HRP20150837T1 - 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
- HRP20150837T1 HRP20150837T1 HRP20150837TT HRP20150837T HRP20150837T1 HR P20150837 T1 HRP20150837 T1 HR P20150837T1 HR P20150837T T HRP20150837T T HR P20150837TT HR P20150837 T HRP20150837 T HR P20150837T HR P20150837 T1 HRP20150837 T1 HR P20150837T1
- Authority
- HR
- Croatia
- Prior art keywords
- pyrazol
- pyrrolo
- pyrimidin
- propanenitrile
- phenyl
- Prior art date
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- RQMWVVBHJMUJNZ-UHFFFAOYSA-N 4-chloropyridin-2-amine Chemical compound NC1=CC(Cl)=CC=N1 RQMWVVBHJMUJNZ-UHFFFAOYSA-N 0.000 title 1
- 229940122245 Janus kinase inhibitor Drugs 0.000 title 1
- 150000003230 pyrimidines Chemical class 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 38
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 24
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 22
- 125000003118 aryl group Chemical group 0.000 claims 21
- 125000000753 cycloalkyl group Chemical group 0.000 claims 21
- 125000001072 heteroaryl group Chemical group 0.000 claims 20
- 125000003710 aryl alkyl group Chemical group 0.000 claims 17
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 17
- 125000005843 halogen group Chemical group 0.000 claims 14
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 11
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 11
- 206010028980 Neoplasm Diseases 0.000 claims 11
- 201000011510 cancer Diseases 0.000 claims 11
- 150000001875 compounds Chemical class 0.000 claims 11
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 11
- 125000005885 heterocycloalkylalkyl group Chemical group 0.000 claims 11
- 150000003839 salts Chemical class 0.000 claims 11
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 10
- 125000001424 substituent group Chemical group 0.000 claims 10
- 208000014767 Myeloproliferative disease Diseases 0.000 claims 8
- 201000007224 Myeloproliferative neoplasm Diseases 0.000 claims 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 8
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 7
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 7
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims 7
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims 7
- 229910052799 carbon Inorganic materials 0.000 claims 5
- 239000000203 mixture Substances 0.000 claims 5
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 4
- 208000032791 BCR-ABL1 positive chronic myelogenous leukemia Diseases 0.000 claims 4
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims 4
- 208000010833 Chronic myeloid leukaemia Diseases 0.000 claims 4
- 208000032027 Essential Thrombocythemia Diseases 0.000 claims 4
- 208000033761 Myelogenous Chronic BCR-ABL Positive Leukemia Diseases 0.000 claims 4
- 208000017733 acquired polycythemia vera Diseases 0.000 claims 4
- 125000004966 cyanoalkyl group Chemical group 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 239000003937 drug carrier Substances 0.000 claims 4
- 229910052757 nitrogen Inorganic materials 0.000 claims 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 4
- 208000037244 polycythemia vera Diseases 0.000 claims 4
- 238000013268 sustained release Methods 0.000 claims 4
- 239000012730 sustained-release form Substances 0.000 claims 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000002947 alkylene group Chemical group 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 201000005962 mycosis fungoides Diseases 0.000 claims 3
- 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
- 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 2
- 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 2
- 206010006895 Cachexia Diseases 0.000 claims 2
- 206010048643 Hypereosinophilic syndrome Diseases 0.000 claims 2
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 claims 2
- 206010025323 Lymphomas Diseases 0.000 claims 2
- 229920000168 Microcrystalline cellulose Polymers 0.000 claims 2
- 206010028561 Myeloid metaplasia Diseases 0.000 claims 2
- 201000008736 Systemic mastocytosis Diseases 0.000 claims 2
- 125000004450 alkenylene group Chemical group 0.000 claims 2
- 125000003282 alkyl amino group Chemical group 0.000 claims 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 2
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzenecarbonitrile Natural products N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 2
- 201000010902 chronic myelomonocytic leukemia Diseases 0.000 claims 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000008101 lactose Substances 0.000 claims 2
- 235000019813 microcrystalline cellulose Nutrition 0.000 claims 2
- 239000008108 microcrystalline cellulose Substances 0.000 claims 2
- 229940016286 microcrystalline cellulose Drugs 0.000 claims 2
- 206010028537 myelofibrosis Diseases 0.000 claims 2
- 208000025638 primary cutaneous T-cell non-Hodgkin lymphoma Diseases 0.000 claims 2
- 229910052717 sulfur Inorganic materials 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
- XTPGFCMNNRGNLX-UHFFFAOYSA-N 1-[[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]methyl]cyclopropane-1-carbonitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CC=2)C=NN1CC1(C#N)CC1 XTPGFCMNNRGNLX-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
- 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
