JP2011529918A5 - - Google Patents
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- JP2011529918A5 JP2011529918A5 JP2011521361A JP2011521361A JP2011529918A5 JP 2011529918 A5 JP2011529918 A5 JP 2011529918A5 JP 2011521361 A JP2011521361 A JP 2011521361A JP 2011521361 A JP2011521361 A JP 2011521361A JP 2011529918 A5 JP2011529918 A5 JP 2011529918A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- aryl
- heteroaryl
- lower alkyl
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 150000001875 compounds Chemical class 0.000 claims description 76
- 125000000217 alkyl group Chemical group 0.000 claims description 50
- 125000003118 aryl group Chemical group 0.000 claims description 36
- 125000001072 heteroaryl group Chemical group 0.000 claims description 35
- 150000003839 salts Chemical class 0.000 claims description 30
- 239000011780 sodium chloride Substances 0.000 claims description 30
- 125000000623 heterocyclic group Chemical group 0.000 claims description 26
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 20
- 229910052736 halogen Inorganic materials 0.000 claims description 12
- 150000002367 halogens Chemical class 0.000 claims description 12
- 241000124008 Mammalia Species 0.000 claims description 10
- 230000004913 activation Effects 0.000 claims description 10
- 201000010099 disease Diseases 0.000 claims description 10
- 230000001575 pathological Effects 0.000 claims description 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 125000004043 oxo group Chemical group O=* 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 7
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 6
- 230000028993 immune response Effects 0.000 claims description 6
- 230000001629 suppression Effects 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 125000003003 spiro group Chemical group 0.000 claims description 5
- 239000003814 drug Substances 0.000 claims description 4
- 230000001225 therapeutic Effects 0.000 claims description 4
- 125000002837 carbocyclic group Chemical group 0.000 claims description 3
- 206010066476 Haematological malignancy Diseases 0.000 claims description 2
- 208000002250 Hematologic Neoplasms Diseases 0.000 claims description 2
- 201000011510 cancer Diseases 0.000 claims description 2
- 239000000969 carrier Substances 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 230000036210 malignancy Effects 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- 230000000069 prophylaxis Effects 0.000 claims description 2
- 238000002560 therapeutic procedure Methods 0.000 claims description 2
- 150000001717 carbocyclic compounds Chemical class 0.000 claims 2
- 0 *c1ccnc2ncn[n]12 Chemical compound *c1ccnc2ncn[n]12 0.000 description 69
