JP2013523867A5 - - Google Patents
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- JP2013523867A5 JP2013523867A5 JP2013504265A JP2013504265A JP2013523867A5 JP 2013523867 A5 JP2013523867 A5 JP 2013523867A5 JP 2013504265 A JP2013504265 A JP 2013504265A JP 2013504265 A JP2013504265 A JP 2013504265A JP 2013523867 A5 JP2013523867 A5 JP 2013523867A5
- Authority
- JP
- Japan
- Prior art keywords
- pharmaceutically acceptable
- substituted
- acceptable salt
- alkyl
- compound according
- 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 43
- 150000003839 salts Chemical class 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- -1 2-methoxy-2-propyl Chemical group 0.000 claims description 5
- 239000003814 drug Substances 0.000 claims description 5
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 4
- 229940122803 Vinca alkaloid Drugs 0.000 claims description 3
- 239000008194 pharmaceutical composition Substances 0.000 claims description 3
- 150000003235 pyrrolidines Chemical class 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims 19
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 12
- 125000005843 halogen group Chemical group 0.000 claims 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 8
- 206010028980 Neoplasm Diseases 0.000 claims 6
- 201000011510 cancer Diseases 0.000 claims 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 6
- 125000001153 fluoro group Chemical group F* 0.000 claims 6
- 229910052794 bromium Inorganic materials 0.000 claims 5
- 229910052801 chlorine Inorganic materials 0.000 claims 5
- 208000035475 disorder Diseases 0.000 claims 5
- 229910052740 iodine Inorganic materials 0.000 claims 5
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 5
- 239000003795 chemical substances by application Substances 0.000 claims 4
- 229910052731 fluorine Inorganic materials 0.000 claims 4
- 210000000244 kidney pelvis Anatomy 0.000 claims 4
- 125000002757 morpholinyl group Chemical group 0.000 claims 4
- 230000002062 proliferating effect Effects 0.000 claims 4
- 125000001424 substituent group Chemical group 0.000 claims 4
- 229960000575 trastuzumab Drugs 0.000 claims 3
- VVIAGPKUTFNRDU-UHFFFAOYSA-N 6S-folinic acid Natural products C1NC=2NC(N)=NC(=O)C=2N(C=O)C1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 VVIAGPKUTFNRDU-UHFFFAOYSA-N 0.000 claims 2
- 208000032791 BCR-ABL1 positive chronic myelogenous leukemia Diseases 0.000 claims 2
- 208000010833 Chronic myeloid leukaemia Diseases 0.000 claims 2
- CMSMOCZEIVJLDB-UHFFFAOYSA-N Cyclophosphamide Chemical compound ClCCN(CCCl)P1(=O)NCCCO1 CMSMOCZEIVJLDB-UHFFFAOYSA-N 0.000 claims 2
- GHASVSINZRGABV-UHFFFAOYSA-N Fluorouracil Chemical compound FC1=CNC(=O)NC1=O GHASVSINZRGABV-UHFFFAOYSA-N 0.000 claims 2
- 239000005517 L01XE01 - Imatinib Substances 0.000 claims 2
- 208000028018 Lymphocytic leukaemia Diseases 0.000 claims 2
- 208000033761 Myelogenous Chronic BCR-ABL Positive Leukemia Diseases 0.000 claims 2
- ZDZOTLJHXYCWBA-VCVYQWHSSA-N N-debenzoyl-N-(tert-butoxycarbonyl)-10-deacetyltaxol Chemical compound O([C@H]1[C@H]2[C@@](C([C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C=4C=CC=CC=4)C[C@]1(O)C3(C)C)=O)(C)[C@@H](O)C[C@H]1OC[C@]12OC(=O)C)C(=O)C1=CC=CC=C1 ZDZOTLJHXYCWBA-VCVYQWHSSA-N 0.000 claims 2
