CA2075684C - 1-acylpiperidine compounds - Google Patents

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Publication number

CA2075684C

CA2075684C CA002075684A CA2075684A CA2075684C CA 2075684 C CA2075684 C CA 2075684C CA 002075684 A CA002075684 A CA 002075684A CA 2075684 A CA2075684 A CA 2075684A CA 2075684 C CA2075684 C CA 2075684C

Authority

CA

Canada

Prior art keywords

piperidinamine

benzyl

dimethylbenzoyl

chlorophenyl

quinolylmethyl

Prior art date

1991-08-12

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.)

Expired - Fee Related

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• 150000001875 compounds Chemical class 0.000 title claims abstract description 298
• -1 heteroaroyl Chemical group 0.000 claims abstract description 235
• 150000003839 salts Chemical class 0.000 claims abstract description 66
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims abstract description 59
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 54
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 53
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 52
• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 46
• 239000001257 hydrogen Substances 0.000 claims abstract description 44
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 41
• 125000002947 alkylene group Chemical group 0.000 claims abstract description 33
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract description 24
• 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims abstract description 17
• 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims abstract description 12
• 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 10
• 125000003107 substituted aryl group Chemical group 0.000 claims abstract description 9
• 125000003435 aroyl group Chemical group 0.000 claims abstract description 8
• 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 8
• IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical group C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 claims abstract description 7
• 125000005160 aryl oxy alkyl group Chemical group 0.000 claims abstract description 7
• 125000004475 heteroaralkyl group Chemical group 0.000 claims abstract description 5
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 4
• 239000000203 mixture Substances 0.000 claims description 107
• 229910052736 halogen Inorganic materials 0.000 claims description 62
• 150000002367 halogens Chemical class 0.000 claims description 62
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 54
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 38
• 150000003254 radicals Chemical class 0.000 claims description 38
• 230000002829 reductive effect Effects 0.000 claims description 36
• 238000000034 method Methods 0.000 claims description 35
• 125000003545 alkoxy group Chemical group 0.000 claims description 33
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 33
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 32
• 125000002252 acyl group Chemical group 0.000 claims description 31
• 150000002431 hydrogen Chemical group 0.000 claims description 25
• 125000004043 oxo group Chemical group O=* 0.000 claims description 20
• 229910052801 chlorine Inorganic materials 0.000 claims description 17
• 238000002360 preparation method Methods 0.000 claims description 17
• 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 16
• 125000001624 naphthyl group Chemical group 0.000 claims description 16
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 15
• 125000002950 monocyclic group Chemical group 0.000 claims description 12
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 11
• 125000001038 naphthoyl group Chemical group C1(=CC=CC2=CC=CC=C12)C(=O)* 0.000 claims description 11
• 229910052794 bromium Inorganic materials 0.000 claims description 10
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 9
• 125000004076 pyridyl group Chemical group 0.000 claims description 9
• 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims description 8
• YQTCQNIPQMJNTI-UHFFFAOYSA-N 2,2-dimethylpropan-1-one Chemical group CC(C)(C)[C]=O YQTCQNIPQMJNTI-UHFFFAOYSA-N 0.000 claims description 7
• 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 7
• 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims description 7
• 125000002619 bicyclic group Chemical group 0.000 claims description 7
• 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
• 125000001041 indolyl group Chemical group 0.000 claims description 7
• 125000005493 quinolyl group Chemical group 0.000 claims description 7
• GBGIUTMPYMQPOF-XTEPFMGCSA-N [(2r,4s)-2-benzyl-4-(1h-indol-2-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2NC3=CC=CC=C3C=2)CC=2C=CC=CC=2)=C1 GBGIUTMPYMQPOF-XTEPFMGCSA-N 0.000 claims description 6
• WTVGMVUYPIXKON-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-(1h-indol-3-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3NC=2)CC=2C=CC=CC=2)=C1 WTVGMVUYPIXKON-RRPNLBNLSA-N 0.000 claims description 6
• LRERFPYAHKGPIJ-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-(2,3-dihydro-1,4-benzodioxin-6-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=C3OCCOC3=CC=2)CC=2C=CC=CC=2)=C1 LRERFPYAHKGPIJ-RRPNLBNLSA-N 0.000 claims description 6
• SXGUFUPHIINLKC-LMSSTIIKSA-N [(2r,4s)-2-benzyl-4-(quinolin-2-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2N=C3C=CC=CC3=CC=2)CC=2C=CC=CC=2)=C1 SXGUFUPHIINLKC-LMSSTIIKSA-N 0.000 claims description 6
• WMQLWQDRKGCRAM-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-[(2-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 WMQLWQDRKGCRAM-IZZNHLLZSA-N 0.000 claims description 6
• LANNDTFPSVZPSB-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[(3-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=C(Cl)C=CC=2)CC=2C=CC=CC=2)=C1 LANNDTFPSVZPSB-RRPNLBNLSA-N 0.000 claims description 6
• LAGXHSWNOGVKMW-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[(4-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=CC(Cl)=CC=2)CC=2C=CC=CC=2)=C1 LAGXHSWNOGVKMW-RRPNLBNLSA-N 0.000 claims description 6
• SDGGPHPCGPDYIM-WUFINQPMSA-N [(2r,4s)-2-benzyl-4-[2-(4-chlorophenyl)ethylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCC=2C=CC(Cl)=CC=2)CC=2C=CC=CC=2)=C1 SDGGPHPCGPDYIM-WUFINQPMSA-N 0.000 claims description 6
• JHYASIHQQKFGMC-WUFINQPMSA-N [(2r,4s)-2-benzyl-4-[3-(2-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 JHYASIHQQKFGMC-WUFINQPMSA-N 0.000 claims description 6
