JP2014521653A5 - - Google Patents
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- JP2014521653A5 JP2014521653A5 JP2014523015A JP2014523015A JP2014521653A5 JP 2014521653 A5 JP2014521653 A5 JP 2014521653A5 JP 2014523015 A JP2014523015 A JP 2014523015A JP 2014523015 A JP2014523015 A JP 2014523015A JP 2014521653 A5 JP2014521653 A5 JP 2014521653A5
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- JP
- Japan
- Prior art keywords
- nitrogen
- sulfur
- oxygen
- ring
- independently selected
- 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.)
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 44
- 229910052757 nitrogen Inorganic materials 0.000 claims 27
- 229910052760 oxygen Inorganic materials 0.000 claims 27
- 229910052717 sulfur Inorganic materials 0.000 claims 27
- 239000001301 oxygen Substances 0.000 claims 26
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 26
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 26
- 239000011593 sulfur Substances 0.000 claims 26
- 125000005842 heteroatoms Chemical group 0.000 claims 23
- 150000001875 compounds Chemical class 0.000 claims 22
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 9
- 125000004429 atoms 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
- 150000003839 salts Chemical class 0.000 claims 7
- 239000011780 sodium chloride Substances 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 6
- 125000001931 aliphatic group Chemical group 0.000 claims 4
- 125000002619 bicyclic group Chemical group 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- -1 aryl carbon Chemical compound 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000001620 monocyclic carbocycle group Chemical group 0.000 claims 3
- 125000002911 monocyclic heterocycle group Chemical group 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 241000162682 Heterogen Species 0.000 claims 2
- 102100014004 XPO1 Human genes 0.000 claims 2
- 108091004173 exportin 1 protein Proteins 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 1
- RCDZDLFYRJZSRK-ZHACJKMWSA-N (E)-3-[3-(3-chlorophenyl)-1,2,4-triazol-1-yl]-N-methyl-N-phenylprop-2-enamide Chemical compound C=1C=CC=CC=1N(C)C(=O)\C=C\N(N=1)C=NC=1C1=CC=CC(Cl)=C1 RCDZDLFYRJZSRK-ZHACJKMWSA-N 0.000 claims 1
- RUDSDOHVAFYBTM-MDZDMXLPSA-N (E)-3-[3-(3-chlorophenyl)-1,2,4-triazol-1-yl]-N-phenylprop-2-enamide Chemical compound ClC1=CC=CC(C2=NN(\C=C\C(=O)NC=3C=CC=CC=3)C=N2)=C1 RUDSDOHVAFYBTM-MDZDMXLPSA-N 0.000 claims 1
- KLSWUGZLBXALSD-IHWYPQMZSA-N (Z)-1-(3,3-difluoroazetidin-1-yl)-3-[3-[3-methoxy-5-(trifluoromethyl)phenyl]-1,2,4-triazol-1-yl]prop-2-en-1-one Chemical compound FC(F)(F)C1=CC(OC)=CC(C2=NN(\C=C/C(=O)N3CC(F)(F)C3)C=N2)=C1 KLSWUGZLBXALSD-IHWYPQMZSA-N 0.000 claims 1
- NTQHQDQUJOAGJT-YVMONPNESA-N (Z)-1-(azetidin-1-yl)-3-[3-(3-chlorophenyl)-1,2,4-triazol-1-yl]prop-2-en-1-one Chemical compound ClC1=CC=CC(C2=NN(\C=C/C(=O)N3CCC3)C=N2)=C1 NTQHQDQUJOAGJT-YVMONPNESA-N 0.000 claims 1
- BUPMTQXOUNEYNB-PLNGDYQASA-N (Z)-3-[3-(3-chlorophenyl)-1,2,4-triazol-1-yl]-1-(3,3-difluoroazetidin-1-yl)prop-2-en-1-one Chemical compound C1C(F)(F)CN1C(=O)\C=C/N1N=C(C=2C=C(Cl)C=CC=2)N=C1 BUPMTQXOUNEYNB-PLNGDYQASA-N 0.000 claims 1
- VEOYQBARQJOBNI-HJWRWDBZSA-N (Z)-3-[3-(3-chlorophenyl)-1,2,4-triazol-1-yl]-N-cyclopentylprop-2-enamide Chemical compound ClC1=CC=CC(C2=NN(\C=C/C(=O)NC3CCCC3)C=N2)=C1 VEOYQBARQJOBNI-HJWRWDBZSA-N 0.000 claims 1
