JP2007509130A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2007509130A5 JP2007509130A5 JP2006536215A JP2006536215A JP2007509130A5 JP 2007509130 A5 JP2007509130 A5 JP 2007509130A5 JP 2006536215 A JP2006536215 A JP 2006536215A JP 2006536215 A JP2006536215 A JP 2006536215A JP 2007509130 A5 JP2007509130 A5 JP 2007509130A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- oxazol
- methyl
- pyridin
- 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
Links
- 125000000217 alkyl group Chemical group 0.000 claims description 61
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 45
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 37
- 125000003118 aryl group Chemical group 0.000 claims description 33
- 229910052794 bromium Inorganic materials 0.000 claims description 30
- 229910052801 chlorine Inorganic materials 0.000 claims description 30
- 229910052731 fluorine Inorganic materials 0.000 claims description 30
- 229910052736 halogen Inorganic materials 0.000 claims description 30
- 229910052740 iodine Inorganic materials 0.000 claims description 30
- 125000001072 heteroaryl group Chemical group 0.000 claims description 29
- 150000002367 halogens Chemical class 0.000 claims description 25
- 150000001875 compounds Chemical class 0.000 claims description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims description 24
- 229910052757 nitrogen Inorganic materials 0.000 claims description 23
- -1 amino, carboxyl Chemical group 0.000 claims description 21
- 239000001257 hydrogen Substances 0.000 claims description 21
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 21
- 229910052760 oxygen Inorganic materials 0.000 claims description 21
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 18
- 125000005842 heteroatom Chemical group 0.000 claims description 18
- 239000001301 oxygen Substances 0.000 claims description 18
- 125000004355 nitrogen functional group Chemical group 0.000 claims description 16
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 14
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 14
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 12
- 125000001424 substituent group Chemical group 0.000 claims description 11
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 11
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 125000004076 pyridyl group Chemical group 0.000 claims description 5
- 125000002541 furyl group Chemical group 0.000 claims description 4
- 125000002883 imidazolyl group Chemical group 0.000 claims description 4
- 125000001041 indolyl group Chemical group 0.000 claims description 4
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 4
- 125000002971 oxazolyl group Chemical group 0.000 claims description 4
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 4
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 4
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 4
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 4
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 4
- 125000003831 tetrazolyl group Chemical group 0.000 claims description 4
- 125000000335 thiazolyl group Chemical group 0.000 claims description 4
- 125000001544 thienyl group Chemical group 0.000 claims description 4
- 125000001425 triazolyl group Chemical group 0.000 claims description 4
- 125000003282 alkyl amino group Chemical group 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 2
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 2
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims description 2
- 125000005549 heteroarylene group Chemical group 0.000 claims description 2
- 238000006467 substitution reaction Methods 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 7
- 239000003814 drug Substances 0.000 claims 6
- 238000004519 manufacturing process Methods 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 201000011243 gastrointestinal stromal tumor Diseases 0.000 claims 3
- 229910052705 radium Inorganic materials 0.000 claims 3
- 229910052701 rubidium Inorganic materials 0.000 claims 3
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 2
- 125000006619 (C1-C6) dialkylamino group Chemical group 0.000 claims 2
- 206010051066 Gastrointestinal stromal tumour Diseases 0.000 claims 2
- 229910003827 NRaRb Inorganic materials 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 210000001185 bone marrow Anatomy 0.000 claims 2
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 2
- 208000011580 syndromic disease Diseases 0.000 claims 2
- YJTHDZOOFLIDAH-UHFFFAOYSA-N 1-(2-fluorophenyl)-3-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]urea Chemical compound C1=C(NC=2OC(=CN=2)C=2C=NC=CC=2)C(C)=CC=C1NC(=O)NC1=CC=CC=C1F YJTHDZOOFLIDAH-UHFFFAOYSA-N 0.000 claims 1
- LLKMLSXETYSLPE-UHFFFAOYSA-N 1-(4-chlorophenyl)-3-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]urea Chemical compound C1=C(NC=2OC(=CN=2)C=2C=NC=CC=2)C(C)=CC=C1NC(=O)NC1=CC=C(Cl)C=C1 LLKMLSXETYSLPE-UHFFFAOYSA-N 0.000 claims 1
- BGQHVFBHLADCQZ-UHFFFAOYSA-N 1-(4-cyanophenyl)-3-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]thiourea Chemical compound C1=C(NC=2OC(=CN=2)C=2C=NC=CC=2)C(C)=CC=C1NC(=S)NC1=CC=C(C#N)C=C1 BGQHVFBHLADCQZ-UHFFFAOYSA-N 0.000 claims 1
- BAVXBJWGPLEKED-UHFFFAOYSA-N 1-(4-cyanophenyl)-3-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]urea Chemical compound C1=C(NC=2OC(=CN=2)C=2C=NC=CC=2)C(C)=CC=C1NC(=O)NC1=CC=C(C#N)C=C1 BAVXBJWGPLEKED-UHFFFAOYSA-N 0.000 claims 1
