JP2007509141A - 新規ジアザスピロアルカンおよびｃｃｒ８介在疾患処置のためのその使用 - Google Patents

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Publication number

JP2007509141A

JP2007509141A JP2006536485A JP2006536485A JP2007509141A JP 2007509141 A JP2007509141 A JP 2007509141A JP 2006536485 A JP2006536485 A JP 2006536485A JP 2006536485 A JP2006536485 A JP 2006536485A JP 2007509141 A JP2007509141 A JP 2007509141A

Authority

JP

Japan

Prior art keywords

diazaspiro

isobutoxybenzyl

undecane

decane

benzyl

Prior art date

2003-10-23

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Pending

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• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title claims description 21
• 201000010099 disease Diseases 0.000 title claims description 19
• 230000001404 mediated effect Effects 0.000 title claims description 7
• 101000716063 Homo sapiens C-C chemokine receptor type 8 Proteins 0.000 title description 13
• 102100036305 C-C chemokine receptor type 8 Human genes 0.000 title description 12
• 239000000203 mixture Substances 0.000 claims abstract description 27
• 238000004519 manufacturing process Methods 0.000 claims abstract description 11
• 238000002560 therapeutic procedure Methods 0.000 claims abstract description 5
• 238000000034 method Methods 0.000 claims description 312
• 150000001875 compounds Chemical class 0.000 claims description 123
• -1 1,3-butadienyl Chemical group 0.000 claims description 120
• 125000000217 alkyl group Chemical group 0.000 claims description 84
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 77
• 125000005842 heteroatom Chemical group 0.000 claims description 58
• 229910052736 halogen Inorganic materials 0.000 claims description 49
• 150000002367 halogens Chemical class 0.000 claims description 44
• 125000003545 alkoxy group Chemical group 0.000 claims description 36
• 229910052757 nitrogen Inorganic materials 0.000 claims description 36
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 34
• 150000003839 salts Chemical class 0.000 claims description 28
• 239000012453 solvate Substances 0.000 claims description 23
• 125000003118 aryl group Chemical group 0.000 claims description 22
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 22
• 208000006673 asthma Diseases 0.000 claims description 20
• 229920006395 saturated elastomer Polymers 0.000 claims description 20
• 239000003814 drug Substances 0.000 claims description 18
• 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 18
• 125000005336 allyloxy group Chemical group 0.000 claims description 17
• 125000004076 pyridyl group Chemical group 0.000 claims description 17
• YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 17
• YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 16
• 108010012236 Chemokines Proteins 0.000 claims description 15
• 102000019034 Chemokines Human genes 0.000 claims description 15
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 15
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 14
• 229910052799 carbon Inorganic materials 0.000 claims description 14
• 229910052739 hydrogen Inorganic materials 0.000 claims description 14
• 102000009410 Chemokine receptor Human genes 0.000 claims description 13
• 108050000299 Chemokine receptor Proteins 0.000 claims description 13
• 125000001072 heteroaryl group Chemical group 0.000 claims description 13
• 229910052717 sulfur Inorganic materials 0.000 claims description 13
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 12
• 229910052760 oxygen Inorganic materials 0.000 claims description 12
• 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 11
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 11
• 235000010290 biphenyl Nutrition 0.000 claims description 10
• 239000004305 biphenyl Substances 0.000 claims description 10
• 125000006267 biphenyl group Chemical group 0.000 claims description 10
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 10
• 125000004181 carboxyalkyl group Chemical group 0.000 claims description 9
• 125000001624 naphthyl group Chemical group 0.000 claims description 9
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 9
• 239000008194 pharmaceutical composition Substances 0.000 claims description 9
• MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 claims description 8
• 125000001153 fluoro group Chemical group F* 0.000 claims description 8