- 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
- 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
- GMENCIXDAWPZEP-UHFFFAOYSA-N 2-[4-[4-(1h-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]phenyl]acetonitrile Chemical compound C1=CC(CC#N)=CC=C1N1N=CC(C=2C=3C=CNC=3N=CC=2)=C1 GMENCIXDAWPZEP-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
- 125000004485 2-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])C1([H])* 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
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- 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
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- 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
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- 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
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- 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
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- 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
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- 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
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- 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
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- 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
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- 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
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- 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
- PUSFXZKLOYUYBG-UHFFFAOYSA-N 3-[1-[4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]cyclopentyl]propanenitrile Chemical compound C1=C(C=2C=3C=CNC=3N=CN=2)C=NN1C1(CCC#N)CCCC1 PUSFXZKLOYUYBG-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
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- 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
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- 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
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- 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
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- 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
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- 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
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- 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
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- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims 1
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- 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
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- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 claims 1
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Classifications
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- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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Claims (38)
1. Farmaceutski sastav koji sadrži spoj formule:
[image]
ili njegovu farmaceutski prihvatljivu sol, pri čemu:
T, U i V su nezavisno izabrani od O, S, N, CR5, i NR6;
pri čemu je 5-člani prsten formiran od atoma ugljika, atoma dušika, U, T i V aromatičan;
X je N ili CR4;
n je 0; ili
n je 1 i Y je C1-8 alkilen, C2-8 alkenilen, (CR11R12)pC(O)(CR11R12)q, (CR11R12)pC(O)NRc(CR11R12)q, (CR11R12)pC(O)O(CR11R12)q, ili (CR11R12)pOC(O)(CR11R12)q, pri čemu je navedeni C1-8 alkilen ili C2-8 alkenilen, opcionalno supstituiran s 1, 2 ili 3 halo, OH, CN, amino, C1-4 alkilamino ili C2-8 dialkilamino;
Z je aril, cikloalkil, heteroaril ili heterocikloalkil, svaki opcionalno supstituiran s 1, 2, 3, 4, 5 ili 6 supstituenata neovisno izabranih od halo, C1-4 alkila, C2-4 alkenila, C2-4 alkinila, C1-4 haloalkila, C1-4 hidroksialkila, C1-4 cijanoalkila, Cy1, CN, NO2, ORa, SRa, C(O)Rb, C(O)NRcRd, C(O)ORa, OC(O)Rb, OC(O)NRcRd, NRcRd, NRcC(O)Rb, NRcC(O)NRcRd, NRcC(O)ORa, S(O)Rb, S(O)NRcRd, S(O)2Rb, NRcS(O)2Rb i S(O)2NRcRd;
Cy1 je neovisno izabran od arila, heteroarila, cikloalkila i heterocikloalkila, svaki opcionalno supstituiran s 1, 2, 3, 4 ili 5 supstituenata neovisno izabranih od halo, C1-4 alkila, C2-4 alkenila, C2-4 alkinila, C1-4 haloalkila, CN, NO2, ORa", SRa", C(O)Rb", C(O)NRc"Rd", C(O)ORa", OC(O)Rb", OC(O)NRc"Rd", NRc"Rd", NRc"C(O)Rb", NRc"C(O)ORa" S(O)Rb", S(O)NRc"Rd", S(O)2Rb" i S(O)2NRc"Rd";
R4 je H;
R5 je H, halo, C1-4 alkil, C2-4 alkenil, C2-4 alkinil, C1-4 haloalkil, CN, NO2, OR7, SR7, C(O)R8, C(O)NR9R10, C(O)OR7,OC(O)R8, OC(O)NR9R10, NR9R10, NR9C(O)R8, NR9C(O)OR7, S(O)R8, S(O)NR9R10 S(O)2R8, NR9S(O)2R8 ili S(O)2NR9R10;
R6 je H, C1-4 alkil, C2-4 alkenil, C2-4 alkinil, C1-4 haloalkil, OR7, C(O)R8, C(O)NR9R10, C(O)OR7, S(O)R8, S(O)NR9R10, S(O)2R8, ili S(O)2NR9R10;
R7 je H, C1-6 alkil, C1-6 haloalkil, C2-6alkenil, C2-6alkinil, aril, cikloalkil, heteroaril, heterocikloalkil, arilalkil, heteroarilalkil, cikloalkilalkil ili heterocikloalkilalkil;
R8 je H, C1-6 alkil, C1-6 haloalkil, C2-6 alkenil, C2-6 alkinil, aril, cikloalkil, heteroaril, heterocikloalkil, arilalkil, heteroarilalkil, cikloalkilalkil ili heterocikloalkilalkil;