- PLQYBDZYCAXEDV-UHFFFAOYSA-N 1-(4-cyanophenyl)-3-[4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]thiourea Chemical compound C1=C(NC=2OC(=CN=2)C=2C=CN=CC=2)C(C)=CC=C1NC(=S)NC1=CC=C(C#N)C=C1 PLQYBDZYCAXEDV-UHFFFAOYSA-N 0.000 claims 1
- NTOGTTYFZKYUPA-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]urea Chemical compound C1=C(NC=2OC(=CN=2)C=2C=NC=CC=2)C(C)=CC=C1NC(=O)NC1=CC=C(F)C=C1 NTOGTTYFZKYUPA-UHFFFAOYSA-N 0.000 claims 1
- KZFOFDORPQTDHN-UHFFFAOYSA-N 1-(4-methylphenyl)-3-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]urea Chemical compound C1=CC(C)=CC=C1NC(=O)NC1=CC=C(C)C(NC=2OC(=CN=2)C=2C=NC=CC=2)=C1 KZFOFDORPQTDHN-UHFFFAOYSA-N 0.000 claims 1
- MQERDMHSJBACBG-UHFFFAOYSA-N 1-[4-methyl-3-[(5-phenyl-1,3-oxazol-2-yl)amino]phenyl]-3-[3-(trifluoromethyl)phenyl]urea Chemical compound C1=C(NC=2OC(=CN=2)C=2C=CC=CC=2)C(C)=CC=C1NC(=O)NC1=CC=CC(C(F)(F)F)=C1 MQERDMHSJBACBG-UHFFFAOYSA-N 0.000 claims 1
- XXCYDEXIHBWQBC-UHFFFAOYSA-N 1-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]-3-[4-(trifluoromethyl)phenyl]urea Chemical compound C1=C(NC=2OC(=CN=2)C=2C=NC=CC=2)C(C)=CC=C1NC(=O)NC1=CC=C(C(F)(F)F)C=C1 XXCYDEXIHBWQBC-UHFFFAOYSA-N 0.000 claims 1
- CGCLXYGIXNAGFW-UHFFFAOYSA-N 1-benzyl-3-[4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]thiourea Chemical compound C1=C(NC=2OC(=CN=2)C=2C=CN=CC=2)C(C)=CC=C1NC(=S)NCC1=CC=CC=C1 CGCLXYGIXNAGFW-UHFFFAOYSA-N 0.000 claims 1
- YSUBMVSDUMNSNS-UHFFFAOYSA-N 1-n-(1,3-benzoxazol-2-yl)-4-methyl-3-n-(5-pyridin-4-yl-1,3-oxazol-2-yl)benzene-1,3-diamine Chemical compound CC1=CC=C(NC=2OC3=CC=CC=C3N=2)C=C1NC(O1)=NC=C1C1=CC=NC=C1 YSUBMVSDUMNSNS-UHFFFAOYSA-N 0.000 claims 1
- AJWYELFDOXLJJR-UHFFFAOYSA-N 2-(2,4-difluorophenyl)-n-[4-methyl-3-[(5-phenyl-1,3-oxazol-2-yl)amino]phenyl]acetamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=CC=CC=2)C(C)=CC=C1NC(=O)CC1=CC=C(F)C=C1F AJWYELFDOXLJJR-UHFFFAOYSA-N 0.000 claims 1
- LBOHDXZQUHPFSL-UHFFFAOYSA-N 2-(3-bromophenyl)-n-[4-methyl-3-[(5-pyridin-2-yl-1,3-oxazol-2-yl)amino]phenyl]acetamide Chemical compound C1=C(NC=2OC(=CN=2)C=2N=CC=CC=2)C(C)=CC=C1NC(=O)CC1=CC=CC(Br)=C1 LBOHDXZQUHPFSL-UHFFFAOYSA-N 0.000 claims 1
- KEEBUCPGLVETKH-UHFFFAOYSA-N 2-(3-methylphenyl)-n-[4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]acetamide Chemical compound CC1=CC=CC(CC(=O)NC=2C=C(NC=3OC(=CN=3)C=3C=CN=CC=3)C(C)=CC=2)=C1 KEEBUCPGLVETKH-UHFFFAOYSA-N 0.000 claims 1
- JXPUQFYLPGOUHE-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-[4-methoxy-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]acetamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=CN=CC=2)C(OC)=CC=C1NC(=O)CC1=CC=C(F)C=C1 JXPUQFYLPGOUHE-UHFFFAOYSA-N 0.000 claims 1
- NHNPJUHHBDTXMQ-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]acetamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=NC=CC=2)C(C)=CC=C1NC(=O)CC1=CC=C(F)C=C1 NHNPJUHHBDTXMQ-UHFFFAOYSA-N 0.000 claims 1
- CLLCSCDTYOIJHO-UHFFFAOYSA-N 2-(4-methoxyphenyl)-n-[4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]acetamide Chemical compound C1=CC(OC)=CC=C1CC(=O)NC1=CC=C(C)C(NC=2OC(=CN=2)C=2C=CN=CC=2)=C1 CLLCSCDTYOIJHO-UHFFFAOYSA-N 0.000 claims 1
- MTDSANYYCBYFOZ-UHFFFAOYSA-N 2-cyano-n-[4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]acetamide Chemical compound CC1=CC=C(NC(=O)CC#N)C=C1NC1=NC=C(C=2C=CN=CC=2)O1 MTDSANYYCBYFOZ-UHFFFAOYSA-N 0.000 claims 1
- CBRSXJFHARVENS-UHFFFAOYSA-N 2-ethoxy-n-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]acetamide Chemical compound CCOCC(=O)NC1=CC=C(C)C(NC=2OC(=CN=2)C=2C=NC=CC=2)=C1 CBRSXJFHARVENS-UHFFFAOYSA-N 0.000 claims 1
- IGLZHUHGTKHGHJ-UHFFFAOYSA-N 2-methylpropyl n-[2-methyl-5-(2-methylpropoxycarbonylamino)phenyl]-n-(5-pyridin-3-yl-1,3-oxazol-2-yl)carbamate Chemical compound CC(C)COC(=O)NC1=CC=C(C)C(N(C(=O)OCC(C)C)C=2OC(=CN=2)C=2C=NC=CC=2)=C1 IGLZHUHGTKHGHJ-UHFFFAOYSA-N 0.000 claims 1
- VMHVHLSOHUQGSO-UHFFFAOYSA-N 2-methylpropyl n-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]carbamate Chemical compound CC(C)COC(=O)NC1=CC=C(C)C(NC=2OC(=CN=2)C=2C=NC=CC=2)=C1 VMHVHLSOHUQGSO-UHFFFAOYSA-N 0.000 claims 1
- VCQMPUPEARTEGT-UHFFFAOYSA-N 2-methylpropyl n-[4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]carbamate Chemical compound CC(C)COC(=O)NC1=CC=C(C)C(NC=2OC(=CN=2)C=2C=CN=CC=2)=C1 VCQMPUPEARTEGT-UHFFFAOYSA-N 0.000 claims 1
- ONZFPAUTTVNGRO-UHFFFAOYSA-N 3,5-dimethoxy-n-[4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]benzamide Chemical compound COC1=CC(OC)=CC(C(=O)NC=2C=C(NC=3OC(=CN=3)C=3C=CN=CC=3)C(C)=CC=2)=C1 ONZFPAUTTVNGRO-UHFFFAOYSA-N 0.000 claims 1
- VBUDIOJRHSRDNE-UHFFFAOYSA-N 3-(4-fluorophenyl)-n-[4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]propanamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=CN=CC=2)C(C)=CC=C1NC(=O)CCC1=CC=C(F)C=C1 VBUDIOJRHSRDNE-UHFFFAOYSA-N 0.000 claims 1
- QQGKEUWTCWSWIM-UHFFFAOYSA-N 3-(dimethylamino)-n-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]benzamide Chemical compound CN(C)C1=CC=CC(C(=O)NC=2C=C(NC=3OC(=CN=3)C=3C=NC=CC=3)C(C)=CC=2)=C1 QQGKEUWTCWSWIM-UHFFFAOYSA-N 0.000 claims 1
- CFSOZHKOFYGOJX-UHFFFAOYSA-N 3-bromo-n-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]benzamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=NC=CC=2)C(C)=CC=C1NC(=O)C1=CC=CC(Br)=C1 CFSOZHKOFYGOJX-UHFFFAOYSA-N 0.000 claims 1
- IFZBJUUFHJRIQE-UHFFFAOYSA-N 3-fluoro-4-[(4-methylpiperazin-1-yl)methyl]-n-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]benzamide Chemical compound C1CN(C)CCN1CC1=CC=C(C(=O)NC=2C=C(NC=3OC(=CN=3)C=3C=NC=CC=3)C(C)=CC=2)C=C1F IFZBJUUFHJRIQE-UHFFFAOYSA-N 0.000 claims 1