- RYUDJOMESUSKEK-YPMHNXCESA-N C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1c2[o]ccc2ncn1 Chemical compound C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1c2[o]ccc2ncn1 RYUDJOMESUSKEK-YPMHNXCESA-N 0.000 description 4
- FTVOOCZJFWWPOB-OCCSQVGLSA-N C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1ncn[n]2c1ccc2 Chemical compound C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1ncn[n]2c1ccc2 FTVOOCZJFWWPOB-OCCSQVGLSA-N 0.000 description 4
- ZLMBFROZUGFCQH-UHFFFAOYSA-N Cc1ncn[n]2c1cnc2 Chemical compound Cc1ncn[n]2c1cnc2 ZLMBFROZUGFCQH-UHFFFAOYSA-N 0.000 description 4
- OYZYGVBLLQCFRK-UHFFFAOYSA-N Cc1ncnc2c1OCC2 Chemical compound Cc1ncnc2c1OCC2 OYZYGVBLLQCFRK-UHFFFAOYSA-N 0.000 description 4
- XNWGEJXCEQCJPI-UHFFFAOYSA-N Cc1ncnc2c1cc[o]2 Chemical compound Cc1ncnc2c1cc[o]2 XNWGEJXCEQCJPI-UHFFFAOYSA-N 0.000 description 4
- UYNSQOJBUWTJMF-UHFFFAOYSA-N Cc1ncnc2c1nc[s]2 Chemical compound Cc1ncnc2c1nc[s]2 UYNSQOJBUWTJMF-UHFFFAOYSA-N 0.000 description 4
- BCBUXJMMCCUIIC-UHFFFAOYSA-N Cc1ncnc2ccn[n]12 Chemical compound Cc1ncnc2ccn[n]12 BCBUXJMMCCUIIC-UHFFFAOYSA-N 0.000 description 4
- OLLLBWGNBZXEIS-UHFFFAOYSA-N Ic1ccnc2ncc[n]12 Chemical compound Ic1ccnc2ncc[n]12 OLLLBWGNBZXEIS-UHFFFAOYSA-N 0.000 description 4
- 230000000875 corresponding Effects 0.000 description 4
- GJVSKLCBZPJGCV-UHFFFAOYSA-N C=Nc1c2[o]cnc2ncc1 Chemical compound C=Nc1c2[o]cnc2ncc1 GJVSKLCBZPJGCV-UHFFFAOYSA-N 0.000 description 2
- TVPBQWALLWZLPD-UHFFFAOYSA-N CC(C)c1nccc2c1cc[nH]2 Chemical compound CC(C)c1nccc2c1cc[nH]2 TVPBQWALLWZLPD-UHFFFAOYSA-N 0.000 description 2
- IKVDDQPGCXMPRM-UHFFFAOYSA-O CC1=NC=NN(C=[NH2+])C1=N Chemical compound CC1=NC=NN(C=[NH2+])C1=N IKVDDQPGCXMPRM-UHFFFAOYSA-O 0.000 description 2
- LAZWVBNVPJSQFK-UHFFFAOYSA-N CCCc1c(C)ncnc1SC Chemical compound CCCc1c(C)ncnc1SC LAZWVBNVPJSQFK-UHFFFAOYSA-N 0.000 description 2
- YYYYFWBUAXJECO-UHFFFAOYSA-N CCCc1c2nc[s]c2ncc1 Chemical compound CCCc1c2nc[s]c2ncc1 YYYYFWBUAXJECO-UHFFFAOYSA-N 0.000 description 2
- BGWZPDAVWKTQRE-UHFFFAOYSA-N CCCc1ncn[n]2c1ncc2 Chemical compound CCCc1ncn[n]2c1ncc2 BGWZPDAVWKTQRE-UHFFFAOYSA-N 0.000 description 2
- KNBPRNSUHJUMAW-UHFFFAOYSA-N CCCc1ncnc2c1cc[s]2 Chemical compound CCCc1ncnc2c1cc[s]2 KNBPRNSUHJUMAW-UHFFFAOYSA-N 0.000 description 2
- CCBYTTXMMIJFKP-UHFFFAOYSA-N CC[IH]1=NOc2nccc(C)c12 Chemical compound CC[IH]1=NOc2nccc(C)c12 CCBYTTXMMIJFKP-UHFFFAOYSA-N 0.000 description 2
- UIRICVAYZAYYLH-UHFFFAOYSA-N CN(C)c1c2nc[s]c2ncn1 Chemical compound CN(C)c1c2nc[s]c2ncn1 UIRICVAYZAYYLH-UHFFFAOYSA-N 0.000 description 2
- WXSDEMWWMIWAFL-UHFFFAOYSA-N CN(C)c1ncn[n]2nccc12 Chemical compound CN(C)c1ncn[n]2nccc12 WXSDEMWWMIWAFL-UHFFFAOYSA-N 0.000 description 2
- FPVADRLPHNAQQD-UHFFFAOYSA-N CNCCc1ncnc2ncn[n]12 Chemical compound CNCCc1ncnc2ncn[n]12 FPVADRLPHNAQQD-UHFFFAOYSA-N 0.000 description 2
- CGMKUWORWBXYMJ-UHFFFAOYSA-N CNc1nc(F)nc2c1cc[nH]2 Chemical compound CNc1nc(F)nc2c1cc[nH]2 CGMKUWORWBXYMJ-UHFFFAOYSA-N 0.000 description 2
