HRP980519A2 - New 5-ring heterocycles, their preparation and use, and pharmaceutical preparations containing them - Google Patents

Info

Publication number

HRP980519A2

HRP980519A2 HR19741873.2A HRP980519A HRP980519A2 HR P980519 A2 HRP980519 A2 HR P980519A2 HR P980519 A HRP980519 A HR P980519A HR P980519 A2 HRP980519 A2 HR P980519A2

Authority

HR

Croatia

Prior art keywords

alkyl

aryl

optionally substituted

residue

cycloalkyl

Prior art date

1997-09-23

Links

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• 125000000623 heterocyclic group Chemical group 0.000 title claims description 24
• 239000000825 pharmaceutical preparation Substances 0.000 title claims description 9
• 238000002360 preparation method Methods 0.000 title description 5
• 150000001875 compounds Chemical class 0.000 claims abstract description 134
• 150000003839 salts Chemical class 0.000 claims abstract description 52
• 239000000203 mixture Substances 0.000 claims abstract description 31
• -1 heteroaryl radical Chemical class 0.000 claims description 189
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 73
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 65
• 125000003118 aryl group Chemical group 0.000 claims description 57
• 125000001072 heteroaryl group Chemical group 0.000 claims description 53
• 108010008212 Integrin alpha4beta1 Proteins 0.000 claims description 49
• 229910052757 nitrogen Inorganic materials 0.000 claims description 47
• 239000001257 hydrogen Substances 0.000 claims description 45
• 229910052739 hydrogen Inorganic materials 0.000 claims description 45
• 125000005842 heteroatom Chemical group 0.000 claims description 36
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 35
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 35
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 31
• 125000001841 imino group Chemical group [H]N=* 0.000 claims description 31
• 229920006395 saturated elastomer Polymers 0.000 claims description 30
• 229910052760 oxygen Inorganic materials 0.000 claims description 27
• 239000001301 oxygen Substances 0.000 claims description 27
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 27
• 210000000265 leukocyte Anatomy 0.000 claims description 25
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 23
• 150000005840 aryl radicals Chemical class 0.000 claims description 23
• 125000001424 substituent group Chemical group 0.000 claims description 23
• 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 22
• 238000011321 prophylaxis Methods 0.000 claims description 22
• 229910052717 sulfur Inorganic materials 0.000 claims description 22
• 239000011593 sulfur Substances 0.000 claims description 22
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 21
• 125000002619 bicyclic group Chemical group 0.000 claims description 20
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 17
• 125000004432 carbon atom Chemical group C* 0.000 claims description 17
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 17
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• 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 9
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• 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 7
• 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims description 7
• 125000003275 alpha amino acid group Chemical group 0.000 claims description 7
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• 125000003670 adamantan-2-yl group Chemical group [H]C1([H])C(C2([H])[H])([H])C([H])([H])C3([H])C([*])([H])C1([H])C([H])([H])C2([H])C3([H])[H] 0.000 claims description 4
• 230000007815 allergy Effects 0.000 claims description 4
• ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 claims description 4
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• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
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• 238000002054 transplantation Methods 0.000 claims description 3
• 229910052721 tungsten Inorganic materials 0.000 claims description 3
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• 125000006713 (C5-C10) cycloalkyl group Chemical group 0.000 claims description 2
• SYTBZMRGLBWNTM-SNVBAGLBSA-N (R)-flurbiprofen Chemical compound FC1=CC([C@H](C(O)=O)C)=CC=C1C1=CC=CC=C1 SYTBZMRGLBWNTM-SNVBAGLBSA-N 0.000 claims description 2
• 125000005974 C6-C14 arylcarbonyl group Chemical group 0.000 claims description 2
• 208000024172 Cardiovascular disease Diseases 0.000 claims description 2
• CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 2
• 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 2
• 210000003169 central nervous system Anatomy 0.000 claims description 2
• PPVUCLAYECHOQZ-UHFFFAOYSA-N imidazolidine-4,5-dione Chemical group O=C1NCNC1=O PPVUCLAYECHOQZ-UHFFFAOYSA-N 0.000 claims description 2
• HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 claims description 2
• 208000037803 restenosis Diseases 0.000 claims description 2
• 102220009232 rs111430410 Human genes 0.000 claims description 2
• 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 claims description 2
• 125000004356 hydroxy functional group Chemical group O* 0.000 claims 6
• 150000002431 hydrogen Chemical class 0.000 claims 2
• 230000003187 abdominal effect Effects 0.000 claims 1
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• 125000002373 5 membered heterocyclic group Chemical group 0.000 abstract 1
• 150000002391 heterocyclic compounds Chemical class 0.000 abstract 1
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