JP2016539174A5 - - Google Patents
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- Publication number
- JP2016539174A5 JP2016539174A5 JP2016536883A JP2016536883A JP2016539174A5 JP 2016539174 A5 JP2016539174 A5 JP 2016539174A5 JP 2016536883 A JP2016536883 A JP 2016536883A JP 2016536883 A JP2016536883 A JP 2016536883A JP 2016539174 A5 JP2016539174 A5 JP 2016539174A5
- Authority
- JP
- Japan
- Prior art keywords
- bromo
- pyridin
- amide
- pentanoic acid
- pyrazin
- 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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- 229910052736 halogen Inorganic materials 0.000 claims description 36
- 229910052739 hydrogen Inorganic materials 0.000 claims description 36
- 239000001257 hydrogen Substances 0.000 claims description 36
- 150000002367 halogens Chemical class 0.000 claims description 35
- 150000002431 hydrogen Chemical class 0.000 claims description 32
- 125000001153 fluoro group Chemical group F* 0.000 claims description 29
- 150000001875 compounds Chemical class 0.000 claims description 24
- -1 trifluoromethyl-furanyl Chemical group 0.000 claims description 19
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 8
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 8
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- KTLFYEJQPKLMNG-UHFFFAOYSA-N 2-(6-chloro-5-cyanopyridin-3-yl)-N-(5-chloropyrazin-2-yl)pentanamide Chemical compound ClC=1N=CC(=NC1)NC(C(CCC)C=1C=NC(=C(C1)C#N)Cl)=O KTLFYEJQPKLMNG-UHFFFAOYSA-N 0.000 claims description 3
- 208000024827 Alzheimer disease Diseases 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 2
- BSEKSWFNEHTMRZ-UHFFFAOYSA-N 2-(2-bromopyridin-4-yl)-N-(5-bromopyridin-2-yl)pentanamide Chemical compound BrC=1C=CC(=NC1)NC(C(CCC)C1=CC(=NC=C1)Br)=O BSEKSWFNEHTMRZ-UHFFFAOYSA-N 0.000 claims description 2
- WKRVMYCBGJAUHJ-UHFFFAOYSA-N 2-(5-bromopyridin-3-yl)hexanoic acid Chemical compound BrC=1C=C(C=NC1)C(C(=O)O)CCCC WKRVMYCBGJAUHJ-UHFFFAOYSA-N 0.000 claims description 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 2
- 201000001320 Atherosclerosis Diseases 0.000 claims description 2
- YPDYJHMPMBPEOH-UHFFFAOYSA-N BrC1=CN=C(S1)NC(C(CCC)C1=CC(=NC=C1)OC)=O Chemical compound BrC1=CN=C(S1)NC(C(CCC)C1=CC(=NC=C1)OC)=O YPDYJHMPMBPEOH-UHFFFAOYSA-N 0.000 claims description 2
- DTOFNTWTPRYIOT-UHFFFAOYSA-N BrC=1C=C(C(=NC1)NC(C(CCC)C=1C=NC=C(C1)Br)=O)C Chemical compound BrC=1C=C(C(=NC1)NC(C(CCC)C=1C=NC=C(C1)Br)=O)C DTOFNTWTPRYIOT-UHFFFAOYSA-N 0.000 claims description 2
- LCDFUTBIVFWFJV-UHFFFAOYSA-N BrC=1C=CC(=NC1)NC(C(CCC)N1C=NC(=C1)Br)=O Chemical compound BrC=1C=CC(=NC1)NC(C(CCC)N1C=NC(=C1)Br)=O LCDFUTBIVFWFJV-UHFFFAOYSA-N 0.000 claims description 2
