH-UHFFFAOYSA-N 0.000 claims 1
- RKUSHUDYOQBDRE-UHFFFAOYSA-N 3-(3-propan-2-ylsulfonylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CC(C)S(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 RKUSHUDYOQBDRE-UHFFFAOYSA-N 0.000 claims 1
- MNQTZPUKIKBGQQ-UHFFFAOYSA-N 3-(3-pyridin-3-ylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C(C=1)=CC=CC=1C1=CC=CN=C1 MNQTZPUKIKBGQQ-UHFFFAOYSA-N 0.000 claims 1
- OSCQVFWTKPUFPB-UHFFFAOYSA-N 3-(3-pyridin-4-ylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C(C=1)=CC=CC=1C1=CC=NC=C1 OSCQVFWTKPUFPB-UHFFFAOYSA-N 0.000 claims 1
- UPTICASDQRGBOD-UHFFFAOYSA-N 3-(3-pyrrolidin-1-ylsulfonylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)N1CCCC1 UPTICASDQRGBOD-UHFFFAOYSA-N 0.000 claims 1
- ZZVBYTXBDQSDEO-UHFFFAOYSA-N 3-(4-bromofuran-2-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound BrC1=COC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 ZZVBYTXBDQSDEO-UHFFFAOYSA-N 0.000 claims 1
- TUWDLPZKZZWETP-UHFFFAOYSA-N 3-(4-bromopyridin-2-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound BrC1=CC=NC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 TUWDLPZKZZWETP-UHFFFAOYSA-N 0.000 claims 1
- UCCNYUVJUXIHNU-UHFFFAOYSA-N 3-(4-bromothiophen-2-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound BrC1=CSC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 UCCNYUVJUXIHNU-UHFFFAOYSA-N 0.000 claims 1
- KPRKIQRSNRKDLZ-UHFFFAOYSA-N 3-(4-methoxyphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=CC(OC)=CC=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 KPRKIQRSNRKDLZ-UHFFFAOYSA-N 0.000 claims 1
- QQFUXXKQJAYBQS-UHFFFAOYSA-N 3-(4-methylsulfanylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=CC(SC)=CC=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 QQFUXXKQJAYBQS-UHFFFAOYSA-N 0.000 claims 1
- LDVFGVGSGXCINC-UHFFFAOYSA-N 3-(4-methylsulfinylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=CC(S(=O)C)=CC=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 LDVFGVGSGXCINC-UHFFFAOYSA-N 0.000 claims 1
- ILRDJUQACMZKCE-UHFFFAOYSA-N 3-(4-methylsulfonylphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 ILRDJUQACMZKCE-UHFFFAOYSA-N 0.000 claims 1
- ZJLCHGSAJYTECE-UHFFFAOYSA-N 3-(5-bromo-2-fluorophenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound FC1=CC=C(Br)C=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 ZJLCHGSAJYTECE-UHFFFAOYSA-N 0.000 claims 1
- INARHFWDLBEPIB-UHFFFAOYSA-N 3-(5-bromo-2-methoxyphenyl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound COC1=CC=C(Br)C=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 INARHFWDLBEPIB-UHFFFAOYSA-N 0.000 claims 1
- OWZQRLUHNBYDBD-UHFFFAOYSA-N 3-(5-bromopyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound BrC1=CN=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 OWZQRLUHNBYDBD-UHFFFAOYSA-N 0.000 claims 1
- QIUUNPJERHCTRI-UHFFFAOYSA-N 3-(5-cyclohexylsulfanylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C(C=1)=CN=CC=1SC1CCCCC1 QIUUNPJERHCTRI-UHFFFAOYSA-N 0.000 claims 1
- GWFVWTNKERDISB-UHFFFAOYSA-N 3-(5-cyclohexylsulfinylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1N=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)C1CCCCC1 GWFVWTNKERDISB-UHFFFAOYSA-N 0.000 claims 1
- YOOBQEXFWQQOPL-UHFFFAOYSA-N 3-(5-cyclohexylsulfonylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1N=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)C1CCCCC1 YOOBQEXFWQQOPL-UHFFFAOYSA-N 0.000 claims 1
- LWJWGUUTNLAKQG-UHFFFAOYSA-N 3-(5-ethylsulfanylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CCSC1=CN=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 LWJWGUUTNLAKQG-UHFFFAOYSA-N 0.000 claims 1
- JXLJWUBYEHEJRB-UHFFFAOYSA-N 3-(5-ethylsulfinylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CCS(=O)C1=CN=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 JXLJWUBYEHEJRB-UHFFFAOYSA-N 0.000 claims 1
- UIQXHRAQESDSNP-UHFFFAOYSA-N 3-(5-ethylsulfonylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CCS(=O)(=O)C1=CN=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 UIQXHRAQESDSNP-UHFFFAOYSA-N 0.000 claims 1
- HAMDNSCESBAUIU-UHFFFAOYSA-N 3-(5-ethynylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C#CC1=CN=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 HAMDNSCESBAUIU-UHFFFAOYSA-N 0.000 claims 1
- ABPKTQVYTSFZQN-UHFFFAOYSA-N 3-(5-formylthiophen-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound S1C(C=O)=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 ABPKTQVYTSFZQN-UHFFFAOYSA-N 0.000 claims 1
- ARTUSOXONCFJSQ-UHFFFAOYSA-N 3-(5-methoxypyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound COC1=CN=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 ARTUSOXONCFJSQ-UHFFFAOYSA-N 0.000 claims 1
- TZNUFUUVSLCYTD-UHFFFAOYSA-N 3-(5-morpholin-4-ylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C(C=1)=CN=CC=1N1CCOCC1 TZNUFUUVSLCYTD-UHFFFAOYSA-N 0.000 claims 1
- CWPDWRNLICNHPU-UHFFFAOYSA-N 3-(5-phenylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C(C=1)=CN=CC=1C1=CC=CC=C1 CWPDWRNLICNHPU-UHFFFAOYSA-N 0.000 claims 1
- GGYPBLHKXGXDIP-UHFFFAOYSA-N 3-(5-phenylsulfanylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C(C=1)=CN=CC=1SC1=CC=CC=C1 GGYPBLHKXGXDIP-UHFFFAOYSA-N 0.000 claims 1
- KTXHYLGUVWAFRU-UHFFFAOYSA-N 3-(5-propan-2-ylsulfanylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CC(C)SC1=CN=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 KTXHYLGUVWAFRU-UHFFFAOYSA-N 0.000 claims 1
- XEVUCQWBQWHHBF-UHFFFAOYSA-N 3-(5-propan-2-ylsulfinylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CC(C)S(=O)C1=CN=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 XEVUCQWBQWHHBF-UHFFFAOYSA-N 0.000 claims 1
- FAVPKMFQHQYNSB-UHFFFAOYSA-N 3-(5-propan-2-ylsulfonylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CC(C)S(=O)(=O)C1=CN=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 FAVPKMFQHQYNSB-UHFFFAOYSA-N 0.000 claims 1
- CLLLIYAKXYKLSF-UHFFFAOYSA-N 3-(5-pyridin-3-ylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C(C=1)=CN=CC=1C1=CC=CN=C1 CLLLIYAKXYKLSF-UHFFFAOYSA-N 0.000 claims 1
- KGXATMGGZZNBMA-UHFFFAOYSA-N 3-(5-pyrimidin-5-ylpyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C(C=1)=CN=CC=1C1=CN=CN=C1 KGXATMGGZZNBMA-UHFFFAOYSA-N 0.000 claims 1
- WBJRCQRCLKJHOM-UHFFFAOYSA-N 3-(6-bromopyridin-2-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound BrC1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=N1 WBJRCQRCLKJHOM-UHFFFAOYSA-N 0.000 claims 1
- RWQABNUWBXVZBE-UHFFFAOYSA-N 3-(6-chloropyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=NC(Cl)=CC=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 RWQABNUWBXVZBE-UHFFFAOYSA-N 0.000 claims 1
- NNDMVWHOMAYHCB-UHFFFAOYSA-N 3-(6-methoxypyridin-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=NC(OC)=CC=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 NNDMVWHOMAYHCB-UHFFFAOYSA-N 0.000 claims 1
- HMDWMUZBJSLHCU-UHFFFAOYSA-N 3-(furan-3-yl)-3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(CC#N)C=1C=COC=1 HMDWMUZBJSLHCU-UHFFFAOYSA-N 0.000 claims 1
- XFYCGSYZXBNSBF-UHFFFAOYSA-N 3-(furan-3-yl)-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C=1C=COC=1 XFYCGSYZXBNSBF-UHFFFAOYSA-N 0.000 claims 1
- VMVGUHXAKOPIET-UHFFFAOYSA-N 3-[1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]but-3-enyl]benzonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC=C)C1=CC=CC(C#N)=C1 VMVGUHXAKOPIET-UHFFFAOYSA-N 0.000 claims 1
- LSMKUUVNRFCGEA-UHFFFAOYSA-N 3-[1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]butyl]benzonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CCC)C1=CC=CC(C#N)=C1 LSMKUUVNRFCGEA-UHFFFAOYSA-N 0.000 claims 1
- ZFAXWTITSSKZDD-UHFFFAOYSA-N 3-[1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]benzonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(C)C1=CC=CC(C#N)=C1 ZFAXWTITSSKZDD-UHFFFAOYSA-N 0.000 claims 1
- DPOFWPNZBVRHRG-UHFFFAOYSA-N 3-[2-(cyanomethoxy)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound N#CCOC1=CC=CC=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 DPOFWPNZBVRHRG-UHFFFAOYSA-N 0.000 claims 1
- RYVAIFSJRFTOGK-UHFFFAOYSA-N 3-[2-bromo-5-(cyanomethoxy)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound BrC1=CC=C(OCC#N)C=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 RYVAIFSJRFTOGK-UHFFFAOYSA-N 0.000 claims 1
- RQWGVIYKPBHBCN-UHFFFAOYSA-N 3-[2-cyano-1-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]ethyl]benzonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(CC#N)C1=CC=CC(C#N)=C1 RQWGVIYKPBHBCN-UHFFFAOYSA-N 0.000 claims 1
- SOXVAAMHJSQDMH-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-4-fluorobenzonitrile Chemical compound FC1=CC=C(C#N)C=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 SOXVAAMHJSQDMH-UHFFFAOYSA-N 0.000 claims 1
- PCRBNQYYGDYYLR-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-4-methoxybenzonitrile Chemical compound COC1=CC=C(C#N)C=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 PCRBNQYYGDYYLR-UHFFFAOYSA-N 0.000 claims 1
- CWSYTCLDKGSWKK-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n,n-diethylbenzenesulfonamide Chemical compound CCN(CC)S(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 CWSYTCLDKGSWKK-UHFFFAOYSA-N 0.000 claims 1
- AKEPTFHJTWMGRD-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n,n-dimethylbenzamide Chemical compound CN(C)C(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 AKEPTFHJTWMGRD-UHFFFAOYSA-N 0.000 claims 1
- UCSUSZMJIDLGAR-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n,n-dimethylbenzenesulfonamide Chemical compound CN(C)S(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 UCSUSZMJIDLGAR-UHFFFAOYSA-N 0.000 claims 1
- YQVJBIVNGFPCNO-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-(1,2-oxazol-3-yl)benzamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1C(=O)NC=1C=CON=1 YQVJBIVNGFPCNO-UHFFFAOYSA-N 0.000 claims 1
- OJWMUPUYNSTJEW-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-(2-morpholin-4-ylethyl)benzenesulfonamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)NCCN1CCOCC1 OJWMUPUYNSTJEW-UHFFFAOYSA-N 0.000 claims 1
- ZVUPMDWGXUNLNT-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-(4-methylphenyl)benzamide Chemical compound C1=CC(C)=CC=C1NC(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 ZVUPMDWGXUNLNT-UHFFFAOYSA-N 0.000 claims 1
- GCMHJPHMUACYGV-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-(4-methylphenyl)benzenesulfonamide Chemical compound C1=CC(C)=CC=C1NS(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 GCMHJPHMUACYGV-UHFFFAOYSA-N 0.000 claims 1
- ORNFFXVQENNYMM-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-(4-phenylphenyl)benzamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1C(=O)NC(C=C1)=CC=C1C1=CC=CC=C1 ORNFFXVQENNYMM-UHFFFAOYSA-N 0.000 claims 1
- REPMJKNZABOIJA-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-(4-phenylphenyl)benzenesulfonamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)NC(C=C1)=CC=C1C1=CC=CC=C1 REPMJKNZABOIJA-UHFFFAOYSA-N 0.000 claims 1
- ZPNKCNQFEGKSDG-VEXWJQHLSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-[(1s)-1-phenylethyl]benzenesulfonamide Chemical compound C1([C@@H](NS(=O)(=O)C=2C=C(C=CC=2)C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)C)=CC=CC=C1 ZPNKCNQFEGKSDG-VEXWJQHLSA-N 0.000 claims 1
- PEBGUAQJJPNQKS-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-[3-(trifluoromethyl)phenyl]benzamide Chemical compound FC(F)(F)C1=CC=CC(NC(=O)C=2C=C(C=CC=2)C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 PEBGUAQJJPNQKS-UHFFFAOYSA-N 0.000 claims 1
- PPFAVTVRGHIHML-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-[4-(trifluoromethyl)phenyl]benzamide Chemical compound C1=CC(C(F)(F)F)=CC=C1NC(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 PPFAVTVRGHIHML-UHFFFAOYSA-N 0.000 claims 1
- SIBSLZRMSDBFER-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-cyclohexylbenzamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1C(=O)NC1CCCCC1 SIBSLZRMSDBFER-UHFFFAOYSA-N 0.000 claims 1
- USMYXBLIFNYKHZ-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-cyclohexylbenzenesulfonamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)NC1CCCCC1 USMYXBLIFNYKHZ-UHFFFAOYSA-N 0.000 claims 1
- ZIAUVAHFFDVBBI-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-cyclopropylbenzenesulfonamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)NC1CC1 ZIAUVAHFFDVBBI-UHFFFAOYSA-N 0.000 claims 1
- OMCISIQSBDRXDH-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-methyl-n-phenylbenzamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1C(=O)N(C)C1=CC=CC=C1 OMCISIQSBDRXDH-UHFFFAOYSA-N 0.000 claims 1
- LCTUMMPVIRYFSN-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-methyl-n-phenylbenzenesulfonamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)N(C)C1=CC=CC=C1 LCTUMMPVIRYFSN-UHFFFAOYSA-N 0.000 claims 1
- APSABSADNDECFJ-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-methylbenzamide Chemical compound CNC(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 APSABSADNDECFJ-UHFFFAOYSA-N 0.000 claims 1
- JYMIQPXVZJKKRJ-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-methylbenzenesulfonamide Chemical compound CNS(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 JYMIQPXVZJKKRJ-UHFFFAOYSA-N 0.000 claims 1
- KLQSYAUTHNOZTO-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-naphthalen-1-ylbenzamide Chemical compound C=1C=CC2=CC=CC=C2C=1NC(=O)C(C=1)=CC=CC=1C(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 KLQSYAUTHNOZTO-UHFFFAOYSA-N 0.000 claims 1
- GUXOOFRIPPWNOW-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-naphthalen-1-ylbenzenesulfonamide Chemical compound C=1C=CC2=CC=CC=C2C=1NS(=O)(=O)C(C=1)=CC=CC=1C(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 GUXOOFRIPPWNOW-UHFFFAOYSA-N 0.000 claims 1
- REKWPBLPZLMJNM-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-naphthalen-2-ylbenzamide Chemical compound C=1C=C2C=CC=CC2=CC=1NC(=O)C(C=1)=CC=CC=1C(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 REKWPBLPZLMJNM-UHFFFAOYSA-N 0.000 claims 1
- SDGKWCXUOCTQDQ-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-naphthalen-2-ylbenzenesulfonamide Chemical compound C=1C=C2C=CC=CC2=CC=1NS(=O)(=O)C(C=1)=CC=CC=1C(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 SDGKWCXUOCTQDQ-UHFFFAOYSA-N 0.000 claims 1
- KJSGVEYMDDCOBV-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-phenylbenzenesulfonamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)NC1=CC=CC=C1 KJSGVEYMDDCOBV-UHFFFAOYSA-N 0.000 claims 1
- ZTIVRMIUUDSCFU-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-propylbenzenesulfonamide Chemical compound CCCNS(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 ZTIVRMIUUDSCFU-UHFFFAOYSA-N 0.000 claims 1
- WASZAAKKBBLVGZ-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-pyridin-3-ylbenzamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1C(=O)NC1=CC=CN=C1 WASZAAKKBBLVGZ-UHFFFAOYSA-N 0.000 claims 1
- ZRQHCCCEXVOUJN-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]benzoic acid Chemical compound OC(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 ZRQHCCCEXVOUJN-UHFFFAOYSA-N 0.000 claims 1
- NSGDMTBTXTVZHW-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]benzonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CC=CC(C#N)=C1 NSGDMTBTXTVZHW-UHFFFAOYSA-N 0.000 claims 1
- DNEQCGDNZFTTAJ-UHFFFAOYSA-N 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]cyclopentane-1-carbonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1CCC(C#N)C1 DNEQCGDNZFTTAJ-UHFFFAOYSA-N 0.000 claims 1
- QHSMILYAMJWNGM-UHFFFAOYSA-N 3-[3-(1-phenylethylsulfonyl)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)C(C)C1=CC=CC=C1 QHSMILYAMJWNGM-UHFFFAOYSA-N 0.000 claims 1
- RPNXFYKFEMLUBK-UHFFFAOYSA-N 3-[3-(1h-pyrazol-4-yl)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C(C=1)=CC=CC=1C=1C=NNC=1 RPNXFYKFEMLUBK-UHFFFAOYSA-N 0.000 claims 1
- PPFUCRICNHNATE-UHFFFAOYSA-N 3-[3-(2,6-dimethylmorpholin-4-yl)sulfonylphenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1C(C)OC(C)CN1S(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 PPFUCRICNHNATE-UHFFFAOYSA-N 0.000 claims 1
- HUNKABQMOYQPJN-UHFFFAOYSA-N 3-[3-(2-methylpropylsulfonyl)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CC(C)CS(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 HUNKABQMOYQPJN-UHFFFAOYSA-N 0.000 claims 1
- YJLPMITWAXUVTR-UHFFFAOYSA-N 3-[3-(2-phenylethylsulfonyl)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)CCC1=CC=CC=C1 YJLPMITWAXUVTR-UHFFFAOYSA-N 0.000 claims 1
- PWBIZOCHRWGZRT-UHFFFAOYSA-N 3-[3-(3,4,4a,5,6,7,8,8a-octahydro-1h-isoquinolin-2-ylsulfonyl)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1CC2CCCCC2CN1S(=O)(=O)C(C=1)=CC=CC=1C(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 PWBIZOCHRWGZRT-UHFFFAOYSA-N 0.000 claims 1
- OHQQFUHNXRCIOC-UHFFFAOYSA-N 3-[3-(3,4-dihydro-1h-isoquinolin-2-ylsulfonyl)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1CC2=CC=CC=C2CN1S(=O)(=O)C(C=1)=CC=CC=1C(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 OHQQFUHNXRCIOC-UHFFFAOYSA-N 0.000 claims 1
- CRCIGEXBCQQFNX-UHFFFAOYSA-N 3-[3-(4-ethylpiperazin-1-yl)sulfonylphenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1CN(CC)CCN1S(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 CRCIGEXBCQQFNX-UHFFFAOYSA-N 0.000 claims 1
- GWJYOFPTLJITLB-UHFFFAOYSA-N 3-[3-(4-hydroxypiperidin-1-yl)sulfonylphenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1CC(O)CCN1S(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 GWJYOFPTLJITLB-UHFFFAOYSA-N 0.000 claims 1
- UYNKGROTZHOOHG-UHFFFAOYSA-N 3-[3-(4-methylpiperazin-1-yl)sulfonylphenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1CN(C)CCN1S(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 UYNKGROTZHOOHG-UHFFFAOYSA-N 0.000 claims 1
- GYKNHLCPEPNDLQ-UHFFFAOYSA-N 3-[3-(4-oxopiperidin-1-yl)sulfonylphenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1CC(=O)CCN1S(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 GYKNHLCPEPNDLQ-UHFFFAOYSA-N 0.000 claims 1
- XGQUSDPRLSCVEZ-UHFFFAOYSA-N 3-[3-(cyanomethoxy)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound N#CCOC1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 XGQUSDPRLSCVEZ-UHFFFAOYSA-N 0.000 claims 1
- HQNZCVLBJIKVTE-UHFFFAOYSA-N 3-[3-(cyclohexylmethylsulfonyl)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)CC1CCCCC1 HQNZCVLBJIKVTE-UHFFFAOYSA-N 0.000 claims 1
- LCMVFFJEWIRSFV-UHFFFAOYSA-N 3-[3-(cyclopropylmethylsulfonyl)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)CC1CC1 LCMVFFJEWIRSFV-UHFFFAOYSA-N 0.000 claims 1
- KFMMWDYHFNAZOQ-UHFFFAOYSA-N 3-[3-(furan-3-ylmethylsulfonyl)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)CC=1C=COC=1 KFMMWDYHFNAZOQ-UHFFFAOYSA-N 0.000 claims 1
- NXRSOXHKCMTJCK-UHFFFAOYSA-N 3-[3-(hydroxymethyl)cyclopentyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1C(CO)CCC1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 NXRSOXHKCMTJCK-UHFFFAOYSA-N 0.000 claims 1
- GSWJUWXFLAFQGO-UHFFFAOYSA-N 3-[3-(morpholine-4-carbonyl)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1C(=O)N1CCOCC1 GSWJUWXFLAFQGO-UHFFFAOYSA-N 0.000 claims 1
- DBBFIVASUVLZRF-UHFFFAOYSA-N 3-[3-(naphthalen-2-ylmethylsulfonyl)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C=C2C=CC=CC2=CC=1CS(=O)(=O)C(C=1)=CC=CC=1C(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 DBBFIVASUVLZRF-UHFFFAOYSA-N 0.000 claims 1
- QIQGWSBEXVIJSF-UHFFFAOYSA-N 3-[3-(oxan-4-ylmethylsulfonyl)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)CC1CCOCC1 QIQGWSBEXVIJSF-UHFFFAOYSA-N 0.000 claims 1
- NUSSHOZXQNCGGW-UHFFFAOYSA-N 3-[3-(pyridin-4-ylmethylsulfonyl)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)CC1=CC=NC=C1 NUSSHOZXQNCGGW-UHFFFAOYSA-N 0.000 claims 1
- KENXEJHHQUYXBA-UHFFFAOYSA-N 3-[3-[(1,1-dioxo-1,4-thiazinan-4-yl)sulfonyl]phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)N1CCS(=O)(=O)CC1 KENXEJHHQUYXBA-UHFFFAOYSA-N 0.000 claims 1
- VXELBLAJCUJVNU-UHFFFAOYSA-N 3-[3-[(1-oxo-1,4-thiazinan-4-yl)sulfonyl]phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1CS(=O)CCN1S(=O)(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 VXELBLAJCUJVNU-UHFFFAOYSA-N 0.000 claims 1
- RKLCZCHFEPGTIU-UHFFFAOYSA-N 3-[3-hydroxy-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propyl]-n,n-dimethylbenzenesulfonamide Chemical compound CN(C)S(=O)(=O)C1=CC=CC(C(CCO)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 RKLCZCHFEPGTIU-UHFFFAOYSA-N 0.000 claims 1
- RNHGIBLHNAYYDJ-UHFFFAOYSA-N 3-[4,4-difluoro-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]but-3-enyl]benzonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC=C(F)F)C1=CC=CC(C#N)=C1 RNHGIBLHNAYYDJ-UHFFFAOYSA-N 0.000 claims 1
- OGPVINHNJYCGAP-UHFFFAOYSA-N 3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-3-(1,3-thiazol-5-yl)propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(CC#N)C1=CN=CS1 OGPVINHNJYCGAP-UHFFFAOYSA-N 0.000 claims 1
- GXDVHYZUQLHOFR-UHFFFAOYSA-N 3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-3-thiophen-3-ylpropanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(CC#N)C=1C=CSC=1 GXDVHYZUQLHOFR-UHFFFAOYSA-N 0.000 claims 1
- KOLOOAWHRRWKSR-UHFFFAOYSA-N 3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-4-(trifluoromethyl)benzamide Chemical compound NC(=O)C1=CC=C(C(F)(F)F)C(N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1 KOLOOAWHRRWKSR-UHFFFAOYSA-N 0.000 claims 1
