JP2011527684A5 - - Google Patents
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- Publication number
- JP2011527684A5 JP2011527684A5 JP2011517496A JP2011517496A JP2011527684A5 JP 2011527684 A5 JP2011527684 A5 JP 2011527684A5 JP 2011517496 A JP2011517496 A JP 2011517496A JP 2011517496 A JP2011517496 A JP 2011517496A JP 2011527684 A5 JP2011527684 A5 JP 2011527684A5
- Authority
- JP
- Japan
- Prior art keywords
- tetrahydro
- triazole
- diamine
- ethano
- phenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- -1 1,4-ethano-8- Phenyl-1,2,3,4-tetrahydro-1,5-naphthyridin-6-yl Chemical group 0.000 claims description 35
- 150000001875 compounds Chemical class 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 19
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
- NALGRIOLHUTJGF-UHFFFAOYSA-N 3-N-[5-amino-1-(3-phenyl-1,6-diazatricyclo[6.2.2.02,7]dodeca-2(7),3,5-trien-5-yl)-1,2,4-triazol-3-yl]-5,6,7,8-tetrahydroquinoline-3,6-diamine Chemical compound C1=C2CC(N)CCC2=NC=C1NC(=N1)N=C(N)N1C(N=C1C2CCN(CC2)C1=1)=CC=1C1=CC=CC=C1 NALGRIOLHUTJGF-UHFFFAOYSA-N 0.000 claims description 2
- OYKRCBXJLAUWRI-UHFFFAOYSA-N C1=C2CC(NC(=O)CN(C)C)CCC2=NC=C1NC(=N1)N=C(N)N1C(N=C1C2CCN(CC2)C1=1)=CC=1C1=CC=CC=C1 Chemical compound C1=C2CC(NC(=O)CN(C)C)CCC2=NC=C1NC(=N1)N=C(N)N1C(N=C1C2CCN(CC2)C1=1)=CC=1C1=CC=CC=C1 OYKRCBXJLAUWRI-UHFFFAOYSA-N 0.000 claims description 2
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 9
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 8
- 125000001475 halogen functional 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 5
- 125000004076 pyridyl group Chemical group 0.000 claims 5
- 125000001424 substituent group Chemical group 0.000 claims 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- 125000002047 benzodioxolyl group Chemical group O1OC(C2=C1C=CC=C2)* 0.000 claims 3
- 125000003386 piperidinyl group Chemical group 0.000 claims 3
- QXAMGWKESXGGNV-UHFFFAOYSA-N 7-(diethylamino)-1-benzopyran-2-one Chemical compound C1=CC(=O)OC2=CC(N(CC)CC)=CC=C21 QXAMGWKESXGGNV-UHFFFAOYSA-N 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- YDKLOLUTIIBXKR-UHFFFAOYSA-N 1-(6-chloro-4,5-diazatricyclo[6.2.2.02,7]dodeca-2(7),3,5-trien-3-yl)-3-N-[3-fluoro-4-(4-pyrrolidin-1-ylpiperidin-1-yl)phenyl]-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2C=3C4CCC(CC4)C=3C(Cl)=NN=2)C(N)=NC=1NC(C=C1F)=CC=C1N(CC1)CCC1N1CCCC1 YDKLOLUTIIBXKR-UHFFFAOYSA-N 0.000 claims 1
- GYLLFNNZHFQJHW-ZLPCBKJTSA-N 1-(6-chloro-4,5-diazatricyclo[6.2.2.02,7]dodeca-2(7),3,5-trien-3-yl)-3-N-[6-[(3S)-4-(cyclopropylmethyl)-3-methylpiperazin-1-yl]pyridin-3-yl]-1,2,4-triazole-3,5-diamine Chemical compound C([C@@H]1C)N(C=2N=CC(NC3=NN(C(N)=N3)C=3C=4C5CCC(CC5)C=4C(Cl)=NN=3)=CC=2)CCN1CC1CC1 GYLLFNNZHFQJHW-ZLPCBKJTSA-N 0.000 claims 1
