RU2422444C2 - Полициклические средства для лечения респираторно-синцитиальных вирусных инфекций - Google Patents

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Publication number

RU2422444C2

RU2422444C2 RU2006126663/04A RU2006126663A RU2422444C2 RU 2422444 C2 RU2422444 C2 RU 2422444C2 RU 2006126663/04 A RU2006126663/04 A RU 2006126663/04A RU 2006126663 A RU2006126663 A RU 2006126663A RU 2422444 C2 RU2422444 C2 RU 2422444C2

Authority

RU

Russia

Prior art keywords

chlorophenyl

isoindol

tetrahydroimidazo

tetrahydro

carbonyl

Prior art date

2003-12-24

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• 125000003367 polycyclic group Chemical group 0.000 title description 4
• 206010038717 Respiratory syncytial viral infections Diseases 0.000 title description 2
• 150000001875 compounds Chemical class 0.000 claims abstract description 224
• 241000700605 Viruses Species 0.000 claims abstract description 35
• 208000015181 infectious disease Diseases 0.000 claims abstract description 16
• 239000003814 drug Substances 0.000 claims abstract description 13
• 125000000217 alkyl group Chemical group 0.000 claims description 148
• -1 nitro, amino Chemical group 0.000 claims description 134
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 80
• 125000003118 aryl group Chemical group 0.000 claims description 78
• 238000000034 method Methods 0.000 claims description 70
• 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 66
• 150000003839 salts Chemical class 0.000 claims description 65
• 125000000623 heterocyclic group Chemical group 0.000 claims description 64
• 229910052736 halogen Inorganic materials 0.000 claims description 52
• 150000002367 halogens Chemical class 0.000 claims description 50
• 125000001424 substituent group Chemical group 0.000 claims description 43
• 150000001204 N-oxides Chemical class 0.000 claims description 36
• 229910052739 hydrogen Inorganic materials 0.000 claims description 34
• 239000001257 hydrogen Substances 0.000 claims description 30
• 125000003545 alkoxy group Chemical group 0.000 claims description 26
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 26
• 238000002360 preparation method Methods 0.000 claims description 26
• 238000011282 treatment Methods 0.000 claims description 25
• 125000004076 pyridyl group Chemical group 0.000 claims description 22
• 125000003342 alkenyl group Chemical group 0.000 claims description 20
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 20
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 18
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 17
• 125000001072 heteroaryl group Chemical group 0.000 claims description 17
• 241000725643 Respiratory syncytial virus Species 0.000 claims description 16
• 125000004429 atom Chemical group 0.000 claims description 16
• 229910052757 nitrogen Inorganic materials 0.000 claims description 15
• 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 13
• 125000002541 furyl group Chemical group 0.000 claims description 13
• 229910052760 oxygen Inorganic materials 0.000 claims description 13
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 12
• 229910052799 carbon Inorganic materials 0.000 claims description 11
• 125000000392 cycloalkenyl group Chemical group 0.000 claims description 11
• WEVYAHXRMPXWCK-UHFFFAOYSA-N methyl cyanide Natural products CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 11
• 241000124008 Mammalia Species 0.000 claims description 10
• 125000005037 alkyl phenyl group Chemical group 0.000 claims description 10
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 10
• 125000003226 pyrazolyl group Chemical group 0.000 claims description 10
• 125000002098 pyridazinyl group Chemical group 0.000 claims description 10
• 125000000714 pyrimidinyl group Chemical group 0.000 claims description 10
• 125000001544 thienyl group Chemical group 0.000 claims description 10
• 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 9
• 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 9
• 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 9
• 239000002253 acid Substances 0.000 claims description 9
• 125000001786 isothiazolyl group Chemical group 0.000 claims description 8
• 125000000842 isoxazolyl group Chemical group 0.000 claims description 8
• 125000002971 oxazolyl group Chemical group 0.000 claims description 8
• 229910052717 sulfur Inorganic materials 0.000 claims description 8
• 125000000335 thiazolyl group Chemical group 0.000 claims description 8
• 125000004520 1,3,4-thiadiazolyl group Chemical group 0.000 claims description 7
• 239000003937 drug carrier Substances 0.000 claims description 7
• 230000004927 fusion Effects 0.000 claims description 7
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
• 239000008194 pharmaceutical composition Substances 0.000 claims description 7
• 125000003373 pyrazinyl group Chemical group 0.000 claims description 7
• 125000000168 pyrrolyl group Chemical group 0.000 claims description 7
• 125000002618 bicyclic heterocycle group Chemical group 0.000 claims description 6
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
• 125000001624 naphthyl group Chemical group 0.000 claims description 6
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
• 125000006619 (C1-C6) dialkylamino group Chemical group 0.000 claims description 5
• YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 5
• HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 5
• 125000005842 heteroatom Chemical group 0.000 claims description 5
• 125000002883 imidazolyl group Chemical group 0.000 claims description 5
• 230000002401 inhibitory effect Effects 0.000 claims description 5
• 125000002911 monocyclic heterocycle group Chemical group 0.000 claims description 5
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 5
• 125000001425 triazolyl group Chemical group 0.000 claims description 5
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
• 125000001399 1,2,3-triazolyl group Chemical group N1N=NC(=C1)* 0.000 claims description 4
• 125000004504 1,2,4-oxadiazolyl group Chemical group 0.000 claims description 4
• 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 4
• 125000001041 indolyl group Chemical group 0.000 claims description 4
• 125000000904 isoindolyl group Chemical group C=1(NC=C2C=CC=CC12)* 0.000 claims description 4
• 238000004519 manufacturing process Methods 0.000 claims description 4
• 125000002757 morpholinyl group Chemical group 0.000 claims description 4
• 125000003386 piperidinyl group Chemical group 0.000 claims description 4
• 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 4
• 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 4
• 125000003831 tetrazolyl group Chemical group 0.000 claims description 4
• 125000001113 thiadiazolyl group Chemical group 0.000 claims description 4
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 3
• JEHUZVBIUCAMRZ-UHFFFAOYSA-N 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate Chemical compound O1P(O)(=O)OC2=CC=C(C=CC=C3)C3=C2C2=C1C=CC1=CC=CC=C21 JEHUZVBIUCAMRZ-UHFFFAOYSA-N 0.000 claims description 3
• 125000004511 1,2,3-thiadiazolyl group Chemical group 0.000 claims description 3
• 125000005940 1,4-dioxanyl group Chemical group 0.000 claims description 3
• 241000711920 Human orthopneumovirus Species 0.000 claims description 3
• 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims description 3
