JP2007536323A5

JP2007536323A5 -

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Publication number: JP2007536323A5
Authority: JP; Japan
Prior art keywords: cyclohexyl; benzyl; dimethylamino; succinamide; methyl
Prior art date: 2005-05-06
Legal status : Granted

Application number

JP2007512033A

Other languages

English (en)

Japanese (ja)

Other versions

JP5037337B2 (ja

JP2007536323A (ja

Filing date

2005-05-06

Publication date

2012-03-08

2004-05-10 Priority claimed from DE102004023522A external-priority patent/DE102004023522A1/de

2005-05-06 Application filed filed Critical

2007-12-13 Publication of JP2007536323A publication Critical patent/JP2007536323A/ja

2012-03-08 Publication of JP2007536323A5 publication Critical patent/JP2007536323A5/ja

2012-09-26 Application granted granted Critical

2012-09-26 Publication of JP5037337B2 publication Critical patent/JP5037337B2/ja

2025-05-06 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

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239000003814 drug Substances 0.000 claims description 20
238000004519 manufacturing process Methods 0.000 claims description 14
229940079593 drug Drugs 0.000 claims description 6
208000024827 Alzheimer disease Diseases 0.000 claims description 4
208000007271 Substance Withdrawal Syndrome Diseases 0.000 claims description 4
238000000034 method Methods 0.000 claims description 4
208000011117 substance-related disease Diseases 0.000 claims description 4
208000010877 cognitive disease Diseases 0.000 claims description 3
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 3
239000003193 general anesthetic agent Substances 0.000 claims description 3
229940005483 opioid analgesics Drugs 0.000 claims description 3
208000019901 Anxiety disease Diseases 0.000 claims description 2
206010006895 Cachexia Diseases 0.000 claims description 2
206010011878 Deafness Diseases 0.000 claims description 2
206010012335 Dependence Diseases 0.000 claims description 2
206010012735 Diarrhoea Diseases 0.000 claims description 2
206010013654 Drug abuse Diseases 0.000 claims description 2
208000017228 Gastrointestinal motility disease Diseases 0.000 claims description 2
206010020772 Hypertension Diseases 0.000 claims description 2
208000019695 Migraine disease Diseases 0.000 claims description 2
208000016285 Movement disease Diseases 0.000 claims description 2
208000003251 Pruritus Diseases 0.000 claims description 2
206010039966 Senile dementia Diseases 0.000 claims description 2
201000001880 Sexual dysfunction Diseases 0.000 claims description 2
208000009205 Tinnitus Diseases 0.000 claims description 2
206010046543 Urinary incontinence Diseases 0.000 claims description 2
239000001961 anticonvulsive agent Substances 0.000 claims description 2
230000036506 anxiety Effects 0.000 claims description 2
239000002249 anxiolytic agent Substances 0.000 claims description 2
230000004596 appetite loss Effects 0.000 claims description 2
208000035475 disorder Diseases 0.000 claims description 2
239000002934 diuretic Substances 0.000 claims description 2
229940030606 diuretics Drugs 0.000 claims description 2
206010013663 drug dependence Diseases 0.000 claims description 2
206010015037 epilepsy Diseases 0.000 claims description 2
230000010370 hearing loss Effects 0.000 claims description 2
231100000888 hearing loss Toxicity 0.000 claims description 2
208000016354 hearing loss disease Diseases 0.000 claims description 2
208000019017 loss of appetite Diseases 0.000 claims description 2
235000021266 loss of appetite Nutrition 0.000 claims description 2
206010027175 memory impairment Diseases 0.000 claims description 2
206010027599 migraine Diseases 0.000 claims description 2
230000037023 motor activity Effects 0.000 claims description 2
239000003158 myorelaxant agent Substances 0.000 claims description 2
230000004770 neurodegeneration Effects 0.000 claims description 2
208000015122 neurodegenerative disease Diseases 0.000 claims description 2
239000002858 neurotransmitter agent Substances 0.000 claims description 2
230000001777 nootropic effect Effects 0.000 claims description 2
235000015816 nutrient absorption Nutrition 0.000 claims description 2
239000000014 opioid analgesic Substances 0.000 claims description 2
229940052318 opioid anesthetics Drugs 0.000 claims description 2
231100000872 sexual dysfunction Toxicity 0.000 claims description 2
208000011580 syndromic disease Diseases 0.000 claims description 2
231100000886 tinnitus Toxicity 0.000 claims description 2
-1 methoxy, ethoxy Chemical group 0.000 claims 39
229920006395 saturated elastomer Polymers 0.000 claims 7
125000003852 3-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(Cl)=C1[H])C([H])([H])* 0.000 claims 6
239000002253 acid Substances 0.000 claims 6
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
208000002193 Pain Diseases 0.000 claims 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 4
150000003839 salts Chemical group 0.000 claims 4
HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 3
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 3
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
229910052799 carbon Inorganic materials 0.000 claims 3
125000002541 furyl group Chemical group 0.000 claims 3