- NBGVQJSFZBDTLK-UHFFFAOYSA-N CNc1nc(N)nc2c1cc[nH]2 Chemical compound CNc1nc(N)nc2c1cc[nH]2 NBGVQJSFZBDTLK-UHFFFAOYSA-N 0.000 description 2
- NBNMAHFMRYJNGS-OCCSQVGLSA-N C[C@H](CCN(C1)C(C2(CC2)C#N)=O)[C@H]1N(C)c1c(cc[nH]2)c2ncn1 Chemical compound C[C@H](CCN(C1)C(C2(CC2)C#N)=O)[C@H]1N(C)c1c(cc[nH]2)c2ncn1 NBNMAHFMRYJNGS-OCCSQVGLSA-N 0.000 description 2
- ZNFZQIXHGIZESL-HIFRSBDPSA-N C[C@H](CCN(C1)C(C2(CC2)C#N)=O)[C@H]1N(C)c1ncn[n]2c1ccc2 Chemical compound C[C@H](CCN(C1)C(C2(CC2)C#N)=O)[C@H]1N(C)c1ncn[n]2c1ccc2 ZNFZQIXHGIZESL-HIFRSBDPSA-N 0.000 description 2
- YLBRCXGXTJEAKP-ZMDMRTEPSA-N C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)C1=NC=NC2SC=CC12 Chemical compound C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)C1=NC=NC2SC=CC12 YLBRCXGXTJEAKP-ZMDMRTEPSA-N 0.000 description 2
- UYZOPGNTGOCYMY-PWSUYJOCSA-N C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1c(cc[nH]2)c2nc(F)n1 Chemical compound C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1c(cc[nH]2)c2nc(F)n1 UYZOPGNTGOCYMY-PWSUYJOCSA-N 0.000 description 2
- QWPDMNSQGAORIB-PWSUYJOCSA-N C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1c(cc[nH]2)c2nc(N)n1 Chemical compound C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1c(cc[nH]2)c2nc(N)n1 QWPDMNSQGAORIB-PWSUYJOCSA-N 0.000 description 2
- KKKYYKCAPCBIMZ-MNOVXSKESA-N C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1c2nc[s]c2ncn1 Chemical compound C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1c2nc[s]c2ncn1 KKKYYKCAPCBIMZ-MNOVXSKESA-N 0.000 description 2
- ZOFRMSIDCBTSRU-YPMHNXCESA-N C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1cc(C)nc2ncn[n]12 Chemical compound C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1cc(C)nc2ncn[n]12 ZOFRMSIDCBTSRU-YPMHNXCESA-N 0.000 description 2
- MFOAXXWLVUHHEF-OLZOCXBDSA-N C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1ccnc2ccn[n]12 Chemical compound C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1ccnc2ccn[n]12 MFOAXXWLVUHHEF-OLZOCXBDSA-N 0.000 description 2
- DANQCJZYOJHPPW-NEPJUHHUSA-N C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1ccnc2ncn[n]12 Chemical compound C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1ccnc2ncn[n]12 DANQCJZYOJHPPW-NEPJUHHUSA-N 0.000 description 2
- PPAXGHOFTJFDOT-NEPJUHHUSA-N C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1ncn[n]2c1ncc2 Chemical compound C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1ncn[n]2c1ncc2 PPAXGHOFTJFDOT-NEPJUHHUSA-N 0.000 description 2
- UJLAWZDWDVHWOW-YPMHNXCESA-N C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1ncnc2c1cc[nH]2 Chemical compound C[C@H](CCN(C1)C(CC#N)=O)[C@H]1N(C)c1ncnc2c1cc[nH]2 UJLAWZDWDVHWOW-YPMHNXCESA-N 0.000 description 2
