JP2014528450A5 - - Google Patents
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- JP2014528450A5 JP2014528450A5 JP2014534680A JP2014534680A JP2014528450A5 JP 2014528450 A5 JP2014528450 A5 JP 2014528450A5 JP 2014534680 A JP2014534680 A JP 2014534680A JP 2014534680 A JP2014534680 A JP 2014534680A JP 2014528450 A5 JP2014528450 A5 JP 2014528450A5
- Authority
- JP
- Japan
- Prior art keywords
- pyridin
- pyrimidin
- thiazol
- amine
- ylamino
- 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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- 150000001875 compounds Chemical class 0.000 claims 14
- -1 4-(((2,4-Diaminopteridin-6-yl) methyl) (methyl) amino) benzamido Chemical group 0.000 claims 12
- 239000008194 pharmaceutical composition Substances 0.000 claims 12
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 239000001257 hydrogen Substances 0.000 claims 8
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 8
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 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
- 241000700605 Viruses Species 0.000 claims 6
- 201000010099 disease Diseases 0.000 claims 5
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 5
- HXWIHKLVPKVLFO-UHFFFAOYSA-N 2-[(4-pyridin-2-yl-1,3-thiazol-2-yl)-pyrimidin-2-ylamino]ethanol Chemical compound N=1C=CC=NC=1N(CCO)C(SC=1)=NC=1C1=CC=CC=N1 HXWIHKLVPKVLFO-UHFFFAOYSA-N 0.000 claims 4
- QERRMNCBNQADTC-UHFFFAOYSA-N 4-(3,5-dimethylpyridin-2-yl)-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound CC1=CC(C)=CN=C1C1=CSC(NC=2N=CC=CN=2)=N1 QERRMNCBNQADTC-UHFFFAOYSA-N 0.000 claims 4
- QZPXTNVERNDKCO-UHFFFAOYSA-N 4-(4-methylpyridin-2-yl)-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound CC1=CC=NC(C=2N=C(NC=3N=CC=CN=3)SC=2)=C1 QZPXTNVERNDKCO-UHFFFAOYSA-N 0.000 claims 4
- IZLGVISZPCTBOM-UHFFFAOYSA-N 4-(6-bromopyridin-2-yl)-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound BrC1=CC=CC(C=2N=C(NC=3N=CC=CN=3)SC=2)=N1 IZLGVISZPCTBOM-UHFFFAOYSA-N 0.000 claims 4
- LJDMFGGAHQJRIW-UHFFFAOYSA-N 4-pyridin-2-yl-2-(pyrimidin-2-ylamino)-1,3-thiazole-5-carbonitrile Chemical compound N=1C(C=2N=CC=CC=2)=C(C#N)SC=1NC1=NC=CC=N1 LJDMFGGAHQJRIW-UHFFFAOYSA-N 0.000 claims 4
- MLUDUQIKZCQSFJ-UHFFFAOYSA-N 4-pyridin-2-yl-2-(pyrimidin-2-ylamino)-1,3-thiazole-5-carboxamide Chemical compound N=1C(C=2N=CC=CC=2)=C(C(=O)N)SC=1NC1=NC=CC=N1 MLUDUQIKZCQSFJ-UHFFFAOYSA-N 0.000 claims 4
- JOWNSKXJCUZVAR-UHFFFAOYSA-N 4-pyridin-2-yl-2-(pyrimidin-2-ylamino)-1,3-thiazole-5-carboxylic acid Chemical compound N=1C(C=2N=CC=CC=2)=C(C(=O)O)SC=1NC1=NC=CC=N1 JOWNSKXJCUZVAR-UHFFFAOYSA-N 0.000 claims 4
- HFABGDPBRCVHKI-UHFFFAOYSA-N 4-pyridin-2-yl-n-[4-(trifluoromethyl)pyrimidin-2-yl]-1,3-thiazol-2-amine Chemical compound FC(F)(F)C1=CC=NC(NC=2SC=C(N=2)C=2N=CC=CC=2)=N1 HFABGDPBRCVHKI-UHFFFAOYSA-N 0.000 claims 4