R9 i R10 su neovisno izabrani od H, C1-10 alkila, C1-6 haloalkila, C2-6 alkenila, C2-6 alkinila, C1-6 alkilkarbonila, arilkarbonila, C1-6 alkilsulfonila, arilsulfonila, arila, heteroarila, cikloalkila, heterocikloalkila, arilalkila, heteroarilalkila, cikloalkilalkila i heterocikloalkilalkila;
ili R9 i R10 zajedno s atomom dušika na koji su spojeni čine 4-, 5-, 6- ili 7-članu heterocikloalkil skupinu;
R11 i R12 su neovisno izabrani od H, halo, OH, CN, C1-4 alkila, C1-4 haloalkila, C2-4 alkenila, C2-4 alkinila, C1-4 hidroksialkila, C1-4 cijanoalkila, arila, heteroarila, cikloalkila, i heterocikloalkila;
Ra i Ra" su neovisno izabrani od H, C1-6 alkila, C1-6 haloalkila, C2-6 alkenila, C2-6 alkinila, arila, cikloalkila, heteroarila, heterocikloalkila, arilalkila, heteroarilalkila, cikloalkilalkila i heterocikloalkilalkila, pri čemu je navedeni C1-6 alkil, C1-6 haloalkil, C2-6 alkenil, C2-6 alkinil, aril, cikloalkil, heteroaril, heterocikloalkil, arilalkil, heteroarilalkil, cikloalkilalkil ili heterocikloalkilalkil opcionalno supstituiran s 1, 2 ili 3 supstituenta neovisno izabrana od OH, CN, amino, halo, C1-6 alkila, C1-6 haloalkila, arila, arilalkila, heteroarila, heteroarilalkila, cikloalkila i heterocikloalkila;
Rb i Rb" su neovisno izabrani od H, C1-6 alkila, C1-6 haloalkila, C2-6 alkenila, C2-6 alkinila, arila, cikloalkila, heteroarila, heterocikloalkila, arilalkila, heteroarilalkila, cikloalkilalkila i heterocikloalkilalkila, pri čemu je navedeni C1-6 alkil, C1-6 haloalkil, C2-6 alkenil, C2-6 alkinil, aril, cikloalkil, heteroaril, heterocikloalkil, arilalkil, heteroarilalkil, cikloalkilalkil ili heterocikloalkilalkil opcionalno supstituiran s 1, 2 ili 3 supstituenta neovisno izabranih od OH, CN, amino, halo, C1-6 alkila, C1-6 haloalkila, C1-6 haloalkila, arila, arilalkila, heteroarila, heteroarilalkila, cikloalkila i heterocikloalkila;
Rc i Rd su neovisno izabrani od H, C1-10 alkila, C1-6 haloalkila, C2-6 alkenila, C2-6 alkinila, arila, heteroarila, cikloalkila, heterocikloalkila, arilalkila, heteroarilalkila, cikloalkilalkila i heterocikloalkilalkila, pri čemu je navedeni C1-10 alkil, C1-6 haloalkil, C2-6 alkenil, C2-6 alkinil, aril, heteroaril, cikloalkil, heterocikloalkil, arilalkil, heteroarilalkil, cikloalkilalkil ili heterocikloalkilalkil opcionalno supstituiran s 1, 2 ili 3 supstituenta neovisno izabranih od OH, CN, amino, halo, C1-6 alkila, C1-6 haloalkila, C1-6 haloalkila, arila, arilalkila, heteroarila, heteroarilalkila, cikloalkila ili heterocikloalkila;
ili Rc i Rd zajedno s atomom dušika na koji su spojeni čine 4-, 5-, 6- ili 7-članu heterocikloalkil skupinu opcionalno supstituiranu s 1, 2 ili 3 supstituenta neovisno izabrana od OH, CN, amino, halo, C1-6alkila, C1-6haloalkila, C1-6 haloalkila, arila, arilalkila, heteroarila, heteroarilalkila, cikloalkila i heterocikloalkila;
Rc" i Rd" su neovisno izabrani od H, C1-10 alkila, C1-6 haloalkila, C2-6 alkenila, C2-6 alkinila, arila, heteroarila, cikloalkila, heterocikloalkila, arilalkila, heteroarilalkila, cikloalkilalkila i heterocikloalkilalkila, pri čemu je navedeni C1-10 alkil, C1-6 haloalkil, C2-6 alkenil, C2-6 alkinil, aril, heteroaril, cikloalkil, heterocikloalkil, arilalkil, heteroarilalkil, cikloalkilalkil ili heterocikloalkilalkil opcionalno supstituiran s 1, 2 ili 3 supstituenta neovisno izabrana od OH, CN, amino, halo, C1-6 alkila, C1-6 haloalkila, C1-6 haloalkila, arila, arilalkila, heteroarila, heteroarilalkila, cikloalkila i heterocikloalkila;
ili Rc" i Rd" zajedno s atomom dušika na koji su spojeni čine 4-, 5-, 6- ili 7-članu heterocikloalkil skupinu opcionalno supstituiranu s 1, 2, ili 3 supstituenta neovisno izabrana od OH, CN, amino, halo, C1-6 alkila, C1-6 haloalkila, C1-6 haloalkila, arila, arilalkila, heteroarila, heteroarilalkila, cikloalkila i heterocikloalkila;
p je 0, 1, 2, 3, 4, 5 ili 6; i
q je 0, 1, 2, 3, 4, 5 ili 6.
i farmaceutski prihvatljiv nosač; pri čemu je navedeni sastav pogodan za oralnu primjenu i za osiguravanje produženog oslobađanja navedenog spoja ili navedene soli.
2. Farmaceutski sastav prema zahtjevu 1, pri čemu je spoj spoj Formule II:
[image]
ili njegova farmaceutski prihvatljiva sol.
3. Farmaceutski sastav prema zahtjevu 1 ili 2, pri čemu X je N.
4. Farmaceutski sastav prema bilo kojem od patentnih zahtjeva 1 do 3, pri čemu n je 0.
5. Farmaceutski sastav prema bilo kojem od patentnih zahtjeva 1 do 3, pri čemu n je 1 i Y je C1-8 alkilen opcionalno supstituiran s 1, 2 ili 3 halo, OH, CN, amino, C1-4 alkilamino, ili C2-8 dialkilamino.
6. Farmaceutski sastav prema bilo kojem od patentnih zahtjeva 1 do 5, pri čemu Z je cikloalkil, opcionalno supstituiran s 1, 2, 3, 4, 5 ili 6 supstituenata neovisno izabranih od halo, C1-4 alkila, C2-4 alkenila, C2-4 alkinila, C1-4 haloalkila, C1-4 hidroksialkila, C1-4 cijanoalkila, Cy1, CN, NO2, ORa, SRa, C(O)Rb, C(O)NRcRd, C(O)ORa, OC(O)Rb, OC(O)NRcRd, NRcRd, NR cC(O)Rb, NRcC(O)NRcRd, NRcC(O)ORa, S(O)Rb, S(§O)NRcRd, S(O)2Rb, NRcS(O)2Rb, i S(O)2NRcRd.
7. Farmaceutski sastav prema bilo kojem od patentnih zahtjeva 1 do 5, pri čemu Z je heterocikloalkil, opcionalno supstituiran s 1, 2, 3, 4, 5 ili 6 supstituenata neovisno izabranih od halo, C1-4 alkila, C2-4 alkenila, C2-4 alkinila, C1-4 haloalkila, C1-4 hidroksialkila, C1-4 cijanoalkila, Cy1, CN, NO2, ORa, SRa, C(O)Rb, C(O)NRcRd, C(O)ORa, OC(O)Rb, OC(O)NRcRd, NRcRd, NRcC(O)Rb, NRcC(O)NRcRd, NRcC(O)ORa, S(O)Rb, S(O)NcRd, S(O)2Rb, NRcS(O)2Rb, i S(O)2NRcRd.