• WTVGMVUYPIXKON-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-(1h-indol-3-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C3=CC=CC=C3NC=2)CC=2C=CC=CC=2)=C1 WTVGMVUYPIXKON-SVBPBHIXSA-N 0.000 claims description 6
• WMQLWQDRKGCRAM-UIOOFZCWSA-N [(2s,4s)-2-benzyl-4-[(2-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 WMQLWQDRKGCRAM-UIOOFZCWSA-N 0.000 claims description 6
• LANNDTFPSVZPSB-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-[(3-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=C(Cl)C=CC=2)CC=2C=CC=CC=2)=C1 LANNDTFPSVZPSB-SVBPBHIXSA-N 0.000 claims description 6
• LAGXHSWNOGVKMW-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-[(4-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=CC(Cl)=CC=2)CC=2C=CC=CC=2)=C1 LAGXHSWNOGVKMW-SVBPBHIXSA-N 0.000 claims description 6
• PBYLWQYQDLOUKL-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-[2-(2-chlorophenyl)ethylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 PBYLWQYQDLOUKL-SVBPBHIXSA-N 0.000 claims description 6
• SDGGPHPCGPDYIM-NSOVKSMOSA-N [(2s,4s)-2-benzyl-4-[2-(4-chlorophenyl)ethylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCCC=2C=CC(Cl)=CC=2)CC=2C=CC=CC=2)=C1 SDGGPHPCGPDYIM-NSOVKSMOSA-N 0.000 claims description 6
• JHYASIHQQKFGMC-NSOVKSMOSA-N [(2s,4s)-2-benzyl-4-[3-(2-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCCCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 JHYASIHQQKFGMC-NSOVKSMOSA-N 0.000 claims description 6
• ZHSGOQDSIDIYIJ-VMPREFPWSA-N [(2s,4s)-2-benzyl-4-[3-(4-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCCCC=2C=CC(Cl)=CC=2)CC=2C=CC=CC=2)=C1 ZHSGOQDSIDIYIJ-VMPREFPWSA-N 0.000 claims description 6
• 229910052731 fluorine Inorganic materials 0.000 claims description 6
• BCIIMDOZSUCSEN-UHFFFAOYSA-N piperidin-4-amine Chemical compound NC1CCNCC1 BCIIMDOZSUCSEN-UHFFFAOYSA-N 0.000 claims description 6
• UISKGTZVONGFBF-URLMMPGGSA-N [(2r,4s)-2-benzyl-4-(quinolin-3-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=C3C=CC=CC3=NC=2)CC=2C=CC=CC=2)=C1 UISKGTZVONGFBF-URLMMPGGSA-N 0.000 claims description 5
• PJZDNIVQUHMQMF-URLMMPGGSA-N [(2r,4s)-2-benzyl-4-[(4-methoxynaphthalen-1-yl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound C([C@H]1N(CC[C@@H](C1)NCC1=CC=C(C2=CC=CC=C21)OC)C(=O)C=1C=C(C)C=C(C)C=1)C1=CC=CC=C1 PJZDNIVQUHMQMF-URLMMPGGSA-N 0.000 claims description 5
• WEKQDDMUENFGLB-WUFINQPMSA-N [(2r,4s)-2-benzyl-4-[2-(3-chlorophenyl)ethylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCC=2C=C(Cl)C=CC=2)CC=2C=CC=CC=2)=C1 WEKQDDMUENFGLB-WUFINQPMSA-N 0.000 claims description 5
• IIFIHHBGHKRTFD-URLMMPGGSA-N [(2r,4s)-2-benzyl-4-[3-(3-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCCC=2C=C(Cl)C=CC=2)CC=2C=CC=CC=2)=C1 IIFIHHBGHKRTFD-URLMMPGGSA-N 0.000 claims description 5
• ZHSGOQDSIDIYIJ-URLMMPGGSA-N [(2r,4s)-2-benzyl-4-[3-(4-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCCC=2C=CC(Cl)=CC=2)CC=2C=CC=CC=2)=C1 ZHSGOQDSIDIYIJ-URLMMPGGSA-N 0.000 claims description 5
• LRERFPYAHKGPIJ-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-(2,3-dihydro-1,4-benzodioxin-6-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=C3OCCOC3=CC=2)CC=2C=CC=CC=2)=C1 LRERFPYAHKGPIJ-SVBPBHIXSA-N 0.000 claims description 5
• UISKGTZVONGFBF-VMPREFPWSA-N [(2s,4s)-2-benzyl-4-(quinolin-3-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=C3C=CC=CC3=NC=2)CC=2C=CC=CC=2)=C1 UISKGTZVONGFBF-VMPREFPWSA-N 0.000 claims description 5
• PJZDNIVQUHMQMF-VMPREFPWSA-N [(2s,4s)-2-benzyl-4-[(4-methoxynaphthalen-1-yl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound C([C@@H]1N(CC[C@@H](C1)NCC1=CC=C(C2=CC=CC=C21)OC)C(=O)C=1C=C(C)C=C(C)C=1)C1=CC=CC=C1 PJZDNIVQUHMQMF-VMPREFPWSA-N 0.000 claims description 5
• WEKQDDMUENFGLB-NSOVKSMOSA-N [(2s,4s)-2-benzyl-4-[2-(3-chlorophenyl)ethylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCCC=2C=C(Cl)C=CC=2)CC=2C=CC=CC=2)=C1 WEKQDDMUENFGLB-NSOVKSMOSA-N 0.000 claims description 5
• IIFIHHBGHKRTFD-VMPREFPWSA-N [(2s,4s)-2-benzyl-4-[3-(3-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCCCC=2C=C(Cl)C=CC=2)CC=2C=CC=CC=2)=C1 IIFIHHBGHKRTFD-VMPREFPWSA-N 0.000 claims description 5
• 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims description 5
• 125000005400 pyridylcarbonyl group Chemical group N1=C(C=CC=C1)C(=O)* 0.000 claims description 5
• 125000001425 triazolyl group Chemical group 0.000 claims description 5
• 125000003070 2-(2-chlorophenyl)ethyl group Chemical group [H]C1=C([H])C(Cl)=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 4
• 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 description 4
• PBYLWQYQDLOUKL-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[2-(2-chlorophenyl)ethylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 PBYLWQYQDLOUKL-RRPNLBNLSA-N 0.000 claims description 4
• GBGIUTMPYMQPOF-XCZPVHLTSA-N [(2s,4s)-2-benzyl-4-(1h-indol-2-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2NC3=CC=CC=C3C=2)CC=2C=CC=CC=2)=C1 GBGIUTMPYMQPOF-XCZPVHLTSA-N 0.000 claims description 4
• SXGUFUPHIINLKC-YTMVLYRLSA-N [(2s,4s)-2-benzyl-4-(quinolin-2-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2N=C3C=CC=CC3=CC=2)CC=2C=CC=CC=2)=C1 SXGUFUPHIINLKC-YTMVLYRLSA-N 0.000 claims description 4
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
• 108090000765 processed proteins & peptides Proteins 0.000 claims description 4
• TUJAYMPVNFTEHA-LOSJGSFVSA-N [(2r,4s)-2-benzyl-4-(1h-indol-3-ylmethylamino)piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3NC=2)CC=2C=CC=CC=2)=C1 TUJAYMPVNFTEHA-LOSJGSFVSA-N 0.000 claims description 3
• 150000005840 aryl radicals Chemical class 0.000 claims description 3
• 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 3
• SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 claims description 3
• 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 3
• PJDOVGDUMXUTHB-IZZNHLLZSA-N (2R,4S)-2-benzyl-1-[(2,4-dichlorophenyl)methyl]-N-(quinolin-4-ylmethyl)piperidin-4-amine Chemical compound ClC1=CC(Cl)=CC=C1CN1[C@H](CC=2C=CC=CC=2)C[C@@H](NCC=2C3=CC=CC=C3N=CC=2)CC1 PJDOVGDUMXUTHB-IZZNHLLZSA-N 0.000 claims description 2
• GZORDCHPGPLJNH-WUFINQPMSA-N (2R,4S)-2-benzyl-N,1-bis(quinolin-4-ylmethyl)piperidin-4-amine Chemical compound C([C@H]1N(CC=2C3=CC=CC=C3N=CC=2)CC[C@@H](C1)NCC=1C2=CC=CC=C2N=CC=1)C1=CC=CC=C1 GZORDCHPGPLJNH-WUFINQPMSA-N 0.000 claims description 2
• 125000004607 1,2,3,4-tetrahydroquinolinyl group Chemical group N1(CCCC2=CC=CC=C12)* 0.000 claims description 2