- NKZCXGIZJHEBIX-UHFFFAOYSA-N 4-pyridin-2-yl-n-pyrimidin-4-yl-1,3-thiazol-2-amine Chemical compound C=1C=NC=NC=1NC(SC=1)=NC=1C1=CC=CC=N1 NKZCXGIZJHEBIX-UHFFFAOYSA-N 0.000 claims 4
- BKGZDPJCXISOJV-UHFFFAOYSA-N 5-bromo-4-pyridin-2-yl-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound N=1C(C=2N=CC=CC=2)=C(Br)SC=1NC1=NC=CC=N1 BKGZDPJCXISOJV-UHFFFAOYSA-N 0.000 claims 4
- FFCNHBKDZGXAEB-UHFFFAOYSA-N 5-cyclohexyl-4-pyridin-2-yl-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound C1CCCCC1C1=C(C=2N=CC=CC=2)N=C(NC=2N=CC=CN=2)S1 FFCNHBKDZGXAEB-UHFFFAOYSA-N 0.000 claims 4
- SWTCIZZQJZZPHQ-UHFFFAOYSA-N 5-ethyl-4-pyridin-2-yl-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound N=1C(C=2N=CC=CC=2)=C(CC)SC=1NC1=NC=CC=N1 SWTCIZZQJZZPHQ-UHFFFAOYSA-N 0.000 claims 4
- BBRGRJOZVHSCPX-UHFFFAOYSA-N 5-methyl-4-pyridin-2-yl-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound N=1C(C=2N=CC=CC=2)=C(C)SC=1NC1=NC=CC=N1 BBRGRJOZVHSCPX-UHFFFAOYSA-N 0.000 claims 4
- JLKXZQUQIBQRJX-UHFFFAOYSA-N 5-nonyl-4-pyridin-2-yl-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound N=1C(C=2N=CC=CC=2)=C(CCCCCCCCC)SC=1NC1=NC=CC=N1 JLKXZQUQIBQRJX-UHFFFAOYSA-N 0.000 claims 4
- XLWUIVIANDMKLA-UHFFFAOYSA-N 5-pentyl-4-pyridin-2-yl-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound N=1C(C=2N=CC=CC=2)=C(CCCCC)SC=1NC1=NC=CC=N1 XLWUIVIANDMKLA-UHFFFAOYSA-N 0.000 claims 4
- WMWWFLUMIMEMLP-UHFFFAOYSA-N 5-propan-2-yl-4-pyridin-2-yl-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound N=1C(C=2N=CC=CC=2)=C(C(C)C)SC=1NC1=NC=CC=N1 WMWWFLUMIMEMLP-UHFFFAOYSA-N 0.000 claims 4
- SHDLBBBNPZBTDJ-UHFFFAOYSA-N 6-[2-(pyrimidin-2-ylamino)-1,3-thiazol-4-yl]-1h-pyridin-2-one Chemical compound OC1=CC=CC(C=2N=C(NC=3N=CC=CN=3)SC=2)=N1 SHDLBBBNPZBTDJ-UHFFFAOYSA-N 0.000 claims 4
- IENJOXRGJKIPRK-UHFFFAOYSA-N 6-methyl-n-(4-pyridin-2-yl-1,3-thiazol-2-yl)-1,3-benzothiazol-2-amine Chemical compound S1C2=CC(C)=CC=C2N=C1NC(SC=1)=NC=1C1=CC=CC=N1 IENJOXRGJKIPRK-UHFFFAOYSA-N 0.000 claims 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 4
- RXLFKSFMSCGFBD-UHFFFAOYSA-N [4-pyridin-2-yl-2-(pyrimidin-2-ylamino)-1,3-thiazol-5-yl]methanol Chemical compound N=1C(C=2N=CC=CC=2)=C(CO)SC=1NC1=NC=CC=N1 RXLFKSFMSCGFBD-UHFFFAOYSA-N 0.000 claims 4
- MADRSCSVNCWXAW-UHFFFAOYSA-N [4-pyridin-2-yl-2-(pyrimidin-2-ylamino)-1,3-thiazol-5-yl]methyl acetate Chemical compound N=1C(C=2N=CC=CC=2)=C(COC(=O)C)SC=1NC1=NC=CC=N1 MADRSCSVNCWXAW-UHFFFAOYSA-N 0.000 claims 4
- RGZMYQPBLDEPQB-UHFFFAOYSA-N [4-pyridin-2-yl-2-(pyrimidin-2-ylamino)-1,3-thiazol-5-yl]methyl butanoate Chemical compound N=1C(C=2N=CC=CC=2)=C(COC(=O)CCC)SC=1NC1=NC=CC=N1 RGZMYQPBLDEPQB-UHFFFAOYSA-N 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 4
- 229910052794 bromium Inorganic materials 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- 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 4