• SLBGWOAUEBXQFH-UHFFFAOYSA-N (4-chlorophenyl)-[9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 SLBGWOAUEBXQFH-UHFFFAOYSA-N 0.000 claims description 7
• DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 claims description 7
• SMWDFEZZVXVKRB-UHFFFAOYSA-N anhydrous quinoline Natural products N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 7
• 238000006243 chemical reaction Methods 0.000 claims description 7
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 7
• 125000003320 C2-C6 alkenyloxy group Chemical group 0.000 claims description 6
• 125000004001 thioalkyl group Chemical group 0.000 claims description 6
• SQLGFSQGYVLWDP-UHFFFAOYSA-N 1-[8-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]-2-pyridin-2-ylethanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CN(CC2)C(=O)CC=2N=CC=CC=2)CC1 SQLGFSQGYVLWDP-UHFFFAOYSA-N 0.000 claims description 5
• 150000001204 N-oxides Chemical class 0.000 claims description 5
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 5
• 125000004442 acylamino group Chemical group 0.000 claims description 5
• 239000002671 adjuvant Substances 0.000 claims description 5
• 125000002877 alkyl aryl group Chemical group 0.000 claims description 5
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
• 125000005112 cycloalkylalkoxy group Chemical group 0.000 claims description 5
• 239000003085 diluting agent Substances 0.000 claims description 5
• 125000000714 pyrimidinyl group Chemical group 0.000 claims description 5
• 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
• 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 claims description 5
• SRFAASSOCWCLLU-UHFFFAOYSA-N (4-chlorophenyl)-[7-[[2-(2-methylpropoxy)phenyl]methyl]-2,7-diazaspiro[3.5]nonan-2-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CN(C2)C(=O)C=2C=CC(Cl)=CC=2)CC1 SRFAASSOCWCLLU-UHFFFAOYSA-N 0.000 claims description 4
• 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims description 4
• PSOZJOZKEVZLKZ-UHFFFAOYSA-N 2,4-dimethyloxazole Chemical compound CC1=COC(C)=N1 PSOZJOZKEVZLKZ-UHFFFAOYSA-N 0.000 claims description 4
• PCJRZWWIGKDMRN-UHFFFAOYSA-N 2-(4-chlorophenyl)-1-[7-[[2-(2-methylpropoxy)phenyl]methyl]-2,7-diazaspiro[3.5]nonan-2-yl]ethanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CN(C2)C(=O)CC=2C=CC(Cl)=CC=2)CC1 PCJRZWWIGKDMRN-UHFFFAOYSA-N 0.000 claims description 4
• HGRUBOBNFLVCOE-UHFFFAOYSA-N 3-[9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecane-3-carbonyl]benzoic acid Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2C=C(C=CC=2)C(O)=O)CC1 HGRUBOBNFLVCOE-UHFFFAOYSA-N 0.000 claims description 4
• 108010017148 CCR8 Receptors Proteins 0.000 claims description 4
• 102000004426 CCR8 Receptors Human genes 0.000 claims description 4
• FSCSFWQSLHTMDZ-UHFFFAOYSA-N [2-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]-quinolin-2-ylmethanone Chemical compound CC(C)COC1=CC=CC=C1CN1CC2(CCN(CC2)C(=O)C=2N=C3C=CC=CC3=CC=2)CC1 FSCSFWQSLHTMDZ-UHFFFAOYSA-N 0.000 claims description 4
• RUHVEBVCOKMWND-UHFFFAOYSA-N [8-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]-quinolin-2-ylmethanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CN(CC2)C(=O)C=2N=C3C=CC=CC3=CC=2)CC1 RUHVEBVCOKMWND-UHFFFAOYSA-N 0.000 claims description 4
• 125000003342 alkenyl group Chemical group 0.000 claims description 4
• 150000001408 amides Chemical class 0.000 claims description 4
• ZLYJNVAOVLQKJT-UHFFFAOYSA-N furan-3-yl-[8-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CN(CC2)C(=O)C2=COC=C2)CC1 ZLYJNVAOVLQKJT-UHFFFAOYSA-N 0.000 claims description 4
• LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical compound O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 claims description 4
• RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 claims description 4
• TURMTVPAOLGSRH-UHFFFAOYSA-N (4-chlorophenyl)-[2-[(3-phenylmethoxyphenyl)methyl]-2,8-diazaspiro[4.5]decan-8-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCC2(CN(CC=3C=C(OCC=4C=CC=CC=4)C=CC=3)CC2)CC1 TURMTVPAOLGSRH-UHFFFAOYSA-N 0.000 claims description 3
• UNMDZIJMDYSRCU-UHFFFAOYSA-N (4-chlorophenyl)-[2-[(4-fluoro-3-phenoxyphenyl)methyl]-2,8-diazaspiro[4.5]decan-8-yl]methanone Chemical compound C1=C(OC=2C=CC=CC=2)C(F)=CC=C1CN(C1)CCC1(CC1)CCN1C(=O)C1=CC=C(Cl)C=C1 UNMDZIJMDYSRCU-UHFFFAOYSA-N 0.000 claims description 3