- RCDIPYFRBTYJCL-UHFFFAOYSA-N BrC=1C=CC(=NC1)NC(C(CCC)N1N=C(C(=C1)Br)C#N)=O Chemical compound BrC=1C=CC(=NC1)NC(C(CCC)N1N=C(C(=C1)Br)C#N)=O RCDIPYFRBTYJCL-UHFFFAOYSA-N 0.000 claims description 2
- OCQJSVBETZQHQF-UHFFFAOYSA-N BrC=1C=CC(=NC1)NC(C(CCC)N1N=C(C(=C1)Br)C(F)(F)F)=O Chemical compound BrC=1C=CC(=NC1)NC(C(CCC)N1N=C(C(=C1)Br)C(F)(F)F)=O OCQJSVBETZQHQF-UHFFFAOYSA-N 0.000 claims description 2
- BAVQWUIAXRNFFS-UHFFFAOYSA-N BrC=1C=CC(=NC1F)NC(C(CCC)C=1C=NC=C(C1)Br)=O Chemical compound BrC=1C=CC(=NC1F)NC(C(CCC)C=1C=NC=C(C1)Br)=O BAVQWUIAXRNFFS-UHFFFAOYSA-N 0.000 claims description 2
- QRSZFFSOERLLEZ-UHFFFAOYSA-N BrC=1N=CC(=NC1)NC(=O)C1(CCC1)C=1C=NC=C(C1)Br Chemical compound BrC=1N=CC(=NC1)NC(=O)C1(CCC1)C=1C=NC=C(C1)Br QRSZFFSOERLLEZ-UHFFFAOYSA-N 0.000 claims description 2
- JGGRFADERMYVKX-UHFFFAOYSA-N BrC=1N=CC(=NC1)NC(=O)C1(CCC1)C=1C=NC=C(C1)Cl Chemical compound BrC=1N=CC(=NC1)NC(=O)C1(CCC1)C=1C=NC=C(C1)Cl JGGRFADERMYVKX-UHFFFAOYSA-N 0.000 claims description 2
- NPTMGLDGARTXPX-UHFFFAOYSA-N BrC=1N=CC(=NC1)NC(C(CCC)C1=CC(=NC=C1)Br)=O Chemical compound BrC=1N=CC(=NC1)NC(C(CCC)C1=CC(=NC=C1)Br)=O NPTMGLDGARTXPX-UHFFFAOYSA-N 0.000 claims description 2
- DXHYVDGPCTXALT-UHFFFAOYSA-N BrC=1N=CC(=NC1)NC(C(CCC)C1=CC(=NC=C1)Cl)=O Chemical compound BrC=1N=CC(=NC1)NC(C(CCC)C1=CC(=NC=C1)Cl)=O DXHYVDGPCTXALT-UHFFFAOYSA-N 0.000 claims description 2
- LNJCEFMDTAPKTL-UHFFFAOYSA-N BrC=1N=CC(=NC1)NC(C(CCC)C1=CC(=NC=C1)OC)=O Chemical compound BrC=1N=CC(=NC1)NC(C(CCC)C1=CC(=NC=C1)OC)=O LNJCEFMDTAPKTL-UHFFFAOYSA-N 0.000 claims description 2
- MCUCBNIVAOHWDJ-UHFFFAOYSA-N BrC=1N=CC(=NC1)NC(C(CCC)C=1C=NC(=C(C1)C#N)Cl)=O Chemical compound BrC=1N=CC(=NC1)NC(C(CCC)C=1C=NC(=C(C1)C#N)Cl)=O MCUCBNIVAOHWDJ-UHFFFAOYSA-N 0.000 claims description 2
- YDOCMFIMYJYYNA-UHFFFAOYSA-N BrC=1N=CC(=NC1)NC(C(CCC)C=1C=NC=C(C1)Cl)=O Chemical compound BrC=1N=CC(=NC1)NC(C(CCC)C=1C=NC=C(C1)Cl)=O YDOCMFIMYJYYNA-UHFFFAOYSA-N 0.000 claims description 2
- OWZKPJVKAKYSNY-UHFFFAOYSA-N BrC=1N=CC(=NC1)NC(C(CCC)N1N=C(C(=C1)Br)C#N)=O Chemical compound BrC=1N=CC(=NC1)NC(C(CCC)N1N=C(C(=C1)Br)C#N)=O OWZKPJVKAKYSNY-UHFFFAOYSA-N 0.000 claims description 2
- SQAOZXHTWLSTSH-UHFFFAOYSA-N BrC=1N=CC(=NC1)NC(C(CCC)N1N=C(C(=C1)Br)C)=O Chemical compound BrC=1N=CC(=NC1)NC(C(CCC)N1N=C(C(=C1)Br)C)=O SQAOZXHTWLSTSH-UHFFFAOYSA-N 0.000 claims description 2
- OHXFHRXHMDGRMR-UHFFFAOYSA-N BrC=1N=CC(=NC1)NC(C(CCC)N1N=C(C=C1)C1=CC=C(C=C1)OC)=O Chemical compound BrC=1N=CC(=NC1)NC(C(CCC)N1N=C(C=C1)C1=CC=C(C=C1)OC)=O OHXFHRXHMDGRMR-UHFFFAOYSA-N 0.000 claims description 2
- MMEJPOHDPORNIG-UHFFFAOYSA-N BrC=1N=CC(=NC1)NC(C(CCCC)C=1C=NC=C(C1)Br)=O Chemical compound BrC=1N=CC(=NC1)NC(C(CCCC)C=1C=NC=C(C1)Br)=O MMEJPOHDPORNIG-UHFFFAOYSA-N 0.000 claims description 2