8. Farmaceutski sastav prema zahtjevu 1, pri čemu je navedeni spoj izabran od:
4-[1-(1-metil-3-pirazol-1-il-propil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-[1-(3-imidazol-1-il-1-metil-propil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-ciklopentil-4-[4-(1H-pirolo[2,3-b]piridin-4-il)-pirazol-1-il]-butironitrila;
3-ciklopropil-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-pirazol-1-il]-propionitrila;
3-ciklopentil-3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]propannitrila;
3-cikloheksil-3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]propannitrila;
3-ciklopentil-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-cikloheksil-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]ciklopropilpropannitrila;
4-ciklopropil-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]butanonitrila;
1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]ciklopropilacetonitrila;
4-1-[(pirolidin-2-il)metil]-1H-pirazol-4-il-7H-pirolo[2,3-d]pirimidina;
4-(1-[1-(metilsulfonil)pirolidin-2-il]metil-1H-pirazol-4-il)-7H-pirolo[2,3-d]pirimidina;
3-ciklopentil-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]akrilonitrila;
3-(2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil)-ciklopentan-karbonitrila;
3-[3-(hidroksimetil)ciklopentil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
4-(1-benzil-1H-pirazol-4-il)-1H-pirolo[2,3-b]piridina;
4-[1-(2-naftilmetil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-(1-fenil-1H-pirazol-4-il)-1H-pirolo[2,3-b]piridina;
3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzonitrila;
4-metil-3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzonitrila;
4-[1-(3,5-dimetoksibenzil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-[1-(1-feniletil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-[1-(cikloheksilmetil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
3-{[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]metil}benzonitrila;
2-{[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]metil}benzonitrila;
4-{[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]metil}benzonitrila;
1-fenil-2-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]etanona;
4-{1-[(5-metilizoksazol-3-il)metil]-1H-pirazol-4-il}-1H-pirolo[2,3-b]piridina;
4-[1-(tetrahidro-2H-piran-2-ilmetil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-(1-cikloheks-2-en-1-il-1H-pirazol-4-il)-1H-pirolo[2,3-b]piridina;
4-(1-cikloheksil-1H-pirazol-4-il)-1H-pirolo [2,3-b]piridina;
4’-{[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]metil}bifenil-2-karbonitrila;
4-[1-(2-nitrobenzil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-{1-[2,6-dikloro-4-(trifluorometil)fenil]-1H-pirazol-4-il}-1H-pirolo[2,3-b]piridina;
4-[1-(3-nitrobenzil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-[1-(2-bromobenzil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
N-fenil-2-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]propanamida;
4-{1-[3-(trifluorometoksi)benzil]-1H-pirazol-4-il}-1H-pirolo[2,3-b]piridina;
4-{1-[2-fluoro-5-(trifluorometil)benzil]-1H-pirazol-4-il}-1H-pirolo[2,3-b]piridina;
4-{1-[3-(trifluorometil)benzil]-1H-pirazol-4-il}-1H-pirolo[2,3-b]piridina;
4-[1-(piridin-3-ilmetil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-{1-[1-fenilbutil]-1H-pirazol-4-il}-1H-pirolo[2,3-b]piridina;
1-fenil-2-[4-(1H-pirolo[2,3-b]piridin-4-il)-H-pirazol-1-il]propan-1-ona;
4-[1-(2,6-diklorobenzil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-[1-(2,6-dimetilfenil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
2-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]-5-(trifluorometil)-benzonitrila;
4-[1-(4-bromo-3,5,6-trifluoropiridin-2-il)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-[1-(ciklopropilmetil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-[1-(2,5-dimetilfenil)-1H-pirazol-4-il]-1H-pirolo[2,3 -b]piridina;
4-[1-(2-metilfenil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-[1-(2-metoksifenil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
3-{1-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]etil} benzonitrila;
3-kloro-4-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzonitrila;
4-[1-(1-cikloheksiletil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-fluoro-2-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzonitrila;
2-fluoro-4-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzonitrila;
3-fluoro-4-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzonitrila;
4-(1-{1-[3-(trifluorometil)fenil]etil}-1H-pirazol-4-il)-1H-pirolo[2,3-b]piridina;
4-[1-(3,5-dimetilfenil)-1H-pirazol-4-il]-H-pirolo[2,3-b]piridina;
4-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzonitrila;
{4-[4-(1 H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]fenil}acetonitrila;
4-[1-( -fenilpropil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-(1-{1-[4-(metilsulfonil)fenil]etil}-1H-pirazol-4-il)-1H-pirolo[2,3-b]piridina;
4-{1-[ 1-(3-fluoro-4-metoksifenil)etil]-1H-pirazol-4-il}-1H-pirolo[2,3-b]piridina;
4-(1-{11-[2-(trifluorometil)fenil]etil}-1H-pirazol-4-il)-1H-pirolo[2,3-b]piridina;
4-(1-{1-[3,5-bis(trifluorometil)fenil]etil}-1H-pirazol-4-il)-1H-pirolo[2,3-b]piridina;
4-{1-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]etil} benzonitrila;
4-{1-[4-nitro-2-(trifluorometil)fenil]-1H-pirazol-4-il}-1H-pirolo[2,3-b]piridina;
3-metil-4-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzonitrila;
4-[1-(2-klorofenil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
3-bromo-4-[4-(1 H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzonitrila;
etil 4-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzoata;
4-{1-[2-kloro-6-nitro-4-(trifluorometil)fenil]-1H-pirazol-4-il}-1H-pirolo[2,3-b]piridina;
4-(1-{1-[4-(trifluorometil)fenil]etil}-1H-pirazol-4-il)-1H-pirolo[2,3-b]piridina;
4-[1-(2,3-dihidro-1H-inden-1-il)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-[1-(1,2,3,4-tetrahidronaftalen-1-il)-1H-pirazol-4-il]-1 H-pirolo [2,3-b]piridina;
4-(1-{1-[2-kloro-5-(trifluorometil)fenil]etil}-1H-pirazol-4-il)-1H-pirolo[2,3-b]piridina;
4-{1-[11-(2,4-dikloro-5-fluorofenil)etil]-1H-pirazol-4-il}-1H-pirolo[2,3-b]piridina;
4-[1-(1-ciklopentiletil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-[1-(1-metil-3-fenilpropil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-[1-(1-ciklobutiletil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
[2-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]-5-(trifluorometil)fenil]-acetonitrila;
[5-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]-2-(trifluorometil)fenil]-acetonitrila;
4-{1-[4-fenilbut-3-en-1-il]-1H-pirazol-4-il}-1H-pirolo[2,3-b]piridina;
[3-kloro-2-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]-5-(trifluorometil)fenil]-acetonitrila;
5-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]-2-(trifluorometil)-benzonitrila;
4-{1-[2-kloro-4-(trifluorometil)fenil]-1H-pirazol-4-il}-1H-pirolo[2,3-b]piridina;
4-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]-2-(trifluorometil)-benzonitrila;
2-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzonitrila;
3-kloro-2-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzonitrila;
4-amino-5,6-difluoro-2-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]izoftalonitrila;
1-{[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]metil}-ciklopropankarbonitrila;
5-bromo-2-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzonitrila;