• PTNZALIUPQZMPZ-UHFFFAOYSA-N (4-chlorophenyl)-[2-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CC2(CCN(CC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 PTNZALIUPQZMPZ-UHFFFAOYSA-N 0.000 claims description 3
• NHLOFBXNWFJYEP-UHFFFAOYSA-N (4-chlorophenyl)-[2-[[2-(4-fluorophenoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]methanone Chemical compound C1=CC(F)=CC=C1OC1=CC=CC=C1CN1CC2(CCN(CC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 NHLOFBXNWFJYEP-UHFFFAOYSA-N 0.000 claims description 3
• YJQVVNCZAHVDGO-UHFFFAOYSA-N (4-chlorophenyl)-[2-[[2-[(2-chloro-1,3-thiazol-5-yl)methoxy]phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]methanone Chemical compound S1C(Cl)=NC=C1COC1=CC=CC=C1CN1CC2(CCN(CC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 YJQVVNCZAHVDGO-UHFFFAOYSA-N 0.000 claims description 3
• NEFZAIUAWAXRBZ-UHFFFAOYSA-N (4-chlorophenyl)-[2-[[2-[3-(trifluoromethyl)phenoxy]phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]methanone Chemical compound FC(F)(F)C1=CC=CC(OC=2C(=CC=CC=2)CN2CC3(CC2)CCN(CC3)C(=O)C=2C=CC(Cl)=CC=2)=C1 NEFZAIUAWAXRBZ-UHFFFAOYSA-N 0.000 claims description 3
• JOAKHURLCLAFIC-UHFFFAOYSA-N (4-chlorophenyl)-[8-[(3-phenylmethoxyphenyl)methyl]-2,8-diazaspiro[4.5]decan-2-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CC2(CCN(CC=3C=C(OCC=4C=CC=CC=4)C=CC=3)CC2)CC1 JOAKHURLCLAFIC-UHFFFAOYSA-N 0.000 claims description 3
• HMDPQBCDYXZCLM-UHFFFAOYSA-N (4-chlorophenyl)-[8-[(4-fluoro-3-phenoxyphenyl)methyl]-2,8-diazaspiro[4.5]decan-2-yl]methanone Chemical compound C1=C(OC=2C=CC=CC=2)C(F)=CC=C1CN(CC1)CCC1(C1)CCN1C(=O)C1=CC=C(Cl)C=C1 HMDPQBCDYXZCLM-UHFFFAOYSA-N 0.000 claims description 3
• JYLSDPVKHOMAHG-UHFFFAOYSA-N (4-chlorophenyl)-[8-[(4-phenoxyphenyl)methyl]-2,8-diazaspiro[4.5]decan-2-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CC2(CCN(CC=3C=CC(OC=4C=CC=CC=4)=CC=3)CC2)CC1 JYLSDPVKHOMAHG-UHFFFAOYSA-N 0.000 claims description 3
• UWPITOWSOQEZOQ-UHFFFAOYSA-N (4-chlorophenyl)-[8-[[2-(2,4-dichlorophenoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CC2(CCN(CC=3C(=CC=CC=3)OC=3C(=CC(Cl)=CC=3)Cl)CC2)CC1 UWPITOWSOQEZOQ-UHFFFAOYSA-N 0.000 claims description 3
• MRTLULZPKOHBRQ-UHFFFAOYSA-N (4-chlorophenyl)-[8-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CN(CC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 MRTLULZPKOHBRQ-UHFFFAOYSA-N 0.000 claims description 3
• QAYYCPSHKPIIHS-UHFFFAOYSA-N (4-chlorophenyl)-[8-[[2-(4-fluorophenoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]methanone Chemical compound C1=CC(F)=CC=C1OC1=CC=CC=C1CN1CCC2(CN(CC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 QAYYCPSHKPIIHS-UHFFFAOYSA-N 0.000 claims description 3
• JXULUBBOFJCXQM-UHFFFAOYSA-N (4-chlorophenyl)-[8-[[2-[3-(trifluoromethyl)phenoxy]phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]methanone Chemical compound FC(F)(F)C1=CC=CC(OC=2C(=CC=CC=2)CN2CCC3(CN(CC3)C(=O)C=3C=CC(Cl)=CC=3)CC2)=C1 JXULUBBOFJCXQM-UHFFFAOYSA-N 0.000 claims description 3
• GXCMLZQVQLFJSZ-UHFFFAOYSA-N (4-chlorophenyl)-[9-[(3-phenylmethoxyphenyl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCC2(CCN(CC=3C=C(OCC=4C=CC=CC=4)C=CC=3)CC2)CC1 GXCMLZQVQLFJSZ-UHFFFAOYSA-N 0.000 claims description 3
• ARBACXISHQJXDO-UHFFFAOYSA-N (4-chlorophenyl)-[9-[(4-fluoro-3-phenoxyphenyl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=C(OC=2C=CC=CC=2)C(F)=CC=C1CN(CC1)CCC1(CC1)CCN1C(=O)C1=CC=C(Cl)C=C1 ARBACXISHQJXDO-UHFFFAOYSA-N 0.000 claims description 3
• MBOIDHAANMPQOU-UHFFFAOYSA-N (4-chlorophenyl)-[9-[(4-phenoxyphenyl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCC2(CCN(CC=3C=CC(OC=4C=CC=CC=4)=CC=3)CC2)CC1 MBOIDHAANMPQOU-UHFFFAOYSA-N 0.000 claims description 3
• KPEBIXRQMFUTMJ-UHFFFAOYSA-N (4-chlorophenyl)-[9-[[2-(2,4-dichlorophenoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCC2(CCN(CC=3C(=CC=CC=3)OC=3C(=CC(Cl)=CC=3)Cl)CC2)CC1 KPEBIXRQMFUTMJ-UHFFFAOYSA-N 0.000 claims description 3
• NBHZOOSVENOVAH-UHFFFAOYSA-N (4-chlorophenyl)-[9-[[2-(4-fluorophenoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(F)=CC=C1OC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 NBHZOOSVENOVAH-UHFFFAOYSA-N 0.000 claims description 3
• CRTIODLVLHSSER-UHFFFAOYSA-N (4-chlorophenyl)-[9-[[2-(4-methylphenoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(C)=CC=C1OC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 CRTIODLVLHSSER-UHFFFAOYSA-N 0.000 claims description 3