229910052739 hydrogen Inorganic materials 0.000 claims 3
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 3
125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 2
NQMUGNMMFTYOHK-UHFFFAOYSA-N 1-methoxynaphthalene Chemical compound C1=CC=C2C(OC)=CC=CC2=C1 NQMUGNMMFTYOHK-UHFFFAOYSA-N 0.000 claims 2
125000006180 3-methyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C(=C1[H])C([H])([H])[H])C([H])([H])* 0.000 claims 2
SLNICRAZCBSQRV-UHFFFAOYSA-N 4-amino-4-oxobutanoic acid;hydrochloride Chemical compound Cl.NC(=O)CCC(O)=O SLNICRAZCBSQRV-UHFFFAOYSA-N 0.000 claims 2
125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 claims 2
SSYLTJOEHJJOSO-UHFFFAOYSA-N 5-(3,4-dihydro-1h-isoquinolin-2-yl)-n-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-5-oxopentanamide Chemical compound C1CC(NC(=O)CCCC(=O)N2CC3=CC=CC=C3CC2)CCC1(N(C)C)C1=CC=CS1 SSYLTJOEHJJOSO-UHFFFAOYSA-N 0.000 claims 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 2
ZNBQMNUNXYAOSD-UHFFFAOYSA-N N'-[1-[(2,6-dichlorophenyl)methyl]pyrrolidin-3-yl]-N-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NC(C1)CCN1CC1=C(Cl)C=CC=C1Cl ZNBQMNUNXYAOSD-UHFFFAOYSA-N 0.000 claims 2
OIERRGAOUGMEIX-UHFFFAOYSA-N N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N-(3-phenylpropyl)pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NCCCC1=CC=CC=C1 OIERRGAOUGMEIX-UHFFFAOYSA-N 0.000 claims 2
SEHKPWPCDDMRAR-UHFFFAOYSA-N N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N-[2-(1H-indol-3-yl)ethyl]pentanediamide Chemical compound C1CC(NC(=O)CCCC(=O)NCCC=2C3=CC=CC=C3NC=2)CCC1(N(C)C)C1=CC=CS1 SEHKPWPCDDMRAR-UHFFFAOYSA-N 0.000 claims 2
YFDWJWZYIJKUCN-UHFFFAOYSA-N N'-[4-benzyl-4-(dimethylamino)cyclohexyl]-N-[2-(2-fluorophenyl)ethyl]pentanediamide hydrochloride Chemical compound Cl.C1CC(NC(=O)CCCC(=O)NCCC=2C(=CC=CC=2)F)CCC1(N(C)C)CC1=CC=CC=C1 YFDWJWZYIJKUCN-UHFFFAOYSA-N 0.000 claims 2
SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 2
125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims 2
AOSJLONCENVRPX-UHFFFAOYSA-N benzyl 2-[[5-[[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]amino]-5-oxopentanoyl]-methylamino]acetate Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)N(C)CC(=O)OCC1=CC=CC=C1 AOSJLONCENVRPX-UHFFFAOYSA-N 0.000 claims 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
125000004432 carbon atom Chemical group C* 0.000 claims 2
VKIRRGRTJUUZHS-UHFFFAOYSA-N cyclohexane-1,4-diamine Chemical class NC1CCC(N)CC1 VKIRRGRTJUUZHS-UHFFFAOYSA-N 0.000 claims 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims 2
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
239000000203 mixture Substances 0.000 claims 2
KGMDHWGMEBPMML-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n-[2-(4-phenoxyphenyl)ethyl]butanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)NCCC(C=C1)=CC=C1OC1=CC=CC=C1 KGMDHWGMEBPMML-UHFFFAOYSA-N 0.000 claims 2
BMGKTESYUKRXOF-UHFFFAOYSA-N n'-benzyl-n-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n'-ethylbutanediamide Chemical compound C1CC(C=2SC=CC=2)(N(C)C)CCC1NC(=O)CCC(=O)N(CC)CC1=CC=CC=C1 BMGKTESYUKRXOF-UHFFFAOYSA-N 0.000 claims 2
125000001624 naphthyl group Chemical group 0.000 claims 2
125000006239 protecting group Chemical group 0.000 claims 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 2
125000004076 pyridyl group Chemical group 0.000 claims 2
125000000714 pyrimidinyl group Chemical group 0.000 claims 2
150000003335 secondary amines Chemical class 0.000 claims 2
239000012453 solvate Substances 0.000 claims 2
125000001544 thienyl group Chemical group 0.000 claims 2
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
ATRQECRSCHYSNP-UHFFFAOYSA-N 2-(trifluoromethyl)pyridine Chemical compound FC(F)(F)C1=CC=CC=N1 ATRQECRSCHYSNP-UHFFFAOYSA-N 0.000 claims 1
ZSLUVFAKFWKJRC-IGMARMGPSA-N 232Th Chemical compound [232Th] ZSLUVFAKFWKJRC-IGMARMGPSA-N 0.000 claims 1
125000006279 3-bromobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(Br)=C1[H])C([H])([H])* 0.000 claims 1
125000006284 3-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(F)=C1[H])C([H])([H])* 0.000 claims 1
VRQPXDSLCDQEHX-UHFFFAOYSA-N 4-(2,3-dihydroindol-1-yl)-n-[4-(dimethylamino)-4-(3-fluorophenyl)cyclohexyl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2C3=CC=CC=C3CC2)CCC1(N(C)C)C1=CC=CC(F)=C1 VRQPXDSLCDQEHX-UHFFFAOYSA-N 0.000 claims 1
UPEIWIQESOIEGN-UHFFFAOYSA-N 4-(3,6-dihydro-2h-pyridin-1-yl)-n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CC=CCC2)CCC1(N(C)C)CC1=CC=C(C)C=C1 UPEIWIQESOIEGN-UHFFFAOYSA-N 0.000 claims 1
LTBNUBGXQHSLKE-UHFFFAOYSA-N 4-(4-benzoylpiperidin-1-yl)-n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCC(CC2)C(=O)C=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 LTBNUBGXQHSLKE-UHFFFAOYSA-N 0.000 claims 1
YHVXIGNLLCWCFP-UHFFFAOYSA-N 4-(4-benzylpiperidin-1-yl)-n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCC(CC=3C=CC=CC=3)CC2)CCC1(N(C)C)CC1=CC=CC(C)=C1 YHVXIGNLLCWCFP-UHFFFAOYSA-N 0.000 claims 1
ZOOPBVGKQHFNGV-UHFFFAOYSA-N 4-(4-benzylpiperidin-1-yl)-n-[4-(dimethylamino)-4-phenylcyclohexyl]-4-oxobutanamide Chemical compound C1CC(N(C)C)(C=2C=CC=CC=2)CCC1NC(=O)CCC(=O)N(CC1)CCC1CC1=CC=CC=C1 ZOOPBVGKQHFNGV-UHFFFAOYSA-N 0.000 claims 1
NVMUFWSVKCVQTE-UHFFFAOYSA-N 4-(4-benzylpiperidin-1-yl)-n-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-4-oxobutanamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)N(CC1)CCC1CC1=CC=CC=C1 NVMUFWSVKCVQTE-UHFFFAOYSA-N 0.000 claims 1
