JP2010285441A5 - - Google Patents
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- JP2010285441A5 JP2010285441A5 JP2010166848A JP2010166848A JP2010285441A5 JP 2010285441 A5 JP2010285441 A5 JP 2010285441A5 JP 2010166848 A JP2010166848 A JP 2010166848A JP 2010166848 A JP2010166848 A JP 2010166848A JP 2010285441 A5 JP2010285441 A5 JP 2010285441A5
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- JP
- Japan
- Prior art keywords
- group
- compound
- chr
- independently
- fluoro
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 150000001875 compounds Chemical class 0.000 claims 56
- -1 —NC Chemical group 0.000 claims 37
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 21
- 150000003839 salts Chemical class 0.000 claims 18
- 239000012453 solvate Substances 0.000 claims 15
- 229910052739 hydrogen Inorganic materials 0.000 claims 14
- 239000001257 hydrogen Substances 0.000 claims 14
- 125000001072 heteroaryl group Chemical group 0.000 claims 13
- 125000000217 alkyl group Chemical group 0.000 claims 12
- 125000006239 protecting group Chemical group 0.000 claims 12
- 125000003710 aryl alkyl group Chemical group 0.000 claims 10
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 10
- 229910052760 oxygen Inorganic materials 0.000 claims 9
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 8
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 7
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 150000002367 halogens Chemical class 0.000 claims 7
- 229910052757 nitrogen Inorganic materials 0.000 claims 7
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 6
- 125000000172 C5-C10 aryl group Chemical group 0.000 claims 6
- 125000003118 aryl group Chemical group 0.000 claims 6
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 6
- 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 6
- 125000004404 heteroalkyl group Chemical group 0.000 claims 6
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 6
- 150000002431 hydrogen Chemical class 0.000 claims 6
- 125000002757 morpholinyl group Chemical group 0.000 claims 6
- 125000004193 piperazinyl group Chemical group 0.000 claims 6
- 125000003386 piperidinyl group Chemical group 0.000 claims 6
- 229910052717 sulfur Inorganic materials 0.000 claims 6
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 6
- 150000001412 amines Chemical class 0.000 claims 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- 125000004438 haloalkoxy group Chemical group 0.000 claims 5
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims 4
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 3
- HUHXLHLWASNVDB-UHFFFAOYSA-N 2-(oxan-2-yloxy)oxane Chemical compound O1CCCCC1OC1OCCCC1 HUHXLHLWASNVDB-UHFFFAOYSA-N 0.000 claims 3
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 claims 3
- XXFXTBNFFMQVKJ-UHFFFAOYSA-N [diphenyl(trityloxy)methyl]benzene Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)OC(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 XXFXTBNFFMQVKJ-UHFFFAOYSA-N 0.000 claims 3
- 150000005215 alkyl ethers Chemical class 0.000 claims 3