- MNUXODSDJVGUMZ-UHFFFAOYSA-N 1-[6-(1,3-benzodioxol-5-yl)-4,5-diazatricyclo[6.2.2.02,7]dodeca-2(7),3,5-trien-3-yl]-3-N-[3-fluoro-4-(4-pyrrolidin-1-ylpiperidin-1-yl)phenyl]-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2C=3C4CCC(CC4)C=3C(C=3C=C4OCOC4=CC=3)=NN=2)C(N)=NC=1NC(C=C1F)=CC=C1N(CC1)CCC1N1CCCC1 MNUXODSDJVGUMZ-UHFFFAOYSA-N 0.000 claims 1
- XIMFQRBXOBKICL-UHFFFAOYSA-N 1-[6-(2-chlorophenyl)-4,5-diazatricyclo[6.2.2.02,7]dodeca-2(7),3,5-trien-3-yl]-3-N-[3-fluoro-4-(4-pyrrolidin-1-ylpiperidin-1-yl)phenyl]-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2C=3C4CCC(CC4)C=3C(C=3C(=CC=CC=3)Cl)=NN=2)C(N)=NC=1NC(C=C1F)=CC=C1N(CC1)CCC1N1CCCC1 XIMFQRBXOBKICL-UHFFFAOYSA-N 0.000 claims 1
- PJZULLWNMANBEA-UHFFFAOYSA-N 3-N-[3-fluoro-4-(4-pyrrolidin-1-ylpiperidin-1-yl)phenyl]-1-(3-phenyl-1,4,6-triazatricyclo[6.2.2.02,7]dodeca-2,4,6-trien-5-yl)-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2N=C(C=3N4CCC(CC4)C=3N=2)C=2C=CC=CC=2)C(N)=NC=1NC(C=C1F)=CC=C1N(CC1)CCC1N1CCCC1 PJZULLWNMANBEA-UHFFFAOYSA-N 0.000 claims 1
- ZSBRPSXTBIZVCN-UHFFFAOYSA-N 3-N-[3-fluoro-4-(4-pyrrolidin-1-ylpiperidin-1-yl)phenyl]-1-(6-pyridin-4-yl-4,5-diazatricyclo[6.2.2.02,7]dodeca-2(7),3,5-trien-3-yl)-1,2,4-triazole-3,5-diamine Chemical compound N=1N(C=2C=3C4CCC(CC4)C=3C(C=3C=CN=CC=3)=NN=2)C(N)=NC=1NC(C=C1F)=CC=C1N(CC1)CCC1N1CCCC1 ZSBRPSXTBIZVCN-UHFFFAOYSA-N 0.000 claims 1
- NLTFNEOTIGWQDZ-UHFFFAOYSA-N 3-[3-fluoro-4-(4-pyrrolidin-1-ylpiperidin-1-yl)phenyl]-1,2-dihydro-1,2,4-triazole-3,5-diamine Chemical compound N1NC(N)=NC1(N)C(C=C1F)=CC=C1N1CCC(N2CCCC2)CC1 NLTFNEOTIGWQDZ-UHFFFAOYSA-N 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- PDOYLWPVRHKQTC-KPQWGBOZSA-N C([C@@H]1C)N(C=2N=CC(NC3=NN(C(N)=N3)C=3C=4C5CCC(CC5)C=4C(C=4C(=CC=CC=4)Cl)=NN=3)=CC=2)CCN1CC1CC1 Chemical compound C([C@@H]1C)N(C=2N=CC(NC3=NN(C(N)=N3)C=3C=4C5CCC(CC5)C=4C(C=4C(=CC=CC=4)Cl)=NN=3)=CC=2)CCN1CC1CC1 PDOYLWPVRHKQTC-KPQWGBOZSA-N 0.000 claims 1
- HFHFWMOYBXDKQX-KHRZNOOSSA-N C([C@@H]1C)N(C=2N=CC(NC3=NN(C(N)=N3)C=3C=4C5CCC(CC5)C=4C(C=4C=C(C)C=CC=4)=NN=3)=CC=2)CCN1CC1CC1 Chemical compound C([C@@H]1C)N(C=2N=CC(NC3=NN(C(N)=N3)C=3C=4C5CCC(CC5)C=4C(C=4C=C(C)C=CC=4)=NN=3)=CC=2)CCN1CC1CC1 HFHFWMOYBXDKQX-KHRZNOOSSA-N 0.000 claims 1
- SEFCNRFOIXDHSG-RBKXMNCYSA-N C([C@@H]1C)N(C=2N=CC(NC3=NN(C(N)=N3)C=3C=4C5CCC(CC5)C=4C(C=4C=CC=CC=4)=NN=3)=CC=2)CCN1CC1CC1 Chemical compound C([C@@H]1C)N(C=2N=CC(NC3=NN(C(N)=N3)C=3C=4C5CCC(CC5)C=4C(C=4C=CC=CC=4)=NN=3)=CC=2)CCN1CC1CC1 SEFCNRFOIXDHSG-RBKXMNCYSA-N 0.000 claims 1