ZDCNQUHFQDKPOD-UHFFFAOYSA-N 4-[4-(3-chlorobenzoyl)piperazin-1-yl]-n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C(=O)C=2C=C(Cl)C=CC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 ZDCNQUHFQDKPOD-UHFFFAOYSA-N 0.000 claims 1
VGOXUAZYFZMGTD-UHFFFAOYSA-N 4-[4-(3-chlorobenzoyl)piperazin-1-yl]-n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C(=O)C=2C=C(Cl)C=CC=2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 VGOXUAZYFZMGTD-UHFFFAOYSA-N 0.000 claims 1
KDKSLISDSVTIOQ-UHFFFAOYSA-N 4-[4-(4-acetylphenyl)piperazin-1-yl]-n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C=2C=CC(=CC=2)C(C)=O)CCC1(N(C)C)CC1=CC=C(C)C=C1 KDKSLISDSVTIOQ-UHFFFAOYSA-N 0.000 claims 1
NIYFVTGQGJSFBN-UHFFFAOYSA-N 4-[4-(4-chlorobenzoyl)piperidin-1-yl]-n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCC(CC2)C(=O)C=2C=CC(Cl)=CC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 NIYFVTGQGJSFBN-UHFFFAOYSA-N 0.000 claims 1
SEVDNPQOHZOROP-UHFFFAOYSA-N 4-[4-(4-chlorobenzoyl)piperidin-1-yl]-n-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-4-oxobutanamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)N(CC1)CCC1C(=O)C1=CC=C(Cl)C=C1 SEVDNPQOHZOROP-UHFFFAOYSA-N 0.000 claims 1
HPUGEVLRLBFKQL-UHFFFAOYSA-N 4-[4-(4-chlorobenzoyl)piperidin-1-yl]-n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCC(CC2)C(=O)C=2C=CC(Cl)=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 HPUGEVLRLBFKQL-UHFFFAOYSA-N 0.000 claims 1
KYAHSKKDTMFBQK-UHFFFAOYSA-N 4-[4-(4-chlorophenyl)piperazin-1-yl]-n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C=2C=CC(Cl)=CC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 KYAHSKKDTMFBQK-UHFFFAOYSA-N 0.000 claims 1
YBXYBODUAKFOQF-UHFFFAOYSA-N 4-[4-(5-chloro-2-methylphenyl)piperazin-1-yl]-n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C=2C(=CC=C(Cl)C=2)C)CCC1(N(C)C)CC1=CC=CC(C)=C1 YBXYBODUAKFOQF-UHFFFAOYSA-N 0.000 claims 1
CEIZZGGZQDUGPI-UHFFFAOYSA-N 4-[4-(5-chloro-2-methylphenyl)piperazin-1-yl]-n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C=2C(=CC=C(Cl)C=2)C)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 CEIZZGGZQDUGPI-UHFFFAOYSA-N 0.000 claims 1
IKVMUQXMEQGZAA-UHFFFAOYSA-N 4-[4-[(2,6-dichlorophenyl)methyl]piperazin-1-yl]-n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC=3C(=CC=CC=3Cl)Cl)CC2)CCC1(N(C)C)CC1=CC=CC(C)=C1 IKVMUQXMEQGZAA-UHFFFAOYSA-N 0.000 claims 1
BJZMTOCGNYANHS-UHFFFAOYSA-N 4-[4-[(4-tert-butylphenyl)methyl]piperazin-1-yl]-n-[4-(dimethylamino)-4-phenylcyclohexyl]-4-oxobutanamide Chemical compound C1CC(N(C)C)(C=2C=CC=CC=2)CCC1NC(=O)CCC(=O)N(CC1)CCN1CC1=CC=C(C(C)(C)C)C=C1 BJZMTOCGNYANHS-UHFFFAOYSA-N 0.000 claims 1
125000006181 4-methyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])C([H])([H])* 0.000 claims 1
WZYBWRVQOLCGOM-UHFFFAOYSA-N 5-[4-(1-benzofuran-2-ylmethyl)piperazin-1-yl]-n-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-5-oxopentanamide Chemical compound C1CC(NC(=O)CCCC(=O)N2CCN(CC=3OC4=CC=CC=C4C=3)CC2)CCC1(N(C)C)C1=CC=CS1 WZYBWRVQOLCGOM-UHFFFAOYSA-N 0.000 claims 1
HXHXKCLMGCDGIP-UHFFFAOYSA-N 5-[[4-benzyl-4-(dimethylamino)cyclohexyl]amino]-5-oxopentanoic acid Chemical compound C=1C=CC=CC=1CC1(N(C)C)CCC(NC(=O)CCCC(O)=O)CC1 HXHXKCLMGCDGIP-UHFFFAOYSA-N 0.000 claims 1
208000009132 Catalepsy Diseases 0.000 claims 1
208000000094 Chronic Pain Diseases 0.000 claims 1
208000001953 Hypotension Diseases 0.000 claims 1
IJASQDPRVPJGQO-UHFFFAOYSA-N N'-(4-butan-2-ylphenyl)-N-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]pentanediamide Chemical compound C1=CC(C(C)CC)=CC=C1NC(=O)CCCC(=O)NC1CCC(C=2SC=CC=2)(N(C)C)CC1 IJASQDPRVPJGQO-UHFFFAOYSA-N 0.000 claims 1
LWRFSFKNGGKOQQ-UHFFFAOYSA-N N'-(4-butylphenyl)-N-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]pentanediamide Chemical compound C1=CC(CCCC)=CC=C1NC(=O)CCCC(=O)NC1CCC(C=2SC=CC=2)(N(C)C)CC1 LWRFSFKNGGKOQQ-UHFFFAOYSA-N 0.000 claims 1
GABVZMHCFBLNMP-UHFFFAOYSA-N N'-[1-(1-adamantyl)ethyl]-N-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]pentanediamide Chemical compound C1C(C2)CC(C3)CC2CC13C(C)NC(=O)CCCC(=O)NC(CC1)CCC1(N(C)C)C1=CC=CS1 GABVZMHCFBLNMP-UHFFFAOYSA-N 0.000 claims 1
AZZFGLNZJCMZBA-UHFFFAOYSA-N N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N-(2,2-diphenylpropyl)pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NCC(C)(C=1C=CC=CC=1)C1=CC=CC=C1 AZZFGLNZJCMZBA-UHFFFAOYSA-N 0.000 claims 1
VCNSHIZHIDYZDP-UHFFFAOYSA-N N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N-(2-thiophen-2-ylethyl)pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NCCC1=CC=CS1 VCNSHIZHIDYZDP-UHFFFAOYSA-N 0.000 claims 1
VKGGDQZXHYWQRZ-UHFFFAOYSA-N N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N-(3,3-diphenylpropyl)pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NCCC(C=1C=CC=CC=1)C1=CC=CC=C1 VKGGDQZXHYWQRZ-UHFFFAOYSA-N 0.000 claims 1
LJNQVABJMBXKLP-UHFFFAOYSA-N N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N-(4-methylcyclohexyl)pentanediamide Chemical compound C1CC(C)CCC1NC(=O)CCCC(=O)NC1CCC(C=2SC=CC=2)(N(C)C)CC1 LJNQVABJMBXKLP-UHFFFAOYSA-N 0.000 claims 1
SIBXCURESJGKGI-UHFFFAOYSA-N N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N-(naphthalen-1-ylmethyl)pentanediamide Chemical compound C1CC(NC(=O)CCCC(=O)NCC=2C3=CC=CC=C3C=CC=2)CCC1(N(C)C)C1=CC=CS1 SIBXCURESJGKGI-UHFFFAOYSA-N 0.000 claims 1
