ZA200200896B - Pteridinones as kinase inhibitors. - Google Patents
Pteridinones as kinase inhibitors. Download PDFInfo
- Publication number
- ZA200200896B ZA200200896B ZA200200896A ZA200200896A ZA200200896B ZA 200200896 B ZA200200896 B ZA 200200896B ZA 200200896 A ZA200200896 A ZA 200200896A ZA 200200896 A ZA200200896 A ZA 200200896A ZA 200200896 B ZA200200896 B ZA 200200896B
- Authority
- ZA
- South Africa
- Prior art keywords
- substituted
- amino
- mono
- dialkylamino
- pteridin
- Prior art date
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- 229940043355 kinase inhibitor Drugs 0.000 title description 2
- 239000003757 phosphotransferase inhibitor Substances 0.000 title description 2
- VWXIHLCLIOQWRA-UHFFFAOYSA-N 1h-pteridin-2-one Chemical class N1=CC=NC2=NC(O)=NC=C21 VWXIHLCLIOQWRA-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims description 90
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 66
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- 150000002367 halogens Chemical class 0.000 claims description 62
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 60
- 229910052736 halogen Inorganic materials 0.000 claims description 59
- -1 COyZ Chemical compound 0.000 claims description 48
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 48
- 150000001875 compounds Chemical class 0.000 claims description 47
- 239000001257 hydrogen Substances 0.000 claims description 45
- 229910052739 hydrogen Inorganic materials 0.000 claims description 45
- 125000003118 aryl group Chemical group 0.000 claims description 42
- RGJOEKWQDUBAIZ-HDCXRZRFSA-N [[(2r,3s,4r,5r)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(3s)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-(2-sulfanylethylamino)propyl]amino]butyl] hydrogen phosphate Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@H](O)C(=O)NCCC(=O)NCCS)O[C@H]1N1C2=NC=NC(N)=C2N=C1 RGJOEKWQDUBAIZ-HDCXRZRFSA-N 0.000 claims description 41
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 41
- 125000002837 carbocyclic group Chemical group 0.000 claims description 39
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 38
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 36
- 125000001072 heteroaryl group Chemical group 0.000 claims description 36
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 23
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- 125000005842 heteroatom Chemical group 0.000 claims description 22
- LJDZFAPLPVPTBD-UHFFFAOYSA-N nitroformic acid Chemical compound OC(=O)[N+]([O-])=O LJDZFAPLPVPTBD-UHFFFAOYSA-N 0.000 claims description 22
- 229910052757 nitrogen Inorganic materials 0.000 claims description 22
- 229910052760 oxygen Inorganic materials 0.000 claims description 22
- 125000004426 substituted alkynyl group Chemical group 0.000 claims description 22
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- 125000004984 dialkylaminoalkoxy group Chemical group 0.000 claims description 17
- 125000002431 aminoalkoxy group Chemical group 0.000 claims description 16
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- 102000004022 Protein-Tyrosine Kinases Human genes 0.000 claims description 15
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
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- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 5
