JP2008535930A5

JP2008535930A5 -

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Publication number: JP2008535930A5
Authority: JP; Japan
Prior art keywords: indole; furo; oxospiro; benzodioxol; benzodioxole
Prior art date: 2006-04-11
Legal status : Granted

Application number

JP2008506802A

Other languages

English (en)

Japanese (ja)

Other versions

JP2008535930A (ja

JP5118627B2 (ja

Filing date

2006-04-11

Publication date

2011-01-20

2006-04-11 Application filed filed Critical

2006-04-11 Priority claimed from PCT/US2006/014352 external-priority patent/WO2006110917A2/en

2008-09-04 Publication of JP2008535930A publication Critical patent/JP2008535930A/ja

2011-01-20 Publication of JP2008535930A5 publication Critical patent/JP2008535930A5/ja

2013-01-16 Application granted granted Critical

2013-01-16 Publication of JP5118627B2 publication Critical patent/JP5118627B2/ja

Status Expired - Fee Related legal-status Critical Current

2026-04-11 Anticipated expiration legal-status Critical

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KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 466
125000001072 heteroaryl group Chemical group 0.000 claims 373
-1 —R 8 —OR 5 Chemical group 0.000 claims 349
125000000623 heterocyclic group Chemical group 0.000 claims 339
125000003118 aryl group Chemical group 0.000 claims 331
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 305
125000000753 cycloalkyl group Chemical group 0.000 claims 287
125000003710 aryl alkyl group Chemical group 0.000 claims 260
125000000217 alkyl group Chemical group 0.000 claims 220
239000001257 hydrogen Substances 0.000 claims 200
229910052739 hydrogen Inorganic materials 0.000 claims 200
125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 176
125000004415 heterocyclylalkyl group Chemical group 0.000 claims 176
125000001188 haloalkyl group Chemical group 0.000 claims 171
125000004446 heteroarylalkyl group Chemical group 0.000 claims 154
150000002431 hydrogen Chemical class 0.000 claims 154
125000004093 cyano group Chemical group *C#N 0.000 claims 140
125000001475 halogen functional group Chemical group 0.000 claims 109
125000003342 alkenyl group Chemical group 0.000 claims 104
125000000304 alkynyl group Chemical group 0.000 claims 104
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 103
229910052757 nitrogen Inorganic materials 0.000 claims 79
125000004450 alkenylene group Chemical group 0.000 claims 65
125000002947 alkylene group Chemical group 0.000 claims 65
125000004419 alkynylene group Chemical group 0.000 claims 65
150000001875 compounds Chemical class 0.000 claims 64
125000001424 substituent group Chemical group 0.000 claims 62
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 58
125000004433 nitrogen atom Chemical group N* 0.000 claims 58
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 53
125000000262 haloalkenyl group Chemical group 0.000 claims 52
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 52
125000003545 alkoxy group Chemical group 0.000 claims 51
125000004438 haloalkoxy group Chemical group 0.000 claims 51
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 46
125000005605 benzo group Chemical group 0.000 claims 41
125000004183 alkoxy alkyl group Chemical group 0.000 claims 37
KICNGTSGLUFGHH-UHFFFAOYSA-N spiro[1h-indole-3,7'-6h-furo[2,3-f][1,3]benzodioxole]-2-one Chemical compound C1OC2=CC=3OCOC=3C=C2C21C1=CC=CC=C1NC2=O KICNGTSGLUFGHH-UHFFFAOYSA-N 0.000 claims 26
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 22
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 18
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 17
208000002193 Pain Diseases 0.000 claims 15
125000003003 spiro group Chemical group 0.000 claims 14
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 13
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 13
239000004202 carbamide Substances 0.000 claims 13
239000000203 mixture Substances 0.000 claims 13
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 12
125000004043 oxo group Chemical group O=* 0.000 claims 12
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 10
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 10
125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 9
125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 9
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 9
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 8
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 7
125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 6
125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 5
125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 5
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 5
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 5
229940002612 prodrug Drugs 0.000 claims 5
239000000651 prodrug Substances 0.000 claims 5
150000003839 salts Chemical class 0.000 claims 5
239000012453 solvate Substances 0.000 claims 5
125000000301 2-(3-chlorophenyl)ethyl group Chemical group [H]C1=C([H])C(=C([H])C(Cl)=C1[H])C([H])([H])C([H])([H])* 0.000 claims 4
125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims 4
125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims 4
125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 4
125000006284 3-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(F)=C1[H])C([H])([H])* 0.000 claims 4
125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 4
125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 claims 4
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 4
125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims 4
DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims 4
125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 4
125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 4
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 4
201000010099 disease Diseases 0.000 claims 4
DNUTZBZXLPWRJG-UHFFFAOYSA-M piperidine-1-carboxylate Chemical compound [O-]C(=O)N1CCCCC1 DNUTZBZXLPWRJG-UHFFFAOYSA-M 0.000 claims 4
125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 4
125000000579 2,2-diphenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(C1=C([H])C([H])=C([H])C([H])=C1[H])C([H])([H])* 0.000 claims 3
125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 claims 3
125000002927 2-methoxybenzyl group Chemical group [H]C1=C([H])C([H])=C(C(OC([H])([H])[H])=C1[H])C([H])([H])* 0.000 claims 3
125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 3
125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims 3
YDTGEQZIOFPADD-UHFFFAOYSA-N 4'-[(6-methoxypyridin-3-yl)amino]-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2NC1=CC=C(OC)N=C1 YDTGEQZIOFPADD-UHFFFAOYSA-N 0.000 claims 3
125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims 3
239000005711 Benzoic acid Substances 0.000 claims 3
STTPCYUJMNXSBN-UHFFFAOYSA-N C(C)(=O)NN1C(C2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12)=O Chemical compound C(C)(=O)NN1C(C2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12)=O STTPCYUJMNXSBN-UHFFFAOYSA-N 0.000 claims 3
235000010233 benzoic acid Nutrition 0.000 claims 3
JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 3
DNSISZSEWVHGLH-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O DNSISZSEWVHGLH-UHFFFAOYSA-N 0.000 claims 3
229910052799 carbon Inorganic materials 0.000 claims 3
125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims 3
125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N triethylamine Natural products CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
QMEKTTCBVOOSHJ-UHFFFAOYSA-N 1'-(3-aminopropyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCN)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 QMEKTTCBVOOSHJ-UHFFFAOYSA-N 0.000 claims 2
GGZDPBXUIMTXCX-UHFFFAOYSA-N 1'-(3-cyclopropylpropyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCC1CC1 GGZDPBXUIMTXCX-UHFFFAOYSA-N 0.000 claims 2
MFQUWJBHQNNTCU-UHFFFAOYSA-N 1'-[(2-methylcyclopropyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CC1CC1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O MFQUWJBHQNNTCU-UHFFFAOYSA-N 0.000 claims 2
LBBWFOKTMLDAQY-UHFFFAOYSA-N 1'-[(6-chloropyridin-3-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=NC(Cl)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O LBBWFOKTMLDAQY-UHFFFAOYSA-N 0.000 claims 2
ASYZQJHAJLSZAD-UHFFFAOYSA-N 1'-[(6-methylpyridin-3-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C1=NC(C)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O ASYZQJHAJLSZAD-UHFFFAOYSA-N 0.000 claims 2
CKJHZRHELGEWBS-UHFFFAOYSA-N 1'-[[4-(trifluoromethoxy)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC(OC(F)(F)F)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O CKJHZRHELGEWBS-UHFFFAOYSA-N 0.000 claims 2
VHZAENHYWWAFBA-UHFFFAOYSA-N 1'-benzhydrylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1C(C=1C=CC=CC=1)C1=CC=CC=C1 VHZAENHYWWAFBA-UHFFFAOYSA-N 0.000 claims 2
DQUNBDRRYSBCBV-UHFFFAOYSA-N 1'-pentyl-6-phenoxyspiro[2h-1-benzofuran-3,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C1(C1=CC=2)COC1=CC=2OC1=CC=CC=C1 DQUNBDRRYSBCBV-UHFFFAOYSA-N 0.000 claims 2
PHMRUZIIERITEP-UHFFFAOYSA-N 1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 PHMRUZIIERITEP-UHFFFAOYSA-N 0.000 claims 2
125000006507 2,4-difluorobenzyl group Chemical group [H]C1=C(F)C([H])=C(F)C(=C1[H])C([H])([H])* 0.000 claims 2
125000004215 2,4-difluorophenyl group Chemical group [H]C1=C([H])C(*)=C(F)C([H])=C1F 0.000 claims 2
125000006282 2-chlorobenzyl group Chemical group [H]C1=C([H])C(Cl)=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 claims 2
125000003852 3-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(Cl)=C1[H])C([H])([H])* 0.000 claims 2
DYQNWBBSVZGJLO-UHFFFAOYSA-N 4'-(3,5-difluoroanilino)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2NC1=CC(F)=CC(F)=C1 DYQNWBBSVZGJLO-UHFFFAOYSA-N 0.000 claims 2
CZACZWJTBBVSNR-UHFFFAOYSA-N 4'-[(4,6-dimethylpyridin-2-yl)amino]-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2NC1=CC(C)=CC(C)=N1 CZACZWJTBBVSNR-UHFFFAOYSA-N 0.000 claims 2
CQMDIWLOIGECLF-UHFFFAOYSA-N 4'-[(4-methyl-1,3-thiazol-2-yl)amino]-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2NC1=NC(C)=CS1 CQMDIWLOIGECLF-UHFFFAOYSA-N 0.000 claims 2
HVFUAXCTAFMIBJ-UHFFFAOYSA-N 4'-bromo-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC=C(Br)C2=C1N(CCCCC)C(=O)C21C2=CC(OCO3)=C3C=C2OC1 HVFUAXCTAFMIBJ-UHFFFAOYSA-N 0.000 claims 2
AHFINSWGYAZBOZ-UHFFFAOYSA-N 4-chloro-2-(trifluoromethyl)benzaldehyde Chemical group FC(F)(F)C1=CC(Cl)=CC=C1C=O AHFINSWGYAZBOZ-UHFFFAOYSA-N 0.000 claims 2
RNOVGJWJVRESAA-UHFFFAOYSA-N 4-fluoro-2-(trifluoromethyl)phenol Chemical group OC1=CC=C(F)C=C1C(F)(F)F RNOVGJWJVRESAA-UHFFFAOYSA-N 0.000 claims 2
125000006181 4-methyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])C([H])([H])* 0.000 claims 2
YYVUSJOJYZSQKC-UHFFFAOYSA-N 5'-methyl-1'-[[5-(trifluoromethyl)furan-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC(C)=CC=C2N1CC1=CC=C(C(F)(F)F)O1 YYVUSJOJYZSQKC-UHFFFAOYSA-N 0.000 claims 2
241000124008 Mammalia Species 0.000 claims 2
102000016913 Voltage-Gated Sodium Channels Human genes 0.000 claims 2
108010053752 Voltage-Gated Sodium Channels Proteins 0.000 claims 2
150000001408 amides Chemical class 0.000 claims 2
206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 2
206010003119 arrhythmia Diseases 0.000 claims 2
230000006793 arrhythmia Effects 0.000 claims 2
125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 2
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 claims 2
208000014674 injury Diseases 0.000 claims 2
150000002500 ions Chemical class 0.000 claims 2
230000001404 mediated effect Effects 0.000 claims 2
201000006417 multiple sclerosis Diseases 0.000 claims 2
229960003966 nicotinamide Drugs 0.000 claims 2
235000005152 nicotinamide Nutrition 0.000 claims 2
239000011570 nicotinamide Substances 0.000 claims 2
125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims 2
208000033808 peripheral neuropathy Diseases 0.000 claims 2
WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 claims 2
230000008733 trauma Effects 0.000 claims 2
125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 2
RPEULPUEYFQGPF-UHFFFAOYSA-N 1'-(1,2,4-oxadiazol-3-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC=1N=CON=1 RPEULPUEYFQGPF-UHFFFAOYSA-N 0.000 claims 1
VTPRPQDBWWGAFL-UHFFFAOYSA-N 1'-(1,3-benzodioxol-5-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1OC2=CC=3OCOC=3C=C2C21C1=CC=CC=C1N(CC=1C=C3OCOC3=CC=1)C2=O VTPRPQDBWWGAFL-UHFFFAOYSA-N 0.000 claims 1
JRESYUYCWHYDCY-UHFFFAOYSA-N 1'-(1,3-thiazol-4-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1=CSC=N1 JRESYUYCWHYDCY-UHFFFAOYSA-N 0.000 claims 1
ARATTZXFWCIHQP-UHFFFAOYSA-N 1'-(2,1,3-benzothiadiazol-4-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1OC2=CC=3OCOC=3C=C2C21C1=CC=CC=C1N(CC=1C3=NSN=C3C=CC=1)C2=O ARATTZXFWCIHQP-UHFFFAOYSA-N 0.000 claims 1
VSYDOYJZDIOHIN-UHFFFAOYSA-N 1'-(2,1,3-benzothiadiazol-5-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1OC2=CC=3OCOC=3C=C2C21C1=CC=CC=C1N(CC1=CC3=NSN=C3C=C1)C2=O VSYDOYJZDIOHIN-UHFFFAOYSA-N 0.000 claims 1
QVYXLZNJHVDOPG-UHFFFAOYSA-N 1'-(2-aminoethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCN)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 QVYXLZNJHVDOPG-UHFFFAOYSA-N 0.000 claims 1
QBBPVYOZLZVPEK-UHFFFAOYSA-N 1'-(2-bromoethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCBr)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 QBBPVYOZLZVPEK-UHFFFAOYSA-N 0.000 claims 1
