MX2007008373A - Derivados de 4-(1h-indol-3-il)-pirimidin-2-ilamina y su uso en terapia. - Google Patents
Derivados de 4-(1h-indol-3-il)-pirimidin-2-ilamina y su uso en terapia.Info
- Publication number
- MX2007008373A MX2007008373A MX2007008373A MX2007008373A MX2007008373A MX 2007008373 A MX2007008373 A MX 2007008373A MX 2007008373 A MX2007008373 A MX 2007008373A MX 2007008373 A MX2007008373 A MX 2007008373A MX 2007008373 A MX2007008373 A MX 2007008373A
- Authority
- MX
- Mexico
- Prior art keywords
- compound
- indol
- pyrimidin
- amine
- formula
- Prior art date
Links
- QNMZWFNNJMGJPU-UHFFFAOYSA-N 4-(1h-indol-3-yl)pyrimidin-2-amine Chemical compound NC1=NC=CC(C=2C3=CC=CC=C3NC=2)=N1 QNMZWFNNJMGJPU-UHFFFAOYSA-N 0.000 title claims description 9
- 238000002560 therapeutic procedure Methods 0.000 title description 5
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- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 60
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- -1 methylethyl Chemical group 0.000 claims description 83
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims description 75
- 208000035475 disorder Diseases 0.000 claims description 57
- 238000000034 method Methods 0.000 claims description 40
- LJXQPZWIHJMPQQ-UHFFFAOYSA-N pyrimidin-2-amine Chemical compound NC1=NC=CC=N1 LJXQPZWIHJMPQQ-UHFFFAOYSA-N 0.000 claims description 36
- 125000003118 aryl group Chemical group 0.000 claims description 34
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- 102000020233 phosphotransferase Human genes 0.000 claims description 31
- 125000004122 cyclic group Chemical group 0.000 claims description 25
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 23
- 238000002360 preparation method Methods 0.000 claims description 23
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- 229910052736 halogen Inorganic materials 0.000 claims description 20
- 150000002367 halogens Chemical class 0.000 claims description 20
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 20
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 18
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 18
- 125000001424 substituent group Chemical group 0.000 claims description 17
- 125000005842 heteroatom Chemical group 0.000 claims description 16
- 125000000814 indol-3-yl group Chemical group [H]C1=C([H])C([H])=C2N([H])C([H])=C([*])C2=C1[H] 0.000 claims description 16
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- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 14
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
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- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 7
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- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 7
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- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 6
- KAOVBKLGTDLFFF-UHFFFAOYSA-N 4-(1h-indol-3-yl)-n-(3,4,5-trimethoxyphenyl)pyrimidin-2-amine Chemical compound COC1=C(OC)C(OC)=CC(NC=2N=C(C=CN=2)C=2C3=CC=CC=C3NC=2)=C1 KAOVBKLGTDLFFF-UHFFFAOYSA-N 0.000 claims description 5
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- ORYJIEHLXNBUDO-UHFFFAOYSA-N 1-[4-[2-[[4-(1-methylindol-3-yl)pyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C1=CC=CC=C1NC1=NC=CC(C=2C3=CC=CC=C3N(C)C=2)=N1 ORYJIEHLXNBUDO-UHFFFAOYSA-N 0.000 claims description 4
- ALVHKDFSUMXMAM-UHFFFAOYSA-N 1-[4-[2-[[4-(1h-indol-3-yl)pyrimidin-2-yl]amino]phenyl]piperazin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCN1C1=CC=CC=C1NC1=NC=CC(C=2C3=CC=CC=C3NC=2)=N1 ALVHKDFSUMXMAM-UHFFFAOYSA-N 0.000 claims description 4
- GEHZQYLPZVLSBQ-UHFFFAOYSA-N 1-n-[4-(1h-indol-3-yl)pyrimidin-2-yl]-4-n,4-n-dimethylbenzene-1,4-diamine Chemical compound C1=CC(N(C)C)=CC=C1NC1=NC=CC(C=2C3=CC=CC=C3NC=2)=N1 GEHZQYLPZVLSBQ-UHFFFAOYSA-N 0.000 claims description 4
- IFZZRTFWXXWCAG-UHFFFAOYSA-N 4-(1h-indol-3-yl)-n-(3-methyl-4-thiomorpholin-4-ylphenyl)pyrimidin-2-amine Chemical compound CC1=CC(NC=2N=C(C=CN=2)C=2C3=CC=CC=C3NC=2)=CC=C1N1CCSCC1 IFZZRTFWXXWCAG-UHFFFAOYSA-N 0.000 claims description 4
- LINLHBQPNYMQFJ-UHFFFAOYSA-N 4-(1h-indol-3-yl)-n-[2-(4-methylpiperazin-1-yl)phenyl]pyrimidin-2-amine Chemical compound C1CN(C)CCN1C1=CC=CC=C1NC1=NC=CC(C=2C3=CC=CC=C3NC=2)=N1 LINLHBQPNYMQFJ-UHFFFAOYSA-N 0.000 claims description 4
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- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims description 4
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