- ADGANLXPAZULQT-UHFFFAOYSA-N C(C)(C)(C)C1=NOC(=C1)NC(C(CCC)C=1C=NC=C(C1)Br)=O Chemical compound C(C)(C)(C)C1=NOC(=C1)NC(C(CCC)C=1C=NC=C(C1)Br)=O ADGANLXPAZULQT-UHFFFAOYSA-N 0.000 claims description 2
- LDNWNHBEQBQMIK-UHFFFAOYSA-N ClC=1C=CC(=NC1)NC(C(CCC)(F)C=1C=NC=C(C1)Br)=O Chemical compound ClC=1C=CC(=NC1)NC(C(CCC)(F)C=1C=NC=C(C1)Br)=O LDNWNHBEQBQMIK-UHFFFAOYSA-N 0.000 claims description 2
- OMNJUUDILUJWHQ-UHFFFAOYSA-N ClC=1C=CC(=NC1)NC(C(CCC)C1=CC(=NC=C1)Br)=O Chemical compound ClC=1C=CC(=NC1)NC(C(CCC)C1=CC(=NC=C1)Br)=O OMNJUUDILUJWHQ-UHFFFAOYSA-N 0.000 claims description 2
- ZSVXIICENQXUJY-UHFFFAOYSA-N ClC=1N=CC(=NC1)NC(C(CCC)C=1C=NC(=C(C1)C#N)C=1C=NN(C1)C)=O Chemical compound ClC=1N=CC(=NC1)NC(C(CCC)C=1C=NC(=C(C1)C#N)C=1C=NN(C1)C)=O ZSVXIICENQXUJY-UHFFFAOYSA-N 0.000 claims description 2
- OOQPFHQGGVMYHP-UHFFFAOYSA-N ClC=1N=CC(=NC1)NC(C(CCC)C=1C=NC(=C(C1)C)Cl)=O Chemical compound ClC=1N=CC(=NC1)NC(C(CCC)C=1C=NC(=C(C1)C)Cl)=O OOQPFHQGGVMYHP-UHFFFAOYSA-N 0.000 claims description 2
- WUEWKNPMKKETRQ-UHFFFAOYSA-N ClC=1N=CC(=NC1)NC(C(CCC)C=1C=NC(=C(C1)F)C=1C=NN(C1)C)=O Chemical compound ClC=1N=CC(=NC1)NC(C(CCC)C=1C=NC(=C(C1)F)C=1C=NN(C1)C)=O WUEWKNPMKKETRQ-UHFFFAOYSA-N 0.000 claims description 2
- LMYXSQZRKZEPAL-UHFFFAOYSA-N ClC=1N=CC(=NC1)NC(C(CCC)C=1C=NC=C(C1)Br)=O Chemical compound ClC=1N=CC(=NC1)NC(C(CCC)C=1C=NC=C(C1)Br)=O LMYXSQZRKZEPAL-UHFFFAOYSA-N 0.000 claims description 2
- MGPAFSPZVRWAPY-UHFFFAOYSA-N ClC=1N=CC(=NC1)NC(C(CCC)C=1C=NC=C(C1)Cl)=O Chemical compound ClC=1N=CC(=NC1)NC(C(CCC)C=1C=NC=C(C1)Cl)=O MGPAFSPZVRWAPY-UHFFFAOYSA-N 0.000 claims description 2
- VGEGTVCXAIOATC-UHFFFAOYSA-N FC=1C=CC(=NC1)NC(C(CCC)C=1C=NC=C(C1)Br)=O Chemical compound FC=1C=CC(=NC1)NC(C(CCC)C=1C=NC=C(C1)Br)=O VGEGTVCXAIOATC-UHFFFAOYSA-N 0.000 claims description 2
- 206010016654 Fibrosis Diseases 0.000 claims description 2
- 208000010412 Glaucoma Diseases 0.000 claims description 2
- 208000023105 Huntington disease Diseases 0.000 claims description 2
- JWSFGKPGNWBYDR-UHFFFAOYSA-N N-(5-bromo-3-fluoropyridin-2-yl)-2-(5-bromopyridin-3-yl)-3-methylbutanamide Chemical compound BrC=1C=C(C(=NC1)NC(C(C(C)C)C=1C=NC=C(C1)Br)=O)F JWSFGKPGNWBYDR-UHFFFAOYSA-N 0.000 claims description 2
- ODXHBGRQUBGEBY-UHFFFAOYSA-N N-(5-bromopyrazin-2-yl)-2,2-dicyclohexylacetamide Chemical compound BrC=1N=CC(=NC1)NC(C(C1CCCCC1)C1CCCCC1)=O ODXHBGRQUBGEBY-UHFFFAOYSA-N 0.000 claims description 2
- XJYNOWSRUYMLTM-UHFFFAOYSA-N N-(5-bromopyrazin-2-yl)-2-(6-bromopyridin-2-yl)pentanamide Chemical compound BrC=1N=CC(=NC1)NC(C(CCC)C1=NC(=CC=C1)Br)=O XJYNOWSRUYMLTM-UHFFFAOYSA-N 0.000 claims description 2
- YUGDWXFUHYAART-UHFFFAOYSA-N N-(5-bromopyrazin-2-yl)-2-(6-chloro-5-fluoropyridin-3-yl)pentanamide Chemical compound BrC=1N=CC(=NC1)NC(C(CCC)C=1C=NC(=C(C1)F)Cl)=O YUGDWXFUHYAART-UHFFFAOYSA-N 0.000 claims description 2
