JP2012529522A - キナーゼ阻害剤としての２−（１ｈ−ピラゾール−４−イルアミノ）−ピリミジン - Google Patents
キナーゼ阻害剤としての２−（１ｈ−ピラゾール−４−イルアミノ）−ピリミジン Download PDFInfo
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- JP2012529522A JP2012529522A JP2012515069A JP2012515069A JP2012529522A JP 2012529522 A JP2012529522 A JP 2012529522A JP 2012515069 A JP2012515069 A JP 2012515069A JP 2012515069 A JP2012515069 A JP 2012515069A JP 2012529522 A JP2012529522 A JP 2012529522A
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- JP
- Japan
- Prior art keywords
- amino
- pyrazol
- carboxamide
- bicyclo
- pyrimidin
- 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.)
- Ceased
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- 229940043355 kinase inhibitor Drugs 0.000 title description 8
- 239000003757 phosphotransferase inhibitor Substances 0.000 title description 8
- PJIKRJLNGUKFMA-UHFFFAOYSA-N n-(1h-pyrazol-4-yl)pyrimidin-2-amine Chemical compound N=1C=CC=NC=1NC=1C=NNC=1 PJIKRJLNGUKFMA-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 269
- 150000003839 salts Chemical class 0.000 claims abstract description 46
- 238000000034 method Methods 0.000 claims abstract description 21
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 521
- -1 cyano, nitro, hydroxy, amino Chemical group 0.000 claims description 492
- 125000001424 substituent group Chemical group 0.000 claims description 260
- 229910052736 halogen Inorganic materials 0.000 claims description 207
- 150000002367 halogens Chemical class 0.000 claims description 201
- PFXXTYUSZRFQHC-UHFFFAOYSA-N 2-methylhept-5-enamide Chemical compound CC=CCCC(C)C(N)=O PFXXTYUSZRFQHC-UHFFFAOYSA-N 0.000 claims description 148
- 125000000217 alkyl group Chemical group 0.000 claims description 138
- ZTUUVDYQBLRAAC-UHFFFAOYSA-N bicyclo[2.2.1]hept-2-ene-5-carboxamide Chemical compound C1C2C(C(=O)N)CC1C=C2 ZTUUVDYQBLRAAC-UHFFFAOYSA-N 0.000 claims description 138
- 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims description 125
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 113
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 95
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 85
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 85
- 125000003118 aryl group Chemical group 0.000 claims description 78
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 77
- 125000003386 piperidinyl group Chemical group 0.000 claims description 74
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 74
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 74
- 125000002393 azetidinyl group Chemical group 0.000 claims description 73
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 72
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 71
- 206010028980 Neoplasm Diseases 0.000 claims description 64
- 229910052739 hydrogen Inorganic materials 0.000 claims description 58
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 53
- 201000011510 cancer Diseases 0.000 claims description 49
- 239000001257 hydrogen Substances 0.000 claims description 48
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 45
- 229910052801 chlorine Inorganic materials 0.000 claims description 40
- 229910052731 fluorine Inorganic materials 0.000 claims description 38