• IUTWCZRPRPORHO-AJQTZOPKSA-N 1-[(2R,4S)-2-benzyl-1-(3,5-dichlorobenzoyl)piperidin-4-yl]-3-cyclohexyl-1-(quinolin-4-ylmethyl)urea Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)N(CC=2C3=CC=CC=C3N=CC=2)C(=O)NC2CCCCC2)CC=2C=CC=CC=2)=C1 IUTWCZRPRPORHO-AJQTZOPKSA-N 0.000 claims description 2
• HSSZIZURYDLFBR-IZZNHLLZSA-N [(2R,4S)-2-benzyl-4-(2-phenylethylamino)piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 HSSZIZURYDLFBR-IZZNHLLZSA-N 0.000 claims description 2
• WRGKCVVGGMSFHV-AZGAKELHSA-N [(2r,4s)-2-benzyl-4-(1h-indol-2-ylmethylamino)piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2NC3=CC=CC=C3C=2)CC=2C=CC=CC=2)=C1 WRGKCVVGGMSFHV-AZGAKELHSA-N 0.000 claims description 2
• PQZHGICZAUJLST-AZGAKELHSA-N [(2r,4s)-2-benzyl-4-(1h-indol-2-ylmethylamino)piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2NC3=CC=CC=C3C=2)CC=2C=CC=CC=2)=C1 PQZHGICZAUJLST-AZGAKELHSA-N 0.000 claims description 2
• GSHNKJADZRZHBV-LOSJGSFVSA-N [(2r,4s)-2-benzyl-4-(1h-indol-3-ylmethylamino)piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3NC=2)CC=2C=CC=CC=2)=C1 GSHNKJADZRZHBV-LOSJGSFVSA-N 0.000 claims description 2
• YGDRDRKXQWMYRI-LOSJGSFVSA-N [(2r,4s)-2-benzyl-4-(1h-indol-3-ylmethylamino)piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3NC=2)CC=2C=CC=CC=2)=C1 YGDRDRKXQWMYRI-LOSJGSFVSA-N 0.000 claims description 2
• APRYEVDETHQGAN-LOSJGSFVSA-N [(2r,4s)-2-benzyl-4-(2,3-dihydro-1,4-benzodioxin-6-ylmethylamino)piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=C3OCCOC3=CC=2)CC=2C=CC=CC=2)=C1 APRYEVDETHQGAN-LOSJGSFVSA-N 0.000 claims description 2
• VOVHTUDFAWJPKO-LOSJGSFVSA-N [(2r,4s)-2-benzyl-4-(2,3-dihydro-1,4-benzodioxin-6-ylmethylamino)piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=C3OCCOC3=CC=2)CC=2C=CC=CC=2)=C1 VOVHTUDFAWJPKO-LOSJGSFVSA-N 0.000 claims description 2
• CEZFJJDIYRRZRX-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-(2,4-dioxabicyclo[3.3.1]nona-1(9),5,7-trien-6-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=3OCOC(C=3)=CC=2)CC=2C=CC=CC=2)=C1 CEZFJJDIYRRZRX-IZZNHLLZSA-N 0.000 claims description 2
• GRRXNYGTCCULES-URLMMPGGSA-N [(2r,4s)-2-benzyl-4-(3-phenylpropylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCCC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 GRRXNYGTCCULES-URLMMPGGSA-N 0.000 claims description 2
• BCNQTBMNFYVTSN-AHKZPQOWSA-N [(2r,4s)-2-benzyl-4-(quinolin-2-ylmethylamino)piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2N=C3C=CC=CC3=CC=2)CC=2C=CC=CC=2)=C1 BCNQTBMNFYVTSN-AHKZPQOWSA-N 0.000 claims description 2
• BMNOKXSTCINJGK-AHKZPQOWSA-N [(2r,4s)-2-benzyl-4-(quinolin-2-ylmethylamino)piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2N=C3C=CC=CC3=CC=2)CC=2C=CC=CC=2)=C1 BMNOKXSTCINJGK-AHKZPQOWSA-N 0.000 claims description 2
• GAPKSDPNRHICJT-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-(quinolin-3-ylmethylamino)piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=C3C=CC=CC3=NC=2)CC=2C=CC=CC=2)=C1 GAPKSDPNRHICJT-RRPNLBNLSA-N 0.000 claims description 2
• DIYXLNGZTJKRBH-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-(quinolin-3-ylmethylamino)piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=C3C=CC=CC3=NC=2)CC=2C=CC=CC=2)=C1 DIYXLNGZTJKRBH-RRPNLBNLSA-N 0.000 claims description 2
• HLGUXCWJAHTKJK-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-(quinolin-3-ylmethylamino)piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=C3C=CC=CC3=NC=2)CC=2C=CC=CC=2)=C1 HLGUXCWJAHTKJK-RRPNLBNLSA-N 0.000 claims description 2
• RDQXAZMERWVFCE-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(3,5-dibromophenyl)methanone Chemical compound BrC1=CC(Br)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3N=CC=2)CC=2C=CC=CC=2)=C1 RDQXAZMERWVFCE-IZZNHLLZSA-N 0.000 claims description 2
• WUYRGUCXBKZRJD-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(4-chlorophenyl)methanone Chemical compound C1=CC(Cl)=CC=C1C(=O)N1[C@H](CC=2C=CC=CC=2)C[C@@H](NCC=2C3=CC=CC=C3N=CC=2)CC1 WUYRGUCXBKZRJD-IZZNHLLZSA-N 0.000 claims description 2
• WYWZULLPWPXJOX-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[(2,3-dimethoxyphenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=CC(CN[C@@H]2C[C@@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(C)C=C(C)C=2)=C1OC WYWZULLPWPXJOX-RRPNLBNLSA-N 0.000 claims description 2
• XMJHBMNYFUHNLX-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[(2,4-dimethoxyphenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC(OC)=CC=C1CN[C@@H]1C[C@@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(C)C=C(C)C=2)CC1 XMJHBMNYFUHNLX-RRPNLBNLSA-N 0.000 claims description 2
• VJCYJAZDXHFISW-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[(2,5-dimethoxyphenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=C(OC)C(CN[C@@H]2C[C@@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(C)C=C(C)C=2)=C1 VJCYJAZDXHFISW-RRPNLBNLSA-N 0.000 claims description 2
• PCNBIVOAEVUXQV-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-[(2,6-dimethoxyphenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=CC(OC)=C1CN[C@@H]1C[C@@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(C)C=C(C)C=2)CC1 PCNBIVOAEVUXQV-IZZNHLLZSA-N 0.000 claims description 2
• KYMTYECNZXPATP-BJKOFHAPSA-N [(2r,4s)-2-benzyl-4-[(2-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 KYMTYECNZXPATP-BJKOFHAPSA-N 0.000 claims description 2
• OLVLKOUBLOOVQV-BJKOFHAPSA-N [(2r,4s)-2-benzyl-4-[(2-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 OLVLKOUBLOOVQV-BJKOFHAPSA-N 0.000 claims description 2
• PCTACWBKUMPPGF-BJKOFHAPSA-N [(2r,4s)-2-benzyl-4-[(2-chlorophenyl)methylamino]piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 PCTACWBKUMPPGF-BJKOFHAPSA-N 0.000 claims description 2
• WUGVOQASTNTNGI-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[(2-methoxyphenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=CC=C1CN[C@@H]1C[C@@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(C)C=C(C)C=2)CC1 WUGVOQASTNTNGI-RRPNLBNLSA-N 0.000 claims description 2
• WXQHOCUVLLHSJX-LOSJGSFVSA-N [(2r,4s)-2-benzyl-4-[(3-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC=CC(CN[C@@H]2C[C@@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(Cl)C=C(Cl)C=2)=C1 WXQHOCUVLLHSJX-LOSJGSFVSA-N 0.000 claims description 2
• BTSVQJHVWRDOQE-LOSJGSFVSA-N [(2r,4s)-2-benzyl-4-[(3-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=C(Cl)C=CC=2)CC=2C=CC=CC=2)=C1 BTSVQJHVWRDOQE-LOSJGSFVSA-N 0.000 claims description 2