- QVALLEMRNVNBSW-UHFFFAOYSA-N N-(5-bromopyrazin-2-yl)-2-[4-(4-methoxyphenyl)-3-(trifluoromethyl)pyrazol-1-yl]pentanamide Chemical compound BrC=1N=CC(=NC1)NC(C(CCC)N1N=C(C(=C1)C1=CC=C(C=C1)OC)C(F)(F)F)=O QVALLEMRNVNBSW-UHFFFAOYSA-N 0.000 claims description 2
- KQDGBKKGKDZAKF-UHFFFAOYSA-N N-(5-bromopyrazin-2-yl)-2-[4-bromo-3-(trifluoromethyl)pyrazol-1-yl]pentanamide Chemical compound BrC=1N=CC(=NC1)NC(C(CCC)N1N=C(C(=C1)Br)C(F)(F)F)=O KQDGBKKGKDZAKF-UHFFFAOYSA-N 0.000 claims description 2
- DNBSBPRGKGRXBC-UHFFFAOYSA-N N-(5-bromopyridin-2-yl)-2-(2-methoxypyridin-4-yl)pentanamide Chemical compound BrC=1C=CC(=NC1)NC(C(CCC)C1=CC(=NC=C1)OC)=O DNBSBPRGKGRXBC-UHFFFAOYSA-N 0.000 claims description 2
- ISYPFPYFHFXOPM-UHFFFAOYSA-N N-(5-bromopyridin-2-yl)-2-(6-methoxypyridin-3-yl)pentanamide Chemical compound BrC=1C=CC(=NC1)NC(C(CCC)C=1C=NC(=CC1)OC)=O ISYPFPYFHFXOPM-UHFFFAOYSA-N 0.000 claims description 2
- CYCRFWMCYXIXDN-UHFFFAOYSA-N N-(5-bromopyridin-2-yl)-2-[2-(difluoromethoxy)pyridin-4-yl]pentanamide Chemical compound BrC=1C=CC(=NC1)NC(C(CCC)C1=CC(=NC=C1)OC(F)F)=O CYCRFWMCYXIXDN-UHFFFAOYSA-N 0.000 claims description 2
- YEVPBYGVEZWBFI-UHFFFAOYSA-N N-(5-chloro-1,3-thiazol-2-yl)-2-[6-(1-methylpyrazol-4-yl)pyridin-3-yl]pentanamide Chemical compound ClC1=CN=C(S1)NC(C(CCC)C=1C=NC(=CC1)C=1C=NN(C1)C)=O YEVPBYGVEZWBFI-UHFFFAOYSA-N 0.000 claims description 2
- NYQZBFNRYIUGRD-UHFFFAOYSA-N N-(5-chloropyridin-2-yl)-1-(5-chloropyridin-3-yl)cyclobutane-1-carboxamide Chemical compound ClC=1C=CC(=NC1)NC(=O)C1(CCC1)C=1C=NC=C(C1)Cl NYQZBFNRYIUGRD-UHFFFAOYSA-N 0.000 claims description 2
- 206010028980 Neoplasm Diseases 0.000 claims description 2
- 208000036110 Neuroinflammatory disease Diseases 0.000 claims description 2
- 208000002193 Pain Diseases 0.000 claims description 2
- 208000018737 Parkinson disease Diseases 0.000 claims description 2
- 206010035664 Pneumonia Diseases 0.000 claims description 2
- 206010063897 Renal ischaemia Diseases 0.000 claims description 2
- 206010063837 Reperfusion injury Diseases 0.000 claims description 2
- 208000021811 Sandhoff disease Diseases 0.000 claims description 2
- 206010069351 acute lung injury Diseases 0.000 claims description 2
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims description 2
- 206010003246 arthritis Diseases 0.000 claims description 2
- 208000006673 asthma Diseases 0.000 claims description 2
- 208000006218 bradycardia Diseases 0.000 claims description 2
- 230000036471 bradycardia Effects 0.000 claims description 2
- 201000011510 cancer Diseases 0.000 claims description 2
- 150000001721 carbon Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 206010012601 diabetes mellitus Diseases 0.000 claims description 2