- IDXSLYWMIDHQFU-UHFFFAOYSA-N 3-methoxy-n-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]propanamide Chemical compound COCCC(=O)NC1=CC=C(C)C(NC=2OC(=CN=2)C=2C=NC=CC=2)=C1 IDXSLYWMIDHQFU-UHFFFAOYSA-N 0.000 claims 1
- FLSOCFCHSDCSMM-UHFFFAOYSA-N 4-[(4-methylpiperazin-1-yl)methyl]-n-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]benzamide Chemical compound C1CN(C)CCN1CC1=CC=C(C(=O)NC=2C=C(NC=3OC(=CN=3)C=3C=NC=CC=3)C(C)=CC=2)C=C1 FLSOCFCHSDCSMM-UHFFFAOYSA-N 0.000 claims 1
- QHAQNXJCRZHKRZ-UHFFFAOYSA-N 4-[3-(dimethylamino)propylamino]-n-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]-3-(trifluoromethyl)benzamide Chemical compound C1=C(C(F)(F)F)C(NCCCN(C)C)=CC=C1C(=O)NC1=CC=C(C)C(NC=2OC(=CN=2)C=2C=NC=CC=2)=C1 QHAQNXJCRZHKRZ-UHFFFAOYSA-N 0.000 claims 1
- GQGBFHDLMSEMFF-UHFFFAOYSA-N 4-cyano-n-[4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]benzamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=CN=CC=2)C(C)=CC=C1NC(=O)C1=CC=C(C#N)C=C1 GQGBFHDLMSEMFF-UHFFFAOYSA-N 0.000 claims 1
- LLRWNDWHVNPUMJ-UHFFFAOYSA-N 4-methyl-1-n-(5-phenyl-1,3-oxazol-2-yl)-3-n-(5-pyridin-4-yl-1,3-oxazol-2-yl)benzene-1,3-diamine Chemical compound C1=C(NC=2OC(=CN=2)C=2C=CN=CC=2)C(C)=CC=C1NC(O1)=NC=C1C1=CC=CC=C1 LLRWNDWHVNPUMJ-UHFFFAOYSA-N 0.000 claims 1
- CBOXAKYSTSFXTD-UHFFFAOYSA-N 4-methyl-1-n-(5-pyridin-3-yl-1,3-oxazol-2-yl)-3-n-(5-pyridin-4-yl-1,3-oxazol-2-yl)benzene-1,3-diamine Chemical compound C1=C(NC=2OC(=CN=2)C=2C=CN=CC=2)C(C)=CC=C1NC(O1)=NC=C1C1=CC=CN=C1 CBOXAKYSTSFXTD-UHFFFAOYSA-N 0.000 claims 1
- TXHCAUUNNPYFJD-UHFFFAOYSA-N 4-methyl-n-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]pentanamide Chemical compound CC(C)CCC(=O)NC1=CC=C(C)C(NC=2OC(=CN=2)C=2C=NC=CC=2)=C1 TXHCAUUNNPYFJD-UHFFFAOYSA-N 0.000 claims 1
- CEUWQPLATDRHEL-UHFFFAOYSA-N 4-n-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]benzene-1,4-dicarboxamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=NC=CC=2)C(C)=CC=C1NC(=O)C1=CC=C(C(N)=O)C=C1 CEUWQPLATDRHEL-UHFFFAOYSA-N 0.000 claims 1
- LGZSXFUMYWZFGV-UHFFFAOYSA-N 5-methyl-n-[4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]-1,2-oxazole-4-carboxamide Chemical compound O1N=CC(C(=O)NC=2C=C(NC=3OC(=CN=3)C=3C=CN=CC=3)C(C)=CC=2)=C1C LGZSXFUMYWZFGV-UHFFFAOYSA-N 0.000 claims 1
- 208000024893 Acute lymphoblastic leukemia Diseases 0.000 claims 1
- 208000014697 Acute lymphocytic leukaemia Diseases 0.000 claims 1
- 208000031261 Acute myeloid leukaemia Diseases 0.000 claims 1
- 206010049153 Allergic sinusitis Diseases 0.000 claims 1
- 206010002198 Anaphylactic reaction Diseases 0.000 claims 1
- 208000028185 Angioedema Diseases 0.000 claims 1
- 206010002556 Ankylosing Spondylitis Diseases 0.000 claims 1
- 206010003571 Astrocytoma Diseases 0.000 claims 1
- 208000023275 Autoimmune disease Diseases 0.000 claims 1
- 208000032791 BCR-ABL1 positive chronic myelogenous leukemia Diseases 0.000 claims 1
- 206010005003 Bladder cancer Diseases 0.000 claims 1
- PWWVRIBAKATTFH-UHFFFAOYSA-N CC1=C(C=C(C=C1)NC(CCN1CCCC1)=O)NC=1OC(=CN1)C=1C=NC=CC1.ClC1=C(C(=CC=C1)Cl)CC(=O)NC1=CC(=C(C=C1)C)NC=1OC(=CN1)C1=CC=NC=C1 Chemical compound CC1=C(C=C(C=C1)NC(CCN1CCCC1)=O)NC=1OC(=CN1)C=1C=NC=CC1.ClC1=C(C(=CC=C1)Cl)CC(=O)NC1=CC(=C(C=C1)C)NC=1OC(=CN1)C1=CC=NC=C1 PWWVRIBAKATTFH-UHFFFAOYSA-N 0.000 claims 1
- 241000282465 Canis Species 0.000 claims 1
- 208000010833 Chronic myeloid leukaemia Diseases 0.000 claims 1
- 206010009900 Colitis ulcerative Diseases 0.000 claims 1
- 206010009944 Colon cancer Diseases 0.000 claims 1
- 208000001333 Colorectal Neoplasms Diseases 0.000 claims 1
- 206010010741 Conjunctivitis Diseases 0.000 claims 1
- 208000011231 Crohn disease Diseases 0.000 claims 1
- 201000004624 Dermatitis Diseases 0.000 claims 1
- 206010012438 Dermatitis atopic Diseases 0.000 claims 1
- 206010012442 Dermatitis contact Diseases 0.000 claims 1
- 208000006926 Discoid Lupus Erythematosus Diseases 0.000 claims 1
- 206010058314 Dysplasia Diseases 0.000 claims 1
- 206010015218 Erythema multiforme Diseases 0.000 claims 1
- 206010015226 Erythema nodosum Diseases 0.000 claims 1
- 201000005569 Gout Diseases 0.000 claims 1
- 206010018634 Gouty Arthritis Diseases 0.000 claims 1
- 208000009329 Graft vs Host Disease Diseases 0.000 claims 1
- 208000006877 Insect Bites and Stings Diseases 0.000 claims 1
- 208000000185 Localized scleroderma Diseases 0.000 claims 1
- 208000033761 Myelogenous Chronic BCR-ABL Positive Leukemia Diseases 0.000 claims 1
- 208000033776 Myeloid Acute Leukemia Diseases 0.000 claims 1
- 208000030852 Parasitic disease Diseases 0.000 claims 1
- 206010035226 Plasma cell myeloma Diseases 0.000 claims 1
- 206010036030 Polyarthritis Diseases 0.000 claims 1
- 208000006664 Precursor Cell Lymphoblastic Leukemia-Lymphoma Diseases 0.000 claims 1
- 201000004681 Psoriasis Diseases 0.000 claims 1
- 206010039085 Rhinitis allergic Diseases 0.000 claims 1
- 208000021386 Sjogren Syndrome Diseases 0.000 claims 1
- 206010041067 Small cell lung cancer Diseases 0.000 claims 1
- 208000005718 Stomach Neoplasms Diseases 0.000 claims 1
- 201000009594 Systemic Scleroderma Diseases 0.000 claims 1
- 206010042953 Systemic sclerosis Diseases 0.000 claims 1
- 208000024313 Testicular Neoplasms Diseases 0.000 claims 1
- 206010057644 Testis cancer Diseases 0.000 claims 1
- 206010052779 Transplant rejections Diseases 0.000 claims 1
- 201000006704 Ulcerative Colitis Diseases 0.000 claims 1
- 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims 1
- 208000024780 Urticaria Diseases 0.000 claims 1
- OYNHMJOHYYXABZ-UHFFFAOYSA-N [4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]-morpholin-4-ylmethanone Chemical compound CC1=CC=C(C(=O)N2CCOCC2)C=C1NC(O1)=NC=C1C1=CC=NC=C1 OYNHMJOHYYXABZ-UHFFFAOYSA-N 0.000 claims 1