- FQGBLDAAPRYGEX-UHFFFAOYSA-N 3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-4-(trifluoromethyl)benzonitrile Chemical compound FC(F)(F)C1=CC=C(C#N)C=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 FQGBLDAAPRYGEX-UHFFFAOYSA-N 0.000 claims 1
- OZTFAGZGHQSMIX-UHFFFAOYSA-N 3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound N#CC1=CC=CC(N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1 OZTFAGZGHQSMIX-UHFFFAOYSA-N 0.000 claims 1
- JKKLRUPIJUAHCR-UHFFFAOYSA-N 3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]cyclohexan-1-one Chemical compound C1C(=O)CCCC1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 JKKLRUPIJUAHCR-UHFFFAOYSA-N 0.000 claims 1
- XZJYVKOKNMMFGB-UHFFFAOYSA-N 3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]cyclopentan-1-one Chemical compound C1C(=O)CCC1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 XZJYVKOKNMMFGB-UHFFFAOYSA-N 0.000 claims 1
- VPZWKGSIANBDNX-UHFFFAOYSA-N 3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-3-(3-thiomorpholin-4-ylsulfonylphenyl)propanenitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)N1CCSCC1 VPZWKGSIANBDNX-UHFFFAOYSA-N 0.000 claims 1
- UMADGGRVTOQZBW-UHFFFAOYSA-N 3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-3-[3-(trifluoromethoxy)phenyl]propanenitrile Chemical compound FC(F)(F)OC1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 UMADGGRVTOQZBW-UHFFFAOYSA-N 0.000 claims 1
- WXQMRSJIJGUBLC-UHFFFAOYSA-N 3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-3-[3-(trifluoromethyl)phenyl]propanenitrile Chemical compound FC(F)(F)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 WXQMRSJIJGUBLC-UHFFFAOYSA-N 0.000 claims 1
- SMGWYTKHPZOMFF-UHFFFAOYSA-N 3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-3-[5-(1,3-thiazol-2-ylsulfanyl)pyridin-3-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C(C=1)=CN=CC=1SC1=NC=CS1 SMGWYTKHPZOMFF-UHFFFAOYSA-N 0.000 claims 1
- MDMRCXQIINSRGZ-UHFFFAOYSA-N 3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-3-[5-(trifluoromethyl)pyridin-3-yl]propanenitrile Chemical compound FC(F)(F)C1=CN=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 MDMRCXQIINSRGZ-UHFFFAOYSA-N 0.000 claims 1
- YXGWGLDSROQSIY-UHFFFAOYSA-N 3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-3-[6-(trifluoromethyl)pyridin-3-yl]propanenitrile Chemical compound C1=NC(C(F)(F)F)=CC=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 YXGWGLDSROQSIY-UHFFFAOYSA-N 0.000 claims 1
- HPFNKZJTZQFOEN-UHFFFAOYSA-N 3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]-3-thiophen-3-ylpropanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C=1C=CSC=1 HPFNKZJTZQFOEN-UHFFFAOYSA-N 0.000 claims 1
- KJAFOBQBTYIBSM-UHFFFAOYSA-N 3-[4-(cyanomethoxy)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=CC(OCC#N)=CC=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 KJAFOBQBTYIBSM-UHFFFAOYSA-N 0.000 claims 1
- RSTJBADBYDTUPD-UHFFFAOYSA-N 3-[5-(1-methylpyrazol-4-yl)pyridin-3-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=NN(C)C=C1C1=CN=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 RSTJBADBYDTUPD-UHFFFAOYSA-N 0.000 claims 1
- VYVHOEXPBGOCDZ-UHFFFAOYSA-N 3-[5-(benzenesulfinyl)pyridin-3-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1N=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)C1=CC=CC=C1 VYVHOEXPBGOCDZ-UHFFFAOYSA-N 0.000 claims 1
- IBZKCYJQNLWBIM-UHFFFAOYSA-N 3-[5-(benzenesulfonyl)pyridin-3-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C=1N=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)C1=CC=CC=C1 IBZKCYJQNLWBIM-UHFFFAOYSA-N 0.000 claims 1
- PFAQEHJFJGTYGW-UHFFFAOYSA-N 3-[5-bromo-2-(cyanomethoxy)phenyl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound BrC1=CC=C(OCC#N)C(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 PFAQEHJFJGTYGW-UHFFFAOYSA-N 0.000 claims 1
- CAGSCFQUKPDLOU-UHFFFAOYSA-N 3-[6-(dimethylamino)pyridin-2-yl]-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound CN(C)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=N1 CAGSCFQUKPDLOU-UHFFFAOYSA-N 0.000 claims 1
- PKKBOYVSZHYXIR-UHFFFAOYSA-N 3-[[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]sulfonylmethyl]benzonitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)CC1=CC=CC(C#N)=C1 PKKBOYVSZHYXIR-UHFFFAOYSA-N 0.000 claims 1
- IYNVYKIVRVKCTJ-UHFFFAOYSA-N 3-[[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]methyl]benzonitrile Chemical compound N#CC1=CC=CC(CN2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1 IYNVYKIVRVKCTJ-UHFFFAOYSA-N 0.000 claims 1
- LHEKCWTVUADBFE-UHFFFAOYSA-N 3-[[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]methyl]-n-[3-(trifluoromethyl)phenyl]benzamide Chemical compound FC(F)(F)C1=CC=CC(NC(=O)C=2C=C(CN3N=CC(=C3)C=3C=4C=CNC=4N=CN=3)C=CC=2)=C1 LHEKCWTVUADBFE-UHFFFAOYSA-N 0.000 claims 1
- VRYSVXJBUYKTLO-UHFFFAOYSA-N 3-[[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]methyl]benzonitrile Chemical compound N#CC1=CC=CC(CN2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 VRYSVXJBUYKTLO-UHFFFAOYSA-N 0.000 claims 1
- DDAKGHLNTCKIFL-UHFFFAOYSA-N 3-bromo-4-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound BrC1=CC(C#N)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 DDAKGHLNTCKIFL-UHFFFAOYSA-N 0.000 claims 1
- NZJRQYKNACJTEU-UHFFFAOYSA-N 3-chloro-2-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound ClC1=CC=CC(C#N)=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 NZJRQYKNACJTEU-UHFFFAOYSA-N 0.000 claims 1
- BWEQVAMKNQHFJS-UHFFFAOYSA-N 3-chloro-4-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound ClC1=CC(C#N)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 BWEQVAMKNQHFJS-UHFFFAOYSA-N 0.000 claims 1
- FMAUUWHRTWMESD-UHFFFAOYSA-N 3-chloro-n-[3-[[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]methyl]phenyl]benzamide Chemical compound ClC1=CC=CC(C(=O)NC=2C=C(CN3N=CC(=C3)C=3C=4C=CNC=4N=CN=3)C=CC=2)=C1 FMAUUWHRTWMESD-UHFFFAOYSA-N 0.000 claims 1
- YPWKSLKNBKOKQN-UHFFFAOYSA-N 3-cyano-n-[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]benzamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1NC(=O)C1=CC=CC(C#N)=C1 YPWKSLKNBKOKQN-UHFFFAOYSA-N 0.000 claims 1
- PXBJXXMRMDCVMF-UHFFFAOYSA-N 3-cyclohexyl-3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(CC#N)C1CCCCC1 PXBJXXMRMDCVMF-UHFFFAOYSA-N 0.000 claims 1
- MNCJHFDDDSITIO-UHFFFAOYSA-N 3-cyclohexyl-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1CCCCC1 MNCJHFDDDSITIO-UHFFFAOYSA-N 0.000 claims 1
- OXUJAONXYLDHIK-UHFFFAOYSA-N 3-cyclopentyl-3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(CC#N)C1CCCC1 OXUJAONXYLDHIK-UHFFFAOYSA-N 0.000 claims 1
- YNMYXFHSGSMPFF-UHFFFAOYSA-N 3-cyclopentyl-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]prop-2-enenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(=CC#N)C1CCCC1 YNMYXFHSGSMPFF-UHFFFAOYSA-N 0.000 claims 1
- LZPZFBYRPMORMS-UHFFFAOYSA-N 3-fluoro-4-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound FC1=CC(C#N)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 LZPZFBYRPMORMS-UHFFFAOYSA-N 0.000 claims 1
- YQCNERDTJVEHBB-UHFFFAOYSA-N 3-methyl-4-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzaldehyde Chemical compound CC1=CC(C=O)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 YQCNERDTJVEHBB-UHFFFAOYSA-N 0.000 claims 1
- RXPMDAQIPZWBRY-UHFFFAOYSA-N 3-methyl-4-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound CC1=CC(C#N)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 RXPMDAQIPZWBRY-UHFFFAOYSA-N 0.000 claims 1
- AKUNHDMTESOUJE-UHFFFAOYSA-N 3-methyl-5-[2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propyl]-1,2,4-oxadiazole Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(C)CC1=NC(C)=NO1 AKUNHDMTESOUJE-UHFFFAOYSA-N 0.000 claims 1
- FSWCHUZTZVAVHQ-UHFFFAOYSA-N 3-pyridin-2-yl-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CC=CC=N1 FSWCHUZTZVAVHQ-UHFFFAOYSA-N 0.000 claims 1
- UYFXFMAEIPPFAG-UHFFFAOYSA-N 3-pyridin-3-yl-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CC=CN=C1 UYFXFMAEIPPFAG-UHFFFAOYSA-N 0.000 claims 1
- IPRAABXWTRGWDG-UHFFFAOYSA-N 3-pyridin-4-yl-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CC=NC=C1 IPRAABXWTRGWDG-UHFFFAOYSA-N 0.000 claims 1
- WJOVXYZBOIIIIM-UHFFFAOYSA-N 3-pyrimidin-5-yl-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CN=CN=C1 WJOVXYZBOIIIIM-UHFFFAOYSA-N 0.000 claims 1
- IGOCJDKGMYDZSD-UHFFFAOYSA-N 4-(1-benzylpyrazol-4-yl)-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1CC1=CC=CC=C1 IGOCJDKGMYDZSD-UHFFFAOYSA-N 0.000 claims 1
- RWJKKNBOVOMPSI-UHFFFAOYSA-N 4-(1-cyclohex-2-en-1-ylpyrazol-4-yl)-1h-pyrrolo[2,3-b]pyridine Chemical compound C1CCC=CC1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 RWJKKNBOVOMPSI-UHFFFAOYSA-N 0.000 claims 1
- AVEMYBWNWUNQFS-UHFFFAOYSA-N 4-(1-cyclohexylpyrazol-4-yl)-1h-pyrrolo[2,3-b]pyridine Chemical compound C1CCCCC1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 AVEMYBWNWUNQFS-UHFFFAOYSA-N 0.000 claims 1
- QOUXMGUQHNIMDL-UHFFFAOYSA-N 4-(1-phenylpyrazol-4-yl)-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=CN=C2NC=CC2=C1C(=C1)C=NN1C1=CC=CC=C1 QOUXMGUQHNIMDL-UHFFFAOYSA-N 0.000 claims 1
- UVWPYXOOEMDENN-UHFFFAOYSA-N 4-(cyanomethoxy)-2-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]benzonitrile Chemical compound N#CCOC1=CC=C(C#N)C(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 UVWPYXOOEMDENN-UHFFFAOYSA-N 0.000 claims 1
- XPKQBAHJYSCQJF-UHFFFAOYSA-N 4-(cyanomethoxy)-3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]benzonitrile Chemical compound N#CCOC1=CC=C(C#N)C=C1C(CC#N)N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 XPKQBAHJYSCQJF-UHFFFAOYSA-N 0.000 claims 1
- SISSFPZQFDPIFT-UHFFFAOYSA-N 4-[1-(1,2,3,4-tetrahydronaphthalen-1-yl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C12=CC=CC=C2CCCC1N(N=C1)C=C1C1=CC=NC2=C1C=CN2 SISSFPZQFDPIFT-UHFFFAOYSA-N 0.000 claims 1
- XHDIGOMAQUEQBO-UHFFFAOYSA-N 4-[1-(1-cyclohexylethyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)C1CCCCC1 XHDIGOMAQUEQBO-UHFFFAOYSA-N 0.000 claims 1
- WBMFDJFNNHCCHP-UHFFFAOYSA-N 4-[1-(1-cyclopentyl-4,4-difluorobut-3-enyl)pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC=C(F)F)C1CCCC1 WBMFDJFNNHCCHP-UHFFFAOYSA-N 0.000 claims 1
- AVBDWSJSKJEDSI-UHFFFAOYSA-N 4-[1-(1-cyclopentyl-4,4-difluorobutyl)pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CCC(F)F)C1CCCC1 AVBDWSJSKJEDSI-UHFFFAOYSA-N 0.000 claims 1
- ZPQGCBHCCIVGSL-UHFFFAOYSA-N 4-[1-(1-cyclopentylbut-3-enyl)pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC=C)C1CCCC1 ZPQGCBHCCIVGSL-UHFFFAOYSA-N 0.000 claims 1
- BQJJZWYBIPVMSQ-UHFFFAOYSA-N 4-[1-(1-cyclopentylbutyl)pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CCC)C1CCCC1 BQJJZWYBIPVMSQ-UHFFFAOYSA-N 0.000 claims 1
- MSXWLBALCWWYNX-UHFFFAOYSA-N 4-[1-(1-cyclopentylethyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)C1CCCC1 MSXWLBALCWWYNX-UHFFFAOYSA-N 0.000 claims 1
- YBXXHVGMAXOQJK-UHFFFAOYSA-N 4-[1-(1-cyclopentylpropyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(CC)C1CCCC1 YBXXHVGMAXOQJK-UHFFFAOYSA-N 0.000 claims 1
- BLLAEKRDPJDWAJ-UHFFFAOYSA-N 4-[1-(1-cyclopentylpropyl)pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC)C1CCCC1 BLLAEKRDPJDWAJ-UHFFFAOYSA-N 0.000 claims 1
- XWBOICJTJKYPEC-UHFFFAOYSA-N 4-[1-(1-cyclopropyl-4,4-difluorobut-3-enyl)pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC=C(F)F)C1CC1 XWBOICJTJKYPEC-UHFFFAOYSA-N 0.000 claims 1
- KPTZIFDWCMSAAN-UHFFFAOYSA-N 4-[1-(1-imidazol-1-ylpropan-2-yl)pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(C)CN1C=CN=C1 KPTZIFDWCMSAAN-UHFFFAOYSA-N 0.000 claims 1
- TUOOQFWVPNHXSQ-UHFFFAOYSA-N 4-[1-(1-phenylbutyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(CCC)C1=CC=CC=C1 TUOOQFWVPNHXSQ-UHFFFAOYSA-N 0.000 claims 1
- XXFCTCGGKZDPCK-UHFFFAOYSA-N 4-[1-(1-phenylethyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)C1=CC=CC=C1 XXFCTCGGKZDPCK-UHFFFAOYSA-N 0.000 claims 1
- RUHRCYUKTRUIOG-UHFFFAOYSA-N 4-[1-(1-phenylpropan-2-yl)pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(C)CC1=CC=CC=C1 RUHRCYUKTRUIOG-UHFFFAOYSA-N 0.000 claims 1
- RJFWZTCSGRHOKR-UHFFFAOYSA-N 4-[1-(1-phenylpropyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(CC)C1=CC=CC=C1 RJFWZTCSGRHOKR-UHFFFAOYSA-N 0.000 claims 1
- NUIRKABRGZSRAQ-UHFFFAOYSA-N 4-[1-(1-thiophen-3-ylpropan-2-yl)pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(C)CC=1C=CSC=1 NUIRKABRGZSRAQ-UHFFFAOYSA-N 0.000 claims 1
- QWCJFEMSUKWZSE-UHFFFAOYSA-N 4-[1-(2,3-dihydro-1h-inden-1-yl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1CC2=CC=CC=C2C1N(N=C1)C=C1C1=CC=NC2=C1C=CN2 QWCJFEMSUKWZSE-UHFFFAOYSA-N 0.000 claims 1
- PCKUVKTWZIOGRU-UHFFFAOYSA-N 4-[1-(2,5-dimethylphenyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound CC1=CC=C(C)C(N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1 PCKUVKTWZIOGRU-UHFFFAOYSA-N 0.000 claims 1
- ZNLPONYTZLZNAR-UHFFFAOYSA-N 4-[1-(2,6-dichlorophenyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound ClC1=CC=CC(Cl)=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 ZNLPONYTZLZNAR-UHFFFAOYSA-N 0.000 claims 1
- XRRASNMDADUWRT-UHFFFAOYSA-N 4-[1-(2,6-dimethylphenyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound CC1=CC=CC(C)=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 XRRASNMDADUWRT-UHFFFAOYSA-N 0.000 claims 1
- NDWMZOXGMJDCFE-UHFFFAOYSA-N 4-[1-(2-chlorophenyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound ClC1=CC=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 NDWMZOXGMJDCFE-UHFFFAOYSA-N 0.000 claims 1
- JIKSEAHCHDXFKK-UHFFFAOYSA-N 4-[1-(2-cyclobutylethyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1CCC1CCC1 JIKSEAHCHDXFKK-UHFFFAOYSA-N 0.000 claims 1
- JRYUBBQUAYYARA-UHFFFAOYSA-N 4-[1-(2-methoxyphenyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound COC1=CC=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 JRYUBBQUAYYARA-UHFFFAOYSA-N 0.000 claims 1
- KNNMPVOODNBOPR-UHFFFAOYSA-N 4-[1-(2-methyl-4-nitrophenyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound CC1=CC([N+]([O-])=O)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 KNNMPVOODNBOPR-UHFFFAOYSA-N 0.000 claims 1
- YVIBKPAPEOCFGP-UHFFFAOYSA-N 4-[1-(2-methylphenyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound CC1=CC=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 YVIBKPAPEOCFGP-UHFFFAOYSA-N 0.000 claims 1
- AUSYSAVTHOHINA-UHFFFAOYSA-N 4-[1-(3,5-dimethylphenyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound CC1=CC(C)=CC(N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1 AUSYSAVTHOHINA-UHFFFAOYSA-N 0.000 claims 1
- WHJRSHMXXSNWBP-UHFFFAOYSA-N 4-[1-(4-bromo-3,5,6-trifluoropyridin-2-yl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound BrC1=C(F)C(F)=NC(N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1F WHJRSHMXXSNWBP-UHFFFAOYSA-N 0.000 claims 1
- JBYYIAPFFJVTHM-UHFFFAOYSA-N 4-[1-(4-phenylbut-3-enyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1CCC=CC1=CC=CC=C1 JBYYIAPFFJVTHM-UHFFFAOYSA-N 0.000 claims 1
- CYGZDVWGPDUEPZ-UHFFFAOYSA-N 4-[1-(4-phenylbutan-2-yl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)CCC1=CC=CC=C1 CYGZDVWGPDUEPZ-UHFFFAOYSA-N 0.000 claims 1
- NPBMGHYDURUBAZ-UHFFFAOYSA-N 4-[1-(4-pyrazol-1-ylbutan-2-yl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)CCN1C=CC=N1 NPBMGHYDURUBAZ-UHFFFAOYSA-N 0.000 claims 1
- UCBDAVYDYCPYGI-UHFFFAOYSA-N 4-[1-(cyclohexylmethyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1CC1CCCCC1 UCBDAVYDYCPYGI-UHFFFAOYSA-N 0.000 claims 1
- IUMPZECXORUGLN-UHFFFAOYSA-N 4-[1-(cyclopropylmethyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1CC1CC1 IUMPZECXORUGLN-UHFFFAOYSA-N 0.000 claims 1
- HYLUMDMBMDXZGW-UHFFFAOYSA-N 4-[1-(furan-2-ylmethyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1CC1=CC=CO1 HYLUMDMBMDXZGW-UHFFFAOYSA-N 0.000 claims 1
- ZLVIVDMETWXEMH-UHFFFAOYSA-N 4-[1-(furan-3-ylmethyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1CC=1C=COC=1 ZLVIVDMETWXEMH-UHFFFAOYSA-N 0.000 claims 1
- UJVCRJUQYRPVBQ-UHFFFAOYSA-N 4-[1-(naphthalen-2-ylmethyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C=1C=C2C=CC=CC2=CC=1CN(N=C1)C=C1C1=CC=NC2=C1C=CN2 UJVCRJUQYRPVBQ-UHFFFAOYSA-N 0.000 claims 1
- YWYZNMFJXKODNM-UHFFFAOYSA-N 4-[1-(oxan-2-ylmethyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1CC1CCCCO1 YWYZNMFJXKODNM-UHFFFAOYSA-N 0.000 claims 1
- FWDUYQSOHIPKHM-UHFFFAOYSA-N 4-[1-(oxolan-2-ylmethyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1CC1CCCO1 FWDUYQSOHIPKHM-UHFFFAOYSA-N 0.000 claims 1
- YUPGEFVFGQTEEX-UHFFFAOYSA-N 4-[1-(oxolan-3-ylmethyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1CC1CCOC1 YUPGEFVFGQTEEX-UHFFFAOYSA-N 0.000 claims 1
- FINCFYNGKVBECW-UHFFFAOYSA-N 4-[1-(pyridin-3-ylmethyl)pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1CC1=CC=CN=C1 FINCFYNGKVBECW-UHFFFAOYSA-N 0.000 claims 1
- AEXHOUJPVURVGG-UHFFFAOYSA-N 4-[1-[(1-methylsulfonylpiperidin-4-yl)methyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1CN(S(=O)(=O)C)CCC1CN1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 AEXHOUJPVURVGG-UHFFFAOYSA-N 0.000 claims 1
- ADGOXQSPBJHMAB-UHFFFAOYSA-N 4-[1-[(2,6-dichlorophenyl)methyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound ClC1=CC=CC(Cl)=C1CN1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 ADGOXQSPBJHMAB-UHFFFAOYSA-N 0.000 claims 1
- BRCUDYIFYGGXOL-UHFFFAOYSA-N 4-[1-[(2-bromophenyl)methyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound BrC1=CC=CC=C1CN1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 BRCUDYIFYGGXOL-UHFFFAOYSA-N 0.000 claims 1
- VFVPXSBJCKFCCC-UHFFFAOYSA-N 4-[1-[(2-nitrophenyl)methyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound [O-][N+](=O)C1=CC=CC=C1CN1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 VFVPXSBJCKFCCC-UHFFFAOYSA-N 0.000 claims 1
- BIALYXKEVRSRRM-UHFFFAOYSA-N 4-[1-[(3,5-dimethoxyphenyl)methyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound COC1=CC(OC)=CC(CN2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1 BIALYXKEVRSRRM-UHFFFAOYSA-N 0.000 claims 1
- VEMASNDJNTVFCT-UHFFFAOYSA-N 4-[1-[(3-nitrophenyl)methyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound [O-][N+](=O)C1=CC=CC(CN2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1 VEMASNDJNTVFCT-UHFFFAOYSA-N 0.000 claims 1
- LPHKPQYSTVLQKS-UHFFFAOYSA-N 4-[1-[1,1,1-trifluoro-3-(1h-imidazol-2-yl)propan-2-yl]pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(C(F)(F)F)CC1=NC=CN1 LPHKPQYSTVLQKS-UHFFFAOYSA-N 0.000 claims 1
- MGHXICVWGTWYOU-UHFFFAOYSA-N 4-[1-[1-(1,2,4-triazol-1-yl)propan-2-yl]pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(C)CN1C=NC=N1 MGHXICVWGTWYOU-UHFFFAOYSA-N 0.000 claims 1
- YWHFXRJONXQDRD-UHFFFAOYSA-N 4-[1-[1-(2,4-dichloro-5-fluorophenyl)ethyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)C1=CC(F)=C(Cl)C=C1Cl YWHFXRJONXQDRD-UHFFFAOYSA-N 0.000 claims 1
- GFNXLXQKWPJYJT-UHFFFAOYSA-N 4-[1-[1-(3-bromophenyl)but-3-enyl]pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound BrC1=CC=CC(C(CC=C)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 GFNXLXQKWPJYJT-UHFFFAOYSA-N 0.000 claims 1
- PFDAHEMTXMXNCU-UHFFFAOYSA-N 4-[1-[1-(3-ethylsulfonylphenyl)-4,4-difluorobut-3-enyl]pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound CCS(=O)(=O)C1=CC=CC(C(CC=C(F)F)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 PFDAHEMTXMXNCU-UHFFFAOYSA-N 0.000 claims 1
- XDOHYPHRAPUZMC-UHFFFAOYSA-N 4-[1-[1-(3-ethylsulfonylphenyl)-4,4-difluorobutyl]pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound CCS(=O)(=O)C1=CC=CC(C(CCC(F)F)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 XDOHYPHRAPUZMC-UHFFFAOYSA-N 0.000 claims 1
- AZINIKIRVOBDRS-UHFFFAOYSA-N 4-[1-[1-(3-fluoro-4-methoxyphenyl)ethyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(F)C(OC)=CC=C1C(C)N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 AZINIKIRVOBDRS-UHFFFAOYSA-N 0.000 claims 1
- IMPSDXDGDRSILN-UHFFFAOYSA-N 4-[1-[1-(4-methylsulfonylphenyl)ethyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)C1=CC=C(S(C)(=O)=O)C=C1 IMPSDXDGDRSILN-UHFFFAOYSA-N 0.000 claims 1
- GACGWODHSXJIJI-UHFFFAOYSA-N 4-[1-[1-(5-bromopyridin-3-yl)-4,4-difluorobut-3-enyl]pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC=C(F)F)C1=CN=CC(Br)=C1 GACGWODHSXJIJI-UHFFFAOYSA-N 0.000 claims 1
- YNDGQIXYUOBYCP-UHFFFAOYSA-N 4-[1-[1-[2-(trifluoromethyl)phenyl]ethyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)C1=CC=CC=C1C(F)(F)F YNDGQIXYUOBYCP-UHFFFAOYSA-N 0.000 claims 1
- LTETXRJDTSYEOZ-UHFFFAOYSA-N 4-[1-[1-[2-chloro-5-(trifluoromethyl)phenyl]ethyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)C1=CC(C(F)(F)F)=CC=C1Cl LTETXRJDTSYEOZ-UHFFFAOYSA-N 0.000 claims 1
- FBBFJGCTDBJIAC-UHFFFAOYSA-N 4-[1-[1-[3,5-bis(trifluoromethyl)phenyl]ethyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 FBBFJGCTDBJIAC-UHFFFAOYSA-N 0.000 claims 1
- MVUGIUIISFQQFR-UHFFFAOYSA-N 4-[1-[1-[3-(trifluoromethyl)phenyl]ethyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)C1=CC=CC(C(F)(F)F)=C1 MVUGIUIISFQQFR-UHFFFAOYSA-N 0.000 claims 1
- IXJQUTNCJXCUOR-UHFFFAOYSA-N 4-[1-[1-[4-(trifluoromethyl)phenyl]ethyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)C1=CC=C(C(F)(F)F)C=C1 IXJQUTNCJXCUOR-UHFFFAOYSA-N 0.000 claims 1
- NNAAJLCAIRDSID-UHFFFAOYSA-N 4-[1-[2,6-dichloro-4-(trifluoromethyl)phenyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound ClC1=CC(C(F)(F)F)=CC(Cl)=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 NNAAJLCAIRDSID-UHFFFAOYSA-N 0.000 claims 1
