RU2415143C2 - Производные спирооксиндола и их применение в качестве терапевтических агентов - Google Patents
Производные спирооксиндола и их применение в качестве терапевтических агентов Download PDFInfo
- Publication number
- RU2415143C2 RU2415143C2 RU2007141632/04A RU2007141632A RU2415143C2 RU 2415143 C2 RU2415143 C2 RU 2415143C2 RU 2007141632/04 A RU2007141632/04 A RU 2007141632/04A RU 2007141632 A RU2007141632 A RU 2007141632A RU 2415143 C2 RU2415143 C2 RU 2415143C2
- Authority
- RU
- Russia
- Prior art keywords
- indole
- benzodioxol
- furo
- alkyl
- oxospiro
- Prior art date
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- 239000003814 drug Substances 0.000 title abstract 2
- 229940124597 therapeutic agent Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 64
- 208000002193 Pain Diseases 0.000 claims abstract 15
- 238000000034 method Methods 0.000 claims abstract 9
- 239000000203 mixture Substances 0.000 claims abstract 7
- 150000003839 salts Chemical class 0.000 claims abstract 7
- 201000010099 disease Diseases 0.000 claims abstract 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract 6
- 108010052164 Sodium Channels Proteins 0.000 claims abstract 3
- 102000018674 Sodium Channels Human genes 0.000 claims abstract 3
- 230000001404 mediated effect Effects 0.000 claims abstract 3
- 125000000217 alkyl group Chemical group 0.000 claims 1250
- 125000005842 heteroatom Chemical group 0.000 claims 760
- 229910052760 oxygen Inorganic materials 0.000 claims 694
- 229910052717 sulfur Inorganic materials 0.000 claims 666
- 125000000623 heterocyclic group Chemical group 0.000 claims 441
- 125000003118 aryl group Chemical group 0.000 claims 352
- 125000001072 heteroaryl group Chemical group 0.000 claims 317
- 229910052736 halogen Inorganic materials 0.000 claims 313
- 150000002367 halogens Chemical class 0.000 claims 291
- 229910052757 nitrogen Inorganic materials 0.000 claims 251
- -1 aralkenyl Chemical group 0.000 claims 241
- 229910052739 hydrogen Inorganic materials 0.000 claims 191
- 239000001257 hydrogen Substances 0.000 claims 191
- 125000004093 cyano group Chemical group *C#N 0.000 claims 167
- 125000001424 substituent group Chemical group 0.000 claims 152
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 144
- 125000003342 alkenyl group Chemical group 0.000 claims 144
- 150000002431 hydrogen Chemical class 0.000 claims 141
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 137
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 113
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 102
- 125000004432 carbon atom Chemical group C* 0.000 claims 91
- 125000003545 alkoxy group Chemical group 0.000 claims 88
- 229910052799 carbon Inorganic materials 0.000 claims 88
- 125000000304 alkynyl group Chemical group 0.000 claims 81
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 81
- 125000006704 (C5-C6) cycloalkyl group Chemical group 0.000 claims 76
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 72
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 72
- 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 66
- 125000003710 aryl alkyl group Chemical group 0.000 claims 65
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 63
- 125000004450 alkenylene group Chemical group 0.000 claims 62
- 125000002947 alkylene group Chemical group 0.000 claims 62
- 125000004419 alkynylene group Chemical group 0.000 claims 62
- 125000000753 cycloalkyl group Chemical group 0.000 claims 59
- 125000005843 halogen group Chemical group 0.000 claims 53
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 52
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 42
- 125000005605 benzo group Chemical group 0.000 claims 41
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 40
- 239000004202 carbamide Substances 0.000 claims 40
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 37
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 33
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 32
- 239000010802 sludge Substances 0.000 claims 31
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 30
- 125000002950 monocyclic group Chemical group 0.000 claims 28
- 239000007789 gas Substances 0.000 claims 25
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 19
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 19
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 18