3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]-4-(trifluorometil)-benzonitrila;
2-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]-3-(trifluorometil)-benzonitrita;
3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]-4-(trifluorometil)benzamida;
3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]cikloheksanona;
2-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1 -il]cikloheksanola;
4-(1-{[-(metilsulfonil)piperidin-4-il]metil}-1H-pirazol-4-il)-1H-pirolo[2,3-b]piridina;
2-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]cikloheksankarbonitrila;
4-{1-[2-(trifluorometil)fenil]-1H-pirazol-4-il}-1H-pirolo[2,3-b]piridina;
4-[1-(2,6-diklorofenil)-1H-pirazol-4-il] -1 H-pirolo[2,3-b]piridina;
(4-{[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]metil}cikloheksil)metanola;
4-[1-(tetrahidrofuran-2-ilmetil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-[1-(1-ciklopentilpropil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-[1-(tetrahidrofuran-3-ilmetil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
2-kloro-3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzonitrila;
3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]-3-(1,3-tiazol-5-il)propannitrila;
3-(1-metil-1H-imidazol-5-il)-3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il] propannitrila;
3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]-3-(3-tienil)propannitrila;
{1-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]ciklopentil}acetonitrila;
4-kloro-3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]benzonitrila;
4-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]ftalonitrila;
3-metil-4-[4-(1H-pirolo[2,3-b]piridin-4-il)-1 H-pirazol-1-il]benzaldehida;
4-[1-(2-metil-4-nitrofenil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]ciklopentanona;
4-[1-(3-furilmetil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
4-[1-(2-furilmetil)-1H-pirazol-4-il]-1H-pirolo[2,3-b]piridina;
3-{2-cijano-1-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]etil}benzonitrila;
{3-metil-4-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]fenil} metanola;
3-(1-benzofuran-2-il)-3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]propannitrila;
3-(3-furil)-3-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]propannitrila;
{3-metil-4-[4-(1H-pirolo[2,3-b]piridin-4-il)-1H-pirazol-1-il]fenil} acetonitrila;
4-metil-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]benzonitrila;
4-[-(11-ciklopentilpropil)-1H-pirazol-4-il]-7H-pirolo[2,3-d]pirimidina;
{1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]ciklopentil}acetonitrila;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}benzonitrila;
3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-3-(3-tienil)propannitrila;
4-kloro-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]benzonitrila;
3-(3-furil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-{1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]ciklopentil}-propannitrila;
{1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]cikloheksil}acetonitrila;
{3-metil-4-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]fenil}metanola;
3-piridin-4-il-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-piridin-3-il-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-[4-(metiltio)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-(3-metoksifenil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-(4-metoksifenil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
{3-metil-4-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]fenil}acetonitrila;
3-[4-(metilsulfinil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-[4-(metilsulfonil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-[3-(cijanometoksi)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1 H-pirazol-1-il]-propannitrila;
3-(6-kloropiridin-3-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
5-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}piridin-2-karbonitrila;
3-(3,5-dimetilizoksazol-4-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-3-[6-(trifluorometil)piridin-3-il]-propannitrila;
3-(6-metoksipiridin-3-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-piridin-2-il-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-(6-bromopiridin-2-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
6-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}piridin-2-karbonitrila;
3-(5-bromopiridin-3-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
5-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}nikotinonitrila;
3-(2-metoksipiridin-3-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-[4-(cijanometoksi)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-[2-(cijanometoksi)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-(3,5-dibromofenil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
5-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}izoftalonitrila;
3-[6-(dimetilamino)piridin-2-il]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-(4-bromo-2-tienil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
5-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}tiofen-3-karbonitrila;
3-(5-bromo-2-fluorofenil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-(3-nitrofenil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-(5-bromo-2-metoksifenil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-4-metoksibenzo-nitrila;
3-(3-bromofenil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-4-fluorobenzonitrila;
3-[5-bromo-2-(cijanometoksi)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-(4-bromo-2-furil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
4-(cijanometoksi)-3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-benzonitrila;
3-(4-bromopiridin-2-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
2-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}izonikotinonitrila;
5-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-3-furonitrila;
3-[2-bromo-5-(cijanometoksi)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
4-(cijanometoksi)-2-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-etil benzonitrila;
3-pirimidin-5-il-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-(2-bromopiridin-4-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
4-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}piridin-2-karbonitrila;
3-(5-metoksipiridin-3-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-(3-klorofenil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-3-[3-(trifluorometil)fenil]-propannitrila;
3-(3-fenoksifenil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-3-[3-(trifluorometoksi)-fenil]-propannitrila;
metil 3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}benzoata;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}benzojeve kiseline;
3-[3-(1H-pirazol-4-il)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-(3-aminofenil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
N-(3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}fenil)acetamida;
N-(3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}fenil)-metansulfonamida;
4-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}tiofen-2-karbonitrila;
5-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}tiofen-2-karbonitrila;
3-[3-(morfolin-4-ilkarbonil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
N-(2-aminoetil)-3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-benzamida;
3-(5-formil-3-tienil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-metilbenzamida;