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- 101150073031 cdk2 gene Proteins 0.000 claims description 5
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 5
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- XQFRJNBWHJMXHO-RRKCRQDMSA-N IDUR Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(I)=C1 XQFRJNBWHJMXHO-RRKCRQDMSA-N 0.000 claims description 4
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- 125000003418 alkyl amino alkoxy group Chemical group 0.000 claims description 4
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- 125000004414 alkyl thio group Chemical group 0.000 claims description 4
- 125000001589 carboacyl group Chemical group 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
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- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 4
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- 101150012716 CDK1 gene Proteins 0.000 claims description 3
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- 101100059559 Emericella nidulans (strain FGSC A4 / ATCC 38163 / CBS 112.46 / NRRL 194 / M139) nimX gene Proteins 0.000 claims description 3
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- 101100005789 Caenorhabditis elegans cdk-4 gene Proteins 0.000 claims description 2
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- TWLWOOPCEXYVBE-UHFFFAOYSA-N 5-fluoro-2-(6-fluoro-2-methylbenzimidazol-1-yl)-4-n-[4-(trifluoromethyl)phenyl]pyrimidine-4,6-diamine Chemical compound CC1=NC2=CC=C(F)C=C2N1C(N=1)=NC(N)=C(F)C=1NC1=CC=C(C(F)(F)F)C=C1 TWLWOOPCEXYVBE-UHFFFAOYSA-N 0.000 claims 34
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- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 3
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- UPOQNAOTDRSRGG-UHFFFAOYSA-N 1-[2-[4-[4-[3-(3-aminopyrrolidin-1-yl)propyl]piperidin-1-yl]anilino]pteridin-7-yl]-3-tert-butylurea Chemical compound N=1C2=NC(NC(=O)NC(C)(C)C)=CN=C2C=NC=1NC(C=C1)=CC=C1N(CC1)CCC1CCCN1CCC(N)C1 UPOQNAOTDRSRGG-UHFFFAOYSA-N 0.000 claims 1
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- IYNMEUFWCCKCDP-UHFFFAOYSA-N 2-(3-chloro-4-fluoroanilino)-8-cyclopentylpteridin-7-one Chemical compound C1=C(Cl)C(F)=CC=C1NC1=NC=C(N=CC(=O)N2C3CCCC3)C2=N1 IYNMEUFWCCKCDP-UHFFFAOYSA-N 0.000 claims 1
- MOSSYTVPDMVLCJ-UHFFFAOYSA-N 2-(3-chloro-4-piperazin-1-ylanilino)-8-cyclopentylpteridin-7-one Chemical compound C=1C=C(N2CCNCC2)C(Cl)=CC=1NC(N=C12)=NC=C1N=CC(=O)N2C1CCCC1 MOSSYTVPDMVLCJ-UHFFFAOYSA-N 0.000 claims 1
- NTFVGDRIVOBXGC-UHFFFAOYSA-N 2-[3-chloro-4-(3-chloropyrrolidin-1-yl)anilino]-8-cyclopentylpteridin-7-one Chemical compound C1C(Cl)CCN1C(C(=C1)Cl)=CC=C1NC1=NC=C(N=CC(=O)N2C3CCCC3)C2=N1 NTFVGDRIVOBXGC-UHFFFAOYSA-N 0.000 claims 1
- JFRQYWUUGCZUSX-UHFFFAOYSA-N 2-[3-chloro-4-[3-chloro-4-(trifluoromethyl)pyrrolidin-1-yl]anilino]-8-cyclopentylpteridin-7-one Chemical compound C1C(Cl)C(C(F)(F)F)CN1C(C(=C1)Cl)=CC=C1NC1=NC=C(N=CC(=O)N2C3CCCC3)C2=N1 JFRQYWUUGCZUSX-UHFFFAOYSA-N 0.000 claims 1
- YZDQWJHDAXVFPA-UHFFFAOYSA-N 2-[4-[3-(2-aminopropan-2-yl)pyrrolidin-1-yl]-3-chloroanilino]-8-cyclopentylpteridin-7-one Chemical compound C1C(C(C)(N)C)CCN1C(C(=C1)Cl)=CC=C1NC1=NC=C(N=CC(=O)N2C3CCCC3)C2=N1 YZDQWJHDAXVFPA-UHFFFAOYSA-N 0.000 claims 1