- 125000004043 oxo group Chemical group O=* 0.000 claims 18
- 125000003003 spiro group Chemical group 0.000 claims 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 16
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 12
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 10
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 10
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 8
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 8
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 7
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 7
- 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 6
- 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 6
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 6
- 125000006514 pyridin-2-ylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 claims 6
- 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 5
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 5
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 5
- 125000006284 3-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(F)=C1[H])C([H])([H])* 0.000 claims 5
- 241000124008 Mammalia Species 0.000 claims 5
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 5
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 5
- 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 4
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims 4
- 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 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
- 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
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims 4
- 125000000882 C2-C6 alkenyl group Chemical group 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
- 125000005982 diphenylmethyl 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] 0.000 claims 4
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims 4
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N triethylamine Natural products CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 4
- 125000006708 (C5-C14) heteroaryl group Chemical group 0.000 claims 3
- 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
- 125000006507 2,4-difluorobenzyl group Chemical group [H]C1=C(F)C([H])=C(F)C(=C1[H])C([H])([H])* 0.000 claims 3
- 125000006282 2-chlorobenzyl group Chemical group [H]C1=C([H])C(Cl)=C(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
- 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims 3
- 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 3
- 101100004031 Mus musculus Aven gene Proteins 0.000 claims 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 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
- 208000011580 syndromic disease Diseases 0.000 claims 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 3
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 3
- 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
- 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
- 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 2
- 125000001462 1-pyrrolyl group Chemical group [*]N1C([H])=C([H])C([H])=C1[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
- 125000004847 2-fluorobenzyl group Chemical group [H]C1=C([H])C(F)=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 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 2
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims 2
- 125000006288 3,5-difluorobenzyl group Chemical group [H]C1=C(F)C([H])=C(C([H])=C1F)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
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 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
- MYQYTYFBFKRCPA-UHFFFAOYSA-N 4-(3h-thiadiazol-2-yl)benzamide Chemical compound C1=CC(C(=O)N)=CC=C1N1SC=CN1 MYQYTYFBFKRCPA-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
- 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 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
- 206010015150 Erythema Diseases 0.000 claims 2
- 208000031886 HIV Infections Diseases 0.000 claims 2
- 206010019233 Headaches Diseases 0.000 claims 2
- 208000007914 Labor Pain Diseases 0.000 claims 2
- 208000035945 Labour pain Diseases 0.000 claims 2
- WTCWGULWSBELGJ-UHFFFAOYSA-N N-(6-methoxypyridin-3-yl)-1-pentylspiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole]-4-amine Chemical compound COC1=CC=C(C=N1)NC1=C2C3(CN(C2=CC=C1)CCCCC)COC1=CC2=C(OCO2)C=C13 WTCWGULWSBELGJ-UHFFFAOYSA-N 0.000 claims 2