- UPCFPKCSOKBCMR-UHFFFAOYSA-N 4-[1-[2-chloro-4-(trifluoromethyl)phenyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound ClC1=CC(C(F)(F)F)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 UPCFPKCSOKBCMR-UHFFFAOYSA-N 0.000 claims 1
- YYJQZKWSTLADRL-UHFFFAOYSA-N 4-[1-[2-chloro-6-nitro-4-(trifluoromethyl)phenyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=CC(Cl)=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 YYJQZKWSTLADRL-UHFFFAOYSA-N 0.000 claims 1
- HXUJIMFEBWNYLW-UHFFFAOYSA-N 4-[1-[4,4-difluoro-1-(3-methylsulfonylphenyl)but-3-enyl]pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound CS(=O)(=O)C1=CC=CC(C(CC=C(F)F)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 HXUJIMFEBWNYLW-UHFFFAOYSA-N 0.000 claims 1
- NKWYOPSPILCIMC-UHFFFAOYSA-N 4-[1-[4,4-difluoro-1-(3-phenylmethoxyphenyl)but-3-enyl]pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC=C(F)F)C(C=1)=CC=CC=1OCC1=CC=CC=C1 NKWYOPSPILCIMC-UHFFFAOYSA-N 0.000 claims 1
- MZRURNDZJKOUFU-UHFFFAOYSA-N 4-[1-[4,4-difluoro-1-(oxolan-3-yl)but-3-enyl]pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC=C(F)F)C1CCOC1 MZRURNDZJKOUFU-UHFFFAOYSA-N 0.000 claims 1
- ADCQVHRWDHLMKN-UHFFFAOYSA-N 4-[1-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]ethyl]benzonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)C1=CC=C(C#N)C=C1 ADCQVHRWDHLMKN-UHFFFAOYSA-N 0.000 claims 1
- MSKZMZQLQNEZFK-UHFFFAOYSA-N 4-[1-[4-nitro-2-(trifluoromethyl)phenyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound FC(F)(F)C1=CC([N+](=O)[O-])=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 MSKZMZQLQNEZFK-UHFFFAOYSA-N 0.000 claims 1
- FIKVXGUGMRQNIV-UHFFFAOYSA-N 4-[1-[[2-fluoro-5-(trifluoromethyl)phenyl]methyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound FC1=CC=C(C(F)(F)F)C=C1CN1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 FIKVXGUGMRQNIV-UHFFFAOYSA-N 0.000 claims 1
- ZHYMXRKXONMONQ-UHFFFAOYSA-N 4-[1-[[3-(trifluoromethoxy)phenyl]methyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound FC(F)(F)OC1=CC=CC(CN2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1 ZHYMXRKXONMONQ-UHFFFAOYSA-N 0.000 claims 1
- ODWWNKGROJEMAL-UHFFFAOYSA-N 4-[1-[[3-(trifluoromethyl)phenyl]methyl]pyrazol-4-yl]-1h-pyrrolo[2,3-b]pyridine Chemical compound FC(F)(F)C1=CC=CC(CN2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1 ODWWNKGROJEMAL-UHFFFAOYSA-N 0.000 claims 1
- MFJXFAIWGALONE-UHFFFAOYSA-N 4-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]pyridine-2-carbonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CC=NC(C#N)=C1 MFJXFAIWGALONE-UHFFFAOYSA-N 0.000 claims 1
- IBUPISPSRGZYSY-UHFFFAOYSA-N 4-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]thiophene-2-carbonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CSC(C#N)=C1 IBUPISPSRGZYSY-UHFFFAOYSA-N 0.000 claims 1
- WFEUJGXMERLUJW-UHFFFAOYSA-N 4-[3-[4,4-difluoro-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]but-3-enyl]phenyl]sulfonylmorpholine Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC=C(F)F)C(C=1)=CC=CC=1S(=O)(=O)N1CCOCC1 WFEUJGXMERLUJW-UHFFFAOYSA-N 0.000 claims 1
- VUJDQNCNIGUIGZ-UHFFFAOYSA-N 4-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-2-(trifluoromethyl)benzonitrile Chemical compound C1=C(C#N)C(C(F)(F)F)=CC(N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1 VUJDQNCNIGUIGZ-UHFFFAOYSA-N 0.000 claims 1
- CAFLLVDAMSUHFY-UHFFFAOYSA-N 4-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzene-1,2-dicarbonitrile Chemical compound C1=C(C#N)C(C#N)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 CAFLLVDAMSUHFY-UHFFFAOYSA-N 0.000 claims 1
- JXWWUJDWTJYYCS-UHFFFAOYSA-N 4-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound C1=CC(C#N)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 JXWWUJDWTJYYCS-UHFFFAOYSA-N 0.000 claims 1
- SHAULNTZBPRZJR-UHFFFAOYSA-N 4-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]cyclohexane-1-carbonitrile Chemical compound C1CC(C#N)CCC1N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 SHAULNTZBPRZJR-UHFFFAOYSA-N 0.000 claims 1
- OYKOFGIGGKUSAT-UHFFFAOYSA-N 4-[[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]sulfonylmethyl]benzonitrile Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)CC1=CC=C(C#N)C=C1 OYKOFGIGGKUSAT-UHFFFAOYSA-N 0.000 claims 1
- XJGSJZDKTYSYQY-UHFFFAOYSA-N 4-[[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]methyl]benzonitrile Chemical compound C1=CC(C#N)=CC=C1CN1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 XJGSJZDKTYSYQY-UHFFFAOYSA-N 0.000 claims 1
- NCRFMZFMXPJTLM-UHFFFAOYSA-N 4-amino-5,6-difluoro-2-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzene-1,3-dicarbonitrile Chemical compound NC1=C(F)C(F)=C(C#N)C(N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1C#N NCRFMZFMXPJTLM-UHFFFAOYSA-N 0.000 claims 1
- CEODRDFAPCUYEV-UHFFFAOYSA-N 4-chloro-3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound ClC1=CC=C(C#N)C=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 CEODRDFAPCUYEV-UHFFFAOYSA-N 0.000 claims 1
- MKBICQOOEBQMNQ-UHFFFAOYSA-N 4-chloro-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound ClC1=CC=C(C#N)C=C1N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 MKBICQOOEBQMNQ-UHFFFAOYSA-N 0.000 claims 1
- BYPCYQPASFKGOL-UHFFFAOYSA-N 4-cyclopentyl-4-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]butanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(CCC#N)C1CCCC1 BYPCYQPASFKGOL-UHFFFAOYSA-N 0.000 claims 1
- QQKLULYCCPELLE-UHFFFAOYSA-N 4-cyclopropyl-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]butanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)CC1CC1 QQKLULYCCPELLE-UHFFFAOYSA-N 0.000 claims 1
- GRUWCEQHXOCEHR-UHFFFAOYSA-N 4-fluoro-2-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound FC1=CC=C(C#N)C(N2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=C1 GRUWCEQHXOCEHR-UHFFFAOYSA-N 0.000 claims 1
- FXPVFIGMSPCKHM-UHFFFAOYSA-N 4-methyl-3-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound CC1=CC=C(C#N)C=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 FXPVFIGMSPCKHM-UHFFFAOYSA-N 0.000 claims 1
- FULRJSWMDFPUSX-UHFFFAOYSA-N 4-methyl-3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound CC1=CC=C(C#N)C=C1N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 FULRJSWMDFPUSX-UHFFFAOYSA-N 0.000 claims 1
- NEZCABPBWSTXKS-UHFFFAOYSA-N 5-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-phenylpyridine-3-carboxamide Chemical compound C=1N=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1C(=O)NC1=CC=CC=C1 NEZCABPBWSTXKS-UHFFFAOYSA-N 0.000 claims 1
- WVNCJLMCVQTXTO-UHFFFAOYSA-N 5-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]benzene-1,3-dicarbonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CC(C#N)=CC(C#N)=C1 WVNCJLMCVQTXTO-UHFFFAOYSA-N 0.000 claims 1
- PXRXOLWDVATQFL-UHFFFAOYSA-N 5-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]furan-3-carbonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CC(C#N)=CO1 PXRXOLWDVATQFL-UHFFFAOYSA-N 0.000 claims 1
- XVDOPTZMOIWSBQ-UHFFFAOYSA-N 5-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]pyridine-2-carbonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CC=C(C#N)N=C1 XVDOPTZMOIWSBQ-UHFFFAOYSA-N 0.000 claims 1
- RHQRWZUIHVWBLX-UHFFFAOYSA-N 5-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]pyridine-3-carbonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CN=CC(C#N)=C1 RHQRWZUIHVWBLX-UHFFFAOYSA-N 0.000 claims 1
- MMLCBUMCJUVALW-UHFFFAOYSA-N 5-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]thiophene-2-carbonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CC=C(C#N)S1 MMLCBUMCJUVALW-UHFFFAOYSA-N 0.000 claims 1
- MJLKOGXSSAPYHK-UHFFFAOYSA-N 5-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]thiophene-3-carbonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CC(C#N)=CS1 MJLKOGXSSAPYHK-UHFFFAOYSA-N 0.000 claims 1
- RJLJDBRBJQQEAJ-UHFFFAOYSA-N 5-[4,4-difluoro-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]but-3-enyl]pyridine-3-carbonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC=C(F)F)C1=CN=CC(C#N)=C1 RJLJDBRBJQQEAJ-UHFFFAOYSA-N 0.000 claims 1
- BPWKTWPNMYUKOD-UHFFFAOYSA-N 5-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]-2-(trifluoromethyl)benzonitrile Chemical compound C1=C(C#N)C(C(F)(F)F)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 BPWKTWPNMYUKOD-UHFFFAOYSA-N 0.000 claims 1
- PYTPCLRXVQNJHT-UHFFFAOYSA-N 5-bromo-2-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzonitrile Chemical compound N#CC1=CC(Br)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 PYTPCLRXVQNJHT-UHFFFAOYSA-N 0.000 claims 1
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims 1
- WDJYVOKJVVMXRK-UHFFFAOYSA-N 5-methyl-3-[[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]methyl]-1,2-oxazole Chemical compound O1C(C)=CC(CN2N=CC(=C2)C=2C=3C=CNC=3N=CC=2)=N1 WDJYVOKJVVMXRK-UHFFFAOYSA-N 0.000 claims 1
- BJVZRDANBJZUGI-UHFFFAOYSA-N 6-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]pyridine-2-carbonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC#N)C1=CC=CC(C#N)=N1 BJVZRDANBJZUGI-UHFFFAOYSA-N 0.000 claims 1
- 208000003950 B-cell lymphoma Diseases 0.000 claims 1
- 208000032791 BCR-ABL1 positive chronic myelogenous leukemia Diseases 0.000 claims 1
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims 1
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- 206010006895 Cachexia Diseases 0.000 claims 1
- 208000005024 Castleman disease Diseases 0.000 claims 1
- 206010010741 Conjunctivitis Diseases 0.000 claims 1
- 208000011231 Crohn disease Diseases 0.000 claims 1
- 206010012438 Dermatitis atopic Diseases 0.000 claims 1
- 206010012442 Dermatitis contact Diseases 0.000 claims 1
- 208000010201 Exanthema Diseases 0.000 claims 1
- 208000005176 Hepatitis C Diseases 0.000 claims 1
- 208000007514 Herpes zoster Diseases 0.000 claims 1
- 241000598436 Human T-cell lymphotropic virus Species 0.000 claims 1
- 108060003951 Immunoglobulin Proteins 0.000 claims 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
- 208000003456 Juvenile Arthritis Diseases 0.000 claims 1
- 206010059176 Juvenile idiopathic arthritis Diseases 0.000 claims 1
- 208000007766 Kaposi sarcoma Diseases 0.000 claims 1
- 208000008839 Kidney Neoplasms Diseases 0.000 claims 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 1
- 206010025323 Lymphomas Diseases 0.000 claims 1
- 201000002481 Myositis Diseases 0.000 claims 1
- ROOGZQBWDAGYCU-TXEJJXNPSA-N NC1=NNC(S[C@@H]2CC[C@@H](CC2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=N1 Chemical compound NC1=NNC(S[C@@H]2CC[C@@H](CC2)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=N1 ROOGZQBWDAGYCU-TXEJJXNPSA-N 0.000 claims 1
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 1
- 206010038389 Renal cancer Diseases 0.000 claims 1
- 206010039705 Scleritis Diseases 0.000 claims 1
- 229940124639 Selective inhibitor Drugs 0.000 claims 1
- 206010040880 Skin irritation Diseases 0.000 claims 1
- 208000031673 T-Cell Cutaneous Lymphoma Diseases 0.000 claims 1
- 208000024799 Thyroid disease Diseases 0.000 claims 1
- 208000024770 Thyroid neoplasm Diseases 0.000 claims 1
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 1
- 206010046851 Uveitis Diseases 0.000 claims 1
- 241000700605 Viruses Species 0.000 claims 1
- ZUSWDTWYONAOPH-UHFFFAOYSA-N [2-(trifluoromethyl)phenyl]hydrazine;hydrochloride Chemical group [Cl-].[NH3+]NC1=CC=CC=C1C(F)(F)F ZUSWDTWYONAOPH-UHFFFAOYSA-N 0.000 claims 1
- ITDZZZNARHWVQA-UHFFFAOYSA-N [3-methyl-4-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]phenyl]methanol Chemical compound CC1=CC(CO)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 ITDZZZNARHWVQA-UHFFFAOYSA-N 0.000 claims 1
- FGDYBRPRGQDCHO-UHFFFAOYSA-N [3-methyl-4-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]phenyl]methanol Chemical compound CC1=CC(CO)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CN=2)=C1 FGDYBRPRGQDCHO-UHFFFAOYSA-N 0.000 claims 1
- RSDCZOXHJSXDTH-UHFFFAOYSA-N [4-[[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]methyl]cyclohexyl]methanol Chemical compound C1CC(CO)CCC1CN1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 RSDCZOXHJSXDTH-UHFFFAOYSA-N 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 230000000172 allergic effect Effects 0.000 claims 1
- 208000022531 anorexia Diseases 0.000 claims 1
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 1
- 201000008937 atopic dermatitis Diseases 0.000 claims 1
- 208000010668 atopic eczema Diseases 0.000 claims 1
- 230000001363 autoimmune Effects 0.000 claims 1
- KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 1
- 201000010902 chronic myelomonocytic leukemia Diseases 0.000 claims 1
- 201000007241 cutaneous T cell lymphoma Diseases 0.000 claims 1
- 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 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 206010061428 decreased appetite Diseases 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- PAPGIWIOUQVRHS-UHFFFAOYSA-N ethyl 4-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]benzoate Chemical compound C1=CC(C(=O)OCC)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 PAPGIWIOUQVRHS-UHFFFAOYSA-N 0.000 claims 1
- 201000005884 exanthem Diseases 0.000 claims 1
- 208000030533 eye disease Diseases 0.000 claims 1
- 208000024908 graft versus host disease Diseases 0.000 claims 1
- 125000005311 halosulfanyl group Chemical group 0.000 claims 1
- 230000002489 hematologic effect Effects 0.000 claims 1
- 208000002672 hepatitis B Diseases 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 102000018358 immunoglobulin Human genes 0.000 claims 1
- 230000002757 inflammatory effect Effects 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 201000004614 iritis Diseases 0.000 claims 1
- 201000010982 kidney cancer Diseases 0.000 claims 1
- 208000017169 kidney disease Diseases 0.000 claims 1
- 208000032839 leukemia Diseases 0.000 claims 1
- 201000007270 liver cancer Diseases 0.000 claims 1
- 208000014018 liver neoplasm Diseases 0.000 claims 1
- 201000005202 lung cancer Diseases 0.000 claims 1
- 208000020816 lung neoplasm Diseases 0.000 claims 1
- 206010025135 lupus erythematosus Diseases 0.000 claims 1
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 1
- DIKOWNMTQJVTJN-UHFFFAOYSA-N methyl 3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]benzoate Chemical compound COC(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 DIKOWNMTQJVTJN-UHFFFAOYSA-N 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- 230000035772 mutation Effects 0.000 claims 1
- 206010028417 myasthenia gravis Diseases 0.000 claims 1
- 201000005962 mycosis fungoides Diseases 0.000 claims 1
- FEPIWBHNGDDDTI-UHFFFAOYSA-N n-(1,3-benzodioxol-5-yl)-3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]benzenesulfonamide Chemical compound C=1C=C2OCOC2=CC=1NS(=O)(=O)C(C=1)=CC=CC=1C(CC#N)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 FEPIWBHNGDDDTI-UHFFFAOYSA-N 0.000 claims 1
- UGYYHFIMIFVXSN-UHFFFAOYSA-N n-(2-aminoethyl)-3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]benzamide Chemical compound NCCNC(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 UGYYHFIMIFVXSN-UHFFFAOYSA-N 0.000 claims 1
- JJBYKDNEUSYVIC-UHFFFAOYSA-N n-(3-cyanophenyl)-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]butanamide Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC)C(=O)NC1=CC=CC(C#N)=C1 JJBYKDNEUSYVIC-UHFFFAOYSA-N 0.000 claims 1
- WQEOUBGTHTYMCG-UHFFFAOYSA-N n-(3-cyanophenyl)-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanamide Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(C)C(=O)NC1=CC=CC(C#N)=C1 WQEOUBGTHTYMCG-UHFFFAOYSA-N 0.000 claims 1
- RPKINLXJEDDUDE-UHFFFAOYSA-N n-(3-cyanophenyl)-3-[[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]methyl]benzamide Chemical compound C=1C=CC(CN2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1C(=O)NC1=CC=CC(C#N)=C1 RPKINLXJEDDUDE-UHFFFAOYSA-N 0.000 claims 1
- GLABEBGUPZQZDP-UHFFFAOYSA-N n-(4-chlorophenyl)-3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]benzamide Chemical compound C1=CC(Cl)=CC=C1NC(=O)C1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 GLABEBGUPZQZDP-UHFFFAOYSA-N 0.000 claims 1
- WUDWVNOWISKUMS-UHFFFAOYSA-N n-(4-cyanophenyl)-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]butanamide Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC)C(=O)NC1=CC=C(C#N)C=C1 WUDWVNOWISKUMS-UHFFFAOYSA-N 0.000 claims 1
- VXYKYNPNDLPFCJ-UHFFFAOYSA-N n-(4-cyanophenyl)-3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]benzamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1C(=O)NC1=CC=C(C#N)C=C1 VXYKYNPNDLPFCJ-UHFFFAOYSA-N 0.000 claims 1
- UOOWWUZHELMFCT-UHFFFAOYSA-N n-(4-phenoxyphenyl)-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]butanamide Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC)C(=O)NC(C=C1)=CC=C1OC1=CC=CC=C1 UOOWWUZHELMFCT-UHFFFAOYSA-N 0.000 claims 1
- CGCMMJJSVVDARV-UHFFFAOYSA-N n-(4-phenylphenyl)-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]butanamide Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC)C(=O)NC(C=C1)=CC=C1C1=CC=CC=C1 CGCMMJJSVVDARV-UHFFFAOYSA-N 0.000 claims 1
- UJEAYTXQIODDJJ-UHFFFAOYSA-N n-[(3-phenylphenyl)methyl]-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]butanamide Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC)C(=O)NCC(C=1)=CC=CC=1C1=CC=CC=C1 UJEAYTXQIODDJJ-UHFFFAOYSA-N 0.000 claims 1
- DVXQVBJUZKRJOD-UHFFFAOYSA-N n-[(4-phenylphenyl)methyl]-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]butanamide Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC)C(=O)NCC(C=C1)=CC=C1C1=CC=CC=C1 DVXQVBJUZKRJOD-UHFFFAOYSA-N 0.000 claims 1
- LMPCJWSYXGYGOL-UHFFFAOYSA-N n-[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]-2-phenylacetamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1NC(=O)CC1=CC=CC=C1 LMPCJWSYXGYGOL-UHFFFAOYSA-N 0.000 claims 1
- OIAFXBTXMLGRMP-UHFFFAOYSA-N n-[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]-3-(trifluoromethyl)benzamide Chemical compound FC(F)(F)C1=CC=CC(C(=O)NC=2C=C(C=CC=2)C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 OIAFXBTXMLGRMP-UHFFFAOYSA-N 0.000 claims 1
- LNISPCZDVIRXJX-UHFFFAOYSA-N n-[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]-4-(trifluoromethyl)benzamide Chemical compound C1=CC(C(F)(F)F)=CC=C1C(=O)NC1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 LNISPCZDVIRXJX-UHFFFAOYSA-N 0.000 claims 1
- COGQENLQTVAYQZ-UHFFFAOYSA-N n-[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]acetamide Chemical compound CC(=O)NC1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 COGQENLQTVAYQZ-UHFFFAOYSA-N 0.000 claims 1
- AWEVPKVIOOBNII-UHFFFAOYSA-N n-[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]benzamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1NC(=O)C1=CC=CC=C1 AWEVPKVIOOBNII-UHFFFAOYSA-N 0.000 claims 1
- MHQBSZUVMOXKJV-UHFFFAOYSA-N n-[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]methanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 MHQBSZUVMOXKJV-UHFFFAOYSA-N 0.000 claims 1
- JJCGUCVQOQCCIC-UHFFFAOYSA-N n-[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]naphthalene-1-carboxamide Chemical compound C1=CC=C2C(C(NC=3C=C(C=CC=3)C(CC#N)N3N=CC(=C3)C=3C=4C=CNC=4N=CN=3)=O)=CC=CC2=C1 JJCGUCVQOQCCIC-UHFFFAOYSA-N 0.000 claims 1
- ZXXCFKDBGIRMDG-UHFFFAOYSA-N n-[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]naphthalene-2-carboxamide Chemical compound C1=CC=CC2=CC(C(NC=3C=C(C=CC=3)C(CC#N)N3N=CC(=C3)C=3C=4C=CNC=4N=CN=3)=O)=CC=C21 ZXXCFKDBGIRMDG-UHFFFAOYSA-N 0.000 claims 1
- CYWKMSDOEMFKBF-UHFFFAOYSA-N n-[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]pyridine-3-carboxamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1NC(=O)C1=CC=CN=C1 CYWKMSDOEMFKBF-UHFFFAOYSA-N 0.000 claims 1
- PPNQGMKAYPUULI-UHFFFAOYSA-N n-[3-[[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]methyl]phenyl]-3-(trifluoromethyl)benzamide Chemical compound FC(F)(F)C1=CC=CC(C(=O)NC=2C=C(CN3N=CC(=C3)C=3C=4C=CNC=4N=CN=3)C=CC=2)=C1 PPNQGMKAYPUULI-UHFFFAOYSA-N 0.000 claims 1
- VEVYJHGTEFGURU-UHFFFAOYSA-N n-[3-[[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]methyl]phenyl]benzenesulfonamide Chemical compound C=1C=CC(CN2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1NS(=O)(=O)C1=CC=CC=C1 VEVYJHGTEFGURU-UHFFFAOYSA-N 0.000 claims 1
- WZDLSGKJTAHQME-UHFFFAOYSA-N n-[3-[[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]methyl]phenyl]naphthalene-1-carboxamide Chemical compound C1=CC=C2C(C(NC=3C=C(CN4N=CC(=C4)C=4C=5C=CNC=5N=CN=4)C=CC=3)=O)=CC=CC2=C1 WZDLSGKJTAHQME-UHFFFAOYSA-N 0.000 claims 1
- WRNBLNYKSLNUIF-UHFFFAOYSA-N n-[3-[[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]methyl]phenyl]naphthalene-2-carboxamide Chemical compound C1=CC=CC2=CC(C(NC=3C=C(CN4N=CC(=C4)C=4C=5C=CNC=5N=CN=4)C=CC=3)=O)=CC=C21 WRNBLNYKSLNUIF-UHFFFAOYSA-N 0.000 claims 1
- BTFQYUJPLYJQKL-UHFFFAOYSA-N n-benzyl-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanamide Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(C)C(=O)NCC1=CC=CC=C1 BTFQYUJPLYJQKL-UHFFFAOYSA-N 0.000 claims 1
- ACBCLABDMKFTGU-UHFFFAOYSA-N n-benzyl-3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]-n-methylbenzenesulfonamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)N(C)CC1=CC=CC=C1 ACBCLABDMKFTGU-UHFFFAOYSA-N 0.000 claims 1
- HZJXDNVFGKUXHU-UHFFFAOYSA-N n-benzyl-3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]benzamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1C(=O)NCC1=CC=CC=C1 HZJXDNVFGKUXHU-UHFFFAOYSA-N 0.000 claims 1