- PINPKVPDPACUED-HIFRSBDPSA-N C[C@H](CCN(C1)C2(CC#N)COC2)[C@H]1N(C)c1c(cc[nH]2)c2ncn1 Chemical compound C[C@H](CCN(C1)C2(CC#N)COC2)[C@H]1N(C)c1c(cc[nH]2)c2ncn1 PINPKVPDPACUED-HIFRSBDPSA-N 0.000 description 2
- IBGRZUYDNYNYGR-ZBFHGGJFSA-N C[C@H](CCN(C1)C2(CC#N)COC2)[C@H]1N(C)c1ncn[n]2c1ccc2 Chemical compound C[C@H](CCN(C1)C2(CC#N)COC2)[C@H]1N(C)c1ncn[n]2c1ccc2 IBGRZUYDNYNYGR-ZBFHGGJFSA-N 0.000 description 2
- UWTWNCJFUXFICV-PBHICJAKSA-N C[C@H](CCN(C1)c2ncn[n]3c2ccc3)[C@H]1N(C)c1ncn[n]2c1ccc2 Chemical compound C[C@H](CCN(C1)c2ncn[n]3c2ccc3)[C@H]1N(C)c1ncn[n]2c1ccc2 UWTWNCJFUXFICV-PBHICJAKSA-N 0.000 description 2
- NXCQSMAWNIGAMO-DOMZBBRYSA-N C[C@H](CCN(C1)c2ncnc3c2[o]cc3)[C@H]1N(C)c1c2[o]ccc2ncn1 Chemical compound C[C@H](CCN(C1)c2ncnc3c2[o]cc3)[C@H]1N(C)c1c2[o]ccc2ncn1 NXCQSMAWNIGAMO-DOMZBBRYSA-N 0.000 description 2
- GULCIQCTZJFWOC-UHFFFAOYSA-N Cc1c(C=N)c(S)ncc1 Chemical compound Cc1c(C=N)c(S)ncc1 GULCIQCTZJFWOC-UHFFFAOYSA-N 0.000 description 2
- YOMZNTKRRGEXEV-UHFFFAOYSA-N Cc1c(cn[o]2)c2ncc1 Chemical compound Cc1c(cn[o]2)c2ncc1 YOMZNTKRRGEXEV-UHFFFAOYSA-N 0.000 description 2
- MNHDLTDFMQPHCW-UHFFFAOYSA-N Cc1c(cn[o]2)c2ncn1 Chemical compound Cc1c(cn[o]2)c2ncn1 MNHDLTDFMQPHCW-UHFFFAOYSA-N 0.000 description 2
- DEGYHMQABDNXAC-UHFFFAOYSA-N Cc1c2N(C)NSc2ncc1 Chemical compound Cc1c2N(C)NSc2ncc1 DEGYHMQABDNXAC-UHFFFAOYSA-N 0.000 description 2
- JUFLAACYQXOYJD-UHFFFAOYSA-O Cc1c2SN[NH2+]c2ncc1 Chemical compound Cc1c2SN[NH2+]c2ncc1 JUFLAACYQXOYJD-UHFFFAOYSA-O 0.000 description 2
- RNHNZDUJRXROJA-UHFFFAOYSA-N Cc1c2[o]nnc2ncc1 Chemical compound Cc1c2[o]nnc2ncc1 RNHNZDUJRXROJA-UHFFFAOYSA-N 0.000 description 2
- QAIZVTQMYGHGTG-UHFFFAOYSA-N Cc1c2[s]cnc2ncc1 Chemical compound Cc1c2[s]cnc2ncc1 QAIZVTQMYGHGTG-UHFFFAOYSA-N 0.000 description 2
- VAXIBUZVPFRMHZ-UHFFFAOYSA-N Cc1c2[s]cnc2ncn1 Chemical compound Cc1c2[s]cnc2ncn1 VAXIBUZVPFRMHZ-UHFFFAOYSA-N 0.000 description 2
- IYMQFDVVSJBOCJ-UHFFFAOYSA-N Cc1c2[s]ncc2ncc1 Chemical compound Cc1c2[s]ncc2ncc1 IYMQFDVVSJBOCJ-UHFFFAOYSA-N 0.000 description 2
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- WXVQCFALDUVKSC-UHFFFAOYSA-N Cc1cc(C)nc2ncn[n]12 Chemical compound Cc1cc(C)nc2ncn[n]12 WXVQCFALDUVKSC-UHFFFAOYSA-N 0.000 description 2
- KEFHNNMOFZXQJA-UHFFFAOYSA-N Cc1cc(Cl)nc2ncc[n]12 Chemical compound Cc1cc(Cl)nc2ncc[n]12 KEFHNNMOFZXQJA-UHFFFAOYSA-N 0.000 description 2
- GKGGEVRMITWKIA-UHFFFAOYSA-N Cc1nc(F)n[n]2c1ccc2 Chemical compound Cc1nc(F)n[n]2c1ccc2 GKGGEVRMITWKIA-UHFFFAOYSA-N 0.000 description 2
- CZODODSACGXIMA-UHFFFAOYSA-N Cc1ncn[n]2c1ccc2 Chemical compound Cc1ncn[n]2c1ccc2 CZODODSACGXIMA-UHFFFAOYSA-N 0.000 description 2
- CFQDOJGIHVMOTJ-UHFFFAOYSA-N Cc1ncn[n]2c1ncc2 Chemical compound Cc1ncn[n]2c1ncc2 CFQDOJGIHVMOTJ-UHFFFAOYSA-N 0.000 description 2
- IMJFYHXYUIXDER-UHFFFAOYSA-N Cc1ncn[n]2c1nnc2 Chemical compound Cc1ncn[n]2c1nnc2 IMJFYHXYUIXDER-UHFFFAOYSA-N 0.000 description 2