- KMRVCRSSXCJYOF-UHFFFAOYSA-N ethyl 2-[(4-methylpyrimidin-2-yl)amino]-4-pyridin-2-yl-1,3-thiazole-5-carboxylate Chemical compound N=1C(C=2N=CC=CC=2)=C(C(=O)OCC)SC=1NC1=NC=CC(C)=N1 KMRVCRSSXCJYOF-UHFFFAOYSA-N 0.000 claims 4
- UOZGFTNEUUUFGL-UHFFFAOYSA-N ethyl 4-(4-methylpyridin-2-yl)-2-(pyrimidin-2-ylamino)-1,3-thiazole-5-carboxylate Chemical compound N=1C(C=2N=CC=C(C)C=2)=C(C(=O)OCC)SC=1NC1=NC=CC=N1 UOZGFTNEUUUFGL-UHFFFAOYSA-N 0.000 claims 4
- YOTCDUGBYAOKIV-UHFFFAOYSA-N ethyl 4-(6-methylpyridin-2-yl)-2-(pyrimidin-2-ylamino)-1,3-thiazole-5-carboxylate Chemical compound N=1C(C=2N=C(C)C=CC=2)=C(C(=O)OCC)SC=1NC1=NC=CC=N1 YOTCDUGBYAOKIV-UHFFFAOYSA-N 0.000 claims 4
- PWVAPGWIKKAAMS-UHFFFAOYSA-N ethyl 4-pyridin-2-yl-2-(pyrimidin-2-ylamino)-1,3-thiazole-5-carboxylate Chemical compound N=1C(C=2N=CC=CC=2)=C(C(=O)OCC)SC=1NC1=NC=CC=N1 PWVAPGWIKKAAMS-UHFFFAOYSA-N 0.000 claims 4
- 208000006454 hepatitis Diseases 0.000 claims 4
- 231100000283 hepatitis Toxicity 0.000 claims 4
- 125000002140 imidazol-4-yl group Chemical group [H]N1C([H])=NC([*])=C1[H] 0.000 claims 4
- JLBSDCDXDAOFJE-UHFFFAOYSA-N methyl 4-pyridin-2-yl-2-(pyrimidin-2-ylamino)-1,3-thiazole-5-carboxylate Chemical compound N=1C(C=2N=CC=CC=2)=C(C(=O)OC)SC=1NC1=NC=CC=N1 JLBSDCDXDAOFJE-UHFFFAOYSA-N 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- WZDDCNUYYXWDSE-UHFFFAOYSA-N n-(4-methylpyrimidin-2-yl)-4-pyridin-2-yl-1,3-thiazol-2-amine Chemical compound CC1=CC=NC(NC=2SC=C(N=2)C=2N=CC=CC=2)=N1 WZDDCNUYYXWDSE-UHFFFAOYSA-N 0.000 claims 4
- YVEBSOQNIVRDRH-UHFFFAOYSA-N n-(5-bromopyrimidin-2-yl)-4-pyridin-2-yl-1,3-thiazol-2-amine Chemical compound N1=CC(Br)=CN=C1NC1=NC(C=2N=CC=CC=2)=CS1 YVEBSOQNIVRDRH-UHFFFAOYSA-N 0.000 claims 4
- NIBXGRDCQVHBHE-UHFFFAOYSA-N n-(5-chloropyrimidin-2-yl)-4-pyridin-2-yl-1,3-thiazol-2-amine Chemical compound N1=CC(Cl)=CN=C1NC1=NC(C=2N=CC=CC=2)=CS1 NIBXGRDCQVHBHE-UHFFFAOYSA-N 0.000 claims 4
- YOGMJDLDADTOPF-UHFFFAOYSA-N n-benzyl-4-pyridin-2-yl-2-(pyrimidin-2-ylamino)-1,3-thiazole-5-carboxamide Chemical compound S1C(NC=2N=CC=CN=2)=NC(C=2N=CC=CC=2)=C1C(=O)NCC1=CC=CC=C1 YOGMJDLDADTOPF-UHFFFAOYSA-N 0.000 claims 4
- PMGMBUWSZZUMTO-UHFFFAOYSA-N n-benzyl-4-pyridin-2-yl-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound C=1C=CC=CC=1CN(C=1N=CC=CN=1)C(SC=1)=NC=1C1=CC=CC=N1 PMGMBUWSZZUMTO-UHFFFAOYSA-N 0.000 claims 4
- XOTDCNMYRMZMQI-UHFFFAOYSA-N n-methyl-4-pyridin-2-yl-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound N=1C=CC=NC=1N(C)C(SC=1)=NC=1C1=CC=CC=N1 XOTDCNMYRMZMQI-UHFFFAOYSA-N 0.000 claims 4
- DYPIPKBSINXYKJ-UHFFFAOYSA-N n-propan-2-yl-4-pyridin-2-yl-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound N=1C=CC=NC=1N(C(C)C)C(SC=1)=NC=1C1=CC=CC=N1 DYPIPKBSINXYKJ-UHFFFAOYSA-N 0.000 claims 4
- UKGBKXNZHVJTOF-UHFFFAOYSA-N n-pyrimidin-2-yl-4-quinolin-2-yl-1,3-thiazol-2-amine Chemical compound N=1C(C=2N=C3C=CC=CC3=CC=2)=CSC=1NC1=NC=CC=N1 UKGBKXNZHVJTOF-UHFFFAOYSA-N 0.000 claims 4