- IDZMFWNJETYMNA-UHFFFAOYSA-N n-benzyl-3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]benzenesulfonamide Chemical compound C=1C=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1S(=O)(=O)NCC1=CC=CC=C1 IDZMFWNJETYMNA-UHFFFAOYSA-N 0.000 claims 1
- GDHMVKHWWIRWGW-UHFFFAOYSA-N n-benzyl-3-[[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]methyl]benzamide Chemical compound C=1C=CC(CN2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=CC=1C(=O)NCC1=CC=CC=C1 GDHMVKHWWIRWGW-UHFFFAOYSA-N 0.000 claims 1
- RYSXARZCHCLMKW-UHFFFAOYSA-N n-naphthalen-1-yl-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]butanamide Chemical compound C=1C=CC2=CC=CC=C2C=1NC(=O)C(CC)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 RYSXARZCHCLMKW-UHFFFAOYSA-N 0.000 claims 1
- ZNYWOCGTXLSGKS-UHFFFAOYSA-N n-naphthalen-1-yl-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanamide Chemical compound C=1C=CC2=CC=CC=C2C=1NC(=O)C(C)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 ZNYWOCGTXLSGKS-UHFFFAOYSA-N 0.000 claims 1
- BGQICWXNEYJWLQ-UHFFFAOYSA-N n-naphthalen-1-yl-3-[[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]methyl]benzamide Chemical compound C=1C=CC2=CC=CC=C2C=1NC(=O)C(C=1)=CC=CC=1CN(N=C1)C=C1C1=NC=NC2=C1C=CN2 BGQICWXNEYJWLQ-UHFFFAOYSA-N 0.000 claims 1
- XHBHMNUFTISSLS-UHFFFAOYSA-N n-naphthalen-2-yl-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]butanamide Chemical compound C=1C=C2C=CC=CC2=CC=1NC(=O)C(CC)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 XHBHMNUFTISSLS-UHFFFAOYSA-N 0.000 claims 1
- WQPPOEOMPCDPLF-UHFFFAOYSA-N n-naphthalen-2-yl-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanamide Chemical compound C=1C=C2C=CC=CC2=CC=1NC(=O)C(C)N(N=C1)C=C1C1=NC=NC2=C1C=CN2 WQPPOEOMPCDPLF-UHFFFAOYSA-N 0.000 claims 1
- RZVXRPBQQOZSHP-UHFFFAOYSA-N n-naphthalen-2-yl-3-[[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]methyl]benzamide Chemical compound C=1C=C2C=CC=CC2=CC=1NC(=O)C(C=1)=CC=CC=1CN(N=C1)C=C1C1=NC=NC2=C1C=CN2 RZVXRPBQQOZSHP-UHFFFAOYSA-N 0.000 claims 1
- DQOFAAURSQOBNF-UHFFFAOYSA-N n-phenyl-2-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]propanamide Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1C(C)C(=O)NC1=CC=CC=C1 DQOFAAURSQOBNF-UHFFFAOYSA-N 0.000 claims 1
- IPZNHIZMYLXIHS-UHFFFAOYSA-N n-phenyl-2-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]butanamide Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C(CC)C(=O)NC1=CC=CC=C1 IPZNHIZMYLXIHS-UHFFFAOYSA-N 0.000 claims 1
- 201000002528 pancreatic cancer Diseases 0.000 claims 1
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 1
- 208000025638 primary cutaneous T-cell non-Hodgkin lymphoma Diseases 0.000 claims 1
- SRMKLVJAONASJU-UHFFFAOYSA-N propan-2-yl n-[3-[2-cyano-1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]ethyl]phenyl]carbamate Chemical compound CC(C)OC(=O)NC1=CC=CC(C(CC#N)N2N=CC(=C2)C=2C=3C=CNC=3N=CN=2)=C1 SRMKLVJAONASJU-UHFFFAOYSA-N 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000000168 pyrrolyl group Chemical group 0.000 claims 1
- 206010037844 rash Diseases 0.000 claims 1
- 230000010410 reperfusion Effects 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 230000035945 sensitivity Effects 0.000 claims 1
- 210000003491 skin Anatomy 0.000 claims 1
- 230000036556 skin irritation Effects 0.000 claims 1
- 231100000475 skin irritation Toxicity 0.000 claims 1
- 231100000046 skin rash Toxicity 0.000 claims 1
- 201000002510 thyroid cancer Diseases 0.000 claims 1
- 230000000699 topical effect Effects 0.000 claims 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
- A61K31/573—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone substituted in position 21, e.g. cortisone, dexamethasone, prednisone or aldosterone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/04—Antipruritics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
- C07B59/002—Heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/05—Isotopically modified compounds, e.g. labelled
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dermatology (AREA)
- Immunology (AREA)
- Nutrition Science (AREA)
- Physiology (AREA)
- Oncology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Communicable Diseases (AREA)
- Virology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US74990505P | 2005-12-13 | 2005-12-13 | |
US81023106P | 2006-06-02 | 2006-06-02 | |
US85062506P | 2006-10-10 | 2006-10-10 | |
US85687206P | 2006-11-03 | 2006-11-03 | |
US85940406P | 2006-11-16 | 2006-11-16 | |
PCT/US2006/047369 WO2007070514A1 (en) | 2005-12-13 | 2006-12-12 | Heteroaryl substituted pyrrolo[2,3-b]pyridines and pyrrolo[2,3-b]pyrimidines as janus kinase inhibitors |
Publications (1)
Publication Number | Publication Date |
---|---|
HRP20110903T1 true HRP20110903T1 (hr) | 2012-01-31 |
Family
ID=37903501
Family Applications (7)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HR20110903T HRP20110903T1 (hr) | 2005-12-13 | 2011-12-01 | Heteroaril supstituirani pirolo[2,3-b]piridini i pirolo[2,3-b]pirimidini kao inhibitori janus kinaze |
HRP20150837TT HRP20150837T2 (hr) | 2005-12-13 | 2015-08-06 | Heteroaril supstituirani pirolo[2,3-b]piridini i pirolo[2,3-b]pirimidini kao inhibitori janus kinaze |
HRP20160112TT HRP20160112T1 (hr) | 2005-12-13 | 2016-02-02 | HETEROARIL SUPSTITUIRANI PIROLO[2,3-b]PIRIDINI I PIROLO[2,3-b]PIRIMIDINI KAO INHIBITORI JANUS KINAZE |
HRP20170090TT HRP20170090T1 (hr) | 2005-12-13 | 2017-01-19 | Heteroaril supstituirani pirolo[2,3-b]piridini i pirolo[2,3-b]pirimidini kao inhibitori janus kinaze |
HRP20170162TT HRP20170162T1 (hr) | 2005-12-13 | 2017-02-01 | HETEROARIL SUPSTITUIRANI PIROLO[2,3-b]PIRIDINI I PIROLO[2,3-b]PIRIMIDINI KAO INHIBITORI JANUS KINAZE |
HRP20170200TT HRP20170200T1 (hr) | 2005-12-13 | 2017-02-07 | HETEROARIL SUPSTITUIRANI PIROLO[2,3-b]PIRIDINI I PIROLO[2,3-b]PIRIMIDINI KAO INHIBITORI JANUS KINAZE |
HRP20181912TT HRP20181912T1 (hr) | 2005-12-13 | 2018-11-16 | Derivati pirolo[2,3-d]pirimidina kao inhibitori janus kinaze |
Family Applications After (6)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HRP20150837TT HRP20150837T2 (hr) | 2005-12-13 | 2015-08-06 | Heteroaril supstituirani pirolo[2,3-b]piridini i pirolo[2,3-b]pirimidini kao inhibitori janus kinaze |
HRP20160112TT HRP20160112T1 (hr) | 2005-12-13 | 2016-02-02 | HETEROARIL SUPSTITUIRANI PIROLO[2,3-b]PIRIDINI I PIROLO[2,3-b]PIRIMIDINI KAO INHIBITORI JANUS KINAZE |
HRP20170090TT HRP20170090T1 (hr) | 2005-12-13 | 2017-01-19 | Heteroaril supstituirani pirolo[2,3-b]piridini i pirolo[2,3-b]pirimidini kao inhibitori janus kinaze |
HRP20170162TT HRP20170162T1 (hr) | 2005-12-13 | 2017-02-01 | HETEROARIL SUPSTITUIRANI PIROLO[2,3-b]PIRIDINI I PIROLO[2,3-b]PIRIMIDINI KAO INHIBITORI JANUS KINAZE |
HRP20170200TT HRP20170200T1 (hr) | 2005-12-13 | 2017-02-07 | HETEROARIL SUPSTITUIRANI PIROLO[2,3-b]PIRIDINI I PIROLO[2,3-b]PIRIMIDINI KAO INHIBITORI JANUS KINAZE |
HRP20181912TT HRP20181912T1 (hr) | 2005-12-13 | 2018-11-16 | Derivati pirolo[2,3-d]pirimidina kao inhibitori janus kinaze |
Country Status (36)
Country | Link |
---|---|
US (16) | US7598257B2 (ja) |
EP (10) | EP2426129B1 (ja) |
JP (4) | JP5017278B2 (ja) |
KR (4) | KR101391900B1 (ja) |
CN (4) | CN103214484B (ja) |
AR (1) | AR057995A1 (ja) |
AT (1) | ATE525374T1 (ja) |
AU (1) | AU2006326548B2 (ja) |
BR (1) | BRPI0619817B8 (ja) |
CA (1) | CA2632466C (ja) |
CR (2) | CR10065A (ja) |
CY (8) | CY1112762T1 (ja) |
DK (7) | DK1966202T3 (ja) |
EA (3) | EA019504B1 (ja) |
EC (2) | ECSP088540A (ja) |
ES (10) | ES2867505T3 (ja) |
FR (1) | FR17C1013I2 (ja) |
HK (5) | HK1160115A1 (ja) |
HR (7) | HRP20110903T1 (ja) |
HU (7) | HUE030235T2 (ja) |
IL (3) | IL192019A (ja) |
LT (5) | LT2455382T (ja) |
LU (1) | LU92137I2 (ja) |
ME (1) | ME01312B (ja) |
MX (1) | MX346183B (ja) |
MY (2) | MY162590A (ja) |
NZ (2) | NZ778831A (ja) |
PL (7) | PL1966202T3 (ja) |
PT (7) | PT2474545T (ja) |
RS (7) | RS54181B9 (ja) |
SG (3) | SG179430A1 (ja) |
SI (7) | SI2455382T1 (ja) |
TW (6) | TWI553008B (ja) |
UA (2) | UA116187C2 (ja) |
WO (1) | WO2007070514A1 (ja) |
ZA (1) | ZA200805165B (ja) |
Families Citing this family (380)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005105814A1 (en) * | 2004-04-28 | 2005-11-10 | Incyte Corporation | Tetracyclic inhibitors of janus kinases |
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. |
CN101263140A (zh) * | 2005-09-16 | 2008-09-10 | 阿斯利康(瑞典)有限公司 | 作为葡萄糖激酶活化剂的杂双环化合物 |
CA2621261C (en) | 2005-09-22 | 2014-05-20 | Incyte Corporation | Azepine inhibitors of janus kinases |
US8604042B2 (en) * | 2005-11-01 | 2013-12-10 | Targegen, Inc. | Bi-aryl meta-pyrimidine inhibitors of kinases |
NZ592990A (en) * | 2005-11-01 | 2013-01-25 | Targegen Inc | Bi-aryl meta-pyrimidine inhibitors of kinases |
US8133900B2 (en) * | 2005-11-01 | 2012-03-13 | Targegen, Inc. | Use of bi-aryl meta-pyrimidine inhibitors of kinases |
SI2455382T1 (sl) * | 2005-12-13 | 2017-03-31 | Incyte Holdings Corporation | S heteroarilom substituirani pirolo(2,3b)piridini in pirolo(2,3-b)pirimidini kot zaviralci janus kinaze |
ES2408318T3 (es) * | 2005-12-23 | 2013-06-20 | Glaxosmithkline Llc | Inhibidores de azaindol de las cinasas Aurora |
WO2007116866A1 (ja) * | 2006-04-03 | 2007-10-18 | Astellas Pharma Inc. | ヘテロ化合物 |
US8741912B2 (en) * | 2006-04-05 | 2014-06-03 | Vertex Pharmaceuticals Incorporated | Deazapurines useful as inhibitors of Janus kinases |
US20100099772A1 (en) | 2006-11-20 | 2010-04-22 | Bean Bruce P | Methods, compositions, and kits for treating pain and pruritis |
US8513270B2 (en) * | 2006-12-22 | 2013-08-20 | Incyte Corporation | Substituted heterocycles as Janus kinase inhibitors |
MX2009013402A (es) | 2007-06-13 | 2010-02-24 | Incyte Corp | Sales de inhibidor de janus cinasa (r)-3-(4-(7h-pirrolo[2,3-d]piri midin-4-il)-1h-pirazol-1-il)-3-ciclopentilpropanitrilo. |
CL2008001709A1 (es) * | 2007-06-13 | 2008-11-03 | Incyte Corp | Compuestos derivados de pirrolo [2,3-b]pirimidina, moduladores de quinasas jak; composicion farmaceutica; y uso en el tratamiento de enfermedades tales como cancer, psoriasis, artritis reumatoide, entre otras. |
JP2010531850A (ja) * | 2007-07-02 | 2010-09-30 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 新規化合物 |
WO2009032338A1 (en) * | 2007-09-09 | 2009-03-12 | University Of Florida Research Foundation | Apratoxin therapeutic agents: mechanism and methods of treatment |
WO2009049028A1 (en) * | 2007-10-09 | 2009-04-16 | Targegen Inc. | Pyrrolopyrimidine compounds and their use as janus kinase modulators |
AU2008317406B2 (en) * | 2007-10-25 | 2013-07-18 | Merck Sharp & Dohme Corp. | Therapeutic compounds |
EA020777B1 (ru) * | 2007-11-16 | 2015-01-30 | Инсайт Корпорейшн | 4-пиразолил-n-арилпиримидин-2-амины, 4-пиразолил-n-пиразолилпиримидин-2-амины и 4-пиразолил-n-пиридилпиримидин-2-амины в качестве ингибиторов киназ janus |
AU2009211338B2 (en) * | 2008-02-06 | 2011-12-15 | Novartis Ag | Pyrrolo[2, 3-D] pyrimidines and use thereof as tyrosine kinase inhibitors |
US20110105436A1 (en) * | 2008-03-10 | 2011-05-05 | Auckland Uniservices Limited | Heteroaryl compounds, compositions, and methods of use in cancer treatment |
ES2602577T3 (es) * | 2008-03-11 | 2017-02-21 | Incyte Holdings Corporation | Derivados de azetidina y ciclobutano como inhibidores de JAK |
AU2009274454A1 (en) * | 2008-04-21 | 2010-01-28 | Merck Sharp & Dohme Corp. | Inhibitors of janus kinases |
JP2011518836A (ja) * | 2008-04-24 | 2011-06-30 | インサイト・コーポレイション | 大環状化合物およびそれらのキナーゼ阻害剤としての使用 |
AR071717A1 (es) | 2008-05-13 | 2010-07-07 | Array Biopharma Inc | Pirrolo[2,3-b]piridinas inhibidoras de quinasas chk1 y chk2,composiciones farmaceuticas que las contienen,proceso para prepararlas y uso de las mismas en el tratamiento y prevencion del cancer. |
WO2009155156A1 (en) * | 2008-06-18 | 2009-12-23 | Merck & Co., Inc. | Inhibitors of janus kinases |
EP2296475A4 (en) * | 2008-06-20 | 2014-03-05 | Genentech Inc | TRIAZOLOPYRIDINE COMPOUNDS JAK KINASE INHIBITORS AND METHODS |
BRPI0910021A2 (pt) * | 2008-06-20 | 2015-09-01 | Genentech Inc | "composto, composição farmacêutica, método para tratar ou atenuar a gravidade de uma doença ou condição responsiva à inibição da atividade jak2 quinas em um paciente, kit para o tratamento de uma doença ou distúrbio responsivo à inibição da jak quinase" |
CL2009001884A1 (es) * | 2008-10-02 | 2010-05-14 | Incyte Holdings Corp | Uso de 3-ciclopentil-3-[4-(7h-pirrolo[2,3-d]pirimidin-4-il)-1h-pirazol-1-il)propanonitrilo, inhibidor de janus quinasa, y uso de una composición que lo comprende para el tratamiento del ojo seco. |
JOP20190230A1 (ar) * | 2009-01-15 | 2017-06-16 | Incyte Corp | طرق لاصلاح مثبطات انزيم jak و المركبات الوسيطة المتعلقة به |
US8765727B2 (en) * | 2009-01-23 | 2014-07-01 | Incyte Corporation | Macrocyclic compounds and their use as kinase inhibitors |
AU2010249380B2 (en) * | 2009-05-22 | 2015-08-20 | Incyte Holdings Corporation | N-(hetero)aryl-pyrrolidine derivatives of pyrazol-4-yl-pyrrolo[2,3-d]pyrimidines and pyrrol-3-yl-pyrrolo[2,3-d]pyrimidines as Janus kinase inhibitors |
NZ596374A (en) * | 2009-05-22 | 2014-01-31 | Incyte Corp | 3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-1h-pyrazol-1-yl]octane- or heptane-nitrile as jak inhibitors |
PL2440558T3 (pl) | 2009-06-08 | 2015-10-30 | Takeda Pharmaceuticals Co | Związki dihydropirolonaftyrydynony jako inhibitory JAK |
DK2448938T5 (en) | 2009-06-29 | 2015-10-05 | Incyte Corp | Pyrimidinones AS PI3K inhibitors |
WO2011006073A1 (en) | 2009-07-10 | 2011-01-13 | President And Fellows Of Harvard College | Permanently charged sodium and calcium channel blockers as anti-inflammatory agents |
TWI466885B (zh) | 2009-07-31 | 2015-01-01 | Japan Tobacco Inc | 含氮螺環化合物及其醫藥用途 |
AR078012A1 (es) | 2009-09-01 | 2011-10-05 | Incyte Corp | Derivados heterociclicos de las pirazol-4-il- pirrolo (2,3-d) pirimidinas como inhibidores de la quinasa janus |
EP2485589A4 (en) | 2009-09-04 | 2013-02-06 | Biogen Idec Inc | HETEROARYARY INHIBITORS OF BTK |
TW201120041A (en) | 2009-09-10 | 2011-06-16 | Hoffmann La Roche | Inhibitors of JAK |
KR20190082985A (ko) | 2009-10-02 | 2019-07-10 | 아벡신 에이에스 | 소염제 2-옥소티아졸 및 2-옥소옥사졸 |
MX2012004180A (es) * | 2009-10-09 | 2012-07-17 | Incyte Corp | Derivados de hidroxil, ceto y glucuronido de 3-(4-7h-pirrolo[2,3-d ]pirimidin-a-il)-1h-pirazol-1-il)-3-ciclopentilpropanonitrilo. |
US8389728B2 (en) * | 2009-11-06 | 2013-03-05 | The Arizona Board Of Regents | Pollen tube stimulants from Arabidopsis pistils |
BR112012020693B1 (pt) * | 2010-02-18 | 2020-05-12 | Incyte Holdings Corporation | Derivados de ciclobutano e metilciclobutano como inibidores de janus quinase e composição que os compreende |
WO2011109217A2 (en) * | 2010-03-02 | 2011-09-09 | Immunodiagnostics, Inc. | Methods of treating or preventing rna polymerase dependent viral disorders by administration of jak2 kinase inhibitors |
AU2015205858B2 (en) * | 2010-03-10 | 2017-04-13 | Incyte Holdings Corporation | Piperidin-4-yl azetidine derivatives as jak1 inhibitors |
TWI694826B (zh) * | 2010-03-10 | 2020-06-01 | 美商英塞特公司 | 作為jak1抑制劑之哌啶-4-基三亞甲亞胺衍生物 |
CN102985424B (zh) * | 2010-04-14 | 2015-03-11 | 阵列生物制药公司 | 5,7-取代的-咪唑并[1,2-c]嘧啶 |
AR081626A1 (es) | 2010-04-23 | 2012-10-10 | Cytokinetics Inc | Compuestos amino-piridazinicos, composiciones farmaceuticas que los contienen y uso de los mismos para tratar trastornos musculares cardiacos y esqueleticos |
EP2560488B1 (en) | 2010-04-23 | 2015-10-28 | Cytokinetics, Inc. | Certain amino-pyridines and amino-triazines, compositions thereof, and methods for their use |
AR081331A1 (es) | 2010-04-23 | 2012-08-08 | Cytokinetics Inc | Amino- pirimidinas composiciones de las mismas y metodos para el uso de los mismos |
MY161078A (en) * | 2010-05-21 | 2017-04-14 | Incyte Holdings Corp | Topical formulation for a jak inhibitor |
EP2606051B1 (en) | 2010-08-20 | 2016-10-05 | Hutchison Medipharma Limited | Pyrrolopyrimidine compounds and uses thereof |
WO2012040527A2 (en) * | 2010-09-24 | 2012-03-29 | The Regents Of The University Of Michigan | Deubiquitinase inhibitors and methods for use of the same |
JP5921560B2 (ja) * | 2010-10-28 | 2016-05-24 | イノクリン ファーマシューティカルズ,インコーポレイテッド | 金属酵素阻害化合物 |
CA2816957A1 (en) | 2010-11-07 | 2012-05-10 | Targegen, Inc. | Compositions and methods for treating myelofibrosis |
EA026201B1 (ru) * | 2010-11-19 | 2017-03-31 | Инсайт Холдингс Корпорейшн | Циклобутилзамещенные производные пирролопиридина и пирролопиримидина как ингибиторы jak |
CA2818545C (en) * | 2010-11-19 | 2019-04-16 | Incyte Corporation | Heterocyclic-substituted pyrrolopyridines and pyrrolopyrimidines as jak inhibitors |
EA036970B1 (ru) * | 2010-11-19 | 2021-01-21 | Инсайт Холдингс Корпорейшн | Применение {1-{1-[3-фтор-2-(трифтометил)изоникотиноил] пиперидин-4-ил}-3-[4-(7h-пирроло[2,3-d]пиримидин-4-ил)-1н-пиразол-1-ил]азетидин-3-ил}ацетонитрила для лечения заболеваний, связанных с активностью jak1 |
WO2012082817A1 (en) * | 2010-12-16 | 2012-06-21 | Boehringer Ingelheim International Gmbh | Biarylamide inhibitors of leukotriene production |
JP5961187B2 (ja) | 2010-12-20 | 2016-08-02 | インサイト・ホールディングス・コーポレイションIncyte Holdings Corporation | Pi3k阻害剤としてのn−(1−(置換フェニル)エチル)−9h−プリン−6−アミン |
PL2675451T3 (pl) * | 2011-02-18 | 2016-05-31 | Novartis Pharma Ag | Terapia skojarzona z inhibitorem mTOR/JAK |
CN103476752B (zh) | 2011-02-24 | 2016-09-28 | 赛福伦公司 | 取代的芳香族硫化合物及其使用方法 |
AU2012232658B2 (en) | 2011-03-22 | 2016-06-09 | Advinus Therapeutics Limited | Substituted fused tricyclic compounds, compositions and medicinal applications thereof |
US8759380B2 (en) | 2011-04-22 | 2014-06-24 | Cytokinetics, Inc. | Certain heterocycles, compositions thereof, and methods for their use |
EP2710006A1 (en) * | 2011-05-17 | 2014-03-26 | Principia Biopharma Inc. | Azaindole derivatives as tyrosine kinase inhibitors |
AU2012271814A1 (en) | 2011-06-14 | 2013-12-12 | Novartis Ag | Combination of panobinostat and ruxolitinib in the treatment of cancer such as a myeloproliferative neoplasm |
US8691807B2 (en) | 2011-06-20 | 2014-04-08 | Incyte Corporation | Azetidinyl phenyl, pyridyl or pyrazinyl carboxamide derivatives as JAK inhibitors |
EP2729466B1 (en) | 2011-07-08 | 2015-08-19 | Novartis AG | Novel pyrrolo pyrimidine derivatives |
EP2741747A1 (en) | 2011-08-10 | 2014-06-18 | Novartis Pharma AG | JAK P13K/mTOR COMBINATION THERAPY |
TW201313721A (zh) | 2011-08-18 | 2013-04-01 | Incyte Corp | 作為jak抑制劑之環己基氮雜環丁烷衍生物 |
EP3513793B1 (en) | 2011-09-02 | 2021-03-10 | Incyte Holdings Corporation | Heterocyclylamines as pi3k inhibitors |
UA111854C2 (uk) | 2011-09-07 | 2016-06-24 | Інсайт Холдінгс Корпорейшн | Способи і проміжні сполуки для отримання інгібіторів jak |
CA2849336A1 (en) * | 2011-09-22 | 2013-03-29 | Merck Sharp & Dohme Corp. | Cyanomethylpyrazole carboxamides as janus kinase inhibitors |
MX2014004473A (es) * | 2011-10-12 | 2015-04-14 | Array Biopharma Inc | Imidazo [1,2-c] pirimidinas 5,7-substituidas. |
US10821111B2 (en) | 2011-11-30 | 2020-11-03 | Emory University | Antiviral JAK inhibitors useful in treating or preventing retroviral and other viral infections |
CN104185420B (zh) * | 2011-11-30 | 2017-06-09 | 埃默里大学 | 用于治疗或预防逆转录病毒和其它病毒感染的抗病毒jak抑制剂 |
US8993756B2 (en) * | 2011-12-06 | 2015-03-31 | Merck Sharp & Dohme Corp. | Pyrrolopyrimidines as janus kinase inhibitors |
AR090548A1 (es) | 2012-04-02 | 2014-11-19 | Incyte Corp | Azaheterociclobencilaminas biciclicas como inhibidores de pi3k |
WO2013173506A2 (en) | 2012-05-16 | 2013-11-21 | Rigel Pharmaceuticals, Inc. | Method of treating muscular degradation |
US9193733B2 (en) | 2012-05-18 | 2015-11-24 | Incyte Holdings Corporation | Piperidinylcyclobutyl substituted pyrrolopyridine and pyrrolopyrimidine derivatives as JAK inhibitors |
US20150197525A1 (en) | 2012-06-15 | 2015-07-16 | Concert Pharmaceuticals, Inc. | Deuterated derivatives of ruxolitinib |
MX360495B (es) | 2012-06-15 | 2018-11-06 | Concert Pharmaceuticals Inc | Derivados deuterados de ruxolitinib. |
KR20150034209A (ko) | 2012-06-26 | 2015-04-02 | 델 마 파마슈티컬스 인코포레이티드 | 디안하이드로갈락티톨, 디아세틸디안하이드로갈락티톨, 디브로모둘시톨, 또는 그의 유사체 또는 유도체를 이용하여 유전학적 다형성이 있는 환자에 있어서 티로신-키나아제-억제제 내성 악성종양, ahi1 조절곤란 또는 돌연변이를 치료하는 방법 |
EA201590272A1 (ru) * | 2012-07-27 | 2015-05-29 | Рациофарм Гмбх | Пероральные дозированные формы для модифицированного высвобождения, содержащие руксолитиниб |
US9688661B2 (en) | 2012-08-02 | 2017-06-27 | Nerviano Medical Sciences S.R.L. | Substituted pyrroles active as kinases inhibitors |
IN2015DN02008A (ja) | 2012-09-21 | 2015-08-14 | Advinus Therapeutics Ltd | |
BR112015007513A2 (pt) * | 2012-10-26 | 2017-07-04 | Hoffmann La Roche | inibidores de tirosina quinase de bruton |
KR20150074193A (ko) | 2012-11-01 | 2015-07-01 | 인사이트 코포레이션 | Jak 억제제로서 트리사이클릭 융합된 티오펜 유도체 |
ES2880814T3 (es) | 2012-11-15 | 2021-11-25 | Incyte Holdings Corp | Formas de dosificación de liberación sostenida de ruxolitinib |
US9310374B2 (en) | 2012-11-16 | 2016-04-12 | Redwood Bioscience, Inc. | Hydrazinyl-indole compounds and methods for producing a conjugate |
WO2014085154A1 (en) | 2012-11-27 | 2014-06-05 | Beth Israel Deaconess Medical Center, Inc. | Methods for treating renal disease |
CN110642741A (zh) * | 2012-12-06 | 2020-01-03 | 巴鲁克斯布隆伯格研究所 | 作为抗hbv感染的抗病毒剂的官能化苯甲酰胺衍生物 |
US9260426B2 (en) * | 2012-12-14 | 2016-02-16 | Arrien Pharmaceuticals Llc | Substituted 1H-pyrrolo [2, 3-b] pyridine and 1H-pyrazolo [3, 4-b] pyridine derivatives as salt inducible kinase 2 (SIK2) inhibitors |