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 3
- 125000001153 fluoro group Chemical group F* 0.000 claims 3
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 3
- 150000004677 hydrates Chemical class 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 claims 3
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- OYRRZWATULMEPF-UHFFFAOYSA-N pyrimidin-4-amine Chemical class NC1=CC=NC=N1 OYRRZWATULMEPF-UHFFFAOYSA-N 0.000 claims 3
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 3
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 claims 3
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 3
- KSDCXJYIHUDQLT-UHFFFAOYSA-N 2-chloro-5-fluoro-n-[3-(trifluoromethoxy)phenyl]pyrimidin-4-amine Chemical compound FC1=CN=C(Cl)N=C1NC1=CC=CC(OC(F)(F)F)=C1 KSDCXJYIHUDQLT-UHFFFAOYSA-N 0.000 claims 2
- RLHKNJYBMPFYGX-UHFFFAOYSA-N 3-[(2-chloro-5-fluoropyrimidin-4-yl)amino]phenol Chemical compound OC1=CC=CC(NC=2C(=CN=C(Cl)N=2)F)=C1 RLHKNJYBMPFYGX-UHFFFAOYSA-N 0.000 claims 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 2
- 102000009109 Fc receptors Human genes 0.000 claims 2
- 108010087819 Fc receptors Proteins 0.000 claims 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims 2
- 125000004104 aryloxy group Chemical group 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000004043 oxo group Chemical group O=* 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- ONDPXXBSJNCOSA-UHFFFAOYSA-N tert-butyl n-[[5-[(2-chloro-5-fluoropyrimidin-4-yl)amino]-2-methoxycyclohexa-2,4-dien-1-ylidene]methyl]-n-propan-2-ylcarbamate Chemical compound C1C(=CN(C(C)C)C(=O)OC(C)(C)C)C(OC)=CC=C1NC1=NC(Cl)=NC=C1F ONDPXXBSJNCOSA-UHFFFAOYSA-N 0.000 claims 2
- 125000006677 (C1-C3) haloalkoxy group Chemical group 0.000 claims 1
- 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 claims 1
- 125000006664 (C1-C3) perfluoroalkyl group Chemical group 0.000 claims 1
- YCHAOQCQTCZKIA-UHFFFAOYSA-N 2,2-difluoro-4h-1,4-benzoxazin-3-one Chemical compound C1=CC=C2NC(=O)C(F)(F)OC2=C1 YCHAOQCQTCZKIA-UHFFFAOYSA-N 0.000 claims 1
- LJRUKUQEIHJTEL-UHFFFAOYSA-N 2,2-dimethyl-4h-1,4-benzoxazin-3-one Chemical compound C1=CC=C2NC(=O)C(C)(C)OC2=C1 LJRUKUQEIHJTEL-UHFFFAOYSA-N 0.000 claims 1
- WHPFEQUEHBULBW-UHFFFAOYSA-N 2,4-dichloro-5-fluoropyrimidine Chemical compound FC1=CN=C(Cl)N=C1Cl WHPFEQUEHBULBW-UHFFFAOYSA-N 0.000 claims 1
- HKJOLNFQZYWWPY-UHFFFAOYSA-N 2-chloro-5-fluoro-n-(3-phenylmethoxyphenyl)pyrimidin-4-amine Chemical compound FC1=CN=C(Cl)N=C1NC1=CC=CC(OCC=2C=CC=CC=2)=C1 HKJOLNFQZYWWPY-UHFFFAOYSA-N 0.000 claims 1
- ZFUMNLUXIRJNID-UHFFFAOYSA-N 2-chloro-n-(4-chloro-3-methoxyphenyl)-5-fluoropyrimidin-4-amine Chemical compound C1=C(Cl)C(OC)=CC(NC=2C(=CN=C(Cl)N=2)F)=C1 ZFUMNLUXIRJNID-UHFFFAOYSA-N 0.000 claims 1
- CTIJRVCLQVLJMD-UHFFFAOYSA-N 2-chloro-n-[3-chloro-4-(trifluoromethoxy)phenyl]-5-fluoropyrimidin-4-amine Chemical compound FC1=CN=C(Cl)N=C1NC1=CC=C(OC(F)(F)F)C(Cl)=C1 CTIJRVCLQVLJMD-UHFFFAOYSA-N 0.000 claims 1
- CGACGSHTSCXSSO-UHFFFAOYSA-N 2h-1,3-benzoxazine Chemical compound C1=CC=C2C=NCOC2=C1 CGACGSHTSCXSSO-UHFFFAOYSA-N 0.000 claims 1