- 125000002757 morpholinyl group Chemical group 0.000 claims description 38
- 125000004193 piperazinyl group Chemical group 0.000 claims description 38
- 229910052794 bromium Inorganic materials 0.000 claims description 37
- DEOUZFWSQWEPGE-UHFFFAOYSA-N 2-methylheptanamide Chemical compound CCCCCC(C)C(N)=O DEOUZFWSQWEPGE-UHFFFAOYSA-N 0.000 claims description 34
- 125000001072 heteroaryl group Chemical group 0.000 claims description 34
- 125000000623 heterocyclic group Chemical group 0.000 claims description 33
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 30
- SLOPJPLJISGXPG-UHFFFAOYSA-N bicyclo[2.2.1]heptane-3-carboxamide Chemical compound C1CC2C(C(=O)N)CC1C2 SLOPJPLJISGXPG-UHFFFAOYSA-N 0.000 claims description 23
- 125000004366 heterocycloalkenyl group Chemical group 0.000 claims description 23
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 21
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 20
- XRLDSWLMHUQECH-UHFFFAOYSA-N cyclopentanecarboxamide Chemical compound NC(=O)C1CCCC1 XRLDSWLMHUQECH-UHFFFAOYSA-N 0.000 claims description 16
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 15
- 229910052799 carbon Inorganic materials 0.000 claims description 13
- 229910052760 oxygen Inorganic materials 0.000 claims description 13
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 12
- 208000026310 Breast neoplasm Diseases 0.000 claims description 12
- 206010006187 Breast cancer Diseases 0.000 claims description 11
- QDXGKRWDQCEABB-UHFFFAOYSA-N pyrimidine-5-carboxamide Chemical compound NC(=O)C1=CN=CN=C1 QDXGKRWDQCEABB-UHFFFAOYSA-N 0.000 claims description 10
- 239000000654 additive Substances 0.000 claims description 9
- 206010060862 Prostate cancer Diseases 0.000 claims description 8
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims description 8
- OMCDXKNVARSHIM-XXSPCDMZSA-N (1r,2s,3r,4s)-3-[[2-[(1-ethylpyrazol-4-yl)amino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]bicyclo[2.2.1]heptane-2-carboxamide Chemical compound N([C@H]1[C@H]([C@]2([H])CC[C@]1(C2)[H])C(N)=O)C(C(=CN=1)C(F)(F)F)=NC=1NC=1C=NN(CC)C=1 OMCDXKNVARSHIM-XXSPCDMZSA-N 0.000 claims description 7
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims description 7
- 241000124008 Mammalia Species 0.000 claims description 7
- 201000005202 lung cancer Diseases 0.000 claims description 7
- 208000020816 lung neoplasm Diseases 0.000 claims description 7
- 208000008443 pancreatic carcinoma Diseases 0.000 claims description 7
- 206010009944 Colon cancer Diseases 0.000 claims description 6
- 206010033128 Ovarian cancer Diseases 0.000 claims description 6
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims description 6
- 208000005718 Stomach Neoplasms Diseases 0.000 claims description 6
- 208000024770 Thyroid neoplasm Diseases 0.000 claims description 6
- FYGUSUBEMUKACF-UHFFFAOYSA-N bicyclo[2.2.1]hept-2-ene-5-carboxylic acid Chemical compound C1C2C(C(=O)O)CC1C=C2 FYGUSUBEMUKACF-UHFFFAOYSA-N 0.000 claims description 6
- 206010017758 gastric cancer Diseases 0.000 claims description 6
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims description 6
- 201000011549 stomach cancer Diseases 0.000 claims description 6
- 201000002510 thyroid cancer Diseases 0.000 claims description 6