• 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 3
• 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims description 3
• 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims description 3
• 125000005518 carboxamido group Chemical group 0.000 claims description 3
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
• 125000003838 furazanyl group Chemical group 0.000 claims description 3
• 125000002636 imidazolinyl group Chemical group 0.000 claims description 3
• 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims description 3
• 125000001715 oxadiazolyl group Chemical group 0.000 claims description 3
• 125000004193 piperazinyl group Chemical group 0.000 claims description 3
• 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 claims description 3
• 125000003072 pyrazolidinyl group Chemical group 0.000 claims description 3
• 125000002755 pyrazolinyl group Chemical group 0.000 claims description 3
• PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical group [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 claims description 3
• 125000004568 thiomorpholinyl group Chemical group 0.000 claims description 3
• 125000004306 triazinyl group Chemical group 0.000 claims description 3
• 125000001462 1-pyrrolyl group Chemical group [*]N1C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
• 125000003282 alkyl amino group Chemical group 0.000 claims description 2
• SOWOYMBNJVLWGP-UHFFFAOYSA-N isoindol-5-one Chemical compound O=C1C=CC2=CN=CC2=C1 SOWOYMBNJVLWGP-UHFFFAOYSA-N 0.000 claims 14
• 150000002431 hydrogen Chemical class 0.000 claims 8
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 7
• 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 2
• 125000004860 4-ethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])C([H])([H])[H] 0.000 claims 2
• 125000004176 4-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1F)C([H])([H])* 0.000 claims 2
• ZUANLADTAXEHIW-UHFFFAOYSA-N 9b-(4-chlorophenyl)-5-oxo-2,3-dihydroimidazo[2,1-a]isoindole-1-carboxylic acid Chemical compound OC(=O)N1CCN2C(=O)c3ccccc3C12c1ccc(Cl)cc1 ZUANLADTAXEHIW-UHFFFAOYSA-N 0.000 claims 2
• UHBGYFCCKRAEHA-UHFFFAOYSA-N P-toluamide Chemical compound CC1=CC=C(C(N)=O)C=C1 UHBGYFCCKRAEHA-UHFFFAOYSA-N 0.000 claims 2
• KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 2
• XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 2
• YNBADRVTZLEFNH-UHFFFAOYSA-N methyl nicotinate Chemical compound COC(=O)C1=CC=CN=C1 YNBADRVTZLEFNH-UHFFFAOYSA-N 0.000 claims 2
• AZCCTENOQRXVIN-UHFFFAOYSA-N n-benzyl-9b-(4-chlorophenyl)-5-oxo-2,3-dihydroimidazo[2,1-a]isoindole-1-carboxamide Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)NCC1=CC=CC=C1 AZCCTENOQRXVIN-UHFFFAOYSA-N 0.000 claims 2
• 150000003254 radicals Chemical class 0.000 claims 2
• TWYBPWDAOUDBGF-MZLICYQSSA-N (2s,3s)-2,3-diacetyloxy-4-[(9br)-9b-(4-chlorophenyl)-5-oxo-2,3-dihydroimidazo[2,1-a]isoindol-1-yl]-4-oxobutanoic acid Chemical compound C1([C@]23C4=CC=CC=C4C(=O)N3CCN2C(=O)[C@@H](OC(C)=O)[C@H](OC(=O)C)C(O)=O)=CC=C(Cl)C=C1 TWYBPWDAOUDBGF-MZLICYQSSA-N 0.000 claims 1
• TWYBPWDAOUDBGF-SKPFHBQLSA-N (2s,3s)-2,3-diacetyloxy-4-[(9bs)-9b-(4-chlorophenyl)-5-oxo-2,3-dihydroimidazo[2,1-a]isoindol-1-yl]-4-oxobutanoic acid Chemical compound C1([C@@]23C4=CC=CC=C4C(=O)N3CCN2C(=O)[C@@H](OC(C)=O)[C@H](OC(=O)C)C(O)=O)=CC=C(Cl)C=C1 TWYBPWDAOUDBGF-SKPFHBQLSA-N 0.000 claims 1
• HHGKBITWDIBRML-GFDSEFBSSA-N (4s)-4-benzyl-3-[4-[1-(4-fluorobenzoyl)-5-oxo-2,3-dihydroimidazo[2,1-a]isoindol-9b-yl]phenyl]-1,3-oxazolidin-2-one Chemical compound C1=CC(F)=CC=C1C(=O)N1C2(C=3C=CC(=CC=3)N3C(OC[C@@H]3CC=3C=CC=CC=3)=O)C3=CC=CC=C3C(=O)N2CC1 HHGKBITWDIBRML-GFDSEFBSSA-N 0.000 claims 1
• HKDFRDIIELOLTJ-UHFFFAOYSA-N 1,4-dithianyl Chemical group [CH]1CSCCS1 HKDFRDIIELOLTJ-UHFFFAOYSA-N 0.000 claims 1
• DNYNINOELLFZAY-UHFFFAOYSA-N 1-(1,3-benzodioxole-5-carbonyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(OCO2)C2=C1 DNYNINOELLFZAY-UHFFFAOYSA-N 0.000 claims 1
• UBEHPJVIGRYPTH-UHFFFAOYSA-N 1-(1,3-benzothiazol-2-yl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C12N(C=3SC4=CC=CC=C4N=3)CCN1C(=O)C1=CC=CC=C21 UBEHPJVIGRYPTH-UHFFFAOYSA-N 0.000 claims 1
• ROINWXQEKNGUBF-UHFFFAOYSA-N 1-(1-benzothiophene-3-carbonyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CSC2=CC=CC=C12 ROINWXQEKNGUBF-UHFFFAOYSA-N 0.000 claims 1
• RPFYBBYJSUVOKV-UHFFFAOYSA-N 1-(2,1-benzoxazole-3-carbonyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=C2C=CC=CC2=NO1 RPFYBBYJSUVOKV-UHFFFAOYSA-N 0.000 claims 1
• FOSDHBGVGNQGRP-UHFFFAOYSA-N 1-(2-benzylsulfanylacetyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CSCC1=CC=CC=C1 FOSDHBGVGNQGRP-UHFFFAOYSA-N 0.000 claims 1
• KAAXKGCLBNYJEE-UHFFFAOYSA-N 1-(2-chloroacetyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound ClCC(=O)N1CCN2C(=O)C3=CC=CC=C3C12C1=CC=C(Cl)C=C1 KAAXKGCLBNYJEE-UHFFFAOYSA-N 0.000 claims 1
• DSUCWLRJLKMJMA-UHFFFAOYSA-N 1-(3-bromothiophene-2-carbonyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=C(Br)C=CS1 DSUCWLRJLKMJMA-UHFFFAOYSA-N 0.000 claims 1
• SUUXEFDXGNFRNX-UHFFFAOYSA-N 1-(3-chloro-4-methylsulfonylthiophene-2-carbonyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound CS(=O)(=O)C1=CSC(C(=O)N2C3(C4=CN=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=C1Cl SUUXEFDXGNFRNX-UHFFFAOYSA-N 0.000 claims 1
• DTRANRWHFBETFU-UHFFFAOYSA-N 1-(3h-benzimidazole-5-carbonyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(N=CN2)C2=C1 DTRANRWHFBETFU-UHFFFAOYSA-N 0.000 claims 1
• FPGHGFYBDDDFHU-UHFFFAOYSA-N 1-(4-bromo-2,5-dimethylpyrazole-3-carbonyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound CC1=NN(C)C(C(=O)N2C3(C4=CN=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=C1Br FPGHGFYBDDDFHU-UHFFFAOYSA-N 0.000 claims 1
• DYNIEOMAHYOQKR-UHFFFAOYSA-N 1-(4-bromobenzoyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(Br)C=C1 DYNIEOMAHYOQKR-UHFFFAOYSA-N 0.000 claims 1
• SSGJRQZGISPVTM-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-(3-hydroxyphenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound OC1=CC=CC(C23N(CCN2C(=O)C=2C=CC(F)=CC=2)C(=O)C=2C3=CC=CC=2)=C1 SSGJRQZGISPVTM-UHFFFAOYSA-N 0.000 claims 1
• RQWVLGVQQQRIOB-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-(3-nitrophenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound [O-][N+](=O)C1=CC=CC(C23N(CCN2C(=O)C=2C=CC(F)=CC=2)C(=O)C=2C3=CC=CC=2)=C1 RQWVLGVQQQRIOB-UHFFFAOYSA-N 0.000 claims 1
• ZOMXSRLVPPLTSS-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-(4-fluorophenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(F)=CC=C1C(=O)N1C2(C=3C=CC(F)=CC=3)C3=CC=CC=C3C(=O)N2CC1 ZOMXSRLVPPLTSS-UHFFFAOYSA-N 0.000 claims 1
• VCPCQXYRFKIUFS-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-(4-hydroxyphenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(O)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)C=C1 VCPCQXYRFKIUFS-UHFFFAOYSA-N 0.000 claims 1
• VITWZUNQPKXICW-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-(4-methoxyphenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(OC)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)C=C1 VITWZUNQPKXICW-UHFFFAOYSA-N 0.000 claims 1
• JJPSYQJJXRJNJP-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-(4-methoxyphenyl)-2,3-dihydroimidazo[4,5]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(OC)=CC=C1C1(C2=CC=NC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)C=C1 JJPSYQJJXRJNJP-UHFFFAOYSA-N 0.000 claims 1