CAWCKOZFWXJYGT-UHFFFAOYSA-N 1'-(2-cyclopropylethyl)-4'-quinolin-3-ylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC(C=3C=C4C=CC=CC4=NC=3)=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCC1CC1 CAWCKOZFWXJYGT-UHFFFAOYSA-N 0.000 claims 1
ZQCFXLVLNULFCD-UHFFFAOYSA-N 1'-(2-cyclopropylethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCC1CC1 ZQCFXLVLNULFCD-UHFFFAOYSA-N 0.000 claims 1
SSAAEWBZOTUPNX-UHFFFAOYSA-N 1'-(2-ethoxyethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCOCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 SSAAEWBZOTUPNX-UHFFFAOYSA-N 0.000 claims 1
NZEOITLIMNITRZ-UHFFFAOYSA-N 1'-(2-ethylbutyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CC(CC)CC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 NZEOITLIMNITRZ-UHFFFAOYSA-N 0.000 claims 1
FVDMZRBAWQAOOZ-UHFFFAOYSA-N 1'-(2-morpholin-4-yl-2-oxoethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CC(=O)N1CCOCC1 FVDMZRBAWQAOOZ-UHFFFAOYSA-N 0.000 claims 1
BPDQMSDNTVPVIC-UHFFFAOYSA-N 1'-(2-oxo-2-piperidin-1-ylethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CC(=O)N1CCCCC1 BPDQMSDNTVPVIC-UHFFFAOYSA-N 0.000 claims 1
SNEVEBJNSPVPGQ-UHFFFAOYSA-N 1'-(2-piperidin-1-ylethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCN1CCCCC1 SNEVEBJNSPVPGQ-UHFFFAOYSA-N 0.000 claims 1
XKYWYNOBQLFJHB-UHFFFAOYSA-N 1'-(2-piperidin-4-ylethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCC1CCNCC1 XKYWYNOBQLFJHB-UHFFFAOYSA-N 0.000 claims 1
JGNOTIUPVSMKRP-UHFFFAOYSA-N 1'-(2-pyrrol-1-ylethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCN1C=CC=C1 JGNOTIUPVSMKRP-UHFFFAOYSA-N 0.000 claims 1
REIUZAXANRBWIO-UHFFFAOYSA-N 1'-(2h-triazol-4-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1=CNN=N1 REIUZAXANRBWIO-UHFFFAOYSA-N 0.000 claims 1
NPUKYFDTBUQMSC-UHFFFAOYSA-N 1'-(3,4-dihydro-2h-1,5-benzodioxepin-7-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O1CCCOC2=CC(CN3C(C4(C5=CC=6OCOC=6C=C5OC4)C4=CC=CC=C43)=O)=CC=C21 NPUKYFDTBUQMSC-UHFFFAOYSA-N 0.000 claims 1
QRTMSVZHEMRJFE-UHFFFAOYSA-N 1'-(3-chloropropyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCl)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 QRTMSVZHEMRJFE-UHFFFAOYSA-N 0.000 claims 1
GQAMGYNINYASHU-UHFFFAOYSA-N 1'-(3-hydroxypropyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCO)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 GQAMGYNINYASHU-UHFFFAOYSA-N 0.000 claims 1
WEPGWUYYPMCUDT-UHFFFAOYSA-N 1'-(3-methylbut-2-enyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CC=C(C)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 WEPGWUYYPMCUDT-UHFFFAOYSA-N 0.000 claims 1
SQXXJGJKOCQFBH-UHFFFAOYSA-N 1'-(3-phenylmethoxypropyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCOCC1=CC=CC=C1 SQXXJGJKOCQFBH-UHFFFAOYSA-N 0.000 claims 1
CJBQJCRGRVFUOT-UHFFFAOYSA-N 1'-(3-piperidin-1-ylpropyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCN1CCCCC1 CJBQJCRGRVFUOT-UHFFFAOYSA-N 0.000 claims 1
LKOVUXHBNGSKFW-UHFFFAOYSA-N 1'-(3-pyrrol-1-ylpropyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCN1C=CC=C1 LKOVUXHBNGSKFW-UHFFFAOYSA-N 0.000 claims 1
BOUAZUSMAPCRKM-UHFFFAOYSA-N 1'-(3-pyrrolidin-1-ylpropyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCN1CCCC1 BOUAZUSMAPCRKM-UHFFFAOYSA-N 0.000 claims 1
SCELVKQCHNUOOH-UHFFFAOYSA-N 1'-(4,4,4-trifluorobutyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCC(F)(F)F)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 SCELVKQCHNUOOH-UHFFFAOYSA-N 0.000 claims 1
GOFZKOOXCCSCFO-UHFFFAOYSA-N 1'-(4-fluorobutyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCF)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 GOFZKOOXCCSCFO-UHFFFAOYSA-N 0.000 claims 1
XYEIWIUZVAEGJE-UHFFFAOYSA-N 1'-(4-methylpentyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCC(C)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 XYEIWIUZVAEGJE-UHFFFAOYSA-N 0.000 claims 1
NTPSMBDHZVNDHS-UHFFFAOYSA-N 1'-(5-chloropentyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCCCl)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 NTPSMBDHZVNDHS-UHFFFAOYSA-N 0.000 claims 1
SIOYIEGGMNRCOQ-UHFFFAOYSA-N 1'-(5-methylhexyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC(C)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 SIOYIEGGMNRCOQ-UHFFFAOYSA-N 0.000 claims 1
LMYIODPHDKTUIO-UHFFFAOYSA-N 1'-(cyclobutylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1CCC1 LMYIODPHDKTUIO-UHFFFAOYSA-N 0.000 claims 1
OGKXJSLVDCYBIQ-UHFFFAOYSA-N 1'-(cyclohexylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1CCCCC1 OGKXJSLVDCYBIQ-UHFFFAOYSA-N 0.000 claims 1
YHERPHNXNWNVOO-UHFFFAOYSA-N 1'-(cyclopropylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1CC1 YHERPHNXNWNVOO-UHFFFAOYSA-N 0.000 claims 1
MCQZHODKEUGHMD-UHFFFAOYSA-N 1'-(furan-2-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1=CC=CO1 MCQZHODKEUGHMD-UHFFFAOYSA-N 0.000 claims 1
YISYALOZMMIVDE-UHFFFAOYSA-N 1'-(naphthalen-1-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1OC2=CC=3OCOC=3C=C2C21C1=CC=CC=C1N(CC=1C3=CC=CC=C3C=CC=1)C2=O YISYALOZMMIVDE-UHFFFAOYSA-N 0.000 claims 1
IRTXUHFNKHSVMV-UHFFFAOYSA-N 1'-(oxan-2-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1CCCCO1 IRTXUHFNKHSVMV-UHFFFAOYSA-N 0.000 claims 1
BFVPTTJCADYNAJ-UHFFFAOYSA-N 1'-(oxan-4-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1CCOCC1 BFVPTTJCADYNAJ-UHFFFAOYSA-N 0.000 claims 1
XGZKLUXHCVAMQO-UHFFFAOYSA-N 1'-(oxolan-2-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1CCCO1 XGZKLUXHCVAMQO-UHFFFAOYSA-N 0.000 claims 1
LHJYTPHTRANOAL-UHFFFAOYSA-N 1'-(phenylmethoxymethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1COCC1=CC=CC=C1 LHJYTPHTRANOAL-UHFFFAOYSA-N 0.000 claims 1
JZKHDHFPODDKMV-UHFFFAOYSA-N 1'-(piperidin-4-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1CCNCC1 JZKHDHFPODDKMV-UHFFFAOYSA-N 0.000 claims 1
FTOGYMPSUFBHJN-UHFFFAOYSA-N 1'-(pyridin-2-ylmethyl)-6-(trifluoromethoxy)spiro[2h-1-benzofuran-3,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C=1C(OC(F)(F)F)=CC=C2C=1OCC2(C1=CC=CC=C11)C(=O)N1CC1=CC=CC=N1 FTOGYMPSUFBHJN-UHFFFAOYSA-N 0.000 claims 1
SQICVPOVJXBQIN-UHFFFAOYSA-N 1'-(pyridin-2-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1=CC=CC=N1 SQICVPOVJXBQIN-UHFFFAOYSA-N 0.000 claims 1
SWKJUHBCOLARHI-UHFFFAOYSA-N 1'-(pyridin-3-ylmethyl)-6-(trifluoromethoxy)spiro[2h-1-benzofuran-3,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C=1C(OC(F)(F)F)=CC=C2C=1OCC2(C1=CC=CC=C11)C(=O)N1CC1=CC=CN=C1 SWKJUHBCOLARHI-UHFFFAOYSA-N 0.000 claims 1
AJTGUERLIJOXRF-UHFFFAOYSA-N 1'-(pyridin-3-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1=CC=CN=C1 AJTGUERLIJOXRF-UHFFFAOYSA-N 0.000 claims 1
BCCYMGKEQKJKOZ-UHFFFAOYSA-N 1'-(pyridin-4-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1=CC=NC=C1 BCCYMGKEQKJKOZ-UHFFFAOYSA-N 0.000 claims 1
IOUPBOXMRKTMGK-UHFFFAOYSA-N 1'-(thiophen-2-ylmethyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1=CC=CS1 IOUPBOXMRKTMGK-UHFFFAOYSA-N 0.000 claims 1
ZQEIEXQGFYYNMT-UHFFFAOYSA-N 1'-[(1-cyclobutylpiperidin-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(CC1)CCN1C1CCC1 ZQEIEXQGFYYNMT-UHFFFAOYSA-N 0.000 claims 1
PHSAKMNVWAMSSQ-UHFFFAOYSA-N 1'-[(1-cyclohexylpiperidin-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(CC1)CCN1C1CCCCC1 PHSAKMNVWAMSSQ-UHFFFAOYSA-N 0.000 claims 1
WMXCRRYCMGUVCZ-UHFFFAOYSA-N 1'-[(1-cyclopentylpiperidin-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(CC1)CCN1C1CCCC1 WMXCRRYCMGUVCZ-UHFFFAOYSA-N 0.000 claims 1
IIQACCGKWWUQSE-UHFFFAOYSA-N 1'-[(1-ethylpiperidin-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C1CN(CC)CCC1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O IIQACCGKWWUQSE-UHFFFAOYSA-N 0.000 claims 1
SLROUEVGEJXQDO-UHFFFAOYSA-N 1'-[(1-methyl-6-oxopyridin-3-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC(=O)N(C)C=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O SLROUEVGEJXQDO-UHFFFAOYSA-N 0.000 claims 1
BBRGYFGKJNYOSI-UHFFFAOYSA-N 1'-[(1-methylbenzimidazol-2-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC=C2N(C)C(CN3C4=CC=CC=C4C4(C5=CC=6OCOC=6C=C5OC4)C3=O)=NC2=C1 BBRGYFGKJNYOSI-UHFFFAOYSA-N 0.000 claims 1
VMOJFBHVOGHJRQ-UHFFFAOYSA-N 1'-[(1-methylbenzotriazol-5-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CC1=CC=C2N(C)N=NC2=C1 VMOJFBHVOGHJRQ-UHFFFAOYSA-N 0.000 claims 1
DYUITQZLECTEEV-UHFFFAOYSA-N 1'-[(1-methylpiperidin-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C1CN(C)CCC1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O DYUITQZLECTEEV-UHFFFAOYSA-N 0.000 claims 1
RTLYWNQXZGLIJD-UHFFFAOYSA-N 1'-[(1-pentan-3-ylpiperidin-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C1CN(C(CC)CC)CCC1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O RTLYWNQXZGLIJD-UHFFFAOYSA-N 0.000 claims 1
BSRPLSYDPSGQDG-UHFFFAOYSA-N 1'-[(1-propan-2-ylpiperidin-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C1CN(C(C)C)CCC1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O BSRPLSYDPSGQDG-UHFFFAOYSA-N 0.000 claims 1
TXWQLKXQMHGURO-UHFFFAOYSA-N 1'-[(1-pyridin-2-ylpiperidin-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(CC1)CCN1C1=CC=CC=N1 TXWQLKXQMHGURO-UHFFFAOYSA-N 0.000 claims 1
PSSJGPYANIPXDQ-UHFFFAOYSA-N 1'-[(2,2,3,3-tetrafluorocyclobutyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1(F)C(F)(F)CC1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O PSSJGPYANIPXDQ-UHFFFAOYSA-N 0.000 claims 1
WVOJCMQIONWQQK-UHFFFAOYSA-N 1'-[(2,3-difluorophenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC=CC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1F WVOJCMQIONWQQK-UHFFFAOYSA-N 0.000 claims 1
ARQRUISTPWKFSJ-UHFFFAOYSA-N 1'-[(2,4-difluorophenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC(F)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O ARQRUISTPWKFSJ-UHFFFAOYSA-N 0.000 claims 1
CNIISRVZSVZYRD-UHFFFAOYSA-N 1'-[(2,5-difluorophenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC=C(F)C(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 CNIISRVZSVZYRD-UHFFFAOYSA-N 0.000 claims 1
QVNNBLFAIHQNGV-UHFFFAOYSA-N 1'-[(2,6-difluorophenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC=CC(F)=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O QVNNBLFAIHQNGV-UHFFFAOYSA-N 0.000 claims 1
NZSGJTDQUFOQEI-UHFFFAOYSA-N 1'-[(2-chloro-1,3-thiazol-5-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound S1C(Cl)=NC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O NZSGJTDQUFOQEI-UHFFFAOYSA-N 0.000 claims 1
YUJBKOVXXMEPFL-UHFFFAOYSA-N 1'-[(2-chloro-4-fluorophenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound ClC1=CC(F)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O YUJBKOVXXMEPFL-UHFFFAOYSA-N 0.000 claims 1
ADXDXRGHOAKFNW-UHFFFAOYSA-N 1'-[(2-cyclopropyl-4-oxo-1h-pyrimidin-6-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound N=1C(O)=CC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=NC=1C1CC1 ADXDXRGHOAKFNW-UHFFFAOYSA-N 0.000 claims 1
XKZZFRZGGCDJTK-UHFFFAOYSA-N 1'-[(2-methyl-1,3-thiazol-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound S1C(C)=NC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 XKZZFRZGGCDJTK-UHFFFAOYSA-N 0.000 claims 1
PUEWHVPXTGDJHM-UHFFFAOYSA-N 1'-[(2-oxo-1,3-benzothiazol-3-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1OC2=CC=3OCOC=3C=C2C21C1=CC=CC=C1N(CN1C(SC3=CC=CC=C31)=O)C2=O PUEWHVPXTGDJHM-UHFFFAOYSA-N 0.000 claims 1
YIXYHDKIFLPTNX-UHFFFAOYSA-N 1'-[(2-phenylphenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1=CC=CC=C1C1=CC=CC=C1 YIXYHDKIFLPTNX-UHFFFAOYSA-N 0.000 claims 1
DKLRWVFHELFKGI-UHFFFAOYSA-N 1'-[(3,5-difluorophenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC(F)=CC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 DKLRWVFHELFKGI-UHFFFAOYSA-N 0.000 claims 1
MUGICCIBIFQXME-UHFFFAOYSA-N 1'-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CC1=NOC(C)=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O MUGICCIBIFQXME-UHFFFAOYSA-N 0.000 claims 1
VDNNGROEBXRVQB-UHFFFAOYSA-N 1'-[(3-fluorophenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC=CC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 VDNNGROEBXRVQB-UHFFFAOYSA-N 0.000 claims 1
CKTUKNOPGUZTPA-UHFFFAOYSA-N 1'-[(3-methoxyphenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound COC1=CC=CC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 CKTUKNOPGUZTPA-UHFFFAOYSA-N 0.000 claims 1
QHIBPTVXLHQTMD-UHFFFAOYSA-N 1'-[(3-nitrophenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound [O-][N+](=O)C1=CC=CC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 QHIBPTVXLHQTMD-UHFFFAOYSA-N 0.000 claims 1
RVISZLWDGRHVJI-UHFFFAOYSA-N 1'-[(3-pyrrol-1-ylphenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(C=1)=CC=CC=1N1C=CC=C1 RVISZLWDGRHVJI-UHFFFAOYSA-N 0.000 claims 1
VBHPJGRHUZKUJA-UHFFFAOYSA-N 1'-[(4-chlorophenoxy)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC(Cl)=CC=C1OCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O VBHPJGRHUZKUJA-UHFFFAOYSA-N 0.000 claims 1
CBZDSRKPCQBACL-UHFFFAOYSA-N 1'-[(4-fluoro-3-methylphenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=C(F)C(C)=CC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 CBZDSRKPCQBACL-UHFFFAOYSA-N 0.000 claims 1
DTVRNKGYGSHILK-UHFFFAOYSA-N 1'-[(4-fluorophenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC(F)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O DTVRNKGYGSHILK-UHFFFAOYSA-N 0.000 claims 1