- IJEVNRAIXXCJEN-UHFFFAOYSA-N tert-butyl 2-[tert-butyl(pyrimidin-2-yl)amino]-4-pyridin-2-yl-1,3-thiazole-5-carboxylate Chemical compound CC(C)(C)OC(=O)C=1SC(N(C=2N=CC=CN=2)C(C)(C)C)=NC=1C1=CC=CC=N1 IJEVNRAIXXCJEN-UHFFFAOYSA-N 0.000 claims 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 4
- 239000000546 pharmaceutical excipient Substances 0.000 claims 3
- 239000000651 prodrug Substances 0.000 claims 3
- 229940002612 prodrug Drugs 0.000 claims 3
- 239000012453 solvate Substances 0.000 claims 3
- AGQNMYLPVLOPBV-UHFFFAOYSA-N 3-[(4-phenyl-1,3-thiazol-2-yl)amino]phenol Chemical compound OC1=CC=CC(NC=2SC=C(N=2)C=2C=CC=CC=2)=C1 AGQNMYLPVLOPBV-UHFFFAOYSA-N 0.000 claims 2
- FMLLSOIFCVZTFJ-UHFFFAOYSA-N 4-phenyl-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound N=1C=CC=NC=1NC(SC=1)=NC=1C1=CC=CC=C1 FMLLSOIFCVZTFJ-UHFFFAOYSA-N 0.000 claims 2
- QAINFPRHEISSOY-UHFFFAOYSA-N 4-pyridin-2-yl-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound N=1C=CC=NC=1NC(SC=1)=NC=1C1=CC=CC=N1 QAINFPRHEISSOY-UHFFFAOYSA-N 0.000 claims 2
- VSKCWIXMOBTHAR-UHFFFAOYSA-N 4-pyridin-3-yl-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound N=1C=CC=NC=1NC(SC=1)=NC=1C1=CC=CN=C1 VSKCWIXMOBTHAR-UHFFFAOYSA-N 0.000 claims 2
- NYGKCRRUCANIBJ-UHFFFAOYSA-N 4-pyridin-4-yl-n-pyrimidin-2-yl-1,3-thiazol-2-amine Chemical compound N=1C=CC=NC=1NC(SC=1)=NC=1C1=CC=NC=C1 NYGKCRRUCANIBJ-UHFFFAOYSA-N 0.000 claims 2
- 230000010261 cell growth Effects 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- FAXWKQAPUYLLPC-UHFFFAOYSA-N n,4-diphenyl-1,3-thiazol-2-amine Chemical compound C=1C=CC=CC=1NC(SC=1)=NC=1C1=CC=CC=C1 FAXWKQAPUYLLPC-UHFFFAOYSA-N 0.000 claims 2
- RYCUBTFYRLAMFA-UHFFFAOYSA-N n,4-dipyridin-2-yl-1,3-thiazol-2-amine Chemical compound C=1C=CC=NC=1NC(SC=1)=NC=1C1=CC=CC=N1 RYCUBTFYRLAMFA-UHFFFAOYSA-N 0.000 claims 2
- FXXYURIGCUUXRW-UHFFFAOYSA-N n-(3-chloro-2-methylphenyl)-4-pyridin-2-yl-1,3-thiazol-2-amine Chemical compound CC1=C(Cl)C=CC=C1NC1=NC(C=2N=CC=CC=2)=CS1 FXXYURIGCUUXRW-UHFFFAOYSA-N 0.000 claims 2
- VZHGZKUEVAANEJ-UHFFFAOYSA-N n-phenyl-4-pyridin-2-yl-1,3-thiazol-2-amine Chemical compound C=1C=CC=CC=1NC(SC=1)=NC=1C1=CC=CC=N1 VZHGZKUEVAANEJ-UHFFFAOYSA-N 0.000 claims 2
- FZGLXJIEPKFFOC-UHFFFAOYSA-N n-pyrazin-2-yl-4-pyridin-2-yl-1,3-thiazol-2-amine Chemical compound C=1N=CC=NC=1NC(SC=1)=NC=1C1=CC=CC=N1 FZGLXJIEPKFFOC-UHFFFAOYSA-N 0.000 claims 2
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- 241000724675 Hepatitis E virus Species 0.000 claims 1
- 208000037262 Hepatitis delta Diseases 0.000 claims 1
- 241000724709 Hepatitis delta virus Species 0.000 claims 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 206010033128 Ovarian cancer Diseases 0.000 claims 1
- 206010061535 Ovarian neoplasm Diseases 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 208000006990 cholangiocarcinoma Diseases 0.000 claims 1
- 208000006359 hepatoblastoma Diseases 0.000 claims 1