- CWTQASMKSDZRBL-SREVYHEPSA-N (Z)-3-[3-(3-chlorophenyl)-1,2,4-triazol-1-yl]-N-fluoro-N-propan-2-ylprop-2-enamide Chemical compound CC(C)N(F)C(=O)\C=C/N1C=NC(C=2C=C(Cl)C=CC=2)=N1 CWTQASMKSDZRBL-SREVYHEPSA-N 0.000 claims 1
- VGZKRZFYTIDSBR-FPLPWBNLSA-N (Z)-3-[3-(3-chlorophenyl)-1,2,4-triazol-1-yl]-N-methyl-N-propan-2-ylprop-2-enamide Chemical compound CC(C)N(C)C(=O)\C=C/N1C=NC(C=2C=C(Cl)C=CC=2)=N1 VGZKRZFYTIDSBR-FPLPWBNLSA-N 0.000 claims 1
- SEYJUEYOXZWIQG-KTKRTIGZSA-N (Z)-3-[3-(3-chlorophenyl)-1H-1,2,4-triazol-5-yl]-N-phenylprop-2-enamide Chemical compound ClC1=CC=CC(C=2NC(\C=C/C(=O)NC=3C=CC=CC=3)=NN=2)=C1 SEYJUEYOXZWIQG-KTKRTIGZSA-N 0.000 claims 1
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 1
- LBNWRDCVNGUTBP-MDZDMXLPSA-M C1=CC(OC)=CC=C1[N-]C(=O)\C=C\N1N=C(C=2C=C(Cl)C=CC=2)N=C1 Chemical compound C1=CC(OC)=CC=C1[N-]C(=O)\C=C\N1N=C(C=2C=C(Cl)C=CC=2)N=C1 LBNWRDCVNGUTBP-MDZDMXLPSA-M 0.000 claims 1
- 206010016654 Fibrosis Diseases 0.000 claims 1
- 206010038428 Renal disease Diseases 0.000 claims 1
- 206010047461 Viral infection Diseases 0.000 claims 1
- 208000001756 Virus Disease Diseases 0.000 claims 1
- 230000002159 abnormal effect Effects 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 230000000240 adjuvant Effects 0.000 claims 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 1
- 125000004566 azetidin-1-yl group Chemical group N1(CCC1)* 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 230000004761 fibrosis Effects 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 200000000028 growth disorder Diseases 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000006588 heterocycloalkylene group Chemical group 0.000 claims 1
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 200000000018 inflammatory disease Diseases 0.000 claims 1
- 125000001786 isothiazolyl group Chemical group 0.000 claims 1
- 125000000842 isoxazolyl group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 230000000051 modifying Effects 0.000 claims 1
- 230000001613 neoplastic Effects 0.000 claims 1
- 150000002829 nitrogen Chemical group 0.000 claims 1
- 125000004433 nitrogen atoms Chemical group N* 0.000 claims 1
- 125000001715 oxadiazolyl group Chemical group 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 125000000168 pyrrolyl group Chemical group 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
- 125000005247 tetrazinyl group Chemical group N1=NN=NC(=C1)* 0.000 claims 1
- 125000003831 tetrazolyl group Chemical group 0.000 claims 1
- 125000001113 thiadiazolyl group Chemical group 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 210000001519 tissues Anatomy 0.000 claims 1
- 125000004306 triazinyl group Chemical group 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
- 239000003981 vehicle Substances 0.000 claims 1
- 230000017613 viral reproduction Effects 0.000 claims 1
- 0 C*(C)N1CCNCC1 Chemical compound C*(C)N1CCNCC1 0.000 description 1
- WQEBYNUXWYRLCB-UHFFFAOYSA-N CCN1CC2(CNC2)CC1 Chemical compound CCN1CC2(CNC2)CC1 WQEBYNUXWYRLCB-UHFFFAOYSA-N 0.000 description 1
- YSRSYYHGSQMAFV-UHFFFAOYSA-N CN(CC12)CC1C2N Chemical compound CN(CC12)CC1C2N YSRSYYHGSQMAFV-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161513432P | 2011-07-29 | 2011-07-29 | |