CNPOLAKRFUNSKM-UHFFFAOYSA-N 1'-[(4-hydroxy-1,2,2,6,6-pentamethylpiperidin-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1C(C)(C)N(C)C(C)(C)CC1(O)CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O CNPOLAKRFUNSKM-UHFFFAOYSA-N 0.000 claims 1
ZLYVJSRDNJIKGH-UHFFFAOYSA-N 1'-[(4-methoxyphenyl)methyl]-6-(trifluoromethoxy)spiro[2h-1-benzofuran-3,3'-indole]-2'-one Chemical compound C1=CC(OC)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=C(OC(F)(F)F)C=C3OC2)C1=O ZLYVJSRDNJIKGH-UHFFFAOYSA-N 0.000 claims 1
RGHIDJBRMWASIV-UHFFFAOYSA-N 1'-[(4-phenylphenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(C=C1)=CC=C1C1=CC=CC=C1 RGHIDJBRMWASIV-UHFFFAOYSA-N 0.000 claims 1
XEHUHFDAEQGOCP-UHFFFAOYSA-N 1'-[(4-pyrazol-1-ylphenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(C=C1)=CC=C1N1C=CC=N1 XEHUHFDAEQGOCP-UHFFFAOYSA-N 0.000 claims 1
HCWRHFDIYSCUJH-UHFFFAOYSA-N 1'-[(4-pyrrol-1-ylphenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(C=C1)=CC=C1N1C=CC=C1 HCWRHFDIYSCUJH-UHFFFAOYSA-N 0.000 claims 1
SRIOKKJYFBEZSD-UHFFFAOYSA-N 1'-[(5-bromofuran-2-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O1C(Br)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O SRIOKKJYFBEZSD-UHFFFAOYSA-N 0.000 claims 1
QFWRYOMLYKFIMQ-UHFFFAOYSA-N 1'-[(5-chloro-1-benzothiophen-3-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CC1=CSC2=CC=C(Cl)C=C21 QFWRYOMLYKFIMQ-UHFFFAOYSA-N 0.000 claims 1
PXNLGQYRAQQLRL-UHFFFAOYSA-N 1'-[(5-chlorofuran-2-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O1C(Cl)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O PXNLGQYRAQQLRL-UHFFFAOYSA-N 0.000 claims 1
OTRJFXKTNUJFGM-UHFFFAOYSA-N 1'-[(5-chlorothiophen-2-yl)methyl]-5'-fluorospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC(F)=CC=C2N1CC1=CC=C(Cl)S1 OTRJFXKTNUJFGM-UHFFFAOYSA-N 0.000 claims 1
JNBPICRKECPDTB-UHFFFAOYSA-N 1'-[(5-chlorothiophen-2-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound S1C(Cl)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O JNBPICRKECPDTB-UHFFFAOYSA-N 0.000 claims 1
QDZCRRSOTKOOEY-UHFFFAOYSA-N 1'-[(5-fluoro-2-methylphenyl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CC1=CC=C(F)C=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O QDZCRRSOTKOOEY-UHFFFAOYSA-N 0.000 claims 1
VQCYDVYLHDWDNZ-UHFFFAOYSA-N 1'-[(5-methyl-1,2-oxazol-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O1N=CC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1C VQCYDVYLHDWDNZ-UHFFFAOYSA-N 0.000 claims 1
IIALACDSVNRKDV-UHFFFAOYSA-N 1'-[(5-methyl-2-phenyltriazol-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound N1=C(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)C(C)=NN1C1=CC=CC=C1 IIALACDSVNRKDV-UHFFFAOYSA-N 0.000 claims 1
LQAXLOXMGYGMPF-UHFFFAOYSA-N 1'-[(5-methylfuran-2-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O1C(C)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O LQAXLOXMGYGMPF-UHFFFAOYSA-N 0.000 claims 1
NKLQZJKICGIATF-UHFFFAOYSA-N 1'-[(5-methylsulfonylfuran-2-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O1C(S(=O)(=O)C)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O NKLQZJKICGIATF-UHFFFAOYSA-N 0.000 claims 1
WJDNFTGYDVTHDN-UHFFFAOYSA-N 1'-[(5-phenyl-1,3-oxazol-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC=1N=COC=1C1=CC=CC=C1 WJDNFTGYDVTHDN-UHFFFAOYSA-N 0.000 claims 1
NHFVLUQQMNIGQA-UHFFFAOYSA-N 1'-[(6-fluoro-4h-1,3-benzodioxin-8-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O1COCC2=CC(F)=CC(CN3C4=CC=CC=C4C4(C5=CC=6OCOC=6C=C5OC4)C3=O)=C21 NHFVLUQQMNIGQA-UHFFFAOYSA-N 0.000 claims 1
QCAQXSVYHMLDNO-UHFFFAOYSA-N 1'-[(6-methoxypyridin-3-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=NC(OC)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O QCAQXSVYHMLDNO-UHFFFAOYSA-N 0.000 claims 1
KTEJABWLSIDCJF-UHFFFAOYSA-N 1'-[(6-morpholin-4-ylpyridin-3-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(C=N1)=CC=C1N1CCOCC1 KTEJABWLSIDCJF-UHFFFAOYSA-N 0.000 claims 1
YJOUTZMMEUJKFB-UHFFFAOYSA-N 1'-[(6-oxo-1h-pyridin-3-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC=1C=CC(=O)NC=1 YJOUTZMMEUJKFB-UHFFFAOYSA-N 0.000 claims 1
YJQSCPRMCHUZAL-UHFFFAOYSA-N 1'-[(6-pyrrolidin-1-ylpyridin-3-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(C=N1)=CC=C1N1CCCC1 YJQSCPRMCHUZAL-UHFFFAOYSA-N 0.000 claims 1
NMLFFWKYAICRGF-UHFFFAOYSA-N 1'-[(7-methoxy-2-oxo-1,4-benzoxazin-3-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CC1=NC2=CC=C(OC)C=C2OC1=O NMLFFWKYAICRGF-UHFFFAOYSA-N 0.000 claims 1
UVLKIDCBVFNEOG-UHFFFAOYSA-N 1'-[(7-methoxy-2-oxochromen-4-yl)methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CC1=CC(=O)OC2=CC(OC)=CC=C21 UVLKIDCBVFNEOG-UHFFFAOYSA-N 0.000 claims 1
QVKIZNJCPQBHHA-CHHVJCJISA-N 1'-[(z)-4-methylhex-3-enyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CC\C=C(C)/CC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 QVKIZNJCPQBHHA-CHHVJCJISA-N 0.000 claims 1
FOZKSYFLKKYSAS-UHFFFAOYSA-N 1'-[2-(1-cyclopentylpiperidin-4-yl)ethyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCC(CC1)CCN1C1CCCC1 FOZKSYFLKKYSAS-UHFFFAOYSA-N 0.000 claims 1
QJTUHCOYYIGOQP-UHFFFAOYSA-N 1'-[2-(1-propan-2-ylpiperidin-4-yl)ethyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C1CN(C(C)C)CCC1CCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O QJTUHCOYYIGOQP-UHFFFAOYSA-N 0.000 claims 1
GWFFQXNKIDYQPZ-UHFFFAOYSA-N 1'-[2-(2-methoxyethoxy)ethyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCOCCOC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 GWFFQXNKIDYQPZ-UHFFFAOYSA-N 0.000 claims 1
DMETYASETWMKDX-UHFFFAOYSA-N 1'-[2-(diethylamino)ethyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCN(CC)CC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 DMETYASETWMKDX-UHFFFAOYSA-N 0.000 claims 1
FTKFBEZKJKDETG-UHFFFAOYSA-N 1'-[2-(dipyridin-2-ylamino)ethyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCN(C=1N=CC=CC=1)C1=CC=CC=N1 FTKFBEZKJKDETG-UHFFFAOYSA-N 0.000 claims 1
IYGPXKMZGBDZBB-UHFFFAOYSA-N 1'-[2-(pyridin-2-ylamino)ethyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCNC1=CC=CC=N1 IYGPXKMZGBDZBB-UHFFFAOYSA-N 0.000 claims 1
GRJHVJVJZHRSCH-UHFFFAOYSA-N 1'-[2-[1-(oxan-4-yl)piperidin-4-yl]ethyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCC(CC1)CCN1C1CCOCC1 GRJHVJVJZHRSCH-UHFFFAOYSA-N 0.000 claims 1
ZJCQRDCZAJGIAZ-UHFFFAOYSA-N 1'-[3-(1-phenylpropan-2-ylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCCNC(C)CC1=CC=CC=C1 ZJCQRDCZAJGIAZ-UHFFFAOYSA-N 0.000 claims 1
XHAYGGWAINLZBA-UHFFFAOYSA-N 1'-[3-(2,2,2-trifluoroethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCC(F)(F)F)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 XHAYGGWAINLZBA-UHFFFAOYSA-N 0.000 claims 1
IHYUJNPXNWGBFA-UHFFFAOYSA-N 1'-[3-(2,2-dimethylpropylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCC(C)(C)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 IHYUJNPXNWGBFA-UHFFFAOYSA-N 0.000 claims 1
UJAKRJUYBSQLLH-UHFFFAOYSA-N 1'-[3-(2,2-diphenylethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCC(C=1C=CC=CC=1)C1=CC=CC=C1 UJAKRJUYBSQLLH-UHFFFAOYSA-N 0.000 claims 1
ZWVBSNRCANQYBC-UHFFFAOYSA-N 1'-[3-(2-cyclopropylethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCCC1CC1 ZWVBSNRCANQYBC-UHFFFAOYSA-N 0.000 claims 1
GKPLEGSELZQOTP-UHFFFAOYSA-N 1'-[3-(2-ethoxyethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCCOCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 GKPLEGSELZQOTP-UHFFFAOYSA-N 0.000 claims 1
LJRMJCNWSHKGEP-UHFFFAOYSA-N 1'-[3-(2-methylpropylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCC(C)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 LJRMJCNWSHKGEP-UHFFFAOYSA-N 0.000 claims 1
CMWJKTXLFOEZEZ-UHFFFAOYSA-N 1'-[3-(2-morpholin-4-ylethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCCN1CCOCC1 CMWJKTXLFOEZEZ-UHFFFAOYSA-N 0.000 claims 1
YOTXLZNPGJPHMA-UHFFFAOYSA-N 1'-[3-(2-phenylethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCCC1=CC=CC=C1 YOTXLZNPGJPHMA-UHFFFAOYSA-N 0.000 claims 1
IDPKQUVBWCGWLS-UHFFFAOYSA-N 1'-[3-(2-piperidin-1-ylethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCCN1CCCCC1 IDPKQUVBWCGWLS-UHFFFAOYSA-N 0.000 claims 1
OFKYTAQWJRVYFL-UHFFFAOYSA-N 1'-[3-(2-propan-2-yloxyethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCCOC(C)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 OFKYTAQWJRVYFL-UHFFFAOYSA-N 0.000 claims 1
GIVMUMRKJJGCBV-UHFFFAOYSA-N 1'-[3-(2-pyridin-2-ylethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCCC1=CC=CC=N1 GIVMUMRKJJGCBV-UHFFFAOYSA-N 0.000 claims 1
NQRKQWACFYEZHR-UHFFFAOYSA-N 1'-[3-(2-pyridin-3-ylethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCCC1=CC=CN=C1 NQRKQWACFYEZHR-UHFFFAOYSA-N 0.000 claims 1
FDZDODVEZZRPHT-UHFFFAOYSA-N 1'-[3-(2-pyridin-4-ylethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCCC1=CC=NC=C1 FDZDODVEZZRPHT-UHFFFAOYSA-N 0.000 claims 1
KTPWASWOTPXWSH-UHFFFAOYSA-N 1'-[3-(2-pyrrolidin-1-ylethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCCN1CCCC1 KTPWASWOTPXWSH-UHFFFAOYSA-N 0.000 claims 1
ZKGULDRBOBFADQ-UHFFFAOYSA-N 1'-[3-(3,3-dimethylbutylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCCC(C)(C)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 ZKGULDRBOBFADQ-UHFFFAOYSA-N 0.000 claims 1
IERASTOZDZPGKT-UHFFFAOYSA-N 1'-[3-(3-ethoxypropylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCCCOCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 IERASTOZDZPGKT-UHFFFAOYSA-N 0.000 claims 1
WCFWUULSAZRTMZ-UHFFFAOYSA-N 1'-[3-(3-methoxypropylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCCCOC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 WCFWUULSAZRTMZ-UHFFFAOYSA-N 0.000 claims 1
KAQLIWUBQOKVDS-UHFFFAOYSA-N 1'-[3-(3-methylbutan-2-ylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNC(C)C(C)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 KAQLIWUBQOKVDS-UHFFFAOYSA-N 0.000 claims 1
WGESBNGESRFZSI-UHFFFAOYSA-N 1'-[3-(3-methylbutylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCCC(C)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 WGESBNGESRFZSI-UHFFFAOYSA-N 0.000 claims 1
HNCNQTHOSBIPGC-UHFFFAOYSA-N 1'-[3-(3-phenylpropylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCCCC1=CC=CC=C1 HNCNQTHOSBIPGC-UHFFFAOYSA-N 0.000 claims 1
OPEYMDGMAZOWLV-UHFFFAOYSA-N 1'-[3-(4-chloroanilino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC(Cl)=CC=C1NCCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O OPEYMDGMAZOWLV-UHFFFAOYSA-N 0.000 claims 1
KHUOVTZHBOHNIQ-UHFFFAOYSA-N 1'-[3-(benzylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCC1=CC=CC=C1 KHUOVTZHBOHNIQ-UHFFFAOYSA-N 0.000 claims 1
ZZOXELOTQICWBO-UHFFFAOYSA-N 1'-[3-(cyclobutylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNC1CCC1 ZZOXELOTQICWBO-UHFFFAOYSA-N 0.000 claims 1
UOUKWMJAQFNKGK-UHFFFAOYSA-N 1'-[3-(cyclohexylmethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCC1CCCCC1 UOUKWMJAQFNKGK-UHFFFAOYSA-N 0.000 claims 1
BEEMRHMMNBBFKU-UHFFFAOYSA-N 1'-[3-(cyclopropylmethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCC1CC1 BEEMRHMMNBBFKU-UHFFFAOYSA-N 0.000 claims 1
PXVJDDCCIYXSPR-UHFFFAOYSA-N 1'-[3-(dibenzylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCN(CC=1C=CC=CC=1)CC1=CC=CC=C1 PXVJDDCCIYXSPR-UHFFFAOYSA-N 0.000 claims 1
JCMJXQVYLSVERX-UHFFFAOYSA-N 1'-[3-(dibutylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCN(CCCC)CCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 JCMJXQVYLSVERX-UHFFFAOYSA-N 0.000 claims 1
YFAQUCZKCHFRNE-UHFFFAOYSA-N 1'-[3-(diethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCN(CC)CC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 YFAQUCZKCHFRNE-UHFFFAOYSA-N 0.000 claims 1
RDWJRFRCVQZACW-UHFFFAOYSA-N 1'-[3-(dipropylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCN(CCC)CCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 RDWJRFRCVQZACW-UHFFFAOYSA-N 0.000 claims 1
VNYQRQRGWZFLDX-UHFFFAOYSA-N 1'-[3-(ethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 VNYQRQRGWZFLDX-UHFFFAOYSA-N 0.000 claims 1
BPYFAQKNQFVZIZ-UHFFFAOYSA-N 1'-[3-(furan-2-ylmethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCC1=CC=CO1 BPYFAQKNQFVZIZ-UHFFFAOYSA-N 0.000 claims 1
WJLAJIVERFTSGL-UHFFFAOYSA-N 1'-[3-(heptylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCCCCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 WJLAJIVERFTSGL-UHFFFAOYSA-N 0.000 claims 1
DROIEEGOLIMRBU-UHFFFAOYSA-N 1'-[3-(hexylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCCCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 DROIEEGOLIMRBU-UHFFFAOYSA-N 0.000 claims 1
FBNNHEWWOKNJJJ-UHFFFAOYSA-N 1'-[3-(methylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 FBNNHEWWOKNJJJ-UHFFFAOYSA-N 0.000 claims 1
FUAKYDPHCKZGBA-UHFFFAOYSA-N 1'-[3-(octylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCCCCCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 FUAKYDPHCKZGBA-UHFFFAOYSA-N 0.000 claims 1
OXXPBPLYKYQPSU-UHFFFAOYSA-N 1'-[3-(oxolan-2-ylmethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCC1CCCO1 OXXPBPLYKYQPSU-UHFFFAOYSA-N 0.000 claims 1
VUEZNLMJVVUHJB-UHFFFAOYSA-N 1'-[3-(pentan-2-ylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNC(C)CCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 VUEZNLMJVVUHJB-UHFFFAOYSA-N 0.000 claims 1
ISJQJNRXVQAQLY-UHFFFAOYSA-N 1'-[3-(pentylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 ISJQJNRXVQAQLY-UHFFFAOYSA-N 0.000 claims 1
PLOCDOPROXMVQK-UHFFFAOYSA-N 1'-[3-(propan-2-ylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNC(C)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 PLOCDOPROXMVQK-UHFFFAOYSA-N 0.000 claims 1