• GPCCRUJYYKBTCD-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-(4-methylphenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(C)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)C=C1 GPCCRUJYYKBTCD-UHFFFAOYSA-N 0.000 claims 1
• YMBGZMVIOKLNGJ-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-(4-methylphenyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(C)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)C=C1 YMBGZMVIOKLNGJ-UHFFFAOYSA-N 0.000 claims 1
• INGNFBUVSOGHTB-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-(4-methylphenyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-b]pyridazin-5-one Chemical compound C1=CC(C)=CC=C1C1(C2=CN=NC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)C=C1 INGNFBUVSOGHTB-UHFFFAOYSA-N 0.000 claims 1
• SNVFBIBOBJKXSG-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-(4-phenylmethoxyphenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(F)=CC=C1C(=O)N1C2(C=3C=CC(OCC=4C=CC=CC=4)=CC=3)C3=CC=CC=C3C(=O)N2CC1 SNVFBIBOBJKXSG-UHFFFAOYSA-N 0.000 claims 1
• RBAZJKVAAQXRJD-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-(4-propan-2-yloxyphenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(OC(C)C)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)C=C1 RBAZJKVAAQXRJD-UHFFFAOYSA-N 0.000 claims 1
• JXJCVKGEZPZRAF-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-(4-propan-2-ylphenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(C(C)C)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)C=C1 JXJCVKGEZPZRAF-UHFFFAOYSA-N 0.000 claims 1
• MFMJSQNVBXHQGX-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-(4-propoxyphenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(OCCC)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)C=C1 MFMJSQNVBXHQGX-UHFFFAOYSA-N 0.000 claims 1
• IVSNFHQAIYJSCL-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-(4-propylphenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(CCC)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)C=C1 IVSNFHQAIYJSCL-UHFFFAOYSA-N 0.000 claims 1
• MJSMDNBJTJKIDH-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-[3-(2-methoxyethoxy)phenyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound COCCOC1=CC=CC(C23N(CCN2C(=O)C=2C=CC(F)=CC=2)C(=O)C=2C3=CC=CC=2)=C1 MJSMDNBJTJKIDH-UHFFFAOYSA-N 0.000 claims 1
• APTPMDSGQCXOMV-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-[4-(2-methoxyethoxy)phenyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(OCCOC)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)C=C1 APTPMDSGQCXOMV-UHFFFAOYSA-N 0.000 claims 1
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• HDFGPNLXSSHIIH-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-[4-(3-methylbutoxy)phenyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(OCCC(C)C)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)C=C1 HDFGPNLXSSHIIH-UHFFFAOYSA-N 0.000 claims 1
• PFFSRDQJQMZPSH-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-[4-(4-methylphenyl)phenyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(C)=CC=C1C1=CC=C(C23N(CCN2C(=O)C=2C=CC(F)=CC=2)C(=O)C=2C3=CC=CC=2)C=C1 PFFSRDQJQMZPSH-UHFFFAOYSA-N 0.000 claims 1
• YBEUYEIWJYUZHN-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-[4-(trifluoromethyl)phenyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(F)=CC=C1C(=O)N1C2(C=3C=CC(=CC=3)C(F)(F)F)C3=CC=CC=C3C(=O)N2CC1 YBEUYEIWJYUZHN-UHFFFAOYSA-N 0.000 claims 1
• LPCSEEYLDGTVBU-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-[4-(trifluoromethyl)phenyl]-2,3-dihydroimidazo[4,5]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(F)=CC=C1C(=O)N1C2(C=3C=CC(=CC=3)C(F)(F)F)C3=CC=NC=C3C(=O)N2CC1 LPCSEEYLDGTVBU-UHFFFAOYSA-N 0.000 claims 1
• CCNNNCNYEOXXMF-UHFFFAOYSA-N 1-(4-fluorobenzoyl)-9b-phenyl-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(F)=CC=C1C(=O)N1C2(C=3C=CC=CC=3)C3=CC=CC=C3C(=O)N2CC1 CCNNNCNYEOXXMF-UHFFFAOYSA-N 0.000 claims 1
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• JQTKABJJRAEVNF-UHFFFAOYSA-N 1-(5-bromothiophene-2-carbonyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(Br)S1 JQTKABJJRAEVNF-UHFFFAOYSA-N 0.000 claims 1
• SKMPYELIJKSZGI-UHFFFAOYSA-N 1-(5-chloro-2-methylsulfanylpyrimidine-4-carbonyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound CSC1=NC=C(Cl)C(C(=O)N2C3(C4=CN=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=N1 SKMPYELIJKSZGI-UHFFFAOYSA-N 0.000 claims 1
• SRFZFZOKKWPWSO-UHFFFAOYSA-N 1-(5-chloro-4-methoxythiophene-3-carbonyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound COC1=C(Cl)SC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 SRFZFZOKKWPWSO-UHFFFAOYSA-N 0.000 claims 1
• YSBDDBCFUZRPII-UHFFFAOYSA-N 1-(5-tert-butyl-2-methylpyrazole-3-carbonyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound CN1N=C(C(C)(C)C)C=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 YSBDDBCFUZRPII-UHFFFAOYSA-N 0.000 claims 1
• WVQBBWDSEWDNKP-UHFFFAOYSA-N 1-(5-tert-butyl-2-phenylpyrazole-3-carbonyl)-9b-(4-chlorophenyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C=1C=CC=CC=1N1N=C(C(C)(C)C)C=C1C(=O)N1CCN2C(=O)C3=CC=NC=C3C12C1=CC=C(Cl)C=C1 WVQBBWDSEWDNKP-UHFFFAOYSA-N 0.000 claims 1
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• PUKGJJMEQLZLEW-UHFFFAOYSA-N 1-[2-(4-methoxyphenyl)acetyl]-9b-(4-propylphenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(CCC)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CC1=CC=C(OC)C=C1 PUKGJJMEQLZLEW-UHFFFAOYSA-N 0.000 claims 1
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• QDLIRWCTPXWMLZ-UHFFFAOYSA-N 1-[2-(4-methoxyphenyl)acetyl]-9b-[4-(trifluoromethyl)phenyl]-2,3-dihydroimidazo[4,5]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(OC)=CC=C1CC(=O)N1C2(C=3C=CC(=CC=3)C(F)(F)F)C3=CC=NC=C3C(=O)N2CC1 QDLIRWCTPXWMLZ-UHFFFAOYSA-N 0.000 claims 1
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• KHTQALGENZSLON-UHFFFAOYSA-N 1-[6-(2-aminoethylamino)pyridine-3-carbonyl]-9b-(4-chlorophenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=NC(NCCN)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 KHTQALGENZSLON-UHFFFAOYSA-N 0.000 claims 1
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• CSOSDDCLEKYCMS-UHFFFAOYSA-N 1-benzyl-10b-(4-methylphenyl)-3,4-dihydro-2h-pyrimido[2,1-a]isoindol-6-one Chemical compound C1=CC(C)=CC=C1C12N(CC=3C=CC=CC=3)CCCN1C(=O)C1=CC=CC=C21 CSOSDDCLEKYCMS-UHFFFAOYSA-N 0.000 claims 1
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• JELYIIDYKVSZNR-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(2-methylsulfonylacetyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound CS(=O)(=O)CC(=O)N1CCN2C(=O)C3=CC=CC=C3C12C1=CC=C(Cl)C=C1 JELYIIDYKVSZNR-UHFFFAOYSA-N 0.000 claims 1
• JWNQVZKDJUOMMB-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(2-pentylsulfanylpyridine-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound CCCCCSC1=NC=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 JWNQVZKDJUOMMB-UHFFFAOYSA-N 0.000 claims 1
• KIRKTYABFPLPKB-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(2-phenoxypyridine-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=CN=C1OC1=CC=CC=C1 KIRKTYABFPLPKB-UHFFFAOYSA-N 0.000 claims 1
• ABJRPQWLJPFGFA-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(2-phenyl-1,3-thiazole-4-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CSC(C=2C=CC=CC=2)=N1 ABJRPQWLJPFGFA-UHFFFAOYSA-N 0.000 claims 1