- 125000004529 1,2,3-triazinyl group Chemical group N1=NN=C(C=C1)* 0.000 claims description 5
- 125000001781 1,3,4-oxadiazolyl group Chemical group 0.000 claims description 5
- 206010005003 Bladder cancer Diseases 0.000 claims description 5
- 206010014733 Endometrial cancer Diseases 0.000 claims description 5
- 206010014759 Endometrial neoplasm Diseases 0.000 claims description 5
- 208000000461 Esophageal Neoplasms Diseases 0.000 claims description 5
- 206010030155 Oesophageal carcinoma Diseases 0.000 claims description 5
- 206010061535 Ovarian neoplasm Diseases 0.000 claims description 5
- 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims description 5
- 125000004619 benzopyranyl group Chemical group O1C(C=CC2=C1C=CC=C2)* 0.000 claims description 5
- 125000000259 cinnolinyl group Chemical group N1=NC(=CC2=CC=CC=C12)* 0.000 claims description 5
- 201000004101 esophageal cancer Diseases 0.000 claims description 5
- 125000002541 furyl group Chemical group 0.000 claims description 5
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims description 5
- 125000001786 isothiazolyl group Chemical group 0.000 claims description 5
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 5
- 125000002971 oxazolyl group Chemical group 0.000 claims description 5
- 201000002528 pancreatic cancer Diseases 0.000 claims description 5
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 5
- 125000004076 pyridyl group Chemical group 0.000 claims description 5
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 claims description 5
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 5
- 238000001959 radiotherapy Methods 0.000 claims description 5
- 125000000335 thiazolyl group Chemical group 0.000 claims description 5
- 125000001544 thienyl group Chemical group 0.000 claims description 5
- 201000005112 urinary bladder cancer Diseases 0.000 claims description 5
- MNGDJFQVLRLXMO-PJQZNRQZSA-N (1r,2r,3s,4s)-3-[[5-fluoro-2-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-n-methylbicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound N([C@@H]1[C@@H]([C@]2([H])C[C@]1(C=C2)[H])C(=O)NC)C(C(=CN=1)F)=NC=1NC=1C=NN(C)C=1 MNGDJFQVLRLXMO-PJQZNRQZSA-N 0.000 claims description 4
- MNGDJFQVLRLXMO-XXSPCDMZSA-N (1s,2s,3r,4r)-3-[[5-fluoro-2-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-n-methylbicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound N([C@H]1[C@H]([C@@]2([H])C[C@@]1(C=C2)[H])C(=O)NC)C(C(=CN=1)F)=NC=1NC=1C=NN(C)C=1 MNGDJFQVLRLXMO-XXSPCDMZSA-N 0.000 claims description 4
- FUVCKJYFOFPYSZ-UHFFFAOYSA-N 1-[2-[[5-chloro-2-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]phenyl]cyclobutan-1-ol Chemical compound C1=NN(C)C=C1NC1=NC=C(Cl)C(NC=2C(=CC=CC=2)C2(O)CCC2)=N1 FUVCKJYFOFPYSZ-UHFFFAOYSA-N 0.000 claims description 4
- 206010008342 Cervix carcinoma Diseases 0.000 claims description 4
- 208000015634 Rectal Neoplasms Diseases 0.000 claims description 4
- 208000000453 Skin Neoplasms Diseases 0.000 claims description 4
- 208000006105 Uterine Cervical Neoplasms Diseases 0.000 claims description 4
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims description 4
- 201000010881 cervical cancer Diseases 0.000 claims description 4
- 208000029742 colonic neoplasm Diseases 0.000 claims description 4