2-cijano-N-(3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}fenil)-acetamida;
N-(3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}fenil)-nikotinamida;
N-(3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}fenil)-N’-izopropilureje;
izopropil (3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}fenil)-karbamata;
3 -(5 -fenilpiridin-3 -il)-3 -[4-(7H-pirolo [2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-(3,3’-bipiridin-5-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-(5-pirimidin-5-ilpiridin-3-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-[5-(1-metil-1H-pirazol-4-il)piridin-3-il]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-(5-etinilpiridin-3-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-[5-(feniltio)piridin-3-il]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-(2-bromo-1,3-tiazol-5-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-(5-morfolin-4-ilpiridin-3-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-(1-metil-1H-pirazol-4-il)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-(3-piridin-3-ilfenil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-[5-(fenilsulfinil)piridin-3-il]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-[5-(fenilsulfonil)piridin-3-il]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-3-[5-(1,3-tiazol-2-iltio)piridin-3-il]propannitrila;
3-[5-(etiltio)piridin-3-il]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
4-{1-[1-metil-2-(1H-1,2,4-triazol-1-il)etil]-1H-pirazol-4-il}-7H-pirolo[2,3-d]pirimidina;
1-fenil-2-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propan-1-ona;
3-[5-(etilsulfinil)piridin-3-il]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-[5-(etilsulfonil)piridin-3-il]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-[5-(cikloheksiltio)piridin-3-il]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
1-fenil-2-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propan-1-ola;
3-[3-(etiltio)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-[3-(etilsulfinil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-[3-(etilsulfonil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-[5-(cikloheksilsulfonil)piridin-3-il]-3-[4-(7H-pirolo[2,3-d]¬pirimidin-4-il)-1H-pirazol-1-il] propannitrila;
3-[5-(cikloheksilsulfinil)piridin-3-il]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
4-[1-(1-metil-2-feniletil)-1H-pirazol-4-il]-7H-pirolo[2,3-d]pirimidina;
4-{1-[1-metil-2-(3-tienil)etil]-1H-pirazol-4-il}-7H-pirolo[2,3-d]pirimidina;
3-{1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}benzonitrila;
4-{1-[2-(1H-imidazol-1-il)-1-metiletil]-1H-pirazol-4-il}-7H-pirolo[2,3-d]pirimidina;
4-{1-[1-metil-2-(3-metil-1,2,4-oksadiazol-5-il)etil]-1H-pirazol-4-il}-7H-pirolo[2,3-d]-pirimidina;
3-[3-(metilsulfonil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-(3-piridin-4-ilfenil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-[5-(izopropiltio)piridin-3-il]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-[5-(izopropilsulfinil)piridin-3-il]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-[5-(izopropilsulfonil)piridin-3-il]¬-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-l-il]-3-[5-(trifluorometil)piridin-3-il]-propannitrila;
2-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-N-[3-(trifluorometil)fenil]-propanamida;
N-2-naftil-2-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propanamida;
N-1-naftil-2-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propanamida;
N-(3-cijanofenil)-2-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propanamida;
N-fenil-2-[4-(7H-pirolo [2,3-d]¬pirimidin-4-il)-1H-pirazol-1-il]-butanamida;
N-(4-fenoksifenil)-2-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]butanamida;
N-2-naftil-2-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]butanamida;
N-(3-cijanofenil)-2-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]butanamida;
N-bifenil-4-il-2-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]butanamida;
N-(bifenil-4-ilmetil)-2-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]butanamida;
N-(bifenil-3-ilmetil)-2-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]butanamida;
N-(4-cijanofenil)-2-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]butanamida;
N-1-naftil-2-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]butanamida;
5-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-fenilnikotinamida;
N-(3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}fenil)-3-(trifluorometil)benzamida;
N-(3-{[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]metil}fenil)-3-(trifluorometil)benzamida;
3-[3-(metilsulfonil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
N-(3-{[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]metil}fenil)benzen-sulfonamida;
3-{[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]metil}-N-[3-(trifluorometil)-fenil]benzamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N,N-dimetil-benzensulfonamida;
N-benzil-3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}benzen-sulfonamida;
N-benzil-3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}benzamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-fenilbenzamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-[3-(trifluoro-metil)fenil]benzamida;
N-(3-cijanofenil)-3-{[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]metil}-benzamida;
N-benzil-3-{[4-(7H-pirolo¬[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]metil}benzamida;
N-1-naftil-3-{[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]metil}benzamida;
N-2-naftil-3-{[4-(7H-pirolo[2,3-d]-pirimidin-4-il)-1H-pirazol-1-il]metil}benzamida;
N-(3-{[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]metil}fenil)-2-naftamida;
N-(3-{[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]metil}fenil)-1-naftamida;
2-fenil-N-(3-{[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]metil}fenil)-acetamida;
3-kloro-N-(3-{[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il] metil} fenil)-benzamida;
N-(3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il] etil}fenil)-2-naftamida;
N-(3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}fenil)-1-naftamida;
N-(3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-etil}fenil)-2-fenilacetamida;
3-cijano-N-(3-{2-cijano-1-[4-(7 H-pirolo[2,3 -d]pirimidin-4-il)-1H-pirazol-1-il]etil}fenil)-benzamida;
N-(3-{2-ciano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}fenil)-benzamida;
N-(3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}fenil)-4-(trifluorometil)benzamida;
N-(3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}fenil)-N’-fenilureje;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-[4-(trifluoro-metil)fenil]benzamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-(4-metilfenil)benzamida;
N-(4-cijanofenil)-3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-etil} benzamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-2-naftil-benzamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-1-naftil-benzamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N,N-dimetil-benzamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-piridin-3-il-benzamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-metil-N-fenil-benzamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-cikloheksil-benzamida;
N-(3-cijanofenil)-3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-benzamida;
N-bifenil-4-il-3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-etil}benzamida;