- SGKCMBLBWJQZDX-UHFFFAOYSA-N [4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]-piperazin-1-ylmethanone Chemical compound CC1=CC=C(C(=O)N2CCNCC2)C=C1NC(O1)=NC=C1C1=CC=NC=C1 SGKCMBLBWJQZDX-UHFFFAOYSA-N 0.000 claims 1
- 208000002029 allergic contact dermatitis Diseases 0.000 claims 1
- 208000026935 allergic disease Diseases 0.000 claims 1
- 201000010105 allergic rhinitis Diseases 0.000 claims 1
- 230000036783 anaphylactic response Effects 0.000 claims 1
- 208000003455 anaphylaxis Diseases 0.000 claims 1
- 206010003230 arteritis Diseases 0.000 claims 1
- 230000002917 arthritic effect Effects 0.000 claims 1
- 206010003246 arthritis Diseases 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 201000008937 atopic dermatitis Diseases 0.000 claims 1
- 230000001363 autoimmune Effects 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 239000002537 cosmetic Substances 0.000 claims 1
- 208000004921 cutaneous lupus erythematosus Diseases 0.000 claims 1
- 201000001981 dermatomyositis Diseases 0.000 claims 1
- 239000008298 dragée Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- LDEQXBADOLOWQB-UHFFFAOYSA-N ethyl 2-[2-[2-methyl-5-[[4-(trifluoromethyl)phenyl]carbamoylamino]anilino]-1,3-oxazol-5-yl]acetate Chemical compound O1C(CC(=O)OCC)=CN=C1NC1=CC(NC(=O)NC=2C=CC(=CC=2)C(F)(F)F)=CC=C1C LDEQXBADOLOWQB-UHFFFAOYSA-N 0.000 claims 1
- 206010017758 gastric cancer Diseases 0.000 claims 1
- 239000000499 gel Substances 0.000 claims 1
- 208000005017 glioblastoma Diseases 0.000 claims 1
- 208000024908 graft versus host disease Diseases 0.000 claims 1
- 210000002216 heart Anatomy 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 210000003734 kidney Anatomy 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 210000004185 liver Anatomy 0.000 claims 1
- 210000004072 lung Anatomy 0.000 claims 1
- 206010025135 lupus erythematosus Diseases 0.000 claims 1
- 201000006512 mast cell neoplasm Diseases 0.000 claims 1
- 208000006971 mastocytoma Diseases 0.000 claims 1
- 208000008585 mastocytosis Diseases 0.000 claims 1
- RIAYRNVHQWZIBD-UHFFFAOYSA-N methyl 4-[[4-methyl-3-[(4-pyridin-3-yl-1,3-oxazol-2-yl)amino]anilino]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CNC1=CC=C(C)C(NC=2OC=C(N=2)C=2C=NC=CC=2)=C1 RIAYRNVHQWZIBD-UHFFFAOYSA-N 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- 201000000050 myeloid neoplasm Diseases 0.000 claims 1
- HOWLHUUPCSMTAZ-UHFFFAOYSA-N n-(3-chlorophenyl)-4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]benzamide Chemical compound CC1=CC=C(C(=O)NC=2C=C(Cl)C=CC=2)C=C1NC(O1)=NC=C1C1=CC=CN=C1 HOWLHUUPCSMTAZ-UHFFFAOYSA-N 0.000 claims 1
- VZXNYEPZQACYHR-UHFFFAOYSA-N n-(3-fluoro-4-methylphenyl)-4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]benzamide Chemical compound C1=C(F)C(C)=CC=C1NC(=O)C1=CC=C(C)C(NC=2OC(=CN=2)C=2C=CN=CC=2)=C1 VZXNYEPZQACYHR-UHFFFAOYSA-N 0.000 claims 1
- BLAFNVLTEJJENP-UHFFFAOYSA-N n-(4-cyanophenyl)-4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]benzamide Chemical compound CC1=CC=C(C(=O)NC=2C=CC(=CC=2)C#N)C=C1NC(O1)=NC=C1C1=CC=CN=C1 BLAFNVLTEJJENP-UHFFFAOYSA-N 0.000 claims 1
- VZYBLENJMIDDAE-UHFFFAOYSA-N n-(4-fluorophenyl)-2-[4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]acetamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=CN=CC=2)C(C)=CC=C1CC(=O)NC1=CC=C(F)C=C1 VZYBLENJMIDDAE-UHFFFAOYSA-N 0.000 claims 1
- IPIWTZUPUBHJCL-UHFFFAOYSA-N n-[(4-methoxyphenyl)methyl]-4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]benzamide Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(C)C(NC=2OC(=CN=2)C=2C=CN=CC=2)=C1 IPIWTZUPUBHJCL-UHFFFAOYSA-N 0.000 claims 1
- OVSPCJDMIPJNHX-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]benzamide Chemical compound CN(C)CCNC(=O)C1=CC=C(C)C(NC=2OC(=CN=2)C=2C=NC=CC=2)=C1 OVSPCJDMIPJNHX-UHFFFAOYSA-N 0.000 claims 1
- URDAADWEIKUUPU-UHFFFAOYSA-N n-[3-(dimethylamino)phenyl]-4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]benzamide Chemical compound CN(C)C1=CC=CC(NC(=O)C=2C=C(NC=3OC(=CN=3)C=3C=CN=CC=3)C(C)=CC=2)=C1 URDAADWEIKUUPU-UHFFFAOYSA-N 0.000 claims 1
- WHKFRFKKQRZOAM-UHFFFAOYSA-N n-[3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]-3-(trifluoromethyl)benzamide Chemical compound FC(F)(F)C1=CC=CC(C(=O)NC=2C=C(NC=3OC(=CN=3)C=3C=NC=CC=3)C=CC=2)=C1 WHKFRFKKQRZOAM-UHFFFAOYSA-N 0.000 claims 1
- CEATXLYGLKXKBX-UHFFFAOYSA-N n-[3-[[5-(4-cyanophenyl)-1,3-oxazol-2-yl]amino]-4-methylphenyl]-2-(2,4-difluorophenyl)acetamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=CC(=CC=2)C#N)C(C)=CC=C1NC(=O)CC1=CC=C(F)C=C1F CEATXLYGLKXKBX-UHFFFAOYSA-N 0.000 claims 1
- ODUIXQCTCFZYAW-UHFFFAOYSA-N n-[4-chloro-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]-3-(trifluoromethyl)benzamide Chemical compound FC(F)(F)C1=CC=CC(C(=O)NC=2C=C(NC=3OC(=CN=3)C=3C=NC=CC=3)C(Cl)=CC=2)=C1 ODUIXQCTCFZYAW-UHFFFAOYSA-N 0.000 claims 1
- RFBZLUWAOIJRQR-UHFFFAOYSA-N n-[4-fluoro-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]-3-(trifluoromethyl)benzamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=NC=CC=2)C(F)=CC=C1NC(=O)C1=CC=CC(C(F)(F)F)=C1 RFBZLUWAOIJRQR-UHFFFAOYSA-N 0.000 claims 1
- MZMBQVYIUHWTHE-UHFFFAOYSA-N n-[4-methoxy-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]-3-(trifluoromethyl)benzamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=NC=CC=2)C(OC)=CC=C1NC(=O)C1=CC=CC(C(F)(F)F)=C1 MZMBQVYIUHWTHE-UHFFFAOYSA-N 0.000 claims 1