- MFNYBOWJWGPXFM-UHFFFAOYSA-N cyclobutanecarboxamide Chemical compound NC(=O)C1CCC1 MFNYBOWJWGPXFM-UHFFFAOYSA-N 0.000 claims description 4
- PNZXMIKHJXIPEK-UHFFFAOYSA-N cyclohexanecarboxamide Chemical compound NC(=O)C1CCCCC1 PNZXMIKHJXIPEK-UHFFFAOYSA-N 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 125000005412 pyrazyl 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
- 206010038038 rectal cancer Diseases 0.000 claims description 4
- 201000001275 rectum cancer Diseases 0.000 claims description 4
- 201000000849 skin cancer Diseases 0.000 claims description 4
- CWGMUGAHFWGINC-PJQZNRQZSA-N (1r,2r,3s,4s)-3-[[5-bromo-2-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-n-methylbicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound N([C@@H]1[C@@H]([C@]2([H])C[C@]1(C=C2)[H])C(=O)NC)C(C(=CN=1)Br)=NC=1NC=1C=NN(C)C=1 CWGMUGAHFWGINC-PJQZNRQZSA-N 0.000 claims description 3
- UWJZCHZNTUYAIM-PJQZNRQZSA-N (1r,2r,3s,4s)-3-[[5-chloro-2-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-n-methylbicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound N([C@@H]1[C@@H]([C@]2([H])C[C@]1(C=C2)[H])C(=O)NC)C(C(=CN=1)Cl)=NC=1NC=1C=NN(C)C=1 UWJZCHZNTUYAIM-PJQZNRQZSA-N 0.000 claims description 3
- WHDZRHLPGYRKOD-MDSNHJATSA-N (1r,2r,3s,4s)-3-[[5-fluoro-2-(1h-pyrazol-4-ylamino)pyrimidin-4-yl]amino]bicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound N([C@@H]1[C@@H]([C@]2([H])C[C@]1(C=C2)[H])C(N)=O)C(C(=CN=1)F)=NC=1NC=1C=NNC=1 WHDZRHLPGYRKOD-MDSNHJATSA-N 0.000 claims description 3
- ABKPYKYMAYCYSR-FDRIWYBQSA-N (1s,2s,3r,4r)-3-[[5-bromo-2-[(1-ethylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-n-methylbicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound N([C@H]1[C@H]([C@@]2([H])C[C@@]1(C=C2)[H])C(=O)NC)C(C(=CN=1)Br)=NC=1NC=1C=NN(CC)C=1 ABKPYKYMAYCYSR-FDRIWYBQSA-N 0.000 claims description 3
- CWGMUGAHFWGINC-XXSPCDMZSA-N (1s,2s,3r,4r)-3-[[5-bromo-2-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-n-methylbicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound N([C@H]1[C@H]([C@@]2([H])C[C@@]1(C=C2)[H])C(=O)NC)C(C(=CN=1)Br)=NC=1NC=1C=NN(C)C=1 CWGMUGAHFWGINC-XXSPCDMZSA-N 0.000 claims description 3
- GWAODKLMHUOUEN-FDRIWYBQSA-N (1s,2s,3r,4r)-3-[[5-chloro-2-[(1-ethylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-n-methylbicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound N([C@H]1[C@H]([C@@]2([H])C[C@@]1(C=C2)[H])C(=O)NC)C(C(=CN=1)Cl)=NC=1NC=1C=NN(CC)C=1 GWAODKLMHUOUEN-FDRIWYBQSA-N 0.000 claims description 3
- UWJZCHZNTUYAIM-XXSPCDMZSA-N (1s,2s,3r,4r)-3-[[5-chloro-2-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-n-methylbicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound N([C@H]1[C@H]([C@@]2([H])C[C@@]1(C=C2)[H])C(=O)NC)C(C(=CN=1)Cl)=NC=1NC=1C=NN(C)C=1 UWJZCHZNTUYAIM-XXSPCDMZSA-N 0.000 claims description 3
- WHDZRHLPGYRKOD-UFGYURQFSA-N (1s,2s,3r,4r)-3-[[5-fluoro-2-(1h-pyrazol-4-ylamino)pyrimidin-4-yl]amino]bicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound N([C@H]1[C@H]([C@@]2([H])C[C@@]1(C=C2)[H])C(N)=O)C(C(=CN=1)F)=NC=1NC=1C=NNC=1 WHDZRHLPGYRKOD-UFGYURQFSA-N 0.000 claims description 3