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- BOQFTUSRPOGVOO-UHFFFAOYSA-N n-(3,5-dimethoxyphenyl)-4-(1h-indol-3-yl)pyrimidin-2-amine Chemical compound COC1=CC(OC)=CC(NC=2N=C(C=CN=2)C=2C3=CC=CC=C3NC=2)=C1 BOQFTUSRPOGVOO-UHFFFAOYSA-N 0.000 claims description 4
- ZPCJDYUHELRFHH-UHFFFAOYSA-N n-[2-(3,5-dimethylpiperidin-1-yl)phenyl]-4-(1h-indol-3-yl)pyrimidin-2-amine Chemical compound C1C(C)CC(C)CN1C1=CC=CC=C1NC1=NC=CC(C=2C3=CC=CC=C3NC=2)=N1 ZPCJDYUHELRFHH-UHFFFAOYSA-N 0.000 claims description 4
- GCNIRIHGOROKHE-UHFFFAOYSA-N 4-(1-methylindol-3-yl)-n-(4-morpholin-4-ylphenyl)pyrimidin-2-amine Chemical compound C12=CC=CC=C2N(C)C=C1C(N=1)=CC=NC=1NC(C=C1)=CC=C1N1CCOCC1 GCNIRIHGOROKHE-UHFFFAOYSA-N 0.000 claims description 3
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- BFMCJXHYJVMGPW-UHFFFAOYSA-N 4-[4-(4-bromophenyl)-6-(1h-indol-3-yl)pyrimidin-2-yl]morpholine Chemical compound C1=CC(Br)=CC=C1C1=CC(C=2C3=CC=CC=C3NC=2)=NC(N2CCOCC2)=N1 BFMCJXHYJVMGPW-UHFFFAOYSA-N 0.000 claims description 3
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- FRIJBUGBVQZNTB-UHFFFAOYSA-M magnesium;ethane;bromide Chemical compound [Mg+2].[Br-].[CH2-]C FRIJBUGBVQZNTB-UHFFFAOYSA-M 0.000 claims description 3
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- UHXXXKOMOCSVKR-CALCHBBNSA-N n-[2-[(2s,6r)-2,6-dimethylmorpholin-4-yl]phenyl]-4-(1h-indol-3-yl)pyrimidin-2-amine Chemical compound C1[C@@H](C)O[C@@H](C)CN1C1=CC=CC=C1NC1=NC=CC(C=2C3=CC=CC=C3NC=2)=N1 UHXXXKOMOCSVKR-CALCHBBNSA-N 0.000 claims description 2
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Landscapes
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0500492.4A GB0500492D0 (en) | 2005-01-11 | 2005-01-11 | Compound |
| PCT/GB2006/000087 WO2006075152A1 (en) | 2005-01-11 | 2006-01-11 | 4- (1h-indol-3-yl) -pyrimidin-2-ylamine derivates and their use in therapy |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2007008373A true MX2007008373A (es) | 2007-09-06 |
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| Application Number | Title | Priority Date | Filing Date |
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| MX2007008373A MX2007008373A (es) | 2005-01-11 | 2006-01-11 | Derivados de 4-(1h-indol-3-il)-pirimidin-2-ilamina y su uso en terapia. |
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| Country | Link |
|---|---|
| US (1) | US20090318446A1 (enExample) |
| EP (1) | EP1836194A1 (enExample) |
| JP (1) | JP2008526824A (enExample) |
| CN (1) | CN101111490A (enExample) |
| AU (1) | AU2006205710A1 (enExample) |
| BR (1) | BRPI0606313A2 (enExample) |
| CA (1) | CA2592723A1 (enExample) |
| GB (1) | GB0500492D0 (enExample) |
| IL (1) | IL184313A0 (enExample) |
| MX (1) | MX2007008373A (enExample) |
| WO (1) | WO2006075152A1 (enExample) |
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| GB0205693D0 (en) | 2002-03-09 | 2002-04-24 | Astrazeneca Ab | Chemical compounds |
| GB0205688D0 (en) | 2002-03-09 | 2002-04-24 | Astrazeneca Ab | Chemical compounds |
| JP2005524672A (ja) | 2002-03-09 | 2005-08-18 | アストラゼネカ アクチボラグ | Ｃｄｋ阻害活性を有するイミダゾリル置換ピリミジン誘導体 |
| GB0311274D0 (en) | 2003-05-16 | 2003-06-18 | Astrazeneca Ab | Chemical compounds |
| GB0311276D0 (en) | 2003-05-16 | 2003-06-18 | Astrazeneca Ab | Chemical compounds |
| FR2878849B1 (fr) | 2004-12-06 | 2008-09-12 | Aventis Pharma Sa | Indoles substitues, compositions les contenant, procede de fabrication et utilisation |
| US8119655B2 (en) | 2005-10-07 | 2012-02-21 | Takeda Pharmaceutical Company Limited | Kinase inhibitors |
| CA2659582A1 (en) * | 2006-06-22 | 2007-12-27 | Merck & Co., Inc. | Tyrosine kinase inhibitors |
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| ES2087056T3 (es) * | 1986-01-13 | 1996-07-16 | American Cyanamid Co | 2-pirimidinaminas sustituidas en las posiciones 4, 5 y 6. |
| GB9523675D0 (en) * | 1995-11-20 | 1996-01-24 | Celltech Therapeutics Ltd | Chemical compounds |
| TW440563B (en) * | 1996-05-23 | 2001-06-16 | Hoffmann La Roche | Aryl pyrimidine derivatives and a pharmaceutical composition thereof |
| GB9914258D0 (en) * | 1999-06-18 | 1999-08-18 | Celltech Therapeutics Ltd | Chemical compounds |
| US20040171630A1 (en) * | 2001-06-19 | 2004-09-02 | Yuntae Kim | Tyrosine kinase inhibitors |
| GB0308466D0 (en) * | 2003-04-11 | 2003-05-21 | Novartis Ag | Organic compounds |
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| US20090318446A1 (en) | 2009-12-24 |
| BRPI0606313A2 (pt) | 2009-06-16 |
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