• CWOONLRNLUBPSH-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(2-phenylpyrazole-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=NN1C1=CC=CC=C1 CWOONLRNLUBPSH-UHFFFAOYSA-N 0.000 claims 1
• CMARCJHFOYHJHC-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(2-phenylsulfanylpyridine-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=CN=C1SC1=CC=CC=C1 CMARCJHFOYHJHC-UHFFFAOYSA-N 0.000 claims 1
• YKPVGUKGPZHVQR-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(2-pyridin-2-ylsulfanylacetyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CSC1=CC=CC=N1 YKPVGUKGPZHVQR-UHFFFAOYSA-N 0.000 claims 1
• DXGQCSMWSQDTTA-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(2-pyridin-3-yl-1,3-thiazole-4-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CSC(C=2C=NC=CC=2)=N1 DXGQCSMWSQDTTA-UHFFFAOYSA-N 0.000 claims 1
• XWDKWOKJXCIOIN-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(2-pyridin-4-yl-1,3-thiazole-4-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CSC(C=2C=CN=CC=2)=N1 XWDKWOKJXCIOIN-UHFFFAOYSA-N 0.000 claims 1
• HZVURDLSRYXGJX-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(2-pyrimidin-2-ylsulfanylacetyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CSC1=NC=CC=N1 HZVURDLSRYXGJX-UHFFFAOYSA-N 0.000 claims 1
• LXKNWTVSOPBCBN-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(2-thiophen-2-yl-1,3-thiazole-4-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CSC(C=2SC=CC=2)=N1 LXKNWTVSOPBCBN-UHFFFAOYSA-N 0.000 claims 1
• RJCXMNSXWCZPAE-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(3,3-diphenylpropanoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CC(C=1C=CC=CC=1)C1=CC=CC=C1 RJCXMNSXWCZPAE-UHFFFAOYSA-N 0.000 claims 1
• KVMWTBRKPQSFGB-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(3-chlorothiophene-2-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CSC(C(=O)N2C3(C4=CC=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=C1Cl KVMWTBRKPQSFGB-UHFFFAOYSA-N 0.000 claims 1
• QEVBJERGKYOJPL-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(3-chlorothiophene-2-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CSC(C(=O)N2C3(C4=CN=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=C1Cl QEVBJERGKYOJPL-UHFFFAOYSA-N 0.000 claims 1
• RNBMKTYGEMIQFI-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(3-cyclohexylpropanoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CCC1CCCCC1 RNBMKTYGEMIQFI-UHFFFAOYSA-N 0.000 claims 1
• VIMNPCHETXCBBK-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(3-ethoxythiophene-2-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CSC(C(=O)N2C3(C4=CC=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=C1OCC VIMNPCHETXCBBK-UHFFFAOYSA-N 0.000 claims 1
• AXCKMACWWJIUJE-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(3-ethoxythiophene-2-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CSC(C(=O)N2C3(C4=CN=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=C1OCC AXCKMACWWJIUJE-UHFFFAOYSA-N 0.000 claims 1
• YRDFYMOSCGSBBP-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(3-phenoxypropanoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CCOC1=CC=CC=C1 YRDFYMOSCGSBBP-UHFFFAOYSA-N 0.000 claims 1
• JFJOYEFGSMUQEH-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(3-phenyl-1,2-oxazole-5-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC(C=2C=CC=CC=2)=NO1 JFJOYEFGSMUQEH-UHFFFAOYSA-N 0.000 claims 1
• UPXRZNYQULKHOQ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4,5,6,7-tetrahydro-1,2-benzoxazole-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=NOC2=C1CCCC2 UPXRZNYQULKHOQ-UHFFFAOYSA-N 0.000 claims 1
• MZBMTQVSHUSIOC-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4,5-dichloro-1,2-thiazole-3-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound ClC1=C(Cl)SN=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 MZBMTQVSHUSIOC-UHFFFAOYSA-N 0.000 claims 1
• OZIZUHSAYWACHK-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4,5-dichloro-1,2-thiazole-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound ClC1=C(Cl)SN=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 OZIZUHSAYWACHK-UHFFFAOYSA-N 0.000 claims 1
• OUMPVYXJFMPBRI-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4,5-dimethylfuran-2-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound O1C(C)=C(C)C=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 OUMPVYXJFMPBRI-UHFFFAOYSA-N 0.000 claims 1
• HHLMCSYXJNMKST-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-fluorobenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(F)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 HHLMCSYXJNMKST-UHFFFAOYSA-N 0.000 claims 1
• GZBWENPHBOHHSG-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-fluorobenzoyl)-2,3-dihydroimidazo[4,5]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(F)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=NC=C3C(=O)N2CC1 GZBWENPHBOHHSG-UHFFFAOYSA-N 0.000 claims 1
• IAIGFORPYOIBOB-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-fluorobenzoyl)-2,3-dihydroimidazo[4,5]pyrrolo[1,2-b]pyridin-5-one Chemical compound C1=CC(F)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CN=C3C(=O)N2CC1 IAIGFORPYOIBOB-UHFFFAOYSA-N 0.000 claims 1
• BSDIOOGSAAJMSR-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-fluorobenzoyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(F)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 BSDIOOGSAAJMSR-UHFFFAOYSA-N 0.000 claims 1
• QDBUVWPWAFMVPE-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-fluorobenzoyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-b]pyridazin-5-one Chemical compound C1=CC(F)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=NC=C3C(=O)N2CC1 QDBUVWPWAFMVPE-UHFFFAOYSA-N 0.000 claims 1
• XYLQYEMLBGULBO-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-fluorobenzoyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-b]pyridin-5-one Chemical compound C1=CC(F)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=NC=CC=C3C(=O)N2CC1 XYLQYEMLBGULBO-UHFFFAOYSA-N 0.000 claims 1
• GJARZMDFHSUGSN-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-fluorobenzoyl)-8-(4-methylphenyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(C)=CC=C1C1=CC=C(C(=O)N2C3(N(C(=O)C=4C=CC(F)=CC=4)CC2)C=2C=CC(Cl)=CC=2)C3=C1 GJARZMDFHSUGSN-UHFFFAOYSA-N 0.000 claims 1
• ABERSUHLMMIELB-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-fluorobenzoyl)-8-pyridin-4-yl-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(F)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC(C=4C=CN=CC=4)=CC=C3C(=O)N2CC1 ABERSUHLMMIELB-UHFFFAOYSA-N 0.000 claims 1
• JMRRFJSDDQYBAI-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-iodobenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(I)C=C1 JMRRFJSDDQYBAI-UHFFFAOYSA-N 0.000 claims 1
• LYGSUKXHAHMWBC-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-methoxybenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(OC)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 LYGSUKXHAHMWBC-UHFFFAOYSA-N 0.000 claims 1
• GGMOAFDABZWTNP-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-methoxythiophene-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound COC1=CSC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 GGMOAFDABZWTNP-UHFFFAOYSA-N 0.000 claims 1