- AXVJAULMQQDJGJ-UHFFFAOYSA-N C1=C2CN(C(=O)CN(C)C)CCC2=NC=C1NC(=N1)N=C(N)N1C(N=C1C2CCN(CC2)C1=1)=CC=1C1=CC=CC=C1 Chemical compound C1=C2CN(C(=O)CN(C)C)CCC2=NC=C1NC(=N1)N=C(N)N1C(N=C1C2CCN(CC2)C1=1)=CC=1C1=CC=CC=C1 AXVJAULMQQDJGJ-UHFFFAOYSA-N 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- LJKHWOQADJHEBF-UHFFFAOYSA-N N=1N(C=2N=C3C4CCN(CC4)C3=C(C=3C=C(C=CC=3)C(F)(F)F)C=2)C(N)=NC=1NC(C=C1F)=CC=C1N(CC1)CCC1N1CCCC1 Chemical compound N=1N(C=2N=C3C4CCN(CC4)C3=C(C=3C=C(C=CC=3)C(F)(F)F)C=2)C(N)=NC=1NC(C=C1F)=CC=C1N(CC1)CCC1N1CCCC1 LJKHWOQADJHEBF-UHFFFAOYSA-N 0.000 claims 1
- QFTYPWAATNYFCG-UHFFFAOYSA-N N=1N(C=2N=C3C4CCN(CC4)C3=C(C=3C=CC=CC=3)C=2)C(N)=NC=1NC(C=C1C2)=CN=C1CCC2NC1CCCC1 Chemical compound N=1N(C=2N=C3C4CCN(CC4)C3=C(C=3C=CC=CC=3)C=2)C(N)=NC=1NC(C=C1C2)=CN=C1CCC2NC1CCCC1 QFTYPWAATNYFCG-UHFFFAOYSA-N 0.000 claims 1
- TXEZJWJTNHDBKW-UHFFFAOYSA-N NC1=NC(NC=2C=C3CNCCC3=NC=2)=NN1C(N=C1C2CCN(CC2)C1=1)=CC=1C1=CC=CC=C1 Chemical compound NC1=NC(NC=2C=C3CNCCC3=NC=2)=NN1C(N=C1C2CCN(CC2)C1=1)=CC=1C1=CC=CC=C1 TXEZJWJTNHDBKW-UHFFFAOYSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 125000004321 azepin-2-yl group Chemical group [H]N1C([H])=C([H])C([H])=C([H])C([H])=C1* 0.000 claims 1
- 125000005605 benzo group Chemical group 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 1
- 125000004914 dipropylamino group Chemical group C(CC)N(CCC)* 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000006316 iso-butyl amino group Chemical group [H]N(*)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- HUUBMTMJIQHAEN-UHFFFAOYSA-N triazole-1,4-diamine Chemical compound NC1=CN(N)N=N1 HUUBMTMJIQHAEN-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US7939808P | 2008-07-09 | 2008-07-09 | |
| US61/079,398 | 2008-07-09 | ||
| PCT/US2009/049627 WO2010005879A1 (en) | 2008-07-09 | 2009-07-02 | Bridged bicyclic heteroaryl substituted triazoles useful as axl inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011527684A JP2011527684A (ja) | 2011-11-04 |
| JP2011527684A5 true JP2011527684A5 (enExample) | 2014-08-21 |
| JP5613156B2 JP5613156B2 (ja) | 2014-10-22 |
Family
ID=41026400
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011517496A Expired - Fee Related JP5613156B2 (ja) | 2008-07-09 | 2009-07-02 | Axl阻害剤として有用な架橋二環ヘテロアリール置換トリアゾール |
Country Status (12)
| Country | Link |
|---|---|
| US (4) | US8431594B2 (enExample) |
| EP (1) | EP2328888B1 (enExample) |
| JP (1) | JP5613156B2 (enExample) |
| CA (1) | CA2730251C (enExample) |
| CY (1) | CY1113642T1 (enExample) |
| DK (1) | DK2328888T3 (enExample) |
| ES (1) | ES2399319T3 (enExample) |
| HR (1) | HRP20130045T1 (enExample) |
| PL (1) | PL2328888T3 (enExample) |
| PT (1) | PT2328888E (enExample) |
| SI (1) | SI2328888T1 (enExample) |
