ZA200505492B - 2-Aminocarbonyl-quinoline compounds as platelet adenosine diphosphate receptor antagonists - Google Patents

Info

Publication number

ZA200505492B

ZA200505492B ZA200505492A ZA200505492A ZA200505492B ZA 200505492 B ZA200505492 B ZA 200505492B ZA 200505492 A ZA200505492 A ZA 200505492A ZA 200505492 A ZA200505492 A ZA 200505492A ZA 200505492 B ZA200505492 B ZA 200505492B

Authority

ZA

South Africa

Prior art keywords

alkyl

hydrogen

carboxy

aralkyl

piperazin

Prior art date

2002-12-11

Links

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• Global Dossier
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• 239000000719 purinergic P2Y receptor antagonist Substances 0.000 title description 2
• ZEXKKIXCRDTKBF-UHFFFAOYSA-N quinoline-2-carboxamide Chemical class C1=CC=CC2=NC(C(=O)N)=CC=C21 ZEXKKIXCRDTKBF-UHFFFAOYSA-N 0.000 title description 2
• -1 aralkoxycarbonyl Chemical group 0.000 claims description 339
• 150000001875 compounds Chemical class 0.000 claims description 300
• 229910052739 hydrogen Inorganic materials 0.000 claims description 214
• 239000001257 hydrogen Substances 0.000 claims description 214
• 125000000217 alkyl group Chemical group 0.000 claims description 206
• 150000002431 hydrogen Chemical class 0.000 claims description 176
• DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims description 163
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 125
• 125000001188 haloalkyl group Chemical group 0.000 claims description 119
• ZTQNUTNKGQGWCM-UHFFFAOYSA-N 2-methoxyquinoline Chemical compound C1=CC=CC2=NC(OC)=CC=C21 ZTQNUTNKGQGWCM-UHFFFAOYSA-N 0.000 claims description 102
• 125000005843 halogen group Chemical group 0.000 claims description 88
• 125000003118 aryl group Chemical group 0.000 claims description 83
• 125000001424 substituent group Chemical group 0.000 claims description 81
• 125000004181 carboxyalkyl group Chemical group 0.000 claims description 74
• 239000000203 mixture Substances 0.000 claims description 73
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 67
• 238000000034 method Methods 0.000 claims description 56
• 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims description 54
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 52
• 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 43
• 150000003839 salts Chemical class 0.000 claims description 43
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 37
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 37
• IDPWXVBDDIYDKT-UHFFFAOYSA-N 2-phenoxyquinoline Chemical compound C=1C=C2C=CC=CC2=NC=1OC1=CC=CC=C1 IDPWXVBDDIYDKT-UHFFFAOYSA-N 0.000 claims description 34
• 125000002947 alkylene group Chemical group 0.000 claims description 34
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• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 17
• 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims description 16
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• 239000000126 substance Substances 0.000 claims description 15
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• 229910052757 nitrogen Inorganic materials 0.000 claims description 11
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• 125000004104 aryloxy group Chemical group 0.000 claims description 10
• 238000011282 treatment Methods 0.000 claims description 10
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• 125000004688 alkyl sulfonyl alkyl group Chemical group 0.000 claims description 8
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• 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 6
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
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