- XIZNQJMQUBYUJV-UHFFFAOYSA-N n-[4-methoxy-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]-2-[4-(trifluoromethyl)phenyl]acetamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=CN=CC=2)C(OC)=CC=C1NC(=O)CC1=CC=C(C(F)(F)F)C=C1 XIZNQJMQUBYUJV-UHFFFAOYSA-N 0.000 claims 1
- WLZKZWONUFPREG-UHFFFAOYSA-N n-[4-methyl-3-[(4-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]-3-(trifluoromethyl)benzamide Chemical compound C1=C(NC=2OC=C(N=2)C=2C=NC=CC=2)C(C)=CC=C1NC(=O)C1=CC=CC(C(F)(F)F)=C1 WLZKZWONUFPREG-UHFFFAOYSA-N 0.000 claims 1
- NTDCCVFLWYRGDH-UHFFFAOYSA-N n-[4-methyl-3-[(5-phenyl-1,3-oxazol-2-yl)amino]phenyl]-3-(trifluoromethyl)benzamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=CC=CC=2)C(C)=CC=C1NC(=O)C1=CC=CC(C(F)(F)F)=C1 NTDCCVFLWYRGDH-UHFFFAOYSA-N 0.000 claims 1
- YUENBBXFAOPQMB-UHFFFAOYSA-N n-[4-methyl-3-[(5-pyridin-2-yl-1,3-oxazol-2-yl)amino]phenyl]-3-(trifluoromethyl)benzamide Chemical compound C1=C(NC=2OC(=CN=2)C=2N=CC=CC=2)C(C)=CC=C1NC(=O)C1=CC=CC(C(F)(F)F)=C1 YUENBBXFAOPQMB-UHFFFAOYSA-N 0.000 claims 1
- MBXJCNACGQESRD-UHFFFAOYSA-N n-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]-2-piperazin-1-ylacetamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=NC=CC=2)C(C)=CC=C1NC(=O)CN1CCNCC1 MBXJCNACGQESRD-UHFFFAOYSA-N 0.000 claims 1
- MGFIEQNFVMOMCT-UHFFFAOYSA-N n-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]-3-piperazin-1-ylpropanamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=NC=CC=2)C(C)=CC=C1NC(=O)CCN1CCNCC1 MGFIEQNFVMOMCT-UHFFFAOYSA-N 0.000 claims 1
- WTHMHBCPQRFUBK-UHFFFAOYSA-N n-[4-methyl-3-[(5-pyridin-3-yl-1,3-oxazol-2-yl)amino]phenyl]acetamide Chemical compound CC(=O)NC1=CC=C(C)C(NC=2OC(=CN=2)C=2C=NC=CC=2)=C1 WTHMHBCPQRFUBK-UHFFFAOYSA-N 0.000 claims 1
- PVWWBTNRVDVQIP-UHFFFAOYSA-N n-[4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]-1-phenylmethanesulfonamide Chemical compound C1=C(NC=2OC(=CN=2)C=2C=CN=CC=2)C(C)=CC=C1NS(=O)(=O)CC1=CC=CC=C1 PVWWBTNRVDVQIP-UHFFFAOYSA-N 0.000 claims 1
- FDAHBOFXYSTPOL-UHFFFAOYSA-N n-[4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]-1h-indole-6-carboxamide Chemical compound CC1=CC=C(NC(=O)C=2C=C3NC=CC3=CC=2)C=C1NC(O1)=NC=C1C1=CC=NC=C1 FDAHBOFXYSTPOL-UHFFFAOYSA-N 0.000 claims 1
- FOMPQOZSGBLQMX-UHFFFAOYSA-N n-[4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]phenyl]-3-propan-2-yloxybenzamide Chemical compound CC(C)OC1=CC=CC(C(=O)NC=2C=C(NC=3OC(=CN=3)C=3C=CN=CC=3)C(C)=CC=2)=C1 FOMPQOZSGBLQMX-UHFFFAOYSA-N 0.000 claims 1
- HORDAYGVVWNPQO-UHFFFAOYSA-N n-benzyl-4-methyl-3-[(5-pyridin-4-yl-1,3-oxazol-2-yl)amino]benzamide Chemical compound CC1=CC=C(C(=O)NCC=2C=CC=CC=2)C=C1NC(O1)=NC=C1C1=CC=NC=C1 HORDAYGVVWNPQO-UHFFFAOYSA-N 0.000 claims 1
- 230000001338 necrotic effect Effects 0.000 claims 1
- 230000002956 necrotizing effect Effects 0.000 claims 1
- 230000001613 neoplastic effect Effects 0.000 claims 1
- 208000002154 non-small cell lung carcinoma Diseases 0.000 claims 1
- 210000000056 organ Anatomy 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 210000000496 pancreas Anatomy 0.000 claims 1
- 239000006187 pill Substances 0.000 claims 1
- 208000030428 polyarticular arthritis Diseases 0.000 claims 1
- 208000005987 polymyositis Diseases 0.000 claims 1
- 201000008171 proliferative glomerulonephritis Diseases 0.000 claims 1
- 239000002002 slurry Substances 0.000 claims 1
- 208000000587 small cell lung carcinoma Diseases 0.000 claims 1
- 201000011549 stomach cancer Diseases 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 239000006188 syrup Substances 0.000 claims 1
- 235000020357 syrup Nutrition 0.000 claims 1
- 201000000596 systemic lupus erythematosus Diseases 0.000 claims 1
- 239000003826 tablet Substances 0.000 claims 1
- 201000003120 testicular cancer Diseases 0.000 claims 1
- 238000011200 topical administration Methods 0.000 claims 1
- 208000029729 tumor suppressor gene on chromosome 11 Diseases 0.000 claims 1
- 201000005112 urinary bladder cancer Diseases 0.000 claims 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 5
- 239000002585 base Substances 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 0 *C(Nc1c(*)c(Nc2nc(*)c(*)[o]2)c(*)c(*)c1*)=* Chemical compound *C(Nc1c(*)c(Nc2nc(*)c(*)[o]2)c(*)c(*)c1*)=* 0.000 description 1
- BGZFLGJHUQVPEY-UHFFFAOYSA-N 2-(1,3-oxazol-2-yl)benzene-1,3-diamine Chemical class NC1=CC=CC(N)=C1C1=NC=CO1 BGZFLGJHUQVPEY-UHFFFAOYSA-N 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US51321403P | 2003-10-23 | 2003-10-23 | |
| US60/513,214 | 2003-10-23 | ||
| PCT/IB2004/003698 WO2005040139A2 (en) | 2003-10-23 | 2004-10-22 | 2-aminoaryloxazole compounds as tyrosine kinase inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007509130A JP2007509130A (ja) | 2007-04-12 |
| JP2007509130A5 true JP2007509130A5 (enExample) | 2011-07-28 |
| JP4971797B2 JP4971797B2 (ja) | 2012-07-11 |
Family
ID=42827352
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006536215A Expired - Fee Related JP4971797B2 (ja) | 2003-10-23 | 2004-10-22 | チロシンキナーゼ阻害薬としての２−アミノアリールオキサゾール化合物 |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US7718676B2 (enExample) |
| EP (1) | EP1684750B1 (enExample) |
| JP (1) | JP4971797B2 (enExample) |
| CN (1) | CN1950347B (enExample) |
| AT (1) | ATE465731T1 (enExample) |
| AU (1) | AU2004283162B2 (enExample) |
| BR (1) | BRPI0415467A (enExample) |
| CA (1) | CA2542909C (enExample) |
| DK (1) | DK1684750T3 (enExample) |
| HR (1) | HRP20100326T1 (enExample) |
| IL (1) | IL175028A (enExample) |
| NO (1) | NO20062308L (enExample) |
| NZ (1) | NZ546645A (enExample) |
| PL (1) | PL1684750T3 (enExample) |
| WO (1) | WO2005040139A2 (enExample) |