| WO (1) | WO2010005879A1 (enExample) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1922310A2 (en) * | 2005-09-07 | 2008-05-21 | Rigel Pharmaceuticals, Inc. | Triazole derivatives useful as axl inhibitors |
| JP2010514810A (ja) | 2006-12-29 | 2010-05-06 | ライジェル ファーマシューティカルズ, インコーポレイテッド | Axlインヒビターとして有用な置換トリアゾール |
| WO2008083354A1 (en) | 2006-12-29 | 2008-07-10 | Rigel Pharmaceuticals, Inc. | N3-heteroaryl substituted triazoles and n5-heteroaryl substituted triazoles useful as axl inhibitors |
| WO2008083353A1 (en) | 2006-12-29 | 2008-07-10 | Rigel Pharmaceuticals, Inc. | Bicyclic aryl and bicyclic heteroaryl substituted triazoles useful as axl inhibitors |
| DK2114955T3 (da) | 2006-12-29 | 2013-05-06 | Rigel Pharmaceuticals Inc | Broforbundet, bicyklisk aryl og broforbundet, bicyklisk heteroaryl subsitiuerede triazoler, der er anvendelige som axl-inhibitorer |
| JP5546250B2 (ja) | 2006-12-29 | 2014-07-09 | ライジェル ファーマシューティカルズ, インコーポレイテッド | Axlインヒビターとして有用な多環式ヘテロアリール置換トリアゾール |
| SI2205592T1 (sl) * | 2007-10-26 | 2013-09-30 | Rigel Pharmaceuticals, Inc. | Triazoli substituirani s policikličnim arilom in triazoli substituirani s policikličnim heteroarilom uporabni kot Axl inhibitorji |
| WO2009103032A1 (en) | 2008-02-15 | 2009-08-20 | Rigel Pharmaceuticals, Inc. | Pyrimidine-2-amine compounds and their use as inhibitors of jak kinases |
| EP2328888B1 (en) * | 2008-07-09 | 2012-11-07 | Rigel Pharmaceuticals, Inc. | Bridged bicyclic heteroaryl substituted triazoles useful as axl inhibitors |
| ES2537480T3 (es) | 2008-07-09 | 2015-06-08 | Rigel Pharmaceuticals, Inc. | Triazoles sustituidos con heteroarilo policíclicos útiles como inhibidores de Axl |
| JP4644273B2 (ja) * | 2008-07-15 | 2011-03-02 | 本田技研工業株式会社 | 車両周辺監視装置 |
| PT2387395E (pt) | 2009-01-16 | 2015-02-04 | Rigel Pharmaceuticals Inc | Inibidores de axl para utilização em terapia de combinação para prevenir, tratar ou gerir cancro metastático |
| US8797966B2 (en) | 2011-09-23 | 2014-08-05 | Ofinno Technologies, Llc | Channel state information transmission |
| US8879496B2 (en) | 2011-12-19 | 2014-11-04 | Ofinno Technologies, Llc | Beamforming codeword exchange between base stations |
| EP2810937B1 (en) | 2012-01-31 | 2016-11-30 | Daiichi Sankyo Company, Limited | Pyridone derivative |
| CA2879542A1 (en) | 2012-07-25 | 2014-01-30 | Salk Institute For Biological Studies | Regulating the interaction between tam ligands and lipid membranes with exposed phosphatidylserine |
| CN105916506B (zh) | 2013-11-20 | 2020-01-07 | 圣诺康生命科学公司 | 作为tam家族激酶抑制剂的喹唑啉衍生物 |
| KR102398473B1 (ko) * | 2013-11-27 | 2022-05-16 | 시그널켐 라이프사이언시즈 코포레이션 | Tam 패밀리 키나제 억제제로서의 아미노피리딘 유도체 |