• UWRUVZJQHIMCHS-LOSJGSFVSA-N [(2r,4s)-2-benzyl-4-[(3-chlorophenyl)methylamino]piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=C(Cl)C=CC=2)CC=2C=CC=CC=2)=C1 UWRUVZJQHIMCHS-LOSJGSFVSA-N 0.000 claims description 2
• PQSYSEWPJRXXCO-LOSJGSFVSA-N [(2r,4s)-2-benzyl-4-[(4-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound C1=CC(Cl)=CC=C1CN[C@@H]1C[C@@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(Cl)C=C(Cl)C=2)CC1 PQSYSEWPJRXXCO-LOSJGSFVSA-N 0.000 claims description 2
• RGXOXUHARDISSM-LOSJGSFVSA-N [(2r,4s)-2-benzyl-4-[(4-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=CC(Cl)=CC=2)CC=2C=CC=CC=2)=C1 RGXOXUHARDISSM-LOSJGSFVSA-N 0.000 claims description 2
• BERAUAWFBCYFMQ-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[(4-methoxynaphthalen-1-yl)methylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound C([C@H]1N(CC[C@@H](C1)NCC1=CC=C(C2=CC=CC=C21)OC)C(=O)C=1C=C(Cl)C=C(Cl)C=1)C1=CC=CC=C1 BERAUAWFBCYFMQ-RRPNLBNLSA-N 0.000 claims description 2
• AAUHGASBVHWHPF-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[(4-methoxynaphthalen-1-yl)methylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3C(OC)=CC=2)CC=2C=CC=CC=2)=C1 AAUHGASBVHWHPF-RRPNLBNLSA-N 0.000 claims description 2
• GUFKFMPGIGNBTK-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[(4-methoxynaphthalen-1-yl)methylamino]piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound C([C@H]1N(CC[C@@H](C1)NCC1=CC=C(C2=CC=CC=C21)OC)C(=O)C=1C=C(C=C(C=1)C(F)(F)F)C(F)(F)F)C1=CC=CC=C1 GUFKFMPGIGNBTK-RRPNLBNLSA-N 0.000 claims description 2
• YFHKVPKCHLKOBA-WUFINQPMSA-N [(2r,4s)-2-benzyl-4-[2-(2,3-dimethoxyphenyl)ethylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=CC(CCN[C@@H]2C[C@@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(C)C=C(C)C=2)=C1OC YFHKVPKCHLKOBA-WUFINQPMSA-N 0.000 claims description 2
• YWBOSUVFMKTZAX-WUFINQPMSA-N [(2r,4s)-2-benzyl-4-[2-(2,4-dimethoxyphenyl)ethylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC(OC)=CC=C1CCN[C@@H]1C[C@@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(C)C=C(C)C=2)CC1 YWBOSUVFMKTZAX-WUFINQPMSA-N 0.000 claims description 2
• VSXXYIVEEJWQIO-WUFINQPMSA-N [(2r,4s)-2-benzyl-4-[2-(2,5-dimethoxyphenyl)ethylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=C(OC)C(CCN[C@@H]2C[C@@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(C)C=C(C)C=2)=C1 VSXXYIVEEJWQIO-WUFINQPMSA-N 0.000 claims description 2
• JBSIDEYDEHQYIC-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[2-(2,6-dimethoxyphenyl)ethylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=CC(OC)=C1CCN[C@@H]1C[C@@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(C)C=C(C)C=2)CC1 JBSIDEYDEHQYIC-RRPNLBNLSA-N 0.000 claims description 2
• HHPBJXUVPXNYGO-LOSJGSFVSA-N [(2r,4s)-2-benzyl-4-[2-(2-chlorophenyl)ethylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 HHPBJXUVPXNYGO-LOSJGSFVSA-N 0.000 claims description 2
• CFJHSLPXCNEIKW-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-[2-(3-chlorophenyl)ethylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC=CC(CCN[C@@H]2C[C@@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(Cl)C=C(Cl)C=2)=C1 CFJHSLPXCNEIKW-IZZNHLLZSA-N 0.000 claims description 2
• RWBJPPSCHVFMBU-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-[2-(3-chlorophenyl)ethylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCC=2C=C(Cl)C=CC=2)CC=2C=CC=CC=2)=C1 RWBJPPSCHVFMBU-IZZNHLLZSA-N 0.000 claims description 2
• GECWGHFATMZTQV-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-[2-(4-chlorophenyl)ethylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound C1=CC(Cl)=CC=C1CCN[C@@H]1C[C@@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(Cl)C=C(Cl)C=2)CC1 GECWGHFATMZTQV-IZZNHLLZSA-N 0.000 claims description 2
• RKQFESODPVHBSS-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-[2-(4-chlorophenyl)ethylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCC=2C=CC(Cl)=CC=2)CC=2C=CC=CC=2)=C1 RKQFESODPVHBSS-IZZNHLLZSA-N 0.000 claims description 2
• XFOIDHHRRDFYOM-URLMMPGGSA-N [(2r,4s)-2-benzyl-4-[3-(2,3-dimethoxyphenyl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=CC(CCCN[C@@H]2C[C@@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(C)C=C(C)C=2)=C1OC XFOIDHHRRDFYOM-URLMMPGGSA-N 0.000 claims description 2
• MMNXJGWYRRZFSW-URLMMPGGSA-N [(2r,4s)-2-benzyl-4-[3-(2,4-dimethoxyphenyl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC(OC)=CC=C1CCCN[C@@H]1C[C@@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(C)C=C(C)C=2)CC1 MMNXJGWYRRZFSW-URLMMPGGSA-N 0.000 claims description 2
• PKIKPPRAWMZFMI-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[3-(3-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC=CC(CCCN[C@@H]2C[C@@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(Cl)C=C(Cl)C=2)=C1 PKIKPPRAWMZFMI-RRPNLBNLSA-N 0.000 claims description 2
• PDYPBTDIGRMZNK-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[3-(3-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCCC=2C=C(Cl)C=CC=2)CC=2C=CC=CC=2)=C1 PDYPBTDIGRMZNK-RRPNLBNLSA-N 0.000 claims description 2
• LLIXUVNYQVGYDD-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[3-(4-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound C1=CC(Cl)=CC=C1CCCN[C@@H]1C[C@@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(Cl)C=C(Cl)C=2)CC1 LLIXUVNYQVGYDD-RRPNLBNLSA-N 0.000 claims description 2
• AUJANYNXSWZAIU-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[3-(4-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCCC=2C=CC(Cl)=CC=2)CC=2C=CC=CC=2)=C1 AUJANYNXSWZAIU-RRPNLBNLSA-N 0.000 claims description 2
• SQFQRROVRDKNRJ-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-[[2-(trifluoromethyl)phenyl]methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C(=CC=CC=2)C(F)(F)F)CC=2C=CC=CC=2)=C1 SQFQRROVRDKNRJ-IZZNHLLZSA-N 0.000 claims description 2
• GVARSBMZHVOCJQ-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[[4-(trifluoromethyl)phenyl]methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=CC(=CC=2)C(F)(F)F)CC=2C=CC=CC=2)=C1 GVARSBMZHVOCJQ-RRPNLBNLSA-N 0.000 claims description 2
• PVNATPVNYTWWGS-IZZNHLLZSA-N [(2r,4s)-4-(1,3-benzodioxol-4-ylmethylamino)-2-benzylpiperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=3OCOC=3C=CC=2)CC=2C=CC=CC=2)=C1 PVNATPVNYTWWGS-IZZNHLLZSA-N 0.000 claims description 2
• RGQYGLQTKRHGSD-WUFINQPMSA-N [(2r,4s)-4-[3-(1,3-benzodioxol-4-yl)propylamino]-2-benzylpiperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCCC=2C=3OCOC=3C=CC=2)CC=2C=CC=CC=2)=C1 RGQYGLQTKRHGSD-WUFINQPMSA-N 0.000 claims description 2
