NO327502B1 - Pyrimidinderivater, fremgangsmate for fremstilling av disse, farmasoytiske preparater innehodende dem og anvendelse av slike for fremstilling av medikamenter for behandling av sykdom - Google Patents

Info

Publication number

NO327502B1

NO327502B1 NO20042872A NO20042872A NO327502B1 NO 327502 B1 NO327502 B1 NO 327502B1 NO 20042872 A NO20042872 A NO 20042872A NO 20042872 A NO20042872 A NO 20042872A NO 327502 B1 NO327502 B1 NO 327502B1

Authority

NO

Norway

Prior art keywords

pharmaceutically acceptable

isoxazol

compound

formula

ring

Prior art date

2001-12-07

Links

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• 238000000034 method Methods 0.000 title claims description 115
• 238000002360 preparation method Methods 0.000 title claims description 26
• 239000000825 pharmaceutical preparation Substances 0.000 title claims description 12
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• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title description 5
• 201000010099 disease Diseases 0.000 title description 3
• 229940079593 drug Drugs 0.000 title description 2
• 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 title description 2
• 150000003230 pyrimidines Chemical class 0.000 title description 2
• -1 cyano, hydroxyl Chemical group 0.000 claims description 154
• 150000001875 compounds Chemical class 0.000 claims description 126
• 125000001424 substituent group Chemical group 0.000 claims description 60
• 229910052757 nitrogen Inorganic materials 0.000 claims description 42
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 38
• 229910052736 halogen Inorganic materials 0.000 claims description 35
• 150000002367 halogens Chemical class 0.000 claims description 35
• 125000005842 heteroatom Chemical group 0.000 claims description 35
• 150000003839 salts Chemical class 0.000 claims description 35
• 239000012453 solvate Substances 0.000 claims description 34
• 125000001072 heteroaryl group Chemical group 0.000 claims description 29
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 28
• 229910052739 hydrogen Inorganic materials 0.000 claims description 25
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 24
• 239000001301 oxygen Chemical group 0.000 claims description 24
• 229910052760 oxygen Inorganic materials 0.000 claims description 24
• 206010028980 Neoplasm Diseases 0.000 claims description 22
• 125000003226 pyrazolyl group Chemical group 0.000 claims description 21
• 125000004076 pyridyl group Chemical group 0.000 claims description 19
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 18
• 238000006243 chemical reaction Methods 0.000 claims description 17
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 16
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• 239000001257 hydrogen Substances 0.000 claims description 15
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
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• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
• 125000000168 pyrrolyl group Chemical group 0.000 claims description 13
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• 229910052794 bromium Inorganic materials 0.000 claims description 12
• 201000011510 cancer Diseases 0.000 claims description 12
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• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 8
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 8
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• 125000000623 heterocyclic group Chemical group 0.000 claims description 7
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• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
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• SEAKSDGLKVVECV-UHFFFAOYSA-N 5-chloro-4-n-(5-methyl-1h-pyrazol-3-yl)-2-n-[(3-phenyl-1,2-oxazol-5-yl)methyl]pyrimidine-2,4-diamine Chemical compound N1C(C)=CC(NC=2C(=CN=C(NCC=3ON=C(C=3)C=3C=CC=CC=3)N=2)Cl)=N1 SEAKSDGLKVVECV-UHFFFAOYSA-N 0.000 claims description 2
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 2
• 125000005843 halogen group Chemical group 0.000 claims description 2
• 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 2
• UCFFGYASXIPWPD-UHFFFAOYSA-N methyl hypochlorite Chemical compound COCl UCFFGYASXIPWPD-UHFFFAOYSA-N 0.000 claims description 2
• 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
• SMBZJSVIKJMSFP-UHFFFAOYSA-N trifluoromethyl hypofluorite Chemical compound FOC(F)(F)F SMBZJSVIKJMSFP-UHFFFAOYSA-N 0.000 claims description 2
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