XFELXRGXQMNWJP-UHFFFAOYSA-N 1'-[3-(propylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 XFELXRGXQMNWJP-UHFFFAOYSA-N 0.000 claims 1
DEAVQKWZOCWTSM-UHFFFAOYSA-N 1'-[3-(pyridin-2-ylmethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCC1=CC=CC=N1 DEAVQKWZOCWTSM-UHFFFAOYSA-N 0.000 claims 1
VXIGMEVBCJZINU-UHFFFAOYSA-N 1'-[3-(pyridin-4-ylmethylamino)propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCC1=CC=NC=C1 VXIGMEVBCJZINU-UHFFFAOYSA-N 0.000 claims 1
JMUAEBKYOCTRHF-UHFFFAOYSA-N 1'-[3-[(2,4-difluorophenyl)methylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC(F)=CC=C1CNCCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O JMUAEBKYOCTRHF-UHFFFAOYSA-N 0.000 claims 1
FICRZITUFLCJFS-UHFFFAOYSA-N 1'-[3-[(2,6-difluorophenyl)methylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC=CC(F)=C1CNCCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O FICRZITUFLCJFS-UHFFFAOYSA-N 0.000 claims 1
DILASYFAVLTISK-UHFFFAOYSA-N 1'-[3-[(2-chlorophenyl)methylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound ClC1=CC=CC=C1CNCCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O DILASYFAVLTISK-UHFFFAOYSA-N 0.000 claims 1
ZODZMHGOSAKWPY-UHFFFAOYSA-N 1'-[3-[(2-fluorophenyl)methylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC=CC=C1CNCCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O ZODZMHGOSAKWPY-UHFFFAOYSA-N 0.000 claims 1
MEEMDZHVQBAUDY-UHFFFAOYSA-N 1'-[3-[(2-methylphenyl)methylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CC1=CC=CC=C1CNCCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O MEEMDZHVQBAUDY-UHFFFAOYSA-N 0.000 claims 1
LQEUTMOCWBMSOO-UHFFFAOYSA-N 1'-[3-[(3,5-difluorophenyl)methylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC(F)=CC(CNCCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 LQEUTMOCWBMSOO-UHFFFAOYSA-N 0.000 claims 1
KLPVJDRSPLQDDW-UHFFFAOYSA-N 1'-[3-[(3-fluorophenyl)methylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC=CC(CNCCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 KLPVJDRSPLQDDW-UHFFFAOYSA-N 0.000 claims 1
BYZBJKQJIRMDJL-UHFFFAOYSA-N 1'-[3-[(3-methylphenyl)methylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CC1=CC=CC(CNCCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 BYZBJKQJIRMDJL-UHFFFAOYSA-N 0.000 claims 1
AOGOECHLLUJSEE-UHFFFAOYSA-N 1'-[3-[(4-chlorophenyl)methylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC(Cl)=CC=C1CNCCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O AOGOECHLLUJSEE-UHFFFAOYSA-N 0.000 claims 1
NFAVDEHOSBHAGE-UHFFFAOYSA-N 1'-[3-[(4-fluorophenyl)methylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC(F)=CC=C1CNCCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O NFAVDEHOSBHAGE-UHFFFAOYSA-N 0.000 claims 1
IXJAPWUOUCVUBD-UHFFFAOYSA-N 1'-[3-[(4-methoxyphenyl)methylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC(OC)=CC=C1CNCCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O IXJAPWUOUCVUBD-UHFFFAOYSA-N 0.000 claims 1
BHGKHGRGPYLBFJ-UHFFFAOYSA-N 1'-[3-[2-(1-methylpyrrolidin-2-yl)ethylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CN1CCCC1CCNCCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O BHGKHGRGPYLBFJ-UHFFFAOYSA-N 0.000 claims 1
UZVFBTOFGNRWJE-UHFFFAOYSA-N 1'-[3-[2-(2-fluorophenyl)ethylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC=CC=C1CCNCCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O UZVFBTOFGNRWJE-UHFFFAOYSA-N 0.000 claims 1
WLMWLYMCMQDYFT-UHFFFAOYSA-N 1'-[3-[2-(3-fluorophenyl)ethylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC=CC(CCNCCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 WLMWLYMCMQDYFT-UHFFFAOYSA-N 0.000 claims 1
KYVMDVPKCQYOHG-UHFFFAOYSA-N 1'-[3-[2-(4-fluorophenyl)ethylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC(F)=CC=C1CCNCCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O KYVMDVPKCQYOHG-UHFFFAOYSA-N 0.000 claims 1
LSKIODHJZLRCHT-UHFFFAOYSA-N 1'-[3-[2-(4-phenylphenyl)ethylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CCCNCCC(C=C1)=CC=C1C1=CC=CC=C1 LSKIODHJZLRCHT-UHFFFAOYSA-N 0.000 claims 1
WSRQVRHAOPWHNZ-UHFFFAOYSA-N 1'-[3-[2-(diethylamino)ethyl-methylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCN(C)CCN(CC)CC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 WSRQVRHAOPWHNZ-UHFFFAOYSA-N 0.000 claims 1
DZTRFTAZBLJISJ-UHFFFAOYSA-N 1'-[3-[2-(dimethylamino)ethylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCCN(C)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 DZTRFTAZBLJISJ-UHFFFAOYSA-N 0.000 claims 1
KXULAJWWUJTZPU-UHFFFAOYSA-N 1'-[3-[2-[di(propan-2-yl)amino]ethylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCCN(C(C)C)C(C)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 KXULAJWWUJTZPU-UHFFFAOYSA-N 0.000 claims 1
IUASKJBQAMDKMU-UHFFFAOYSA-N 1'-[3-[3-(dimethylamino)propylamino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCNCCCN(C)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 IUASKJBQAMDKMU-UHFFFAOYSA-N 0.000 claims 1
MQYFFEWXYLIVQO-XZATXCMXSA-N 1'-[3-[[(1r)-1-cyclohexylethyl]amino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1([C@H](NCCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)C)CCCCC1 MQYFFEWXYLIVQO-XZATXCMXSA-N 0.000 claims 1
MQYFFEWXYLIVQO-HSYKDVHTSA-N 1'-[3-[[(1s)-1-cyclohexylethyl]amino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1([C@@H](NCCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)C)CCCCC1 MQYFFEWXYLIVQO-HSYKDVHTSA-N 0.000 claims 1
DMRGBBZJIXZGBU-UHFFFAOYSA-N 1'-[3-[bis(2-methoxyethyl)amino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCN(CCOC)CCOC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 DMRGBBZJIXZGBU-UHFFFAOYSA-N 0.000 claims 1
IQYCAXRMNVCNOF-UHFFFAOYSA-N 1'-[3-[butyl(methyl)amino]propyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCN(C)CCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 IQYCAXRMNVCNOF-UHFFFAOYSA-N 0.000 claims 1
VYWBCISEJJHPLO-UHFFFAOYSA-N 1'-[4,4-bis(4-fluorophenyl)butyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC(F)=CC=C1C(C=1C=CC(F)=CC=1)CCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O VYWBCISEJJHPLO-UHFFFAOYSA-N 0.000 claims 1
XWIPCPSWCFODHH-UHFFFAOYSA-N 1'-[[1-(3,3-dimethylbutyl)piperidin-4-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C1CN(CCC(C)(C)C)CCC1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O XWIPCPSWCFODHH-UHFFFAOYSA-N 0.000 claims 1
GIDNRYZABBHQMA-UHFFFAOYSA-N 1'-[[1-(3-methylbutyl)piperidin-4-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C1CN(CCC(C)C)CCC1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O GIDNRYZABBHQMA-UHFFFAOYSA-N 0.000 claims 1
LYKUAZYGPFZFKK-UHFFFAOYSA-N 1'-[[1-(3-methylsulfanylpropyl)piperidin-4-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C1CN(CCCSC)CCC1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O LYKUAZYGPFZFKK-UHFFFAOYSA-N 0.000 claims 1
FJRYXOZWRWZSEY-UHFFFAOYSA-N 1'-[[1-(oxan-4-yl)piperidin-4-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(CC1)CCN1C1CCOCC1 FJRYXOZWRWZSEY-UHFFFAOYSA-N 0.000 claims 1
RVRNPEPDGYUWQV-UHFFFAOYSA-N 1'-[[1-(pyridin-2-ylmethyl)piperidin-4-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(CC1)CCN1CC1=CC=CC=N1 RVRNPEPDGYUWQV-UHFFFAOYSA-N 0.000 claims 1
FWLCYWBAWQWLBM-UHFFFAOYSA-N 1'-[[1-(pyridin-3-ylmethyl)piperidin-4-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(CC1)CCN1CC1=CC=CN=C1 FWLCYWBAWQWLBM-UHFFFAOYSA-N 0.000 claims 1
LCMYJUQZARTJDT-UHFFFAOYSA-N 1'-[[1-(thiophen-2-ylmethyl)piperidin-4-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(CC1)CCN1CC1=CC=CS1 LCMYJUQZARTJDT-UHFFFAOYSA-N 0.000 claims 1
TYZBBAXGNKGMNQ-UHFFFAOYSA-N 1'-[[1-[(2,6-difluorophenyl)methyl]triazol-4-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC=CC(F)=C1CN1N=NC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 TYZBBAXGNKGMNQ-UHFFFAOYSA-N 0.000 claims 1
QERDOWSUOLIWGH-UHFFFAOYSA-N 1'-[[2-(4-pyrimidin-2-ylpiperazine-1-carbonyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C=1C=CC=C(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)C=1C(=O)N(CC1)CCN1C1=NC=CC=N1 QERDOWSUOLIWGH-UHFFFAOYSA-N 0.000 claims 1
YZAHGFMEHSSKIA-UHFFFAOYSA-N 1'-[[2-(morpholine-4-carbonyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C=1C=CC=C(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)C=1C(=O)N1CCOCC1 YZAHGFMEHSSKIA-UHFFFAOYSA-N 0.000 claims 1
AIVPHMZRHAXRHH-UHFFFAOYSA-N 1'-[[2-(piperidine-1-carbonyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C=1C=CC=C(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)C=1C(=O)N1CCCCC1 AIVPHMZRHAXRHH-UHFFFAOYSA-N 0.000 claims 1
AVFVDDSXMJXONJ-UHFFFAOYSA-N 1'-[[2-[4-(1,3-benzodioxol-5-ylmethyl)piperazine-1-carbonyl]phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CC1=CC=CC=C1C(=O)N1CCN(CC=2C=C3OCOC3=CC=2)CC1 AVFVDDSXMJXONJ-UHFFFAOYSA-N 0.000 claims 1
RKKXQUMZFNJUPV-UHFFFAOYSA-N 1'-[[2-fluoro-3-(trifluoromethyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC=C(C(F)(F)F)C(F)=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O RKKXQUMZFNJUPV-UHFFFAOYSA-N 0.000 claims 1
KICHXJFSHZIQSA-UHFFFAOYSA-N 1'-[[2-fluoro-4-(trifluoromethyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC(C(F)(F)F)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O KICHXJFSHZIQSA-UHFFFAOYSA-N 0.000 claims 1
NUXBCNBOWPVIIA-UHFFFAOYSA-N 1'-[[2-fluoro-5-(trifluoromethyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC=C(C(F)(F)F)C=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O NUXBCNBOWPVIIA-UHFFFAOYSA-N 0.000 claims 1
HDRYXQCJOGBONA-UHFFFAOYSA-N 1'-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC=CC(C(F)(F)F)=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O HDRYXQCJOGBONA-UHFFFAOYSA-N 0.000 claims 1
SEAKXUNSPYBGCJ-UHFFFAOYSA-N 1'-[[3-(4-methylpiperazine-1-carbonyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1CN(C)CCN1C(=O)C1=CC=CC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 SEAKXUNSPYBGCJ-UHFFFAOYSA-N 0.000 claims 1
RTCCXWATAANXDR-UHFFFAOYSA-N 1'-[[3-(4-pyrimidin-2-ylpiperazine-1-carbonyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C=1C=CC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=CC=1C(=O)N(CC1)CCN1C1=NC=CC=N1 RTCCXWATAANXDR-UHFFFAOYSA-N 0.000 claims 1
JRWLPCXSMARLHX-UHFFFAOYSA-N 1'-[[3-(morpholine-4-carbonyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C=1C=CC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=CC=1C(=O)N1CCOCC1 JRWLPCXSMARLHX-UHFFFAOYSA-N 0.000 claims 1
LJEDAVATEIRHHF-UHFFFAOYSA-N 1'-[[3-(piperidine-1-carbonyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C=1C=CC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=CC=1C(=O)N1CCCCC1 LJEDAVATEIRHHF-UHFFFAOYSA-N 0.000 claims 1
TVQUIPUFUDUAHL-UHFFFAOYSA-N 1'-[[3-fluoro-4-(trifluoromethyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=C(C(F)(F)F)C(F)=CC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 TVQUIPUFUDUAHL-UHFFFAOYSA-N 0.000 claims 1
VPSLUNFHHRCRBG-UHFFFAOYSA-N 1'-[[3-fluoro-5-(trifluoromethyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC(F)(F)C1=CC(F)=CC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 VPSLUNFHHRCRBG-UHFFFAOYSA-N 0.000 claims 1
HZCJPQPBMYEGLM-UHFFFAOYSA-N 1'-[[3-hydroxy-5-(trifluoromethyl)thiophen-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=C(C(F)(F)F)SC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1O HZCJPQPBMYEGLM-UHFFFAOYSA-N 0.000 claims 1
ANMKGVMPNMUIEO-UHFFFAOYSA-N 1'-[[3-methoxy-5-(trifluoromethyl)thiophen-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=C(C(F)(F)F)SC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1OC ANMKGVMPNMUIEO-UHFFFAOYSA-N 0.000 claims 1
AWUJFVQKIGWIAV-UHFFFAOYSA-N 1'-[[4-(1,2,4-triazol-1-yl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(C=C1)=CC=C1N1C=NC=N1 AWUJFVQKIGWIAV-UHFFFAOYSA-N 0.000 claims 1
LLDBZKSLZMAMTM-UHFFFAOYSA-N 1'-[[4-(morpholine-4-carbonyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C=1C=C(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)C=CC=1C(=O)N1CCOCC1 LLDBZKSLZMAMTM-UHFFFAOYSA-N 0.000 claims 1
KRJYYGQYBSLSIU-UHFFFAOYSA-N 1'-[[4-(piperidine-1-carbonyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C=1C=C(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)C=CC=1C(=O)N1CCCCC1 KRJYYGQYBSLSIU-UHFFFAOYSA-N 0.000 claims 1
LIBIIKAPKCSHPM-UHFFFAOYSA-N 1'-[[4-chloro-2-(trifluoromethyl)quinolin-6-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CC1=CC2=C(Cl)C=C(C(F)(F)F)N=C2C=C1 LIBIIKAPKCSHPM-UHFFFAOYSA-N 0.000 claims 1
VSCWZDNSXJIDGV-UHFFFAOYSA-N 1'-[[4-fluoro-2-(trifluoromethyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC(F)(F)C1=CC(F)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O VSCWZDNSXJIDGV-UHFFFAOYSA-N 0.000 claims 1
FGVDFTPPQSSQBH-UHFFFAOYSA-N 1'-[[4-fluoro-3-(trifluoromethyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=C(C(F)(F)F)C(F)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O FGVDFTPPQSSQBH-UHFFFAOYSA-N 0.000 claims 1
KYNSEJGURMILEZ-UHFFFAOYSA-N 1'-[[5-(2-chlorophenyl)furan-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound ClC1=CC=CC=C1C(O1)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O KYNSEJGURMILEZ-UHFFFAOYSA-N 0.000 claims 1
FGQPEIVOXDMRHE-UHFFFAOYSA-N 1'-[[5-(3-chlorophenyl)furan-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound ClC1=CC=CC(C=2OC(CN3C4=CC=CC=C4C4(C5=CC=6OCOC=6C=C5OC4)C3=O)=CC=2)=C1 FGQPEIVOXDMRHE-UHFFFAOYSA-N 0.000 claims 1
NEBUOXBYNAHKFV-UHFFFAOYSA-N 1'-[[5-(trifluoromethyl)furan-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O1C(C(F)(F)F)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O NEBUOXBYNAHKFV-UHFFFAOYSA-N 0.000 claims 1