• YIFAUCXTPJHPQT-UHFFFAOYSA-N (4-chlorophenyl)-[9-[[2-[3-(trifluoromethyl)phenoxy]phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound FC(F)(F)C1=CC=CC(OC=2C(=CC=CC=2)CN2CCC3(CC2)CCN(CC3)C(=O)C=2C=CC(Cl)=CC=2)=C1 YIFAUCXTPJHPQT-UHFFFAOYSA-N 0.000 claims description 3
• 125000006555 (C3-C5) cycloalkyl group Chemical group 0.000 claims description 3
• IFMZUBODLOGVQN-UHFFFAOYSA-N 2-(n-[2-[9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]-2-oxoethyl]anilino)acetic acid Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)CN(CC(O)=O)C=2C=CC=CC=2)CC1 IFMZUBODLOGVQN-UHFFFAOYSA-N 0.000 claims description 3
• MMTMJNRRGVDDMA-UHFFFAOYSA-N 2-[2-[[2-(4-chlorobenzoyl)-2,8-diazaspiro[4.5]decan-8-yl]methyl]phenoxy]benzonitrile Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CC2(CCN(CC=3C(=CC=CC=3)OC=3C(=CC=CC=3)C#N)CC2)CC1 MMTMJNRRGVDDMA-UHFFFAOYSA-N 0.000 claims description 3
• RMCCIALHHXCZNR-UHFFFAOYSA-N 2-[2-[[3-(4-chlorobenzoyl)-3,9-diazaspiro[5.5]undecan-9-yl]methyl]phenoxy]benzonitrile Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCC2(CCN(CC=3C(=CC=CC=3)OC=3C(=CC=CC=3)C#N)CC2)CC1 RMCCIALHHXCZNR-UHFFFAOYSA-N 0.000 claims description 3
• ORLCPCDBYHEUQG-UHFFFAOYSA-N 2-[2-[[8-(4-chlorobenzoyl)-2,8-diazaspiro[4.5]decan-2-yl]methyl]phenoxy]benzonitrile Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCC2(CN(CC=3C(=CC=CC=3)OC=3C(=CC=CC=3)C#N)CC2)CC1 ORLCPCDBYHEUQG-UHFFFAOYSA-N 0.000 claims description 3
• ZEPIENLIOYUEJS-UHFFFAOYSA-N 2-[3-[9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecane-3-carbonyl]phenyl]acetic acid Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2C=C(CC(O)=O)C=CC=2)CC1 ZEPIENLIOYUEJS-UHFFFAOYSA-N 0.000 claims description 3
• KLEYVGWAORGTIT-UHFFFAOYSA-N 2-chlorothiazole Chemical compound ClC1=NC=CS1 KLEYVGWAORGTIT-UHFFFAOYSA-N 0.000 claims description 3
• WOKWCEYISFKDJD-UHFFFAOYSA-N 9-[[2-(2-methylpropoxy)phenyl]methyl]-n-thiophen-3-yl-3,9-diazaspiro[5.5]undecane-3-carboxamide Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)NC2=CSC=C2)CC1 WOKWCEYISFKDJD-UHFFFAOYSA-N 0.000 claims description 3
• GRWVWPRPRGVPET-UHFFFAOYSA-N [2-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]-(1,2,5-trimethylpyrrol-3-yl)methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CC2(CCN(CC2)C(=O)C2=C(N(C)C(C)=C2)C)CC1 GRWVWPRPRGVPET-UHFFFAOYSA-N 0.000 claims description 3
• UICOEVAFSLLUDC-UHFFFAOYSA-N [2-[[2-(3-chlorophenoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]-(4-chlorophenyl)methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCC2(CN(CC=3C(=CC=CC=3)OC=3C=C(Cl)C=CC=3)CC2)CC1 UICOEVAFSLLUDC-UHFFFAOYSA-N 0.000 claims description 3
• ONZKGMZNJPRXFO-UHFFFAOYSA-N [8-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]-(1,2,5-trimethylpyrrol-3-yl)methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CN(CC2)C(=O)C2=C(N(C)C(C)=C2)C)CC1 ONZKGMZNJPRXFO-UHFFFAOYSA-N 0.000 claims description 3
• TVIJGTURSPNGMQ-UHFFFAOYSA-N [8-[[2-(3-chlorophenoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]-(4-chlorophenyl)methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CC2(CCN(CC=3C(=CC=CC=3)OC=3C=C(Cl)C=CC=3)CC2)CC1 TVIJGTURSPNGMQ-UHFFFAOYSA-N 0.000 claims description 3
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• IIPVVNQWHMXUMN-UHFFFAOYSA-N (4-chloro-2-methoxyphenyl)-[2-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]methanone Chemical compound COC1=CC(Cl)=CC=C1C(=O)N1CCC2(CN(CC=3C(=CC=CC=3)OCC(C)C)CC2)CC1 IIPVVNQWHMXUMN-UHFFFAOYSA-N 0.000 claims description 2
• XBJGIJMTCBXNLV-UHFFFAOYSA-N (4-chloro-2-methoxyphenyl)-[8-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]methanone Chemical compound COC1=CC(Cl)=CC=C1C(=O)N1CC2(CCN(CC=3C(=CC=CC=3)OCC(C)C)CC2)CC1 XBJGIJMTCBXNLV-UHFFFAOYSA-N 0.000 claims description 2
• KMHGNIWQUCYDNY-UHFFFAOYSA-N (4-chloro-2-methoxyphenyl)-[9-[(2-phenylmethoxyphenyl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound COC1=CC(Cl)=CC=C1C(=O)N1CCC2(CCN(CC=3C(=CC=CC=3)OCC=3C=CC=CC=3)CC2)CC1 KMHGNIWQUCYDNY-UHFFFAOYSA-N 0.000 claims description 2
• JNOFKHJLCGOFGT-UHFFFAOYSA-N (4-chloro-2-methylsulfonylphenyl)-[8-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CN(CC2)C(=O)C=2C(=CC(Cl)=CC=2)S(C)(=O)=O)CC1 JNOFKHJLCGOFGT-UHFFFAOYSA-N 0.000 claims description 2
• AVUMUXWXQPUYAM-UHFFFAOYSA-N (4-chlorophenyl)-[2-[(2-pyridin-3-yloxyphenyl)methyl]-2,7-diazaspiro[3.5]nonan-7-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCC2(CN(CC=3C(=CC=CC=3)OC=3C=NC=CC=3)C2)CC1 AVUMUXWXQPUYAM-UHFFFAOYSA-N 0.000 claims description 2