- 206010073071 hepatocellular carcinoma Diseases 0.000 claims 1
- 231100000844 hepatocellular carcinoma Toxicity 0.000 claims 1
- 208000015181 infectious disease Diseases 0.000 claims 1
- 208000032839 leukemia Diseases 0.000 claims 1
- 210000004185 liver Anatomy 0.000 claims 1
- 201000007270 liver cancer Diseases 0.000 claims 1
- 201000005202 lung cancer Diseases 0.000 claims 1
- 208000020816 lung neoplasm Diseases 0.000 claims 1
- 206010061289 metastatic neoplasm Diseases 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 0 C*N(C(S1C2*(C)C2)=*C(C)=C1I*)[Al]* Chemical compound C*N(C(S1C2*(C)C2)=*C(C)=C1I*)[Al]* 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161542907P | 2011-10-04 | 2011-10-04 | |
| US61/542,907 | 2011-10-04 | ||
| PCT/US2012/058674 WO2013052613A1 (en) | 2011-10-04 | 2012-10-04 | Substituted aminothiazoles as inhibitors of cancers, including hepatocellular carcinoma, and as inhibitors of hepatitis virus replication |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017079817A Division JP2017149753A (ja) | 2011-10-04 | 2017-04-13 | 肝細胞癌を含む癌の阻害剤、および肝炎ウイルス複製の阻害剤としての置換アミノチアゾール |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014528450A JP2014528450A (ja) | 2014-10-27 |
| JP2014528450A5 true JP2014528450A5 (cg-RX-API-DMAC7.html) | 2015-11-26 |
| JP6240078B2 JP6240078B2 (ja) | 2017-11-29 |
Family
ID=48044139
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014534680A Expired - Fee Related JP6240078B2 (ja) | 2011-10-04 | 2012-10-04 | 肝細胞癌を含む癌の阻害剤、および肝炎ウイルス複製の阻害剤としての置換アミノチアゾール |
| JP2017079817A Withdrawn JP2017149753A (ja) | 2011-10-04 | 2017-04-13 | 肝細胞癌を含む癌の阻害剤、および肝炎ウイルス複製の阻害剤としての置換アミノチアゾール |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017079817A Withdrawn JP2017149753A (ja) | 2011-10-04 | 2017-04-13 | 肝細胞癌を含む癌の阻害剤、および肝炎ウイルス複製の阻害剤としての置換アミノチアゾール |
Country Status (13)
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9582896B2 (en) * | 2011-09-02 | 2017-02-28 | Qualcomm Incorporated | Line tracking with automatic model initialization by graph matching and cycle detection |
| NZ707366A (en) | 2012-11-07 | 2018-11-30 | Karus Therapeutics Ltd | Novel histone deacetylase inhibitors and their use in therapy |
| US20160031874A1 (en) | 2013-03-13 | 2016-02-04 | The Broad Institute, Inc. | Substituted aminothiazoles for the treatment of tuberculosis |
| NZ714283A (en) | 2013-05-10 | 2020-04-24 | Karus Therapeutics Ltd | Novel histone deacetylase inhibitors |
| US10442779B2 (en) | 2014-09-22 | 2019-10-15 | Fratagene Therapeutics S.R.L. | Compositions and methods for treating Friedreich's ataxia |
| WO2016046759A2 (en) | 2014-09-22 | 2016-03-31 | Fratagene Therapeutics Ltd. | Compositions and methods for treating friedreich's ataxia |
| GB201419228D0 (en) | 2014-10-29 | 2014-12-10 | Karus Therapeutics Ltd | Compounds |