Families Citing this family (47)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2216502B1 (en) | 2003-05-31 | 2017-10-04 | OneSubsea IP UK Limited | Apparatus and method for recovering fluids from a well and/or injecting fluids into a well |
| MXPA05013075A (es) * | 2003-06-03 | 2006-03-17 | Novartis Ag | Inhibidores de p-38 basados en heterociclo de 5 miembros. |
| ATE465731T1 (de) * | 2003-10-23 | 2010-05-15 | Ab Science | 2-aminoaryloxazol-verbindungen als tyrosinkinase- hemmer |
| WO2005083228A1 (en) | 2004-02-26 | 2005-09-09 | Des Enhanced Recovery Limited | Connection system for subsea flow interface equipment |
| JP2007533730A (ja) * | 2004-04-20 | 2007-11-22 | アブ サイエンス | 筋炎および筋ジストロフィーを含む炎症性筋疾患を処置するためのｃ−ｋｉｔ阻害剤の使用法 |
| WO2005102318A1 (en) * | 2004-04-20 | 2005-11-03 | Ab Science | Use of c-kit inhibitors for treating hiv related diseases |
| US20070249628A1 (en) * | 2004-05-18 | 2007-10-25 | Alain Moussy | Use of Mast Cells Inhibitors for Treating Patients Exposed to Chemical or Biological Weapons |
| WO2005115385A1 (en) * | 2004-05-24 | 2005-12-08 | Ab Science | Use of c-kit inhibitors for treating acne |
| MX2007012392A (es) * | 2005-04-04 | 2007-12-05 | Ab Science | Derivados de oxazol sustituidos y su uso como inhibidores de tirosina cinasa. |
| US20060281788A1 (en) | 2005-06-10 | 2006-12-14 | Baumann Christian A | Synergistic modulation of flt3 kinase using a flt3 inhibitor and a farnesyl transferase inhibitor |
| EP1904065A2 (en) * | 2005-07-14 | 2008-04-02 | AB Science | Use of dual c-kit/fgfr3 inhibitors for treating multiple myeloma |
| WO2007076460A2 (en) * | 2005-12-23 | 2007-07-05 | Kalypsys, Inc. | Substituted thiazole ureas useful as inhibitors of protein kinases |
| KR101367645B1 (ko) | 2006-04-20 | 2014-02-27 | 얀센 파마슈티카 엔.브이. | Ｃ-ｆｍｓ 키나제의 저해제로서의 복소환식 화합물 |
| EP2016070B1 (en) | 2006-04-20 | 2016-01-13 | Janssen Pharmaceutica N.V. | Inhibitors of c-fms kinase |
| US8697716B2 (en) | 2006-04-20 | 2014-04-15 | Janssen Pharmaceutica Nv | Method of inhibiting C-KIT kinase |
| EP2397138B1 (en) * | 2006-04-20 | 2013-12-11 | Janssen Pharmaceutica NV | Aromatic amide derivatives as C-KIT kinase inhibitors |
| GB0618001D0 (en) | 2006-09-13 | 2006-10-18 | Des Enhanced Recovery Ltd | Method |
| US7790756B2 (en) * | 2006-10-11 | 2010-09-07 | Deciphera Pharmaceuticals, Llc | Kinase inhibitors useful for the treatment of myleoproliferative diseases and other proliferative diseases |
| GB0625191D0 (en) | 2006-12-18 | 2007-01-24 | Des Enhanced Recovery Ltd | Apparatus and method |
| GB0625526D0 (en) | 2006-12-18 | 2007-01-31 | Des Enhanced Recovery Ltd | Apparatus and method |
| US8227470B2 (en) | 2007-01-12 | 2012-07-24 | Ab Science | Combination treatment of solid cancers with antimetabolites and tyrosine kinase inhibitors |
| GB0701426D0 (en) * | 2007-01-25 | 2007-03-07 | Univ Sheffield | Compounds and their use |
| GB0709031D0 (en) * | 2007-05-10 | 2007-06-20 | Sareum Ltd | Pharmaceutical compounds |
| JO3240B1 (ar) | 2007-10-17 | 2018-03-08 | Janssen Pharmaceutica Nv | c-fms مثبطات كيناز |
| FR2928150A1 (fr) * | 2008-02-29 | 2009-09-04 | Vetoquinol Sa Sa | Nouveaux derives 7-substitues de 3-carboxy-oxadiazino-quinolones, leur preparation et leur application comme anti-bacteriens |
| EP2145891A1 (en) * | 2008-07-09 | 2010-01-20 | Vetoquinol S.A. | 9-substituted-5-carboxy-oxadiazino-quinolone derivatives, their preparation and their application as anti-bacterials |
| GB0820819D0 (en) | 2008-11-13 | 2008-12-24 | Sareum Ltd | Pharmaceutical compounds |
| EP2937345B1 (en) | 2009-12-29 | 2018-03-21 | Dana-Farber Cancer Institute, Inc. | Type ii raf kinase inhibitors |
| AU2012243226A1 (en) * | 2011-03-01 | 2013-09-26 | Npharmakon, Llc | Use of N-(4-methoxyphenyl)-1-phenyl-1H-pyrazol-3-amine and related compounds |
| WO2012166463A2 (en) * | 2011-05-27 | 2012-12-06 | Neosome Life Sciences, LLC | Aminooxazole inhibitors of cyclin dependent kinases |
| ES2573831T3 (es) * | 2011-07-27 | 2016-06-10 | Ab Science | Derivados de oxazol y tiazol como inhibidores selectivos de la proteína quinasa (C-kit) |
| GB201202027D0 (en) | 2012-02-06 | 2012-03-21 | Sareum Ltd | Pharmaceutical compounds |
| ES2566205T3 (es) | 2012-03-02 | 2016-04-11 | Sareum Limited | Inhibidores de quinasa TYK2 |
| ES2607807T3 (es) | 2012-08-07 | 2017-04-04 | Janssen Pharmaceutica Nv | Procedimiento para la preparación de los inibidores de las quinasas c-fms |
| AU2013299922B2 (en) | 2012-08-07 | 2018-06-21 | Janssen Pharmaceutica Nv | Process for the preparation of heterocyclic ester derivatives |
| US20160175302A1 (en) * | 2014-12-17 | 2016-06-23 | Ab Science | Masitinib for treating gastric cancer |
| US10870651B2 (en) | 2014-12-23 | 2020-12-22 | Dana-Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinase 7 (CDK7) |
| ES2796276T3 (es) * | 2015-02-05 | 2020-11-26 | Ab Science | Compuestos con actividad antitumoral |
| CN107427521B (zh) | 2015-03-27 | 2021-08-03 | 达纳-法伯癌症研究所股份有限公司 | 细胞周期蛋白依赖性激酶的抑制剂 |
| WO2017044858A2 (en) | 2015-09-09 | 2017-03-16 | Dana-Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinases |
| GB201617871D0 (en) | 2016-10-21 | 2016-12-07 | Sareum Limited | Pharmaceutical compounds |
| EP3810132A4 (en) | 2018-06-25 | 2022-06-22 | Dana-Farber Cancer Institute, Inc. | TAIRE FAMILY KINASE INHIBITORS AND RELATED USES |
| GB201816369D0 (en) | 2018-10-08 | 2018-11-28 | Sareum Ltd | Pharmaceutical compounds |
| WO2021047677A1 (zh) * | 2019-09-12 | 2021-03-18 | 中国科学院上海药物研究所 | 一类irak4激酶抑制剂及其制备和应用 |
| GB202005114D0 (en) | 2020-04-07 | 2020-05-20 | Sareum Ltd | Crystalline Forms of a Pharmaceutical Compound |