- HVDBZFLTCGVQTG-UHFFFAOYSA-N N-[(2'-oxospiro[6H-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)methyl]benzamide Chemical compound C(C1=CC=CC=C1)(=O)NCN1C(C2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12)=O HVDBZFLTCGVQTG-UHFFFAOYSA-N 0.000 claims 2
- LIYAJABVPAMACB-UHFFFAOYSA-N N1=CC2(COC=3C2=CC2=C(OCO2)C3)C3=CC=CC=C13 Chemical compound N1=CC2(COC=3C2=CC2=C(OCO2)C3)C3=CC=CC=C13 LIYAJABVPAMACB-UHFFFAOYSA-N 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
- METKIMKYRPQLGS-UHFFFAOYSA-N atenolol Chemical compound CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1 METKIMKYRPQLGS-UHFFFAOYSA-N 0.000 claims 2
- 230000001419 dependent effect Effects 0.000 claims 2
- 231100000321 erythema Toxicity 0.000 claims 2
- 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 claims 2
- 150000002500 ions Chemical class 0.000 claims 2
- 201000006417 multiple sclerosis Diseases 0.000 claims 2
- HWVFMWDZJQLZHS-UHFFFAOYSA-N n,n-bis(trifluoromethyl)benzamide Chemical compound FC(F)(F)N(C(F)(F)F)C(=O)C1=CC=CC=C1 HWVFMWDZJQLZHS-UHFFFAOYSA-N 0.000 claims 2
- 208000004296 neuralgia Diseases 0.000 claims 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims 2
- 208000033808 peripheral neuropathy Diseases 0.000 claims 2
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 2
- DNUTZBZXLPWRJG-UHFFFAOYSA-M piperidine-1-carboxylate Chemical compound [O-]C(=O)N1CCCCC1 DNUTZBZXLPWRJG-UHFFFAOYSA-M 0.000 claims 2
- OTRJYIUNPJCQFU-UHFFFAOYSA-N (2-oxospiro[1h-indole-3,3'-2h-1-benzofuran]-5'-yl) trifluoromethanesulfonate Chemical compound O=C1NC2=CC=CC=C2C21COC1=CC=C(OS(=O)(=O)C(F)(F)F)C=C12 OTRJYIUNPJCQFU-UHFFFAOYSA-N 0.000 claims 1
- BKMXPNAWGWSRIY-UHFFFAOYSA-N (3,4,5-trimethoxyphenyl)methylurea Chemical compound COC1=CC(CNC(N)=O)=CC(OC)=C1OC BKMXPNAWGWSRIY-UHFFFAOYSA-N 0.000 claims 1
- 125000006555 (C3-C5) cycloalkyl group Chemical group 0.000 claims 1
- 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
- OBXXDQDEVYLRRA-UHFFFAOYSA-N 1'-(2,1,3-benzoxadiazol-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=NON=C3C=C1)C2=O OBXXDQDEVYLRRA-UHFFFAOYSA-N 0.000 claims 1
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- 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
- QJIYSHJUWGIZHU-UHFFFAOYSA-N 1'-hexylspiro[7h-[1,3]dioxolo[4,5-g]chromene-8,3'-indole]-2',6-dione Chemical compound C12=CC=CC=C2N(CCCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC(=O)C1 QJIYSHJUWGIZHU-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
- 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
- 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
- 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
- KHCAPMSWLGDOMC-UHFFFAOYSA-N 1'-pentyl-4'-phenylspiro[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=C1 KHCAPMSWLGDOMC-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
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- 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
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- 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
- 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 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
- FBEBRFBVNGSIAZ-UHFFFAOYSA-N 1,7,7-trimethyl-2-oxo-n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]-3-oxabicyclo[2.2.1]heptane-4-carboxamide Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCCNC(=O)C1(OC2=O)CCC2(C)C1(C)C FBEBRFBVNGSIAZ-UHFFFAOYSA-N 0.000 claims 1
- HLHHIDUUMDICFM-UHFFFAOYSA-N 1-(1,3-benzodioxol-5-yl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=C2OCOC2=CC(NC(NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=O)=C1 HLHHIDUUMDICFM-UHFFFAOYSA-N 0.000 claims 1
- AHWCADIFIFAXIT-UHFFFAOYSA-N 1-(2,3-dichlorophenyl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound ClC1=CC=CC(NC(=O)NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=C1Cl AHWCADIFIFAXIT-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
- RNKRACSPEZEGJL-UHFFFAOYSA-N 1-(2,3-dihydro-1h-inden-5-yl)-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=C2CCCC2=CC(NC(NCCN2C3=CC=CC=C3C3(C4=CC=5OCOC=5C=C4OC3)C2=O)=O)=C1 RNKRACSPEZEGJL-UHFFFAOYSA-N 0.000 claims 1
- HLFCLXQKONRZJV-UHFFFAOYSA-N 1-(2-pyrrol-1-ylethyl)spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound N1(C=CC=C1)CCN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12 HLFCLXQKONRZJV-UHFFFAOYSA-N 0.000 claims 1