QELPARMKHMAAFA-UHFFFAOYSA-N N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N-[2-(3-fluorophenyl)ethyl]pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NCCC1=CC=CC(F)=C1 QELPARMKHMAAFA-UHFFFAOYSA-N 0.000 claims 1
HSTFCWUMSNEXLD-UHFFFAOYSA-N N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N-[2-(3-methoxyphenyl)ethyl]pentanediamide Chemical compound COC1=CC=CC(CCNC(=O)CCCC(=O)NC2CCC(CC2)(N(C)C)C=2SC=CC=2)=C1 HSTFCWUMSNEXLD-UHFFFAOYSA-N 0.000 claims 1
YJSSGPDUJFOTRI-UHFFFAOYSA-N N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N-[2-(4-fluorophenyl)ethyl]pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NCCC1=CC=C(F)C=C1 YJSSGPDUJFOTRI-UHFFFAOYSA-N 0.000 claims 1
SNGLZSBPEFILRQ-UHFFFAOYSA-N N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N-[2-(4-phenoxyphenyl)ethyl]pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NCCC(C=C1)=CC=C1OC1=CC=CC=C1 SNGLZSBPEFILRQ-UHFFFAOYSA-N 0.000 claims 1
JNHRECNUUUSAOU-UHFFFAOYSA-N N'-[4-[cyano(phenyl)methyl]phenyl]-N-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NC(C=C1)=CC=C1C(C#N)C1=CC=CC=C1 JNHRECNUUUSAOU-UHFFFAOYSA-N 0.000 claims 1
XUHDFNOGYVVLQI-UHFFFAOYSA-N N'-[4-benzyl-4-(dimethylamino)cyclohexyl]-N-[2-(2-ethoxyphenyl)ethyl]pentanediamide Chemical compound CCOC1=CC=CC=C1CCNC(=O)CCCC(=O)NC1CCC(CC=2C=CC=CC=2)(N(C)C)CC1 XUHDFNOGYVVLQI-UHFFFAOYSA-N 0.000 claims 1
QVAACELEULATMW-UHFFFAOYSA-N N'-[4-benzyl-4-(dimethylamino)cyclohexyl]-N-[2-(2-fluorophenyl)ethyl]pentanediamide Chemical compound C1CC(NC(=O)CCCC(=O)NCCC=2C(=CC=CC=2)F)CCC1(N(C)C)CC1=CC=CC=C1 QVAACELEULATMW-UHFFFAOYSA-N 0.000 claims 1
OPPIUDSEYYDDCP-UHFFFAOYSA-N N'-[4-benzyl-4-(dimethylamino)cyclohexyl]-N-[2-(3-chlorophenyl)ethyl]pentanediamide Chemical compound C1CC(NC(=O)CCCC(=O)NCCC=2C=C(Cl)C=CC=2)CCC1(N(C)C)CC1=CC=CC=C1 OPPIUDSEYYDDCP-UHFFFAOYSA-N 0.000 claims 1
WQAXWFSUTWFENZ-UHFFFAOYSA-N N'-[4-benzyl-4-(dimethylamino)cyclohexyl]-N-[2-(4-chlorophenyl)propyl]pentanediamide Chemical compound C=1C=C(Cl)C=CC=1C(C)CNC(=O)CCCC(=O)NC(CC1)CCC1(N(C)C)CC1=CC=CC=C1 WQAXWFSUTWFENZ-UHFFFAOYSA-N 0.000 claims 1
UQILJQSWVKXVNV-UHFFFAOYSA-N N'-[4-benzyl-4-(dimethylamino)cyclohexyl]-N-[2-(4-fluorophenyl)ethyl]pentanediamide Chemical compound C1CC(NC(=O)CCCC(=O)NCCC=2C=CC(F)=CC=2)CCC1(N(C)C)CC1=CC=CC=C1 UQILJQSWVKXVNV-UHFFFAOYSA-N 0.000 claims 1
IMUDRFUATSSXCL-UHFFFAOYSA-N N'-[4-benzyl-4-(dimethylamino)cyclohexyl]-N-[2-(5-bromo-2-methoxyphenyl)ethyl]pentanediamide Chemical compound COC1=CC=C(Br)C=C1CCNC(=O)CCCC(=O)NC1CCC(CC=2C=CC=CC=2)(N(C)C)CC1 IMUDRFUATSSXCL-UHFFFAOYSA-N 0.000 claims 1
DXAARYBWZHQBPK-UHFFFAOYSA-N N'-benzyl-N-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N'-ethylpentanediamide Chemical compound C1CC(C=2SC=CC=2)(N(C)C)CCC1NC(=O)CCCC(=O)N(CC)CC1=CC=CC=C1 DXAARYBWZHQBPK-UHFFFAOYSA-N 0.000 claims 1
MTAIBFOZMXSBKL-UHFFFAOYSA-N N'-benzyl-N-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N'-methylpentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)N(C)CC1=CC=CC=C1 MTAIBFOZMXSBKL-UHFFFAOYSA-N 0.000 claims 1
QRVFEIZYVCGWBC-UHFFFAOYSA-N N-(4-tert-butylcyclohexyl)-N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NC1CCC(C(C)(C)C)CC1 QRVFEIZYVCGWBC-UHFFFAOYSA-N 0.000 claims 1
RKHQYYSNXZHUJR-UHFFFAOYSA-N N-[(2,5-dichlorophenyl)methyl]-N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NCC1=CC(Cl)=CC=C1Cl RKHQYYSNXZHUJR-UHFFFAOYSA-N 0.000 claims 1
HHBAOLKIIPVQLF-UHFFFAOYSA-N N-[(3-bromophenyl)methyl]-N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NCC1=CC=CC(Br)=C1 HHBAOLKIIPVQLF-UHFFFAOYSA-N 0.000 claims 1
FRKREZPYOXJLNF-UHFFFAOYSA-N N-[(3-chlorophenyl)methyl]-N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NCC1=CC=CC(Cl)=C1 FRKREZPYOXJLNF-UHFFFAOYSA-N 0.000 claims 1
QDZSNNHPTYWCOO-UHFFFAOYSA-N N-[2-(4-bromophenyl)ethyl]-N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NCCC1=CC=C(Br)C=C1 QDZSNNHPTYWCOO-UHFFFAOYSA-N 0.000 claims 1
OJUBRSWNNKIZLU-UHFFFAOYSA-N N-[2-(4-chlorophenyl)propyl]-N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]pentanediamide Chemical compound C=1C=C(Cl)C=CC=1C(C)CNC(=O)CCCC(=O)NC(CC1)CCC1(N(C)C)C1=CC=CS1 OJUBRSWNNKIZLU-UHFFFAOYSA-N 0.000 claims 1
WRWAHLDETAVWRO-UHFFFAOYSA-N N-[2-(5-bromo-2-methoxyphenyl)ethyl]-N'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]pentanediamide Chemical compound COC1=CC=C(Br)C=C1CCNC(=O)CCCC(=O)NC1CCC(C=2SC=CC=2)(N(C)C)CC1 WRWAHLDETAVWRO-UHFFFAOYSA-N 0.000 claims 1
ZXZSSVLBDJNMFS-UHFFFAOYSA-N N-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N'-(2-phenylcyclopropyl)pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NC1CC1C1=CC=CC=C1 ZXZSSVLBDJNMFS-UHFFFAOYSA-N 0.000 claims 1
CYUZEVDRERQCKR-UHFFFAOYSA-N N-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N'-(2-phenylmethoxycyclopentyl)pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NC1CCCC1OCC1=CC=CC=C1 CYUZEVDRERQCKR-UHFFFAOYSA-N 0.000 claims 1
DNODHIVGTZNHEV-UHFFFAOYSA-N N-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N'-(3-phenoxyphenyl)pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NC(C=1)=CC=CC=1OC1=CC=CC=C1 DNODHIVGTZNHEV-UHFFFAOYSA-N 0.000 claims 1