EP2951164B1 (en) | 2013-01-29 | 2019-06-05 | Avexxin AS | Antiinflammatory and antitumor 2-oxothiazoles compounds |
US20150380681A1 (en) * | 2013-02-12 | 2015-12-31 | Konica Minolta, Inc. | Organic electroluminescent element and lighting device |
JP6397831B2 (ja) | 2013-03-06 | 2018-09-26 | インサイト・ホールディングス・コーポレイションIncyte Holdings Corporation | Jak阻害剤の製造方法及びその中間体 |
US20140343034A1 (en) | 2013-04-25 | 2014-11-20 | Japan Tobacco Inc. | Skin barrier function improving agent |
RS56012B1 (sr) | 2013-05-17 | 2017-09-29 | Incyte Corp | Derivati bipirazola kao inhibitori jak |
EA201690357A1 (ru) * | 2013-08-07 | 2016-07-29 | Инсайт Корпорейшн | Лекарственные формы с замедленным высвобождением для ингибитора jak1 |
TW201529074A (zh) | 2013-08-20 | 2015-08-01 | Incyte Corp | 在c-反應蛋白含量較高之實體腫瘤患者中的存活益處 |
US10570204B2 (en) | 2013-09-26 | 2020-02-25 | The Medical College Of Wisconsin, Inc. | Methods for treating hematologic cancers |
WO2015054283A1 (en) * | 2013-10-08 | 2015-04-16 | Calcimedica, Inc. | Compounds that modulate intracellular calcium |
EP3057972A4 (en) * | 2013-10-15 | 2017-03-22 | V Jin | Novel compositions, uses and methods for their preparation |
JP2016538305A (ja) | 2013-11-27 | 2016-12-08 | ノバルティス アーゲー | Jak、cdkおよびpimの阻害剤を含む組合せ療法 |
PT3318565T (pt) | 2013-12-05 | 2021-05-28 | Pfizer | Pirrolo[2,3-d]pirimidinilo, pirrolo[2,3-b]pirazinilo e pirrolo[2,3-d]piridinilo acrilamidas |
JP6367545B2 (ja) * | 2013-12-17 | 2018-08-01 | コンサート ファーマシューティカルズ インコーポレイテッド | ルキソリチニブの重水素化誘導体 |
CN110229159B (zh) * | 2013-12-18 | 2021-08-24 | 康塞特医药品有限公司 | 卢索替尼的氘代衍生物 |
KR102261733B1 (ko) * | 2013-12-18 | 2021-06-04 | 콘서트 파마슈티컬즈, 인크. | 룩소리티닙의 중수소화된 유도체 |
JOP20200094A1 (ar) | 2014-01-24 | 2017-06-16 | Dana Farber Cancer Inst Inc | جزيئات جسم مضاد لـ pd-1 واستخداماتها |
JOP20200096A1 (ar) | 2014-01-31 | 2017-06-16 | Children’S Medical Center Corp | جزيئات جسم مضاد لـ tim-3 واستخداماتها |
WO2015131080A1 (en) | 2014-02-28 | 2015-09-03 | Nimbus Lakshmi, Inc. | Tyk2 inhibitors and uses thereof |
CN106456773A (zh) | 2014-02-28 | 2017-02-22 | 因赛特公司 | 用于治疗骨髓增生异常综合征的jak1抑制剂 |
PT3116909T (pt) | 2014-03-14 | 2020-01-30 | Novartis Ag | Moléculas de anticorpos para lag-3 e suas utilizações |
MA39984B1 (fr) | 2014-04-08 | 2020-12-31 | Incyte Corp | Traitement d'affections malignes par lymphocytes b par un inhibiteur jak et pi3k combiné |
SG11201609016VA (en) | 2014-04-30 | 2016-11-29 | Incyte Corp | Processes of preparing a jak1 inhibitor and new forms thereto |
RU2564891C1 (ru) * | 2014-05-27 | 2015-10-10 | Александр Александрович Кролевец | Способ получения нанокапсул цитокининов |
WO2015184087A2 (en) * | 2014-05-28 | 2015-12-03 | Institute For Myeloma & Bone Cancer Research | Anti-cancer effects of jak2 inhibitors in combination with thalidomide derivatives and glucocorticoids |
US9498467B2 (en) | 2014-05-30 | 2016-11-22 | Incyte Corporation | Treatment of chronic neutrophilic leukemia (CNL) and atypical chronic myeloid leukemia (aCML) by inhibitors of JAK1 |
CN105218548A (zh) * | 2014-06-09 | 2016-01-06 | 上海海和药物研究开发有限公司 | 一种新型杂环化合物及其制备方法和作为激酶抑制剂的用途 |
US10077277B2 (en) | 2014-06-11 | 2018-09-18 | Incyte Corporation | Bicyclic heteroarylaminoalkyl phenyl derivatives as PI3K inhibitors |
NZ629796A (en) * | 2014-07-14 | 2015-12-24 | Signal Pharm Llc | Amorphous form of 4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7h-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-n-methylbenzamide, compositions thereof and methods of their use |
US9623028B2 (en) * | 2014-07-14 | 2017-04-18 | Signal Pharmaceuticals, Llc | Methods of treating a cancer using substituted pyrrolopyrimidine compounds, compositions thereof |
GB201413695D0 (en) | 2014-08-01 | 2014-09-17 | Avexxin As | Compound |
AR101504A1 (es) | 2014-08-11 | 2016-12-21 | Acerta Pharma Bv | Combinaciones terapéuticas de un inhibidor de la btk, un inhibidor de la pi3k, un inhibidor de la jak-2, y/o un inhibidor de la cdk4/6 |
LT3179992T (lt) | 2014-08-11 | 2022-06-27 | Acerta Pharma B.V. | Btk inhibitoriaus, pd-1 inhibitoriaus ir (arba) pd-l1 inhibitoriaus terapiniai deriniai |
HRP20211813T1 (hr) | 2014-08-11 | 2022-03-04 | Acerta Pharma B.V. | Terapeutske kombinacije inhibitora btk i inhibitora bcl-2 |
EP3180349A4 (en) | 2014-08-12 | 2018-08-22 | Monash University | Lymph directing prodrugs |
ES2874537T3 (es) * | 2014-08-21 | 2021-11-05 | Ratiopharm Gmbh | Sal oxalato de ruxolitinib |
WO2016040880A1 (en) | 2014-09-13 | 2016-03-17 | Novartis Ag | Combination therapies of alk inhibitors |
CN105524067A (zh) * | 2014-09-28 | 2016-04-27 | 江苏柯菲平医药股份有限公司 | 4-取代吡咯并[2,3-d]嘧啶化合物及其用途 |
BR112017006664A2 (pt) | 2014-10-03 | 2017-12-26 | Novartis Ag | terapias de combinação |
MA41044A (fr) | 2014-10-08 | 2017-08-15 | Novartis Ag | Compositions et procédés d'utilisation pour une réponse immunitaire accrue et traitement contre le cancer |
SG11201702401RA (en) | 2014-10-14 | 2017-04-27 | Novartis Ag | Antibody molecules to pd-l1 and uses thereof |
WO2016063294A2 (en) * | 2014-10-20 | 2016-04-28 | Msn Laboratories Private Limited | Process for the preparation of (r)-3-(4-(7h-pyrrolo[2,3-d], pyrimidin-4-yl)-1 h-pyrazol-1-yl)-3-cyclopentylpropanenitrile phosphate and its polymorphs thereof |
GB2535427A (en) | 2014-11-07 | 2016-08-24 | Nicoventures Holdings Ltd | Solution |
CZ2014773A3 (cs) | 2014-11-10 | 2016-05-18 | Zentiva, K.S. | Soli (3R)-3-cyklopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propannitrilu |
CN105777754B (zh) * | 2014-12-16 | 2019-07-26 | 北京赛林泰医药技术有限公司 | 吡咯并嘧啶化合物 |
HUE053025T2 (hu) | 2015-02-27 | 2021-06-28 | Incyte Corp | Sók és eljárások PI3K inhibitor elõállítására |
TWI788655B (zh) | 2015-02-27 | 2023-01-01 | 美商林伯士拉克許米公司 | 酪胺酸蛋白質激酶2(tyk2)抑制劑及其用途 |
TN2017000375A1 (en) | 2015-03-10 | 2019-01-16 | Aduro Biotech Inc | Compositions and methods for activating "stimulator of interferon gene" -dependent signalling |
KR101859170B1 (ko) * | 2015-04-17 | 2018-05-17 | 광주과학기술원 | 트리아졸 화합물 및 이의 용도 |
ES2734048T3 (es) * | 2015-04-29 | 2019-12-04 | Wuxi Fortune Pharmaceutical Co Ltd | Inhibidores de Janus cinasas (JAK) |
WO2016183071A1 (en) | 2015-05-11 | 2016-11-17 | Incyte Corporation | Hetero-tricyclic compounds and their use for the treatment of cancer |
WO2016183060A1 (en) | 2015-05-11 | 2016-11-17 | Incyte Corporation | Process for the synthesis of a phosphoinositide 3-kinase inhibitor |
US9988401B2 (en) | 2015-05-11 | 2018-06-05 | Incyte Corporation | Crystalline forms of a PI3K inhibitor |
WO2017004134A1 (en) | 2015-06-29 | 2017-01-05 | Nimbus Iris, Inc. | Irak inhibitors and uses thereof |
CZ2015496A3 (cs) | 2015-07-14 | 2017-01-25 | Zentiva, K.S. | Krystalické formy solí (3R)-3-cyklopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propannitrilu a jejich příprava |
WO2017011720A1 (en) * | 2015-07-16 | 2017-01-19 | Signal Pharmaceuticals, Llc | Solod forms 4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d] oxazol-6-yl)17h-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-n-methylbenzamide, compositions thereof and methods of their use |
WO2017019897A1 (en) | 2015-07-29 | 2017-02-02 | Novartis Ag | Combination therapies comprising antibody molecules to tim-3 |
LT3317301T (lt) | 2015-07-29 | 2021-07-26 | Novartis Ag | Kombinuotos terapijos, apimančios antikūno molekules prieš lag-3 |
CN114272371A (zh) | 2015-07-29 | 2022-04-05 | 诺华股份有限公司 | 包含抗pd-1抗体分子的联合疗法 |
CA2994545A1 (en) | 2015-08-03 | 2017-02-09 | President And Fellows Of Harvard College | Charged ion channel blockers and methods for use |
WO2017027717A1 (en) | 2015-08-12 | 2017-02-16 | Incyte Corporation | Bicyclic fused pyrimidine compounds as tam inhibitors |
WO2017035366A1 (en) * | 2015-08-26 | 2017-03-02 | Incyte Corporation | Pyrrolopyrimidine derivatives as tam inhibitors |
WO2017040757A1 (en) | 2015-09-02 | 2017-03-09 | Nimbus Lakshmi, Inc. | Tyk2 inhibitors and uses thereof |
JP7118888B2 (ja) | 2015-09-08 | 2022-08-16 | モナッシュ ユニバーシティ | リンパ指向性プロドラッグ |
WO2017044720A1 (en) | 2015-09-11 | 2017-03-16 | Navitor Pharmaceuticals, Inc. | Rapamycin analogs and uses thereof |
RS64114B1 (sr) | 2015-10-23 | 2023-04-28 | Navitor Pharm Inc | Modulatori interakcije sestrin-gator2 i nјihova upotreba |
EP4046655A1 (en) | 2015-11-03 | 2022-08-24 | Janssen Biotech, Inc. | Antibodies specifically binding pd-1 and their uses |
DK3371190T3 (da) | 2015-11-06 | 2022-05-23 | Incyte Corp | Heterocykliske forbindelser som pi3k-gamma-inhibitorer |
RU2601410C1 (ru) * | 2015-11-13 | 2016-11-10 | ЗАО "Р-Фарм" | {3-[(7H-ПИРРОЛО[2,3-d]ПИРИМИДИН-4-ИЛ)АЗОЛИЛ]АЗЕТИДИН-3-ИЛ}АЦЕТОНИТРИЛЫ В КАЧЕСТВЕ ИНГИБИТОРОВ ЯНУС КИНАЗ |
WO2017106352A1 (en) | 2015-12-14 | 2017-06-22 | Raze Therapeutics, Inc. | Caffeine inhibitors of mthfd2 and uses thereof |
CN108368115B (zh) * | 2015-12-15 | 2020-01-03 | 正大天晴药业集团股份有限公司 | 吡咯并嘧啶化合物的盐 |
EP3389713A2 (en) | 2015-12-17 | 2018-10-24 | Novartis AG | Combination of c-met inhibitor with antibody molecule to pd-1 and uses thereof |
CA3007671A1 (en) | 2015-12-17 | 2017-06-22 | Novartis Ag | Antibody molecules to pd-1 and uses thereof |
US9630968B1 (en) | 2015-12-23 | 2017-04-25 | Arqule, Inc. | Tetrahydropyranyl amino-pyrrolopyrimidinone and methods of use thereof |
EP3398952B1 (en) * | 2015-12-31 | 2021-07-14 | Chia Tai Tianqing Pharmaceutical Group Co., Ltd. | Synthesis process of ruxolitinib |
JP7011600B2 (ja) | 2016-01-12 | 2022-01-26 | ジェイムズ リチャード ベレンソン, | 被験体の免疫状態をモニタリングするための改善された方法 |
CZ201629A3 (cs) | 2016-01-22 | 2017-08-02 | Zentiva, K.S. | Krystalické modifikace solí (3R)-3-cyklopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propannitrilu a způsoby jejich přípravy |
JP6770580B2 (ja) * | 2016-01-26 | 2020-10-14 | 杭州華東医薬集団生物医薬有限公司Hangzhou Huadong Medicine Group Biopharmaceutical Co., Ltd. | ピロロピリミジン5員環アザ環状誘導体およびその利用 |
CN105541891B (zh) * | 2016-02-04 | 2017-11-28 | 东南大学 | 巴瑞替尼的中间体及其制备方法及由该中间体制备巴瑞替尼的方法 |
WO2017156179A1 (en) | 2016-03-09 | 2017-09-14 | Raze Therapeutics, Inc. | 3-phosphoglycerate dehydrogenase inhibitors and uses thereof |
EP3884939B1 (en) | 2016-03-09 | 2023-10-25 | Raze Therapeutics, Inc. | 3-phosphoglycerate dehydrogenase inhibitors and uses thereof |
GB201604318D0 (en) | 2016-03-14 | 2016-04-27 | Avexxin As | Combination therapy |
EP3436461B1 (en) | 2016-03-28 | 2023-11-01 | Incyte Corporation | Pyrrolotriazine compounds as tam inhibitors |
CA3019394A1 (en) | 2016-04-08 | 2017-10-12 | X4 Pharmaceuticals, Inc. | Methods for treating cancer |
CA3022519A1 (en) | 2016-05-04 | 2017-11-09 | Concert Pharmaceuticals, Inc. | Treatment of hair loss disorders with deuterated jak inhibitors |
CN107513069A (zh) * | 2016-06-16 | 2017-12-26 | 正大天晴药业集团股份有限公司 | 手性吡咯并嘧啶化合物的制备方法 |
CN107759600A (zh) | 2016-06-16 | 2018-03-06 | 正大天晴药业集团股份有限公司 | 作为jak抑制剂的吡咯并嘧啶化合物的结晶 |
CN107513067A (zh) * | 2016-06-16 | 2017-12-26 | 北京赛林泰医药技术有限公司 | 含有取代环戊基的吡咯并嘧啶化合物 |
WO2017223229A1 (en) | 2016-06-21 | 2017-12-28 | X4 Pharmaceuticals, Inc. | Cxcr4 inhibitors and uses thereof |
US11332470B2 (en) | 2016-06-21 | 2022-05-17 | X4 Pharmaceuticals, Inc. | CXCR4 inhibitors and uses thereof |
ES2870920T3 (es) | 2016-06-21 | 2021-10-28 | X4 Pharmaceuticals Inc | Inhibidores de CXCR4 y usos de los mismos |
AU2017287762C1 (en) | 2016-06-30 | 2020-04-23 | Daewoong Pharmaceutical Co., Ltd. | Pyrazolopyrimidine derivatives as kinase inhibitor |
EP3507367A4 (en) | 2016-07-05 | 2020-03-25 | Aduro BioTech, Inc. | CYCLIC DINUCLEOTID COMPOUNDS WITH INCLUDED NUCLEIC ACIDS AND USES THEREOF |
WO2018019222A1 (zh) | 2016-07-26 | 2018-02-01 | 张文燕 | 作为jak抑制剂杂环化合物,该化合物的盐类及其治疗用途 |
WO2018039310A1 (en) | 2016-08-24 | 2018-03-01 | Arqule, Inc. | Amino-pyrrolopyrimidinone compounds and methods of use thereof |
JOP20190024A1 (ar) | 2016-08-26 | 2019-02-19 | Gilead Sciences Inc | مركبات بيروليزين بها استبدال واستخداماتها |
IT201600092051A1 (it) * | 2016-09-13 | 2018-03-13 | Alessandro Antonelli | Composto medicale per il trattamento di tumori della tiroide |
CN115448916A (zh) | 2016-10-14 | 2022-12-09 | 林伯士拉克许米公司 | Tyk2抑制剂及其用途 |
CA3040286A1 (en) | 2016-10-21 | 2018-04-26 | Nimbus Lakshmi, Inc. | Tyk2 inhibitors and uses thereof |
EP3538091A4 (en) | 2016-11-08 | 2020-06-10 | Navitor Pharmaceuticals, Inc. | PHENYL AMINO PIPERIDINE MTORC INHIBITORS AND USES THEREOF |
CA3043768A1 (en) | 2016-11-29 | 2018-06-07 | PureTech Health LLC | Exosomes for delivery of therapeutic agents |
US11091451B2 (en) | 2016-12-05 | 2021-08-17 | Raze Therapeutics, Inc. | SHMT inhibitors and uses thereof |
RU2644155C1 (ru) * | 2016-12-12 | 2018-02-08 | Закрытое акционерное общество "Р-Фарм" (ЗАО "Р-Фарм") | 2-(3-(4-(7H-пирроло[2,3-d]пиримидин-4-ил)-1H-пиразол-1-ил)-1-(этилсульфонил)азетидин-3-ил)ацетонитрила геминафтилдисульфонат в качестве ингибитора Янус киназ |
US11730819B2 (en) | 2016-12-23 | 2023-08-22 | Bicycletx Limited | Peptide derivatives having novel linkage structures |
US10624968B2 (en) | 2017-01-06 | 2020-04-21 | Bicyclerd Limited | Compounds for treating cancer |
EA039352B1 (ru) * | 2017-01-19 | 2022-01-17 | Сучжоу Лонгбайотек Фармасьютикалз Ко., Лтд. | Соединение в качестве селективного ингибитора jak и его соли и терапевтическое применение |
JP7160824B2 (ja) | 2017-03-08 | 2022-10-25 | ニンバス ラクシュミ, インコーポレイテッド | Tyk2阻害剤、使用およびその製造のための方法 |
EP3375778A1 (en) | 2017-03-14 | 2018-09-19 | Artax Biopharma Inc. | Aryl-piperidine derivatives |
EP3375784A1 (en) | 2017-03-14 | 2018-09-19 | Artax Biopharma Inc. | Aza-dihydro-acridone derivatives |
US11339144B2 (en) | 2017-04-10 | 2022-05-24 | Navitor Pharmaceuticals, Inc. | Heteroaryl Rheb inhibitors and uses thereof |
JOP20180036A1 (ar) | 2017-04-18 | 2019-01-30 | Vifor Int Ag | أملاح لمثبطات فروبورتين جديدة |
WO2018200625A1 (en) | 2017-04-26 | 2018-11-01 | Navitor Pharmaceuticals, Inc. | Modulators of sestrin-gator2 interaction and uses thereof |
WO2018197893A1 (en) | 2017-04-27 | 2018-11-01 | Bicycletx Limited | Bicyclic peptide ligands and uses thereof |
UY37695A (es) | 2017-04-28 | 2018-11-30 | Novartis Ag | Compuesto dinucleótido cíclico bis 2’-5’-rr-(3’f-a)(3’f-a) y usos del mismo |
AU2018273866B2 (en) | 2017-05-23 | 2021-09-30 | Theravance Biopharma R&D Ip, Llc | Glucuronide prodrugs of Janus kinase inhibitors |
US11635435B2 (en) | 2017-06-13 | 2023-04-25 | Oncotracker, Inc. | Diagnostic, prognostic, and monitoring methods for solid tumor cancers |
EP3642240A1 (en) | 2017-06-22 | 2020-04-29 | Novartis AG | Antibody molecules to cd73 and uses thereof |
BR112019027104A2 (pt) | 2017-06-22 | 2020-08-18 | Novartis Ag | moléculas de anticorpo para cd73 e usos das mesmas |
US10899798B2 (en) | 2017-06-26 | 2021-01-26 | Bicyclerd Limited | Bicyclic peptide ligands with detectable moieties and uses thereof |
CN107298680A (zh) * | 2017-07-12 | 2017-10-27 | 海门华祥医药科技有限公司 | 一种4‑氯‑7‑氮杂吲哚的生产工艺 |
CN111194317A (zh) | 2017-07-28 | 2020-05-22 | 林伯士拉克许米公司 | Tyk2抑制剂与其用途 |
EP3668550A1 (en) | 2017-08-14 | 2020-06-24 | Bicyclerd Limited | Bicyclic peptide ligand prr-a conjugates and uses thereof |
WO2019034866A1 (en) | 2017-08-14 | 2019-02-21 | Bicyclerd Limited | BICYCLIC PEPTIDE LIGANDS CONJUGATES AND USES THEREOF |
EP3675838A4 (en) | 2017-08-29 | 2021-04-21 | PureTech LYT, Inc. | LIPID PRODUCTS DIRECTED TO THE LYMPHATIC SYSTEM |
US11883497B2 (en) | 2017-08-29 | 2024-01-30 | Puretech Lyt, Inc. | Lymphatic system-directing lipid prodrugs |
EP3684365A4 (en) | 2017-09-22 | 2021-09-08 | Kymera Therapeutics, Inc. | PROTEIN DEGRADATION AGENTS AND USES OF SUCH |
WO2019060693A1 (en) | 2017-09-22 | 2019-03-28 | Kymera Therapeutics, Inc. | CRBN LIGANDS AND USES THEREOF |
DK3687996T3 (da) | 2017-09-27 | 2022-01-10 | Incyte Corp | Salte af pyrrolotriazinderivater anvendelige som tam-inhibitorer |
CN109651424B (zh) * | 2017-10-11 | 2021-01-22 | 新发药业有限公司 | 一种7-保护基-4-(1-氢-吡唑-4-基)吡咯[2,3-d]嘧啶的合成方法 |
WO2019090143A1 (en) * | 2017-11-03 | 2019-05-09 | Aclaris Therapeutics, Inc. | Pyrazolyl pyrrolo[2,3-b]pyrimidine-5-carboxylate analogs and methods of making the same |
CN111566095A (zh) | 2017-11-03 | 2020-08-21 | 阿克拉瑞斯治疗股份有限公司 | 被取代的吡咯并吡啶jak抑制剂及其制造方法和使用方法 |
KR102034538B1 (ko) | 2017-11-28 | 2019-10-21 | 주식회사한국파마 | Jak 저해제 화합물, 및 이의 제조방법 |
AR113922A1 (es) | 2017-12-08 | 2020-07-01 | Incyte Corp | Terapia de combinación de dosis baja para el tratamiento de neoplasias mieloproliferativas |
US11608345B1 (en) | 2017-12-19 | 2023-03-21 | Puretech Lyt, Inc. | Lipid prodrugs of rapamycin and its analogs and uses thereof |
US11304954B2 (en) | 2017-12-19 | 2022-04-19 | Puretech Lyt, Inc. | Lipid prodrugs of mycophenolic acid and uses thereof |
TWI825046B (zh) | 2017-12-19 | 2023-12-11 | 英商拜西可泰克斯有限公司 | Epha2特用之雙環胜肽配位基 |
WO2019126378A1 (en) | 2017-12-19 | 2019-06-27 | Ariya Therapeutics, Inc. | Lipid prodrugs of mycophenolic acid and uses thereof |
GB201721265D0 (en) | 2017-12-19 | 2018-01-31 | Bicyclerd Ltd | Bicyclic peptide ligands specific for EphA2 |
EP3731869A4 (en) | 2017-12-26 | 2021-09-22 | Kymera Therapeutics, Inc. | KINASES IRAQ DEGRADATION AGENTS AND THEIR USES |
WO2019140387A1 (en) | 2018-01-12 | 2019-07-18 | Kymera Therapeutics, Inc. | Crbn ligands and uses thereof |
WO2019140380A1 (en) | 2018-01-12 | 2019-07-18 | Kymera Therapeutics, Inc. | Protein degraders and uses thereof |
WO2019148136A1 (en) | 2018-01-29 | 2019-08-01 | Merck Patent Gmbh | Gcn2 inhibitors and uses thereof |
AU2019211485A1 (en) | 2018-01-29 | 2020-08-06 | Merck Patent Gmbh | GCN2 inhibitors and uses thereof |
EP3746429B1 (en) | 2018-01-30 | 2022-03-09 | Incyte Corporation | Processes for preparing (1-(3-fluoro-2-(trifluoromethyl)isonicotinyl)piperidine-4-one) |
BR112020016628A2 (pt) | 2018-02-16 | 2020-12-15 | Incyte Corporation | Inibidores da via de jak1 para o tratamento de distúrbios relacionados a citocinas |
PL3759109T3 (pl) | 2018-02-26 | 2024-03-04 | Gilead Sciences, Inc. | Podstawione związki pirolizyny jako inhibitory replikacji hbv |
MX2020008814A (es) | 2018-02-27 | 2020-12-11 | Artax Biopharma Inc | Derivados de cromeno como inhibidores de la interaccion receptor de antigeno de celula t (tcr) - region no catalitica de la proteina citosolica de la proteina tirosina cinasa (nck). |
JP2021515027A (ja) | 2018-03-08 | 2021-06-17 | ノバルティス アーゲー | 抗p−セレクチン抗体の使用 |
CN110357887B (zh) * | 2018-03-26 | 2022-09-16 | 武汉誉祥医药科技有限公司 | 取代的7H-吡咯并[2,3-d]嘧啶衍生物及其制备方法和用途 |
JP2021519775A (ja) | 2018-03-30 | 2021-08-12 | インサイト・コーポレイションIncyte Corporation | Jak阻害剤を用いる化膿性汗腺炎の治療 |
JP2021519772A (ja) | 2018-03-30 | 2021-08-12 | インサイト・コーポレイションIncyte Corporation | 炎症性皮膚疾患のバイオマーカー |
CN112567247A (zh) | 2018-04-13 | 2021-03-26 | 因赛特公司 | 用于移植物抗宿主病的生物标志物 |
TW202010744A (zh) | 2018-04-24 | 2020-03-16 | 美商維泰克斯製藥公司 | 喋啶酮化合物及其用途 |
AU2019261308B2 (en) | 2018-04-24 | 2022-09-08 | Merck Patent Gmbh | Antiproliferation compounds and uses thereof |
TW202015726A (zh) | 2018-05-30 | 2020-05-01 | 瑞士商諾華公司 | Entpd2抗體、組合療法、及使用該等抗體和組合療法之方法 |
WO2019232244A2 (en) | 2018-05-31 | 2019-12-05 | Novartis Ag | Antibody molecules to cd73 and uses thereof |
US20210253576A1 (en) * | 2018-06-06 | 2021-08-19 | Gengle Therapeutics, Inc. | Pyrazolopyrimidine derivative, use thereof and pharmaceutical composition |
US10980784B2 (en) | 2018-06-15 | 2021-04-20 | Navitor Pharmaceuticals, Inc. | Rapamycin analogs and uses thereof |
GB201810316D0 (en) | 2018-06-22 | 2018-08-08 | Bicyclerd Ltd | Peptide ligands for binding to EphA2 |
US11180531B2 (en) | 2018-06-22 | 2021-11-23 | Bicycletx Limited | Bicyclic peptide ligands specific for Nectin-4 |
EP3813800A1 (en) | 2018-06-29 | 2021-05-05 | Incyte Corporation | Formulations of an axl/mer inhibitor |
JP6830460B2 (ja) * | 2018-07-05 | 2021-02-17 | コンサート ファーマシューティカルズ インコーポレイテッド | ルキソリチニブの重水素化誘導体 |
US11292792B2 (en) | 2018-07-06 | 2022-04-05 | Kymera Therapeutics, Inc. | Tricyclic CRBN ligands and uses thereof |
US20210330643A1 (en) | 2018-07-31 | 2021-10-28 | Loxo Oncology, Inc. | Spray-dried dispersions, formulations, and polymorphs of (s)-5-amino-3-(4-((5-fluoro-2-methoxybenzamido)methyl)phenyl)-1-(1,1,1-trifluoropropan-2-yl)-1h-pyrazole-4-carboxamide |
AU2019317625A1 (en) | 2018-08-10 | 2021-02-18 | Aclaris Therapeutics, Inc. | Pyrrolopyrimidine ITK inhibitors |
WO2020039401A1 (en) | 2018-08-24 | 2020-02-27 | Novartis Ag | Treatment comprising il-1βeta binding antibodies and combinations thereof |
US10548889B1 (en) | 2018-08-31 | 2020-02-04 | X4 Pharmaceuticals, Inc. | Compositions of CXCR4 inhibitors and methods of preparation and use |
JP2022500499A (ja) | 2018-09-07 | 2022-01-04 | ピク セラピューティクス, インコーポレイテッド | Eif4e阻害剤およびその使用 |
WO2020081508A1 (en) | 2018-10-15 | 2020-04-23 | Nimbus Lakshmi, Inc. | Tyk2 inhibitors and uses thereof |
WO2020084305A1 (en) | 2018-10-23 | 2020-04-30 | Bicycletx Limited | Bicyclic peptide ligands and uses thereof |
WO2020086816A1 (en) | 2018-10-24 | 2020-04-30 | Navitor Pharmaceuticals, Inc. | Polymorphic compounds and uses thereof |
EP3873433A1 (en) | 2018-10-31 | 2021-09-08 | Incyte Corporation | Combination therapy for treatment of hematological diseases |
US11352350B2 (en) | 2018-11-30 | 2022-06-07 | Kymera Therapeutics, Inc. | IRAK degraders and uses thereof |
US11053241B2 (en) | 2018-11-30 | 2021-07-06 | Nimbus Lakshmi, Inc. | TYK2 inhibitors and uses thereof |
CN109394768B (zh) * | 2018-12-10 | 2019-08-23 | 牡丹江医学院 | 一种治疗湿疹的药物及其制备方法 |
CN111320633B (zh) * | 2018-12-14 | 2022-09-27 | 中国医药研究开发中心有限公司 | 吡咯/咪唑并六元杂芳环类化合物及其制备方法和医药用途 |