• ZQMVLFDSUBEGGP-UHFFFAOYSA-N (4-chlorophenyl)-[2-[(4-fluoro-3-phenoxyphenyl)methyl]-2,7-diazaspiro[3.5]nonan-7-yl]methanone Chemical compound C1=C(OC=2C=CC=CC=2)C(F)=CC=C1CN(C1)CC1(CC1)CCN1C(=O)C1=CC=C(Cl)C=C1 ZQMVLFDSUBEGGP-UHFFFAOYSA-N 0.000 claims description 2
• CCMJSRVNURGYSJ-UHFFFAOYSA-N (4-chlorophenyl)-[2-[[2-(2-methylpropoxy)phenyl]methyl]-2,7-diazaspiro[3.5]nonan-7-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CC2(CCN(CC2)C(=O)C=2C=CC(Cl)=CC=2)C1 CCMJSRVNURGYSJ-UHFFFAOYSA-N 0.000 claims description 2
• VXJGKXQMRRZLRX-UHFFFAOYSA-N (4-chlorophenyl)-[2-[[2-(2-methylpropoxy)phenyl]methyl]-2,7-diazaspiro[4.5]decan-7-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CC2(CN(CCC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 VXJGKXQMRRZLRX-UHFFFAOYSA-N 0.000 claims description 2
• RGFVJJRPKXUZTD-UHFFFAOYSA-N (4-chlorophenyl)-[2-[[2-(4-fluorophenoxy)phenyl]methyl]-2,7-diazaspiro[3.5]nonan-7-yl]methanone Chemical compound C1=CC(F)=CC=C1OC1=CC=CC=C1CN1CC2(CCN(CC2)C(=O)C=2C=CC(Cl)=CC=2)C1 RGFVJJRPKXUZTD-UHFFFAOYSA-N 0.000 claims description 2
• FUNNUOZFKZTROI-UHFFFAOYSA-N (4-chlorophenyl)-[2-[[2-[3-(trifluoromethyl)phenoxy]phenyl]methyl]-2,7-diazaspiro[3.5]nonan-7-yl]methanone Chemical compound FC(F)(F)C1=CC=CC(OC=2C(=CC=CC=2)CN2CC3(C2)CCN(CC3)C(=O)C=2C=CC(Cl)=CC=2)=C1 FUNNUOZFKZTROI-UHFFFAOYSA-N 0.000 claims description 2
• NDUXWJLMAYYXCC-UHFFFAOYSA-N (4-chlorophenyl)-[7-[(2-phenoxyphenyl)methyl]-2,7-diazaspiro[3.5]nonan-2-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CC2(CCN(CC=3C(=CC=CC=3)OC=3C=CC=CC=3)CC2)C1 NDUXWJLMAYYXCC-UHFFFAOYSA-N 0.000 claims description 2
• NKBDZFGRQCCUPH-UHFFFAOYSA-N (4-chlorophenyl)-[7-[(2-phenoxyphenyl)methyl]-2,7-diazaspiro[4.4]nonan-2-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CC2(CN(CC=3C(=CC=CC=3)OC=3C=CC=CC=3)CC2)CC1 NKBDZFGRQCCUPH-UHFFFAOYSA-N 0.000 claims description 2
• QRSYEGIFRAHIDH-UHFFFAOYSA-N (4-chlorophenyl)-[7-[(2-phenylmethoxyphenyl)methyl]-2,7-diazaspiro[4.4]nonan-2-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CC2(CN(CC=3C(=CC=CC=3)OCC=3C=CC=CC=3)CC2)CC1 QRSYEGIFRAHIDH-UHFFFAOYSA-N 0.000 claims description 2
• HLPLMCHPJNJQDR-UHFFFAOYSA-N (4-chlorophenyl)-[7-[(2-pyridin-3-yloxyphenyl)methyl]-2,7-diazaspiro[3.5]nonan-2-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CC2(CCN(CC=3C(=CC=CC=3)OC=3C=NC=CC=3)CC2)C1 HLPLMCHPJNJQDR-UHFFFAOYSA-N 0.000 claims description 2
• PSTNRKQEFUMVQG-UHFFFAOYSA-N (4-chlorophenyl)-[7-[(3-phenoxyphenyl)methyl]-2,7-diazaspiro[3.5]nonan-2-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CC2(CCN(CC=3C=C(OC=4C=CC=CC=4)C=CC=3)CC2)C1 PSTNRKQEFUMVQG-UHFFFAOYSA-N 0.000 claims description 2
• KTYRHTVPTQJJNB-UHFFFAOYSA-N (4-chlorophenyl)-[7-[(3-phenylmethoxyphenyl)methyl]-2,7-diazaspiro[3.5]nonan-2-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CC2(CCN(CC=3C=C(OCC=4C=CC=CC=4)C=CC=3)CC2)C1 KTYRHTVPTQJJNB-UHFFFAOYSA-N 0.000 claims description 2
• WRRRZUDCUHPTIR-UHFFFAOYSA-N (4-chlorophenyl)-[7-[(4-fluoro-3-phenoxyphenyl)methyl]-2,7-diazaspiro[3.5]nonan-2-yl]methanone Chemical compound C1=C(OC=2C=CC=CC=2)C(F)=CC=C1CN(CC1)CCC1(C1)CN1C(=O)C1=CC=C(Cl)C=C1 WRRRZUDCUHPTIR-UHFFFAOYSA-N 0.000 claims description 2
• NZLNNNDBXLCGEP-UHFFFAOYSA-N (4-chlorophenyl)-[7-[[2-(2-methylpropoxy)phenyl]methyl]-2,7-diazaspiro[4.4]nonan-2-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CC2(CN(CC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 NZLNNNDBXLCGEP-UHFFFAOYSA-N 0.000 claims description 2
• MEJZFZDOIBQQQU-UHFFFAOYSA-N (4-chlorophenyl)-[7-[[2-(4-fluorophenoxy)phenyl]methyl]-2,7-diazaspiro[3.5]nonan-2-yl]methanone Chemical compound C1=CC(F)=CC=C1OC1=CC=CC=C1CN1CCC2(CN(C2)C(=O)C=2C=CC(Cl)=CC=2)CC1 MEJZFZDOIBQQQU-UHFFFAOYSA-N 0.000 claims description 2
• QOQWJTAGQCMGNB-UHFFFAOYSA-N (4-chlorophenyl)-[7-[[2-[3-(trifluoromethyl)phenoxy]phenyl]methyl]-2,7-diazaspiro[3.5]nonan-2-yl]methanone Chemical compound FC(F)(F)C1=CC=CC(OC=2C(=CC=CC=2)CN2CCC3(CN(C3)C(=O)C=3C=CC(Cl)=CC=3)CC2)=C1 QOQWJTAGQCMGNB-UHFFFAOYSA-N 0.000 claims description 2
• HHKKTCPLAKLKEK-UHFFFAOYSA-N (4-chlorophenyl)-[7-[[3-(2-methylpropoxy)phenyl]methyl]-2,7-diazaspiro[4.4]nonan-2-yl]methanone Chemical compound CC(C)COC1=CC=CC(CN2CC3(CN(CC3)C(=O)C=3C=CC(Cl)=CC=3)CC2)=C1 HHKKTCPLAKLKEK-UHFFFAOYSA-N 0.000 claims description 2