- YZEJFPWHRCHRRI-UHFFFAOYSA-N Cc1ncn[n]2ncnc12 Chemical compound Cc1ncn[n]2ncnc12 YZEJFPWHRCHRRI-UHFFFAOYSA-N 0.000 description 2
- NKNFAJHOXKRJJK-UHFFFAOYSA-N Ic1ccnc2ccn[n]12 Chemical compound Ic1ccnc2ccn[n]12 NKNFAJHOXKRJJK-UHFFFAOYSA-N 0.000 description 2
- RINRRWDHGQAUGT-UHFFFAOYSA-N Ic1ncn[n]2c1ccc2 Chemical compound Ic1ncn[n]2c1ccc2 RINRRWDHGQAUGT-UHFFFAOYSA-N 0.000 description 2
- COIRNGWSWUWRGE-UHFFFAOYSA-N Ic1ncn[n]2nccc12 Chemical compound Ic1ncn[n]2nccc12 COIRNGWSWUWRGE-UHFFFAOYSA-N 0.000 description 2
- AYRXNHGVHILSDU-UHFFFAOYSA-N Ic1ncnc2c1[nH]nc2 Chemical compound Ic1ncnc2c1[nH]nc2 AYRXNHGVHILSDU-UHFFFAOYSA-N 0.000 description 2
- QWZFYLPTEFARKF-UHFFFAOYSA-N Ic1ncnc2c1[o]cc2 Chemical compound Ic1ncnc2c1[o]cc2 QWZFYLPTEFARKF-UHFFFAOYSA-N 0.000 description 2
- PEHVGBZKEYRQSX-UHFFFAOYSA-N Nc1c(cc[nH]2)c2ncn1 Chemical compound Nc1c(cc[nH]2)c2ncn1 PEHVGBZKEYRQSX-UHFFFAOYSA-N 0.000 description 2
- VEFILPQJQRHUBK-UHFFFAOYSA-N Nc1c2[o]ncc2ncc1 Chemical compound Nc1c2[o]ncc2ncc1 VEFILPQJQRHUBK-UHFFFAOYSA-N 0.000 description 2
- WPFZGADUIUVTCF-UHFFFAOYSA-N Nc1ccnc2ccn[n]12 Chemical compound Nc1ccnc2ccn[n]12 WPFZGADUIUVTCF-UHFFFAOYSA-N 0.000 description 2
- QOXCEADXSTZKHA-UHFFFAOYSA-N Nc1ccnc2ncn[n]12 Chemical compound Nc1ccnc2ncn[n]12 QOXCEADXSTZKHA-UHFFFAOYSA-N 0.000 description 2
- HVWJATXZZQPVEL-UHFFFAOYSA-N Nc1ncnc2c1[o]cc2 Chemical compound Nc1ncnc2c1[o]cc2 HVWJATXZZQPVEL-UHFFFAOYSA-N 0.000 description 2
- VASAZSNMKDILTC-UHFFFAOYSA-O [NH3+]c1ccn[n]2nccc12 Chemical compound [NH3+]c1ccn[n]2nccc12 VASAZSNMKDILTC-UHFFFAOYSA-O 0.000 description 2
- KCSLHMLHJTWKLW-ZJUUUORDSA-N C[C@H](CCNC1)[C@H]1N(C)C=C=C Chemical compound C[C@H](CCNC1)[C@H]1N(C)C=C=C KCSLHMLHJTWKLW-ZJUUUORDSA-N 0.000 description 1
- DVKMEJAYUBJYIM-RQJHMYQMSA-N C[C@H](CCNC1)[C@H]1N(C)N Chemical compound C[C@H](CCNC1)[C@H]1N(C)N DVKMEJAYUBJYIM-RQJHMYQMSA-N 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US8570508P | 2008-08-01 | 2008-08-01 | |
| US61/085,705 | 2008-08-01 | ||
| US9856208P | 2008-09-19 | 2008-09-19 | |
| US61/098,562 | 2008-09-19 | ||
| PCT/US2009/052449 WO2010014930A2 (en) | 2008-08-01 | 2009-07-31 | Therapeutic agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2011529918A JP2011529918A (ja) | 2011-12-15 |
| JP2011529918A5 true JP2011529918A5 (US20040106767A1-20040603-C00005.png) | 2012-09-06 |
Family
ID=41170025
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011521361A Pending JP2011529918A (ja) | 2008-08-01 | 2009-07-31 | Ｊａｋ３阻害剤としてのピペリジン誘導体 |
Country Status (13)
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2010278730A1 (en) | 2009-07-31 | 2012-03-01 | Biocryst Pharmaceuticals, Inc. | Pyrrolo [1, 2-b] pyridazine derivatives as janus kinase inhibitors |
| WO2011150356A1 (en) * | 2010-05-28 | 2011-12-01 | Biocryst Pharmaceuticals, Inc. | Heterocyclic compounds as janus kinase inhibitors |