- LEJGHJQYPYXVGI-UHFFFAOYSA-N 1-(2H-triazol-4-ylmethyl)spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound N1N=NC(=C1)CN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12 LEJGHJQYPYXVGI-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
- 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
- RNLURKOIKKWROR-UHFFFAOYSA-N 1-(3-pyrrol-1-ylpropyl)spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound N1(C=CC=C1)CCCN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12 RNLURKOIKKWROR-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
- 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
- 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
- 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
- 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
- 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
- SHWFMHPBKUUKGZ-UHFFFAOYSA-N 1-[(1-cyclobutylpiperidin-4-yl)methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound C1(CCC1)N1CCC(CC1)CN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12 SHWFMHPBKUUKGZ-UHFFFAOYSA-N 0.000 claims 1
- CXGWSTOQXCUOMA-UHFFFAOYSA-N 1-[(1-cyclohexylpiperidin-4-yl)methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound C1(CCCCC1)N1CCC(CC1)CN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12 CXGWSTOQXCUOMA-UHFFFAOYSA-N 0.000 claims 1
- FHRPTJXVAZPALE-UHFFFAOYSA-N 1-[(1-cyclopentylpiperidin-4-yl)methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound C1(CCCC1)N1CCC(CC1)CN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12 FHRPTJXVAZPALE-UHFFFAOYSA-N 0.000 claims 1
- ZUXQJFURQHVCAO-UHFFFAOYSA-N 1-[(1-methylbenzimidazol-2-yl)methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound CN1C(=NC2=C1C=CC=C2)CN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12 ZUXQJFURQHVCAO-UHFFFAOYSA-N 0.000 claims 1
- DADVSKADUJTGSJ-UHFFFAOYSA-N 1-[(1-propan-2-ylpiperidin-4-yl)methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound C(C)(C)N1CCC(CC1)CN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12 DADVSKADUJTGSJ-UHFFFAOYSA-N 0.000 claims 1
- DJIBCFDIQYLTAG-UHFFFAOYSA-N 1-[(1-pyridin-2-ylpiperidin-4-yl)methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound N1=C(C=CC=C1)N1CCC(CC1)CN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12 DJIBCFDIQYLTAG-UHFFFAOYSA-N 0.000 claims 1
- NQBPKDWRIXJINS-UHFFFAOYSA-N 1-[(2,2,3,3-tetrafluorocyclobutyl)methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound FC1(C(CC1(F)F)CN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12)F NQBPKDWRIXJINS-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
- GKGNASJZCIIQEK-UHFFFAOYSA-N 1-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]spiro[2h-indole-3,7'-6h-furo[2,3-f][1,3]benzodioxole] Chemical compound CC1=NOC(C)=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1 GKGNASJZCIIQEK-UHFFFAOYSA-N 0.000 claims 1
- WEXZWVBUBDLTGL-UHFFFAOYSA-N 1-[(3-methyl-5-phenyl-1,2-oxazol-4-yl)methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound CC1=NOC(=C1CN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12)C1=CC=CC=C1 WEXZWVBUBDLTGL-UHFFFAOYSA-N 0.000 claims 1
- TXAYXMBGFPCDLS-UHFFFAOYSA-N 1-[(3-methylbenzotriazol-5-yl)methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound CN1N=NC2=C1C=C(C=C2)CN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12 TXAYXMBGFPCDLS-UHFFFAOYSA-N 0.000 claims 1
- VDKRRUBUYYIOSO-UHFFFAOYSA-N 1-[(4-pyrazol-1-ylphenyl)methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound N1(N=CC=C1)C1=CC=C(CN2CC3(C4=CC=CC=C24)COC2=CC4=C(OCO4)C=C23)C=C1 VDKRRUBUYYIOSO-UHFFFAOYSA-N 0.000 claims 1
- SROJRCAERSOQFQ-UHFFFAOYSA-N 1-[(5-chloro-1-benzothiophen-3-yl)methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound ClC=1C=CC2=C(C(=CS2)CN2CC3(C4=CC=CC=C24)COC=2C3=CC3=C(OCO3)C=2)C=1 SROJRCAERSOQFQ-UHFFFAOYSA-N 0.000 claims 1
- DFMKRFZPRCANHP-UHFFFAOYSA-N 1-[(5-chlorothiophen-2-yl)methyl]-5-fluorospiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound ClC1=CC=C(S1)CN1CC2(C3=CC(=CC=C13)F)COC1=CC3=C(OCO3)C=C12 DFMKRFZPRCANHP-UHFFFAOYSA-N 0.000 claims 1
- WTENTVHZASVSPT-UHFFFAOYSA-N 1-[(5-methylfuran-2-yl)methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound CC1=CC=C(O1)CN1CC2(C3=CC=CC=C13)COC=1C2=CC2=C(OCO2)C=1 WTENTVHZASVSPT-UHFFFAOYSA-N 0.000 claims 1
- WJWXMQNQOVVCHL-UHFFFAOYSA-N 1-[(5-methylsulfonylfuran-2-yl)methyl]spiro[2h-indole-3,7'-6h-furo[2,3-f][1,3]benzodioxole] Chemical compound O1C(S(=O)(=O)C)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1 WJWXMQNQOVVCHL-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