• HREVIXVHGALCMA-UHFFFAOYSA-N (4-chlorophenyl)-[9-[(2-ethoxyphenyl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound CCOC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 HREVIXVHGALCMA-UHFFFAOYSA-N 0.000 claims description 2
• RFYUVDOAAJUIDW-UHFFFAOYSA-N (4-chlorophenyl)-[9-[(2-phenylmethoxyphenyl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCC2(CCN(CC=3C(=CC=CC=3)OCC=3C=CC=CC=3)CC2)CC1 RFYUVDOAAJUIDW-UHFFFAOYSA-N 0.000 claims description 2
• HYLZAKLWGBKDBY-UHFFFAOYSA-N (4-chlorophenyl)-[9-[(3,5-diethoxypyridin-4-yl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound CCOC1=CN=CC(OCC)=C1CN1CCC2(CCN(CC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 HYLZAKLWGBKDBY-UHFFFAOYSA-N 0.000 claims description 2
• YHKSOBZFXYKFOV-UHFFFAOYSA-N (4-chlorophenyl)-[9-[(3-phenoxythiophen-2-yl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCC2(CCN(CC3=C(C=CS3)OC=3C=CC=CC=3)CC2)CC1 YHKSOBZFXYKFOV-UHFFFAOYSA-N 0.000 claims description 2
• OFQXWKBMSPQCSI-UHFFFAOYSA-N (4-chlorophenyl)-[9-[(3-pyridin-2-yloxyphenyl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCC2(CCN(CC=3C=C(OC=4N=CC=CC=4)C=CC=3)CC2)CC1 OFQXWKBMSPQCSI-UHFFFAOYSA-N 0.000 claims description 2
• FVIRTVGXWNRAMY-UHFFFAOYSA-N (4-chlorophenyl)-[9-[[2-(2-methoxyphenoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound COC1=CC=CC=C1OC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 FVIRTVGXWNRAMY-UHFFFAOYSA-N 0.000 claims description 2
• PNORIZSLKMOCIM-UHFFFAOYSA-N (4-chlorophenyl)-[9-[[2-(2-methylpropoxy)phenyl]methyl]-2,9-diazaspiro[5.5]undecan-2-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CN(CCC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 PNORIZSLKMOCIM-UHFFFAOYSA-N 0.000 claims description 2
• ACKKHACPPWZKLG-UHFFFAOYSA-N (4-chlorophenyl)-[9-[[2-(2-methylpropoxy)pyridin-3-yl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound CC(C)COC1=NC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 ACKKHACPPWZKLG-UHFFFAOYSA-N 0.000 claims description 2
• HIHPFYOVMYUYBG-UHFFFAOYSA-N (4-chlorophenyl)-[9-[[2-(3-methylbutoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound CC(C)CCOC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2C=CC(Cl)=CC=2)CC1 HIHPFYOVMYUYBG-UHFFFAOYSA-N 0.000 claims description 2
• AGKGJRFCHDJDTK-UHFFFAOYSA-N (4-chlorophenyl)-[9-[[2-(pyridin-2-ylmethoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCC2(CCN(CC=3C(=CC=CC=3)OCC=3N=CC=CC=3)CC2)CC1 AGKGJRFCHDJDTK-UHFFFAOYSA-N 0.000 claims description 2
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• QPJDUGWRGZOPGZ-UHFFFAOYSA-N (4-chlorophenyl)-[9-[[3-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound CC(C)COC1=CC=CC(CN2CCC3(CC2)CCN(CC3)C(=O)C=2C=CC(Cl)=CC=2)=C1 QPJDUGWRGZOPGZ-UHFFFAOYSA-N 0.000 claims description 2
• KHCYJVDMWZFKCD-UHFFFAOYSA-N (4-chlorophenyl)-[9-[[3-(pyridin-2-ylmethoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCC2(CCN(CC=3C=C(OCC=4N=CC=CC=4)C=CC=3)CC2)CC1 KHCYJVDMWZFKCD-UHFFFAOYSA-N 0.000 claims description 2
• UDUUVKFILMVWAO-UHFFFAOYSA-N (4-chlorophenyl)-[9-[[3-(pyridin-3-ylmethoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1CCC2(CCN(CC=3C=C(OCC=4C=NC=CC=4)C=CC=3)CC2)CC1 UDUUVKFILMVWAO-UHFFFAOYSA-N 0.000 claims description 2
• RBGWZWATTGWGOT-UHFFFAOYSA-N (4-chlorophenyl)-[9-[[6-(2-methylpropoxy)pyridin-2-yl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound CC(C)COC1=CC=CC(CN2CCC3(CC2)CCN(CC3)C(=O)C=2C=CC(Cl)=CC=2)=N1 RBGWZWATTGWGOT-UHFFFAOYSA-N 0.000 claims description 2
• KYASNWSODINYGC-UHFFFAOYSA-N (4-ethylphenyl)-[2-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]methanone Chemical compound C1=CC(CC)=CC=C1C(=O)N1CCC2(CN(CC=3C(=CC=CC=3)OCC(C)C)CC2)CC1 KYASNWSODINYGC-UHFFFAOYSA-N 0.000 claims description 2
• HONSGVYPOPVNBD-UHFFFAOYSA-N (4-ethylphenyl)-[8-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]methanone Chemical compound C1=CC(CC)=CC=C1C(=O)N1CC2(CCN(CC=3C(=CC=CC=3)OCC(C)C)CC2)CC1 HONSGVYPOPVNBD-UHFFFAOYSA-N 0.000 claims description 2
• SFHLTXGPSLHREN-UHFFFAOYSA-N (4-ethylphenyl)-[9-[(2-phenylmethoxyphenyl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(CC)=CC=C1C(=O)N1CCC2(CCN(CC=3C(=CC=CC=3)OCC=3C=CC=CC=3)CC2)CC1 SFHLTXGPSLHREN-UHFFFAOYSA-N 0.000 claims description 2
• UUCHOWRUVQRXIP-UHFFFAOYSA-N (4-fluorophenyl)-[9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2C=CC(F)=CC=2)CC1 UUCHOWRUVQRXIP-UHFFFAOYSA-N 0.000 claims description 2