• QEWOMCUTDKPHRV-AHWVRZQESA-N [(2s,4s)-2-benzyl-4-(1h-indol-2-ylmethylamino)piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2NC3=CC=CC=C3C=2)CC=2C=CC=CC=2)=C1 QEWOMCUTDKPHRV-AHWVRZQESA-N 0.000 claims description 2
• WRGKCVVGGMSFHV-AHWVRZQESA-N [(2s,4s)-2-benzyl-4-(1h-indol-2-ylmethylamino)piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2NC3=CC=CC=C3C=2)CC=2C=CC=CC=2)=C1 WRGKCVVGGMSFHV-AHWVRZQESA-N 0.000 claims description 2
• PQZHGICZAUJLST-AHWVRZQESA-N [(2s,4s)-2-benzyl-4-(1h-indol-2-ylmethylamino)piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2NC3=CC=CC=C3C=2)CC=2C=CC=CC=2)=C1 PQZHGICZAUJLST-AHWVRZQESA-N 0.000 claims description 2
• TUJAYMPVNFTEHA-DQEYMECFSA-N [(2s,4s)-2-benzyl-4-(1h-indol-3-ylmethylamino)piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C3=CC=CC=C3NC=2)CC=2C=CC=CC=2)=C1 TUJAYMPVNFTEHA-DQEYMECFSA-N 0.000 claims description 2
• GSHNKJADZRZHBV-DQEYMECFSA-N [(2s,4s)-2-benzyl-4-(1h-indol-3-ylmethylamino)piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C3=CC=CC=C3NC=2)CC=2C=CC=CC=2)=C1 GSHNKJADZRZHBV-DQEYMECFSA-N 0.000 claims description 2
• YGDRDRKXQWMYRI-DQEYMECFSA-N [(2s,4s)-2-benzyl-4-(1h-indol-3-ylmethylamino)piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C3=CC=CC=C3NC=2)CC=2C=CC=CC=2)=C1 YGDRDRKXQWMYRI-DQEYMECFSA-N 0.000 claims description 2
• CEZFJJDIYRRZRX-UIOOFZCWSA-N [(2s,4s)-2-benzyl-4-(2,4-dioxabicyclo[3.3.1]nona-1(9),5,7-trien-6-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=3OCOC(C=3)=CC=2)CC=2C=CC=CC=2)=C1 CEZFJJDIYRRZRX-UIOOFZCWSA-N 0.000 claims description 2
• BCNQTBMNFYVTSN-BDYUSTAISA-N [(2s,4s)-2-benzyl-4-(quinolin-2-ylmethylamino)piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2N=C3C=CC=CC3=CC=2)CC=2C=CC=CC=2)=C1 BCNQTBMNFYVTSN-BDYUSTAISA-N 0.000 claims description 2
• BMNOKXSTCINJGK-BDYUSTAISA-N [(2s,4s)-2-benzyl-4-(quinolin-2-ylmethylamino)piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2N=C3C=CC=CC3=CC=2)CC=2C=CC=CC=2)=C1 BMNOKXSTCINJGK-BDYUSTAISA-N 0.000 claims description 2
• KQIGNERNDOIJSB-BDYUSTAISA-N [(2s,4s)-2-benzyl-4-(quinolin-2-ylmethylamino)piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2N=C3C=CC=CC3=CC=2)CC=2C=CC=CC=2)=C1 KQIGNERNDOIJSB-BDYUSTAISA-N 0.000 claims description 2
• GAPKSDPNRHICJT-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-(quinolin-3-ylmethylamino)piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=C3C=CC=CC3=NC=2)CC=2C=CC=CC=2)=C1 GAPKSDPNRHICJT-SVBPBHIXSA-N 0.000 claims description 2
• DIYXLNGZTJKRBH-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-(quinolin-3-ylmethylamino)piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=C3C=CC=CC3=NC=2)CC=2C=CC=CC=2)=C1 DIYXLNGZTJKRBH-SVBPBHIXSA-N 0.000 claims description 2
• HLGUXCWJAHTKJK-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-(quinolin-3-ylmethylamino)piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=C3C=CC=CC3=NC=2)CC=2C=CC=CC=2)=C1 HLGUXCWJAHTKJK-SVBPBHIXSA-N 0.000 claims description 2
• WYWZULLPWPXJOX-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-[(2,3-dimethoxyphenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=CC(CN[C@@H]2C[C@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(C)C=C(C)C=2)=C1OC WYWZULLPWPXJOX-SVBPBHIXSA-N 0.000 claims description 2
• XMJHBMNYFUHNLX-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-[(2,4-dimethoxyphenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC(OC)=CC=C1CN[C@@H]1C[C@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(C)C=C(C)C=2)CC1 XMJHBMNYFUHNLX-SVBPBHIXSA-N 0.000 claims description 2
• VJCYJAZDXHFISW-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-[(2,5-dimethoxyphenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=C(OC)C(CN[C@@H]2C[C@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(C)C=C(C)C=2)=C1 VJCYJAZDXHFISW-SVBPBHIXSA-N 0.000 claims description 2
• PCNBIVOAEVUXQV-UIOOFZCWSA-N [(2s,4s)-2-benzyl-4-[(2,6-dimethoxyphenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=CC(OC)=C1CN[C@@H]1C[C@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(C)C=C(C)C=2)CC1 PCNBIVOAEVUXQV-UIOOFZCWSA-N 0.000 claims description 2
• KYMTYECNZXPATP-ZEQRLZLVSA-N [(2s,4s)-2-benzyl-4-[(2-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 KYMTYECNZXPATP-ZEQRLZLVSA-N 0.000 claims description 2
• OLVLKOUBLOOVQV-ZEQRLZLVSA-N [(2s,4s)-2-benzyl-4-[(2-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 OLVLKOUBLOOVQV-ZEQRLZLVSA-N 0.000 claims description 2
• PCTACWBKUMPPGF-ZEQRLZLVSA-N [(2s,4s)-2-benzyl-4-[(2-chlorophenyl)methylamino]piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 PCTACWBKUMPPGF-ZEQRLZLVSA-N 0.000 claims description 2
• WUGVOQASTNTNGI-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-[(2-methoxyphenyl)methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=CC=C1CN[C@@H]1C[C@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(C)C=C(C)C=2)CC1 WUGVOQASTNTNGI-SVBPBHIXSA-N 0.000 claims description 2
• WXQHOCUVLLHSJX-DQEYMECFSA-N [(2s,4s)-2-benzyl-4-[(3-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC=CC(CN[C@@H]2C[C@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(Cl)C=C(Cl)C=2)=C1 WXQHOCUVLLHSJX-DQEYMECFSA-N 0.000 claims description 2
• BTSVQJHVWRDOQE-DQEYMECFSA-N [(2s,4s)-2-benzyl-4-[(3-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=C(Cl)C=CC=2)CC=2C=CC=CC=2)=C1 BTSVQJHVWRDOQE-DQEYMECFSA-N 0.000 claims description 2
• UWRUVZJQHIMCHS-DQEYMECFSA-N [(2s,4s)-2-benzyl-4-[(3-chlorophenyl)methylamino]piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=C(Cl)C=CC=2)CC=2C=CC=CC=2)=C1 UWRUVZJQHIMCHS-DQEYMECFSA-N 0.000 claims description 2
• PQSYSEWPJRXXCO-DQEYMECFSA-N [(2s,4s)-2-benzyl-4-[(4-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound C1=CC(Cl)=CC=C1CN[C@@H]1C[C@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(Cl)C=C(Cl)C=2)CC1 PQSYSEWPJRXXCO-DQEYMECFSA-N 0.000 claims description 2
• RGXOXUHARDISSM-DQEYMECFSA-N [(2s,4s)-2-benzyl-4-[(4-chlorophenyl)methylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=CC(Cl)=CC=2)CC=2C=CC=CC=2)=C1 RGXOXUHARDISSM-DQEYMECFSA-N 0.000 claims description 2
• YOXWOVFZJFASQC-DQEYMECFSA-N [(2s,4s)-2-benzyl-4-[(4-chlorophenyl)methylamino]piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=CC(Cl)=CC=2)CC=2C=CC=CC=2)=C1 YOXWOVFZJFASQC-DQEYMECFSA-N 0.000 claims description 2
• AAUHGASBVHWHPF-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-[(4-methoxynaphthalen-1-yl)methylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C3=CC=CC=C3C(OC)=CC=2)CC=2C=CC=CC=2)=C1 AAUHGASBVHWHPF-SVBPBHIXSA-N 0.000 claims description 2