- QYAADSJLGLEYFI-UHFFFAOYSA-N 1-[2-(1-propan-2-ylpiperidin-4-yl)ethyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound C(C)(C)N1CCC(CC1)CCN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12 QYAADSJLGLEYFI-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
- 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
- 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
- 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
- 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
- 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
- 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
- SBZHYBRGCXHPDH-UHFFFAOYSA-N 1-[4-(6-methyl-1,3-benzothiazol-2-yl)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)NC(C=C1)=CC=C1C1=NC2=CC=C(C)C=C2S1 SBZHYBRGCXHPDH-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
- DLEMDIHBIGJHLG-UHFFFAOYSA-N 1-[4-methyl-3-(trifluoromethyl)phenyl]-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C1=C(C(F)(F)F)C(C)=CC=C1NC(=O)NCCN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1=O DLEMDIHBIGJHLG-UHFFFAOYSA-N 0.000 claims 1
- RAOIUHQTOVTFIJ-UHFFFAOYSA-N 1-[[5-(trifluoromethyl)furan-2-yl]methyl]spiro[2h-indole-3,7'-6h-furo[2,3-f][1,3]benzodioxole] Chemical compound O1C(C(F)(F)F)=CC=C1CN1C2=CC=CC=C2C2(C3=CC=4OCOC=4C=C3OC2)C1 RAOIUHQTOVTFIJ-UHFFFAOYSA-N 0.000 claims 1
- PFKAOQCLYHFNQV-UHFFFAOYSA-N 1-[[5-(trifluoromethyl)thiophen-2-yl]methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound FC(C1=CC=C(S1)CN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12)(F)F PFKAOQCLYHFNQV-UHFFFAOYSA-N 0.000 claims 1
- CJHROMGXRHPIDK-UHFFFAOYSA-N 1-[[6-(trifluoromethyl)pyridin-3-yl]methyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound FC(C1=CC=C(C=N1)CN1CC2(C3=CC=CC=C13)COC1=CC3=C(OCO3)C=C12)(F)F CJHROMGXRHPIDK-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
- KFTOMYSBGYZJBF-UHFFFAOYSA-N 1-butyl-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C12=CC=CC=C2N(CCNC(=O)NCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 KFTOMYSBGYZJBF-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
- OXRNFZAAGGIGAG-UHFFFAOYSA-N 1-ethyl-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C12=CC=CC=C2N(CCNC(=O)NCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 OXRNFZAAGGIGAG-UHFFFAOYSA-N 0.000 claims 1
- LQPDSKLPCTXPPI-UHFFFAOYSA-N 1-hexyl-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C12=CC=CC=C2N(CCNC(=O)NCCCCCC)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 LQPDSKLPCTXPPI-UHFFFAOYSA-N 0.000 claims 1
- HTCBXRZEXZCKPH-UHFFFAOYSA-N 1-methyl-n-[3-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)propyl]benzotriazole-5-carboxamide Chemical compound O=C1C2(C3=CC=4OCOC=4C=C3OC2)C2=CC=CC=C2N1CCCNC(=O)C1=CC=C2N(C)N=NC2=C1 HTCBXRZEXZCKPH-UHFFFAOYSA-N 0.000 claims 1
- VUUYFNUNDXILJL-UHFFFAOYSA-N 1-pentyl-4-(3,4,5-trimethoxyphenyl)spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound C(CCCC)N1CC2(C3=C(C=CC=C13)C1=CC(=C(C(=C1)OC)OC)OC)COC1=CC3=C(OCO3)C=C12 VUUYFNUNDXILJL-UHFFFAOYSA-N 0.000 claims 1
- KPULZUZZPUCJII-BUHFOSPRSA-N 1-pentyl-4-[(E)-2-phenylethenyl]spiro[2H-indole-3,7'-6H-furo[2,3-f][1,3]benzodioxole] Chemical compound C(CCCC)N1CC2(C3=C(C=CC=C13)\C=C\C1=CC=CC=C1)COC1=CC3=C(OCO3)C=C12 KPULZUZZPUCJII-BUHFOSPRSA-N 0.000 claims 1
- IDQDPSLVOKKOBU-UHFFFAOYSA-N 1-tert-butyl-3-[2-(2'-oxospiro[6h-furo[2,3-f][1,3]benzodioxole-7,3'-indole]-1'-yl)ethyl]urea Chemical compound C12=CC=CC=C2N(CCNC(=O)NC(C)(C)C)C(=O)C11C2=CC(OCO3)=C3C=C2OC1 IDQDPSLVOKKOBU-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
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims 1
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- 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
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- LCDCPQHFCOBUEF-UHFFFAOYSA-N pyrrolidine-1-carboxamide Chemical compound NC(=O)N1CCCC1 LCDCPQHFCOBUEF-UHFFFAOYSA-N 0.000 claims 1
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- 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
- DENPQNAWGQXKCU-UHFFFAOYSA-N thiophene-2-carboxamide Chemical compound NC(=O)C1=CC=CS1 DENPQNAWGQXKCU-UHFFFAOYSA-N 0.000 claims 1
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Classifications
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