IL170290A - Pyridyloxymethyl and benzisoxazole azabicyclic derivatives - Google Patents

Info

Publication number

IL170290A

IL170290A IL170290A IL17029005A IL170290A IL 170290 A IL170290 A IL 170290A IL 170290 A IL170290 A IL 170290A IL 17029005 A IL17029005 A IL 17029005A IL 170290 A IL170290 A IL 170290A

Authority

IL

Israel

Prior art keywords

pyridin

pyrido

benzo

octahydro

isoxazol

Prior art date

2003-03-12

Links

• Espacenet
• Global Dossier
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• KTZQTRPPVKQPFO-UHFFFAOYSA-N 1,2-benzoxazole Chemical compound C1=CC=C2C=NOC2=C1 KTZQTRPPVKQPFO-UHFFFAOYSA-N 0.000 title description 3
• 150000001875 compounds Chemical class 0.000 claims description 239
• 150000003839 salts Chemical class 0.000 claims description 56
• -1 5-fluoro-benzo[d]isoxazol-3-yl Chemical group 0.000 claims description 40
• 125000000217 alkyl group Chemical group 0.000 claims description 35
• 125000004284 isoxazol-3-yl group Chemical group [H]C1=C([H])C(*)=NO1 0.000 claims description 35
• 229910052739 hydrogen Inorganic materials 0.000 claims description 33
• 239000000203 mixture Substances 0.000 claims description 33
• 239000001257 hydrogen Substances 0.000 claims description 29
• 229910052757 nitrogen Inorganic materials 0.000 claims description 29
• GXWNSJYVSIJRLS-UHFFFAOYSA-N 6-bromo-8-methylimidazo[1,2-a]pyrazine Chemical compound CC1=NC(Br)=CN2C=CN=C12 GXWNSJYVSIJRLS-UHFFFAOYSA-N 0.000 claims description 25
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 21
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• 239000012453 solvate Substances 0.000 claims description 18
• 229910052736 halogen Inorganic materials 0.000 claims description 17
• 206010012289 Dementia Diseases 0.000 claims description 16
• 125000003545 alkoxy group Chemical group 0.000 claims description 16
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 16
• 239000001301 oxygen Substances 0.000 claims description 16
• ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 claims description 14
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 14
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 13
• 150000002367 halogens Chemical class 0.000 claims description 12
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 12
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• KWTSXDURSIMDCE-QMMMGPOBSA-N (S)-amphetamine Chemical compound C[C@H](N)CC1=CC=CC=C1 KWTSXDURSIMDCE-QMMMGPOBSA-N 0.000 claims description 8
• DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 claims description 8
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• JTJMJGYZQZDUJJ-UHFFFAOYSA-N phencyclidine Chemical compound C1CCCCN1C1(C=2C=CC=CC=2)CCCCC1 JTJMJGYZQZDUJJ-UHFFFAOYSA-N 0.000 claims description 3
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• 125000004435 hydrogen atom Chemical group [H]* 0.000 description 25
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 22
• 229940098779 methanesulfonic acid Drugs 0.000 description 22
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• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 21
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• SKCNYHLTRZIINA-UHFFFAOYSA-N 2-chloro-5-(chloromethyl)pyridine Chemical compound ClCC1=CC=C(Cl)N=C1 SKCNYHLTRZIINA-UHFFFAOYSA-N 0.000 description 19
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• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 17
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• VGKDLMBJGBXTGI-SJCJKPOMSA-N sertraline Chemical compound C1([C@@H]2CC[C@@H](C3=CC=CC=C32)NC)=CC=C(Cl)C(Cl)=C1 VGKDLMBJGBXTGI-SJCJKPOMSA-N 0.000 description 16
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