• GUFKFMPGIGNBTK-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-[(4-methoxynaphthalen-1-yl)methylamino]piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound C([C@@H]1N(CC[C@@H](C1)NCC1=CC=C(C2=CC=CC=C21)OC)C(=O)C=1C=C(C=C(C=1)C(F)(F)F)C(F)(F)F)C1=CC=CC=C1 GUFKFMPGIGNBTK-SVBPBHIXSA-N 0.000 claims description 2
• YFHKVPKCHLKOBA-NSOVKSMOSA-N [(2s,4s)-2-benzyl-4-[2-(2,3-dimethoxyphenyl)ethylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=CC(CCN[C@@H]2C[C@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(C)C=C(C)C=2)=C1OC YFHKVPKCHLKOBA-NSOVKSMOSA-N 0.000 claims description 2
• YWBOSUVFMKTZAX-NSOVKSMOSA-N [(2s,4s)-2-benzyl-4-[2-(2,4-dimethoxyphenyl)ethylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC(OC)=CC=C1CCN[C@@H]1C[C@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(C)C=C(C)C=2)CC1 YWBOSUVFMKTZAX-NSOVKSMOSA-N 0.000 claims description 2
• CFJHSLPXCNEIKW-UIOOFZCWSA-N [(2s,4s)-2-benzyl-4-[2-(3-chlorophenyl)ethylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC=CC(CCN[C@@H]2C[C@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(Cl)C=C(Cl)C=2)=C1 CFJHSLPXCNEIKW-UIOOFZCWSA-N 0.000 claims description 2
• RKQFESODPVHBSS-UIOOFZCWSA-N [(2s,4s)-2-benzyl-4-[2-(4-chlorophenyl)ethylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@H](C[C@H](CC2)NCCC=2C=CC(Cl)=CC=2)CC=2C=CC=CC=2)=C1 RKQFESODPVHBSS-UIOOFZCWSA-N 0.000 claims description 2
• XFOIDHHRRDFYOM-VMPREFPWSA-N [(2s,4s)-2-benzyl-4-[3-(2,3-dimethoxyphenyl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=CC(CCCN[C@@H]2C[C@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(C)C=C(C)C=2)=C1OC XFOIDHHRRDFYOM-VMPREFPWSA-N 0.000 claims description 2
• MMNXJGWYRRZFSW-VMPREFPWSA-N [(2s,4s)-2-benzyl-4-[3-(2,4-dimethoxyphenyl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC(OC)=CC=C1CCCN[C@@H]1C[C@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(C)C=C(C)C=2)CC1 MMNXJGWYRRZFSW-VMPREFPWSA-N 0.000 claims description 2
• VVGYBKPFIWKEAX-NSOVKSMOSA-N [(2s,4s)-2-benzyl-4-[3-(2,4-dioxabicyclo[3.3.1]nona-1(9),5,7-trien-6-yl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCCCC=2C=3OCOC(C=3)=CC=2)CC=2C=CC=CC=2)=C1 VVGYBKPFIWKEAX-NSOVKSMOSA-N 0.000 claims description 2
• UMYHLOIKGLSKPP-VMPREFPWSA-N [(2s,4s)-2-benzyl-4-[3-(2,5-dimethoxyphenyl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=C(OC)C(CCCN[C@@H]2C[C@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(C)C=C(C)C=2)=C1 UMYHLOIKGLSKPP-VMPREFPWSA-N 0.000 claims description 2
• BEJAFFLWPFFLKU-NSOVKSMOSA-N [(2s,4s)-2-benzyl-4-[3-(2,6-dimethoxyphenyl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=CC(OC)=C1CCCN[C@@H]1C[C@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(C)C=C(C)C=2)CC1 BEJAFFLWPFFLKU-NSOVKSMOSA-N 0.000 claims description 2
• BMTGBIQOAJBXBQ-UIOOFZCWSA-N [(2s,4s)-2-benzyl-4-[3-(2-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@H](C[C@H](CC2)NCCCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 BMTGBIQOAJBXBQ-UIOOFZCWSA-N 0.000 claims description 2
• YBHYIWKZTXPHNX-UIOOFZCWSA-N [(2s,4s)-2-benzyl-4-[3-(2-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@H](C[C@H](CC2)NCCCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 YBHYIWKZTXPHNX-UIOOFZCWSA-N 0.000 claims description 2
• PKIKPPRAWMZFMI-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-[3-(3-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC=CC(CCCN[C@@H]2C[C@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(Cl)C=C(Cl)C=2)=C1 PKIKPPRAWMZFMI-SVBPBHIXSA-N 0.000 claims description 2
• LLIXUVNYQVGYDD-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-[3-(4-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound C1=CC(Cl)=CC=C1CCCN[C@@H]1C[C@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(Cl)C=C(Cl)C=2)CC1 LLIXUVNYQVGYDD-SVBPBHIXSA-N 0.000 claims description 2
• AUJANYNXSWZAIU-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-[3-(4-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@H](C[C@H](CC2)NCCCC=2C=CC(Cl)=CC=2)CC=2C=CC=CC=2)=C1 AUJANYNXSWZAIU-SVBPBHIXSA-N 0.000 claims description 2
• SQFQRROVRDKNRJ-UIOOFZCWSA-N [(2s,4s)-2-benzyl-4-[[2-(trifluoromethyl)phenyl]methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C(=CC=CC=2)C(F)(F)F)CC=2C=CC=CC=2)=C1 SQFQRROVRDKNRJ-UIOOFZCWSA-N 0.000 claims description 2
• GASRYCYHVZSNOX-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-[[3-(trifluoromethyl)phenyl]methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=C(C=CC=2)C(F)(F)F)CC=2C=CC=CC=2)=C1 GASRYCYHVZSNOX-SVBPBHIXSA-N 0.000 claims description 2
• GVARSBMZHVOCJQ-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-[[4-(trifluoromethyl)phenyl]methylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=CC(=CC=2)C(F)(F)F)CC=2C=CC=CC=2)=C1 GVARSBMZHVOCJQ-SVBPBHIXSA-N 0.000 claims description 2
• PVNATPVNYTWWGS-UIOOFZCWSA-N [(2s,4s)-4-(1,3-benzodioxol-4-ylmethylamino)-2-benzylpiperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=3OCOC=3C=CC=2)CC=2C=CC=CC=2)=C1 PVNATPVNYTWWGS-UIOOFZCWSA-N 0.000 claims description 2
• RGQYGLQTKRHGSD-NSOVKSMOSA-N [(2s,4s)-4-[3-(1,3-benzodioxol-4-yl)propylamino]-2-benzylpiperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCCCC=2C=3OCOC=3C=CC=2)CC=2C=CC=CC=2)=C1 RGQYGLQTKRHGSD-NSOVKSMOSA-N 0.000 claims description 2
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
• 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 2
• 239000000126 substance Substances 0.000 claims description 2
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 12
• 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 9
• SVHRYTCAXFKCFS-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3N=CC=2)CC=2C=CC=CC=2)=C1 SVHRYTCAXFKCFS-IZZNHLLZSA-N 0.000 claims 2
• QPXROMJDFPQBAT-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3N=CC=2)CC=2C=CC=CC=2)=C1 QPXROMJDFPQBAT-IZZNHLLZSA-N 0.000 claims 2
• VNSPYXJVJXNHJG-YIKNKFAXSA-N (2R)-2-amino-1-[(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-3-phenylpropan-1-one Chemical compound C([C@@H](N)C(=O)N1[C@@H](C[C@H](CC1)NCC=1C2=CC=CC=C2N=CC=1)CC=1C=CC=CC=1)C1=CC=CC=C1 VNSPYXJVJXNHJG-YIKNKFAXSA-N 0.000 claims 1
• UHGAIKIGXLTYFM-IZZNHLLZSA-N (2R,4S)-2-benzyl-N-phenyl-4-(quinolin-4-ylmethylamino)piperidine-1-carboxamide Chemical compound N1([C@@H](C[C@H](CC1)NCC=1C2=CC=CC=C2N=CC=1)CC=1C=CC=CC=1)C(=O)NC1=CC=CC=C1 UHGAIKIGXLTYFM-IZZNHLLZSA-N 0.000 claims 1