- YWZGAGXMSIOYIX-UHFFFAOYSA-N 1-[2-[[2-[(1-methylpyrazol-4-yl)amino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]phenyl]cyclobutan-1-ol Chemical compound C1=NN(C)C=C1NC1=NC=C(C(F)(F)F)C(NC=2C(=CC=CC=2)C2(O)CCC2)=N1 YWZGAGXMSIOYIX-UHFFFAOYSA-N 0.000 claims description 3
- HYNAMEOYEGNYAC-UHFFFAOYSA-N 3-[2-[[2-[(1-methylpyrazol-4-yl)amino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]phenyl]azetidin-3-ol Chemical compound C1=NN(C)C=C1NC1=NC=C(C(F)(F)F)C(NC=2C(=CC=CC=2)C2(O)CNC2)=N1 HYNAMEOYEGNYAC-UHFFFAOYSA-N 0.000 claims description 3
- 125000002883 imidazolyl group Chemical group 0.000 claims description 3
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims description 3
- 239000008194 pharmaceutical composition Substances 0.000 claims description 3
- ABKPYKYMAYCYSR-DRABBMOASA-N (1r,2r,3s,4s)-3-[[5-bromo-2-[(1-ethylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-n-methylbicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound N([C@@H]1[C@@H]([C@]2([H])C[C@]1(C=C2)[H])C(=O)NC)C(C(=CN=1)Br)=NC=1NC=1C=NN(CC)C=1 ABKPYKYMAYCYSR-DRABBMOASA-N 0.000 claims description 2
- GWAODKLMHUOUEN-DRABBMOASA-N (1r,2r,3s,4s)-3-[[5-chloro-2-[(1-ethylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-n-methylbicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound N([C@@H]1[C@@H]([C@]2([H])C[C@]1(C=C2)[H])C(=O)NC)C(C(=CN=1)Cl)=NC=1NC=1C=NN(CC)C=1 GWAODKLMHUOUEN-DRABBMOASA-N 0.000 claims description 2
- XMAWJUOJKHIGND-XQHKEYJVSA-N (1r,2s,3r,4s)-3-[[5-chloro-2-[(1-ethylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-7-oxabicyclo[2.2.1]heptane-2-carboxamide Chemical compound N([C@@H]1[C@@H]([C@@]2([H])CC[C@@]1(O2)[H])C(N)=O)C(C(=CN=1)Cl)=NC=1NC=1C=NN(CC)C=1 XMAWJUOJKHIGND-XQHKEYJVSA-N 0.000 claims description 2
- SCMNVDCXNVNNAF-KXNHARMFSA-N (1r,2s,3r,4s)-3-[[5-chloro-2-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-7-oxabicyclo[2.2.1]heptane-2-carboxamide Chemical compound N([C@@H]1[C@@H]([C@@]2([H])CC[C@@]1(O2)[H])C(N)=O)C(C(=CN=1)Cl)=NC=1NC=1C=NN(C)C=1 SCMNVDCXNVNNAF-KXNHARMFSA-N 0.000 claims description 2
- MBBPYWUJBMAFFE-NHULGOKLSA-N (1r,3s,4r,5r)-4-[[2-[(1-ethylpyrazol-4-yl)amino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]-6,6-dimethylbicyclo[3.1.1]heptane-3-carboxamide Chemical compound N([C@@H]1[C@@]2(C[C@](C[C@@H]1C(N)=O)(C2(C)C)[H])[H])C(C(=CN=1)C(F)(F)F)=NC=1NC=1C=NN(CC)C=1 MBBPYWUJBMAFFE-NHULGOKLSA-N 0.000 claims description 2
- KAUKYDYNYGPGFX-ASHKBJFXSA-N (1r,3s,4r,5r)-4-[[5-bromo-2-[(1,5-dimethylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-6,6-dimethylbicyclo[3.1.1]heptane-3-carboxamide Chemical compound N([C@@H]1[C@@]2(C[C@](C[C@@H]1C(N)=O)(C2(C)C)[H])[H])C(C(=CN=1)Br)=NC=1NC=1C=NN(C)C=1C KAUKYDYNYGPGFX-ASHKBJFXSA-N 0.000 claims description 2
- AFZYWEXDYRWRIE-ASHKBJFXSA-N (1r,3s,4r,5r)-4-[[5-chloro-2-[(1,5-dimethylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-6,6-dimethylbicyclo[3.1.1]heptane-3-carboxamide Chemical compound N([C@@H]1[C@@]2(C[C@](C[C@@H]1C(N)=O)(C2(C)C)[H])[H])C(C(=CN=1)Cl)=NC=1NC=1C=NN(C)C=1C AFZYWEXDYRWRIE-ASHKBJFXSA-N 0.000 claims description 2
- VNQSHTJHQRSLAG-RPZXMPESSA-N (1r,3s,4r,5r)-4-[[5-chloro-2-[(1-piperidin-4-ylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]-6,6-dimethylbicyclo[3.1.1]heptane-3-carboxamide Chemical compound N([C@@H]1[C@@]2(C[C@](C[C@@H]1C(N)=O)(C2(C)C)[H])[H])C(C(=CN=1)Cl)=NC=1NC(=C1)C=NN1C1CCNCC1 VNQSHTJHQRSLAG-RPZXMPESSA-N 0.000 claims description 2
