NZ528345A - Dihydro-benzo[b][1,4]diazepin-2-one derivatives as mGluR2 antagonists I - Google Patents

Info

Publication number

NZ528345A

NZ528345A NZ528345A NZ52834502A NZ528345A NZ 528345 A NZ528345 A NZ 528345A NZ 528345 A NZ528345 A NZ 528345A NZ 52834502 A NZ52834502 A NZ 52834502A NZ 528345 A NZ528345 A NZ 528345A

Authority

NZ

New Zealand

Prior art keywords

phenyl

diazepin

dihydro

benzo

oxo

Prior art date

2001-04-12

Links

• Espacenet
• Global Dossier
• Discuss

• AZIZBYRGIGKTLW-UHFFFAOYSA-N 1,4-diazepin-2-one Chemical class O=C1C=NC=CC=N1 AZIZBYRGIGKTLW-UHFFFAOYSA-N 0.000 title claims abstract description 11
• 102100036837 Metabotropic glutamate receptor 2 Human genes 0.000 title description 8
• 239000005557 antagonist Substances 0.000 title description 2
• 108010038421 metabotropic glutamate receptor 2 Proteins 0.000 title description 2
• 150000001875 compounds Chemical class 0.000 claims abstract description 373
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• 238000004519 manufacturing process Methods 0.000 claims abstract description 10
• 230000001154 acute effect Effects 0.000 claims abstract description 7
• 230000001684 chronic effect Effects 0.000 claims abstract description 7
• 230000002265 prevention Effects 0.000 claims abstract description 7
• 208000012902 Nervous system disease Diseases 0.000 claims abstract description 6
• 208000025966 Neurological disease Diseases 0.000 claims abstract description 6
• 208000028017 Psychotic disease Diseases 0.000 claims abstract description 6
• 208000026139 Memory disease Diseases 0.000 claims abstract description 5
• 208000010877 cognitive disease Diseases 0.000 claims abstract description 5
• 201000000980 schizophrenia Diseases 0.000 claims abstract description 5
• 125000001424 substituent group Chemical group 0.000 claims abstract description 5
• 208000024827 Alzheimer disease Diseases 0.000 claims abstract description 4
• 238000000034 method Methods 0.000 claims description 365
• 239000000203 mixture Substances 0.000 claims description 105
• -1 pyrrol-l-yl Chemical group 0.000 claims description 69
• 125000000217 alkyl group Chemical group 0.000 claims description 53
• 125000003545 alkoxy group Chemical group 0.000 claims description 45
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• HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 claims description 8
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 8
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
• 125000003277 amino group Chemical group 0.000 claims description 6
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• GBXAMFNGEMDBKL-UHFFFAOYSA-N 8-pyrrol-1-yl-4-[3-(triazol-1-yl)phenyl]-1,3-dihydro-1,5-benzodiazepin-2-one Chemical compound C1=C2NC(=O)CC(C=3C=C(C=CC=3)N3N=NC=C3)=NC2=CC=C1N1C=CC=C1 GBXAMFNGEMDBKL-UHFFFAOYSA-N 0.000 claims description 2
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• 125000005843 halogen group Chemical group 0.000 claims 4
• WMLMNBINHLZFDW-UHFFFAOYSA-N 4-[3-[5-[(cyclopropylamino)methyl]triazol-1-yl]phenyl]-7-methyl-8-(trifluoromethyl)-1,3-dihydro-1,5-benzodiazepin-2-one Chemical compound C1C(=O)NC=2C=C(C(F)(F)F)C(C)=CC=2N=C1C(C=1)=CC=CC=1N1N=NC=C1CNC1CC1 WMLMNBINHLZFDW-UHFFFAOYSA-N 0.000 claims 1
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• PKZVAKSSIZASBZ-UHFFFAOYSA-N 7-chloro-4-[3-[5-[(cyclopropylamino)methyl]triazol-1-yl]phenyl]-8-(trifluoromethyl)-1,3-dihydro-1,5-benzodiazepin-2-one Chemical compound N=1C=2C=C(Cl)C(C(F)(F)F)=CC=2NC(=O)CC=1C(C=1)=CC=CC=1N1N=NC=C1CNC1CC1 PKZVAKSSIZASBZ-UHFFFAOYSA-N 0.000 claims 1
• WFXKACQZIFJPSC-UHFFFAOYSA-N 8-(trifluoromethyl)-1,3-dihydro-1,5-benzodiazepin-2-one Chemical compound N1=CCC(=O)NC2=CC(C(F)(F)F)=CC=C21 WFXKACQZIFJPSC-UHFFFAOYSA-N 0.000 claims 1
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• 239000002245 particle Substances 0.000 claims 1
• 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 1
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