• LZPMARWDEQFVBJ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-methyl-1,2,5-oxadiazole-3-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound CC1=NON=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 LZPMARWDEQFVBJ-UHFFFAOYSA-N 0.000 claims 1
• VDUSWLGZSFKTGD-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-methyl-1,2,5-oxadiazole-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound CC1=NON=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 VDUSWLGZSFKTGD-UHFFFAOYSA-N 0.000 claims 1
• YDPPIMYWFDOFEF-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-methyl-2-pyrazin-2-yl-1,3-thiazole-5-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound CC=1N=C(C=2N=CC=NC=2)SC=1C(=O)N1CCN2C(=O)C3=CC=NC=C3C12C1=CC=C(Cl)C=C1 YDPPIMYWFDOFEF-UHFFFAOYSA-N 0.000 claims 1
• LLWSWVAOTKNDAZ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-methyl-2-pyridin-2-yl-1,3-thiazole-5-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound CC=1N=C(C=2N=CC=CC=2)SC=1C(=O)N1CCN2C(=O)C3=CC=NC=C3C12C1=CC=C(Cl)C=C1 LLWSWVAOTKNDAZ-UHFFFAOYSA-N 0.000 claims 1
• BTVYPYDQHWDNIF-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-methyl-2-pyridin-3-yl-1,3-thiazole-5-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound CC=1N=C(C=2C=NC=CC=2)SC=1C(=O)N1CCN2C(=O)C3=CC=NC=C3C12C1=CC=C(Cl)C=C1 BTVYPYDQHWDNIF-UHFFFAOYSA-N 0.000 claims 1
• RUSMLOMBGMHGKZ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-methyl-2-thiophen-2-yl-1,3-thiazole-5-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound CC=1N=C(C=2SC=CC=2)SC=1C(=O)N1CCN2C(=O)C3=CC=NC=C3C12C1=CC=C(Cl)C=C1 RUSMLOMBGMHGKZ-UHFFFAOYSA-N 0.000 claims 1
• XOCSVAZNXJAYRP-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-methylbenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(C)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 XOCSVAZNXJAYRP-UHFFFAOYSA-N 0.000 claims 1
• SCMPBCSGMJYORP-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-methylphenyl)sulfonyl-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(C)=CC=C1S(=O)(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 SCMPBCSGMJYORP-UHFFFAOYSA-N 0.000 claims 1
• MFXATIZNFIBGPX-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-methylphenyl)sulfonyl-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(C)=CC=C1S(=O)(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 MFXATIZNFIBGPX-UHFFFAOYSA-N 0.000 claims 1
• PINFDTHNZYJDMX-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-methylthiadiazole-5-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound N1=NSC(C(=O)N2C3(C4=CC=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=C1C PINFDTHNZYJDMX-UHFFFAOYSA-N 0.000 claims 1
• ZPHRRHXXRZVVCD-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(4-phenoxybenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C(C=C1)=CC=C1OC1=CC=CC=C1 ZPHRRHXXRZVVCD-UHFFFAOYSA-N 0.000 claims 1
• HYXNZZQWCMPUBN-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(5-methyl-1,2-oxazole-3-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound O1C(C)=CC(C(=O)N2C3(C4=CC=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=N1 HYXNZZQWCMPUBN-UHFFFAOYSA-N 0.000 claims 1
• LKPYDFYXQCKSFS-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(5-methyl-1,2-oxazole-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound O1C(C)=CC(C(=O)N2C3(C4=CN=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=N1 LKPYDFYXQCKSFS-UHFFFAOYSA-N 0.000 claims 1
• WBMJACVFQOZDEQ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(5-methyl-1h-pyrazole-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound N1C(C)=CC(C(=O)N2C3(C4=CN=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=N1 WBMJACVFQOZDEQ-UHFFFAOYSA-N 0.000 claims 1
• NIAOCMVLEHVOLQ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(5-methylsulfonylthiophene-2-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound S1C(S(=O)(=O)C)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 NIAOCMVLEHVOLQ-UHFFFAOYSA-N 0.000 claims 1
• RPWJGSYIFKPRCW-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(5-nitrothiophene-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound S1C([N+](=O)[O-])=CC(C(=O)N2C3(C4=CN=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=C1 RPWJGSYIFKPRCW-UHFFFAOYSA-N 0.000 claims 1
• RRFARGCKNVEZGP-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(5-phenyl-1,2-oxazole-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=NOC(C=2C=CC=CC=2)=C1 RRFARGCKNVEZGP-UHFFFAOYSA-N 0.000 claims 1
• PIDBLHBOLJSMTD-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(5-phenyl-1,3-oxazole-4-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=C(C=2C=CC=CC=2)OC=N1 PIDBLHBOLJSMTD-UHFFFAOYSA-N 0.000 claims 1
• YBDVXOONPNGZGQ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(5-phenylpentanoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CCCCC1=CC=CC=C1 YBDVXOONPNGZGQ-UHFFFAOYSA-N 0.000 claims 1
• BVZSVTWYWFPEQJ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(5-phenylthiophene-2-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(C=2C=CC=CC=2)S1 BVZSVTWYWFPEQJ-UHFFFAOYSA-N 0.000 claims 1
• BXFCFMDBOVNIJC-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(6-chloropyridazine-3-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(Cl)N=N1 BXFCFMDBOVNIJC-UHFFFAOYSA-N 0.000 claims 1
• RIFMPJWCSWRYLD-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(6-chloropyridazine-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(Cl)N=N1 RIFMPJWCSWRYLD-UHFFFAOYSA-N 0.000 claims 1
• CMPASGWYFDMGDF-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(6-chloropyridine-2-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=CC(Cl)=N1 CMPASGWYFDMGDF-UHFFFAOYSA-N 0.000 claims 1
• VKUVLQHVNBCZIR-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(6-chloropyridine-3-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(Cl)N=C1 VKUVLQHVNBCZIR-UHFFFAOYSA-N 0.000 claims 1
• JBQMOFULXNOEOX-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(6-fluoropyridine-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=NC(F)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 JBQMOFULXNOEOX-UHFFFAOYSA-N 0.000 claims 1
• UWWLTBVQLITXPR-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(6-morpholin-4-ylpyridine-3-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(N2CCOCC2)N=C1 UWWLTBVQLITXPR-UHFFFAOYSA-N 0.000 claims 1
• SRILGLGKYRAMGC-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(cyclobutanecarbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1CCC1 SRILGLGKYRAMGC-UHFFFAOYSA-N 0.000 claims 1
• DILKNXNQZMMRFL-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(cyclopropanecarbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1CC1 DILKNXNQZMMRFL-UHFFFAOYSA-N 0.000 claims 1
• YSMYXNDSJIZWSQ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(furan-2-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=CO1 YSMYXNDSJIZWSQ-UHFFFAOYSA-N 0.000 claims 1
• SARWHLXTINPDAZ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(furan-2-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=CO1 SARWHLXTINPDAZ-UHFFFAOYSA-N 0.000 claims 1
• SLQPYGULIULDGM-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(furan-2-ylmethyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1CC1=CC=CO1 SLQPYGULIULDGM-UHFFFAOYSA-N 0.000 claims 1
• VYAJCGLZCSOHJD-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(furan-2-ylmethyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1CC1=CC=CO1 VYAJCGLZCSOHJD-UHFFFAOYSA-N 0.000 claims 1