ZWKYYKWXGMIVCQ-UHFFFAOYSA-N N-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N'-(4-phenylbutan-2-yl)pentanediamide Chemical compound C1CC(C=2SC=CC=2)(N(C)C)CCC1NC(=O)CCCC(=O)NC(C)CCC1=CC=CC=C1 ZWKYYKWXGMIVCQ-UHFFFAOYSA-N 0.000 claims 1
JMCKQSWUBPPOPK-UHFFFAOYSA-N N-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-N'-(4-phenylmethoxyphenyl)pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NC(C=C1)=CC=C1OCC1=CC=CC=C1 JMCKQSWUBPPOPK-UHFFFAOYSA-N 0.000 claims 1
WIEMXZHKYPJHJK-UHFFFAOYSA-N N-[4-benzyl-4-(dimethylamino)cyclohexyl]-5-[4-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]piperazin-1-yl]-5-oxopentanamide Chemical compound C(C1=CC=CC=C1)C1(CCC(CC1)NC(CCCC(=O)N1CCN(CC1)CC1=CC2=C(OCO2)C(=C1)OC)=O)N(C)C WIEMXZHKYPJHJK-UHFFFAOYSA-N 0.000 claims 1
DCQODIUCWRTWNO-UHFFFAOYSA-N N-[4-benzyl-4-(dimethylamino)cyclohexyl]-N'-(4-methylpentan-2-yl)pentanediamide Chemical compound C1CC(NC(=O)CCCC(=O)NC(C)CC(C)C)CCC1(N(C)C)CC1=CC=CC=C1 DCQODIUCWRTWNO-UHFFFAOYSA-N 0.000 claims 1
RIJDNICRSYCZBI-UHFFFAOYSA-N N-[4-benzyl-4-(dimethylamino)cyclohexyl]-N'-[1-[(2,6-dichlorophenyl)methyl]pyrrolidin-3-yl]pentanediamide Chemical compound C1CC(NC(=O)CCCC(=O)NC2CN(CC=3C(=CC=CC=3Cl)Cl)CC2)CCC1(N(C)C)CC1=CC=CC=C1 RIJDNICRSYCZBI-UHFFFAOYSA-N 0.000 claims 1
229910052776 Thorium Inorganic materials 0.000 claims 1
206010047853 Waxy flexibility Diseases 0.000 claims 1
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
239000013543 active substance Substances 0.000 claims 1
208000005298 acute pain Diseases 0.000 claims 1
239000000654 additive Substances 0.000 claims 1
125000000217 alkyl group Chemical group 0.000 claims 1
125000005336 allyloxy group Chemical group 0.000 claims 1
150000001408 amides Chemical class 0.000 claims 1
230000003444 anaesthetic effect Effects 0.000 claims 1
150000008064 anhydrides Chemical class 0.000 claims 1
125000002178 anthracenyl group Chemical group C1(=CC=CC2=CC3=CC=CC=C3C=C12)* 0.000 claims 1
230000001773 anti-convulsant effect Effects 0.000 claims 1
229960003965 antiepileptics Drugs 0.000 claims 1
230000000949 anxiolytic effect Effects 0.000 claims 1
125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 1
125000004618 benzofuryl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 1
125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 1
125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 1
125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims 1
COCQEOKAISAZEW-UHFFFAOYSA-N benzyl 2-[[4-[[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]amino]-4-oxobutanoyl]amino]propanoate Chemical compound C=1C=CC=CC=1COC(=O)C(C)NC(=O)CCC(=O)NC(CC1)CCC1(N(C)C)C1=CC=CS1 COCQEOKAISAZEW-UHFFFAOYSA-N 0.000 claims 1
GFKSAPVGRHTBLO-UHFFFAOYSA-N benzyl 2-[[5-[[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]amino]-5-oxopentanoyl]amino]-4-methylpentanoate Chemical compound C=1C=CC=CC=1COC(=O)C(CC(C)C)NC(=O)CCCC(=O)NC(CC1)CCC1(N(C)C)C1=CC=CS1 GFKSAPVGRHTBLO-UHFFFAOYSA-N 0.000 claims 1
125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 claims 1
239000003153 chemical reaction reagent Substances 0.000 claims 1
125000004093 cyano group Chemical group *C#N 0.000 claims 1
125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
125000001070 dihydroindolyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 claims 1
125000005879 dioxolanyl group Chemical group 0.000 claims 1
201000010099 disease Diseases 0.000 claims 1
VJUKGCIPDWNJAU-UHFFFAOYSA-N ethyl 2-[[4-[[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]amino]-4-oxobutanoyl]amino]propanoate Chemical compound C1CC(NC(=O)CCC(=O)NC(C)C(=O)OCC)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 VJUKGCIPDWNJAU-UHFFFAOYSA-N 0.000 claims 1
SHKNFKYIDVFGCD-UHFFFAOYSA-N ethyl 2-[[4-[[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]amino]-4-oxobutanoyl]amino]propanoate Chemical compound C1CC(NC(=O)CCC(=O)NC(C)C(=O)OCC)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 SHKNFKYIDVFGCD-UHFFFAOYSA-N 0.000 claims 1
LCXAUEPUJJGPDI-UHFFFAOYSA-N ethyl 3-(4-chlorophenyl)-2-[[5-[[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]amino]-5-oxopentanoyl]amino]propanoate Chemical compound C1CC(C=2SC=CC=2)(N(C)C)CCC1NC(=O)CCCC(=O)NC(C(=O)OCC)CC1=CC=C(Cl)C=C1 LCXAUEPUJJGPDI-UHFFFAOYSA-N 0.000 claims 1
YHNUVZDMTLKABS-UHFFFAOYSA-N ethyl 3-[[4-[[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]amino]-4-oxobutanoyl]amino]propanoate Chemical compound C1CC(NC(=O)CCC(=O)NCCC(=O)OCC)CCC1(N(C)C)CC1=CC=C(C)C=C1 YHNUVZDMTLKABS-UHFFFAOYSA-N 0.000 claims 1
BFJVKOVCQODSCO-UHFFFAOYSA-N ethyl 4-[4-[[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]amino]-4-oxobutanoyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C(=O)CCC(=O)NC1CCC(CC=2C=C(Cl)C=CC=2)(N(C)C)CC1 BFJVKOVCQODSCO-UHFFFAOYSA-N 0.000 claims 1
230000029142 excretion Effects 0.000 claims 1
125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims 1
230000036543 hypotension Effects 0.000 claims 1
125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 claims 1
125000000814 indol-3-yl group Chemical group [H]C1=C([H])C([H])=C2N([H])C([H])=C([*])C2=C1[H] 0.000 claims 1
125000001041 indolyl group Chemical group 0.000 claims 1
125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 1
125000005394 methallyl group Chemical group 0.000 claims 1