N-(4-klorofenil)-3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-etil}benzamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-(3,4-dimetil-fenil)benzamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-izoksazol-3-il-benzamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-metil-N-fenilbenzensulfonamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-propilbenzen-sulfonamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-fenil-benzensulfonamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-2-naftil-benzensulfonamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-ciklopropil-benzensulfonamida;
3-[3-(piperidin-1-ilsulfonil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-[3-(morfolin-4-ilsulfonil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-{2-ciano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-(4-metilfenil)-benzensulfonamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-(3,4-dimetil-fenil)benzensulfonamida;
3-[3-(benzilsulfonil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-[3-(benziltio)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
4-{[(3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}fenil)-sulfonil]metil}benzonitrila;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-metilbenzen-sulfonamida;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-1-naftil-benzensulfonamida;
N-bifenil-4-il-3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-benzensulfonamida;
3-[3-(benziloksi)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-cikloheksil-benzensulfonamida;
3-[3-(3,4-dihidroizokinolin-2(1H)-ilsulfonil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1il]propannitrila;
3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N,N-dietil-benzensulfonamida;
3-{3-[(4-etilpiperazin-1-il)sulfonil]fenil}-3-[4-(7H-pirolo[2,3-d]-pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
N-1,3-benzodioksol-5-il-3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-etil}benzensulfonamida;
3-{3-[(2,6-dimetilmorfolin-4-il)sulfonil]fenil}-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-{3-[(4-oksopiperidin-1-il)sulfonil]fenil}-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-[3-(izopropilsulfonil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-{3-[(cikloheksilmetil)sulfonil]fenil}-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-[3-(oktahidroizokinolin-2(1H)-ilsulfonil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-{3-[(2-feniletil)-sulfonil]fenil}-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
cis-4-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]cikloheksilacetonitrila;
3-cis-4-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]cikloheksilpropannitrila;
cis-4-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]cikloheksankarbonitrila;
3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]cikloheksilacetonitrila;
5-({cis-4-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]cikloheksil}tio)-1H-1,2,4-triazol-3-amina;
[cis-4-[4-(7H-Pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-1-(1H-1,2,4-triazol-1-il)ciklo-heksil] acetonitrila;
3-[3-(piperazin-1-ilsulfonil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-3-[3-(tiomorfolin-4-ilsulfonil)-fenil]propannitrila;
3-{3-[(4-hidroksipiperidin-1-il)sulfonil]fenil}-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol -1-il]propannitrila;
3-[3-(izobutilsulfonil)fenil]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-3-{3-[(tetrahidro-2H-piran-4-ilmetil)sulfonil]fenil}propannitrila;
3-{3-[(3-furilmetil)sulfonil]fenil}-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-{3-[(1,1-dioksidotiomorfolin-4-il)sulfonil]fenil}-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1il]propannitrila;
3-{3-[(piridin-4-ilmetil)sulfonil]fenil}-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-{3-hidroksi-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propil}-N,N-dimetil-benzensulfonamida;
3-{1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]but-3-en-1-il}benzonitrila;
4-{1-[1-(3-bromofenil)but-3-en-1-il]-1H-pirazol-4-il}-7H-pirolo[2,3-d]pirimidina;
3-{4,4-difluoro-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]but-3-en-1-il}-benzonitrila;
4-(1-{4,4-difluoro-1-[3-(morfolin-4-ilsulfonil)fenil]but-3-en-1-il}-1H-pirazol-4-il)-7H-pirolo[2,3-d]pirimidina;
4-(1-{1-[3-(etilsulfonil)fenil]-4,4-difluorobut-3-en-1-il}-1H-pirazol-4-il)-7H-pirolo[2,3-d]pirimidina;
4-(1-{1-[3-(benziloksi)fenil]-4,4-difluorobut-3-en-1-il}-1H-pirazol-4-il)-7H-pirolo[2,3-d]-pirimidina;
4-(1-{4,4-difluoro-1-[3-(metilsulfonil)fenil]but-3-en-1-il}-1H-pirazol-4-il)-7H-pirolo[2,3-d]pirimidina;
3-{[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]metil} benzonitrila;
3-{1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]-butil}benzonitrila;
4-(1-{1-[3-(etilsulfonil)fenil]-4,4-difluorobutil}-1H-pirazol-4-il)-7H-pirolo[2,3-d]-pirimidina;
4-[1-(1-ciklopentilbut-3-en-1-il)-1H-pirazol-4-il]-7H-pirolo[2,3-d]pirimidina;
4-[1-(1-ciklopentilbutil)-1H-pirazol-4-il]-7H-pirolo[2,3-d]pirimidina;
4-[1-(1-ciklopentil-4,4-difluorobut-3-en-1-il)-1H-pirazol-4-il]-7H-pirolo[2,3-d]pirimidina;
4-{1-[4,4-difluoro-1-(tetrahidrofuran-3-il)but-3-en-1-il]-1H-pirazol-4-il}-7H-pirolo[2,3-d]pirimidina;
4-[1-(1-ciklopropil-4,4-difluorobut-3-en-1-il)-1H-pirazol-4-il]-7H-pirolo[2,3-d]pirimidina;
4-[1-(1-ciklopentil-4,4-difluorobutil)-1H-pirazol-4-il]-7H-pirolo[2,3-d]pirimidina;
3-(1-metilciklopentil)-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
1-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}ciklopropan-karbonitrila;
3-[1-(metilsulfonil)pirolidin-3-il]-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
4-{1-[2,2,2-trifluoro-1-(1H-imidazol-2-ilmetil)etil]-1H-pirazol-4-il} -7H-pirolo[2,3-d]pirimidina;
4-(1-(1R)-2,2,2-trifluoro-1-[(4-metil-1,3-tiazol-2-il)metil]etil-1H-pirazol-4-il)-7H-pirolo[2,3-d]pirimidina;
4-{1-[1-(5-bromopiridin-3-il)-4,4-difluorobut-3-en-1-il]-1H-pirazol-4-il}-7H-pirolo[2,3-d]pirimidina;
5-{4,4-difluoro-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]but-3-en-1-il}nikotinonitrila;
3-[3-(pirolidin-1-ilsulfonil)-fenil]-3-[4-(7H-pirolo¬[2,3-d]-pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
N-benzil-3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-metilbenzensulfonamida;
3-{[(3-{2-cijano-1-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-fenil)sulfonil]metil}-benzonitrila;
3-{3-[(2-naftilmetil)-sulfonil]-fenil}-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
3-{3-[(1-feniletil)sulfonil]-fenil}-3-[4-(7H-pirolo[2,3-d]-pirimidin-4-il)-1H-pirazol-1-il]-propannitrila;
3-{2-cijano-1-[4-(7H-pirolo-[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-(2-morfolin-4-iletil)-benzensulfonamida;
3-{2-cijano-1-[4-(7H-pirolo-[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-[(1S)-1-feniletil]benzensulfonamida;
3-{2-cijano-1-[4-(7H-pirolo-[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-fenil-benzamida;
3-{2-cijano-1-[4-(7H-pirolo-[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]etil}-N-(tetrahidrofuran-2-il-metil)benzensulfonamida;
3-{3-[(cikopropilmetil)sulfonil]fenil}-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitril trifluoroacetata;
3-{3-[(4-metilpiperazin-1-il)-sulfonil]fenil}-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila; i
3-{3-[(1-oksidotiomorfolin-4-il)sulfonil]fenil}-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitrila;
ili njihove farmacutski prihvatljive soli.