• JITCVZGAZCEFJW-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(furan-3-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=COC=C1 JITCVZGAZCEFJW-UHFFFAOYSA-N 0.000 claims 1
• XEVBUKWSTVBPQI-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(furan-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=COC=C1 XEVBUKWSTVBPQI-UHFFFAOYSA-N 0.000 claims 1
• PPQUUYQKSIOYKW-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(oxolane-3-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1COCC1 PPQUUYQKSIOYKW-UHFFFAOYSA-N 0.000 claims 1
• HUAWFQAOVHTVQL-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(pyridin-3-ylmethyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1CC1=CC=CN=C1 HUAWFQAOVHTVQL-UHFFFAOYSA-N 0.000 claims 1
• TTWIJRFTOMRLHU-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(pyridine-2-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=CC=N1 TTWIJRFTOMRLHU-UHFFFAOYSA-N 0.000 claims 1
• AWAOZYYFHOKALR-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(pyridine-3-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=CN=C1 AWAOZYYFHOKALR-UHFFFAOYSA-N 0.000 claims 1
• QZSZPSDRJPPZDZ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(pyridine-3-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=CN=C1 QZSZPSDRJPPZDZ-UHFFFAOYSA-N 0.000 claims 1
• HLAAPPDDPDZRKK-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(pyridine-4-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=NC=C1 HLAAPPDDPDZRKK-UHFFFAOYSA-N 0.000 claims 1
• RQSKGYKHDLHTES-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(quinoline-2-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(C=CC=C2)C2=N1 RQSKGYKHDLHTES-UHFFFAOYSA-N 0.000 claims 1
• AVVHSYZRBNOTQA-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(thiadiazole-4-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CSN=N1 AVVHSYZRBNOTQA-UHFFFAOYSA-N 0.000 claims 1
• PJMGQKMGMSEHKD-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(thiadiazole-4-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CSN=N1 PJMGQKMGMSEHKD-UHFFFAOYSA-N 0.000 claims 1
• WUQLGFFJFXMMHI-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(thiophene-2-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=CS1 WUQLGFFJFXMMHI-UHFFFAOYSA-N 0.000 claims 1
• PUXTVLSPFKWQGI-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(thiophene-2-carbonyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=CS1 PUXTVLSPFKWQGI-UHFFFAOYSA-N 0.000 claims 1
• WGRDKKUGWJUZHV-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-(thiophene-3-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CSC=C1 WGRDKKUGWJUZHV-UHFFFAOYSA-N 0.000 claims 1
• FCWWIWMQRYBCQJ-PBVYKCSPSA-N 9b-(4-chlorophenyl)-1-[(2s)-5-oxooxolane-2-carbonyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)[C@H]1OC(=O)CC1 FCWWIWMQRYBCQJ-PBVYKCSPSA-N 0.000 claims 1
• JAEBHHQQFUXDRX-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[(4-chlorophenyl)methyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1CN1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 JAEBHHQQFUXDRX-UHFFFAOYSA-N 0.000 claims 1
• QQKYURINTAHTSK-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[(4-fluorophenyl)methyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(F)=CC=C1CN1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 QQKYURINTAHTSK-UHFFFAOYSA-N 0.000 claims 1
• JKXWLLINPPALJI-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[(4-fluorophenyl)methyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(F)=CC=C1CN1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 JKXWLLINPPALJI-UHFFFAOYSA-N 0.000 claims 1
• JDDDDRSPLXVZSY-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[(4-methylphenyl)methyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(C)=CC=C1CN1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 JDDDDRSPLXVZSY-UHFFFAOYSA-N 0.000 claims 1
• POLZEPBJHSLJPT-XGLRFROISA-N 9b-(4-chlorophenyl)-1-[(4r)-2-thiophen-2-yl-4,5-dihydro-1,3-thiazole-4-carbonyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)[C@H]1N=C(C=2SC=CC=2)SC1 POLZEPBJHSLJPT-XGLRFROISA-N 0.000 claims 1
• DXCIPDMJPAVCPG-XNTDXEJSSA-N 9b-(4-chlorophenyl)-1-[(e)-3-phenylprop-2-enoyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)\C=C\C1=CC=CC=C1 DXCIPDMJPAVCPG-XNTDXEJSSA-N 0.000 claims 1
• NYBANJDTXUTVRT-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[1-methyl-3-(trifluoromethyl)pyrazole-4-carbonyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound FC(F)(F)C1=NN(C)C=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 NYBANJDTXUTVRT-UHFFFAOYSA-N 0.000 claims 1
• CXBXKHRWFRVHQA-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(1,3-thiazol-2-ylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNC1=NC=CS1 CXBXKHRWFRVHQA-UHFFFAOYSA-N 0.000 claims 1
• PTIQMUAYFMTTJV-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(1h-imidazol-2-ylsulfanyl)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CSC1=NC=CN1 PTIQMUAYFMTTJV-UHFFFAOYSA-N 0.000 claims 1
• PZBAQIDZNFZIJC-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(1h-pyrazol-5-ylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNC1=CC=NN1 PZBAQIDZNFZIJC-UHFFFAOYSA-N 0.000 claims 1
• KYZOHRNKEUKMIB-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(2,3-dihydro-1,4-benzodioxin-3-ylmethylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNCC1OC2=CC=CC=C2OC1 KYZOHRNKEUKMIB-UHFFFAOYSA-N 0.000 claims 1
• CCJRGZKVCNCKNL-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(2,3-dihydro-1h-inden-2-yl)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CC1CC2=CC=CC=C2C1 CCJRGZKVCNCKNL-UHFFFAOYSA-N 0.000 claims 1
• KSAYMTRBQDCITO-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(2-methoxyethoxy)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound COCCOCC(=O)N1CCN2C(=O)C3=CC=CC=C3C12C1=CC=C(Cl)C=C1 KSAYMTRBQDCITO-UHFFFAOYSA-N 0.000 claims 1
• DMQQECPSWOOSLV-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(2-morpholin-4-ylethylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNCCN1CCOCC1 DMQQECPSWOOSLV-UHFFFAOYSA-N 0.000 claims 1
• IEIVXWQFPGCPEJ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(2-pyridin-2-ylethylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNCCC1=CC=CC=N1 IEIVXWQFPGCPEJ-UHFFFAOYSA-N 0.000 claims 1
• JLTUBAXJVUBLBE-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(2-pyridin-3-ylethylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNCCC1=CC=CN=C1 JLTUBAXJVUBLBE-UHFFFAOYSA-N 0.000 claims 1
• JOGMXLXRBMFRAT-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(2-pyridin-4-ylethylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNCCC1=CC=NC=C1 JOGMXLXRBMFRAT-UHFFFAOYSA-N 0.000 claims 1
• BOLPZPVOUUPCNM-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(2-pyrrolidin-1-ylethylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNCCN1CCCC1 BOLPZPVOUUPCNM-UHFFFAOYSA-N 0.000 claims 1
• HIUDYRNHZCRLCI-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(3-imidazol-1-ylpropylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNCCCN1C=NC=C1 HIUDYRNHZCRLCI-UHFFFAOYSA-N 0.000 claims 1
• SMWZKWNXXOMWBX-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(3-morpholin-4-ylpropylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNCCCN1CCOCC1 SMWZKWNXXOMWBX-UHFFFAOYSA-N 0.000 claims 1
• GXMFTKLSLRFSCT-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(4-chlorophenyl)-1,3-thiazole-4-carbonyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1=NC(C(=O)N2C3(C4=CN=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=CS1 GXMFTKLSLRFSCT-UHFFFAOYSA-N 0.000 claims 1