PFUTZRGLYOQNBP-UHFFFAOYSA-N 1'-[[5-(trifluoromethyl)thiophen-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound S1C(C(F)(F)F)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O PFUTZRGLYOQNBP-UHFFFAOYSA-N 0.000 claims 1
KEVWQCIPSZIPNY-UHFFFAOYSA-N 1'-[[5-[4-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC(C(F)(F)F)=CC=C1C1=NC(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=NO1 KEVWQCIPSZIPNY-UHFFFAOYSA-N 0.000 claims 1
ZEDAATHDOBXZEF-UHFFFAOYSA-N 1'-[[5-fluoro-2-(trifluoromethyl)phenyl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC1=CC=C(C(F)(F)F)C(CN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 ZEDAATHDOBXZEF-UHFFFAOYSA-N 0.000 claims 1
OSOPODHEDLQRPG-UHFFFAOYSA-N 1'-[[6-(dimethylamino)pyridin-3-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one;hydrochloride Chemical compound Cl.C1=NC(N(C)C)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O OSOPODHEDLQRPG-UHFFFAOYSA-N 0.000 claims 1
JPBUNTYPRHZZCS-UHFFFAOYSA-N 1'-[[6-(trifluoromethyl)pyridin-3-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=NC(C(F)(F)F)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O JPBUNTYPRHZZCS-UHFFFAOYSA-N 0.000 claims 1
HDHXDUNPHNLDOC-UHFFFAOYSA-N 1'-benzhydryl-5'-methylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC(C)=CC=C2N1C(C=1C=CC=CC=1)C1=CC=CC=C1 HDHXDUNPHNLDOC-UHFFFAOYSA-N 0.000 claims 1
LRNWOJDFRXDNHS-UHFFFAOYSA-N 1'-benzhydryl-5-bromospiro[2h-1-benzofuran-3,3'-indole]-2'-one Chemical compound C12=CC(Br)=CC=C2OCC1(C1=CC=CC=C11)C(=O)N1C(C=1C=CC=CC=1)C1=CC=CC=C1 LRNWOJDFRXDNHS-UHFFFAOYSA-N 0.000 claims 1
PTDDUYJLOQGZPK-UHFFFAOYSA-N 1'-benzhydryl-5-hydroxyspiro[2h-1-benzofuran-3,3'-indole]-2'-one Chemical compound C12=CC(O)=CC=C2OCC1(C1=CC=CC=C11)C(=O)N1C(C=1C=CC=CC=1)C1=CC=CC=C1 PTDDUYJLOQGZPK-UHFFFAOYSA-N 0.000 claims 1
SFOTULKPJMTGPR-UHFFFAOYSA-N 1'-benzhydryl-5-pyridin-3-ylspiro[2h-1-benzofuran-3,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC(=CC=C3OC2)C=2C=NC=CC=2)C(=O)N1C(C=1C=CC=CC=1)C1=CC=CC=C1 SFOTULKPJMTGPR-UHFFFAOYSA-N 0.000 claims 1
FEHMEKPMEKIRNG-UHFFFAOYSA-N 1'-benzhydryl-6-(trifluoromethoxy)spiro[2h-1-benzofuran-3,3'-indole]-2'-one Chemical compound C=1C(OC(F)(F)F)=CC=C2C=1OCC2(C1=CC=CC=C11)C(=O)N1C(C=1C=CC=CC=1)C1=CC=CC=C1 FEHMEKPMEKIRNG-UHFFFAOYSA-N 0.000 claims 1
PUNHNDNPPHVDTC-UHFFFAOYSA-N 1'-benzylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC1=CC=CC=C1 PUNHNDNPPHVDTC-UHFFFAOYSA-N 0.000 claims 1
UUGJZINLZDDYEU-UHFFFAOYSA-N 1'-butylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 UUGJZINLZDDYEU-UHFFFAOYSA-N 0.000 claims 1
RTCUMTHXKKBDRN-UHFFFAOYSA-N 1'-hex-5-enylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC=C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 RTCUMTHXKKBDRN-UHFFFAOYSA-N 0.000 claims 1
QQGPXTPTXKAHHT-UHFFFAOYSA-N 1'-hexylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 QQGPXTPTXKAHHT-UHFFFAOYSA-N 0.000 claims 1
AHLOWWNBTATPDG-UHFFFAOYSA-N 1'-methyl-4'-pyrimidin-5-ylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CN=CN=C1 AHLOWWNBTATPDG-UHFFFAOYSA-N 0.000 claims 1
VZPBXHHDMVMWQY-UHFFFAOYSA-N 1'-methylsulfonylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(S(=O)(=O)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 VZPBXHHDMVMWQY-UHFFFAOYSA-N 0.000 claims 1
QCSJADXRVNKALO-UHFFFAOYSA-N 1'-pent-4-enylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCC=C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 QCSJADXRVNKALO-UHFFFAOYSA-N 0.000 claims 1
YHNAOVOHARDENS-UHFFFAOYSA-N 1'-pentyl-4'-(2-phenoxyphenyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=CC=C1OC1=CC=CC=C1 YHNAOVOHARDENS-UHFFFAOYSA-N 0.000 claims 1
KDYIFXZGHPSOGR-UHFFFAOYSA-N 1'-pentyl-4'-(3,4,5-trimethoxyphenyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC(OC)=C(OC)C(OC)=C1 KDYIFXZGHPSOGR-UHFFFAOYSA-N 0.000 claims 1
YTFIOOPOULFLLX-UHFFFAOYSA-N 1'-pentyl-4'-(4-phenoxyphenyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C(C=C1)=CC=C1OC1=CC=CC=C1 YTFIOOPOULFLLX-UHFFFAOYSA-N 0.000 claims 1
AGKSAGXYEIVRRV-UHFFFAOYSA-N 1'-pentyl-4'-(4-propan-2-yloxyphenyl)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(OC(C)C)C=C1 AGKSAGXYEIVRRV-UHFFFAOYSA-N 0.000 claims 1
KBGBXHKBNVMIOL-UHFFFAOYSA-N 1'-pentyl-4'-(pyridin-3-ylamino)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2NC1=CC=CN=C1 KBGBXHKBNVMIOL-UHFFFAOYSA-N 0.000 claims 1
AYVCZCFPMLPQMM-UHFFFAOYSA-N 1'-pentyl-4'-(pyrimidin-2-ylamino)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2NC1=NC=CC=N1 AYVCZCFPMLPQMM-UHFFFAOYSA-N 0.000 claims 1
VXDMCAUPRGKVLQ-UHFFFAOYSA-N 1'-pentyl-4'-(pyrimidin-4-ylamino)spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2NC1=CC=NC=N1 VXDMCAUPRGKVLQ-UHFFFAOYSA-N 0.000 claims 1
DMVQPXUEMWQVQB-BUHFOSPRSA-N 1'-pentyl-4'-[(e)-2-phenylethenyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2\C=C\C1=CC=CC=C1 DMVQPXUEMWQVQB-BUHFOSPRSA-N 0.000 claims 1
IMPGGPQZOYKVGV-UHFFFAOYSA-N 1'-pentyl-4'-[2-(trifluoromethoxy)phenyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=CC=C1OC(F)(F)F IMPGGPQZOYKVGV-UHFFFAOYSA-N 0.000 claims 1
PFCLGAQDKZSZRV-UHFFFAOYSA-N 1'-pentyl-4'-[2-(trifluoromethyl)phenyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=CC=C1C(F)(F)F PFCLGAQDKZSZRV-UHFFFAOYSA-N 0.000 claims 1
BYHBVEQRAMDHAJ-UHFFFAOYSA-N 1'-pentyl-4'-[3-(trifluoromethoxy)phenyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=CC(OC(F)(F)F)=C1 BYHBVEQRAMDHAJ-UHFFFAOYSA-N 0.000 claims 1
YLISUWSIFGUMKZ-UHFFFAOYSA-N 1'-pentyl-4'-[4-(trifluoromethoxy)phenyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(OC(F)(F)F)C=C1 YLISUWSIFGUMKZ-UHFFFAOYSA-N 0.000 claims 1
QWHRENGUGIZBON-UHFFFAOYSA-N 1'-pentyl-4'-[4-(trifluoromethyl)pyridin-3-yl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CN=CC=C1C(F)(F)F QWHRENGUGIZBON-UHFFFAOYSA-N 0.000 claims 1
FYCMAEKPYZZNHL-UHFFFAOYSA-N 1'-pentyl-4'-phenoxathiin-4-ylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound S1C2=CC=CC=C2OC2=C1C=CC=C2C1=CC=CC2=C1C1(C3=CC=4OCOC=4C=C3OC1)C(=O)N2CCCCC FYCMAEKPYZZNHL-UHFFFAOYSA-N 0.000 claims 1
PPWDAPUARFZSKG-UHFFFAOYSA-N 1'-pentyl-4'-pyridin-3-ylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=CN=C1 PPWDAPUARFZSKG-UHFFFAOYSA-N 0.000 claims 1
BWSQWILGIFMAOO-UHFFFAOYSA-N 1'-pentyl-4'-pyridin-4-ylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=NC=C1 BWSQWILGIFMAOO-UHFFFAOYSA-N 0.000 claims 1
BDCQYOKWNQBRIJ-UHFFFAOYSA-N 1'-pentyl-4'-pyrimidin-5-ylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CN=CN=C1 BDCQYOKWNQBRIJ-UHFFFAOYSA-N 0.000 claims 1
KITOPRFYIWXYAD-UHFFFAOYSA-N 1'-pentyl-4'-quinolin-3-ylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC=CC2=CC(C3=CC=CC4=C3C3(C5=CC=6OCOC=6C=C5OC3)C(=O)N4CCCCC)=CN=C21 KITOPRFYIWXYAD-UHFFFAOYSA-N 0.000 claims 1
QERQKYYWLMCENX-UHFFFAOYSA-N 1'-pentyl-4'-quinolin-6-ylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound N1=CC=CC2=CC(C3=CC=CC4=C3C3(C5=CC=6OCOC=6C=C5OC3)C(=O)N4CCCCC)=CC=C21 QERQKYYWLMCENX-UHFFFAOYSA-N 0.000 claims 1
PYGNPLWZOWESAI-UHFFFAOYSA-N 1'-pentyl-4'-thiophen-3-ylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C=1C=CSC=1 PYGNPLWZOWESAI-UHFFFAOYSA-N 0.000 claims 1
CBDIRGCFMYQOBK-UHFFFAOYSA-N 1'-pentyl-5-(trifluoromethyl)spiro[2h-1-benzofuran-3,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C11C2=CC(C(F)(F)F)=CC=C2OC1 CBDIRGCFMYQOBK-UHFFFAOYSA-N 0.000 claims 1
JWUDCQZKFHWVOM-UHFFFAOYSA-N 1'-pentyl-5-phenoxyspiro[2h-1-benzofuran-3,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C1(C1=C2)COC1=CC=C2OC1=CC=CC=C1 JWUDCQZKFHWVOM-UHFFFAOYSA-N 0.000 claims 1
DDMDACHLNFOZLQ-UHFFFAOYSA-N 1'-pentyl-5-pyridin-3-ylspiro[2h-1-benzofuran-3,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C1(C1=C2)COC1=CC=C2C1=CC=CN=C1 DDMDACHLNFOZLQ-UHFFFAOYSA-N 0.000 claims 1
BYHCUPIXPFLNOT-UHFFFAOYSA-N 1'-pentyl-5-pyridin-4-ylspiro[2h-1-benzofuran-3,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C1(C1=C2)COC1=CC=C2C1=CC=NC=C1 BYHCUPIXPFLNOT-UHFFFAOYSA-N 0.000 claims 1
KXVTXVSJOVCSDW-UHFFFAOYSA-N 1'-pentyl-5-pyrimidin-5-ylspiro[2h-1-benzofuran-3,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C1(C1=C2)COC1=CC=C2C1=CN=CN=C1 KXVTXVSJOVCSDW-UHFFFAOYSA-N 0.000 claims 1
MRTQCNYAQVKOGL-UHFFFAOYSA-N 1'-pentyl-6-pyridin-4-ylspiro[2h-1-benzofuran-3,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C1(C1=CC=2)COC1=CC=2C1=CC=NC=C1 MRTQCNYAQVKOGL-UHFFFAOYSA-N 0.000 claims 1
IQNHROGZDGEPQM-UHFFFAOYSA-N 1'-pentylspiro[2h-1-benzofuran-3,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C11C2=CC=CC=C2OC1 IQNHROGZDGEPQM-UHFFFAOYSA-N 0.000 claims 1
SKMITBUYSAXHIH-UHFFFAOYSA-N 1'-pentylspiro[5,6-dihydrocyclopenta[f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2CC1 SKMITBUYSAXHIH-UHFFFAOYSA-N 0.000 claims 1
KTFHKMBXOMMQGS-UHFFFAOYSA-N 1'-pentylspiro[5h-furo[3,4-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2CO1 KTFHKMBXOMMQGS-UHFFFAOYSA-N 0.000 claims 1
NAECDUFDXJDYAG-UHFFFAOYSA-N 1'-pentylspiro[6,7-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-8,3'-indole]-2',5-dione Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2C(=O)NC1 NAECDUFDXJDYAG-UHFFFAOYSA-N 0.000 claims 1
LJJMIJUUHNZIGS-UHFFFAOYSA-N 1'-pentylspiro[6,7-dihydrobenzo[f][1,3]benzodioxole-5,3'-indole]-2',8-dione Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2C(=O)CC1 LJJMIJUUHNZIGS-UHFFFAOYSA-N 0.000 claims 1
UGTQLKHEIQMVBY-UHFFFAOYSA-N 1'-pentylspiro[6h-cyclopenta[f][1,3]benzodioxole-7,3'-indole]-2',5-dione Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2C(=O)C1 UGTQLKHEIQMVBY-UHFFFAOYSA-N 0.000 claims 1
PZKABQGUVWNWLA-UHFFFAOYSA-N 1'-pentylspiro[7,8-dihydro-6h-benzo[f][1,3]benzodioxole-5,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2CCC1 PZKABQGUVWNWLA-UHFFFAOYSA-N 0.000 claims 1
ZRIBKTWBEDKUQR-UHFFFAOYSA-N 1'-prop-2-ynylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1OC2=CC=3OCOC=3C=C2C21C1=CC=CC=C1N(CC#C)C2=O ZRIBKTWBEDKUQR-UHFFFAOYSA-N 0.000 claims 1
VCIWUDKYGYHPRR-UHFFFAOYSA-N 1'-propylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 VCIWUDKYGYHPRR-UHFFFAOYSA-N 0.000 claims 1
LKYNGTHMKCTTQC-UHFFFAOYSA-N 1,2-oxazole-3-carboxamide Chemical compound NC(=O)C=1C=CON=1 LKYNGTHMKCTTQC-UHFFFAOYSA-N 0.000 claims 1
CGOFMALNLDXUQU-UHFFFAOYSA-N 1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound O1CCOC2=CC(NC(NCCN3C4=CC=CC=C4C4(C5=CC=6OCOC=6C=C5OC4)C3=O)=O)=CC=C21 CGOFMALNLDXUQU-UHFFFAOYSA-N 0.000 claims 1
MWSHKTVSFLYEOT-UHFFFAOYSA-N 1-(2-fluoro-5-methylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound CC1=CC=C(F)C(NC(=O)NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 MWSHKTVSFLYEOT-UHFFFAOYSA-N 0.000 claims 1
WVVMKELOHOXHDF-UHFFFAOYSA-N 1-(2-methoxy-4-nitrophenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound COC1=CC([N+]([O-])=O)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O WVVMKELOHOXHDF-UHFFFAOYSA-N 0.000 claims 1
RECYMRAWCUMELT-UHFFFAOYSA-N 1-(2-methylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound CC1=CC=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O RECYMRAWCUMELT-UHFFFAOYSA-N 0.000 claims 1
VYDROLIPSUAPKK-UHFFFAOYSA-N 1-(2-nitrophenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound [O-][N+](=O)C1=CC=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O VYDROLIPSUAPKK-UHFFFAOYSA-N 0.000 claims 1
HBDLRQUHSIVJRO-UHFFFAOYSA-N 1-(3,4-dichlorophenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=C(Cl)C(Cl)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O HBDLRQUHSIVJRO-UHFFFAOYSA-N 0.000 claims 1
SQEQVFZYCIOPCR-UHFFFAOYSA-N 1-(3,4-dimethoxyphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=C(OC)C(OC)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O SQEQVFZYCIOPCR-UHFFFAOYSA-N 0.000 claims 1
NSEUPIWJHPBZRJ-UHFFFAOYSA-N 1-(3,5-dichlorophenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound ClC1=CC(Cl)=CC(NC(=O)NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 NSEUPIWJHPBZRJ-UHFFFAOYSA-N 0.000 claims 1
DUGMQSLOWPNBFS-UHFFFAOYSA-N 1-(3,5-dimethoxyphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound COC1=CC(OC)=CC(NC(=O)NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 DUGMQSLOWPNBFS-UHFFFAOYSA-N 0.000 claims 1
ZGGHYXHZYAIDFY-UHFFFAOYSA-N 1-(3-acetylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound CC(=O)C1=CC=CC(NC(=O)NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 ZGGHYXHZYAIDFY-UHFFFAOYSA-N 0.000 claims 1
HFTSRXFCSZICDP-UHFFFAOYSA-N 1-(3-chloro-2-fluorophenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound FC1=C(Cl)C=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O HFTSRXFCSZICDP-UHFFFAOYSA-N 0.000 claims 1
BIBNQKDGRAGULI-UHFFFAOYSA-N 1-(3-chloro-2-methylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound CC1=C(Cl)C=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O BIBNQKDGRAGULI-UHFFFAOYSA-N 0.000 claims 1
JVSRDMBKSXDDNP-UHFFFAOYSA-N 1-(3-chloro-4-methylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=C(Cl)C(C)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O JVSRDMBKSXDDNP-UHFFFAOYSA-N 0.000 claims 1
LFQXFEXKCKAPOK-UHFFFAOYSA-N 1-(3-fluoro-4-methylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=C(F)C(C)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O LFQXFEXKCKAPOK-UHFFFAOYSA-N 0.000 claims 1
HDXIOLBGQITBEA-UHFFFAOYSA-N 1-(3-methoxyphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound COC1=CC=CC(NC(=O)NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 HDXIOLBGQITBEA-UHFFFAOYSA-N 0.000 claims 1