- 208000015914 Non-Hodgkin lymphomas Diseases 0.000 claims 2
- 229930012538 Paclitaxel Natural products 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 2
- 229940045799 anthracyclines and related substance Drugs 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- VSRXQHXAPYXROS-UHFFFAOYSA-N azanide;cyclobutane-1,1-dicarboxylic acid;platinum(2+) Chemical compound [NH2-].[NH2-].[Pt+2].OC(=O)C1(C(O)=O)CCC1 VSRXQHXAPYXROS-UHFFFAOYSA-N 0.000 claims 2
- 210000004556 brain Anatomy 0.000 claims 2
- 210000000481 breast Anatomy 0.000 claims 2
- 210000000621 bronchi Anatomy 0.000 claims 2
- 229960004562 carboplatin Drugs 0.000 claims 2
- 210000003679 cervix uteri Anatomy 0.000 claims 2
- DQLATGHUWYMOKM-UHFFFAOYSA-L cisplatin Chemical compound N[Pt](N)(Cl)Cl DQLATGHUWYMOKM-UHFFFAOYSA-L 0.000 claims 2
- 229960004316 cisplatin Drugs 0.000 claims 2
- 210000001072 colon Anatomy 0.000 claims 2
- 229960004397 cyclophosphamide Drugs 0.000 claims 2
- 229960003668 docetaxel Drugs 0.000 claims 2
- 229960002949 fluorouracil Drugs 0.000 claims 2
- VVIAGPKUTFNRDU-ABLWVSNPSA-N folinic acid Chemical compound C1NC=2NC(N)=NC(=O)C=2N(C=O)C1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 VVIAGPKUTFNRDU-ABLWVSNPSA-N 0.000 claims 2
- 235000008191 folinic acid Nutrition 0.000 claims 2
- 239000011672 folinic acid Substances 0.000 claims 2
- 229960005277 gemcitabine Drugs 0.000 claims 2
- SDUQYLNIPVEERB-QPPQHZFASA-N gemcitabine Chemical compound O=C1N=C(N)C=CN1[C@H]1C(F)(F)[C@H](O)[C@@H](CO)O1 SDUQYLNIPVEERB-QPPQHZFASA-N 0.000 claims 2
- 229960002411 imatinib Drugs 0.000 claims 2
- KTUFNOKKBVMGRW-UHFFFAOYSA-N imatinib Chemical compound C1CN(C)CCN1CC1=CC=C(C(=O)NC=2C=C(NC=3N=C(C=CN=3)C=3C=NC=CC=3)C(C)=CC=2)C=C1 KTUFNOKKBVMGRW-UHFFFAOYSA-N 0.000 claims 2
- 210000003228 intrahepatic bile duct Anatomy 0.000 claims 2
- 229960004768 irinotecan Drugs 0.000 claims 2
- UWKQSNNFCGGAFS-XIFFEERXSA-N irinotecan Chemical compound C1=C2C(CC)=C3CN(C(C4=C([C@@](C(=O)OC4)(O)CC)C=4)=O)C=4C3=NC2=CC=C1OC(=O)N(CC1)CCC1N1CCCCC1 UWKQSNNFCGGAFS-XIFFEERXSA-N 0.000 claims 2
- 210000000867 larynx Anatomy 0.000 claims 2
- 229960001691 leucovorin Drugs 0.000 claims 2
- 210000004185 liver Anatomy 0.000 claims 2
- 210000004072 lung Anatomy 0.000 claims 2
- 208000003747 lymphoid leukemia Diseases 0.000 claims 2
- 201000001441 melanoma Diseases 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 210000000214 mouth Anatomy 0.000 claims 2
- 208000025113 myeloid leukemia Diseases 0.000 claims 2
- 210000001672 ovary Anatomy 0.000 claims 2
- GXHAENUAJYZNOA-UHFFFAOYSA-N oxolane-2-carboxamide Chemical compound NC(=O)C1CCCO1 GXHAENUAJYZNOA-UHFFFAOYSA-N 0.000 claims 2
- 229960001592 paclitaxel Drugs 0.000 claims 2
- 210000000496 pancreas Anatomy 0.000 claims 2
- 210000003800 pharynx Anatomy 0.000 claims 2
- 210000002307 prostate Anatomy 0.000 claims 2
- 210000000664 rectum Anatomy 0.000 claims 2
- 229960004641 rituximab Drugs 0.000 claims 2
- 210000000813 small intestine Anatomy 0.000 claims 2
- 210000002784 stomach Anatomy 0.000 claims 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims 2