PYQSVUARSGFITK-UHFFFAOYSA-N methyl 3-(4-chlorophenyl)-2-[[4-[[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]amino]-4-oxobutanoyl]amino]propanoate Chemical compound C1CC(CC=2C=CC(C)=CC=2)(N(C)C)CCC1NC(=O)CCC(=O)NC(C(=O)OC)CC1=CC=C(Cl)C=C1 PYQSVUARSGFITK-UHFFFAOYSA-N 0.000 claims 1
125000002757 morpholinyl group Chemical group 0.000 claims 1
UUOILQVQHRFYOY-UHFFFAOYSA-N n',n'-bis(2-cyanoethyl)-n-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]butanediamide Chemical compound C=1C=CSC=1C1(N(C)C)CCC(NC(=O)CCC(=O)N(CCC#N)CCC#N)CC1 UUOILQVQHRFYOY-UHFFFAOYSA-N 0.000 claims 1
BZSOALZSMIFNRV-UHFFFAOYSA-N n'-(2,3-dihydro-1h-inden-1-yl)-n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC2C3=CC=CC=C3CC2)CCC1(N(C)C)CC1=CC=CC(C)=C1 BZSOALZSMIFNRV-UHFFFAOYSA-N 0.000 claims 1
FLLBSRYDBGDZJW-UHFFFAOYSA-N n'-(2,3-dihydro-1h-inden-2-yl)-n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC2CC3=CC=CC=C3C2)CCC1(N(C)C)CC1=CC=CC(C)=C1 FLLBSRYDBGDZJW-UHFFFAOYSA-N 0.000 claims 1
VPDCPDFXPDYGGS-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-(2-morpholin-4-ylethyl)butanediamide Chemical compound C1COCCN1CCNC(=O)CCC(=O)NC(CC1)CCC1(N1CCOCC1)CC1=CC=CC=C1 VPDCPDFXPDYGGS-UHFFFAOYSA-N 0.000 claims 1
VHGAJFVRUODPHQ-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-(3-methoxypropyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCCOC)CCC1(N1CCOCC1)CC1=CC=CC=C1 VHGAJFVRUODPHQ-UHFFFAOYSA-N 0.000 claims 1
OFKVJCLZDLNWJL-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-(naphthalen-1-ylmethyl)butanediamide Chemical compound C=1C=CC2=CC=CC=C2C=1CNC(=O)CCC(=O)NC(CC1)CCC1(N1CCOCC1)CC1=CC=CC=C1 OFKVJCLZDLNWJL-UHFFFAOYSA-N 0.000 claims 1
QSKULBVMLGPRQI-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-(pyridin-4-ylmethyl)butanediamide Chemical compound C=1C=NC=CC=1CNC(=O)CCC(=O)NC(CC1)CCC1(N1CCOCC1)CC1=CC=CC=C1 QSKULBVMLGPRQI-UHFFFAOYSA-N 0.000 claims 1
UMCMETCVOQFBOY-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-(thiophen-2-ylmethyl)butanediamide Chemical compound C=1C=CSC=1CNC(=O)CCC(=O)NC(CC1)CCC1(N1CCOCC1)CC1=CC=CC=C1 UMCMETCVOQFBOY-UHFFFAOYSA-N 0.000 claims 1
VQFYQEFAYSGQKD-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-[(2,4-dimethoxyphenyl)methyl]butanediamide Chemical compound COC1=CC(OC)=CC=C1CNC(=O)CCC(=O)NC1CCC(CC=2C=CC=CC=2)(N2CCOCC2)CC1 VQFYQEFAYSGQKD-UHFFFAOYSA-N 0.000 claims 1
FBERNVKEIKERTQ-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-[(2,5-difluorophenyl)methyl]butanediamide Chemical compound FC1=CC=C(F)C(CNC(=O)CCC(=O)NC2CCC(CC=3C=CC=CC=3)(CC2)N2CCOCC2)=C1 FBERNVKEIKERTQ-UHFFFAOYSA-N 0.000 claims 1
ZQRDGRNRNUYDEV-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-[(2-chloro-6-methylphenyl)methyl]butanediamide Chemical compound CC1=CC=CC(Cl)=C1CNC(=O)CCC(=O)NC1CCC(CC=2C=CC=CC=2)(N2CCOCC2)CC1 ZQRDGRNRNUYDEV-UHFFFAOYSA-N 0.000 claims 1
IXKVCAJVEHFSBI-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-[(3-methylphenyl)methyl]butanediamide Chemical compound CC1=CC=CC(CNC(=O)CCC(=O)NC2CCC(CC=3C=CC=CC=3)(CC2)N2CCOCC2)=C1 IXKVCAJVEHFSBI-UHFFFAOYSA-N 0.000 claims 1
PRGAXIVQYUKQIA-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-[(4-bromo-2-fluorophenyl)methyl]butanediamide Chemical compound FC1=CC(Br)=CC=C1CNC(=O)CCC(=O)NC1CCC(CC=2C=CC=CC=2)(N2CCOCC2)CC1 PRGAXIVQYUKQIA-UHFFFAOYSA-N 0.000 claims 1
DTHMLNLWRWZCRT-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-[2-(2-ethoxyphenyl)ethyl]butanediamide Chemical compound CCOC1=CC=CC=C1CCNC(=O)CCC(=O)NC1CCC(CC=2C=CC=CC=2)(N2CCOCC2)CC1 DTHMLNLWRWZCRT-UHFFFAOYSA-N 0.000 claims 1
NKRYHECEGOVBGQ-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-[2-(3-methoxyphenyl)ethyl]butanediamide Chemical compound COC1=CC=CC(CCNC(=O)CCC(=O)NC2CCC(CC=3C=CC=CC=3)(CC2)N2CCOCC2)=C1 NKRYHECEGOVBGQ-UHFFFAOYSA-N 0.000 claims 1
ZQOQJUVTNNTFSB-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-[2-(5-methoxy-1h-indol-3-yl)ethyl]butanediamide Chemical compound C12=CC(OC)=CC=C2NC=C1CCNC(=O)CCC(=O)NC(CC1)CCC1(N1CCOCC1)CC1=CC=CC=C1 ZQOQJUVTNNTFSB-UHFFFAOYSA-N 0.000 claims 1
MWGKXEDENNGNGP-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-[2-(7-methyl-1h-indol-3-yl)ethyl]butanediamide Chemical compound C=1NC=2C(C)=CC=CC=2C=1CCNC(=O)CCC(=O)NC(CC1)CCC1(N1CCOCC1)CC1=CC=CC=C1 MWGKXEDENNGNGP-UHFFFAOYSA-N 0.000 claims 1
WJVLKRSPGPCXME-UHFFFAOYSA-N n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n-[[3,5-bis(trifluoromethyl)phenyl]methyl]butanediamide Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(CNC(=O)CCC(=O)NC2CCC(CC=3C=CC=CC=3)(CC2)N2CCOCC2)=C1 WJVLKRSPGPCXME-UHFFFAOYSA-N 0.000 claims 1
WACUICQJXSQEPB-UHFFFAOYSA-N n'-(4-butan-2-ylphenyl)-n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]butanediamide Chemical compound C1=CC(C(C)CC)=CC=C1NC(=O)CCC(=O)NC1CCC(CC=2C=CC(Cl)=CC=2)(N(C)C)CC1 WACUICQJXSQEPB-UHFFFAOYSA-N 0.000 claims 1
RTPVTBIRORKJLE-UHFFFAOYSA-N n'-[1-[(2,6-dichlorophenyl)methyl]pyrrolidin-3-yl]-n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC2CN(CC=3C(=CC=CC=3Cl)Cl)CC2)CCC1(N(C)C)CC1=CC=C(C)C=C1 RTPVTBIRORKJLE-UHFFFAOYSA-N 0.000 claims 1
JXCCQRLAPAKYAR-UHFFFAOYSA-N n'-[2-(3,4-dimethoxyphenyl)ethyl]-n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n'-methylbutanediamide Chemical compound C1=C(OC)C(OC)=CC=C1CCN(C)C(=O)CCC(=O)NC1CCC(CC=2C=C(C)C=CC=2)(N(C)C)CC1 JXCCQRLAPAKYAR-UHFFFAOYSA-N 0.000 claims 1