QYJWUBCBYOHNKM-UHFFFAOYSA-N 1-(3-methylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound CC1=CC=CC(NC(=O)NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 QYJWUBCBYOHNKM-UHFFFAOYSA-N 0.000 claims 1
RCEQZZGMMHXGGW-UHFFFAOYSA-N 1-(4-acetylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=CC(C(=O)C)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O RCEQZZGMMHXGGW-UHFFFAOYSA-N 0.000 claims 1
MOMMCVGQIMQWQL-UHFFFAOYSA-N 1-(4-butoxyphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=CC(OCCCC)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O MOMMCVGQIMQWQL-UHFFFAOYSA-N 0.000 claims 1
YGMZDRMBZIKMSQ-UHFFFAOYSA-N 1-(4-butylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=CC(CCCC)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O YGMZDRMBZIKMSQ-UHFFFAOYSA-N 0.000 claims 1
UVRHWJBDPPIUCZ-UHFFFAOYSA-N 1-(4-chloro-2-methylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound CC1=CC(Cl)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O UVRHWJBDPPIUCZ-UHFFFAOYSA-N 0.000 claims 1
QRRKJGWWCNJWCN-UHFFFAOYSA-N 1-(4-chlorophenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=CC(Cl)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O QRRKJGWWCNJWCN-UHFFFAOYSA-N 0.000 claims 1
OCPRNYKYKOWSCQ-UHFFFAOYSA-N 1-(4-cyanophenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCNC(=O)NC1=CC=C(C#N)C=C1 OCPRNYKYKOWSCQ-UHFFFAOYSA-N 0.000 claims 1
UWPDCHOFZVSPDL-UHFFFAOYSA-N 1-(4-ethylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=CC(CC)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O UWPDCHOFZVSPDL-UHFFFAOYSA-N 0.000 claims 1
HAAQIGMKFBDFRY-UHFFFAOYSA-N 1-(4-fluoro-3-methylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=C(F)C(C)=CC(NC(=O)NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 HAAQIGMKFBDFRY-UHFFFAOYSA-N 0.000 claims 1
FZRZHUNCWVKYFJ-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=CC(F)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O FZRZHUNCWVKYFJ-UHFFFAOYSA-N 0.000 claims 1
AGCQQVIZHAFAOZ-UHFFFAOYSA-N 1-(4-fluorophenyl)-5-methyl-n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]pyrazole-4-carboxamide Chemical compound CC1=C(C(=O)NCCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)C=NN1C1=CC=C(F)C=C1 AGCQQVIZHAFAOZ-UHFFFAOYSA-N 0.000 claims 1
YHIQJJHXLMXYQX-UHFFFAOYSA-N 1-(4-methoxy-2-methylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound CC1=CC(OC)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O YHIQJJHXLMXYQX-UHFFFAOYSA-N 0.000 claims 1
LLCDEAQAHMMUPL-UHFFFAOYSA-N 1-(4-methylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=CC(C)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O LLCDEAQAHMMUPL-UHFFFAOYSA-N 0.000 claims 1
UZAGYMSEIKUSBW-UHFFFAOYSA-N 1-(4-tert-butylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=CC(C(C)(C)C)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O UZAGYMSEIKUSBW-UHFFFAOYSA-N 0.000 claims 1
SITIYJDKBYPQQQ-UHFFFAOYSA-N 1-(5-chloro-2-methylphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound CC1=CC=C(Cl)C=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O SITIYJDKBYPQQQ-UHFFFAOYSA-N 0.000 claims 1
WJJBEFPGVBRBKI-UHFFFAOYSA-N 1-(5-tert-butyl-2-methoxyphenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound COC1=CC=C(C(C)(C)C)C=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O WJJBEFPGVBRBKI-UHFFFAOYSA-N 0.000 claims 1
WHOJXYPVEIXLLP-UHFFFAOYSA-N 1-(9h-fluoren-2-yl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=C2CC3=CC=CC=C3C2=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O WHOJXYPVEIXLLP-UHFFFAOYSA-N 0.000 claims 1
CPYIFLKUVCOPNS-UHFFFAOYSA-N 1-(9h-fluoren-9-yl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C12=CC=CC=C2C2=CC=CC=C2C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O CPYIFLKUVCOPNS-UHFFFAOYSA-N 0.000 claims 1
WUMFJKHZWSGZBM-UHFFFAOYSA-N 1-(cyclohexylmethyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCNC(=O)NCC1CCCCC1 WUMFJKHZWSGZBM-UHFFFAOYSA-N 0.000 claims 1
UWQKZQGZQQPEIN-UHFFFAOYSA-N 1-(furan-2-ylmethyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCNC(=O)NCC1=CC=CO1 UWQKZQGZQQPEIN-UHFFFAOYSA-N 0.000 claims 1
UNJHASKMWGLVFE-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound ClC1=CC(Cl)=CC=C1CNC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O UNJHASKMWGLVFE-UHFFFAOYSA-N 0.000 claims 1
HXYJILAIMYOHNM-UHFFFAOYSA-N 1-[(2-chlorophenyl)methyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound ClC1=CC=CC=C1CNC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O HXYJILAIMYOHNM-UHFFFAOYSA-N 0.000 claims 1
CWLBHTFJKMGKPA-UHFFFAOYSA-N 1-[(2-ethoxyphenyl)methyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound CCOC1=CC=CC=C1CNC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O CWLBHTFJKMGKPA-UHFFFAOYSA-N 0.000 claims 1
QZDYPUYGMMLURE-UHFFFAOYSA-N 1-[(2-fluorophenyl)methyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound FC1=CC=CC=C1CNC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O QZDYPUYGMMLURE-UHFFFAOYSA-N 0.000 claims 1
VPIZIVCLBBIEFD-UHFFFAOYSA-N 1-[(2-methoxyphenyl)methyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound COC1=CC=CC=C1CNC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O VPIZIVCLBBIEFD-UHFFFAOYSA-N 0.000 claims 1
KCAWBZHLMRLIES-UHFFFAOYSA-N 1-[(2-methylphenyl)methyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound CC1=CC=CC=C1CNC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O KCAWBZHLMRLIES-UHFFFAOYSA-N 0.000 claims 1
DIYVBUSMVVITGP-UHFFFAOYSA-N 1-[(3-fluorophenyl)methyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound FC1=CC=CC(CNC(=O)NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 DIYVBUSMVVITGP-UHFFFAOYSA-N 0.000 claims 1
KLYNIONIFIJSNB-UHFFFAOYSA-N 1-[(4-methoxyphenyl)methyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=CC(OC)=CC=C1CNC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O KLYNIONIFIJSNB-UHFFFAOYSA-N 0.000 claims 1
PGOIBNRRLIQTAL-UHFFFAOYSA-N 1-[(4-methylphenyl)methyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=CC(C)=CC=C1CNC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O PGOIBNRRLIQTAL-UHFFFAOYSA-N 0.000 claims 1
FMIUBEFFXOEZAQ-UHFFFAOYSA-N 1-[(5-chloro-1,3,4-thiadiazol-2-yl)methyl]spiro[2h-indole-3,7'-6h-furo[2,3-f][1,3]benzodioxole] Chemical compound S1C(Cl)=NN=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1 FMIUBEFFXOEZAQ-UHFFFAOYSA-N 0.000 claims 1
CBQGSVSLGCLLOS-UHFFFAOYSA-N 1-[(6-fluoro-1H-benzimidazol-2-yl)methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound FC1=CC2=C(NC(=N2)CN2CC3(C4=CC=CC=C24)COC2=CC4=C(OCO4)C=C23)C=C1 CBQGSVSLGCLLOS-UHFFFAOYSA-N 0.000 claims 1
ARKZBHXUPOIEDE-UHFFFAOYSA-N 1-[2-(1,3-benzodioxol-5-yl)ethyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=C2OCOC2=CC(CCNC(NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=O)=C1 ARKZBHXUPOIEDE-UHFFFAOYSA-N 0.000 claims 1
KDPQUYLIKFAPGL-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-(2-phenoxyphenyl)urea Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCNC(=O)NC1=CC=CC=C1OC1=CC=CC=C1 KDPQUYLIKFAPGL-UHFFFAOYSA-N 0.000 claims 1
WCWRNPHWIAGWKG-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-(2-phenylethyl)urea Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCNC(=O)NCCC1=CC=CC=C1 WCWRNPHWIAGWKG-UHFFFAOYSA-N 0.000 claims 1
XENVQXLTXDKUMW-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-(2-phenylphenyl)urea Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCNC(=O)NC1=CC=CC=C1C1=CC=CC=C1 XENVQXLTXDKUMW-UHFFFAOYSA-N 0.000 claims 1
BTUCCWZCWHMMBS-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-(3,4,5-trimethoxyphenyl)urea Chemical compound COC1=C(OC)C(OC)=CC(NC(=O)NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 BTUCCWZCWHMMBS-UHFFFAOYSA-N 0.000 claims 1
OWVULQJJEOCPFQ-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-(4-phenoxyphenyl)urea Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCNC(=O)NC(C=C1)=CC=C1OC1=CC=CC=C1 OWVULQJJEOCPFQ-UHFFFAOYSA-N 0.000 claims 1
QJIPSAIHYIZCBQ-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-(4-propan-2-ylphenyl)urea Chemical compound C1=CC(C(C)C)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O QJIPSAIHYIZCBQ-UHFFFAOYSA-N 0.000 claims 1
IKPOLXKQAMPABJ-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-(5,6,7,8-tetrahydronaphthalen-1-yl)urea Chemical compound C1CCCC2=C1C=CC=C2NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O IKPOLXKQAMPABJ-UHFFFAOYSA-N 0.000 claims 1
VHRKUXIGVSVACR-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-[(3,4,5-trimethoxyphenyl)methyl]urea Chemical compound COC1=C(OC)C(OC)=CC(CNC(=O)NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 VHRKUXIGVSVACR-UHFFFAOYSA-N 0.000 claims 1
MNMGUSBNZUMIBC-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-[2-(4-phenylphenyl)ethyl]urea Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCNC(=O)NCCC(C=C1)=CC=C1C1=CC=CC=C1 MNMGUSBNZUMIBC-UHFFFAOYSA-N 0.000 claims 1
UUVOVJXRYDMRGW-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-[2-(trifluoromethoxy)phenyl]urea Chemical compound FC(F)(F)OC1=CC=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O UUVOVJXRYDMRGW-UHFFFAOYSA-N 0.000 claims 1
IMAOTYDCBOMBBY-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-[2-(trifluoromethyl)phenyl]urea Chemical compound FC(F)(F)C1=CC=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O IMAOTYDCBOMBBY-UHFFFAOYSA-N 0.000 claims 1
PIVHACYCVDWCTC-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-[3-(trifluoromethyl)phenyl]urea Chemical compound FC(F)(F)C1=CC=CC(NC(=O)NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 PIVHACYCVDWCTC-UHFFFAOYSA-N 0.000 claims 1
LYTMPZNZYMJLMS-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-[4-(trifluoromethyl)phenyl]urea Chemical compound C1=CC(C(F)(F)F)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O LYTMPZNZYMJLMS-UHFFFAOYSA-N 0.000 claims 1
HXBQQNNQQNJKRG-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-pentylurea Chemical compound C12=CC=CC=C2N(CCNC(=O)NCCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 HXBQQNNQQNJKRG-UHFFFAOYSA-N 0.000 claims 1
IBLSBGDGXRTTSY-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-phenylurea Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCNC(=O)NC1=CC=CC=C1 IBLSBGDGXRTTSY-UHFFFAOYSA-N 0.000 claims 1
XIUOFELAUBTXFJ-UHFFFAOYSA-N 1-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]-3-propylurea Chemical compound C12=CC=CC=C2N(CCNC(=O)NCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 XIUOFELAUBTXFJ-UHFFFAOYSA-N 0.000 claims 1
DOWBKXJZKCWXEQ-UHFFFAOYSA-N 1-[2-(3,5-dimethoxyphenyl)ethyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound COC1=CC(OC)=CC(CCNC(=O)NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1 DOWBKXJZKCWXEQ-UHFFFAOYSA-N 0.000 claims 1
WBYFIDYNBSVRFQ-UHFFFAOYSA-N 1-[2-(4-ethylphenyl)ethyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=CC(CC)=CC=C1CCNC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O WBYFIDYNBSVRFQ-UHFFFAOYSA-N 0.000 claims 1
FPLDYJFBXFGIAP-UHFFFAOYSA-N 1-[2-(difluoromethoxy)phenyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound FC(F)OC1=CC=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O FPLDYJFBXFGIAP-UHFFFAOYSA-N 0.000 claims 1
GPJFBJKZEXXNCX-UHFFFAOYSA-N 1-[4-(cyanomethyl)phenyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCNC(=O)NC1=CC=C(CC#N)C=C1 GPJFBJKZEXXNCX-UHFFFAOYSA-N 0.000 claims 1
OLVHPDGMHARBCX-UHFFFAOYSA-N 1-[4-(difluoromethoxy)phenyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=CC(OC(F)F)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O OLVHPDGMHARBCX-UHFFFAOYSA-N 0.000 claims 1
LSEBGPTVHNVHNG-UHFFFAOYSA-N 1-[4-(dimethylamino)phenyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=CC(N(C)C)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O LSEBGPTVHNVHNG-UHFFFAOYSA-N 0.000 claims 1
HRFRMIVYYUONHN-UHFFFAOYSA-N 1-[4-fluoro-2-(trifluoromethyl)phenyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound FC(F)(F)C1=CC(F)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O HRFRMIVYYUONHN-UHFFFAOYSA-N 0.000 claims 1
GGZCYBTXYPUOBK-UHFFFAOYSA-N 1-benzhydryl-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCNC(=O)NC(C=1C=CC=CC=1)C1=CC=CC=C1 GGZCYBTXYPUOBK-UHFFFAOYSA-N 0.000 claims 1
HFKUYFCDKWHLAU-UHFFFAOYSA-N 1-benzyl-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCNC(=O)NCC1=CC=CC=C1 HFKUYFCDKWHLAU-UHFFFAOYSA-N 0.000 claims 1
UVCZPDNHYBWURD-UHFFFAOYSA-N 1-cyclohexyl-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCNC(=O)NC1CCCCC1 UVCZPDNHYBWURD-UHFFFAOYSA-N 0.000 claims 1
TXPIDQAWCUWJJV-UHFFFAOYSA-N 1-cyclopentyl-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCNC(=O)NC1CCCC1 TXPIDQAWCUWJJV-UHFFFAOYSA-N 0.000 claims 1
UPGJEZRZAXJXJZ-UHFFFAOYSA-N 1-hexylspiro[2h-indole-3,8'-[1,3]dioxolo[4,5-g]chromene] Chemical compound C12=CC=CC=C2N(CCCCCC)CC11C2=CC(OCO3)=C3C=C2OC=C1 UPGJEZRZAXJXJZ-UHFFFAOYSA-N 0.000 claims 1
125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims 1
ZFXVFMBOFIEPII-UHFFFAOYSA-N 1h-azepine-4-carboxamide Chemical compound NC(=O)C1=CC=CNC=C1 ZFXVFMBOFIEPII-UHFFFAOYSA-N 0.000 claims 1
WHUPSLJSMYXMCC-UHFFFAOYSA-N 2'-oxo-1'-pentyl-n-pyridin-2-ylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-4'-carboxamide Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C(=O)NC1=CC=CC=N1 WHUPSLJSMYXMCC-UHFFFAOYSA-N 0.000 claims 1
SAEPYURJYIBTBY-UHFFFAOYSA-N 2'-oxo-1'-pentylspiro[2h-1-benzofuran-3,3'-indole]-5-carbonitrile Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C11C2=CC(C#N)=CC=C2OC1 SAEPYURJYIBTBY-UHFFFAOYSA-N 0.000 claims 1