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 claims 2
- 229950006410 tezacitabine Drugs 0.000 claims 2
- GFFXZLZWLOBBLO-ASKVSEFXSA-N tezacitabine Chemical compound O=C1N=C(N)C=CN1[C@H]1C(=C/F)/[C@H](O)[C@@H](CO)O1 GFFXZLZWLOBBLO-ASKVSEFXSA-N 0.000 claims 2
- 210000001685 thyroid gland Anatomy 0.000 claims 2
- 229960000303 topotecan Drugs 0.000 claims 2
- UCFGDBYHRUNTLO-QHCPKHFHSA-N topotecan Chemical compound C1=C(O)C(CN(C)C)=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 UCFGDBYHRUNTLO-QHCPKHFHSA-N 0.000 claims 2
- DPWFPLHTMSSYKU-GOMRNUEMSA-N (2s)-n-[(1r)-1-[2-benzyl-5-(2,5-difluorophenyl)-1,2,4-triazol-3-yl]-2,2-dimethylpropyl]-n-[[(3r,4r)-4-fluoropyrrolidin-3-yl]methyl]-2-hydroxypropanamide Chemical compound C[C@H](O)C(=O)N([C@@H](C=1N(N=C(N=1)C=1C(=CC=C(F)C=1)F)CC=1C=CC=CC=1)C(C)(C)C)C[C@H]1CNC[C@@H]1F DPWFPLHTMSSYKU-GOMRNUEMSA-N 0.000 claims 1
- OSIGMKFSZPQTOV-PXAYELCQSA-N (2s)-n-[(1r)-1-[5-(2,5-difluorophenyl)-2-[(3-fluorophenyl)methyl]-1,2,4-triazol-3-yl]-2,2-dimethylpropyl]-n-[[(3r,4r)-4-fluoropyrrolidin-3-yl]methyl]-2-hydroxypropanamide Chemical compound C[C@H](O)C(=O)N([C@@H](C=1N(N=C(N=1)C=1C(=CC=C(F)C=1)F)CC=1C=C(F)C=CC=1)C(C)(C)C)C[C@H]1CNC[C@@H]1F OSIGMKFSZPQTOV-PXAYELCQSA-N 0.000 claims 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- 208000031261 Acute myeloid leukaemia Diseases 0.000 claims 1
- 208000003200 Adenoma Diseases 0.000 claims 1
- 206010001233 Adenoma benign Diseases 0.000 claims 1
- 208000034578 Multiple myelomas Diseases 0.000 claims 1
- 208000033776 Myeloid Acute Leukemia Diseases 0.000 claims 1
- 206010035226 Plasma cell myeloma Diseases 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 150000002118 epoxides Chemical class 0.000 claims 1
- 239000012025 fluorinating agent Substances 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 208000032839 leukemia Diseases 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- AWBVBYIKAUDSGH-ZDVAVYJTSA-N n-[(1r)-1-[2-benzyl-5-(2,5-difluorophenyl)-1,2,4-triazol-3-yl]-2,2-dimethylpropyl]-n-[[(3r,4r)-4-fluoropyrrolidin-3-yl]methyl]-2,6-dimethylmorpholine-4-carboxamide Chemical compound C1C(C)OC(C)CN1C(=O)N([C@@H](C=1N(N=C(N=1)C=1C(=CC=C(F)C=1)F)CC=1C=CC=CC=1)C(C)(C)C)C[C@@H]1[C@@H](F)CNC1 AWBVBYIKAUDSGH-ZDVAVYJTSA-N 0.000 claims 1
- NIGJERGZJNCPOP-VBCPYKANSA-N n-[(1r)-1-[5-(2,5-difluorophenyl)-2-[(3-fluorophenyl)methyl]-1,2,4-triazol-3-yl]-2,2-dimethylpropyl]-n-[[(3r,4r)-4-fluoropyrrolidin-3-yl]methyl]-2,6-dimethylmorpholine-4-carboxamide Chemical compound C1C(C)OC(C)CN1C(=O)N([C@@H](C=1N(N=C(N=1)C=1C(=CC=C(F)C=1)F)CC=1C=C(F)C=CC=1)C(C)(C)C)C[C@@H]1[C@@H](F)CNC1 NIGJERGZJNCPOP-VBCPYKANSA-N 0.000 claims 1
- 125000002524 organometallic group Chemical group 0.000 claims 1
- 238000010653 organometallic reaction Methods 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
- 238000006268 reductive amination reaction Methods 0.000 claims 1
- 238000007142 ring opening reaction Methods 0.000 claims 1