9. Farmaceutski sastav koji sadrži spoj koji je 3-ciklopentil-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitril; ili njegovu farmaceutski prihvatljivu sol; i farmaceutski prihvatljiv nosač; pri čemu je navedeni sastav pogodan za oralnu primjenu i za osiguravanje produženog oslobađanja navedenog spoja ili navedene soli.
10. Farmaceutski sastav koji sadrži spoj koji je (R)-3-ciklopentil-3-[4-(7H-pirolo[2,3-d]pirimidin-4-il)-1H-pirazol-1-il]propannitril; ili njegovu farmaceutski prihvatljivu sol; i farmaceutski prihvatljiv nosač; pri čemu je navedeni sastav pogodan za oralnu primjenu i za osiguravanje produženog oslobađanja navedenog spoja ili navedene soli.
11. Farmaceutski sastav koji sadrži spoj koji je 3-ciklopropil-3-[4-(7H-pirolo[2,3-d]pirimidin-4il)-pirazol-1-il]-propionitril; ili njegovu farmaceutski prihvatljivu sol; i farmaceutski prihvatljiv nosač; pri čemu je navedeni sastav pogodan za oralnu primjenu i za osiguravanje produženog oslobađanja navedenog spoja ili navedene soli.
12. Farmaceutski sastav prema bilo kojem od patentnih zahtjeva 1 do 11, pri čemu je navedeni sastav oblika jedinice doziranja.
13. Farmaceutski sastav prema zahtjevu 12, pri čemu je navedeni oblik jedinice doziranja tableta.
14. Farmaceutski sastav prema zahtjevu 12, pri čemu je navedeni oblik jedinice doziranja kapsula.
15. Farmaceutski sastav prema zahtjevu 12, pri čemu navedeni oblik jedinice doziranja dalje sadrži enteričnu oblogu.
16. Farmaceutski sastav prema zahtjevu 12, pri čemu navedeni oblik jedinice doziranja sadrži od oko 5 do oko 1000 mg navedenog spoja ili navedene soli.
17. Farmaceutski sastav prema bilo kojem od patentnih zahtjeva 1 do 11, pri čemu navedeni nosač sadrži jedan ili više ekscipijenata izabranih od laktoze, dekstroze, saharoze, sorbitola, manitola, škrobova, gume akacije, kalcijevog fosfata, alginata, tragakanta, želatine, kalcijevog silikata, mikrokristalične celuloze, polivinilpirolidona, celuloze, vode, sirupa i metil celuloze.
18. Farmaceutski sastav prema bilo kojem od patentnih zahtjeva 1 do 11, pri čemu navedeni nosač sadrži mikrokristaličnu celulozu.
19. Farmaceutski sastav prema bilo kojem od patentnih zahtjeva 1 do 11, pri čemu navedeni nosač sadrži laktozu.
20. Farmaceutski sastav prema bilo kojem od patentnih zahtjeva 1 do 11, za uporabu u postupku liječenja bolesti izabranih od kaheksije, mijeloproliferativnog poremećaja i raka kod pacijenta.
21. Farmaceutski sastav za upotrebu prema zahtjevu 20, pri čemu je bolest mijeloproliferativni poremećaj.
22. Farmaceutski sastav za upotrebu prema zahtjevu 21, pri čemu je mijeloproliferativni poremećaj policitemija vera (PV), esencijalna trombocitemija (ET), mijeloidna metaplazija s mijelofibrozom (MMM), kronična mijeloična leukemija (CML), kronična mijelomonocitna leukemija (CMML), hipereozinofilni sindrom (HES) ili sistemska mastocitna bolest (SMCD).
23. Farmaceutski sastav za upotrebu prema zahtjevu 21, pri čemu je mijeloproliferativni poremećaj policitemija vera (PV).
24. Farmaceutski sastav za upotrebu prema zahtjevu 21, pri čemu je mijeloproliferativni poremećaj esencijalna trombocitemija (ET).
25. Farmaceutski sastav za upotrebu prema zahtjevu 21, pri čemu je mijeloproliferativni poremećaj mijeloidna metaplazija s mijelofibrozom (MMM).
26. Farmaceutski sastav za upotrebu prema zahtjevu 21, pri čemu je mijeloproliferativni poremećaj kronična mijeloična leukemija (CML).
27. Farmaceutski sastav za upotrebu prema zahtjevu 21, pri čemu je mijeloproliferativni poremećaj kronična mijelomonocitna leukemija (CMML).
28. Farmaceutski sastav za upotrebu prema zahtjevu 21, pri čemu je navedena bolest rak.
29. Farmaceutski sastav za upotrebu prema zahtjevu 28, pri čemu je navedeni rak multipli mijelom.
30. Farmaceutski sastav za upotrebu prema zahtjevu 28, pri čemu je navedeni rak rak gušterače.
31. Farmaceutski sastav za upotrebu prema zahtjevu 28, pri čemu je navedeni rak leukemija.
32. Farmaceutski sastav za upotrebu prema zahtjevu 28, pri čemu je navedeni rak limfom.
33. Farmaceutski sastav za upotrebu prema zahtjevu 28, pri čemu je navedeni rak akutna mijeloična leukemija.
34. Farmaceutski sastav za upotrebu prema zahtjevu 28, pri čemu je navedena bolest rak dojke.
35. Farmaceutski sastav za upotrebu prema zahtjevu 28, pri čemu je navedeni rak rak pluća.
36. Farmaceutski sastav za upotrebu prema zahtjevu 28, pri čemu je navedeni rak rak glave i vrata.
37. Farmaceutski sastav za upotrebu prema zahtjevu 28, pri čemu je navedeni rak izabran od raka prostate, raka bubrega, raka jetre, raka želuca, raka štitne žlijezde, glioblastoma, Kaposijevog sarkoma, Castlemanove bolesti, melanoma, T-staničnog kožnog limfoma (CTCL), B-staničnog kožnog limfoma, Sezary sindroma, "mycosis fungoides" (kronični T-stanični limfom), akutne limfoblastične leukemije i kolorektalnog raka.
38. Farmaceutski sastav za upotrebu prema zahtjevu 20, pri čemu navedena kaheksija proizlazi iz ili je povezana s rakom.
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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 | |
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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 |
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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 |
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