• VNSPYXJVJXNHJG-GKRYNVPLSA-N (2S)-2-amino-1-[(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-3-phenylpropan-1-one Chemical compound C([C@H](N)C(=O)N1[C@@H](C[C@H](CC1)NCC=1C2=CC=CC=C2N=CC=1)CC=1C=CC=CC=1)C1=CC=CC=C1 VNSPYXJVJXNHJG-GKRYNVPLSA-N 0.000 claims 1
• KCHZSHRRZWMRFQ-RRPNLBNLSA-N (2r,4s)-2-benzyl-1-[[3,5-bis(trifluoromethyl)phenyl]methyl]-n-(quinolin-4-ylmethyl)piperidin-4-amine Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(CN2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3N=CC=2)CC=2C=CC=CC=2)=C1 KCHZSHRRZWMRFQ-RRPNLBNLSA-N 0.000 claims 1
• LIPOWLMORZNSAP-AJQTZOPKSA-N 1-[(2R,4S)-2-benzyl-1-(3,5-dichlorobenzoyl)piperidin-4-yl]-3-phenyl-1-(quinolin-4-ylmethyl)urea Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)N(CC=2C3=CC=CC=C3N=CC=2)C(=O)NC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 LIPOWLMORZNSAP-AJQTZOPKSA-N 0.000 claims 1
• LOTWWUVKEYBZNQ-AJQTZOPKSA-N 1-[(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-2,2-diphenylethanone Chemical compound N1([C@@H](C[C@H](CC1)NCC=1C2=CC=CC=C2N=CC=1)CC=1C=CC=CC=1)C(=O)C(C=1C=CC=CC=1)C1=CC=CC=C1 LOTWWUVKEYBZNQ-AJQTZOPKSA-N 0.000 claims 1
• UNGLLXYYFQWJQO-RRPNLBNLSA-N 1-[(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-2-(4-chlorophenyl)ethanone Chemical compound C1=CC(Cl)=CC=C1CC(=O)N1[C@H](CC=2C=CC=CC=2)C[C@@H](NCC=2C3=CC=CC=C3N=CC=2)CC1 UNGLLXYYFQWJQO-RRPNLBNLSA-N 0.000 claims 1
• QEDDFVHLAFIWMP-IZZNHLLZSA-N 1-[(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-2-pyridin-2-ylethanone Chemical compound N1([C@@H](C[C@H](CC1)NCC=1C2=CC=CC=C2N=CC=1)CC=1C=CC=CC=1)C(=O)CC1=CC=CC=N1 QEDDFVHLAFIWMP-IZZNHLLZSA-N 0.000 claims 1
• HVFGGKAAGSRBLP-IZZNHLLZSA-N 1-[(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-2-pyridin-4-ylethanone Chemical compound N1([C@@H](C[C@H](CC1)NCC=1C2=CC=CC=C2N=CC=1)CC=1C=CC=CC=1)C(=O)CC1=CC=NC=C1 HVFGGKAAGSRBLP-IZZNHLLZSA-N 0.000 claims 1
• YNHDEHNAJAUKAK-BJKOFHAPSA-N 1-[(2r,4s)-2-benzyl-1-(3,5-dichlorobenzoyl)piperidin-4-yl]-3-phenylurea Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NC(=O)NC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 YNHDEHNAJAUKAK-BJKOFHAPSA-N 0.000 claims 1
• NKOIXVRNECOYPP-RRPNLBNLSA-N 1-[(2r,4s)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-2-phenylethanone Chemical compound N1([C@@H](C[C@H](CC1)NCC=1C2=CC=CC=C2N=CC=1)CC=1C=CC=CC=1)C(=O)CC1=CC=CC=C1 NKOIXVRNECOYPP-RRPNLBNLSA-N 0.000 claims 1
• NMPYARZUFZMXCQ-BJKOFHAPSA-N N-[(2R,4S)-2-benzyl-1-(3,5-dichlorobenzoyl)piperidin-4-yl]-1H-indole-2-carboxamide Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NC(=O)C=2NC3=CC=CC=C3C=2)CC=2C=CC=CC=2)=C1 NMPYARZUFZMXCQ-BJKOFHAPSA-N 0.000 claims 1
• VQUMPBVNOGTKDC-XZOQPEGZSA-N N-[(2R,4S)-2-benzyl-1-(3,5-dichlorobenzoyl)piperidin-4-yl]-1H-indole-3-carboxamide Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NC(=O)C=2C3=CC=CC=C3NC=2)CC=2C=CC=CC=2)=C1 VQUMPBVNOGTKDC-XZOQPEGZSA-N 0.000 claims 1
• ZHRSSOQMKIDFLJ-IZZNHLLZSA-N N-[(2R,4S)-2-benzyl-1-(3,5-dichlorobenzoyl)piperidin-4-yl]naphthalene-1-carboxamide Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NC(=O)C=2C3=CC=CC=C3C=CC=2)CC=2C=CC=CC=2)=C1 ZHRSSOQMKIDFLJ-IZZNHLLZSA-N 0.000 claims 1
• TXNNPLICSWXEJH-WUFINQPMSA-N N-[(2R,4S)-2-benzyl-1-(3,5-dichlorobenzoyl)piperidin-4-yl]naphthalene-2-carboxamide Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NC(=O)C=2C=C3C=CC=CC3=CC=2)CC=2C=CC=CC=2)=C1 TXNNPLICSWXEJH-WUFINQPMSA-N 0.000 claims 1
• FNVUVPNQTFHBKE-LBRLCBGXSA-N N-[(2S)-1-[(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-1-oxo-3-phenylpropan-2-yl]acetamide Chemical compound C([C@H](NC(=O)C)C(=O)N1[C@@H](C[C@H](CC1)NCC=1C2=CC=CC=C2N=CC=1)CC=1C=CC=CC=1)C1=CC=CC=C1 FNVUVPNQTFHBKE-LBRLCBGXSA-N 0.000 claims 1
• GMRGTANIXBAITC-BJKOFHAPSA-N [(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(2,4-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC=C1C(=O)N1[C@H](CC=2C=CC=CC=2)C[C@@H](NCC=2C3=CC=CC=C3N=CC=2)CC1 GMRGTANIXBAITC-BJKOFHAPSA-N 0.000 claims 1
• OLBLVUWSLMGMAC-XZOQPEGZSA-N [(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(2,6-dichlorophenyl)methanone Chemical compound ClC1=CC=CC(Cl)=C1C(=O)N1[C@H](CC=2C=CC=CC=2)C[C@@H](NCC=2C3=CC=CC=C3N=CC=2)CC1 OLBLVUWSLMGMAC-XZOQPEGZSA-N 0.000 claims 1
• SWJQLKFMMMKPTM-IZZNHLLZSA-N [(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(3-bromophenyl)methanone Chemical compound BrC1=CC=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3N=CC=2)CC=2C=CC=CC=2)=C1 SWJQLKFMMMKPTM-IZZNHLLZSA-N 0.000 claims 1
• JPXVHUSUJOPPRO-IZZNHLLZSA-N [(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(3-methoxyphenyl)methanone Chemical compound COC1=CC=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3N=CC=2)CC=2C=CC=CC=2)=C1 JPXVHUSUJOPPRO-IZZNHLLZSA-N 0.000 claims 1
• LEUPFBCFTGVXOL-RRPNLBNLSA-N [(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(3-methylphenyl)methanone Chemical compound CC1=CC=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3N=CC=2)CC=2C=CC=CC=2)=C1 LEUPFBCFTGVXOL-RRPNLBNLSA-N 0.000 claims 1
• ASEDEWHDENIPDD-WUFINQPMSA-N [(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(9H-fluoren-9-yl)methanone Chemical compound C([C@@H]1C[C@H](CCN1C(C1C2=CC=CC=C2C2=CC=CC=C21)=O)NCC=1C2=CC=CC=C2N=CC=1)C1=CC=CC=C1 ASEDEWHDENIPDD-WUFINQPMSA-N 0.000 claims 1
• IRIPLYWEVUUMMR-IZZNHLLZSA-N [(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-[3-(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3N=CC=2)CC=2C=CC=CC=2)=C1 IRIPLYWEVUUMMR-IZZNHLLZSA-N 0.000 claims 1
• CXAMYWCVLTUBSH-RRPNLBNLSA-N [(2R,4S)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-quinolin-2-ylmethanone Chemical compound C([C@@H]1C[C@H](CCN1C(=O)C=1N=C2C=CC=CC2=CC=1)NCC=1C2=CC=CC=C2N=CC=1)C1=CC=CC=C1 CXAMYWCVLTUBSH-RRPNLBNLSA-N 0.000 claims 1
• YKVYHVHNCZRXFP-LOSJGSFVSA-N [(2R,4S)-2-benzyl-4-[(2-methoxyphenyl)methylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound COC1=CC=CC=C1CN[C@@H]1C[C@@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(Cl)C=C(Cl)C=2)CC1 YKVYHVHNCZRXFP-LOSJGSFVSA-N 0.000 claims 1
• LWJAWVGZHPZJMJ-LOSJGSFVSA-N [(2R,4S)-4-(1-benzofuran-2-ylmethylamino)-2-benzylpiperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2OC3=CC=CC=C3C=2)CC=2C=CC=CC=2)=C1 LWJAWVGZHPZJMJ-LOSJGSFVSA-N 0.000 claims 1
• MGZFVRUXZAEKNI-XZWHSSHBSA-N [(2R,4S)-4-(benzhydrylamino)-2-benzylpiperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NC(C=2C=CC=CC=2)C=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 MGZFVRUXZAEKNI-XZWHSSHBSA-N 0.000 claims 1