| WO2012158785A1 (en) * | 2011-05-17 | 2012-11-22 | Principia Biopharma Inc. | Azaindole derivatives as tyrosine kinase inhibitors |
| EA201491667A1 (ru) | 2012-03-13 | 2015-03-31 | Басф Се | Фунгицидные соединения пиримидина |
| AU2013312296B2 (en) | 2012-09-10 | 2017-06-22 | Principia Biopharma Inc. | Pyrazolopyrimidine compounds as kinase inhibitors |
| BR112015011447A2 (pt) * | 2012-11-20 | 2017-07-11 | Glaxosmithkline Llc | composto da fórmula i, composição farmacêutica e de vacina, e, uso de um composto |
| EP2935216B1 (en) * | 2012-12-17 | 2018-06-27 | Sun Pharmaceutical Industries Limited | Process for the preparation of tofacitinib and intermediates thereof |
| WO2014102826A1 (en) * | 2012-12-28 | 2014-07-03 | Glenmark Pharmaceuticals Limited; | The present invention relates to process for the preparation of tofacitinib and intermediates thereof. |
| WO2015036059A1 (en) | 2013-09-16 | 2015-03-19 | Basf Se | Fungicidal pyrimidine compounds |
| CA2923101A1 (en) | 2013-09-16 | 2015-03-19 | Basf Se | Fungicidal pyrimidine compounds |
| CN106232122A (zh) * | 2013-09-27 | 2016-12-14 | 林伯士艾瑞斯公司 | Irak抑制剂和其用途 |
| PT3539965T (pt) * | 2013-12-09 | 2021-04-07 | Unichem Lab Ltd | Processo melhorado para a preparação de (3r,4r)-(1-benzil-4-metilpiperidin-3-il)-metilamina |
| EA033900B1 (ru) | 2014-02-21 | 2019-12-06 | Принсипиа Биофарма Инк. | СОЛЕВЫЕ И АМОРФНЫЕ ФОРМЫ 2-[(3R)-3-[4-АМИНО-3-(2-ФТОР-4-ФЕНОКСИФЕНИЛ)ПИРАЗОЛО[3,4-d]ПИРИМИДИН-1-ИЛ]ПИПЕРИДИН-1-КАРБОНИЛ]-4-МЕТИЛ-4-[4-(ОКСЕТАН-3-ИЛ)ПИПЕРАЗИН-1-ИЛ]ПЕНТ-2-ЕННИТРИЛА, ФАРМАЦЕВТИЧЕСКАЯ КОМПОЗИЦИЯ НА ИХ ОСНОВЕ И СПОСОБ ЛЕЧЕНИЯ ПУЗЫРЧАТКИ ОБЫКНОВЕННОЙ И ПУЗЫРЧАТКИ ЛИСТОВИДНОЙ С ИХ ПРИМЕНЕНИЕМ |
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2009
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- 2009-07-31 BR BRPI0916931A patent/BRPI0916931A2/pt not_active IP Right Cessation
- 2009-07-31 KR KR1020117004724A patent/KR20110050654A/ko not_active Application Discontinuation
- 2009-07-31 JP JP2011521361A patent/JP2011529918A/ja active Pending
- 2009-07-31 US US13/057,100 patent/US20110165183A1/en not_active Abandoned
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- 2009-07-31 NZ NZ590922A patent/NZ590922A/xx not_active IP Right Cessation
- 2009-07-31 CN CN2009801396041A patent/CN102171211A/zh active Pending
- 2009-07-31 EP EP09791064A patent/EP2324020A2/en not_active Withdrawn
- 2009-07-31 WO PCT/US2009/052449 patent/WO2010014930A2/en active Application Filing
- 2009-07-31 MX MX2011001259A patent/MX2011001259A/es unknown
- 2009-07-31 RU RU2011105768/04A patent/RU2011105768A/ru not_active Application Discontinuation
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2011
- 2011-02-01 IL IL210990A patent/IL210990A0/en unknown