WO2020131674A1 (en) | 2018-12-19 | 2020-06-25 | Array Biopharma Inc. | 7-((3,5-dimethoxyphenyl)amino)quinoxaline derivatives as fgfr inhibitors for treating cancer |
JP2022515198A (ja) | 2018-12-19 | 2022-02-17 | アレイ バイオファーマ インコーポレイテッド | FGFRチロシンキナーゼの阻害剤としての置換ピラゾロ[1,5-a]ピリジン化合物 |
EP3670659A1 (en) | 2018-12-20 | 2020-06-24 | Abivax | Biomarkers, and uses in treatment of viral infections, inflammations, or cancer |
BR112021011894A2 (pt) | 2018-12-21 | 2021-09-08 | Daiichi Sankyo Company, Limited | Composição farmacêutica |
CA3126034A1 (en) | 2019-01-23 | 2020-07-30 | Nimbus Lakshmi, Inc. | Tyk2 inhibitors and uses thereof |
WO2020165600A1 (en) | 2019-02-14 | 2020-08-20 | Bicycletx Limited | Bicyclic peptide ligand sting conjugates and uses thereof |
CN111620873B (zh) * | 2019-02-28 | 2021-12-28 | 沈阳药科大学 | 一类含哌啶的吡咯并[2,3-d]嘧啶衍生物及其制备和用途 |
US11406640B2 (en) | 2019-03-05 | 2022-08-09 | Incyte Corporation | JAK1 pathway inhibitors for the treatment of chronic lung allograft dysfunction |
US10828287B2 (en) | 2019-03-11 | 2020-11-10 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
US10780083B1 (en) | 2019-03-11 | 2020-09-22 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
SG11202109713PA (en) | 2019-03-11 | 2021-10-28 | Nocion Therapeutics Inc | Ester substituted ion channel blockers and methods for use |
KR20210145166A (ko) | 2019-03-11 | 2021-12-01 | 녹시온 테라퓨틱스 인코포레이티드 | 하전된 이온 채널 차단제 및 사용 방법 |
KR20210143791A (ko) | 2019-03-11 | 2021-11-29 | 녹시온 테라퓨틱스 인코포레이티드 | 하전된 이온 채널 차단제 및 사용 방법 |
WO2020191041A2 (en) | 2019-03-19 | 2020-09-24 | Incyte Corporation | Biomarkers for vitiligo |
BR112021018168B1 (pt) | 2019-03-21 | 2023-11-28 | Onxeo | Composição farmacêutica, combinação e kit compreendendo uma molécula dbait e um inibidor de quinase para o tratamento de câncer |
JP2022528887A (ja) | 2019-04-02 | 2022-06-16 | バイスクルテクス・リミテッド | バイシクルトキシンコンジュゲートおよびその使用 |
BR112021019748A2 (pt) | 2019-04-05 | 2021-12-07 | Kymera Therapeutics Inc | Degradadores de stat e usos dos mesmos |
AU2020262100B2 (en) | 2019-04-24 | 2023-03-16 | Elanco Us Inc. | A 7H-pyrrolo[2,3-d]pyrimidine JAK-inhibitor |
JP2022531088A (ja) | 2019-05-02 | 2022-07-06 | アクラリス セラピューティクス,インコーポレイテッド | Jak阻害剤としての置換ピロロピリジン |
CN110028509B (zh) * | 2019-05-27 | 2020-10-09 | 上海勋和医药科技有限公司 | 作为选择性jak2抑制剂的吡咯并嘧啶类化合物、其合成方法及用途 |
KR102286372B1 (ko) | 2019-05-27 | 2021-08-05 | 주식회사한국파마 | Jak 저해제 화합물, 및 이를 포함하는 의약 조성물 |
SG11202113154YA (en) | 2019-05-31 | 2021-12-30 | Ikena Oncology Inc | Tead inhibitors and uses thereof |
AU2020290995A1 (en) * | 2019-06-10 | 2022-04-07 | Incyte Corporation | Topical treatment of vitiligo by a JAK inhibitor |
MA56388A (fr) | 2019-06-27 | 2022-05-04 | Crispr Therapeutics Ag | Utilisation de lymphocytes t récepteurs d'antigènes chimériques et d'inhibiteurs de cellules nk pour le traitement du cancer |
TW202110485A (zh) | 2019-07-30 | 2021-03-16 | 英商拜西可泰克斯有限公司 | 異質雙環肽複合物 |
CN110305140B (zh) | 2019-07-30 | 2020-08-04 | 上海勋和医药科技有限公司 | 二氢吡咯并嘧啶类选择性jak2抑制剂 |
US20220235043A1 (en) * | 2019-07-31 | 2022-07-28 | Aclaris Therapeutics, Inc. | Substituted sulfonamide pyrrolopyridines as jak inhibitors |
WO2021022076A1 (en) * | 2019-08-01 | 2021-02-04 | St. Jude Children's Research Hospital | Molecules and methods related to treatment of uncontrolled cellular proliferation |
AU2020345962A1 (en) | 2019-09-11 | 2022-03-31 | Vincere Biosciences, Inc. | USP30 inhibitors and uses thereof |
AU2020347274A1 (en) | 2019-09-13 | 2022-03-31 | Nimbus Saturn, Inc. | HPK1 antagonists and uses thereof |
AU2020351324B2 (en) | 2019-09-16 | 2023-08-03 | Novartis Ag | Use of an MDM2 inhibitor for the treatment of myelofibrosis |
EP4041394A1 (en) | 2019-09-16 | 2022-08-17 | Novartis AG | Use of high-affinity, ligand-blocking, humanized anti-t-cell immunoglobulin domain and mucin domain-3 (tim-3) igg4 antibody for the treatment of myelofibrosis |
JP2022548881A (ja) | 2019-09-18 | 2022-11-22 | ノバルティス アーゲー | Entpd2抗体、組合せ療法並びに抗体及び組合せ療法を使用する方法 |
CN110538183B (zh) * | 2019-10-09 | 2021-05-04 | 吉林大学 | 一种预防和治疗小儿湿疹的组合物及其制备方法 |
EP4041204A1 (en) | 2019-10-10 | 2022-08-17 | Incyte Corporation | Biomarkers for graft-versus-host disease |
WO2021072098A1 (en) | 2019-10-10 | 2021-04-15 | Incyte Corporation | Biomarkers for graft-versus-host disease |
US11992490B2 (en) | 2019-10-16 | 2024-05-28 | Incyte Corporation | Use of JAK1 inhibitors for the treatment of cutaneous lupus erythematosus and Lichen planus (LP) |
WO2021076124A1 (en) | 2019-10-16 | 2021-04-22 | Incyte Corporation | Use of jak1 inhibitors for the treatment of cutaneous lupus erythematosus and lichen planus (lp) |
WO2021087432A1 (en) | 2019-11-01 | 2021-05-06 | Navitor Pharmaceuticals, Inc. | Methods of treatment using an mtorc1 modulator |
MX2022005335A (es) | 2019-11-06 | 2022-08-17 | Nocion Therapeutics Inc | Bloqueadores de canales ionicos cargados y metodos de uso. |
US10933055B1 (en) | 2019-11-06 | 2021-03-02 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
AU2020378630A1 (en) | 2019-11-08 | 2022-05-26 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods for the treatment of cancers that have acquired resistance to kinase inhibitors |
BR112022009710A2 (pt) | 2019-11-22 | 2022-08-09 | Incyte Corp | Terapia de combinação compreendendo um inibidor de alk2 e um inibidor de jak2 |
KR20220128345A (ko) | 2019-12-05 | 2022-09-20 | 아나쿠리아 테라퓨틱스, 인코포레이티드 | 라파마이신 유사체 및 이의 용도 |
CA3161878A1 (en) | 2019-12-17 | 2021-06-24 | Matthew M. Weiss | Irak degraders and uses thereof |
EP4076524A4 (en) | 2019-12-17 | 2023-11-29 | Kymera Therapeutics, Inc. | IRAQ DEGRADERS AND USES THEREOF |
TW202136242A (zh) | 2019-12-23 | 2021-10-01 | 美商凱麥拉醫療公司 | Smarca降解劑及其用途 |
US11091447B2 (en) | 2020-01-03 | 2021-08-17 | Berg Llc | UBE2K modulators and methods for their use |
WO2021148581A1 (en) | 2020-01-22 | 2021-07-29 | Onxeo | Novel dbait molecule and its use |
IL295362A (en) | 2020-02-05 | 2022-10-01 | Puretech Lyt Inc | Lipid drug inhibitors of neurosteroids |
CN111728975A (zh) * | 2020-02-25 | 2020-10-02 | 广东省检迅检测科技有限公司 | 用于减少运动损伤和促进运动损伤修复的组合物 |
AU2021230289A1 (en) | 2020-03-03 | 2022-09-29 | PIC Therapeutics, Inc. | eIF4E inhibitors and uses thereof |
IL295950A (en) | 2020-03-11 | 2022-10-01 | Nocion Therapeutics Inc | Charged ion channel blockers and methods of use |
BR112022018678A2 (pt) | 2020-03-19 | 2022-11-01 | Kymera Therapeutics Inc | Degradadores de mdm2 e usos dos mesmos |
EP3892280A3 (en) | 2020-04-09 | 2022-01-12 | Children's Hospital Medical Center | Sars-cov-2 infection biomarkers and uses thereof |
WO2021206766A1 (en) | 2020-04-09 | 2021-10-14 | Children's Hospital Medical Center | Sars-cov-2 infection biomarkers and uses thereof |
US11324750B2 (en) | 2020-04-09 | 2022-05-10 | Children's Hospital Medical Center | Compositions and methods for the treatment of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) infection |
US20230218644A1 (en) | 2020-04-16 | 2023-07-13 | Som Innovation Biotech, S.A. | Compounds for use in the treatment of viral infections by respiratory syndrome-related coronavirus |
WO2021236139A1 (en) | 2020-05-21 | 2021-11-25 | Concert Pharmaceuticals, Inc. | Novel deuterated jak inhibitor and uses thereof |
AU2021283271A1 (en) | 2020-06-02 | 2022-12-15 | Incyte Corporation | Processes of preparing a JAK1 inhibitor |
US11833155B2 (en) | 2020-06-03 | 2023-12-05 | Incyte Corporation | Combination therapy for treatment of myeloproliferative neoplasms |
TW202210483A (zh) | 2020-06-03 | 2022-03-16 | 美商凱麥拉醫療公司 | Irak降解劑之結晶型 |
CN115835868A (zh) | 2020-06-03 | 2023-03-21 | 因赛特公司 | 用于治疗骨髓增生性赘生物的鲁索利替尼与incb057643的组合 |
US11345681B1 (en) | 2020-06-05 | 2022-05-31 | Kinnate Biopharma Inc. | Inhibitors of fibroblast growth factor receptor kinases |
WO2021260657A1 (en) | 2020-06-26 | 2021-12-30 | Crispr Therapeutics Ag | Allogeneic cell therapy of b cell malignancies using genetically engineered t cells targeting cd19 |
EP3944859A1 (en) | 2020-07-30 | 2022-02-02 | Assistance Publique Hôpitaux de Paris | Method for treating immune toxicities induced by immune checkpoint inhibitors |
US11751108B2 (en) * | 2020-08-05 | 2023-09-05 | Qualcomm Incorporated | Execution of reduced signaling handover |
US20230322787A1 (en) * | 2020-08-12 | 2023-10-12 | Concert Pharmaceuticals, Inc. | Process for preparing enantiomerically enriched jak inhibitors |
MX2023001588A (es) | 2020-08-17 | 2023-05-03 | Bicycletx Ltd | Conjugados biciclo específicos para nectina-4 y usos de estos. |
WO2022040172A1 (en) | 2020-08-18 | 2022-02-24 | Incyte Corporation | Process and intermediates for preparing a jak1 inhibitor |
KR20230096973A (ko) | 2020-08-18 | 2023-06-30 | 인사이트 코포레이션 | Jak 저해제를 제조하기 위한 방법 및 중간체 |
CA3190461A1 (en) * | 2020-09-16 | 2022-03-24 | Young Jun Park | Pyrimido pyrimidinone compound and pharmaceutical composition comprising the same |
JP2023542137A (ja) | 2020-09-16 | 2023-10-05 | インサイト・コーポレイション | 白斑の局所処置 |
CA3197645A1 (en) | 2020-10-02 | 2022-04-07 | Incyte Corporation | Topical ruxolitinib for treating lichen planus |
EP4225316A1 (en) | 2020-10-08 | 2023-08-16 | Novartis AG | Use of an erk inhibitor for the treatment of myelofibrosis |
TW202227077A (zh) | 2020-10-08 | 2022-07-16 | 瑞士商諾華公司 | Erk抑制劑用於治療骨髓纖維化之用途 |
CN114437079A (zh) * | 2020-10-30 | 2022-05-06 | 杭州邦顺制药有限公司 | 吡咯嘧啶五元氮杂环化合物的晶型 |
KR102551758B1 (ko) | 2020-11-30 | 2023-07-05 | 주식회사한국파마 | 신규한 jak 특이 저해제 화합물, 및 이의 제조방법 |
WO2022120353A1 (en) | 2020-12-02 | 2022-06-09 | Ikena Oncology, Inc. | Tead inhibitors and uses thereof |
KR20230131189A (ko) | 2020-12-02 | 2023-09-12 | 이케나 온콜로지, 인코포레이티드 | Tead 억제제 및 이의 용도 |
IL303410A (en) | 2020-12-04 | 2023-08-01 | Incyte Corp | Jack inhibitor with vitamin D analogue for the treatment of skin diseases |
IL303238A (en) | 2020-12-08 | 2023-07-01 | Incyte Corp | Jak1 pathway inhibitors for the treatment of vitiligo |
AU2021401834A1 (en) | 2020-12-18 | 2023-07-06 | Boehringer Ingelheim Animal Health USA Inc. | Boron containing pyrazole compounds, compositions comprising them, methods and uses thereof |
CA3207859A1 (en) | 2021-01-11 | 2022-07-14 | Incyte Corporation | Combination therapy comprising jak pathway inhibitor and rock inhibitor |
WO2022165530A1 (en) * | 2021-02-01 | 2022-08-04 | Janssen Biotech, Inc. | Small molecule inhibitors of salt inducible kinases |
WO2022167457A1 (en) | 2021-02-02 | 2022-08-11 | Liminal Biosciences Limited | Gpr84 antagonists and uses thereof |
BR112023015584A2 (pt) | 2021-02-02 | 2023-10-24 | Liminal Biosciences Ltd | Antagonistas de gpr84 e usos dos mesmos |
CN116981669A (zh) * | 2021-02-05 | 2023-10-31 | 上海齐鲁制药研究中心有限公司 | 嘧啶或吡啶并杂环类腺苷受体抑制剂及其制备方法和用途 |
US11773103B2 (en) | 2021-02-15 | 2023-10-03 | Kymera Therapeutics, Inc. | IRAK4 degraders and uses thereof |
KR20230148208A (ko) | 2021-02-25 | 2023-10-24 | 임팩트 바이오메디신스, 인코포레이티드 | 골수섬유증과 같은 혈액 악성종양을 치료하기 위한 bet 억제제 단독 또는 페드라티닙 또는 룩솔리티닙과의 조합물의 용도 |
US11926625B2 (en) | 2021-03-05 | 2024-03-12 | Nimbus Saturn, Inc. | HPK1 antagonists and uses thereof |
EP4323066A1 (en) | 2021-04-16 | 2024-02-21 | Ikena Oncology, Inc. | Mek inhibitors and uses thereof |
US20230134932A1 (en) | 2021-08-25 | 2023-05-04 | PIC Therapeutics, Inc. | Eif4e inhibitors and uses thereof |
WO2023028235A1 (en) | 2021-08-25 | 2023-03-02 | PIC Therapeutics, Inc. | Eif4e inhibitors and uses thereof |
CA3231996A1 (en) * | 2021-09-18 | 2023-03-23 | Satya Srinivas HANUMARA | An improved process for the preparation of ruxolitinib phosphate |
IL312330A (en) | 2021-10-25 | 2024-06-01 | Kymera Therapeutics Inc | TYK2 joints and their uses |
WO2023102559A1 (en) | 2021-12-03 | 2023-06-08 | Incyte Corporation | Topical formulations of ruxolitinib with an organic amine ph adjusting agent for treatment of skin diseases |
WO2023114984A1 (en) | 2021-12-17 | 2023-06-22 | Ikena Oncology, Inc. | Tead inhibitors and uses thereof |
CN114044777B (zh) * | 2022-01-10 | 2022-04-19 | 南京佰麦生物技术有限公司 | 一种磷酸芦可替尼的制备方法 |
CN114456181A (zh) * | 2022-02-21 | 2022-05-10 | 浙江乐普药业股份有限公司 | 一种芦可替尼的制备方法 |
WO2023173057A1 (en) | 2022-03-10 | 2023-09-14 | Ikena Oncology, Inc. | Mek inhibitors and uses thereof |
WO2023173053A1 (en) | 2022-03-10 | 2023-09-14 | Ikena Oncology, Inc. | Mek inhibitors and uses thereof |
WO2023211889A1 (en) | 2022-04-25 | 2023-11-02 | Ikena Oncology, Inc. | Polymorphic compounds and uses thereof |
US11878958B2 (en) | 2022-05-25 | 2024-01-23 | Ikena Oncology, Inc. | MEK inhibitors and uses thereof |
WO2024028365A1 (en) | 2022-08-02 | 2024-02-08 | Liminal Biosciences Limited | Substituted pyridone gpr84 antagonists and uses thereof |
WO2024028363A1 (en) | 2022-08-02 | 2024-02-08 | Liminal Biosciences Limited | Heteroaryl carboxamide and related gpr84 antagonists and uses thereof |
WO2024028364A1 (en) | 2022-08-02 | 2024-02-08 | Liminal Biosciences Limited | Aryl-triazolyl and related gpr84 antagonists and uses thereof |
WO2024028193A1 (en) | 2022-08-03 | 2024-02-08 | Medichem, S.A. | Stable oral pharmaceutical formulation containing ruxolitinib hemifumarate |
WO2024099396A1 (zh) * | 2022-11-11 | 2024-05-16 | 浙江奥翔药业股份有限公司 | 芦可替尼晶体及其药物组合物 |
WO2024112894A1 (en) | 2022-11-22 | 2024-05-30 | PIC Therapeutics, Inc. | Eif4e inhibitors and uses thereof |
Family Cites Families (311)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2985589A (en) * | 1957-05-22 | 1961-05-23 | Universal Oil Prod Co | Continuous sorption process employing fixed bed of sorbent and moving inlets and outlets |
US3632836A (en) | 1968-10-25 | 1972-01-04 | Dow Chemical Co | Solid curable polyepoxides modified with hydrolyzed liquid polyepoxides |
US3832460A (en) * | 1971-03-19 | 1974-08-27 | C Kosti | Anesthetic-vasoconstrictor-antihistamine composition for the treatment of hypertrophied oral tissue |
US4140755A (en) * | 1976-02-13 | 1979-02-20 | Hoffmann-La Roche Inc. | Sustained release tablet formulations |
DE3036390A1 (de) | 1980-09-26 | 1982-05-13 | Troponwerke GmbH & Co KG, 5000 Köln | Neue pyrrolo-pyrimidine, verfahren zu ihrer herstellung und ihre verwendung bei der herstellung von biologischen wirkstoffen |
DE3220113A1 (de) * | 1982-05-28 | 1983-12-01 | Basf Ag, 6700 Ludwigshafen | Difluormethoxiphenylthiophosphorsaeureester |
US4402832A (en) * | 1982-08-12 | 1983-09-06 | Uop Inc. | High efficiency continuous separation process |
US4404335A (en) | 1982-08-16 | 1983-09-13 | The Dow Chemical Company | Hydrolyzing epoxy resins in absence of solvent and in presence of oxalic acid and a phosphonium compound |
US4548990A (en) * | 1983-08-15 | 1985-10-22 | Ciba-Geigy Corporation | Crosslinked, porous polymers for controlled drug delivery |
US4498991A (en) * | 1984-06-18 | 1985-02-12 | Uop Inc. | Serial flow continuous separation process |
NL8403224A (nl) * | 1984-10-24 | 1986-05-16 | Oce Andeno Bv | Dioxafosforinanen, de bereiding ervan en de toepassing voor het splitsen van optisch actieve verbindingen. |
CA1306260C (en) | 1985-10-18 | 1992-08-11 | Shionogi & Co., Ltd. | Condensed imidazopyridine derivatives |
US4921947A (en) | 1986-03-31 | 1990-05-01 | Eli Lilly And Company | Process for preparing macrolide derivatives |
JPH0710876Y2 (ja) | 1989-08-31 | 1995-03-15 | 石垣機工株式会社 | スクリュープレスにおける脱水筒の洗浄装置 |
DK0495982T3 (da) * | 1989-10-11 | 1996-07-01 | Teijin Ltd | Bicyklisk pyrimidinderivat, fremgangsmåde til fremstilling deraf og farmaceutisk præparat omfattende dette som en aktiv bestanddel |
US5403593A (en) | 1991-03-04 | 1995-04-04 | Sandoz Ltd. | Melt granulated compositions for preparing sustained release dosage forms |
IT1258781B (it) * | 1992-01-16 | 1996-02-29 | Zambon Spa | Composizione farmaceutica oftalmica contenente n-acetilcisteina e polivinilalcol |
US5521184A (en) | 1992-04-03 | 1996-05-28 | Ciba-Geigy Corporation | Pyrimidine derivatives and processes for the preparation thereof |
FR2695126B1 (fr) | 1992-08-27 | 1994-11-10 | Sanofi Elf | Dérivés d'acide thiényl ou pyrrolyl carboxyliques, leur préparation et médicaments les contenant. |
AU671491B2 (en) | 1992-12-18 | 1996-08-29 | F. Hoffmann-La Roche Ag | N-oxycarbonyl substituted 5'-deoxy-5-fluorcytidines |
JPH0710876A (ja) * | 1993-06-24 | 1995-01-13 | Teijin Ltd | 4位に環状アミノ基を有するピロロ[2,3―d]ピリミジン |
USH1439H (en) | 1993-10-18 | 1995-05-02 | The Dow Chemical Company | Method to increase the level of α-glycol in liquid epoxy resin |
EP0727217A3 (en) | 1995-02-10 | 1997-01-15 | Suntory Ltd | Pharmaceutical and cosmetic compositions containing God-type ellagitannin as an active ingredient |
US5856326A (en) * | 1995-03-29 | 1999-01-05 | Merck & Co., Inc. | Inhibitors of farnesyl-protein transferase |
IL117580A0 (en) | 1995-03-29 | 1996-07-23 | Merck & Co Inc | Inhibitors of farnesyl-protein transferase and pharmaceutical compositions containing them |
BR9609613A (pt) | 1995-07-05 | 1999-05-25 | Du Pont | Composto composição fungicida e método de controle de doenças de plantas |
BR9609617B1 (pt) | 1995-07-06 | 2010-07-27 | derivados de 7h-pirrol[2,3-d]pirimidina, e composição farmacêutica. | |
US5630943A (en) * | 1995-11-30 | 1997-05-20 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Discontinuous countercurrent chromatographic process and apparatus |
GB9604361D0 (en) | 1996-02-29 | 1996-05-01 | Pharmacia Spa | 4-Substituted pyrrolopyrimidine compounds as tyrosine kinase inhibitors |
AU727939B2 (en) | 1996-04-03 | 2001-01-04 | Merck & Co., Inc. | A method of treating cancer |
CA2251955A1 (en) | 1996-04-18 | 1997-10-23 | Nancy E. Kohl | A method of treating cancer |
US5795909A (en) * | 1996-05-22 | 1998-08-18 | Neuromedica, Inc. | DHA-pharmaceutical agent conjugates of taxanes |
JP2000508335A (ja) | 1996-05-30 | 2000-07-04 | メルク エンド カンパニー インコーポレーテッド | 癌の治療方法 |
US6624138B1 (en) * | 2001-09-27 | 2003-09-23 | Gp Medical | Drug-loaded biological material chemically treated with genipin |
CA2286239A1 (en) | 1997-04-07 | 1998-10-15 | Merck & Co., Inc. | A method of treating cancer |
US6060038A (en) * | 1997-05-15 | 2000-05-09 | Merck & Co., Inc. | Radiolabeled farnesyl-protein transferase inhibitors |
US6063284A (en) | 1997-05-15 | 2000-05-16 | Em Industries, Inc. | Single column closed-loop recycling with periodic intra-profile injection |
JP2001513502A (ja) * | 1997-08-11 | 2001-09-04 | ベーリンガー インゲルハイム ファーマシューティカルズ インコーポレイテッド | 5,6−ヘテロアリールジピリド[2,3−b:3’,2’−f]アゼピン類及びHIV感染の予防及び治療におけるそれらの使用 |
US7153845B2 (en) | 1998-08-25 | 2006-12-26 | Columbia Laboratories, Inc. | Bioadhesive progressive hydration tablets |
US6075056A (en) | 1997-10-03 | 2000-06-13 | Penederm, Inc. | Antifungal/steroid topical compositions |
SE9800729L (sv) | 1998-03-06 | 1999-09-07 | Scotia Lipidteknik Ab | Ny topikal formulering I |
US6025366A (en) | 1998-04-02 | 2000-02-15 | Merck & Co., Inc. | Antagonists of gonadotropin releasing hormone |
US6232320B1 (en) | 1998-06-04 | 2001-05-15 | Abbott Laboratories | Cell adhesion-inhibiting antiinflammatory compounds |
KR20010052570A (ko) | 1998-06-04 | 2001-06-25 | 스티븐 에프. 웨인스톡 | 세포 유착을 억제하는 소염성 화합물 |
PA8474101A1 (es) | 1998-06-19 | 2000-09-29 | Pfizer Prod Inc | Compuestos de pirrolo [2,3-d] pirimidina |
ATE265458T1 (de) | 1998-06-19 | 2004-05-15 | Pfizer Prod Inc | Pyrrolo(2,3-d)pyrimidin-verbindungen |
DE69942097D1 (de) | 1998-08-11 | 2010-04-15 | Novartis Ag | Isochinoline derivate mit angiogenesis-hemmender wirkung |
JP2000119271A (ja) | 1998-08-12 | 2000-04-25 | Hokuriku Seiyaku Co Ltd | 1h―イミダゾピリジン誘導体 |
ES2190241T3 (es) * | 1998-09-10 | 2003-07-16 | Nycomed Danmark As | Compuestos farmaceuticos de liberacion rapida de substancias medicamentosas. |
US6375839B1 (en) * | 1998-10-29 | 2002-04-23 | Institut Francais Du Petrole | Process and device for separation with variable-length chromatographic zones |
FR2785196B1 (fr) * | 1998-10-29 | 2000-12-15 | Inst Francais Du Petrole | Procede et dispositif de separation avec des zones chromatographiques a longueur variable |
US6413419B1 (en) * | 1998-10-29 | 2002-07-02 | Institut Francais Du Petrole | Process and device for separation with variable-length chromatographic |
US6133031A (en) | 1999-08-19 | 2000-10-17 | Isis Pharmaceuticals Inc. | Antisense inhibition of focal adhesion kinase expression |
JP2002538121A (ja) | 1999-03-03 | 2002-11-12 | メルク エンド カムパニー インコーポレーテッド | プレニルタンパク質トランスフェラーゼの阻害剤 |
GB9905075D0 (en) | 1999-03-06 | 1999-04-28 | Zeneca Ltd | Chemical compounds |
US6217895B1 (en) * | 1999-03-22 | 2001-04-17 | Control Delivery Systems | Method for treating and/or preventing retinal diseases with sustained release corticosteroids |
US6239113B1 (en) * | 1999-03-31 | 2001-05-29 | Insite Vision, Incorporated | Topical treatment or prevention of ocular infections |
WO2000063168A1 (en) | 1999-04-16 | 2000-10-26 | Coelacanth Chemical Corporation | Synthesis of azetidine derivatives |
US6921763B2 (en) | 1999-09-17 | 2005-07-26 | Abbott Laboratories | Pyrazolopyrimidines as therapeutic agents |
EP1221443B1 (en) | 1999-10-13 | 2004-09-01 | Banyu Pharmaceutical Co., Ltd. | Substituted imidazolidinone derivatives |
US7235258B1 (en) | 1999-10-19 | 2007-06-26 | Nps Pharmaceuticals, Inc. | Sustained-release formulations for treating CNS-mediated disorders |
DE60007552T2 (de) * | 1999-12-10 | 2004-09-23 | Pfizer Products Inc., Groton | PYRROLO[2,3-d]PYRIMIDIN-VERBINDUNGEN ALS PROTEIN KINASEN HEMMER |
AP1917A (en) * | 1999-12-24 | 2008-11-12 | Aventis Pharma Ltd | Azaindoles |
GB0004890D0 (en) | 2000-03-01 | 2000-04-19 | Astrazeneca Uk Ltd | Chemical compounds |