- CFHJEIDAGOQZSR-UHFFFAOYSA-N 4-[(2-chloro-5-fluoropyrimidin-4-yl)amino]-2,3-dimethylphenol Chemical compound CC1=C(O)C=CC(NC=2C(=CN=C(Cl)N=2)F)=C1C CFHJEIDAGOQZSR-UHFFFAOYSA-N 0.000 claims 1
- VBCQTAKBOBAXOU-UHFFFAOYSA-N 5-[(2-chloro-5-fluoropyrimidin-4-yl)amino]-2-methoxy-n-methylbenzamide Chemical compound C1=C(OC)C(C(=O)NC)=CC(NC=2C(=CN=C(Cl)N=2)F)=C1 VBCQTAKBOBAXOU-UHFFFAOYSA-N 0.000 claims 1
- ZXSVSCZBXNJNJL-UHFFFAOYSA-N C1C(=CO)C(OC)=CC=C1NC1=NC(Cl)=NC=C1F Chemical compound C1C(=CO)C(OC)=CC=C1NC1=NC(Cl)=NC=C1F ZXSVSCZBXNJNJL-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- 150000001204 N-oxides Chemical class 0.000 claims 1
- CGYYJGDRXYONBH-UHFFFAOYSA-N N1=CN=C(C=C1)N.N1=C(N=C(C=C1)N)N Chemical compound N1=CN=C(C=C1)N.N1=C(N=C(C=C1)N)N CGYYJGDRXYONBH-UHFFFAOYSA-N 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- 229920001774 Perfluoroether Polymers 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- 102000000551 Syk Kinase Human genes 0.000 claims 1
- 108010016672 Syk Kinase Proteins 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 210000003651 basophil Anatomy 0.000 claims 1
- 125000005605 benzo group Chemical group 0.000 claims 1
- 125000002047 benzodioxolyl group Chemical group O1OC(C2=C1C=CC=C2)* 0.000 claims 1
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 1
- 125000004619 benzopyranyl group Chemical group O1C(C=CC2=C1C=CC=C2)* 0.000 claims 1
- SIKJAQJRHWYJAI-UHFFFAOYSA-N benzopyrrole Natural products C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims 1
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004428 fluoroalkoxy group Chemical group 0.000 claims 1
- 125000003709 fluoroalkyl group Chemical group 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 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 claims 1
- 210000003630 histaminocyte Anatomy 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 claims 1
- 238000000338 in vitro Methods 0.000 claims 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims 1
- 150000002475 indoles Chemical class 0.000 claims 1
- 125000001041 indolyl group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- TZHVYWAFFGEGHM-UHFFFAOYSA-N methyl 5-[(2-chloro-5-fluoropyrimidin-4-yl)amino]-2-methoxybenzoate Chemical compound C1=C(OC)C(C(=O)OC)=CC(NC=2C(=CN=C(Cl)N=2)F)=C1 TZHVYWAFFGEGHM-UHFFFAOYSA-N 0.000 claims 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- LJXQPZWIHJMPQQ-UHFFFAOYSA-N pyrimidin-2-amine Chemical compound NC1=NC=CC=N1 LJXQPZWIHJMPQQ-UHFFFAOYSA-N 0.000 claims 1
- YAAWASYJIRZXSZ-UHFFFAOYSA-N pyrimidine-2,4-diamine Chemical class NC1=CC=NC(N)=N1 YAAWASYJIRZXSZ-UHFFFAOYSA-N 0.000 claims 1
- 230000019491 signal transduction Effects 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 0 *c(nc1)nc(N*)c1F Chemical compound *c(nc1)nc(N*)c1F 0.000 description 1
Applications Claiming Priority (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35333302P | 2002-02-01 | 2002-02-01 | |
| US35326702P | 2002-02-01 | 2002-02-01 | |
| US60/353,267 | 2002-02-01 | ||