• OPGOWOVJRRSAFE-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(4-chlorophenyl)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1CC(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 OPGOWOVJRRSAFE-UHFFFAOYSA-N 0.000 claims 1
• BAQDAHMDUALSHX-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(4-fluorophenoxy)pyridine-3-carbonyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(F)=CC=C1OC1=NC=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 BAQDAHMDUALSHX-UHFFFAOYSA-N 0.000 claims 1
• QJVBXBQBZZZSRJ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(4-fluorophenyl)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(F)=CC=C1CC(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 QJVBXBQBZZZSRJ-UHFFFAOYSA-N 0.000 claims 1
• UGSFHKKULPJPSE-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(4-methoxyphenyl)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(OC)=CC=C1CC(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 UGSFHKKULPJPSE-UHFFFAOYSA-N 0.000 claims 1
• MLSJEIVLPILBRP-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(4-methoxyphenyl)acetyl]-2,3-dihydroimidazo[4,5]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(OC)=CC=C1CC(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=NC=C3C(=O)N2CC1 MLSJEIVLPILBRP-UHFFFAOYSA-N 0.000 claims 1
• JTURDRANWYVXFB-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(4-methoxyphenyl)acetyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(OC)=CC=C1CC(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 JTURDRANWYVXFB-UHFFFAOYSA-N 0.000 claims 1
• KESQDCJLKBROMA-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(4-methylcyclohexyl)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1CC(C)CCC1CC(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 KESQDCJLKBROMA-UHFFFAOYSA-N 0.000 claims 1
• QJAPUCVGLABDHX-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(4-methylphenyl)-1,3-thiazole-4-carbonyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(C)=CC=C1C1=NC(C(=O)N2C3(C4=CN=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=CS1 QJAPUCVGLABDHX-UHFFFAOYSA-N 0.000 claims 1
• LUICKCBFRATGOA-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(4-methylphenyl)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(C)=CC=C1CC(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 LUICKCBFRATGOA-UHFFFAOYSA-N 0.000 claims 1
• UDAPPPQMEMXVMA-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(4-methylphenyl)sulfanylpyridine-3-carbonyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(C)=CC=C1SC1=NC=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 UDAPPPQMEMXVMA-UHFFFAOYSA-N 0.000 claims 1
• UEYJRZABIWPZAB-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(4-nitrophenyl)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC([N+](=O)[O-])=CC=C1CC(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 UEYJRZABIWPZAB-UHFFFAOYSA-N 0.000 claims 1
• UAHKCSNQFFESHJ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(isoquinolin-5-ylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNC1=CC=CC2=CN=CC=C12 UAHKCSNQFFESHJ-UHFFFAOYSA-N 0.000 claims 1
• SBUUNPYTEPBBIF-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(piperidin-4-ylmethylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNCC1CCNCC1 SBUUNPYTEPBBIF-UHFFFAOYSA-N 0.000 claims 1
• FBJKMTWSANDJKK-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(pyridin-2-ylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNC1=CC=CC=N1 FBJKMTWSANDJKK-UHFFFAOYSA-N 0.000 claims 1
• LSYMMYRYVXNEOH-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(pyridin-2-ylmethylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNCC1=CC=CC=N1 LSYMMYRYVXNEOH-UHFFFAOYSA-N 0.000 claims 1
• GEHUCVGOGNHAJZ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(pyridin-3-ylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNC1=CC=CN=C1 GEHUCVGOGNHAJZ-UHFFFAOYSA-N 0.000 claims 1
• DLLDDGCVXKJTPA-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(pyridin-3-ylmethylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNCC1=CC=CN=C1 DLLDDGCVXKJTPA-UHFFFAOYSA-N 0.000 claims 1
• NBWHVICKHKEUMZ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(pyridin-4-ylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNC1=CC=NC=C1 NBWHVICKHKEUMZ-UHFFFAOYSA-N 0.000 claims 1
• IXWGBUDFFNTNCA-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(pyridin-4-ylmethylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNCC1=CC=NC=C1 IXWGBUDFFNTNCA-UHFFFAOYSA-N 0.000 claims 1
• AOSBTOVDJNGSJA-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(pyrimidin-2-ylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNC1=NC=CC=N1 AOSBTOVDJNGSJA-UHFFFAOYSA-N 0.000 claims 1
• FCYGIDZPIHFTOQ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(quinolin-3-ylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNC1=CN=C(C=CC=C2)C2=C1 FCYGIDZPIHFTOQ-UHFFFAOYSA-N 0.000 claims 1
• CJZJLVBSUCWWDB-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(quinolin-6-ylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNC1=CC=C(N=CC=C2)C2=C1 CJZJLVBSUCWWDB-UHFFFAOYSA-N 0.000 claims 1
• LMCSXTKZARRTKW-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[2-(quinolin-8-ylamino)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CNC1=CC=CC2=CC=CN=C12 LMCSXTKZARRTKW-UHFFFAOYSA-N 0.000 claims 1
• SFIFACIBIFKMTG-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[3-(2-chlorophenyl)-1,2-oxazole-5-carbonyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC(C=2C(=CC=CC=2)Cl)=NO1 SFIFACIBIFKMTG-UHFFFAOYSA-N 0.000 claims 1
• AVPJKDWDZHLMHX-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[3-(4-chlorophenyl)-1,2-oxazole-5-carbonyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1=NOC(C(=O)N2C3(C4=CN=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=C1 AVPJKDWDZHLMHX-UHFFFAOYSA-N 0.000 claims 1
• OWJVAIXIVMWFLS-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[4-(1,2,4-triazol-1-yl)benzoyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(N2N=CN=C2)C=C1 OWJVAIXIVMWFLS-UHFFFAOYSA-N 0.000 claims 1
• FWUFMISWASOTGU-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[4-(trifluoromethoxy)benzoyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(OC(F)(F)F)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 FWUFMISWASOTGU-UHFFFAOYSA-N 0.000 claims 1
• NOVZTKTWDTYGSQ-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[4-(trifluoromethyl)benzoyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(C(F)(F)F)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 NOVZTKTWDTYGSQ-UHFFFAOYSA-N 0.000 claims 1
• JCNHFGZMHJOQDT-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[5-(2-methylpropyl)-1,2-oxazole-3-carbonyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound O1C(CC(C)C)=CC(C(=O)N2C3(C4=CN=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=N1 JCNHFGZMHJOQDT-UHFFFAOYSA-N 0.000 claims 1
• YRBYRDHGZRILJN-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[5-(2-phenylethynyl)furan-2-carbonyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(C#CC=2C=CC=CC=2)O1 YRBYRDHGZRILJN-UHFFFAOYSA-N 0.000 claims 1
• VNGTVRXXBDVAHU-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[5-(2-phenylethynyl)pyridine-3-carbonyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CN=CC(C#CC=2C=CC=CC=2)=C1 VNGTVRXXBDVAHU-UHFFFAOYSA-N 0.000 claims 1