LKTXTUGLGGJJFA-UHFFFAOYSA-N 2'-oxo-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-4'-carbonitrile Chemical compound C1=CC=C(C#N)C2=C1N(CCCCC)C(=O)C21C2=CC(OCO3)=C3C=C2OC1 LKTXTUGLGGJJFA-UHFFFAOYSA-N 0.000 claims 1
PDQRQJVPEFGVRK-UHFFFAOYSA-N 2,1,3-benzothiadiazole Chemical compound C1=CC=CC2=NSN=C21 PDQRQJVPEFGVRK-UHFFFAOYSA-N 0.000 claims 1
125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims 1
125000006508 2,6-difluorobenzyl group Chemical group [H]C1=C([H])C(F)=C(C(F)=C1[H])C([H])([H])* 0.000 claims 1
UXGQGJAZEPZESS-UHFFFAOYSA-N 2-(2'-oxospiro[2,5,6,7-tetrahydrocyclopenta[f][1]benzofuran-3,3'-indole]-1'-yl)acetic acid Chemical compound C12=CC=CC=C2N(CC(=O)O)C(=O)C11C2=CC(CCC3)=C3C=C2OC1 UXGQGJAZEPZESS-UHFFFAOYSA-N 0.000 claims 1
VEJGQIDHMBGGTG-UHFFFAOYSA-N 2-(2'-oxospiro[5,6,7,8-tetrahydro-2h-benzo[f][1]benzofuran-3,3'-indole]-1'-yl)acetic acid Chemical compound C12=CC=CC=C2N(CC(=O)O)C(=O)C11C2=CC(CCCC3)=C3C=C2OC1 VEJGQIDHMBGGTG-UHFFFAOYSA-N 0.000 claims 1
WCNKGRYIBBEZTE-UHFFFAOYSA-N 2-(2'-oxospiro[6H-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propanal Chemical compound O=C1N(C2=CC=CC=C2C11COC=2C1=CC1=C(OCO1)C=2)C(C=O)C WCNKGRYIBBEZTE-UHFFFAOYSA-N 0.000 claims 1
JTNKHWOBZYYRMG-UHFFFAOYSA-N 2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)-n,n-dipropylacetamide Chemical compound C12=CC=CC=C2N(CC(=O)N(CCC)CCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 JTNKHWOBZYYRMG-UHFFFAOYSA-N 0.000 claims 1
MUQLSXKZOUKGRD-UHFFFAOYSA-N 2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)-n-pentylacetamide Chemical compound C12=CC=CC=C2N(CC(=O)NCCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 MUQLSXKZOUKGRD-UHFFFAOYSA-N 0.000 claims 1
XEXCCHMAJJQTIB-UHFFFAOYSA-N 2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)-n-phenylacetamide Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CC(=O)NC1=CC=CC=C1 XEXCCHMAJJQTIB-UHFFFAOYSA-N 0.000 claims 1
ZVYFSAYBLGVYAF-UHFFFAOYSA-N 2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)-n-propylacetamide Chemical compound C12=CC=CC=C2N(CC(=O)NCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 ZVYFSAYBLGVYAF-UHFFFAOYSA-N 0.000 claims 1
APIBPJKXEFNJPQ-UHFFFAOYSA-N 2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)acetic acid Chemical compound C12=CC=CC=C2N(CC(=O)O)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 APIBPJKXEFNJPQ-UHFFFAOYSA-N 0.000 claims 1
HNGRJGOUWTVXBW-UHFFFAOYSA-N 2-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]isoindole-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1CCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O HNGRJGOUWTVXBW-UHFFFAOYSA-N 0.000 claims 1
DCPBXIUOOFELAF-UHFFFAOYSA-N 2-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]isoindole-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1CCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O DCPBXIUOOFELAF-UHFFFAOYSA-N 0.000 claims 1
BDDUUXPXEZQABZ-UHFFFAOYSA-N 2-[4-[(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)methyl]phenyl]benzonitrile Chemical compound C12=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C(=O)N1CC(C=C1)=CC=C1C1=CC=CC=C1C#N BDDUUXPXEZQABZ-UHFFFAOYSA-N 0.000 claims 1
125000004847 2-fluorobenzyl group Chemical group [H]C1=C([H])C(F)=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
125000006179 2-methyl benzyl group Chemical group [H]C1=C([H])C(=C(C([H])=C1[H])C([H])([H])*)C([H])([H])[H] 0.000 claims 1
UWQIRXGEFUXOPB-UHFFFAOYSA-N 2-methyl-1'-pentylspiro[6h-furo[2,3-f][1,3]benzothiazole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C11C2=CC(SC(C)=N3)=C3C=C2OC1 UWQIRXGEFUXOPB-UHFFFAOYSA-N 0.000 claims 1
125000006512 3,4-dichlorobenzyl group Chemical group [H]C1=C(Cl)C(Cl)=C([H])C(=C1[H])C([H])([H])* 0.000 claims 1
125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims 1
125000006509 3,4-difluorobenzyl group Chemical group [H]C1=C(F)C(F)=C([H])C(=C1[H])C([H])([H])* 0.000 claims 1
125000006288 3,5-difluorobenzyl group Chemical group [H]C1=C(F)C([H])=C(C([H])=C1F)C([H])([H])* 0.000 claims 1
BSFSIHVHYNAIBD-UHFFFAOYSA-N 3-(2'-oxo-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-4'-yl)benzonitrile Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=CC(C#N)=C1 BSFSIHVHYNAIBD-UHFFFAOYSA-N 0.000 claims 1
XVURKFKMGMJWPZ-UHFFFAOYSA-N 3-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propylamino]propanenitrile Chemical compound C1OC2=CC=3OCOC=3C=C2C21C1=CC=CC=C1N(CCCNCCC#N)C2=O XVURKFKMGMJWPZ-UHFFFAOYSA-N 0.000 claims 1
125000006497 3-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C(OC([H])([H])[H])=C1[H])C([H])([H])* 0.000 claims 1
125000006180 3-methyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C(=C1[H])C([H])([H])[H])C([H])([H])* 0.000 claims 1
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
CGJXFOYBUDTZHG-UHFFFAOYSA-N 4',7'-dichloro-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound ClC1=CC=C(Cl)C2=C1N(CCCCC)C(=O)C21C2=CC(OCO3)=C3C=C2OC1 CGJXFOYBUDTZHG-UHFFFAOYSA-N 0.000 claims 1
GRVVBOXQBYZKQC-UHFFFAOYSA-N 4'-(1,3-benzodioxol-5-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=C2OCOC2=CC(C2=CC=CC3=C2C2(C4=CC=5OCOC=5C=C4OC2)C(=O)N3CCCCC)=C1 GRVVBOXQBYZKQC-UHFFFAOYSA-N 0.000 claims 1
XPEIBDAUENTOAK-UHFFFAOYSA-N 4'-(1,3-benzodioxol-5-ylamino)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=C2OCOC2=CC(NC2=CC=CC3=C2C2(C4=CC=5OCOC=5C=C4OC2)C(=O)N3CCCCC)=C1 XPEIBDAUENTOAK-UHFFFAOYSA-N 0.000 claims 1
BHIWAAJCNQJGNQ-UHFFFAOYSA-N 4'-(1-benzofuran-2-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC=C2OC(C3=CC=CC4=C3C3(C5=CC=6OCOC=6C=C5OC3)C(=O)N4CCCCC)=CC2=C1 BHIWAAJCNQJGNQ-UHFFFAOYSA-N 0.000 claims 1
ULOLPFQQKNPWFD-UHFFFAOYSA-N 4'-(1-benzothiophen-2-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC=C2SC(C3=CC=CC4=C3C3(C5=CC=6OCOC=6C=C5OC3)C(=O)N4CCCCC)=CC2=C1 ULOLPFQQKNPWFD-UHFFFAOYSA-N 0.000 claims 1
RBTUBQFDDHLMOA-UHFFFAOYSA-N 4'-(1-benzothiophen-3-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC=C2C(C3=CC=CC4=C3C3(C5=CC=6OCOC=6C=C5OC3)C(=O)N4CCCCC)=CSC2=C1 RBTUBQFDDHLMOA-UHFFFAOYSA-N 0.000 claims 1
HFHQPNMNQFRCNV-UHFFFAOYSA-N 4'-(1-benzylpyrazol-4-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C(=C1)C=NN1CC1=CC=CC=C1 HFHQPNMNQFRCNV-UHFFFAOYSA-N 0.000 claims 1
BAIAZFGTEQBMNO-UHFFFAOYSA-N 4'-(1-methylindol-5-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=C2N(C)C=CC2=CC(C2=CC=CC3=C2C2(C4=CC=5OCOC=5C=C4OC2)C(=O)N3CCCCC)=C1 BAIAZFGTEQBMNO-UHFFFAOYSA-N 0.000 claims 1
GBOQZLIWXGXTER-UHFFFAOYSA-N 4'-(1-methylpyrrol-3-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C=1C=CN(C)C=1 GBOQZLIWXGXTER-UHFFFAOYSA-N 0.000 claims 1
IVRDFQNOEBNSET-UHFFFAOYSA-N 4'-(1h-indol-5-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=C2NC=CC2=CC(C2=CC=CC3=C2C2(C4=CC=5OCOC=5C=C4OC2)C(=O)N3CCCCC)=C1 IVRDFQNOEBNSET-UHFFFAOYSA-N 0.000 claims 1
ZFJPROLFQIHQMI-UHFFFAOYSA-N 4'-(2,3-dihydro-1,4-benzodioxin-6-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O1CCOC2=CC(C3=CC=CC4=C3C3(C5=CC=6OCOC=6C=C5OC3)C(=O)N4CCCCC)=CC=C21 ZFJPROLFQIHQMI-UHFFFAOYSA-N 0.000 claims 1
RXFZQJYOVYMGCK-UHFFFAOYSA-N 4'-(2,3-dimethoxyphenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=CC(OC)=C1OC RXFZQJYOVYMGCK-UHFFFAOYSA-N 0.000 claims 1
GXTZTFHZJQKXKG-UHFFFAOYSA-N 4'-(2,4-difluorophenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(F)C=C1F GXTZTFHZJQKXKG-UHFFFAOYSA-N 0.000 claims 1
PWQVGIBUFBWFHV-UHFFFAOYSA-N 4'-(2,4-dimethoxyphenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(OC)C=C1OC PWQVGIBUFBWFHV-UHFFFAOYSA-N 0.000 claims 1
RDSMKJXPGYEJRS-UHFFFAOYSA-N 4'-(2,4-dimethoxypyrimidin-5-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CN=C(OC)N=C1OC RDSMKJXPGYEJRS-UHFFFAOYSA-N 0.000 claims 1
ZZMPWJDGCSGPMR-UHFFFAOYSA-N 4'-(2,5-difluorophenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC(F)=CC=C1F ZZMPWJDGCSGPMR-UHFFFAOYSA-N 0.000 claims 1
QZXRWLMNQSAJKE-UHFFFAOYSA-N 4'-(2-butoxy-5-fluorophenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC(F)=CC=C1OCCCC QZXRWLMNQSAJKE-UHFFFAOYSA-N 0.000 claims 1
QMJDVIDCLNZITD-UHFFFAOYSA-N 4'-(2-chlorophenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=CC=C1Cl QMJDVIDCLNZITD-UHFFFAOYSA-N 0.000 claims 1
OFGPRLLJJSTWBU-UHFFFAOYSA-N 4'-(2-fluoro-5-methoxyphenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC(OC)=CC=C1F OFGPRLLJJSTWBU-UHFFFAOYSA-N 0.000 claims 1
MARKBRFERYDZRU-UHFFFAOYSA-N 4'-(2-methoxyanilino)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2NC1=CC=CC=C1OC MARKBRFERYDZRU-UHFFFAOYSA-N 0.000 claims 1
RWCVTDPSEZAGNA-UHFFFAOYSA-N 4'-(2-methoxypyridin-3-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=CN=C1OC RWCVTDPSEZAGNA-UHFFFAOYSA-N 0.000 claims 1
YQMOFARFEDELQX-UHFFFAOYSA-N 4'-(2-methoxypyrimidin-5-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CN=C(OC)N=C1 YQMOFARFEDELQX-UHFFFAOYSA-N 0.000 claims 1
BESYKYQEQKFGFT-UHFFFAOYSA-N 4'-(2-methylpropyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC=C(CC(C)C)C2=C1N(CCCCC)C(=O)C21C2=CC(OCO3)=C3C=C2OC1 BESYKYQEQKFGFT-UHFFFAOYSA-N 0.000 claims 1
IZLWGKPVXRNXSI-UHFFFAOYSA-N 4'-(3,4-dimethoxyphenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(OC)C(OC)=C1 IZLWGKPVXRNXSI-UHFFFAOYSA-N 0.000 claims 1
HVFHFGUXINIMSO-UHFFFAOYSA-N 4'-(3,5-dichlorophenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC(Cl)=CC(Cl)=C1 HVFHFGUXINIMSO-UHFFFAOYSA-N 0.000 claims 1
VHKWVSXWNLKJNK-UHFFFAOYSA-N 4'-(3,5-difluorophenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC(F)=CC(F)=C1 VHKWVSXWNLKJNK-UHFFFAOYSA-N 0.000 claims 1
GSCKPWVMLNPNJK-UHFFFAOYSA-N 4'-(3,5-dimethoxyphenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC(OC)=CC(OC)=C1 GSCKPWVMLNPNJK-UHFFFAOYSA-N 0.000 claims 1
IOXFZDXPWCIOER-UHFFFAOYSA-N 4'-(3-chloro-4-fluorophenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(F)C(Cl)=C1 IOXFZDXPWCIOER-UHFFFAOYSA-N 0.000 claims 1
BOOKUIPTCVRTTH-UHFFFAOYSA-N 4'-(3-chlorophenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=CC(Cl)=C1 BOOKUIPTCVRTTH-UHFFFAOYSA-N 0.000 claims 1
GNPIODRDXGINHB-UHFFFAOYSA-N 4'-(3-fluoro-4-methoxyphenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(OC)C(F)=C1 GNPIODRDXGINHB-UHFFFAOYSA-N 0.000 claims 1
WYHWCFUJOAFGOW-UHFFFAOYSA-N 4'-(3-fluoro-4-pentoxyphenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=C(F)C(OCCCCC)=CC=C1C1=CC=CC2=C1C1(C3=CC=4OCOC=4C=C3OC1)C(=O)N2CCCCC WYHWCFUJOAFGOW-UHFFFAOYSA-N 0.000 claims 1
ORAPBEYNBARRKP-UHFFFAOYSA-N 4'-(3-fluoro-5-methoxyphenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC(F)=CC(OC)=C1 ORAPBEYNBARRKP-UHFFFAOYSA-N 0.000 claims 1
FYVLTICDXLWIDI-UHFFFAOYSA-N 4'-(3-fluoroanilino)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2NC1=CC=CC(F)=C1 FYVLTICDXLWIDI-UHFFFAOYSA-N 0.000 claims 1
IJLJDQKHPHNDOD-UHFFFAOYSA-N 4'-(4-butoxy-3-fluorophenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(OCCCC)C(F)=C1 IJLJDQKHPHNDOD-UHFFFAOYSA-N 0.000 claims 1
GSUJPUJDDJTHPS-UHFFFAOYSA-N 4'-(4-butylphenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(CCCC)C=C1 GSUJPUJDDJTHPS-UHFFFAOYSA-N 0.000 claims 1
DDCZMIPHISFRGA-UHFFFAOYSA-N 4'-(4-chlorophenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(Cl)C=C1 DDCZMIPHISFRGA-UHFFFAOYSA-N 0.000 claims 1
BXRWNLABHQDVGT-UHFFFAOYSA-N 4'-(4-ethoxy-3-fluorophenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(OCC)C(F)=C1 BXRWNLABHQDVGT-UHFFFAOYSA-N 0.000 claims 1
FEEJYOCSELUHEL-UHFFFAOYSA-N 4'-(4-fluoro-2-methylphenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(F)C=C1C FEEJYOCSELUHEL-UHFFFAOYSA-N 0.000 claims 1
QWZLWXIASJJIPZ-UHFFFAOYSA-N 4'-(4-methoxypyridin-3-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CN=CC=C1OC QWZLWXIASJJIPZ-UHFFFAOYSA-N 0.000 claims 1
WUOGZFBSMZBTIT-UHFFFAOYSA-N 4'-(4-methylphenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(C)C=C1 WUOGZFBSMZBTIT-UHFFFAOYSA-N 0.000 claims 1
ACTSJBMXNQGVBW-UHFFFAOYSA-N 4'-(4-methylpiperazin-1-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2N1CCN(C)CC1 ACTSJBMXNQGVBW-UHFFFAOYSA-N 0.000 claims 1
WOXGHQZVJPELCV-UHFFFAOYSA-N 4'-(4-morpholin-4-ylphenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C(C=C1)=CC=C1N1CCOCC1 WOXGHQZVJPELCV-UHFFFAOYSA-N 0.000 claims 1
FPIGVUQJSXLNNK-UHFFFAOYSA-N 4'-(5-chloro-2-methoxyphenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC(Cl)=CC=C1OC FPIGVUQJSXLNNK-UHFFFAOYSA-N 0.000 claims 1
YQQUHSBVEAUINQ-UHFFFAOYSA-N 4'-(5-fluoro-2-methoxyphenyl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC(F)=CC=C1OC YQQUHSBVEAUINQ-UHFFFAOYSA-N 0.000 claims 1
XPRDNLJUDMYHMP-UHFFFAOYSA-N 4'-(5-methoxypyridin-3-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CN=CC(OC)=C1 XPRDNLJUDMYHMP-UHFFFAOYSA-N 0.000 claims 1
XLZGSZXUBNMYLG-UHFFFAOYSA-N 4'-(6-fluoropyridin-2-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=CC(F)=N1 XLZGSZXUBNMYLG-UHFFFAOYSA-N 0.000 claims 1
YPPPOVHTMHPNDF-UHFFFAOYSA-N 4'-(6-fluoropyridin-3-yl)-1'-methylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(F)N=C1 YPPPOVHTMHPNDF-UHFFFAOYSA-N 0.000 claims 1
YDBINQWWEREMMT-UHFFFAOYSA-N 4'-(6-fluoropyridin-3-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(F)N=C1 YDBINQWWEREMMT-UHFFFAOYSA-N 0.000 claims 1
SORQKETUXLKGLM-UHFFFAOYSA-N 4'-(6-methoxypyridin-2-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=CC(OC)=N1 SORQKETUXLKGLM-UHFFFAOYSA-N 0.000 claims 1
KEGZAIRYUXEJLU-UHFFFAOYSA-N 4'-(6-methoxypyridin-3-yl)-1'-[[5-(trifluoromethyl)furan-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=NC(OC)=CC=C1C1=CC=CC2=C1C1(C3=CC=4OCOC=4C=C3OC1)C(=O)N2CC1=CC=C(C(F)(F)F)O1 KEGZAIRYUXEJLU-UHFFFAOYSA-N 0.000 claims 1