| US60/353,333 | 2002-02-01 | ||
| US39967302P | 2002-07-29 | 2002-07-29 | |
| US60/399,673 | 2002-07-29 | ||
| US43427702P | 2002-12-17 | 2002-12-17 | |
| US60/434,277 | 2002-12-17 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003563490A Division JP4658477B2 (ja) | 2002-02-01 | 2003-01-31 | ２，４−ピリミジンジアミン化合物とその用途 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010285441A JP2010285441A (ja) | 2010-12-24 |
| JP2010285441A5 true JP2010285441A5 (enExample) | 2011-10-20 |
| JP5357116B2 JP5357116B2 (ja) | 2013-12-04 |
Family
ID=32996332
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003563490A Expired - Lifetime JP4658477B2 (ja) | 2002-02-01 | 2003-01-31 | ２，４−ピリミジンジアミン化合物とその用途 |
| JP2010166848A Expired - Lifetime JP5357116B2 (ja) | 2002-02-01 | 2010-07-26 | ２，４−ピリミジンジアミン化合物とその用途 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003563490A Expired - Lifetime JP4658477B2 (ja) | 2002-02-01 | 2003-01-31 | ２，４−ピリミジンジアミン化合物とその用途 |
Country Status (24)
| Country | Link |
|---|---|
| US (41) | US7557210B2 (enExample) |
| EP (2) | EP1471915B1 (enExample) |
| JP (2) | JP4658477B2 (enExample) |
| KR (1) | KR101037856B1 (enExample) |
| CN (2) | CN102174024B (enExample) |
| AT (1) | ATE524184T1 (enExample) |
| AU (2) | AU2003208931C1 (enExample) |
| BR (1) | BRPI0307355C1 (enExample) |
| CA (1) | CA2474277C (enExample) |
| CY (1) | CY1112516T1 (enExample) |
| DK (2) | DK1471915T3 (enExample) |
| ES (2) | ES2440283T3 (enExample) |
| HR (1) | HRP20040684B1 (enExample) |
| IL (1) | IL221381A (enExample) |
| MX (2) | MXPA04007386A (enExample) |
| NO (1) | NO328071B1 (enExample) |
| NZ (1) | NZ534361A (enExample) |
| PL (1) | PL214988B1 (enExample) |
| PT (2) | PT2281563E (enExample) |
| RS (2) | RS53367B (enExample) |
| SG (1) | SG167664A1 (enExample) |
| SI (2) | SI1471915T1 (enExample) |
| TW (1) | TWI329105B (enExample) |
| WO (1) | WO2003063794A2 (enExample) |
Families Citing this family (383)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL159120A0 (en) | 2001-05-29 | 2004-05-12 | Schering Ag | Cdk inhibiting pyrimidines, production thereof and their use as medicaments |
| JP4510442B2 (ja) * | 2001-06-26 | 2010-07-21 | ブリストル−マイヤーズ スクイブ カンパニー | ＴＮＦ−α発現のＮ−ヘテロ環インヒビター |
| US8101629B2 (en) * | 2001-08-13 | 2012-01-24 | Janssen Pharmaceutica N.V. | Salt of 4-[[4-[[4-(2-cyanoethenyl)-2,6-dimethylphenyl]amino]-2-pyrimidinyl]amino]benzonitrile |
| US7638522B2 (en) * | 2001-08-13 | 2009-12-29 | Janssen Pharmaceutica N.V. | Salt of 4-[[4-[[4-(2-cyanoethenyl)-2,6-dimethylphenyl]amino]-2-pyrimidinyl]amino] benzonitrile |
| JO3429B1 (ar) | 2001-08-13 | 2019-10-20 | Janssen Pharmaceutica Nv | مشتقات برميدينات مثبطة فيروس الايدز |
| ES2314106T3 (es) * | 2001-10-17 | 2009-03-16 | BOEHRINGER INGELHEIM PHARMA GMBH & CO.KG | Derivados de pirimidina, agentes farmaceuticos que contiene dichos compuestos, uso y metodo para su obtencion. |
| TWI329105B (en) * | 2002-02-01 | 2010-08-21 | Rigel Pharmaceuticals Inc | 2,4-pyrimidinediamine compounds and their uses |