• TVYKQBZQWRITTO-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[5-(4-chlorophenyl)-1,2-oxazole-3-carbonyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(Cl)=CC=C1C1=CC(C(=O)N2C3(C4=CN=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)=NO1 TVYKQBZQWRITTO-UHFFFAOYSA-N 0.000 claims 1
• OLFRKODVEOHLBT-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[5-(4-methoxyphenyl)-1,3-oxazole-4-carbonyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(OC)=CC=C1C1=C(C(=O)N2C3(C4=CC=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)N=CO1 OLFRKODVEOHLBT-UHFFFAOYSA-N 0.000 claims 1
• OAEYCXRCRIFDST-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[5-methyl-1-(2-methylphenyl)pyrazole-4-carbonyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound CC1=C(C(=O)N2C3(C4=CN=CC=C4C(=O)N3CC2)C=2C=CC(Cl)=CC=2)C=NN1C1=CC=CC=C1C OAEYCXRCRIFDST-UHFFFAOYSA-N 0.000 claims 1
• UDOPZNRBFJARDE-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[6-(2,2,2-trifluoroethoxy)pyridine-3-carbonyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=NC(OCC(F)(F)F)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CN=CC=C3C(=O)N2CC1 UDOPZNRBFJARDE-UHFFFAOYSA-N 0.000 claims 1
• XZWOPRLDWQEKGK-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[6-(2-hydroxyethylamino)pyridine-3-carbonyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=NC(NCCO)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 XZWOPRLDWQEKGK-UHFFFAOYSA-N 0.000 claims 1
• NYTKUDHDLAEOAN-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[6-(cyclopropylamino)pyridine-3-carbonyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C(C=N1)=CC=C1NC1CC1 NYTKUDHDLAEOAN-UHFFFAOYSA-N 0.000 claims 1
• LFEJXBLOUHTTLX-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-[6-(methylamino)pyridine-3-carbonyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=NC(NC)=CC=C1C(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 LFEJXBLOUHTTLX-UHFFFAOYSA-N 0.000 claims 1
• QRJIHDKRKFZNLB-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-decanoyl-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound CCCCCCCCCC(=O)N1CCN2C(=O)C3=CC=CC=C3C12C1=CC=C(Cl)C=C1 QRJIHDKRKFZNLB-UHFFFAOYSA-N 0.000 claims 1
• SDXXJVDJEKLGAB-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-heptanoyl-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound CCCCCCC(=O)N1CCN2C(=O)C3=CC=CC=C3C12C1=CC=C(Cl)C=C1 SDXXJVDJEKLGAB-UHFFFAOYSA-N 0.000 claims 1
• OUEULYDOGHQQBC-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-hexadecanoyl-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound CCCCCCCCCCCCCCCC(=O)N1CCN2C(=O)C3=CC=CC=C3C12C1=CC=C(Cl)C=C1 OUEULYDOGHQQBC-UHFFFAOYSA-N 0.000 claims 1
• DVQFRUXBGBFIEB-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-pent-4-enoyl-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CCC=C DVQFRUXBGBFIEB-UHFFFAOYSA-N 0.000 claims 1
• YWFYBKQZJAGFHV-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-propanoyl-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound CCC(=O)N1CCN2C(=O)C3=CC=CC=C3C12C1=CC=C(Cl)C=C1 YWFYBKQZJAGFHV-UHFFFAOYSA-N 0.000 claims 1
• HAWSKVNJNPALSE-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-propanoyl-2,3-dihydroimidazo[4,5]pyrrolo[1,2-a]pyridin-5-one Chemical compound CCC(=O)N1CCN2C(=O)C3=CN=CC=C3C12C1=CC=C(Cl)C=C1 HAWSKVNJNPALSE-UHFFFAOYSA-N 0.000 claims 1
• ZRLQGIYMLYLGPL-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-propanoyl-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound CCC(=O)N1CCN2C(=O)C3=CC=NC=C3C12C1=CC=C(Cl)C=C1 ZRLQGIYMLYLGPL-UHFFFAOYSA-N 0.000 claims 1
• QZEIGNBPXKMZJE-UHFFFAOYSA-N 9b-(4-chlorophenyl)-1-propanoyl-2,3-dihydroimidazo[5,6]pyrrolo[1,2-b]pyridazin-5-one Chemical compound CCC(=O)N1CCN2C(=O)C3=CN=NC=C3C12C1=CC=C(Cl)C=C1 QZEIGNBPXKMZJE-UHFFFAOYSA-N 0.000 claims 1
• YXMHNMINORWDOM-UHFFFAOYSA-N 9b-(4-chlorophenyl)-5-oxo-n-phenyl-2,3-dihydroimidazo[2,1-a]isoindole-1-carboxamide Chemical compound C1=CC(Cl)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)NC1=CC=CC=C1 YXMHNMINORWDOM-UHFFFAOYSA-N 0.000 claims 1
• UFDGILDIWXAMIC-UHFFFAOYSA-N 9b-(4-chlorophenyl)-5-oxo-n-phenyl-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridine-1-carboxamide Chemical compound C1=CC(Cl)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)NC1=CC=CC=C1 UFDGILDIWXAMIC-UHFFFAOYSA-N 0.000 claims 1
• ZDFIGRNFKSOGBP-UHFFFAOYSA-N 9b-(4-chlorophenyl)-n-(4-methoxyphenyl)-5-oxo-2,3-dihydroimidazo[2,1-a]isoindole-1-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 ZDFIGRNFKSOGBP-UHFFFAOYSA-N 0.000 claims 1
• RCVGGOAPUMADMN-UHFFFAOYSA-N 9b-(4-chlorophenyl)-n-[(4-methoxyphenyl)methyl]-5-oxo-2,3-dihydroimidazo[2,1-a]isoindole-1-carboxamide Chemical compound C1=CC(OC)=CC=C1CNC(=O)N1C2(C=3C=CC(Cl)=CC=3)C3=CC=CC=C3C(=O)N2CC1 RCVGGOAPUMADMN-UHFFFAOYSA-N 0.000 claims 1
• NKXFLDPRONKJFU-UHFFFAOYSA-N 9b-(4-ethylphenyl)-1-(4-fluorobenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(CC)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)C=C1 NKXFLDPRONKJFU-UHFFFAOYSA-N 0.000 claims 1
• LRHUQZXCCVPFIP-UHFFFAOYSA-N 9b-(4-ethylphenyl)-1-(4-fluorobenzoyl)-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(CC)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)C=C1 LRHUQZXCCVPFIP-UHFFFAOYSA-N 0.000 claims 1
• YIWNNLGYUIPXNF-UHFFFAOYSA-N 9b-(4-ethylphenyl)-1-[2-(4-methoxyphenyl)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(CC)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)CC1=CC=C(OC)C=C1 YIWNNLGYUIPXNF-UHFFFAOYSA-N 0.000 claims 1
• QYYCHVOZCPPXOU-UHFFFAOYSA-N 9b-(4-ethylphenyl)-1-[2-(4-methoxyphenyl)acetyl]-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound C1=CC(CC)=CC=C1C1(C2=CN=CC=C2C2=O)N2CCN1C(=O)CC1=CC=C(OC)C=C1 QYYCHVOZCPPXOU-UHFFFAOYSA-N 0.000 claims 1
• JXENDPXFLCIISC-UHFFFAOYSA-N 9b-(4-ethylphenyl)-1-propanoyl-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound CCC(=O)N1CCN2C(=O)C3=CC=CC=C3C12C1=CC=C(CC)C=C1 JXENDPXFLCIISC-UHFFFAOYSA-N 0.000 claims 1
• NPHLZOJAUITQQB-UHFFFAOYSA-N 9b-(4-ethylphenyl)-1-propanoyl-2,3-dihydroimidazo[5,6]pyrrolo[1,2-a]pyridin-5-one Chemical compound CCC(=O)N1CCN2C(=O)C3=CC=NC=C3C12C1=CC=C(CC)C=C1 NPHLZOJAUITQQB-UHFFFAOYSA-N 0.000 claims 1
• NYKUPXSETZKMMS-UHFFFAOYSA-N 9b-(4-fluorophenyl)-1-(6-fluoropyridine-3-carbonyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(F)=CC=C1C1(C2=CC=CC=C2C2=O)N2CCN1C(=O)C1=CC=C(F)N=C1 NYKUPXSETZKMMS-UHFFFAOYSA-N 0.000 claims 1
• WHBCNYPJWBSDBO-UHFFFAOYSA-N 9b-(4-fluorophenyl)-1-[2-(4-methoxyphenyl)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(OC)=CC=C1CC(=O)N1C2(C=3C=CC(F)=CC=3)C3=CC=CC=C3C(=O)N2CC1 WHBCNYPJWBSDBO-UHFFFAOYSA-N 0.000 claims 1
• YAJQAPOPUYNJRW-UHFFFAOYSA-N 9b-(4-fluorophenyl)-1-propanoyl-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound CCC(=O)N1CCN2C(=O)C3=CC=CC=C3C12C1=CC=C(F)C=C1 YAJQAPOPUYNJRW-UHFFFAOYSA-N 0.000 claims 1
• DAIRZOUTZULXRC-UHFFFAOYSA-N 9b-(4-methoxyphenyl)-1-[2-(4-methoxyphenyl)acetyl]-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound C1=CC(OC)=CC=C1CC(=O)N1C2(C=3C=CC(OC)=CC=3)C3=CC=CC=C3C(=O)N2CC1 DAIRZOUTZULXRC-UHFFFAOYSA-N 0.000 claims 1
• IFBUXQSWEOMTMN-UHFFFAOYSA-N 9b-(4-methoxyphenyl)-1-propanoyl-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical compound CCC(=O)N1CCN2C(=O)C3=CC=CC=C3C12C1=CC=C(OC)C=C1 IFBUXQSWEOMTMN-UHFFFAOYSA-N 0.000 claims 1
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