| CA2946538A1 (en) | 2014-04-04 | 2015-10-08 | Del Mar Pharmaceuticals | Use of dianhydrogalactitol and analogs or derivatives thereof to treat non-small-cell carcinoma of the lung and ovarian cancer |
| TWI690525B (zh) | 2014-07-07 | 2020-04-11 | 日商第一三共股份有限公司 | 具有四氫吡喃基甲基之吡啶酮衍生物及其用途 |
| WO2016183071A1 (en) | 2015-05-11 | 2016-11-17 | Incyte Corporation | Hetero-tricyclic compounds and their use for the treatment of cancer |
| WO2017027717A1 (en) | 2015-08-12 | 2017-02-16 | Incyte Corporation | Bicyclic fused pyrimidine compounds as tam inhibitors |
| WO2017035366A1 (en) | 2015-08-26 | 2017-03-02 | Incyte Corporation | Pyrrolopyrimidine derivatives as tam inhibitors |
| WO2017146236A1 (ja) | 2016-02-26 | 2017-08-31 | 小野薬品工業株式会社 | Axl阻害剤と免疫チェックポイント阻害剤とを組み合わせて投与することを特徴とする癌治療のための医薬 |
| AU2017241524B2 (en) | 2016-03-28 | 2021-07-08 | Incyte Corporation | Pyrrolotriazine compounds as TAM inhibitors |
| WO2019039525A1 (ja) | 2017-08-23 | 2019-02-28 | 小野薬品工業株式会社 | Axl阻害剤を有効成分として含むがん治療剤 |
| TWI821200B (zh) | 2017-09-27 | 2023-11-11 | 美商英塞特公司 | Tam抑制劑之鹽 |
| JP7223998B2 (ja) | 2017-10-13 | 2023-02-17 | 小野薬品工業株式会社 | Axl阻害剤を有効成分として含む固形がん治療剤 |
| US11241438B2 (en) | 2018-06-29 | 2022-02-08 | Incyte Corporation | Formulations of an AXL/MER inhibitor |
| BR112021018168B1 (pt) | 2019-03-21 | 2023-11-28 | Onxeo | Composição farmacêutica, combinação e kit compreendendo uma molécula dbait e um inibidor de quinase para o tratamento de câncer |
| CA3159348A1 (en) | 2019-11-08 | 2021-05-14 | Inserm (Institut National De La Sante Et De La Recherche Medicale) | Methods for the treatment of cancers that have acquired resistance to kinase inhibitors |
| WO2021148581A1 (en) | 2020-01-22 | 2021-07-29 | Onxeo | Novel dbait molecule and its use |
| EP4114401A1 (en) | 2020-03-06 | 2023-01-11 | Incyte Corporation | Combination therapy comprising axl/mer and pd-1/pd-l1 inhibitors |
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| EP1922310A2 (en) | 2005-09-07 | 2008-05-21 | Rigel Pharmaceuticals, Inc. | Triazole derivatives useful as axl inhibitors |
| WO2008045978A1 (en) * | 2006-10-10 | 2008-04-17 | Rigel Pharmaceuticals, Inc. | Pinane-substituted pyrimidinediamine derivatives useful as axl inhibitors |
| WO2008080134A2 (en) * | 2006-12-22 | 2008-07-03 | Rigel Pharmaceuticals, Inc. | 4-amin0-2- (hetero) arylamino-5- (hetero) arylthiazoles useful as axl inhibitors |
| WO2008083354A1 (en) | 2006-12-29 | 2008-07-10 | Rigel Pharmaceuticals, Inc. | N3-heteroaryl substituted triazoles and n5-heteroaryl substituted triazoles useful as axl inhibitors |
| DK2114955T3 (da) * | 2006-12-29 | 2013-05-06 | Rigel Pharmaceuticals Inc | Broforbundet, bicyklisk aryl og broforbundet, bicyklisk heteroaryl subsitiuerede triazoler, der er anvendelige som axl-inhibitorer |