| US11760312B2 (en) * | 2020-08-21 | 2023-09-19 | Pylon Manufacturing Corporation | Windshield wiper blade |
| CN113185511B (zh) * | 2021-05-24 | 2022-04-26 | 中国医学科学院医药生物技术研究所 | 一种嘧啶类化合物及其制备方法和应用 |
Family Cites Families (62)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3740420A (en) | 1967-11-28 | 1973-06-19 | Crown Zellerbach Corp | Pharmaceutical compositions with dimethyl sulfoxide |
| FR2077803B1 (enExample) | 1970-02-16 | 1973-03-16 | Innothera Lab Sa | |
| US3743727A (en) | 1970-11-16 | 1973-07-03 | Crown Zellerbach Corp | Enhancing tissue penetration of certain antimicrobial agents with dimethyl sulfoxide |
| US4405616A (en) | 1975-06-19 | 1983-09-20 | Nelson Research & Development Company | Penetration enhancers for transdermal drug delivery of systemic agents |
| US3989816A (en) | 1975-06-19 | 1976-11-02 | Nelson Research & Development Company | Vehicle composition containing 1-substituted azacycloheptan-2-ones |
| US4343940A (en) | 1979-02-13 | 1982-08-10 | Mead Johnson & Company | Anti-tumor quinazoline compounds |
| CA1163561A (en) | 1979-11-06 | 1984-03-13 | Cyril Boroda | Preparation containing nitroglycerine and optionally other medicaments and preparation thereof |
| US4460372A (en) | 1981-02-17 | 1984-07-17 | Alza Corporation | Percutaneous absorption enhancer dispenser for use in coadministering drug and percutaneous absorption enhancer |
| US4379454A (en) | 1981-02-17 | 1983-04-12 | Alza Corporation | Dosage for coadministering drug and percutaneous absorption enhancer |
| US4411893A (en) | 1981-08-14 | 1983-10-25 | Minnesota Mining And Manufacturing Company | Topical medicament preparations |
| CA1236029A (en) | 1984-05-14 | 1988-05-03 | Edmund Sandborn | Pharmaceutical solutions comprising dimethyl sulfoxide |
| US4615699A (en) | 1985-05-03 | 1986-10-07 | Alza Corporation | Transdermal delivery system for delivering nitroglycerin at high transdermal fluxes |
| US5000775A (en) * | 1985-12-31 | 1991-03-19 | Monsanto Company | 2-amino-4,5-disubstituted-oxazole/thiazole compounds as herbicide antidotes |
| JPH0651679B2 (ja) * | 1986-07-21 | 1994-07-06 | 株式会社大塚製薬工場 | ｐ−アミノフェノ−ル誘導体 |
| US4868183A (en) | 1986-07-21 | 1989-09-19 | Otsuka Pharmaceutical Factory, Inc. | N-pyrazinyl substituted P-aminophenols |
| US5217999A (en) | 1987-12-24 | 1993-06-08 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Styryl compounds which inhibit EGF receptor protein tyrosine kinase |
| DE3815221C2 (de) | 1988-05-04 | 1995-06-29 | Gradinger F Hermes Pharma | Verwendung einer Retinol- und/oder Retinsäureester enthaltenden pharmazeutischen Zubereitung zur Inhalation zur Einwirkung auf die Schleimhäute des Tracheo-Bronchialtraktes einschließlich der Lungenalveolen |
| ES2064101T3 (es) | 1990-04-02 | 1995-01-16 | Pfizer | Compuestos de acido bencilfosfonico inhibidores de la quinasa de tirosina. |
| US5302606A (en) | 1990-04-16 | 1994-04-12 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Styryl-substituted pyridyl compounds which inhibit EGF receptor tyrosine kinase |
| US5721237A (en) | 1991-05-10 | 1998-02-24 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Protein tyrosine kinase aryl and heteroaryl quinazoline compounds having selective inhibition of HER-2 autophosphorylation properties |
| US5710158A (en) | 1991-05-10 | 1998-01-20 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Aryl and heteroaryl quinazoline compounds which inhibit EGF and/or PDGF receptor tyrosine kinase |
| US5714493A (en) | 1991-05-10 | 1998-02-03 | Rhone-Poulenc Rorer Pharmaceuticals, Inc. | Aryl and heteroaryl quinazoline compounds which inhibit CSF-1R receptor tyrosine kinase |
| DE69222637T2 (de) | 1991-05-10 | 1998-02-26 | Rhone Poulenc Rorer Int | Bis mono- und bicyclische aryl- und heteroarylderivate mit inhibierender wirkung auf die egf und/oder pdgf-rezeptor tyrosinkinase |
| JPH06503095A (ja) | 1991-05-29 | 1994-04-07 | ファイザー・インコーポレーテッド | 三環式ポリヒドロキシ系のチロシンキナーゼ阻害薬 |
| US5213453A (en) | 1991-06-28 | 1993-05-25 | Tapmatic Corporation | Cooling systems in tapping attachments suitable for high pressure applications |
| GB9121418D0 (en) * | 1991-10-09 | 1991-11-20 | Nader Esfahani Rahim | Imaginograph |
| US5521184A (en) | 1992-04-03 | 1996-05-28 | Ciba-Geigy Corporation | Pyrimidine derivatives and processes for the preparation thereof |
| EP0654024A1 (en) | 1992-08-06 | 1995-05-24 | Warner-Lambert Company | 2-thioindoles (selenoindoles) and related disulfides (selenides) which inhibit protein tyrosine kinases and which have antitumor properties |
| US5330992A (en) | 1992-10-23 | 1994-07-19 | Sterling Winthrop Inc. | 1-cyclopropyl-4-pyridyl-quinolinones |
| GB9323290D0 (en) | 1992-12-10 | 1994-01-05 | Zeneca Ltd | Quinazoline derivatives |
| GB9226855D0 (en) | 1992-12-23 | 1993-02-17 | Erba Carlo Spa | Vinylene-azaindole derivatives and process for their preparation |
| US5656643A (en) | 1993-11-08 | 1997-08-12 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Bis mono-and bicyclic aryl and heteroaryl compounds which inhibit EGF and/or PDGF receptor tyrosine kinase |
| US5880141A (en) | 1995-06-07 | 1999-03-09 | Sugen, Inc. | Benzylidene-Z-indoline compounds for the treatment of disease |
| US5906202A (en) | 1996-11-21 | 1999-05-25 | Aradigm Corporation | Device and method for directing aerosolized mist to a specific area of the respiratory tract |
| KR100559816B1 (ko) * | 1996-12-24 | 2006-03-10 | 쥬가이 세이야쿠 가부시키가이샤 | Ｎｏｓ 저해작용을 가진 방향족 아민 유도체 |
| JPH10237028A (ja) * | 1996-12-24 | 1998-09-08 | Chugai Pharmaceut Co Ltd | Ｎｏｓ阻害作用を有する芳香族アミン誘導体 |