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- AAGCLPSNCFMSER-UHFFFAOYSA-N 6-(2,6-dichloro-3-methoxyphenyl)-8-methyl-2-(4-morpholin-4-ylanilino)pteridin-7-one Chemical compound COC1=CC=C(Cl)C(C=2C(N(C)C3=NC(NC=4C=CC(=CC=4)N4CCOCC4)=NC=C3N=2)=O)=C1Cl AAGCLPSNCFMSER-UHFFFAOYSA-N 0.000 claims 1
- XDYSEPCCXCCKCB-UHFFFAOYSA-N 6-(2,6-dichlorophenyl)-2-[4-[2-(diethylamino)ethoxy]anilino]-8-methylpteridin-7-one Chemical compound C1=CC(OCCN(CC)CC)=CC=C1NC1=NC=C(N=C(C=2C(=CC=CC=2Cl)Cl)C(=O)N2C)C2=N1 XDYSEPCCXCCKCB-UHFFFAOYSA-N 0.000 claims 1
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Classifications
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- C07—ORGANIC CHEMISTRY
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- C07D475/00—Heterocyclic compounds containing pteridine ring systems
- C07D475/02—Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4
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Landscapes
- Health & Medical Sciences (AREA)
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Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US15409599P | 1999-09-15 | 1999-09-15 |
Publications (1)
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|---|---|
| ZA200200896B true ZA200200896B (en) | 2003-07-30 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| ZA200200896A ZA200200896B (en) | 1999-09-15 | 2002-01-31 | Pteridinones as kinase inhibitors. |
Country Status (29)
| Country | Link |
|---|---|
| US (2) | US7169778B2 (fr) |
| EP (1) | EP1409487A1 (fr) |
| JP (1) | JP2003509425A (fr) |
| KR (1) | KR20020027649A (fr) |
| CN (1) | CN1373763A (fr) |
| AP (1) | AP2002002479A0 (fr) |
| AU (1) | AU777468B2 (fr) |
| BG (1) | BG106594A (fr) |
| BR (1) | BR0013952A (fr) |
| CA (1) | CA2393896A1 (fr) |
| CR (1) | CR6586A (fr) |
| CZ (1) | CZ2002846A3 (fr) |
| DZ (1) | DZ3186A1 (fr) |
| EA (1) | EA005287B1 (fr) |
| EE (1) | EE200200140A (fr) |
| HK (1) | HK1048992A1 (fr) |
| HU (1) | HUP0202713A3 (fr) |
| IL (1) | IL148614A0 (fr) |
| IS (1) | IS6298A (fr) |
| MA (1) | MA26819A1 (fr) |
| MX (1) | MXPA02001108A (fr) |
| NO (1) | NO20021239D0 (fr) |
| NZ (1) | NZ516872A (fr) |
| OA (1) | OA12010A (fr) |
| PL (1) | PL353269A1 (fr) |
| SK (1) | SK3542002A3 (fr) |
| WO (1) | WO2001019825A1 (fr) |
| YU (1) | YU18502A (fr) |
| ZA (1) | ZA200200896B (fr) |
Families Citing this family (134)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US7276506B2 (en) | 1998-12-28 | 2007-10-02 | 4 Aza Bioscience Nv | Immunosuppressive effects of pteridine derivatives |
| SE9903544D0 (sv) * | 1999-10-01 | 1999-10-01 | Astra Pharma Prod | Novel compounds |
| GB2359081A (en) | 2000-02-11 | 2001-08-15 | Astrazeneca Uk Ltd | Pharmaceutically active thiazolopyrimidines |
| GB2359078A (en) | 2000-02-11 | 2001-08-15 | Astrazeneca Uk Ltd | Pharmaceutically active pyrimidine derivatives |
| GB2359551A (en) * | 2000-02-23 | 2001-08-29 | Astrazeneca Uk Ltd | Pharmaceutically active pyrimidine derivatives |
| SE0003828D0 (sv) | 2000-10-20 | 2000-10-20 | Astrazeneca Ab | Novel compounds |
| US6858608B2 (en) * | 2001-01-09 | 2005-02-22 | Aventis Pharma S.A. | Chemical derivatives and their application as antitelomerase agents |
| US6887873B2 (en) | 2001-03-23 | 2005-05-03 | Aventis Pharma S.A. | Triazine derivatives and their application as antitelomerase agents |