- QUBSSCKDMYODIH-WBKMXMRLSA-N (1r,3s,4r,5r)-4-[[5-chloro-2-[[1-(2-phenylethyl)pyrazol-4-yl]amino]pyrimidin-4-yl]amino]-6,6-dimethylbicyclo[3.1.1]heptane-3-carboxamide Chemical compound N([C@@H]1[C@@]2(C[C@](C[C@@H]1C(N)=O)(C2(C)C)[H])[H])C(C(=CN=1)Cl)=NC=1NC(=C1)C=NN1CCC1=CC=CC=C1 QUBSSCKDMYODIH-WBKMXMRLSA-N 0.000 claims description 2
- WZHIWIPFGYQZMG-CAIZAGQASA-N (1r,3s,4r,5r)-4-[[5-chloro-2-[[1-[2-(4-methylpiperazin-1-yl)ethyl]pyrazol-4-yl]amino]pyrimidin-4-yl]amino]-6,6-dimethylbicyclo[3.1.1]heptane-3-carboxamide Chemical compound N([C@@H]1[C@@]2(C[C@](C[C@@H]1C(N)=O)(C2(C)C)[H])[H])C(C(=CN=1)Cl)=NC=1NC(=C1)C=NN1CCN1CCN(C)CC1 WZHIWIPFGYQZMG-CAIZAGQASA-N 0.000 claims description 2
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
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- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US18575809P | 2009-06-10 | 2009-06-10 | |
| US61/185,758 | 2009-06-10 | ||
| PCT/US2010/037801 WO2010144468A1 (en) | 2009-06-10 | 2010-06-08 | 2- ( lh-pyrazol-4 -ylamino ) -pyrimidine as kinase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2012529522A true JP2012529522A (ja) | 2012-11-22 |
| JP2012529522A5 JP2012529522A5 (OSRAM) | 2013-04-18 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012515069A Ceased JP2012529522A (ja) | 2009-06-10 | 2010-06-08 | キナーゼ阻害剤としての２−（１ｈ−ピラゾール−４−イルアミノ）−ピリミジン |
Country Status (7)
| Country | Link |
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| US (1) | US8426408B2 (OSRAM) |
| EP (1) | EP2440548A1 (OSRAM) |
| JP (1) | JP2012529522A (OSRAM) |
| CN (1) | CN102498110A (OSRAM) |
| CA (1) | CA2764983A1 (OSRAM) |
| MX (1) | MX2011013325A (OSRAM) |
| WO (1) | WO2010144468A1 (OSRAM) |
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| JP2017510644A (ja) * | 2014-03-28 | 2017-04-13 | キャリター・サイエンシーズ・リミテッド・ライアビリティ・カンパニーＣａｌｉｔｏｒ Ｓｃｉｅｎｃｅｓ， Ｌｌｃ | 置換されたヘテロアリール化合物および使用方法 |
| JP2017531000A (ja) * | 2014-10-14 | 2017-10-19 | サンシャイン・レイク・ファーマ・カンパニー・リミテッドＳｕｎｓｈｉｎｅ Ｌａｋｅ Ｐｈａｒｍａ Ｃｏ．，Ｌｔｄ． | 置換されたヘテロアリール化合物および使用方法 |
| JP2019536766A (ja) * | 2016-11-10 | 2019-12-19 | 浙江大学Ｚｈｅｊｉａｎｇ Ｕｎｉｖｅｒｓｉｔｙ | ２−置換芳香族環−ピリミジン系誘導体及びその調製と医学的用途 |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3075730B1 (en) | 2010-06-04 | 2018-10-24 | Genentech, Inc. | Aminopyrimidine derivatives as lrrk2 modulators |
| ES2746134T3 (es) * | 2010-11-10 | 2020-03-04 | Genentech Inc | Derivados de pirazol aminopirimidina como moduladores de LRRK2 |
| UA120740C2 (uk) | 2011-04-22 | 2020-02-10 | Сігнал Фармасьютікалз, Елелсі | Заміщені діамінокарбоксамідні і діамінокарбонітрильні похідні піримідинів, їх композиції і способи лікування з їх допомогою |
| BR112014026952B1 (pt) * | 2012-05-03 | 2022-03-15 | Genentech, Inc | Derivados de aminopirimidina pirazol e composição que os compreende |
| US9724354B2 (en) | 2013-03-22 | 2017-08-08 | Millennium Pharmaceuticals, Inc. | Combination of catalytic mTORC1/2 inhibitors and selective inhibitors of Aurora A kinase |
| US10273224B2 (en) | 2013-08-22 | 2019-04-30 | Jubilant Biosys Limited | Substituted pyrimidine compounds, compositions and medicinal applications thereof |
| WO2015039613A1 (zh) * | 2013-09-18 | 2015-03-26 | 北京韩美药品有限公司 | 抑制btk和/或jak3激酶活性的化合物 |