QXTBUNZUJNFXDK-UHFFFAOYSA-N 4'-(6-methoxypyridin-3-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(OC)N=C1 QXTBUNZUJNFXDK-UHFFFAOYSA-N 0.000 claims 1
NEWMIENJJRMVOG-UHFFFAOYSA-N 4'-(furan-2-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=CO1 NEWMIENJJRMVOG-UHFFFAOYSA-N 0.000 claims 1
ASXPQVXBXBBQEB-UHFFFAOYSA-N 4'-(furan-3-yl)-1'-methylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C=1C=COC=1 ASXPQVXBXBBQEB-UHFFFAOYSA-N 0.000 claims 1
IMAMQKYHXYPHBZ-UHFFFAOYSA-N 4'-(furan-3-yl)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C=1C=COC=1 IMAMQKYHXYPHBZ-UHFFFAOYSA-N 0.000 claims 1
XJDFRDSMQIPLBP-UHFFFAOYSA-N 4'-(naphthalen-2-ylamino)-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC=CC2=CC(NC3=CC=CC4=C3C3(C5=CC=6OCOC=6C=C5OC3)C(=O)N4CCCCC)=CC=C21 XJDFRDSMQIPLBP-UHFFFAOYSA-N 0.000 claims 1
HEMNUZOUELHOQY-VURMDHGXSA-N 4'-[(z)-3-chloroprop-1-enyl]-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC=C(\C=C/CCl)C2=C1N(CCCCC)C(=O)C21C2=CC(OCO3)=C3C=C2OC1 HEMNUZOUELHOQY-VURMDHGXSA-N 0.000 claims 1
GWEMUKFLKOVMPM-UHFFFAOYSA-N 4'-[1-(benzenesulfonyl)indol-3-yl]-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C(C1=CC=CC=C11)=CN1S(=O)(=O)C1=CC=CC=C1 GWEMUKFLKOVMPM-UHFFFAOYSA-N 0.000 claims 1
LXZUYELEDLMUON-UHFFFAOYSA-N 4'-[2-chloro-4-[(3,5-dimethoxyphenyl)methoxy]phenyl]-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C(C(=C1)Cl)=CC=C1OCC1=CC(OC)=CC(OC)=C1 LXZUYELEDLMUON-UHFFFAOYSA-N 0.000 claims 1
ZPJYLQPMKLHZCA-UHFFFAOYSA-N 4'-[4-(2-methylpropoxy)phenyl]-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(OCC(C)C)C=C1 ZPJYLQPMKLHZCA-UHFFFAOYSA-N 0.000 claims 1
ZNFRCVNTHCOYIE-UHFFFAOYSA-N 4'-[4-(dimethylamino)phenyl]-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(N(C)C)C=C1 ZNFRCVNTHCOYIE-UHFFFAOYSA-N 0.000 claims 1
IKWDFZABMCCIBN-UHFFFAOYSA-N 4'-[4-[(dimethylamino)methyl]phenyl]-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(CN(C)C)C=C1 IKWDFZABMCCIBN-UHFFFAOYSA-N 0.000 claims 1
RUCBIOIGMVIWPA-UHFFFAOYSA-N 4'-[4-chloro-2-(trifluoromethyl)anilino]-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2NC1=CC=C(Cl)C=C1C(F)(F)F RUCBIOIGMVIWPA-UHFFFAOYSA-N 0.000 claims 1
OVJJOSKIKHLSBC-UHFFFAOYSA-N 4'-[6-(dimethylamino)pyridin-3-yl]-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(N(C)C)N=C1 OVJJOSKIKHLSBC-UHFFFAOYSA-N 0.000 claims 1
MKYJMAOGIRCWID-UHFFFAOYSA-N 4'-bromo-1'-[[5-(trifluoromethyl)furan-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O1C(C(F)(F)F)=CC=C1CN1C(C=CC=C2Br)=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O MKYJMAOGIRCWID-UHFFFAOYSA-N 0.000 claims 1
KLHLFKUVNLZXBN-UHFFFAOYSA-N 4'-bromo-1'-methylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC=C(Br)C2=C1N(C)C(=O)C21C2=CC(OCO3)=C3C=C2OC1 KLHLFKUVNLZXBN-UHFFFAOYSA-N 0.000 claims 1
KGLLFHTUYDZIHB-UHFFFAOYSA-N 4'-dibenzofuran-4-yl-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C12=CC=CC=C2OC2=C1C=CC=C2C1=CC=CC2=C1C1(C3=CC=4OCOC=4C=C3OC1)C(=O)N2CCCCC KGLLFHTUYDZIHB-UHFFFAOYSA-N 0.000 claims 1
SQTJOXDCPGUIBT-UHFFFAOYSA-N 4'-isoquinolin-4-yl-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound C1=CC=C2C(C3=CC=CC4=C3C3(C5=CC=6OCOC=6C=C5OC3)C(=O)N4CCCCC)=CN=CC2=C1 SQTJOXDCPGUIBT-UHFFFAOYSA-N 0.000 claims 1
QJJLYNOLBHHGGY-UHFFFAOYSA-N 4'-methoxy-1'-[[5-(trifluoromethyl)furan-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C=2C(OC)=CC=CC=2N1CC1=CC=C(C(F)(F)F)O1 QJJLYNOLBHHGGY-UHFFFAOYSA-N 0.000 claims 1
LJUVRLVOYKOIEO-UHFFFAOYSA-N 4'-methyl-1'-[[5-(trifluoromethyl)furan-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C=2C(C)=CC=CC=2N1CC1=CC=C(C(F)(F)F)O1 LJUVRLVOYKOIEO-UHFFFAOYSA-N 0.000 claims 1
NPTMSMOKDRFNJW-UHFFFAOYSA-N 4'-morpholin-4-yl-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2N1CCOCC1 NPTMSMOKDRFNJW-UHFFFAOYSA-N 0.000 claims 1
VMXCZTIPLYHBSN-UHFFFAOYSA-N 4'-quinolin-3-yl-1'-[[5-(trifluoromethyl)furan-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O1C(C(F)(F)F)=CC=C1CN1C(C=CC=C2C=3C=C4C=CC=CC4=NC=3)=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O VMXCZTIPLYHBSN-UHFFFAOYSA-N 0.000 claims 1
LOMZFLOALBNXHI-UHFFFAOYSA-N 4-(2'-oxo-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-4'-yl)benzonitrile Chemical compound CCCCCN1C(=O)C2(C3=CC=4OCOC=4C=C3OC2)C2=C1C=CC=C2C1=CC=C(C#N)C=C1 LOMZFLOALBNXHI-UHFFFAOYSA-N 0.000 claims 1
KHKFHZFSMGPMIR-UHFFFAOYSA-N 4-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)butanenitrile Chemical compound C1OC2=CC=3OCOC=3C=C2C21C1=CC=CC=C1N(CCCC#N)C2=O KHKFHZFSMGPMIR-UHFFFAOYSA-N 0.000 claims 1
MCLDQIWDLILQOP-UHFFFAOYSA-N 4-(furan-3-yl)spiro[1h-indole-3,7'-6h-furo[2,3-f][1,3]benzodioxole]-2-one Chemical compound C=12C3(C4=CC=5OCOC=5C=C4OC3)C(=O)NC2=CC=CC=1C=1C=COC=1 MCLDQIWDLILQOP-UHFFFAOYSA-N 0.000 claims 1
FMALCTNQMGAIHG-UHFFFAOYSA-N 4-[3,5-bis(trifluoromethyl)phenyl]-1-pentylspiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound FC(C=1C=C(C=C(C1)C(F)(F)F)C1=C2C3(CN(C2=CC=C1)CCCCC)COC1=CC2=C(OCO2)C=C13)(F)F FMALCTNQMGAIHG-UHFFFAOYSA-N 0.000 claims 1
125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims 1
IOEXTRDGHITHFQ-UHFFFAOYSA-N 4-bromospiro[1h-indole-3,7'-6h-furo[2,3-f][1,3]benzodioxole]-2-one Chemical compound C1OC2=CC=3OCOC=3C=C2C21C(=O)NC1=C2C(Br)=CC=C1 IOEXTRDGHITHFQ-UHFFFAOYSA-N 0.000 claims 1
NESFKAOKCRZWEH-UHFFFAOYSA-N 4-dibenzofuran-4-ylspiro[1h-indole-3,7'-6h-furo[2,3-f][1,3]benzodioxole]-2-one Chemical compound O1C2=CC=CC=C2C2=C1C(C=1C=CC=C3NC(C4(C5=CC=6OCOC=6C=C5OC4)C3=1)=O)=CC=C2 NESFKAOKCRZWEH-UHFFFAOYSA-N 0.000 claims 1
125000004176 4-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1F)C([H])([H])* 0.000 claims 1
SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 claims 1
125000004861 4-isopropyl phenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 1
YQIBRGLMUJSNNQ-UHFFFAOYSA-N 4-pyrimidin-5-ylspiro[1h-indole-3,7'-6h-furo[2,3-f][1,3]benzodioxole]-2-one Chemical compound C=12C3(C4=CC=5OCOC=5C=C4OC3)C(=O)NC2=CC=CC=1C1=CN=CN=C1 YQIBRGLMUJSNNQ-UHFFFAOYSA-N 0.000 claims 1
VINLQPRNBDKOGP-UHFFFAOYSA-N 5'-bromospiro[1h-indole-3,3'-2h-1-benzofuran]-2-one Chemical compound O=C1NC2=CC=CC=C2C21COC1=CC=C(Br)C=C12 VINLQPRNBDKOGP-UHFFFAOYSA-N 0.000 claims 1
OXDAYNHNUDTNEO-UHFFFAOYSA-N 5'-fluoro-1'-[[5-(trifluoromethyl)furan-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC(F)=CC=C2N1CC1=CC=C(C(F)(F)F)O1 OXDAYNHNUDTNEO-UHFFFAOYSA-N 0.000 claims 1
DQGIFTRPPKIWBA-UHFFFAOYSA-N 5'-hydroxyspiro[1h-indole-3,3'-2h-1-benzofuran]-2-one Chemical compound O=C1NC2=CC=CC=C2C21COC1=CC=C(O)C=C12 DQGIFTRPPKIWBA-UHFFFAOYSA-N 0.000 claims 1
ROUITWBSEXFBNO-UHFFFAOYSA-N 5,5-difluoro-1'-pentylspiro[6,7-dihydrobenzo[f][1,3]benzodioxole-8,3'-indole]-2'-one Chemical compound C12=CC=CC=C2N(CCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2C(F)(F)CC1 ROUITWBSEXFBNO-UHFFFAOYSA-N 0.000 claims 1
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CVYVKTTVODLTIJ-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]adamantane-1-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)NCCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O CVYVKTTVODLTIJ-UHFFFAOYSA-N 0.000 claims 1
HAVHDERMMUCLOC-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]cyclobutanecarboxamide Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCCNC(=O)C1CCC1 HAVHDERMMUCLOC-UHFFFAOYSA-N 0.000 claims 1
DBPBYNMLMFZIAD-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]cyclohexanecarboxamide Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCCNC(=O)C1CCCCC1 DBPBYNMLMFZIAD-UHFFFAOYSA-N 0.000 claims 1
TXRHSKQPBPLKIR-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]cyclopentanecarboxamide Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCCNC(=O)C1CCCC1 TXRHSKQPBPLKIR-UHFFFAOYSA-N 0.000 claims 1
LWGJYWNGLNWLMT-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]cyclopropanecarboxamide Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCCNC(=O)C1CC1 LWGJYWNGLNWLMT-UHFFFAOYSA-N 0.000 claims 1
WKDLRNCXURJAHP-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]furan-2-carboxamide Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCCNC(=O)C1=CC=CO1 WKDLRNCXURJAHP-UHFFFAOYSA-N 0.000 claims 1
HPXHWCGZKLCGGP-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]heptanamide Chemical compound C12=CC=CC=C2N(CCCNC(=O)CCCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 HPXHWCGZKLCGGP-UHFFFAOYSA-N 0.000 claims 1
FMCDMKCZQIERSE-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]hexanamide Chemical compound C12=CC=CC=C2N(CCCNC(=O)CCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 FMCDMKCZQIERSE-UHFFFAOYSA-N 0.000 claims 1
YBKDBLMTBJRPOD-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]morpholine-4-carboxamide Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCCNC(=O)N1CCOCC1 YBKDBLMTBJRPOD-UHFFFAOYSA-N 0.000 claims 1
YVMBIZHYYBRUGY-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]naphthalene-2-carboxamide Chemical compound C1=CC=CC2=CC(C(NCCCN3C4=CC=CC=C4C4(C5=CC=6OCOC=6C=C5OC4)C3=O)=O)=CC=C21 YVMBIZHYYBRUGY-UHFFFAOYSA-N 0.000 claims 1
TZYHUDXRRLXDRL-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]pentanamide Chemical compound C12=CC=CC=C2N(CCCNC(=O)CCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 TZYHUDXRRLXDRL-UHFFFAOYSA-N 0.000 claims 1
VISQZFGDHOWXAN-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]piperidine-1-carboxamide Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCCNC(=O)N1CCCCC1 VISQZFGDHOWXAN-UHFFFAOYSA-N 0.000 claims 1
MPEIGBVRBVPKKO-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]pyrrolidine-1-carboxamide Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCCNC(=O)N1CCCC1 MPEIGBVRBVPKKO-UHFFFAOYSA-N 0.000 claims 1
MSTSMEUSTNKDNJ-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]quinoline-2-carboxamide Chemical compound C1=CC=CC2=NC(C(NCCCN3C4=CC=CC=C4C4(C5=CC=6OCOC=6C=C5OC4)C3=O)=O)=CC=C21 MSTSMEUSTNKDNJ-UHFFFAOYSA-N 0.000 claims 1
JOTULMXUKXFNOK-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]quinoxaline-2-carboxamide Chemical compound C1=CC=CC2=NC(C(NCCCN3C4=CC=CC=C4C4(C5=CC=6OCOC=6C=C5OC4)C3=O)=O)=CN=C21 JOTULMXUKXFNOK-UHFFFAOYSA-N 0.000 claims 1
FZRFYUQKCGIQLB-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]quinoxaline-6-carboxamide Chemical compound N1=CC=NC2=CC(C(NCCCN3C4=CC=CC=C4C4(C5=CC=6OCOC=6C=C5OC4)C3=O)=O)=CC=C21 FZRFYUQKCGIQLB-UHFFFAOYSA-N 0.000 claims 1
SGVRANGUPNMQOU-UHFFFAOYSA-N n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]thiophene-2-carboxamide Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCCNC(=O)C1=CC=CS1 SGVRANGUPNMQOU-UHFFFAOYSA-N 0.000 claims 1
STOKLCVDTRXYDG-UHFFFAOYSA-N n-methyl-2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)-n-phenylacetamide Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CC(=O)N(C)C1=CC=CC=C1 STOKLCVDTRXYDG-UHFFFAOYSA-N 0.000 claims 1
208000004296 neuralgia Diseases 0.000 claims 1
230000000926 neurological effect Effects 0.000 claims 1
208000021722 neuropathic pain Diseases 0.000 claims 1
201000001119 neuropathy Diseases 0.000 claims 1
230000007823 neuropathy Effects 0.000 claims 1
230000004112 neuroprotection Effects 0.000 claims 1
LTHCSWBWNVGEFE-UHFFFAOYSA-N octanamide Chemical compound CCCCCCCC(N)=O LTHCSWBWNVGEFE-UHFFFAOYSA-N 0.000 claims 1
201000008482 osteoarthritis Diseases 0.000 claims 1
230000001314 paroxysmal effect Effects 0.000 claims 1
208000019865 paroxysmal extreme pain disease Diseases 0.000 claims 1
230000002093 peripheral effect Effects 0.000 claims 1
230000002085 persistent effect Effects 0.000 claims 1
239000000546 pharmaceutical excipient Substances 0.000 claims 1
125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 1
QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims 1
208000020016 psychiatric disease Diseases 0.000 claims 1
208000023504 respiratory system disease Diseases 0.000 claims 1
206010039073 rheumatoid arthritis Diseases 0.000 claims 1
201000000306 sarcoidosis Diseases 0.000 claims 1
201000000980 schizophrenia Diseases 0.000 claims 1
IEUPFYSGJKSMNE-UHFFFAOYSA-N spiro[1h-indole-3,3'-2h-1-benzofuran]-2-one Chemical compound C1OC2=CC=CC=C2C21C1=CC=CC=C1NC2=O IEUPFYSGJKSMNE-UHFFFAOYSA-N 0.000 claims 1
208000011580 syndromic disease Diseases 0.000 claims 1
BAXXKWCEAUTVQU-UHFFFAOYSA-N tert-butyl 5-methoxy-3-(2'-oxo-1'-pentylspiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-4'-yl)indole-1-carboxylate Chemical compound C1=C(OC)C=C2C(C3=CC=CC4=C3C3(C5=CC=6OCOC=6C=C5OC3)C(=O)N4CCCCC)=CN(C(=O)OC(C)(C)C)C2=C1 BAXXKWCEAUTVQU-UHFFFAOYSA-N 0.000 claims 1
CUPOOAWTRIURFT-UHFFFAOYSA-N thiophene-2-carbonitrile Chemical compound N#CC1=CC=CS1 CUPOOAWTRIURFT-UHFFFAOYSA-N 0.000 claims 1
DENPQNAWGQXKCU-UHFFFAOYSA-N thiophene-2-carboxamide Chemical compound NC(=O)C1=CC=CS1 DENPQNAWGQXKCU-UHFFFAOYSA-N 0.000 claims 1
239000003053 toxin Substances 0.000 claims 1
231100000765 toxin Toxicity 0.000 claims 1
206010044652 trigeminal neuralgia Diseases 0.000 claims 1
208000003663 ventricular fibrillation Diseases 0.000 claims 1
208000009935 visceral pain Diseases 0.000 claims 1
NKPNBAVPEGIBQR-UHFFFAOYSA-N 1'-[[5-[2-(trifluoromethyl)phenyl]furan-2-yl]methyl]spiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-2'-one Chemical compound FC(F)(F)C1=CC=CC=C1C(O1)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O NKPNBAVPEGIBQR-UHFFFAOYSA-N 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1

JP2008506802A 2005-04-11 2006-04-11 スピロオキシインドール化合物および治療剤としてのその使用 Expired - Fee Related JP5118627B2 (ja)