| WO2002076985A1 (fr) * | 2001-03-23 | 2002-10-03 | Smithkline Beecham Corporation | Composes utiles en tant qu'inhibiteurs de kinases pour le traitement des maladies hyperproliferatives |
| SE0101322D0 (sv) | 2001-04-12 | 2001-04-12 | Astrazeneca Ab | Novel compounds |
| CA2446939C (fr) * | 2001-05-16 | 2005-08-02 | Matthias Stein-Gerlach | Derives de pyridylpyrimidine utilises comme composes actifs contre des infections et des maladies a prions |
| CA2451128A1 (fr) * | 2001-06-26 | 2003-01-09 | Bristol-Myers Squibb Company | Inhibiteurs n-heterocycliques d'expression tnf-alpha |
| SE0102716D0 (sv) * | 2001-08-14 | 2001-08-14 | Astrazeneca Ab | Novel compounds |
| US6939874B2 (en) | 2001-08-22 | 2005-09-06 | Amgen Inc. | Substituted pyrimidinyl derivatives and methods of use |
| US7115617B2 (en) | 2001-08-22 | 2006-10-03 | Amgen Inc. | Amino-substituted pyrimidinyl derivatives and methods of use |
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| EA007062B1 (ru) * | 2001-09-04 | 2006-06-30 | Бёрингер Ингельхайм Фарма Гмбх Унд Ко. Кг | Новые дигидроптеридиноны, способы их получения и их применение в качестве лекарственных средств |
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- 2000-06-21 NZ NZ516872A patent/NZ516872A/en unknown
- 2000-06-21 EE EEP200200140A patent/EE200200140A/xx unknown
- 2000-06-21 CZ CZ2002846A patent/CZ2002846A3/cs unknown
- 2000-06-21 YU YU18502A patent/YU18502A/sh unknown
- 2000-06-21 IL IL14861400A patent/IL148614A0/xx unknown
-
2002
- 2002-01-31 ZA ZA200200896A patent/ZA200200896B/en unknown
- 2002-02-11 CR CR6586A patent/CR6586A/es not_active Application Discontinuation
- 2002-03-12 MA MA26550A patent/MA26819A1/fr unknown
- 2002-03-13 IS IS6298A patent/IS6298A/is unknown
- 2002-03-13 NO NO20021239A patent/NO20021239D0/no not_active Application Discontinuation
- 2002-04-10 BG BG106594A patent/BG106594A/xx unknown
-
2006
- 2006-10-27 US US11/553,935 patent/US20070049600A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| OA12010A (en) | 2006-04-19 |
| CR6586A (es) | 2004-02-02 |
| IS6298A (is) | 2002-03-13 |
| AU5629500A (en) | 2001-04-17 |
| MA26819A1 (fr) | 2004-12-20 |
| US20030130286A1 (en) | 2003-07-10 |
| EA005287B1 (ru) | 2004-12-30 |
| NZ516872A (en) | 2003-10-31 |
| JP2003509425A (ja) | 2003-03-11 |
| HUP0202713A2 (hu) | 2002-12-28 |
| CA2393896A1 (fr) | 2001-03-22 |
| WO2001019825A1 (fr) | 2001-03-22 |
| NO20021239L (no) | 2002-03-13 |
| AU777468B2 (en) | 2004-10-21 |
| BR0013952A (pt) | 2002-05-14 |
| MXPA02001108A (es) | 2002-08-20 |
| IL148614A0 (en) | 2002-09-12 |
| EA200200078A1 (ru) | 2002-12-26 |
| SK3542002A3 (en) | 2003-04-01 |
| US20070049600A1 (en) | 2007-03-01 |
| BG106594A (en) | 2002-12-29 |
| EE200200140A (et) | 2003-04-15 |
| CZ2002846A3 (cs) | 2003-02-12 |
| HK1048992A1 (zh) | 2003-04-25 |
| AP2002002479A0 (en) | 2002-06-30 |
| NO20021239D0 (no) | 2002-03-13 |
| YU18502A (sh) | 2004-12-31 |
| EP1409487A1 (fr) | 2004-04-21 |
| DZ3186A1 (fr) | 2001-03-22 |
| PL353269A1 (en) | 2003-11-03 |
| KR20020027649A (ko) | 2002-04-13 |
| CN1373763A (zh) | 2002-10-09 |
| HUP0202713A3 (en) | 2005-02-28 |
| US7169778B2 (en) | 2007-01-30 |
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