US7235551B2 (en) * | 2000-03-02 | 2007-06-26 | Smithkline Beecham Corporation | 1,5-disubstituted-3,4-dihydro-1h-pyrimido[4,5-d]pyrimidin-2-one compounds and their use in treating csbp/p38 kinase mediated diseases |
TR200302105T4 (tr) * | 2000-04-07 | 2004-02-23 | Laboratoire Medidom S. A. | Siklosporin, hiyalüronik asit ve polisorbat içeren göz formülasyonları. |
WO2001081345A1 (fr) | 2000-04-20 | 2001-11-01 | Mitsubishi Pharma Corporation | Composes d'amides aromatiques |
PT3029041T (pt) * | 2000-04-25 | 2020-05-13 | Icos Corp | Inibidores de fosfatidil-inositol 3-quinase delta humana |
JP4954426B2 (ja) | 2000-06-16 | 2012-06-13 | キュリス,インコーポレイテッド | 血管形成調節組成物及び利用 |
US7498304B2 (en) * | 2000-06-16 | 2009-03-03 | Curis, Inc. | Angiogenesis-modulating compositions and uses |
US6335342B1 (en) | 2000-06-19 | 2002-01-01 | Pharmacia & Upjohn S.P.A. | Azaindole derivatives, process for their preparation, and their use as antitumor agents |
US6930115B2 (en) | 2000-06-23 | 2005-08-16 | Mitsubishi Pharma Corporation | Antitumor effect potentiators |
MXPA03000068A (es) * | 2000-06-26 | 2003-09-25 | Pfizer Prod Inc | Compuestos de pirrolo (2,3-d)pirimidina como agentes inmunosupresores. |
CZ303572B6 (cs) | 2000-06-28 | 2012-12-12 | Smithkline Beecham P. L. C. | Jemne rozmelnený prostredek a zpusob jeho prípravy |
WO2002016370A1 (fr) | 2000-08-22 | 2002-02-28 | Hokuriku Seiyaku Co., Ltd. | Derives de 1h-imidazopyridine |
US20020111353A1 (en) * | 2000-12-05 | 2002-08-15 | Mark Ledeboer | Inhibitors of c-Jun N-terminal kinases (JNK) and other protein kinases |
GB0100622D0 (en) | 2001-01-10 | 2001-02-21 | Vernalis Res Ltd | Chemical compounds V111 |
EP1351936A1 (en) * | 2001-01-15 | 2003-10-15 | Glaxo Group Limited | Aryl piperidine and piperazine derivatives as inducers of ldl-receptor expression |
EP1363702A4 (en) | 2001-01-30 | 2007-08-22 | Cytopia Pty Ltd | PROCESS FOR INHIBITING KINASES |
EP1404669A2 (en) | 2001-05-16 | 2004-04-07 | Vertex Pharmaceuticals Incorporated | Heterocyclic substituted pyrazoles as inhibitors of src and other protein kinases |
US7301023B2 (en) | 2001-05-31 | 2007-11-27 | Pfizer Inc. | Chiral salt resolution |
GB0115109D0 (en) * | 2001-06-21 | 2001-08-15 | Aventis Pharma Ltd | Chemical compounds |
GB0115393D0 (en) | 2001-06-23 | 2001-08-15 | Aventis Pharma Ltd | Chemical compounds |
ES2274986T3 (es) * | 2001-08-01 | 2007-06-01 | MERCK & CO., INC. | Derivados de benzimidazo 4,5-f/isoquinolinona. |
JP4456365B2 (ja) | 2001-09-19 | 2010-04-28 | アベンティス・ファーマ・ソシエテ・アノニム | 化合物 |
US6429231B1 (en) | 2001-09-24 | 2002-08-06 | Bradley Pharmaceuticals, Inc. | Compositions containing antimicrobials and urea for the treatment of dermatological disorders and methods for their use |
TWI302836B (en) | 2001-10-30 | 2008-11-11 | Novartis Ag | Staurosporine derivatives as inhibitors of flt3 receptor tyrosine kinase activity |
JP2003155285A (ja) | 2001-11-19 | 2003-05-27 | Toray Ind Inc | 環状含窒素誘導体 |
EP1460059A4 (en) * | 2001-11-30 | 2005-01-05 | Teijin Ltd | PROCESS FOR PRODUCING 5- (3-CYANOPHENYL) -3-FORMYLBENZOIC ACID COMPOUND |
GT200200234A (es) | 2001-12-06 | 2003-06-27 | Compuestos cristalinos novedosos | |
US6995144B2 (en) * | 2002-03-14 | 2006-02-07 | Eisai Co., Ltd. | Nitrogen containing heterocyclic compounds and medicines containing the same |
IL164438A0 (en) | 2002-04-15 | 2005-12-18 | Adams Lab Inc | Sustaubed release of guaifenesin combination drugs |
TW200403058A (en) | 2002-04-19 | 2004-03-01 | Bristol Myers Squibb Co | Heterocyclo inhibitors of potassium channel function |
WO2003091246A1 (en) * | 2002-04-26 | 2003-11-06 | Vertex Pharmaceuticals Incorporated | Pyrrole derivatives as inhibitors of erk2 and uses thereof |
CA2483084A1 (en) | 2002-05-02 | 2003-11-13 | Merck & Co., Inc. | Tyrosine kinase inhibitors |
MXPA04011004A (es) * | 2002-05-07 | 2005-01-25 | Control Delivery Sys Inc | Procesos para formar un dispositivo de administracion de farmaco. |
DE60317198T2 (de) * | 2002-05-23 | 2008-12-04 | Cytopia Research Pty. Ltd., Richmond | Proteinkinaseinhibitoren |
TW200406374A (en) | 2002-05-29 | 2004-05-01 | Novartis Ag | Diaryl urea derivatives useful for the treatment of protein kinase dependent diseases |
EP1535934A4 (en) * | 2002-06-26 | 2005-11-02 | Idemitsu Kosan Co | HYDROGEN COPOLYMER, PROCESS FOR PRODUCING THE SAME, AND THERMOFUSIBLE ADHESIVE COMPOSITION CONTAINING SAME |
GB0215676D0 (en) | 2002-07-05 | 2002-08-14 | Novartis Ag | Organic compounds |
GB0215844D0 (en) | 2002-07-09 | 2002-08-14 | Novartis Ag | Organic compounds |
WO2004007472A1 (ja) | 2002-07-10 | 2004-01-22 | Ono Pharmaceutical Co., Ltd. | Ccr4アンタゴニストおよびその医薬用途 |
EP1542768A1 (en) | 2002-09-20 | 2005-06-22 | Alcon, Inc. | Use of cytokine synthesis inhibitors for the treatment of dry eye disorders |
US20040204404A1 (en) * | 2002-09-30 | 2004-10-14 | Robert Zelle | Human N-type calcium channel blockers |
CA2506773A1 (en) | 2002-11-04 | 2004-05-21 | Vertex Pharmaceuticals Incorporated | Heteroaryl-pyramidine derivatives as jak inhibitors |
US8034831B2 (en) | 2002-11-06 | 2011-10-11 | Celgene Corporation | Methods for the treatment and management of myeloproliferative diseases using 4-(amino)-2-(2,6-Dioxo(3-piperidyl)-isoindoline-1,3-dione in combination with other therapies |
TWI335913B (en) | 2002-11-15 | 2011-01-11 | Vertex Pharma | Diaminotriazoles useful as inhibitors of protein kinases |
US20040099204A1 (en) | 2002-11-25 | 2004-05-27 | Nestor John J. | Sheet, page, line, position marker |
JP2006509000A (ja) | 2002-11-26 | 2006-03-16 | ファイザー・プロダクツ・インク | 移植片拒絶反応の処置の方法 |
UA80767C2 (en) | 2002-12-20 | 2007-10-25 | Pfizer Prod Inc | Pyrimidine derivatives for the treatment of abnormal cell growth |
TWI335819B (en) * | 2002-12-24 | 2011-01-11 | Alcon Inc | Use of oculosurface selective glucocorticoid in the treatment of dry eye |
US7135493B2 (en) | 2003-01-13 | 2006-11-14 | Astellas Pharma Inc. | HDAC inhibitor |
US7444183B2 (en) * | 2003-02-03 | 2008-10-28 | Enteromedics, Inc. | Intraluminal electrode apparatus and method |
JP2006518381A (ja) * | 2003-02-07 | 2006-08-10 | バーテックス ファーマシューティカルズ インコーポレイテッド | プロテインキナーゼのインヒビターとして有用なヘテロアリール置換ピロール |
GB0305929D0 (en) | 2003-03-14 | 2003-04-23 | Novartis Ag | Organic compounds |
WO2004092154A1 (en) | 2003-04-03 | 2004-10-28 | Vertex Pharmaceuticals Incorporated | Compositions useful as inhibitors of protein kinases |
SE0301373D0 (sv) | 2003-05-09 | 2003-05-09 | Astrazeneca Ab | Novel compounds |
SE0301372D0 (sv) | 2003-05-09 | 2003-05-09 | Astrazeneca Ab | Novel compounds |
FR2857454B1 (fr) | 2003-07-08 | 2006-08-11 | Aventis Pasteur | Dosage des acides techoiques des bacteries gram+ |
US20050043346A1 (en) * | 2003-08-08 | 2005-02-24 | Pharmacia Italia S.P.A. | Pyridylpyrrole derivatives active as kinase inhibitors |
JP5010917B2 (ja) | 2003-08-29 | 2012-08-29 | エグゼリクシス, インコーポレイテッド | c−Kit調節因子および使用方法 |
WO2005026129A1 (en) | 2003-09-15 | 2005-03-24 | Gpc Biotech Ag | Pharmaceutically active 4,6-disubstituted aminopyrimidine derivatives as modulators of protein kinases |
AR045944A1 (es) | 2003-09-24 | 2005-11-16 | Novartis Ag | Derivados de isoquinolina 1.4-disustituidas |
DK1679074T3 (da) * | 2003-10-24 | 2011-03-21 | Santen Pharmaceutical Co Ltd | Terapeutisk middel til keratoconjunktive forstyrrelser |
US7387793B2 (en) | 2003-11-14 | 2008-06-17 | Eurand, Inc. | Modified release dosage forms of skeletal muscle relaxants |
MY141220A (en) | 2003-11-17 | 2010-03-31 | Astrazeneca Ab | Pyrazole derivatives as inhibitors of receptor tyrosine kinases |
WO2005051393A1 (en) | 2003-11-25 | 2005-06-09 | Pfizer Products Inc. | Method of treatment of atherosclerosis |
AU2004305317A1 (en) | 2003-12-17 | 2005-07-07 | Pfizer Products Inc. | Pyrrolo [2,3-D] pyrimidine compounds for treating transplant rejection |
MXPA06007076A (es) * | 2003-12-19 | 2006-08-31 | Pharmacopeia Drug Discovery | Tiadiazoles como ligandos del receptor cxc y cc-quimiocina. |
CN1925855B (zh) | 2003-12-19 | 2010-06-16 | 普莱希科公司 | 开发Ret调节剂的化合物和方法 |
KR101164258B1 (ko) | 2003-12-23 | 2012-07-11 | 아스텍스 테라퓨틱스 리미티드 | 단백질 키나아제 조절제로서의 피라졸 유도체 |
US20050165029A1 (en) | 2004-01-13 | 2005-07-28 | Ambit Biosciences Corporation | Pyrrolopyrimidine derivatives and analogs and their use in the treatment and prevention of diseases |
WO2005089502A2 (en) | 2004-03-18 | 2005-09-29 | The Brigham And Women's Hospital, Inc. | Methods for the treatment of synucleinopathies |
ATE508129T1 (de) | 2004-03-30 | 2011-05-15 | Vertex Pharma | Als inhibitoren von jak und anderen proteinkinasen geeignete azaindole |
CA2563699C (en) | 2004-04-23 | 2014-03-25 | Exelixis, Inc. | Kinase modulators and method of use |
WO2005105988A2 (en) | 2004-04-28 | 2005-11-10 | Vertex Pharmaceuticals Incorporated | Crystal structure of human jak3 kinase domain complex and binding pockets thereof |
WO2005105814A1 (en) | 2004-04-28 | 2005-11-10 | Incyte Corporation | Tetracyclic inhibitors of janus kinases |
CA2563569A1 (en) | 2004-05-03 | 2005-11-10 | Novartis Ag | Combinations comprising a s1p receptor agonist and a jak3 kinase inhibitor |
MXPA06013250A (es) | 2004-05-14 | 2007-02-28 | Abbott Lab | Inhibidores de quinasa como agentes terapeuticos. |
PE20060426A1 (es) | 2004-06-02 | 2006-06-28 | Schering Corp | DERIVADOS DE ACIDO TARTARICO COMO INHIBIDORES DE MMPs, ADAMs, TACE Y TNF-alfa |
JP4688876B2 (ja) | 2004-06-10 | 2011-05-25 | アイアールエム・リミテッド・ライアビリティ・カンパニー | タンパク質キナーゼ阻害剤としての化合物および組成物 |
JP5315611B2 (ja) | 2004-06-23 | 2013-10-16 | 小野薬品工業株式会社 | S1p受容体結合能を有する化合物およびその用途 |
EP2325184A1 (en) | 2004-06-30 | 2011-05-25 | Vertex Pharmceuticals Incorporated | Azaindoles useful as inhibitors of protein kinases |
US7138423B2 (en) * | 2004-07-20 | 2006-11-21 | Bristol-Myers Squibb Company | Arylpyrrolidine derivatives as NK-1 /SSRI antagonists |
FR2873691B1 (fr) | 2004-07-29 | 2006-10-06 | Sanofi Synthelabo | Derives d'amino-piperidine, leur preparation et leur application en therapeutique |
WO2006013114A1 (en) | 2004-08-06 | 2006-02-09 | Develogen Aktiengesellschaft | Use of a timp-2 secreted protein product for preventing and treating pancreatic diseases and/or obesity and/or metabolic syndrome |
CN101006186A (zh) | 2004-08-23 | 2007-07-25 | 财团法人牧岩生命工学研究所 | 用于检测sars冠状病毒的引物和探针,包括该引物和/或探针的试剂盒及其检测方法 |
GB0421525D0 (en) | 2004-09-28 | 2004-10-27 | Novartis Ag | Inhibitors of protein kineses |
US20070054916A1 (en) | 2004-10-01 | 2007-03-08 | Amgen Inc. | Aryl nitrogen-containing bicyclic compounds and methods of use |
CN101039946B (zh) * | 2004-10-13 | 2010-12-08 | 霍夫曼-拉罗奇有限公司 | 用作用于cdk2和血管生成的抑制剂及用于治疗乳腺、结肠、肺和前列腺癌的二取代吡唑并苯并二氮杂*类 |
MY179032A (en) | 2004-10-25 | 2020-10-26 | Cancer Research Tech Ltd | Ortho-condensed pyridine and pyrimidine derivatives (e.g.purines) as protein kinase inhibitors |
UY29177A1 (es) | 2004-10-25 | 2006-05-31 | Astex Therapeutics Ltd | Derivados sustituidos de purina, purinona y deazapurina, composiciones que los contienen métodos para su preparación y sus usos |
JP5030229B2 (ja) * | 2004-11-04 | 2012-09-19 | バーテックス ファーマシューティカルズ インコーポレイテッド | プロテインキナーゼのインヒビターとして有用なピラゾロ[1,5−a]ピリミジン |
BRPI0517887A (pt) | 2004-11-24 | 2008-10-21 | Novartis Ag | combinações de inibidores de jaks |
US7517870B2 (en) * | 2004-12-03 | 2009-04-14 | Fondazione Telethon | Use of compounds that interfere with the hedgehog signaling pathway for the manufacture of a medicament for preventing, inhibiting, and/or reversing ocular diseases related with ocular neovascularization |
WO2006065916A1 (en) * | 2004-12-14 | 2006-06-22 | Alcon, Inc. | Method of treating dry eye disorders using 13(s)-hode and its analogs |
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. |
WO2006067445A2 (en) | 2004-12-22 | 2006-06-29 | Astrazeneca Ab | Csf-1r kinase inhibitors |
WO2006077499A1 (en) | 2005-01-20 | 2006-07-27 | Pfizer Limited | Chemical compounds |
CA2596830A1 (en) * | 2005-02-03 | 2006-09-14 | Vertex Pharmaceuticals Incorporated | Pyrrolopyrimidines useful as inhibitors of protein kinase |
WO2007044050A2 (en) | 2005-02-04 | 2007-04-19 | Bristol-Myers Squibb Company | 1h-imidazo[4,5-d]thieno[3,2-b]pyridine based tricyclic compounds and pharmaceutical compositions comprising same |
MX2007011316A (es) | 2005-03-15 | 2007-11-12 | Irm Llc | Compuestos y composiciones como inhibidores de cinasa de proteina. |
AU2006232105A1 (en) | 2005-04-05 | 2006-10-12 | Pharmacopeia, Inc. | Purine and imidazopyridine derivatives for immunosuppression |
GB0510139D0 (en) | 2005-05-18 | 2005-06-22 | Addex Pharmaceuticals Sa | Novel compounds B1 |
GB0510390D0 (en) | 2005-05-20 | 2005-06-29 | Novartis Ag | Organic compounds |
AU2006251623A1 (en) * | 2005-05-20 | 2006-11-30 | Vertex Pharmaceuticals Incorporated | Pyrrolopyridines useful as inhibitors of protein kinase |
KR101312225B1 (ko) | 2005-06-08 | 2013-09-26 | 리겔 파마슈티칼스, 인크. | Jak 경로의 억제를 위한 조성물 및 방법 |
WO2006136823A1 (en) | 2005-06-21 | 2006-12-28 | Astex Therapeutics Limited | Heterocyclic containing amines as kinase b inhibitors |
CN102206216B (zh) | 2005-06-22 | 2014-11-12 | 普莱希科公司 | 作为蛋白质激酶抑制剂的吡咯并[2,3-b]吡啶衍生物 |
EP2251341A1 (en) | 2005-07-14 | 2010-11-17 | Astellas Pharma Inc. | Heterocyclic Janus kinase 3 inhibitors |
FR2889662B1 (fr) | 2005-08-11 | 2011-01-14 | Galderma Res & Dev | Emulsion de type huile-dans-eau pour application topique en dermatologie |
WO2007025090A2 (en) | 2005-08-25 | 2007-03-01 | Kalypsys, Inc. | Heterobicyclic and - tricyclic inhibitors of mapk/erk kinase |
CA2621261C (en) | 2005-09-22 | 2014-05-20 | Incyte Corporation | Azepine inhibitors of janus kinases |
NZ567133A (en) | 2005-09-30 | 2011-07-29 | Vertex Pharma | Deazapurines useful as inhibitors of janus kinases |
WO2007044894A2 (en) | 2005-10-11 | 2007-04-19 | Chembridge Research Laboratories, Inc. | Cell-free protein expression systems and methods of use thereof |
US7867949B2 (en) | 2005-10-14 | 2011-01-11 | Sumitomo Chemical Company, Limited | Hydrazide compound and pesticidal use of the same |
KR20080063846A (ko) | 2005-10-28 | 2008-07-07 | 아스트라제네카 아베 | 암 치료에서 티로신 키나제 억제제로 사용하기 위한4-(3-아미노피라졸)피리미딘 유도체 |
NZ592990A (en) * | 2005-11-01 | 2013-01-25 | Targegen Inc | Bi-aryl meta-pyrimidine inhibitors of kinases |
WO2007062459A1 (en) | 2005-11-29 | 2007-06-07 | Cytopia Research Pty Ltd | Selective kinase inhibitors based on pyridine scaffold |
SI2455382T1 (sl) | 2005-12-13 | 2017-03-31 | Incyte Holdings Corporation | S heteroarilom substituirani pirolo(2,3b)piridini in pirolo(2,3-b)pirimidini kot zaviralci janus kinaze |
US20130137681A1 (en) * | 2005-12-13 | 2013-05-30 | Incyte Corporation | HETEROARYL SUBSTITUTED PYRROLO[2,3-b]PYRIDINES AND PYRROLO[2,3-b]PYRIMIDINES AS JANUS KINASE INHIBITORS |
WO2007076423A2 (en) | 2005-12-22 | 2007-07-05 | Smithkline Beecham Corporation | INHIBITORS OF Akt ACTIVITY |
ES2408318T3 (es) * | 2005-12-23 | 2013-06-20 | Glaxosmithkline Llc | Inhibidores de azaindol de las cinasas Aurora |
JP4643455B2 (ja) | 2006-01-12 | 2011-03-02 | 株式会社ユニバーサルエンターテインメント | 遊技システム |
CA2636189A1 (en) | 2006-01-17 | 2007-07-26 | Vertex Pharmaceuticals Incorporated | Azaindoles useful as inhibitors of janus kinases |
CA2635899A1 (en) * | 2006-01-19 | 2007-07-26 | Osi Pharmaceuticals, Inc. | Fused heterobicyclic kinase inhibitors |
WO2007090141A2 (en) | 2006-02-01 | 2007-08-09 | Smithkline Beecham Corporation | Pyrrolo [2, 3, b] pyridine derivatives useful as raf kinase inhibitors |
US7745477B2 (en) | 2006-02-07 | 2010-06-29 | Hoffman-La Roche Inc. | Heteroaryl and benzyl amide compounds |
BRPI0621397A2 (pt) | 2006-02-24 | 2012-04-17 | Teva Pharma | tabletes de liberação prolongada de metoprolol succinato e seus processos de preparação |
CA2644368A1 (en) * | 2006-03-10 | 2007-09-20 | Ono Pharmaceutical Co., Ltd. | Nitrogenated heterocyclic derivative, and pharmaceutical agent comprising the derivative as active ingredient |
WO2007116866A1 (ja) * | 2006-04-03 | 2007-10-18 | Astellas Pharma Inc. | ヘテロ化合物 |
US8741912B2 (en) | 2006-04-05 | 2014-06-03 | Vertex Pharmaceuticals Incorporated | Deazapurines useful as inhibitors of Janus kinases |
EP2059515A2 (en) | 2006-04-12 | 2009-05-20 | Pfizer Limited | Pyrrolidine derivatives as modulators of chemokine ccr5 receptors |
WO2007129195A2 (en) | 2006-05-04 | 2007-11-15 | Pfizer Products Inc. | 4-pyrimidine-5-amino-pyrazole compounds |
JP2009537505A (ja) | 2006-05-18 | 2009-10-29 | バイエル・ヘルスケア・アクチェンゲゼルシャフト | インプリタピドを含む薬学的組成物およびこの薬学的組成物の使用方法 |
US7691811B2 (en) * | 2006-05-25 | 2010-04-06 | Bodor Nicholas S | Transporter-enhanced corticosteroid activity and methods and compositions for treating dry eye |
TWI398252B (zh) | 2006-05-26 | 2013-06-11 | Novartis Ag | 吡咯并嘧啶化合物及其用途 |
NZ573174A (en) | 2006-06-01 | 2012-01-12 | Msd Consumer Care Inc | Sustained release pharmaceutical dosage form containing phenylephrine |
CN101790527A (zh) * | 2006-07-20 | 2010-07-28 | 凯利普西斯公司 | Rho激酶的苯并噻吩抑制剂 |
WO2008013622A2 (en) | 2006-07-27 | 2008-01-31 | E. I. Du Pont De Nemours And Company | Fungicidal azocyclic amides |
WO2008016123A1 (fr) * | 2006-08-03 | 2008-02-07 | Takeda Pharmaceutical Company Limited | INHIBITEUR DE LA GSK-3β |
US8318723B2 (en) * | 2006-08-16 | 2012-11-27 | Boehringer Ingelheim International Gmbh | Pyrazine compounds, their use and methods of preparation |
PE20080769A1 (es) | 2006-09-08 | 2008-08-14 | Novartis Ag | Derivados de biaril-sulfonamida |
WO2008035376A2 (en) | 2006-09-19 | 2008-03-27 | Council Of Scientific & Industrial Research | A novel bio-erodible insert for ophthalmic applications and a process for the preparation thereof |
TW200837064A (en) * | 2006-10-04 | 2008-09-16 | Pharmacopeia Inc | 8-substituted 2-(benzimidazolyl)purine derivatives for immunosuppression |
AR063142A1 (es) | 2006-10-04 | 2008-12-30 | Pharmacopeia Inc | Derivados de 2-(bencimidazolil) purina y purinonas 6-sustituidas utiles como inmunosupresores,y composiciones farmaceuticas que los contienen. |
US20120225057A1 (en) | 2006-10-11 | 2012-09-06 | Deciphera Pharmaceuticals, Llc | Methods and compositions for the treatment of myeloproliferative diseases and other proliferative diseases |
CA2667487C (en) * | 2006-11-06 | 2017-04-04 | Supergen, Inc. | Imidazo[1,2-b]pyridazine and pyrazolo[1,5-a]pyrimidine derivatives and their use as protein kinase inhibitors |
US20080119496A1 (en) * | 2006-11-16 | 2008-05-22 | Pharmacopeia Drug Discovery, Inc. | 7-Substituted Purine Derivatives for Immunosuppression |
KR101588583B1 (ko) | 2006-11-22 | 2016-01-28 | 인사이트 코포레이션 | 키나제 억제제로서의 이미다조트리아진 및 이미다조피리미딘 |
WO2008067119A2 (en) | 2006-11-27 | 2008-06-05 | Smithkline Beecham Corporation | Novel compounds |
NZ577111A (en) * | 2006-12-15 | 2012-05-25 | Abbott Lab | Novel oxadiazole compounds |
CA2672438A1 (en) | 2006-12-20 | 2008-07-03 | Amgen Inc. | Substituted heterocycles and methods of use |
MX2009006543A (es) * | 2006-12-20 | 2009-06-26 | Amgen Inc | Compuestos heterociclicos y su uso en el tratamiento de la inflamacion, angiogenesis y cancer. |
US8389014B2 (en) | 2006-12-22 | 2013-03-05 | Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. | Gel useful for the delivery of ophthalmic drugs |
US8513270B2 (en) | 2006-12-22 | 2013-08-20 | Incyte Corporation | Substituted heterocycles as Janus kinase inhibitors |
KR20080062876A (ko) | 2006-12-29 | 2008-07-03 | 주식회사 대웅제약 | 신규한 항진균성 트리아졸 유도체 |
WO2008082840A1 (en) | 2006-12-29 | 2008-07-10 | Abbott Laboratories | Pim kinase inhibitors as cancer chemotherapeutics |
WO2008082839A2 (en) | 2006-12-29 | 2008-07-10 | Abbott Laboratories | Pim kinase inhibitors as cancer chemotherapeutics |
CA2679659C (en) | 2007-03-01 | 2016-01-19 | Novartis Ag | Pim kinase inhibitors and methods of their use |
EP2137184B1 (en) | 2007-04-03 | 2013-05-08 | Array Biopharma, Inc. | Imidazo[1,2-a]pyridine compounds as receptor tyrosine kinase inhibitors |
US8188178B2 (en) | 2007-05-07 | 2012-05-29 | 3M Innovative Properties Company | Cold shrinkable article including an epichlorohydrin composition |
GB0709031D0 (en) | 2007-05-10 | 2007-06-20 | Sareum Ltd | Pharmaceutical compounds |
JP5603770B2 (ja) | 2007-05-31 | 2014-10-08 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | Ccr2受容体拮抗薬およびその使用 |
GB0710528D0 (en) | 2007-06-01 | 2007-07-11 | Glaxo Group Ltd | Novel compounds |
CL2008001709A1 (es) * | 2007-06-13 | 2008-11-03 | Incyte Corp | Compuestos derivados de pirrolo [2,3-b]pirimidina, moduladores de quinasas jak; composicion farmaceutica; y uso en el tratamiento de enfermedades tales como cancer, psoriasis, artritis reumatoide, entre otras. |
MX2009013402A (es) | 2007-06-13 | 2010-02-24 | Incyte Corp | Sales de inhibidor de janus cinasa (r)-3-(4-(7h-pirrolo[2,3-d]piri midin-4-il)-1h-pirazol-1-il)-3-ciclopentilpropanitrilo. |
KR101258316B1 (ko) | 2007-07-11 | 2013-04-30 | 화이자 인코포레이티드 | 안구 건조증 치료용 약학 조성물 및 방법 |
BRPI0815042A2 (pt) | 2007-08-01 | 2015-02-10 | Pfizer | Compostos de pirazol |
WO2009049028A1 (en) | 2007-10-09 | 2009-04-16 | Targegen Inc. | Pyrrolopyrimidine compounds and their use as janus kinase modulators |
US20110263664A1 (en) | 2007-11-15 | 2011-10-27 | Musc Foundation For Research Development | Inhibitors of PIM-1 Protein Kinases, Compositions and Methods for Treating Prostate Cancer |
EA020777B1 (ru) | 2007-11-16 | 2015-01-30 | Инсайт Корпорейшн | 4-пиразолил-n-арилпиримидин-2-амины, 4-пиразолил-n-пиразолилпиримидин-2-амины и 4-пиразолил-n-пиридилпиримидин-2-амины в качестве ингибиторов киназ janus |