| JP5546250B2 (ja) | 2006-12-29 | 2014-07-09 | ライジェル ファーマシューティカルズ, インコーポレイテッド | Axlインヒビターとして有用な多環式ヘテロアリール置換トリアゾール |
| JP2010514810A (ja) | 2006-12-29 | 2010-05-06 | ライジェル ファーマシューティカルズ, インコーポレイテッド | Axlインヒビターとして有用な置換トリアゾール |
| WO2008083353A1 (en) | 2006-12-29 | 2008-07-10 | Rigel Pharmaceuticals, Inc. | Bicyclic aryl and bicyclic heteroaryl substituted triazoles useful as axl inhibitors |
| CN101707863A (zh) | 2007-06-15 | 2010-05-12 | Irm责任有限公司 | 蛋白激酶抑制剂及其使用方法 |
| SI2205592T1 (sl) * | 2007-10-26 | 2013-09-30 | Rigel Pharmaceuticals, Inc. | Triazoli substituirani s policikličnim arilom in triazoli substituirani s policikličnim heteroarilom uporabni kot Axl inhibitorji |
| WO2009103032A1 (en) * | 2008-02-15 | 2009-08-20 | Rigel Pharmaceuticals, Inc. | Pyrimidine-2-amine compounds and their use as inhibitors of jak kinases |
| ES2537480T3 (es) | 2008-07-09 | 2015-06-08 | Rigel Pharmaceuticals, Inc. | Triazoles sustituidos con heteroarilo policíclicos útiles como inhibidores de Axl |
| EP2328888B1 (en) * | 2008-07-09 | 2012-11-07 | Rigel Pharmaceuticals, Inc. | Bridged bicyclic heteroaryl substituted triazoles useful as axl inhibitors |
| PT2387395E (pt) | 2009-01-16 | 2015-02-04 | Rigel Pharmaceuticals Inc | Inibidores de axl para utilização em terapia de combinação para prevenir, tratar ou gerir cancro metastático |
-
2009
- 2009-07-02 EP EP20090790063 patent/EP2328888B1/en active Active
- 2009-07-02 ES ES09790063T patent/ES2399319T3/es active Active
- 2009-07-02 HR HRP20130045AT patent/HRP20130045T1/hr unknown
- 2009-07-02 DK DK09790063T patent/DK2328888T3/da active
- 2009-07-02 PT PT09790063T patent/PT2328888E/pt unknown
- 2009-07-02 CA CA2730251A patent/CA2730251C/en active Active
- 2009-07-02 SI SI200930487T patent/SI2328888T1/sl unknown
- 2009-07-02 WO PCT/US2009/049627 patent/WO2010005879A1/en not_active Ceased
- 2009-07-02 PL PL09790063T patent/PL2328888T3/pl unknown
- 2009-07-02 JP JP2011517496A patent/JP5613156B2/ja not_active Expired - Fee Related
- 2009-07-02 US US13/002,488 patent/US8431594B2/en active Active
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2012
- 2012-09-14 US US13/620,010 patent/US8658669B2/en active Active
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2013
- 2013-02-06 CY CY20131100109T patent/CY1113642T1/el unknown
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2014
- 2014-01-08 US US14/150,401 patent/US8933080B2/en active Active
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2015
- 2015-01-09 US US14/593,981 patent/US9206161B2/en active Active
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