• STQOLMSFWBRIHJ-UHFFFAOYSA-N (4-imidazol-1-ylphenyl)-[9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2C=CC(=CC=2)N2C=NC=C2)CC1 STQOLMSFWBRIHJ-UHFFFAOYSA-N 0.000 claims description 2
• WGNKKYRMPQMKAA-UHFFFAOYSA-N (4-methoxyphenyl)-[2-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]methanone Chemical compound C1=CC(OC)=CC=C1C(=O)N1CCC2(CN(CC=3C(=CC=CC=3)OCC(C)C)CC2)CC1 WGNKKYRMPQMKAA-UHFFFAOYSA-N 0.000 claims description 2
• LCCRCFPPCYBQBH-UHFFFAOYSA-N (4-methoxyphenyl)-[8-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]methanone Chemical compound C1=CC(OC)=CC=C1C(=O)N1CC2(CCN(CC=3C(=CC=CC=3)OCC(C)C)CC2)CC1 LCCRCFPPCYBQBH-UHFFFAOYSA-N 0.000 claims description 2
• GPKJBVRVVPHIHD-UHFFFAOYSA-N (4-methoxyphenyl)-[9-[(2-phenylmethoxyphenyl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(OC)=CC=C1C(=O)N1CCC2(CCN(CC=3C(=CC=CC=3)OCC=3C=CC=CC=3)CC2)CC1 GPKJBVRVVPHIHD-UHFFFAOYSA-N 0.000 claims description 2
• QGZGFVBEWICKEP-UHFFFAOYSA-N (4-methoxythiophen-3-yl)-[8-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]methanone Chemical compound COC1=CSC=C1C(=O)N1CC2(CCN(CC=3C(=CC=CC=3)OCC(C)C)CC2)CC1 QGZGFVBEWICKEP-UHFFFAOYSA-N 0.000 claims description 2
• PVKLBTQKMSQKDF-UHFFFAOYSA-N (4-methylphenyl)-[2-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CC2(CCN(CC2)C(=O)C=2C=CC(C)=CC=2)CC1 PVKLBTQKMSQKDF-UHFFFAOYSA-N 0.000 claims description 2
• GIOZKTQYTLMYLM-UHFFFAOYSA-N (4-methylphenyl)-[8-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CN(CC2)C(=O)C=2C=CC(C)=CC=2)CC1 GIOZKTQYTLMYLM-UHFFFAOYSA-N 0.000 claims description 2
• MSNHQFBLJWBGBG-UHFFFAOYSA-N (4-methylphenyl)-[9-[(2-phenylmethoxyphenyl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(C)=CC=C1C(=O)N1CCC2(CCN(CC=3C(=CC=CC=3)OCC=3C=CC=CC=3)CC2)CC1 MSNHQFBLJWBGBG-UHFFFAOYSA-N 0.000 claims description 2
• LZPSFUFYZVBXOQ-UHFFFAOYSA-N (4-morpholin-4-ylphenyl)-[9-[(2-phenylmethoxyphenyl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)N(CC1)CCC1(CC1)CCN1CC1=CC=CC=C1OCC1=CC=CC=C1 LZPSFUFYZVBXOQ-UHFFFAOYSA-N 0.000 claims description 2
• RGILUVYXGBIFIW-UHFFFAOYSA-N (4-phenoxyphenyl)-[9-[(2-phenylmethoxyphenyl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C=1C=C(OC=2C=CC=CC=2)C=CC=1C(=O)N(CC1)CCC1(CC1)CCN1CC1=CC=CC=C1OCC1=CC=CC=C1 RGILUVYXGBIFIW-UHFFFAOYSA-N 0.000 claims description 2
• JFGAPLCEYYKQNS-UHFFFAOYSA-N (4-tert-butylphenyl)-[2-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CC2(CCN(CC2)C(=O)C=2C=CC(=CC=2)C(C)(C)C)CC1 JFGAPLCEYYKQNS-UHFFFAOYSA-N 0.000 claims description 2
• ASQOWVVTNOKVRU-UHFFFAOYSA-N (4-tert-butylphenyl)-[9-[(2-ethoxyphenyl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound CCOC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2C=CC(=CC=2)C(C)(C)C)CC1 ASQOWVVTNOKVRU-UHFFFAOYSA-N 0.000 claims description 2
• LWCMCHJZIRLPJY-UHFFFAOYSA-N (4-tert-butylphenyl)-[9-[(2-phenylmethoxyphenyl)methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)N1CCC2(CCN(CC=3C(=CC=CC=3)OCC=3C=CC=CC=3)CC2)CC1 LWCMCHJZIRLPJY-UHFFFAOYSA-N 0.000 claims description 2
• VAHNEBNBTSKPQH-UHFFFAOYSA-N (5-chlorothiophen-2-yl)-[9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]methanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2SC(Cl)=CC=2)CC1 VAHNEBNBTSKPQH-UHFFFAOYSA-N 0.000 claims description 2
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• FFTATLHVUBBLLF-UHFFFAOYSA-N 2-(3-methoxy-4-phenylmethoxyphenyl)-1-[8-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]ethanone Chemical compound C=1C=C(OCC=2C=CC=CC=2)C(OC)=CC=1CC(=O)N(C1)CCC1(CC1)CCN1CC1=CC=CC=C1OCC(C)C FFTATLHVUBBLLF-UHFFFAOYSA-N 0.000 claims description 2
• DAQNUHXQCXYDGV-UHFFFAOYSA-N 2-(4-butoxyphenyl)-1-[2-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]ethanone Chemical compound C1=CC(OCCCC)=CC=C1CC(=O)N1CCC2(CN(CC=3C(=CC=CC=3)OCC(C)C)CC2)CC1 DAQNUHXQCXYDGV-UHFFFAOYSA-N 0.000 claims description 2
• IQSKAZNZKZZHDG-UHFFFAOYSA-N 2-(4-butoxyphenyl)-1-[8-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]ethanone Chemical compound C1=CC(OCCCC)=CC=C1CC(=O)N1CC2(CCN(CC=3C(=CC=CC=3)OCC(C)C)CC2)CC1 IQSKAZNZKZZHDG-UHFFFAOYSA-N 0.000 claims description 2
• XNJRICSGZRPHFW-UHFFFAOYSA-N 2-(4-chlorophenyl)-1-[2-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]ethanone Chemical compound CC(C)COC1=CC=CC=C1CN1CC2(CCN(CC2)C(=O)CC=2C=CC(Cl)=CC=2)CC1 XNJRICSGZRPHFW-UHFFFAOYSA-N 0.000 claims description 2