• LRRZHSQFXGWYEI-VSGBNLITSA-N [(2r,4r)-2-benzyl-4-(2-phenylethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@@H](CC2)NCCC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 LRRZHSQFXGWYEI-VSGBNLITSA-N 0.000 claims 1
• PKPKUYSFERUYMH-KAYWLYCHSA-N [(2r,4r)-2-benzyl-4-(benzylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@@H](CC2)NCC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 PKPKUYSFERUYMH-KAYWLYCHSA-N 0.000 claims 1
• JDQGLMDJXLPFTR-CLJLJLNGSA-N [(2r,4r)-2-benzyl-4-(pyridin-3-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@@H](CC2)NCC=2C=NC=CC=2)CC=2C=CC=CC=2)=C1 JDQGLMDJXLPFTR-CLJLJLNGSA-N 0.000 claims 1
• ZUVRLHQMDUAXKL-CLJLJLNGSA-N [(2r,4r)-2-benzyl-4-(pyridin-4-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@@H](CC2)NCC=2C=CN=CC=2)CC=2C=CC=CC=2)=C1 ZUVRLHQMDUAXKL-CLJLJLNGSA-N 0.000 claims 1
• WQZUOBIIPDZRJP-VSGBNLITSA-N [(2r,4r)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@@H](CC2)NCC=2C3=CC=CC=C3N=CC=2)CC=2C=CC=CC=2)=C1 WQZUOBIIPDZRJP-VSGBNLITSA-N 0.000 claims 1
• ZMPABVVPVGDMMD-WUFINQPMSA-N [(2r,4s)-2-[(4-chlorophenyl)methyl]-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3N=CC=2)CC=2C=CC(Cl)=CC=2)=C1 ZMPABVVPVGDMMD-WUFINQPMSA-N 0.000 claims 1
• QEWOMCUTDKPHRV-AZGAKELHSA-N [(2r,4s)-2-benzyl-4-(1h-indol-2-ylmethylamino)piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2NC3=CC=CC=C3C=2)CC=2C=CC=CC=2)=C1 QEWOMCUTDKPHRV-AZGAKELHSA-N 0.000 claims 1
• KQIGNERNDOIJSB-AHKZPQOWSA-N [(2r,4s)-2-benzyl-4-(quinolin-2-ylmethylamino)piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2N=C3C=CC=CC3=CC=2)CC=2C=CC=CC=2)=C1 KQIGNERNDOIJSB-AHKZPQOWSA-N 0.000 claims 1
• BFTNGPWIAXYGDV-BJKOFHAPSA-N [(2r,4s)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(2-chlorophenyl)methanone Chemical compound ClC1=CC=CC=C1C(=O)N1[C@H](CC=2C=CC=CC=2)C[C@@H](NCC=2C3=CC=CC=C3N=CC=2)CC1 BFTNGPWIAXYGDV-BJKOFHAPSA-N 0.000 claims 1
• DOXKBIISJMVOAL-BJKOFHAPSA-N [(2r,4s)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(3,5-dihydroxyphenyl)methanone Chemical compound OC1=CC(O)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3N=CC=2)CC=2C=CC=CC=2)=C1 DOXKBIISJMVOAL-BJKOFHAPSA-N 0.000 claims 1
• PFTLOBQREFSYPO-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3N=CC=2)CC=2C=CC=CC=2)=C1 PFTLOBQREFSYPO-IZZNHLLZSA-N 0.000 claims 1
• MWWOEKASVSVWFT-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-(3-chlorophenyl)methanone Chemical compound ClC1=CC=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C3=CC=CC=C3N=CC=2)CC=2C=CC=CC=2)=C1 MWWOEKASVSVWFT-IZZNHLLZSA-N 0.000 claims 1
• BENBCXADYMWEMA-WUFINQPMSA-N [(2r,4s)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-naphthalen-1-ylmethanone Chemical compound C([C@@H]1C[C@H](CCN1C(=O)C=1C2=CC=CC=C2C=CC=1)NCC=1C2=CC=CC=C2N=CC=1)C1=CC=CC=C1 BENBCXADYMWEMA-WUFINQPMSA-N 0.000 claims 1
• WGTWUAXSBCFCDA-XZWHSSHBSA-N [(2r,4s)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-naphthalen-2-ylmethanone Chemical compound C([C@@H]1C[C@H](CCN1C(=O)C=1C=C2C=CC=CC2=CC=1)NCC=1C2=CC=CC=C2N=CC=1)C1=CC=CC=C1 WGTWUAXSBCFCDA-XZWHSSHBSA-N 0.000 claims 1
• YFLRTMKXRQUBGR-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-(quinolin-4-ylmethylamino)piperidin-1-yl]-phenylmethanone Chemical compound C([C@@H]1C[C@H](CCN1C(=O)C=1C=CC=CC=1)NCC=1C2=CC=CC=C2N=CC=1)C1=CC=CC=C1 YFLRTMKXRQUBGR-IZZNHLLZSA-N 0.000 claims 1
• YOXWOVFZJFASQC-LOSJGSFVSA-N [(2r,4s)-2-benzyl-4-[(4-chlorophenyl)methylamino]piperidin-1-yl]-[3,5-bis(trifluoromethyl)phenyl]methanone Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCC=2C=CC(Cl)=CC=2)CC=2C=CC=CC=2)=C1 YOXWOVFZJFASQC-LOSJGSFVSA-N 0.000 claims 1
• KDWUAXPZIZPYHY-WUFINQPMSA-N [(2r,4s)-2-benzyl-4-[2-(2-methoxyphenyl)ethylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=CC=C1CCN[C@@H]1C[C@@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(C)C=C(C)C=2)CC1 KDWUAXPZIZPYHY-WUFINQPMSA-N 0.000 claims 1
• VVGYBKPFIWKEAX-WUFINQPMSA-N [(2r,4s)-2-benzyl-4-[3-(2,4-dioxabicyclo[3.3.1]nona-1(9),5,7-trien-6-yl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCCC=2C=3OCOC(C=3)=CC=2)CC=2C=CC=CC=2)=C1 VVGYBKPFIWKEAX-WUFINQPMSA-N 0.000 claims 1
• UMYHLOIKGLSKPP-URLMMPGGSA-N [(2r,4s)-2-benzyl-4-[3-(2,5-dimethoxyphenyl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=C(OC)C(CCCN[C@@H]2C[C@@H](CC=3C=CC=CC=3)N(CC2)C(=O)C=2C=C(C)C=C(C)C=2)=C1 UMYHLOIKGLSKPP-URLMMPGGSA-N 0.000 claims 1
• BMTGBIQOAJBXBQ-IZZNHLLZSA-N [(2r,4s)-2-benzyl-4-[3-(2-chlorophenyl)propylamino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@@H](C[C@H](CC2)NCCCC=2C(=CC=CC=2)Cl)CC=2C=CC=CC=2)=C1 BMTGBIQOAJBXBQ-IZZNHLLZSA-N 0.000 claims 1
• BGYDDTLCQFVGFL-URLMMPGGSA-N [(2r,4s)-2-benzyl-4-[3-(2-methoxyphenyl)propylamino]piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound COC1=CC=CC=C1CCCN[C@@H]1C[C@@H](CC=2C=CC=CC=2)N(C(=O)C=2C=C(C)C=C(C)C=2)CC1 BGYDDTLCQFVGFL-URLMMPGGSA-N 0.000 claims 1
• WYCFYGAPQXYEFE-RRPNLBNLSA-N [(2r,4s)-2-benzyl-4-[methyl(quinolin-4-ylmethyl)amino]piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound C([C@H]1N(CC[C@@H](C1)N(CC=1C2=CC=CC=C2N=CC=1)C)C(=O)C=1C=C(Cl)C=C(Cl)C=1)C1=CC=CC=C1 WYCFYGAPQXYEFE-RRPNLBNLSA-N 0.000 claims 1
• APRYEVDETHQGAN-DQEYMECFSA-N [(2s,4s)-2-benzyl-4-(2,3-dihydro-1,4-benzodioxin-6-ylmethylamino)piperidin-1-yl]-(3,5-dichlorophenyl)methanone Chemical compound ClC1=CC(Cl)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=C3OCCOC3=CC=2)CC=2C=CC=CC=2)=C1 APRYEVDETHQGAN-DQEYMECFSA-N 0.000 claims 1
• VOVHTUDFAWJPKO-DQEYMECFSA-N [(2s,4s)-2-benzyl-4-(2,3-dihydro-1,4-benzodioxin-6-ylmethylamino)piperidin-1-yl]-(3,5-dimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=C3OCCOC3=CC=2)CC=2C=CC=CC=2)=C1 VOVHTUDFAWJPKO-DQEYMECFSA-N 0.000 claims 1
• LRRZHSQFXGWYEI-NSOVKSMOSA-N [(2s,4s)-2-benzyl-4-(2-phenylethylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCCC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 LRRZHSQFXGWYEI-NSOVKSMOSA-N 0.000 claims 1
• GRRXNYGTCCULES-VMPREFPWSA-N [(2s,4s)-2-benzyl-4-(3-phenylpropylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCCCC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 GRRXNYGTCCULES-VMPREFPWSA-N 0.000 claims 1
• PKPKUYSFERUYMH-SVBPBHIXSA-N [(2s,4s)-2-benzyl-4-(benzylamino)piperidin-1-yl]-(3,5-dimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C(=O)N2[C@H](C[C@H](CC2)NCC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 PKPKUYSFERUYMH-SVBPBHIXSA-N 0.000 claims 1
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