| NZ715903A (en) | 2014-01-30 | 2017-06-30 | Signal Pharm Llc | Solid forms of 2-(tert-butylamino)-4-((1r,3r,4r)-3-hydroxy-4-methylcyclohexylamino)-pyrimidine-5-carboxamide, compositions thereof and methods of their use |
| CN104926824B (zh) * | 2014-03-17 | 2017-07-07 | 广东东阳光药业有限公司 | 取代的杂芳基化合物及其组合物和用途 |
| JP6903577B2 (ja) | 2014-12-16 | 2021-07-14 | シグナル ファーマシューティカルズ，エルエルシー | 皮膚におけるｃ−Ｊｕｎ Ｎ末端キナーゼの阻害の測定方法 |
| CA3210612A1 (en) | 2014-12-16 | 2016-06-23 | Signal Pharmaceuticals, Llc | Formulations of 2-(tert-butylamino)-4-((1r,3r,4r)-3-hydroxy-4-methylcyclohexylamino)-pyrimidine-5-carboxamide |
| WO2016123291A1 (en) | 2015-01-29 | 2016-08-04 | Signal Pharmaceuticals, Llc | Isotopologues of 2-(tert-butylamino)-4-((1r,3r,4r)-3-hydroxy-4-methylcyclohexylamino)-pyrimidine-5-carboxamide |
| CA2993173C (en) | 2015-07-24 | 2023-10-03 | Celgene Corporation | Methods of synthesis of (1r,2r,5r)-5-amino-2-methylcyclohexanol hydrochloride and intermediates useful therein |
| EP3347097B1 (en) | 2015-09-11 | 2021-02-24 | Sunshine Lake Pharma Co., Ltd. | Substituted aminopyrimidine derivatives as modulators of the kinases jak, flt3 and aurora |
| EP3349579A4 (en) * | 2015-09-17 | 2019-03-20 | Sunshine Lake Pharma Co., Ltd. | SUBSTITUTED HETEROARYL COMPOUNDS AND METHOD FOR USE |
| JP7254076B2 (ja) | 2017-11-19 | 2023-04-07 | サンシャイン・レイク・ファーマ・カンパニー・リミテッド | 置換ヘテロアリール化合物及び使用方法 |
| CN110862376A (zh) * | 2019-10-24 | 2020-03-06 | 嘉兴特科罗生物科技有限公司 | 一种小分子化合物 |
| TW202237119A (zh) | 2020-12-10 | 2022-10-01 | 美商住友製藥腫瘤公司 | Ａｌｋ﹘５抑制劑和彼之用途 |
| CN118546132A (zh) * | 2023-02-27 | 2024-08-27 | 科辉智药(深圳)新药研究中心有限公司 | 亚砜酰亚胺化合物及其作为lrrk2蛋白激酶抑制剂的应用 |
| CN118440052B (zh) * | 2024-07-05 | 2024-10-11 | 四川大学 | 一种化合物及其在制备tyk2激酶抑制剂中的用途 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007502260A (ja) * | 2003-08-15 | 2007-02-08 | ノバルティス アクチエンゲゼルシャフト | 新生物疾患、炎症および免疫障害の処置に有用な２，４−ピリミジンジアミン |
| JP2008520713A (ja) * | 2004-11-17 | 2008-06-19 | ミイカナ セラピューティクス インコーポレイテッド | キナーゼ阻害剤 |
| JP2008526759A (ja) * | 2004-12-30 | 2008-07-24 | エグゼリクシス， インコーポレイテッド | キナーゼモジュレーターとしてのピリミジン誘導体および使用方法 |
| WO2008147831A1 (en) * | 2007-05-23 | 2008-12-04 | Smithkline Beecham Corporation | Anthranilamides |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5374301A (en) * | 1990-07-26 | 1994-12-20 | Zeneca Limited | Inks suitable for use in ink jet printing |
| GB9303912D0 (en) | 1993-02-26 | 1993-04-14 | Zeneca Ltd | Inks |
| JP3880076B2 (ja) | 1994-02-25 | 2007-02-14 | キヤノン株式会社 | インク、インクジェット記録方法、記録ユニット、インクカートリッジ及びインクジェット記録装置 |
| JPH08113744A (ja) | 1994-08-25 | 1996-05-07 | Canon Inc | インク、これを用いたインクジェット記録方法及びかかるインクを備えた記録機器 |
| US6117996A (en) * | 1995-09-20 | 2000-09-12 | Novo Nordisk A/S | Triazine based ligands and use thereof |
| GB9519197D0 (en) | 1995-09-20 | 1995-11-22 | Affinity Chromatography Ltd | Novel affinity ligands and their use |
| JP3106966B2 (ja) * | 1996-07-17 | 2000-11-06 | 富士ゼロックス株式会社 | インクジェット記録用インク及びインクジェット記録方法 |
| JPH1060338A (ja) * | 1996-08-21 | 1998-03-03 | Fuji Xerox Co Ltd | インクジェット記録用インク及びインクジェット記録方法 |
| US5980623A (en) * | 1997-01-29 | 1999-11-09 | Fuji Xerox Co., Ltd. | Ink set for ink jet recording and ink jet recording method |
| JP3829419B2 (ja) | 1997-07-09 | 2006-10-04 | 三菱化学株式会社 | カラー画像の形成方法 |