| GB201419264D0 (en) | 2014-10-29 | 2014-12-10 | Karus Therapeutics Ltd | Compounds |
| BR112017023425A2 (pt) * | 2015-04-29 | 2018-07-24 | Foresight Biotherapeutics Inc | combinações terapêuticas de terapias antivirais e anti-inflamatórias |
| CN105524056A (zh) * | 2016-01-05 | 2016-04-27 | 中山大学肿瘤防治中心 | 一种氨基噻唑化合物及其制备方法和应用 |
| EP3481810A4 (en) * | 2016-07-11 | 2019-05-29 | Baruch S. Blumberg Institute | SUBSTITUTED AMINOTHIAZOLE |
| EA202090103A1 (ru) * | 2017-06-22 | 2020-04-24 | Селджин Корпорейшн | Лечение гепатоцеллюлярной карциномы, которая характеризуется вирусной инфекцией гепатита b |
| US10426775B2 (en) | 2017-09-11 | 2019-10-01 | Fratagene Therapeutics Srl | Methods for treating Friedreich's ataxia with etravirine |
| WO2022087326A1 (en) * | 2020-10-23 | 2022-04-28 | Celgene Corporation | Heterocyclic compounds and their use for treatment of helminthic infections and diseases |
| WO2025017207A1 (en) | 2023-07-20 | 2025-01-23 | Cemm - Forschungszentrum Für Molekulare Medizin Gmbh | Inhibitors of smndc1 and their therapeutic use |
| WO2025151517A1 (en) * | 2024-01-08 | 2025-07-17 | Wavebreak Therapeutics Limited | Thiazole compounds, compositions and methods of treating disorders associated with missfolding of alpha-synuclein protein |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1261607B1 (en) * | 2000-03-01 | 2008-11-12 | Janssen Pharmaceutica N.V. | 2,4-disubstituted thiazolyl derivatives |
| MXPA04001399A (es) * | 2001-08-13 | 2004-05-27 | Janssen Pharmaceutica Nv | Derivados de tiazolilo 2-amino-4,5-trisustituidos. |
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2012
- 2012-10-04 BR BR112014007963A patent/BR112014007963A2/pt not_active IP Right Cessation
- 2012-10-04 CN CN201280059490.1A patent/CN103957908A/zh active Pending
- 2012-10-04 KR KR1020147011691A patent/KR20140071472A/ko not_active Ceased
- 2012-10-04 PH PH1/2014/500724A patent/PH12014500724A1/en unknown
- 2012-10-04 WO PCT/US2012/058674 patent/WO2013052613A1/en not_active Ceased
- 2012-10-04 HK HK15101053.5A patent/HK1200361A1/xx unknown
- 2012-10-04 JP JP2014534680A patent/JP6240078B2/ja not_active Expired - Fee Related
- 2012-10-04 CA CA2850779A patent/CA2850779A1/en not_active Abandoned
- 2012-10-04 US US14/349,014 patent/US20140249154A1/en not_active Abandoned
- 2012-10-04 EP EP12838333.8A patent/EP2763674A4/en not_active Withdrawn
- 2012-10-04 SG SG11201401207XA patent/SG11201401207XA/en unknown
- 2012-10-04 AU AU2012318670A patent/AU2012318670B2/en not_active Ceased
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2014
- 2014-04-03 IL IL231923A patent/IL231923A0/en unknown
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2016
- 2016-09-07 US US15/258,393 patent/US10087173B2/en not_active Expired - Fee Related
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2017
- 2017-04-13 JP JP2017079817A patent/JP2017149753A/ja not_active Withdrawn