• LRNXENFTHQGJSA-UHFFFAOYSA-N 2-(4-chlorophenyl)-1-[8-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-2-yl]ethanone Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CN(CC2)C(=O)CC=2C=CC(Cl)=CC=2)CC1 LRNXENFTHQGJSA-UHFFFAOYSA-N 0.000 claims description 2
• SNFRPAMCIZMHRY-UHFFFAOYSA-N 2-(4-chlorophenyl)sulfonyl-7-[[2-(2-methylpropoxy)phenyl]methyl]-2,7-diazaspiro[3.5]nonane Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CN(C2)S(=O)(=O)C=2C=CC(Cl)=CC=2)CC1 SNFRPAMCIZMHRY-UHFFFAOYSA-N 0.000 claims description 2
• LJWNEWZITWJJAY-UHFFFAOYSA-N 2-(4-chlorophenyl)sulfonyl-7-[[2-(2-methylpropoxy)phenyl]methyl]-2,7-diazaspiro[4.4]nonane Chemical compound CC(C)COC1=CC=CC=C1CN1CC2(CN(CC2)S(=O)(=O)C=2C=CC(Cl)=CC=2)CC1 LJWNEWZITWJJAY-UHFFFAOYSA-N 0.000 claims description 2
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• HGABHTWIMLUZCL-UHFFFAOYSA-N 2-(4-methylphenyl)-1-[2-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]ethanone Chemical compound CC(C)COC1=CC=CC=C1CN1CC2(CCN(CC2)C(=O)CC=2C=CC(C)=CC=2)CC1 HGABHTWIMLUZCL-UHFFFAOYSA-N 0.000 claims description 2
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• PTIYMFCFHMNUGR-UHFFFAOYSA-N 2-[2-[9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]-2-oxoethoxy]acetic acid Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)COCC(O)=O)CC1 PTIYMFCFHMNUGR-UHFFFAOYSA-N 0.000 claims description 2
• BOYYATBELJIKOV-UHFFFAOYSA-N 2-[2-[9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecane-3-carbonyl]phenyl]acetic acid Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2C(=CC=CC=2)CC(O)=O)CC1 BOYYATBELJIKOV-UHFFFAOYSA-N 0.000 claims description 2
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• HGLWXYYTAKMAEI-UHFFFAOYSA-N 2-[4-(dimethylamino)phenyl]-1-[2-[[2-(2-methylpropoxy)phenyl]methyl]-2,8-diazaspiro[4.5]decan-8-yl]ethanone Chemical compound CC(C)COC1=CC=CC=C1CN1CC2(CCN(CC2)C(=O)CC=2C=CC(=CC=2)N(C)C)CC1 HGLWXYYTAKMAEI-UHFFFAOYSA-N 0.000 claims description 2
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• DBDGPGIMMIHBRW-UHFFFAOYSA-N 2-[[9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]sulfonyl]benzonitrile Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)S(=O)(=O)C=2C(=CC=CC=2)C#N)CC1 DBDGPGIMMIHBRW-UHFFFAOYSA-N 0.000 claims description 2
• YVZXQNLUQYGKEV-UHFFFAOYSA-N 2-hydroxy-5-[[9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]sulfonyl]benzoic acid Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)S(=O)(=O)C=2C=C(C(O)=CC=2)C(O)=O)CC1 YVZXQNLUQYGKEV-UHFFFAOYSA-N 0.000 claims description 2
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• WPCAJZYDUJFVIB-UHFFFAOYSA-N 3-(2,5-dimethylfuran-3-yl)sulfonyl-9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecane Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)S(=O)(=O)C2=C(OC(C)=C2)C)CC1 WPCAJZYDUJFVIB-UHFFFAOYSA-N 0.000 claims description 2
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• JPTBASIPURWBFF-UHFFFAOYSA-N 3-(4-chlorophenyl)-1-[7-[[2-(2-methylpropoxy)phenyl]methyl]-2,7-diazaspiro[3.5]nonan-2-yl]propan-1-one Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CN(C2)C(=O)CCC=2C=CC(Cl)=CC=2)CC1 JPTBASIPURWBFF-UHFFFAOYSA-N 0.000 claims description 2
• WFVZMJBPJWROTE-UHFFFAOYSA-N 3-(4-chlorophenyl)sulfonyl-9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecane Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)S(=O)(=O)C=2C=CC(Cl)=CC=2)CC1 WFVZMJBPJWROTE-UHFFFAOYSA-N 0.000 claims description 2
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• MFCOWFWKAYZFNC-UHFFFAOYSA-N 3-(benzenesulfonyl)-9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecane Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)S(=O)(=O)C=2C=CC=CC=2)CC1 MFCOWFWKAYZFNC-UHFFFAOYSA-N 0.000 claims description 2
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• QUVWUKYYSLACAD-UHFFFAOYSA-N 4-[4-[9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecane-3-carbonyl]phenyl]benzoic acid Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)C(=O)C=2C=CC(=CC=2)C=2C=CC(=CC=2)C(O)=O)CC1 QUVWUKYYSLACAD-UHFFFAOYSA-N 0.000 claims description 2
• GCQIPVUBCGVXDT-UHFFFAOYSA-N 4-[5-[[9-[[2-(2-methylpropoxy)phenyl]methyl]-3,9-diazaspiro[5.5]undecan-3-yl]sulfonyl]pyridin-2-yl]morpholine Chemical compound CC(C)COC1=CC=CC=C1CN1CCC2(CCN(CC2)S(=O)(=O)C=2C=NC(=CC=2)N2CCOCC2)CC1 GCQIPVUBCGVXDT-UHFFFAOYSA-N 0.000 claims description 2
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