| CA2320730A1 (en) | 1998-12-23 | 2000-07-06 | Renhua Li | Thrombin or factor xa inhibitors |
| US7141581B2 (en) * | 1999-07-02 | 2006-11-28 | Agouron Pharmaceuticals, Inc. | Indazole compounds and pharmaceutical compositions for inhibiting protein kinases, and methods for their use |
| TWI262914B (en) * | 1999-07-02 | 2006-10-01 | Agouron Pharma | Compounds and pharmaceutical compositions for inhibiting protein kinases |
| EP1763514A2 (en) | 2004-05-18 | 2007-03-21 | Rigel Pharmaceuticals, Inc. | Cycloalkyl substituted pyrimidinediamine compounds and their uses |
| JP5112875B2 (ja) * | 2004-10-29 | 2013-01-09 | アボット・ラボラトリーズ | 新規なキナーゼ阻害薬 |
| GB2420559B (en) | 2004-11-15 | 2008-08-06 | Rigel Pharmaceuticals Inc | Stereoisomerically enriched 3-aminocarbonyl bicycloheptene pyrimidinediamine compounds and their uses |
| US20090234117A1 (en) | 2005-05-27 | 2009-09-17 | Toshihiko Kashiwagi | Pyrazolopyrimidine Derivative |
| MX286273B (es) | 2005-06-08 | 2011-05-04 | Rigel Pharmaceuticals Inc | Composiciones y metodos para inhibicion de la via jak. |
| BRPI0611811A2 (pt) | 2005-06-10 | 2008-12-09 | Prometic Biosciences Ltd | ligantes de ligaÇço À proteÍna |
| US20070032514A1 (en) | 2005-07-01 | 2007-02-08 | Zahn Stephan K | 2,4-diamino-pyrimidines as aurora inhibitors |
-
2010
- 2010-06-08 EP EP10724646A patent/EP2440548A1/en not_active Withdrawn
- 2010-06-08 CA CA2764983A patent/CA2764983A1/en not_active Abandoned
- 2010-06-08 MX MX2011013325A patent/MX2011013325A/es active IP Right Grant
- 2010-06-08 JP JP2012515069A patent/JP2012529522A/ja not_active Ceased
- 2010-06-08 CN CN2010800358308A patent/CN102498110A/zh active Pending
- 2010-06-08 WO PCT/US2010/037801 patent/WO2010144468A1/en not_active Ceased
- 2010-06-09 US US12/796,751 patent/US8426408B2/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007502260A (ja) * | 2003-08-15 | 2007-02-08 | ノバルティス アクチエンゲゼルシャフト | 新生物疾患、炎症および免疫障害の処置に有用な２，４−ピリミジンジアミン |
| JP2008520713A (ja) * | 2004-11-17 | 2008-06-19 | ミイカナ セラピューティクス インコーポレイテッド | キナーゼ阻害剤 |
| JP2008526759A (ja) * | 2004-12-30 | 2008-07-24 | エグゼリクシス， インコーポレイテッド | キナーゼモジュレーターとしてのピリミジン誘導体および使用方法 |
| WO2008147831A1 (en) * | 2007-05-23 | 2008-12-04 | Smithkline Beecham Corporation | Anthranilamides |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017510644A (ja) * | 2014-03-28 | 2017-04-13 | キャリター・サイエンシーズ・リミテッド・ライアビリティ・カンパニーＣａｌｉｔｏｒ Ｓｃｉｅｎｃｅｓ， Ｌｌｃ | 置換されたヘテロアリール化合物および使用方法 |
| JP2017510642A (ja) * | 2014-03-28 | 2017-04-13 | キャリター・サイエンシーズ・リミテッド・ライアビリティ・カンパニーＣａｌｉｔｏｒ Ｓｃｉｅｎｃｅｓ， Ｌｌｃ | 置換されたヘテロアリール化合物および使用方法 |
| JP2017510643A (ja) * | 2014-03-28 | 2017-04-13 | キャリター・サイエンシーズ・リミテッド・ライアビリティ・カンパニーＣａｌｉｔｏｒ Ｓｃｉｅｎｃｅｓ， Ｌｌｃ | 置換されたヘテロアリール化合物および使用方法 |
| JP2017531000A (ja) * | 2014-10-14 | 2017-10-19 | サンシャイン・レイク・ファーマ・カンパニー・リミテッドＳｕｎｓｈｉｎｅ Ｌａｋｅ Ｐｈａｒｍａ Ｃｏ．，Ｌｔｄ． | 置換されたヘテロアリール化合物および使用方法 |
| JP2019536766A (ja) * | 2016-11-10 | 2019-12-19 | 浙江大学Ｚｈｅｊｉａｎｇ Ｕｎｉｖｅｒｓｉｔｙ | ２−置換芳香族環−ピリミジン系誘導体及びその調製と医学的用途 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2010144468A1 (en) | 2010-12-16 |
| EP2440548A1 (en) | 2012-04-18 |
| US20100317680A1 (en) | 2010-12-16 |
| CN102498110A (zh) | 2012-06-13 |
| CA2764983A1 (en) | 2010-12-16 |
| US8426408B2 (en) | 2013-04-23 |
| MX2011013325A (es) | 2012-04-30 |
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