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 2
- 230000004761 fibrosis Effects 0.000 claims description 2
- 208000019622 heart disease Diseases 0.000 claims description 2
- 230000002757 inflammatory effect Effects 0.000 claims description 2
- 230000004410 intraocular pressure Effects 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 201000006417 multiple sclerosis Diseases 0.000 claims description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 230000004770 neurodegeneration Effects 0.000 claims description 2
- 208000015122 neurodegenerative disease Diseases 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 208000011580 syndromic disease Diseases 0.000 claims description 2
- 208000019553 vascular disease Diseases 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- CNGSWPZYBNAARL-UHFFFAOYSA-N n-(5-bromopyrazin-2-yl)-2-(5-bromopyridin-3-yl)pentanamide Chemical compound C=1N=CC(Br)=CC=1C(CCC)C(=O)NC1=CN=C(Br)C=N1 CNGSWPZYBNAARL-UHFFFAOYSA-N 0.000 claims 2
- 102000011011 Sphingosine 1-phosphate receptors Human genes 0.000 claims 1
- 108050001083 Sphingosine 1-phosphate receptors Proteins 0.000 claims 1
- 230000003920 cognitive function Effects 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 0 *c1c[n](*)c2c1cc(*)cc2 Chemical compound *c1c[n](*)c2c1cc(*)cc2 0.000 description 5
- YFGUWGSVLLFPDW-UHFFFAOYSA-N 2-(5-bromopyridin-3-yl)pentanoic acid Chemical compound BrC=1C=C(C=NC1)C(C(=O)O)CCC YFGUWGSVLLFPDW-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP13195372.1 | 2013-12-02 | ||
| EP13195372.1A EP2878339A1 (en) | 2013-12-02 | 2013-12-02 | SIP3 antagonists |
| PCT/EP2014/075986 WO2015082357A1 (en) | 2013-12-02 | 2014-11-28 | S1p3 antagonists |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019175781A Division JP2020023512A (ja) | 2013-12-02 | 2019-09-26 | Ｓ１ｐ３アンタゴニスト |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016539174A JP2016539174A (ja) | 2016-12-15 |
| JP2016539174A5 true JP2016539174A5 (https=) | 2018-01-18 |
| JP6595475B2 JP6595475B2 (ja) | 2019-10-23 |
Family
ID=49674243
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016536883A Active JP6595475B2 (ja) | 2013-12-02 | 2014-11-28 | Ｓ１ｐ３アンタゴニスト |
| JP2019175781A Pending JP2020023512A (ja) | 2013-12-02 | 2019-09-26 | Ｓ１ｐ３アンタゴニスト |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019175781A Pending JP2020023512A (ja) | 2013-12-02 | 2019-09-26 | Ｓ１ｐ３アンタゴニスト |
Country Status (12)
| Country | Link |
|---|---|
| US (4) | US9951017B2 (https=) |
| EP (4) | EP2878339A1 (https=) |
| JP (2) | JP6595475B2 (https=) |
| KR (1) | KR102386815B1 (https=) |
| CN (1) | CN106232182B (https=) |
| AU (1) | AU2014359489B2 (https=) |
| CA (1) | CA2932218C (https=) |
| EA (1) | EA034218B1 (https=) |