- 230000002194 synthesizing effect Effects 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 230000037396 body weight Effects 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- LOBCDGHHHHGHFA-LBPRGKRZSA-N (S)-monastrol Chemical compound CCOC(=O)C1=C(C)NC(=S)N[C@H]1C1=CC=CC(O)=C1 LOBCDGHHHHGHFA-LBPRGKRZSA-N 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- ZKHQWZAMYRWXGA-KQYNXXCUSA-J ATP(4-) Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O ZKHQWZAMYRWXGA-KQYNXXCUSA-J 0.000 description 1
- ZKHQWZAMYRWXGA-UHFFFAOYSA-N Adenosine triphosphate Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)C(O)C1O ZKHQWZAMYRWXGA-UHFFFAOYSA-N 0.000 description 1
- YSNVKDGEALPJGC-UHFFFAOYSA-N Cc(cc(cc1)F)c1F Chemical compound Cc(cc(cc1)F)c1F YSNVKDGEALPJGC-UHFFFAOYSA-N 0.000 description 1
- 235000009421 Myristica fragrans Nutrition 0.000 description 1
- 229940123237 Taxane Drugs 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 238000010171 animal model Methods 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 229940041181 antineoplastic drug Drugs 0.000 description 1
- 239000008365 aqueous carrier Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 238000009509 drug development Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 230000003862 health status Effects 0.000 description 1
- 238000010874 in vitro model Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 150000002611 lead compounds Chemical class 0.000 description 1
- 239000012931 lyophilized formulation Substances 0.000 description 1
- 239000001115 mace Substances 0.000 description 1
- 230000029115 microtubule polymerization Effects 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32465110P | 2010-04-15 | 2010-04-15 | |
| US61/324,651 | 2010-04-15 | ||
| PCT/EP2011/055840 WO2011128381A1 (en) | 2010-04-15 | 2011-04-13 | Triazole compounds as ksp inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013523867A JP2013523867A (ja) | 2013-06-17 |
| JP2013523867A5 true JP2013523867A5 (https=) | 2014-04-24 |
Family
ID=44009916
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013504265A Pending JP2013523867A (ja) | 2010-04-15 | 2011-04-13 | Ｋｓｐ阻害剤としてのトリアゾール化合物 |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US8546434B2 (https=) |
| EP (1) | EP2558450A1 (https=) |
| JP (1) | JP2013523867A (https=) |
| KR (1) | KR20130100056A (https=) |
| CN (1) | CN102844307A (https=) |
| AR (1) | AR080893A1 (https=) |
| AU (1) | AU2011239977B2 (https=) |
| BR (1) | BR112012025879A2 (https=) |
| CA (1) | CA2794406A1 (https=) |
| EA (1) | EA201201404A1 (https=) |
| MX (1) | MX2012011910A (https=) |
| TW (1) | TW201136925A (https=) |
| UY (1) | UY33332A (https=) |
| WO (1) | WO2011128381A1 (https=) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2558452A2 (en) * | 2010-04-15 | 2013-02-20 | Novartis AG | Oxazole and thiazole compounds as ksp inhibitors |
| US9498540B2 (en) | 2013-03-15 | 2016-11-22 | Novartis Ag | Cell proliferation inhibitors and conjugates thereof |
| EP2968591A1 (en) * | 2013-03-15 | 2016-01-20 | Novartis AG | Cell proliferation inhibitors and conjugates thereof |
| US10786578B2 (en) | 2014-08-05 | 2020-09-29 | Novartis Ag | CKIT antibody drug conjugates |
| CN118324664B (zh) * | 2024-03-14 | 2026-04-07 | 四川鸿日医药科技有限公司 | 一种丝氨酸衍生物的制备方法 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4235871A (en) | 1978-02-24 | 1980-11-25 | Papahadjopoulos Demetrios P | Method of encapsulating biologically active materials in lipid vesicles |
