NO332182B1 - 2-alkynyl- og 2-alkenyl-pyrazolo-[4,3-e]-1,2,4-triazolo-[1,5-c]-pyrimidin-adenosin A2a-reseptorantagonist, anvendelse derav for fremstilling av et medikament, og farmasoytisk preparat omfattende forbindelsen - Google Patents

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Publication number

NO332182B1

NO332182B1 NO20055510A NO20055510A NO332182B1 NO 332182 B1 NO332182 B1 NO 332182B1 NO 20055510 A NO20055510 A NO 20055510A NO 20055510 A NO20055510 A NO 20055510A NO 332182 B1 NO332182 B1 NO 332182B1

Authority

NO

Norway

Prior art keywords

alkyl

mmol

preparation

mixture

product

Prior art date

2003-04-23

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• 229940079593 drug Drugs 0.000 title claims description 11
• 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
• 229940123702 Adenosine A2a receptor antagonist Drugs 0.000 title description 6
• 239000002467 adenosine A2a receptor antagonist Substances 0.000 title description 6
• FNHJSSXOOHVRQK-MCDZGGTQSA-N (2r,3r,4s,5r)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;pyrimidine Chemical compound C1=CN=CN=C1.C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O FNHJSSXOOHVRQK-MCDZGGTQSA-N 0.000 title 1
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 70
• 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 41
• 125000003545 alkoxy group Chemical group 0.000 claims abstract description 35
• 150000003839 salts Chemical class 0.000 claims abstract description 31
• 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 24
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• 125000004432 carbon atom Chemical group C* 0.000 claims description 33
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• 125000001424 substituent group Chemical group 0.000 claims description 26
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• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 18
• 125000005843 halogen group Chemical group 0.000 claims description 18
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• 125000002971 oxazolyl group Chemical group 0.000 claims description 2
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• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 2
• FTNJQNQLEGKTGD-UHFFFAOYSA-N 1,3-benzodioxole Chemical compound C1=CC=C2OCOC2=C1 FTNJQNQLEGKTGD-UHFFFAOYSA-N 0.000 claims 2
• HBEDSQVIWPRPAY-UHFFFAOYSA-N 2,3-dihydrobenzofuran Chemical compound C1=CC=C2OCCC2=C1 HBEDSQVIWPRPAY-UHFFFAOYSA-N 0.000 claims 2
• IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims 2
• JPOCLLWOEPSXFP-UHFFFAOYSA-N 3h-1,2$l^{4}-benzoxathiole 2-oxide Chemical compound C1=CC=C2OS(=O)CC2=C1 JPOCLLWOEPSXFP-UHFFFAOYSA-N 0.000 claims 1
• GAMYYCRTACQSBR-UHFFFAOYSA-N 4-azabenzimidazole Chemical compound C1=CC=C2NC=NC2=N1 GAMYYCRTACQSBR-UHFFFAOYSA-N 0.000 claims 1
• 208000015114 central nervous system disease Diseases 0.000 claims 1
• VZWXIQHBIQLMPN-UHFFFAOYSA-N chromane Chemical compound C1=CC=C2CCCOC2=C1 VZWXIQHBIQLMPN-UHFFFAOYSA-N 0.000 claims 1
• PQNFLJBBNBOBRQ-UHFFFAOYSA-N indane Chemical compound C1=CC=C2CCCC2=C1 PQNFLJBBNBOBRQ-UHFFFAOYSA-N 0.000 claims 1
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract description 9
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• 125000001475 halogen functional group Chemical group 0.000 abstract 1
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• UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 abstract 1
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