| NZ (1) | NZ721802A (https=) |
| UA (1) | UA117154C2 (https=) |
| WO (1) | WO2015082357A1 (https=) |
| ZA (1) | ZA201604490B (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2878339A1 (en) * | 2013-12-02 | 2015-06-03 | Siena Biotech S.p.A. | SIP3 antagonists |
| KR102131677B1 (ko) | 2018-03-20 | 2020-08-05 | 주식회사 아하 | 가이드 모듈 및 하폐수 처리용 산기장치 |
| US12110299B2 (en) * | 2018-09-17 | 2024-10-08 | Yungjin Pharm. Co., Ltd. | Thiazole derivatives and pharmaceutically acceptable salts thereof |
| WO2021182914A1 (ko) * | 2020-03-13 | 2021-09-16 | 영진약품 주식회사 | 신규한 cdk7 억제 화합물 및 이의 약제학적으로 허용가능한 염 |
| WO2022079290A2 (en) * | 2020-10-16 | 2022-04-21 | Cemm - Forschungszentrum Für Molekulare Medizin Gmbh | Cullin ring ubiquitin ligase compounds and uses thereof |
| WO2023275796A1 (en) * | 2021-07-01 | 2023-01-05 | Novartis Ag | Heterocyclic derivatives as sphingosine-1-phosphate 3 inhibitors |
| CN119562812A (zh) * | 2022-07-05 | 2025-03-04 | 奥里吉恩肿瘤学有限公司 | 作为cdk12/13抑制剂的取代的n-(吡啶-2-基)乙酰胺衍生物 |
Family Cites Families (46)
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2013
- 2013-12-02 EP EP13195372.1A patent/EP2878339A1/en not_active Withdrawn
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2014
- 2014-11-28 KR KR1020167017929A patent/KR102386815B1/ko active Active
- 2014-11-28 EA EA201691160A patent/EA034218B1/ru not_active IP Right Cessation
- 2014-11-28 WO PCT/EP2014/075986 patent/WO2015082357A1/en not_active Ceased
- 2014-11-28 EP EP14811790.6A patent/EP3086845B1/en active Active
- 2014-11-28 JP JP2016536883A patent/JP6595475B2/ja active Active
- 2014-11-28 EP EP21155292.2A patent/EP3896068A1/en not_active Withdrawn
- 2014-11-28 UA UAA201607137A patent/UA117154C2/uk unknown
- 2014-11-28 US US15/100,326 patent/US9951017B2/en active Active
- 2014-11-28 NZ NZ721802A patent/NZ721802A/en unknown
- 2014-11-28 CA CA2932218A patent/CA2932218C/en active Active
- 2014-11-28 EP EP19210115.2A patent/EP3689864A1/en not_active Withdrawn
- 2014-11-28 CN CN201480074769.6A patent/CN106232182B/zh active Active
- 2014-11-28 AU AU2014359489A patent/AU2014359489B2/en active Active
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2016
- 2016-07-01 ZA ZA201604490A patent/ZA201604490B/en unknown
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2018
- 2018-03-16 US US15/923,837 patent/US20180201582A1/en not_active Abandoned
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2019
- 2019-09-26 JP JP2019175781A patent/JP2020023512A/ja active Pending
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2020
- 2020-01-24 US US16/751,472 patent/US11472772B2/en active Active
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2022
- 2022-08-03 US US17/880,577 patent/US20220402875A1/en not_active Abandoned