| US201161513428P | 2011-07-29 | 2011-07-29 | |
| US61/513,432 | 2011-07-29 | ||
| US61/513,428 | 2011-07-29 | ||
| US201261653588P | 2012-05-31 | 2012-05-31 | |
| US61/653,588 | 2012-05-31 | ||
| PCT/US2012/048368 WO2013019561A1 (en) | 2011-07-29 | 2012-07-26 | Nuclear transport modulators and uses thereof |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016176098A Division JP2016199604A (ja) | 2011-07-29 | 2016-09-09 | 核内輸送調節因子およびその使用 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014521653A JP2014521653A (ja) | 2014-08-28 |
| JP2014521653A5 true JP2014521653A5 (US07794700-20100914-C00152.png) | 2015-08-20 |
| JP6006794B2 JP6006794B2 (ja) | 2016-10-12 |
Family
ID=46682903
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014523015A Active JP6006794B2 (ja) | 2011-07-29 | 2012-07-26 | 核内輸送調節因子およびその使用 |
| JP2016176098A Withdrawn JP2016199604A (ja) | 2011-07-29 | 2016-09-09 | 核内輸送調節因子およびその使用 |
| JP2018006773A Active JP6752235B2 (ja) | 2011-07-29 | 2018-01-18 | 核内輸送調節因子およびその使用 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016176098A Withdrawn JP2016199604A (ja) | 2011-07-29 | 2016-09-09 | 核内輸送調節因子およびその使用 |
| JP2018006773A Active JP6752235B2 (ja) | 2011-07-29 | 2018-01-18 | 核内輸送調節因子およびその使用 |
Country Status (16)
Families Citing this family (53)
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| WO2011109799A1 (en) | 2010-03-05 | 2011-09-09 | Karyopharm Therapeutics, Inc. | Nuclear transport modulatiors and uses thereof |
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| CA2842364A1 (en) * | 2011-07-29 | 2013-02-07 | Karyopharm Therapeutics, Inc. | Nuclear transport modulators and uses thereof |
| DK3333164T3 (da) | 2011-07-29 | 2023-09-18 | Karyopharm Therapeutics Inc | Hydrazide containing nuclear transport modulators and uses thereof |
| LT2858991T (lt) | 2012-05-09 | 2018-11-26 | Biogen Ma Inc. | Branduolinio transporto moduliatoriai ir jų panaudojimas |
| JO3407B1 (ar) | 2012-05-31 | 2019-10-20 | Eisai R&D Man Co Ltd | مركبات رباعي هيدرو بيرازولو بيريميدين |
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| EP2968278B8 (en) | 2013-03-15 | 2019-05-22 | Karyopharm Therapeutics Inc. | Methods of promoting wound healing using crm1 inhibitors |
| WO2014205393A1 (en) * | 2013-06-21 | 2014-12-24 | Karyopharm Therapeutics Inc. | Nuclear transport modulators and uses thereof |
| KR102545732B1 (ko) * | 2013-06-21 | 2023-06-20 | 카리오팜 쎄라퓨틱스, 인코포레이티드 | 핵수송 조절인자 및 이의 용도 |
| TN2016000022A1 (en) | 2013-07-18 | 2017-07-05 | Novartis Ag | Autotaxin inhibitors comprising a heteroaromatic ring-benzyl-amide-cycle core |
| US9469650B2 (en) | 2013-11-08 | 2016-10-18 | Board Of Trustees Of The University Of Arkansas | Melampomagnolide B derivatives |
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| CN105384673B (zh) * | 2015-11-09 | 2017-11-14 | 南京富润凯德生物医药有限公司 | 3‑氟代‑氮杂环丁烷衍生物的合成方法 |
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| CN116514773A (zh) * | 2023-04-24 | 2023-08-01 | 重庆汉佩生物科技有限公司 | 一种Verdinexor(KPT-335)及其盐酸盐的合成方法 |
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2015
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2016
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2021
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