ZFZYXHILMRRQHO-UHFFFAOYSA-N n'-[4-(diethoxyphosphorylmethyl)phenyl]-n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1=CC(CP(=O)(OCC)OCC)=CC=C1NC(=O)CCC(=O)NC1CCC(CC=2C=C(C)C=CC=2)(N(C)C)CC1 ZFZYXHILMRRQHO-UHFFFAOYSA-N 0.000 claims 1
UJXSSHKRPFYPKA-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n-(2-thiophen-2-ylethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2SC=CC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 UJXSSHKRPFYPKA-UHFFFAOYSA-N 0.000 claims 1
PUYXRGMYGDXVLH-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n-[(2,3-dimethylphenyl)methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C(=C(C)C=CC=2)C)CCC1(N(C)C)CC1=CC=CC(C)=C1 PUYXRGMYGDXVLH-UHFFFAOYSA-N 0.000 claims 1
KIEUNJYQBBAMBT-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n-[(2-fluorophenyl)methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C(=CC=CC=2)F)CCC1(N(C)C)CC1=CC=CC(C)=C1 KIEUNJYQBBAMBT-UHFFFAOYSA-N 0.000 claims 1
LZKDXEBEDUQYRO-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n-[(4-methoxyphenyl)methyl]butanediamide Chemical compound C1=CC(OC)=CC=C1CNC(=O)CCC(=O)NC1CCC(CC=2C=C(C)C=CC=2)(N(C)C)CC1 LZKDXEBEDUQYRO-UHFFFAOYSA-N 0.000 claims 1
KDSWGWHBTXNWFN-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n-[2-(1h-indol-3-yl)ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C3=CC=CC=C3NC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 KDSWGWHBTXNWFN-UHFFFAOYSA-N 0.000 claims 1
DTXOQURLLYEQCY-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n-[2-(2-ethoxyphenyl)ethyl]butanediamide Chemical compound CCOC1=CC=CC=C1CCNC(=O)CCC(=O)NC1CCC(CC=2C=C(C)C=CC=2)(N(C)C)CC1 DTXOQURLLYEQCY-UHFFFAOYSA-N 0.000 claims 1
CKIOHPYYJQYCJC-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n-[2-(3-fluorophenyl)ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=C(F)C=CC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 CKIOHPYYJQYCJC-UHFFFAOYSA-N 0.000 claims 1
JJNKIYUKXVRQAJ-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n-[2-(4-fluorophenyl)ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=CC(F)=CC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 JJNKIYUKXVRQAJ-UHFFFAOYSA-N 0.000 claims 1
MNBPYMVXCWHCOF-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n-[2-(5-methoxy-1h-indol-3-yl)ethyl]butanediamide Chemical compound C12=CC(OC)=CC=C2NC=C1CCNC(=O)CCC(=O)NC(CC1)CCC1(N(C)C)CC1=CC=CC(C)=C1 MNBPYMVXCWHCOF-UHFFFAOYSA-N 0.000 claims 1
MBKVSDLGLIRKBP-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n-[[2-(trifluoromethyl)phenyl]methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C(=CC=CC=2)C(F)(F)F)CCC1(N(C)C)CC1=CC=CC(C)=C1 MBKVSDLGLIRKBP-UHFFFAOYSA-N 0.000 claims 1
ZPJBHXUJIOGYPT-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n-[[4-fluoro-2-(trifluoromethyl)phenyl]methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C(=CC(F)=CC=2)C(F)(F)F)CCC1(N(C)C)CC1=CC=CC(C)=C1 ZPJBHXUJIOGYPT-UHFFFAOYSA-N 0.000 claims 1
BTUOEQFKPQFFEI-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-n-(2-phenylethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=C(C)C=C1 BTUOEQFKPQFFEI-UHFFFAOYSA-N 0.000 claims 1
APOJAVQDRSKHIP-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-n-(oxolan-2-ylmethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC2OCCC2)CCC1(N(C)C)CC1=CC=C(C)C=C1 APOJAVQDRSKHIP-UHFFFAOYSA-N 0.000 claims 1
HJXKWQSETDINAQ-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-n-[(2-ethoxyphenyl)methyl]butanediamide Chemical compound CCOC1=CC=CC=C1CNC(=O)CCC(=O)NC1CCC(CC=2C=CC(C)=CC=2)(N(C)C)CC1 HJXKWQSETDINAQ-UHFFFAOYSA-N 0.000 claims 1
YOGSQQGKSZGWMO-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-n-[2-(2-fluorophenyl)ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C(=CC=CC=2)F)CCC1(N(C)C)CC1=CC=C(C)C=C1 YOGSQQGKSZGWMO-UHFFFAOYSA-N 0.000 claims 1
WKCAEVBWPHNRSB-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-n-[2-(4-fluorophenyl)ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=CC(F)=CC=2)CCC1(N(C)C)CC1=CC=C(C)C=C1 WKCAEVBWPHNRSB-UHFFFAOYSA-N 0.000 claims 1
RZNMKOYKTNFADD-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-n-[2-(4-methylphenyl)ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=CC(C)=CC=2)CCC1(N(C)C)CC1=CC=C(C)C=C1 RZNMKOYKTNFADD-UHFFFAOYSA-N 0.000 claims 1
CXIFYUKMMHWCIO-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-phenylcyclohexyl]-n-[2-(3-fluorophenyl)ethyl]butanediamide Chemical compound C1CC(N(C)C)(C=2C=CC=CC=2)CCC1NC(=O)CCC(=O)NCCC1=CC=CC(F)=C1 CXIFYUKMMHWCIO-UHFFFAOYSA-N 0.000 claims 1
MLXNRRVGDLMNLT-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-phenylcyclohexyl]-n-[2-(4-methoxyphenoxy)ethyl]butanediamide Chemical compound C1=CC(OC)=CC=C1OCCNC(=O)CCC(=O)NC1CCC(C=2C=CC=CC=2)(N(C)C)CC1 MLXNRRVGDLMNLT-UHFFFAOYSA-N 0.000 claims 1
IJVLZMHQUXPJGR-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-phenylcyclohexyl]-n-[2-(n-ethyl-3-methylanilino)ethyl]butanediamide Chemical compound C=1C=CC(C)=CC=1N(CC)CCNC(=O)CCC(=O)NC(CC1)CCC1(N(C)C)C1=CC=CC=C1 IJVLZMHQUXPJGR-UHFFFAOYSA-N 0.000 claims 1
BROAPTMGSQBNEX-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-phenylcyclohexyl]-n-[2-[3-(trifluoromethyl)phenyl]ethyl]butanediamide Chemical compound C1CC(N(C)C)(C=2C=CC=CC=2)CCC1NC(=O)CCC(=O)NCCC1=CC=CC(C(F)(F)F)=C1 BROAPTMGSQBNEX-UHFFFAOYSA-N 0.000 claims 1