GB0723815D0 (en) | 2007-12-05 | 2008-01-16 | Glaxo Group Ltd | Compounds |
PL3133080T3 (pl) * | 2008-01-18 | 2018-12-31 | Inst Of Organic Chemistry And Biochemistry Of The Academy Of Sciences Of The Czech Republic | Nowe cytostatyczne nukleozydy 7-deazapurynowe |
US8273744B2 (en) | 2008-02-04 | 2012-09-25 | Mercury Therapeutics, Inc. | AMPK modulators |
PE20091577A1 (es) | 2008-03-03 | 2009-11-05 | Novartis Ag | Inhibidores de cinasa pim y metodos para su uso |
ES2602577T3 (es) * | 2008-03-11 | 2017-02-21 | Incyte Holdings Corporation | Derivados de azetidina y ciclobutano como inhibidores de JAK |
BRPI0908906A2 (pt) | 2008-03-21 | 2019-09-24 | Novartis Ag | compostos heterocíclicos e usos dos mesmos |
WO2009155156A1 (en) | 2008-06-18 | 2009-12-23 | Merck & Co., Inc. | Inhibitors of janus kinases |
CN105147608B (zh) | 2008-06-26 | 2019-12-10 | 安特里奥公司 | 真皮递送 |
UY31952A (es) | 2008-07-02 | 2010-01-29 | Astrazeneca Ab | 5-metilideno-1,3-tiazolidina-2,4-dionas sustituidas como inhibidores de quinasa pim |
FR2933409B1 (fr) | 2008-07-03 | 2010-08-27 | Centre Nat Rech Scient | NOUVEAUX PYRROLO °2,3-a! CARBAZOLES ET LEUR UTILISATION COMME INHIBITEURS DES KINASES PIM |
WO2010022081A1 (en) | 2008-08-19 | 2010-02-25 | Array Biopharma Inc. | Triazolopyridine compounds as pim kinase inhibitors |
TWI496779B (zh) | 2008-08-19 | 2015-08-21 | Array Biopharma Inc | 作為pim激酶抑制劑之三唑吡啶化合物 |
SI2384326T1 (sl) | 2008-08-20 | 2014-06-30 | Zoetis Llc | Pirolo(2,3-d)pirimidinske spojine |
US8329732B2 (en) | 2008-09-02 | 2012-12-11 | Novartis Ag | Kinase inhibitors and methods of their use |
AU2009289317A1 (en) | 2008-09-02 | 2010-03-11 | Novartis Ag | Heterocyclic PIM-kinase inhibitors |
KR20110058866A (ko) | 2008-09-02 | 2011-06-01 | 노파르티스 아게 | 비시클릭 키나제 억제제 |
CL2009001884A1 (es) | 2008-10-02 | 2010-05-14 | Incyte Holdings Corp | Uso de 3-ciclopentil-3-[4-(7h-pirrolo[2,3-d]pirimidin-4-il)-1h-pirazol-1-il)propanonitrilo, inhibidor de janus quinasa, y uso de una composición que lo comprende para el tratamiento del ojo seco. |
EP2350054A4 (en) | 2008-10-17 | 2012-03-28 | Merck Canada Inc | AZETIDINE DERIVATIVES AS INHIBITORS OF THE STEAROYL COENZYME A DELTA 9 DESATURASE |
JOP20190230A1 (ar) * | 2009-01-15 | 2017-06-16 | Incyte Corp | طرق لاصلاح مثبطات انزيم jak و المركبات الوسيطة المتعلقة به |
EP2210890A1 (en) | 2009-01-19 | 2010-07-28 | Almirall, S.A. | Oxadiazole derivatives as S1P1 receptor agonists |
US8263601B2 (en) | 2009-02-27 | 2012-09-11 | Concert Pharmaceuticals, Inc. | Deuterium substituted xanthine derivatives |
AU2010249380B2 (en) | 2009-05-22 | 2015-08-20 | Incyte Holdings Corporation | N-(hetero)aryl-pyrrolidine derivatives of pyrazol-4-yl-pyrrolo[2,3-d]pyrimidines and pyrrol-3-yl-pyrrolo[2,3-d]pyrimidines as Janus kinase inhibitors |
NZ596374A (en) | 2009-05-22 | 2014-01-31 | Incyte Corp | 3-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-1h-pyrazol-1-yl]octane- or heptane-nitrile as jak inhibitors |
UA110324C2 (en) | 2009-07-02 | 2015-12-25 | Genentech Inc | Jak inhibitory compounds based on pyrazolo pyrimidine |
US9346809B2 (en) | 2009-07-08 | 2016-05-24 | Leo Pharma A/S | Heterocyclic compounds as JAK receptor and protein tyrosine kinase inhibitors |
WO2011025685A1 (en) | 2009-08-24 | 2011-03-03 | Merck Sharp & Dohme Corp. | Jak inhibition blocks rna interference associated toxicities |
TW201111385A (en) | 2009-08-27 | 2011-04-01 | Biocryst Pharm Inc | Heterocyclic compounds as janus kinase inhibitors |
AR078012A1 (es) * | 2009-09-01 | 2011-10-05 | Incyte Corp | Derivados heterociclicos de las pirazol-4-il- pirrolo (2,3-d) pirimidinas como inhibidores de la quinasa janus |
EP2475659B1 (en) | 2009-09-08 | 2015-10-28 | F.Hoffmann-La Roche Ag | 4-substituted pyridin-3-yl-carboxamide compounds and methods of use |
EP2305660A1 (en) | 2009-09-25 | 2011-04-06 | Almirall, S.A. | New thiadiazole derivatives |
MX2012004180A (es) | 2009-10-09 | 2012-07-17 | Incyte Corp | Derivados de hidroxil, ceto y glucuronido de 3-(4-7h-pirrolo[2,3-d ]pirimidin-a-il)-1h-pirazol-1-il)-3-ciclopentilpropanonitrilo. |
AU2010309882B2 (en) | 2009-10-20 | 2016-01-28 | Cellzome Limited | Heterocyclyl pyrazolopyrimidine analogues as JAK inhibitors |
US20110113416A1 (en) | 2009-11-09 | 2011-05-12 | Bank Of America Corporation | Network-Enhanced Control Of Software Updates Received Via Removable Computer-Readable Medium |
EP2332917B1 (en) | 2009-11-11 | 2012-08-01 | Sygnis Bioscience GmbH & Co. KG | Compounds for PIM kinase inhibition and for treating malignancy |
CN102740888B (zh) | 2009-11-24 | 2016-10-12 | 奥尔德生物制药公司 | Il-6抗体及其用途 |
US20130129675A1 (en) | 2009-12-04 | 2013-05-23 | Board Of Regents, The University Of Texas System | Interferon therapies in combination with blockade of stat3 activation |
EP2513114B1 (en) | 2009-12-18 | 2014-04-02 | Pfizer Inc. | Pyrrolo[2,3-d]pyrimidine compounds |
WO2011086053A1 (en) | 2010-01-12 | 2011-07-21 | F. Hoffmann-La Roche Ag | Tricyclic heterocyclic compounds, compositions and methods of use thereof |
CA2788071A1 (en) | 2010-02-05 | 2011-08-11 | Pfizer Inc. | Pyrrolo [ 2, 3 - d] pyrimidine urea compounds as jak inhibitors |
SA111320200B1 (ar) | 2010-02-17 | 2014-02-16 | ديبيوفارم اس ايه | مركبات ثنائية الحلقة واستخداماتها كمثبطات c-src/jak مزدوجة |
BR112012020693B1 (pt) | 2010-02-18 | 2020-05-12 | Incyte Holdings Corporation | Derivados de ciclobutano e metilciclobutano como inibidores de janus quinase e composição que os compreende |
TWI694826B (zh) * | 2010-03-10 | 2020-06-01 | 美商英塞特公司 | 作為jak1抑制劑之哌啶-4-基三亞甲亞胺衍生物 |
CN102985424B (zh) | 2010-04-14 | 2015-03-11 | 阵列生物制药公司 | 5,7-取代的-咪唑并[1,2-c]嘧啶 |
EP2390252A1 (en) | 2010-05-19 | 2011-11-30 | Almirall, S.A. | New pyrazole derivatives |
MY161078A (en) | 2010-05-21 | 2017-04-14 | Incyte Holdings Corp | Topical formulation for a jak inhibitor |
US8637529B2 (en) | 2010-06-11 | 2014-01-28 | AbbYie Inc. | Pyrazolo[3,4-d]pyrimidine compounds |
US9351943B2 (en) | 2010-07-01 | 2016-05-31 | Matthew T. McLeay | Anti-fibroblastic fluorochemical emulsion therapies |
US20130237493A1 (en) | 2010-09-30 | 2013-09-12 | Portola Pharmaceuticals, Inc. | Combination therapy of 4-(cyclopropylamino)-2-(4-(4-(ethylsulfonyl)piperazin-1-yl)phenylamino)pyrimidine-5-carboxamide and fludarabine |
CA2818545C (en) | 2010-11-19 | 2019-04-16 | Incyte Corporation | Heterocyclic-substituted pyrrolopyridines and pyrrolopyrimidines as jak inhibitors |
EA026201B1 (ru) | 2010-11-19 | 2017-03-31 | Инсайт Холдингс Корпорейшн | Циклобутилзамещенные производные пирролопиридина и пирролопиримидина как ингибиторы jak |
SG190950A1 (en) | 2010-12-03 | 2013-07-31 | Ym Biosciences Australia Pty | Treatment of jak2-mediated conditions |
PL2675451T3 (pl) * | 2011-02-18 | 2016-05-31 | Novartis Pharma Ag | Terapia skojarzona z inhibitorem mTOR/JAK |
CN102247368B (zh) | 2011-05-19 | 2013-05-29 | 安徽永生堂药业有限责任公司 | 一种复方阿伐斯汀缓释片及其制备方法 |
CN102218042A (zh) | 2011-05-26 | 2011-10-19 | 青岛黄海制药有限责任公司 | 富马酸喹硫平组合物的缓释片剂及其制备方法 |
US8691807B2 (en) | 2011-06-20 | 2014-04-08 | Incyte Corporation | Azetidinyl phenyl, pyridyl or pyrazinyl carboxamide derivatives as JAK inhibitors |
WO2013007768A1 (en) | 2011-07-13 | 2013-01-17 | F. Hoffmann-La Roche Ag | Tricyclic heterocyclic compounds, compositions and methods of use thereof as jak inhibitors |
WO2013007765A1 (en) | 2011-07-13 | 2013-01-17 | F. Hoffmann-La Roche Ag | Fused tricyclic compounds for use as inhibitors of janus kinases |
EP2741747A1 (en) | 2011-08-10 | 2014-06-18 | Novartis Pharma AG | JAK P13K/mTOR COMBINATION THERAPY |
TW201313721A (zh) | 2011-08-18 | 2013-04-01 | Incyte Corp | 作為jak抑制劑之環己基氮雜環丁烷衍生物 |
UA111854C2 (uk) | 2011-09-07 | 2016-06-24 | Інсайт Холдінгс Корпорейшн | Способи і проміжні сполуки для отримання інгібіторів jak |
US9193733B2 (en) | 2012-05-18 | 2015-11-24 | Incyte Holdings Corporation | Piperidinylcyclobutyl substituted pyrrolopyridine and pyrrolopyrimidine derivatives as JAK inhibitors |
US10155987B2 (en) | 2012-06-12 | 2018-12-18 | Dana-Farber Cancer Institute, Inc. | Methods of predicting resistance to JAK inhibitor therapy |
MX360495B (es) | 2012-06-15 | 2018-11-06 | Concert Pharmaceuticals Inc | Derivados deuterados de ruxolitinib. |
EA201590272A1 (ru) | 2012-07-27 | 2015-05-29 | Рациофарм Гмбх | Пероральные дозированные формы для модифицированного высвобождения, содержащие руксолитиниб |
CN102772384A (zh) | 2012-08-07 | 2012-11-14 | 四川百利药业有限责任公司 | 一种盐酸米诺环素缓释片及其制备方法 |
EP2890691B1 (en) | 2012-08-31 | 2018-04-25 | Principia Biopharma Inc. | Benzimidazole derivatives as itk inhibitors |
KR20150074193A (ko) | 2012-11-01 | 2015-07-01 | 인사이트 코포레이션 | Jak 억제제로서 트리사이클릭 융합된 티오펜 유도체 |
ES2880814T3 (es) | 2012-11-15 | 2021-11-25 | Incyte Holdings Corp | Formas de dosificación de liberación sostenida de ruxolitinib |
JP6397831B2 (ja) | 2013-03-06 | 2018-09-26 | インサイト・ホールディングス・コーポレイションIncyte Holdings Corporation | Jak阻害剤の製造方法及びその中間体 |
RS56012B1 (sr) | 2013-05-17 | 2017-09-29 | Incyte Corp | Derivati bipirazola kao inhibitori jak |
EA201690357A1 (ru) | 2013-08-07 | 2016-07-29 | Инсайт Корпорейшн | Лекарственные формы с замедленным высвобождением для ингибитора jak1 |
TW201529074A (zh) | 2013-08-20 | 2015-08-01 | Incyte Corp | 在c-反應蛋白含量較高之實體腫瘤患者中的存活益處 |
CN106456773A (zh) | 2014-02-28 | 2017-02-22 | 因赛特公司 | 用于治疗骨髓增生异常综合征的jak1抑制剂 |
MA39984B1 (fr) | 2014-04-08 | 2020-12-31 | Incyte Corp | Traitement d'affections malignes par lymphocytes b par un inhibiteur jak et pi3k combiné |
SG11201609016VA (en) | 2014-04-30 | 2016-11-29 | Incyte Corp | Processes of preparing a jak1 inhibitor and new forms thereto |
WO2015184087A2 (en) | 2014-05-28 | 2015-12-03 | Institute For Myeloma & Bone Cancer Research | Anti-cancer effects of jak2 inhibitors in combination with thalidomide derivatives and glucocorticoids |
US9498467B2 (en) | 2014-05-30 | 2016-11-22 | Incyte Corporation | Treatment of chronic neutrophilic leukemia (CNL) and atypical chronic myeloid leukemia (aCML) by inhibitors of JAK1 |
US10766900B2 (en) | 2017-12-29 | 2020-09-08 | Formosa Laboratories, Inc. | Baricitinib intermediate, method for forming Baricitinib intermediate, and method for preparing Baricitinib or pharmaceutically acceptable salt thereof |
CA3129096A1 (en) | 2019-02-06 | 2020-08-13 | Concert Pharmaceuticals, Inc. | Process for preparing enantiomerically enriched jak inhibitors |
-
2006
- 2006-12-12 SI SI200632133A patent/SI2455382T1/sl unknown
- 2006-12-12 JP JP2008545733A patent/JP5017278B2/ja active Active
- 2006-12-12 SI SI200631209T patent/SI1966202T1/sl unknown
- 2006-12-12 PT PT111527149T patent/PT2474545T/pt unknown
- 2006-12-12 DK DK06839328.9T patent/DK1966202T3/da active
- 2006-12-12 CN CN201310059187.8A patent/CN103214484B/zh active Active
- 2006-12-12 HU HUE11152723A patent/HUE030235T2/en unknown
- 2006-12-12 SI SI200632294T patent/SI3184526T1/sl unknown
- 2006-12-12 SG SG2012014957A patent/SG179430A1/en unknown
- 2006-12-12 EP EP11152723.0A patent/EP2426129B1/en active Active
- 2006-12-12 HU HUE16197502A patent/HUE041382T2/hu unknown
- 2006-12-12 EP EP11152730.5A patent/EP2455382B1/en active Active
- 2006-12-12 PT PT111527081T patent/PT2348023E/pt unknown
- 2006-12-12 SI SI200631956T patent/SI2348023T1/sl unknown
- 2006-12-12 LT LTEP11152730.5T patent/LT2455382T/lt unknown
- 2006-12-12 ES ES18191992T patent/ES2867505T3/es active Active
- 2006-12-12 NZ NZ778831A patent/NZ778831A/en unknown
- 2006-12-12 MY MYPI2013002970A patent/MY162590A/en unknown
- 2006-12-12 LT LTEP11152723.0T patent/LT2426129T/lt unknown
- 2006-12-12 PL PL06839328T patent/PL1966202T3/pl unknown
- 2006-12-12 LT LTEP16197502.4T patent/LT3184526T/lt unknown
- 2006-12-12 ES ES16197502T patent/ES2700433T3/es active Active
- 2006-12-12 PT PT111526778T patent/PT2343299E/pt unknown
- 2006-12-12 ES ES06839328T patent/ES2373688T3/es active Active
- 2006-12-12 HU HUE11152730A patent/HUE030418T2/en unknown
- 2006-12-12 PL PL11152730T patent/PL2455382T3/pl unknown
- 2006-12-12 SI SI200632137A patent/SI2474545T1/sl unknown
- 2006-12-12 EP EP11152677.8A patent/EP2343299B9/en active Active
- 2006-12-12 DK DK16197502.4T patent/DK3184526T3/en active
- 2006-12-12 AT AT06839328T patent/ATE525374T1/de active
- 2006-12-12 TW TW103136068A patent/TWI553008B/zh active
- 2006-12-12 RS RS20150513A patent/RS54181B9/sr unknown
- 2006-12-12 ME MEP-2011-199A patent/ME01312B/me unknown
- 2006-12-12 PL PL11152714T patent/PL2474545T3/pl unknown
- 2006-12-12 RS RS20170079A patent/RS55632B1/sr unknown
- 2006-12-12 MY MYPI20082099A patent/MY159449A/en unknown
- 2006-12-12 WO PCT/US2006/047369 patent/WO2007070514A1/en active Application Filing
- 2006-12-12 RS RS20160052A patent/RS54683B1/en unknown
- 2006-12-12 EA EA200870048A patent/EA019504B1/ru active Protection Beyond IP Right Term
- 2006-12-12 PL PL16197502T patent/PL3184526T3/pl unknown
- 2006-12-12 DK DK11152677.8T patent/DK2343299T3/en active
- 2006-12-12 NZ NZ569015A patent/NZ569015A/en unknown
- 2006-12-12 HU HUE11152714A patent/HUE032337T2/en unknown
- 2006-12-12 SI SI200632135A patent/SI2426129T1/sl unknown
- 2006-12-12 HU HUE11152708A patent/HUE025173T2/hu unknown
- 2006-12-12 CN CNA2006800527507A patent/CN101448826A/zh not_active Withdrawn
- 2006-12-12 CN CN201310058988.2A patent/CN103214483B/zh active Active
- 2006-12-12 EP EP20206996.9A patent/EP3838903B1/en active Active
- 2006-12-12 ES ES11152714.9T patent/ES2612489T3/es active Active
- 2006-12-12 TW TW105120803A patent/TWI630207B/zh active
- 2006-12-12 TW TW103117669A patent/TW201434835A/zh unknown
- 2006-12-12 CN CN201310058991.4A patent/CN103254190B/zh active Active
- 2006-12-12 DK DK11152708.1T patent/DK2348023T5/da active
- 2006-12-12 EA EA201691294A patent/EA036785B1/ru active Protection Beyond IP Right Term
- 2006-12-12 RS RS20170047A patent/RS55576B1/sr unknown
- 2006-12-12 KR KR1020127024525A patent/KR101391900B1/ko active IP Right Grant
- 2006-12-12 RS RS20181405A patent/RS58113B1/sr unknown
- 2006-12-12 EP EP11152674.5A patent/EP2343298B9/en active Active
- 2006-12-12 PL PL11152723T patent/PL2426129T3/pl unknown
- 2006-12-12 UA UAA201115478A patent/UA116187C2/uk unknown
- 2006-12-12 PL PL11152677.8T patent/PL2343299T3/pl unknown
- 2006-12-12 ES ES11152674.5T patent/ES2543903T3/es active Active
- 2006-12-12 PT PT16197502T patent/PT3184526T/pt unknown
- 2006-12-12 ES ES20206996T patent/ES2970354T3/es active Active
- 2006-12-12 EA EA201200132A patent/EA035795B1/ru active Protection Beyond IP Right Term
- 2006-12-12 PT PT111527230T patent/PT2426129T/pt unknown
- 2006-12-12 AU AU2006326548A patent/AU2006326548B2/en active Active
- 2006-12-12 DK DK11152730.5T patent/DK2455382T3/da active
- 2006-12-12 HU HUE11152677A patent/HUE028588T2/hu unknown
- 2006-12-12 SI SI200632020A patent/SI2343299T1/sl unknown
- 2006-12-12 EP EP11152708.1A patent/EP2348023B9/en active Active
- 2006-12-12 DK DK11152723.0T patent/DK2426129T3/en active
- 2006-12-12 PT PT111527305T patent/PT2455382T/pt unknown
- 2006-12-12 CA CA2632466A patent/CA2632466C/en active Active
- 2006-12-12 US US11/637,545 patent/US7598257B2/en active Active
- 2006-12-12 TW TW101121442A patent/TWI468162B/zh active
- 2006-12-12 PT PT06839328T patent/PT1966202E/pt unknown
- 2006-12-12 LT LTEP11152714.9T patent/LT2474545T/lt unknown
- 2006-12-12 SG SG10202003901UA patent/SG10202003901UA/en unknown
- 2006-12-12 ES ES11152723.0T patent/ES2612196T3/es active Active
- 2006-12-12 ES ES11152708.1T patent/ES2543904T3/es active Active
- 2006-12-12 EP EP06839328A patent/EP1966202B1/en active Active
- 2006-12-12 DK DK11152714.9T patent/DK2474545T3/en active
- 2006-12-12 EP EP16197502.4A patent/EP3184526B1/en active Active
- 2006-12-12 TW TW107113620A patent/TWI664182B/zh active
- 2006-12-12 TW TW095146502A patent/TWI410407B/zh active
- 2006-12-12 RS RS20170081A patent/RS55634B1/sr unknown
- 2006-12-12 EP EP18191992.9A patent/EP3466953B1/en active Active
- 2006-12-12 KR KR1020127024523A patent/KR101324737B1/ko active IP Right Grant
- 2006-12-12 ES ES11152677.8T patent/ES2561507T3/es active Active
- 2006-12-12 PL PL11152708T patent/PL2348023T3/pl unknown
- 2006-12-12 EP EP11152714.9A patent/EP2474545B1/en active Active
- 2006-12-12 SG SG10201506912RA patent/SG10201506912RA/en unknown
- 2006-12-12 UA UAA200809072A patent/UA98449C2/ru unknown
- 2006-12-12 RS RS20110571A patent/RS52101B/en unknown
- 2006-12-12 MX MX2015003466A patent/MX346183B/es unknown
- 2006-12-12 ES ES11152730.5T patent/ES2611588T3/es active Active
- 2006-12-12 KR KR1020117029741A patent/KR101218214B1/ko active IP Right Grant
- 2006-12-12 BR BRPI0619817A patent/BRPI0619817B8/pt active IP Right Grant
- 2006-12-13 AR ARP060105499A patent/AR057995A1/es active IP Right Grant
-
2008
- 2008-06-05 IL IL192019A patent/IL192019A/en active IP Right Grant
- 2008-06-12 US US12/138,082 patent/US8415362B2/en active Active
- 2008-06-12 CR CR10065A patent/CR10065A/es unknown
- 2008-06-12 ZA ZA2008/05165A patent/ZA200805165B/en unknown
- 2008-06-13 EC EC2008008540A patent/ECSP088540A/es unknown
- 2008-07-11 KR KR1020087017011A patent/KR101216055B1/ko active IP Right Grant
-
2009
- 2009-03-06 HK HK12100384.0A patent/HK1160115A1/zh unknown
- 2009-03-06 HK HK09102199.6A patent/HK1124840A1/xx unknown
- 2009-08-27 US US12/549,170 patent/US8541425B2/en active Active
-
2011
- 2011-03-30 US US13/076,220 patent/US8530485B2/en active Active
- 2011-03-30 US US13/076,176 patent/US8946245B2/en active Active
- 2011-09-05 JP JP2011192962A patent/JP5710430B2/ja active Active
- 2011-12-01 HR HR20110903T patent/HRP20110903T1/hr unknown
- 2011-12-20 CY CY20111101270T patent/CY1112762T1/el unknown
-
2012
- 2012-01-12 HK HK12100362.6A patent/HK1160111A1/xx unknown
- 2012-01-26 HK HK12100761.3A patent/HK1160137A1/xx unknown
- 2012-03-08 EC ECSP12008540 patent/ECSP12008540A/es unknown
- 2012-11-22 HK HK12111990.3A patent/HK1171023A1/zh unknown
-
2013
- 2013-01-18 LU LU92137C patent/LU92137I2/fr unknown
- 2013-02-15 CY CY2013006C patent/CY2013006I2/el unknown
- 2013-09-06 US US14/020,505 patent/US9206187B2/en active Active
- 2013-09-20 US US14/033,039 patent/US8933086B2/en active Active
- 2013-10-03 CR CR20130506A patent/CR20130506A/es unknown
- 2013-12-17 JP JP2013260480A patent/JP5876026B2/ja active Active
-
2014
- 2014-04-08 IL IL231992A patent/IL231992A/en active IP Right Grant
- 2014-05-12 US US14/274,948 patent/US9079912B2/en active Active
-
2015
- 2015-05-13 US US14/711,576 patent/US20150238492A1/en not_active Abandoned
- 2015-07-06 JP JP2015135307A patent/JP6138865B2/ja active Active
- 2015-07-31 CY CY20151100673T patent/CY1116574T1/el unknown
- 2015-08-06 HR HRP20150837TT patent/HRP20150837T2/hr unknown
-
2016
- 2016-02-02 HR HRP20160112TT patent/HRP20160112T1/hr unknown
- 2016-06-03 US US15/173,057 patent/US9662335B2/en active Active
- 2016-08-10 US US15/233,652 patent/US9814722B2/en active Active
- 2016-11-13 IL IL248938A patent/IL248938A0/en unknown
- 2016-11-21 US US15/356,957 patent/US9974790B2/en active Active
-
2017
- 2017-01-19 HR HRP20170090TT patent/HRP20170090T1/hr unknown
- 2017-01-20 CY CY20171100089T patent/CY1118506T1/el unknown
- 2017-01-30 CY CY20171100130T patent/CY1118724T1/el unknown
- 2017-02-01 HR HRP20170162TT patent/HRP20170162T1/hr unknown
- 2017-02-07 HR HRP20170200TT patent/HRP20170200T1/hr unknown
- 2017-02-08 CY CY20171100171T patent/CY1118607T1/el unknown
- 2017-04-25 CY CY2017015C patent/CY2017015I2/el unknown
- 2017-04-25 LT LTPA2017012C patent/LTPA2017012I1/lt unknown
- 2017-04-25 HU HUS1700017C patent/HUS1700017I1/hu unknown
- 2017-04-25 FR FR17C1013C patent/FR17C1013I2/fr active Active
-
2018
- 2018-04-23 US US15/960,069 patent/US10398699B2/en active Active
- 2018-11-01 US US16/177,602 patent/US10639310B2/en active Active
- 2018-11-16 HR HRP20181912TT patent/HRP20181912T1/hr unknown
- 2018-12-27 CY CY20181101401T patent/CY1121202T1/el unknown
-
2020
- 2020-03-17 US US16/821,624 patent/US11331320B2/en active Active
-
2022
- 2022-03-08 US US17/689,510 patent/US11744832B2/en active Active
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
HRP20110903T1 (hr) | Heteroaril supstituirani pirolo[2,3-b]piridini i pirolo[2,3-b]pirimidini kao inhibitori janus kinaze | |
JP2011252024A5 (ja) | ||
JP2009519340A5 (ja) | ||
JP5421974B2 (ja) | 癌の治療用の5−アミノ−2,4,7−トリオキソ−3,4,7,8−テトラヒドロ−2H−ピリド’2,3−d!ピリミジン誘導体及び関連化合物 | |
JP2018115215A5 (ja) | ||
HRP20170795T1 (hr) | Derivati bipirazola kao inhibitori jak | |
HRP20212000T1 (hr) | Aminotriazolopiridini kao inhibitori kinaze | |
US20130137681A1 (en) | HETEROARYL SUBSTITUTED PYRROLO[2,3-b]PYRIDINES AND PYRROLO[2,3-b]PYRIMIDINES AS JANUS KINASE INHIBITORS | |
CA2624879A1 (en) | Imidazopyridine derivatives as a2b adenosine receptor antagonists | |
JP2013523889A5 (ja) | ||
JP2013522214A5 (ja) | ||
JP2004528312A5 (ja) | ||
JP2010529208A5 (ja) | ||
JP2010502716A5 (ja) | ||
JP2010510319A5 (ja) | ||
RU2015116532A (ru) | Ингибиторы тирозинкиназы syk | |
RU2007120691A (ru) | Никотинамидопиридинмочевины в качестве ингибиторов киназы рецептора васкулярного эндотелиального фактора роста (vegf) | |
JP2009530296A5 (ja) | ||
JPWO2019215341A5 (ja) | ||
RU2023126218A (ru) | Гетероциклические производные в качестве ингибиторов janus-киназы | |
RU2023126219A (ru) | Гетероциклические производные в качестве ингибиторов janus-киназы | |
RU2024113309A (ru) | Производные пирролидина в качестве ингибиторов ddr | |
RU2020140798A (ru) | Ингибиторы фурина |