| US4501728A (en) | 1983-01-06 | 1985-02-26 | Technology Unlimited, Inc. | Masking of liposomes from RES recognition |
| US5023252A (en) | 1985-12-04 | 1991-06-11 | Conrex Pharmaceutical Corporation | Transdermal and trans-membrane delivery of drugs |
| US4837028A (en) | 1986-12-24 | 1989-06-06 | Liposome Technology, Inc. | Liposomes with enhanced circulation time |
| US5011472A (en) | 1988-09-06 | 1991-04-30 | Brown University Research Foundation | Implantable delivery system for biological factors |
| PL375889A1 (en) | 2002-10-11 | 2005-12-12 | Cytokinetics, Inc. | Compounds for treating cellular proliferative diseases, compositions containing them and their application |
| RS50670B (sr) * | 2004-05-21 | 2010-06-30 | Novartis Vaccines And Diagnostics Inc. | Supstitucionisani derivati hinolina kao mitotički kinezinski inhibitori |
| KR101170925B1 (ko) * | 2004-06-18 | 2012-08-07 | 노바티스 백신즈 앤드 다이아그노스틱스 인코포레이티드 | 암 치료용 키네신 방추 단백질 (ｋｓｐ) 억제제로서의ｎ-(1-(1-벤질-4-페닐-1ｈ-이미다졸-2-일)-2,2-디메틸프로필)벤자미드 유도체 및 관련 화합물 |
| JP2008517057A (ja) * | 2004-10-19 | 2008-05-22 | ノバルティス ヴァクシンズ アンド ダイアグノスティクス， インコーポレイテッド | インドールおよびベンゾイミダゾール誘導体 |
| EP1856128A4 (en) * | 2005-01-19 | 2009-12-23 | Merck & Co Inc | INHIBITORS OF MITOTIC KINESINE |
| EP1868601A4 (en) * | 2005-04-07 | 2008-12-10 | Merck & Co Inc | MITOTIC KINESINE HEMMER |
| TW200800951A (en) | 2005-08-09 | 2008-01-01 | Novartis Ag | Substituted imidazole compounds as KSP inhibitors |
| US7325386B2 (en) | 2005-10-17 | 2008-02-05 | Etienne Kissling | Double action vertical form-fill-seal apparatus |
| AU2007323998B2 (en) | 2006-11-13 | 2011-09-22 | Novartis Ag | Substituted pyrazole and triazole compounds as KSP inhibitors |
| AU2008205169B2 (en) | 2007-01-05 | 2012-02-02 | Novartis Ag | Imidazole derivatives as kinesin spindle protein inhibitors (Eg-5) |
| EP2558452A2 (en) | 2010-04-15 | 2013-02-20 | Novartis AG | Oxazole and thiazole compounds as ksp inhibitors |
-
2011
- 2011-04-13 JP JP2013504265A patent/JP2013523867A/ja active Pending
- 2011-04-13 EA EA201201404A patent/EA201201404A1/ru unknown
- 2011-04-13 US US13/085,746 patent/US8546434B2/en not_active Expired - Fee Related
- 2011-04-13 EP EP11715682A patent/EP2558450A1/en active Pending
- 2011-04-13 AU AU2011239977A patent/AU2011239977B2/en not_active Expired - Fee Related
- 2011-04-13 CN CN2011800184156A patent/CN102844307A/zh active Pending
- 2011-04-13 WO PCT/EP2011/055840 patent/WO2011128381A1/en not_active Ceased
- 2011-04-13 BR BR112012025879A patent/BR112012025879A2/pt not_active IP Right Cessation
- 2011-04-13 MX MX2012011910A patent/MX2012011910A/es not_active Application Discontinuation
- 2011-04-13 KR KR1020127029781A patent/KR20130100056A/ko not_active Withdrawn
- 2011-04-13 CA CA2794406A patent/CA2794406A1/en not_active Abandoned
- 2011-04-13 AR ARP110101254A patent/AR080893A1/es unknown
- 2011-04-14 UY UY0001033332A patent/UY33332A/es not_active Application Discontinuation
- 2011-04-14 TW TW100113030A patent/TW201136925A/zh unknown
-
2013
- 2013-08-28 US US14/012,167 patent/US20140056880A1/en not_active Abandoned
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