| WO2003066601A1 (en) * | 2002-02-08 | 2003-08-14 | Smithkline Beecham Corporation | Pyrimidine compounds |
| GB0206215D0 (en) | 2002-03-15 | 2002-05-01 | Novartis Ag | Organic compounds |
| IL165286A0 (en) * | 2002-06-17 | 2005-12-18 | Smithkline Beecham Corp | Chemical process |
| EP2130541A3 (en) * | 2002-07-29 | 2013-12-18 | Rigel Pharmaceuticals, Inc. | Methods of treating or preventing autoimmune diseases with 2,4-pyrimidinediamine compounds |
| CN103169708B (zh) | 2002-07-29 | 2018-02-02 | 里格尔药品股份有限公司 | 用2,4‑嘧啶二胺化合物治疗或者预防自体免疫性疾病的方法 |
| AU2003266413B2 (en) * | 2002-08-09 | 2009-04-02 | Janssen Pharmaceutica N.V. | Processes for the preparation of 4-[[4-[[4-(2-cyanoethenyl)-2,6-dimethylphenyl]amino]-2-pyrimidinyl]amino]benzonitrile |
| WO2004048343A1 (en) * | 2002-11-28 | 2004-06-10 | Schering Aktiengesellschaft | Chk-, pdk- and akt-inhibitory pyrimidines, their production and use as pharmaceutical agents |
| US7109337B2 (en) | 2002-12-20 | 2006-09-19 | Pfizer Inc | Pyrimidine derivatives for the treatment of abnormal cell growth |
| MXPA06002608A (es) | 2002-12-20 | 2007-01-23 | Pfizer Prod Inc | Derivados de pirimidina para el tratamiento del crecimiento celular anormal. |
| UA80767C2 (en) * | 2002-12-20 | 2007-10-25 | Pfizer Prod Inc | Pyrimidine derivatives for the treatment of abnormal cell growth |
| EP1590334B1 (en) * | 2003-01-30 | 2009-08-19 | Boehringer Ingelheim Pharmaceuticals Inc. | 2,4-diaminopyrimidine derivatives useful as inhibitors of pkc-theta |
| CL2004000303A1 (es) * | 2003-02-20 | 2005-04-08 | Tibotec Pharm Ltd | Compuestos derivados de pirimidinas y triazinas; proceso de preparacion; composicion farmaceutica; y su uso para inhibir la replicacion del vih. |
| DE602004021472D1 (en) | 2003-02-20 | 2009-07-23 | Smithkline Beecham Corp | Pyrimiidinverbindungen |
| GB0305929D0 (en) * | 2003-03-14 | 2003-04-23 | Novartis Ag | Organic compounds |
| US7504396B2 (en) | 2003-06-24 | 2009-03-17 | Amgen Inc. | Substituted heterocyclic compounds and methods of use |
| ATE478886T1 (de) | 2003-07-25 | 2010-09-15 | Idenix Pharmaceuticals Inc | Purin nucleoside für die behandlung von durch flavividrae verursachten krankheiten, einschliesslich hepatitis c |
| WO2005012262A1 (en) * | 2003-07-30 | 2005-02-10 | Cyclacel Limited | 2-aminophenyl-4-phenylpyrimidines as kinase inhibitors |
| US7122542B2 (en) | 2003-07-30 | 2006-10-17 | Rigel Pharmaceuticals, Inc. | Methods of treating or preventing autoimmune diseases with 2,4-pyrimidinediamine compounds |
| JP4607879B2 (ja) * | 2003-08-15 | 2011-01-05 | ノバルティス アーゲー | 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 |
| GB0321710D0 (en) * | 2003-09-16 | 2003-10-15 | Novartis Ag | Organic compounds |
| AU2004291262C1 (en) | 2003-11-05 | 2011-08-11 | F. Hoffmann-La Roche Ag | Phenyl derivatives as PPAR agonists |
| CN1910234A (zh) * | 2003-11-14 | 2007-02-07 | 亚什兰许可和知识产权有限公司 | 自光引发多官能团丙烯酸酯与脂环族环氧化物的双重固化反应产物 |
| US7956060B2 (en) | 2004-03-30 | 2011-06-07 | Kyowa Hakko Kirin Co., Ltd. | Pyrimidine derivative compound |
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