| CO4940418A1 (es) | 1997-07-18 | 2000-07-24 | Novartis Ag | Modificacion de cristal de un derivado de n-fenil-2- pirimidinamina, procesos para su fabricacion y su uso |
| AU764479B2 (en) * | 1998-10-29 | 2003-08-21 | Bristol-Myers Squibb Company | Compounds derived from an amine nucleus that are inhibitors of IMPDH enzyme |
| US6596747B2 (en) * | 1998-10-29 | 2003-07-22 | Bristol-Myers Squibb Company | Compounds derived from an amine nucleus and pharmaceutical compositions comprising same |
| IL143920A0 (en) | 1998-12-31 | 2002-04-21 | Sugen Inc | 3-heteroarylidenyl-2-indolinone derivatives and pharmaceutical compositions containing the same |
| US20020137755A1 (en) * | 2000-12-04 | 2002-09-26 | Bilodeau Mark T. | Tyrosine kinase inhibitors |
| WO2003003006A2 (en) | 2001-06-29 | 2003-01-09 | Ab Science | New potent, selective and non toxic c-kit inhibitors |
| DE60227709D1 (de) | 2001-06-29 | 2008-08-28 | Ab Science | Die verwendung von c-kithemmern zur behandlung von autoimmunerkrankungen |
| ES2274993T3 (es) | 2001-06-29 | 2007-06-01 | Ab Science | Utilizacion de inhibidores de tirosina cinasa para el tratamiento de enfermedades alergicas. |
| JP2004530730A (ja) | 2001-06-29 | 2004-10-07 | アブ サイエンス | 腫瘍の血管新生を治療するための強力で選択的かつ非毒性のｃ−ｋｉｔ阻害剤の使用法 |
| JP2005503361A (ja) | 2001-06-29 | 2005-02-03 | アブ サイエンス | 肥満細胞症治療のための強力で選択的かつ非毒性のｃ−ｋｉｔ阻害剤の使用 |
| WO2003002105A2 (en) | 2001-06-29 | 2003-01-09 | Ab Science | Use of tyrosine kinase inhibitors for treating bone loss |
| ATE330608T1 (de) | 2001-06-29 | 2006-07-15 | Ab Science | Die verwendung von n-phenyl-2-pyrimidine-amine derivaten zur behandlung von entzündlichen erkrankungen |
| WO2003002107A2 (en) | 2001-06-29 | 2003-01-09 | Ab Science | Use of tyrosine kinase inhibitors for treating multiple sclerosis (ms) |
| PT1401416E (pt) | 2001-06-29 | 2007-02-28 | Ab Science | Utilização de inibidores de c-kit para tratar doenças inflamatórias intestinais (dii) |
| US20030091974A1 (en) | 2001-06-29 | 2003-05-15 | Alain Moussy | Method for screening compounds capable of depleting mast cells |
| EP1461032B1 (en) | 2001-09-20 | 2008-07-16 | AB Science | Use of c-kit inhibitors for promoting hair growth |
| JP2005511596A (ja) | 2001-09-20 | 2005-04-28 | アブ サイエンス | ヒトの皮膚を白くし、且つメラノサイト機能不全関連疾病を治療するためのチロシンキナーゼ阻害剤の使用方法 |
| DE60225590T2 (de) | 2001-09-20 | 2008-09-25 | Ab Science | C-kithemmer zur behandlung von bakteriellen infektionen |
| ATE408407T1 (de) | 2002-02-27 | 2008-10-15 | Ab Science | Verwendung von tyrosinkinase-hemmern zur behandlung von erkrankungen im zusammenhang mit substanzgebrauch |
| PT1478380E (pt) | 2002-02-27 | 2006-12-29 | Ab Science | Utilização de inibidores de tirosina-cinases para tratar doenças do snc |
| TW200401638A (en) * | 2002-06-20 | 2004-02-01 | Bristol Myers Squibb Co | Heterocyclic inhibitors of kinases |
| EP1551813A4 (en) | 2002-10-10 | 2007-07-11 | Smithkline Beecham Corp | CHEMICAL COMPOUNDS |
| ATE393243T1 (de) | 2003-02-27 | 2008-05-15 | Ab Science | Diagnostisches verfahren der mastozytose |
| MXPA05013075A (es) * | 2003-06-03 | 2006-03-17 | Novartis Ag | Inhibidores de p-38 basados en heterociclo de 5 miembros. |
| CN1829513A (zh) * | 2003-06-03 | 2006-09-06 | 诺瓦提斯公司 | 基于五元杂环的p－38抑制剂 |
| ATE465731T1 (de) | 2003-10-23 | 2010-05-15 | Ab Science | 2-aminoaryloxazol-verbindungen als tyrosinkinase- hemmer |
-
2004
- 2004-10-22 AT AT04791783T patent/ATE465731T1/de active
- 2004-10-22 CN CN2004800371595A patent/CN1950347B/zh not_active Expired - Fee Related
- 2004-10-22 JP JP2006536215A patent/JP4971797B2/ja not_active Expired - Fee Related
- 2004-10-22 PL PL04791783T patent/PL1684750T3/pl unknown
- 2004-10-22 BR BRPI0415467-3A patent/BRPI0415467A/pt not_active IP Right Cessation
- 2004-10-22 AU AU2004283162A patent/AU2004283162B2/en not_active Ceased
- 2004-10-22 HR HR20100326T patent/HRP20100326T1/hr unknown
- 2004-10-22 WO PCT/IB2004/003698 patent/WO2005040139A2/en not_active Ceased
- 2004-10-22 US US10/576,267 patent/US7718676B2/en not_active Expired - Fee Related
- 2004-10-22 DK DK04791783.6T patent/DK1684750T3/da active
- 2004-10-22 EP EP04791783A patent/EP1684750B1/en not_active Expired - Lifetime
- 2004-10-22 NZ NZ546645A patent/NZ546645A/en not_active IP Right Cessation
- 2004-10-22 CA CA2542909A patent/CA2542909C/en not_active Expired - Fee Related
-
2006
- 2006-04-20 IL IL175028A patent/IL175028A/en not_active IP Right Cessation
- 2006-05-22 NO NO20062308A patent/NO20062308L/no not_active Application Discontinuation
-
2010
- 2010-01-11 US US12/654,957 patent/US8110591B2/en not_active Expired - Fee Related
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA2542909A1 (en) | 2-aminoaryloxazole compounds as tyrosine kinase inhibitors | |
| CN100491374C (zh) | 2-(3-氨基芳基)氨基-4-芳基-噻唑及其作为c-kit抑制剂的应用 | |
| KR101164754B1 (ko) | 티로신 키나제 억제제로서의 2-아미노아릴옥사졸 화합물 | |
| CA2554925A1 (en) | 2-(3-substituted-aryl)amino-4-aryl-thiazoles as tyrosine kinase inhibitors | |
| JP5204643B2 (ja) | 置換オキサゾール誘導体、およびチロシンキナーゼ阻害薬としてのそれらの使用 | |
| WO2006064375A9 (en) | Aminoaryl substituted five-membered ring heterocyclic compounds for the treatment of diseases | |
| JP2007533732A (ja) | 線維症を処置するためのｃ−ｋｉｔ阻害剤の使用法 | |
| HK1091134B (en) | 2-aminoaryloxazole compounds as tyrosine kinase inhibitors | |
| MXPA06004581A (en) | 2-aminoaryloxazole compounds as tyrosine kinase inhibitors | |
| MXPA06008597A (en) | 2-(3-substituted-aryl)amino-4-aryl-thiazoles as tyrosine kinase inhibitors | |
| HK1084382B (en) | 2-(3-aminoaryl) amino-4-aryl-thiazoles and their use as c-kit inhibitors |