CWFZCGSGRLCUGR-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-phenylcyclohexyl]-n-pentylbutanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCCCC)CCC1(N(C)C)C1=CC=CC=C1 CWFZCGSGRLCUGR-UHFFFAOYSA-N 0.000 claims 1
SWZULJHLVDFNJL-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n-(2-phenoxyethyl)butanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)NCCOC1=CC=CC=C1 SWZULJHLVDFNJL-UHFFFAOYSA-N 0.000 claims 1
FOPBKZNRLIPWDL-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n-(3-phenylpropyl)butanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)NCCCC1=CC=CC=C1 FOPBKZNRLIPWDL-UHFFFAOYSA-N 0.000 claims 1
AGCYNTQLMNBEGU-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n-[2-(4-methoxyphenoxy)ethyl]butanediamide Chemical compound C1=CC(OC)=CC=C1OCCNC(=O)CCC(=O)NC1CCC(C=2SC=CC=2)(N(C)C)CC1 AGCYNTQLMNBEGU-UHFFFAOYSA-N 0.000 claims 1
LHBCHSPHWNVNFS-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n-[2-(n-ethyl-3-methylanilino)ethyl]butanediamide Chemical compound C=1C=CC(C)=CC=1N(CC)CCNC(=O)CCC(=O)NC(CC1)CCC1(N(C)C)C1=CC=CS1 LHBCHSPHWNVNFS-UHFFFAOYSA-N 0.000 claims 1
MLHMCRYORQVBFK-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n-[2-[3-(trifluoromethyl)phenyl]ethyl]butanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)NCCC1=CC=CC(C(F)(F)F)=C1 MLHMCRYORQVBFK-UHFFFAOYSA-N 0.000 claims 1
BPFXGBQUIPDJIK-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n-[3-(n-methylanilino)propyl]butanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)NCCCN(C)C1=CC=CC=C1 BPFXGBQUIPDJIK-UHFFFAOYSA-N 0.000 claims 1
WOMSPBSSXLXAQQ-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n-[[3-(trifluoromethoxy)phenyl]methyl]pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NCC1=CC=CC(OC(F)(F)F)=C1 WOMSPBSSXLXAQQ-UHFFFAOYSA-N 0.000 claims 1
XOWCRKCLPDODOM-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n-[[4-(trifluoromethyl)phenyl]methyl]pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NCC1=CC=C(C(F)(F)F)C=C1 XOWCRKCLPDODOM-UHFFFAOYSA-N 0.000 claims 1
APDPTWXIOTTXFX-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n-[[4-fluoro-2-(trifluoromethyl)phenyl]methyl]pentanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NCC1=CC=C(F)C=C1C(F)(F)F APDPTWXIOTTXFX-UHFFFAOYSA-N 0.000 claims 1
JNYYWQPUZZJVBE-UHFFFAOYSA-N n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n-pentylbutanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCCCC)CCC1(N(C)C)C1=CC=CS1 JNYYWQPUZZJVBE-UHFFFAOYSA-N 0.000 claims 1
CZSPNLZGJNSGBW-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-(2-phenylethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 CZSPNLZGJNSGBW-UHFFFAOYSA-N 0.000 claims 1
HVPQURZCBRRTKI-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-(2-pyridin-2-ylethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2N=CC=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 HVPQURZCBRRTKI-UHFFFAOYSA-N 0.000 claims 1
DUPRJWWXHZXKAR-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-(2-thiophen-2-ylethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2SC=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 DUPRJWWXHZXKAR-UHFFFAOYSA-N 0.000 claims 1
JLVLNWLPOWKBAM-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-(3-phenylpropyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCCC=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 JLVLNWLPOWKBAM-UHFFFAOYSA-N 0.000 claims 1
WZQVRKYABFXQSO-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-(furan-2-ylmethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2OC=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 WZQVRKYABFXQSO-UHFFFAOYSA-N 0.000 claims 1
GKAWYEOBECKPBV-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-(oxolan-2-ylmethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC2OCCC2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 GKAWYEOBECKPBV-UHFFFAOYSA-N 0.000 claims 1
YFLCAICXMPAALB-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-(pyridin-2-ylmethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2N=CC=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 YFLCAICXMPAALB-UHFFFAOYSA-N 0.000 claims 1
LYWBEPOOUHOGTD-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[(2,4-difluorophenyl)methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C(=CC(F)=CC=2)F)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 LYWBEPOOUHOGTD-UHFFFAOYSA-N 0.000 claims 1
COCDCMCWKIOYIO-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[(2,5-dichlorophenyl)methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C(=CC=C(Cl)C=2)Cl)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 COCDCMCWKIOYIO-UHFFFAOYSA-N 0.000 claims 1
RPCBVLOMFGMMAD-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[(2-methylphenyl)methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C(=CC=CC=2)C)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 RPCBVLOMFGMMAD-UHFFFAOYSA-N 0.000 claims 1
KABKCDZVCQGDEY-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[(3,4-dichlorophenyl)methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C=C(Cl)C(Cl)=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 KABKCDZVCQGDEY-UHFFFAOYSA-N 0.000 claims 1
INMFDXLHVLUHRA-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[(3,4-difluorophenyl)methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C=C(F)C(F)=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 INMFDXLHVLUHRA-UHFFFAOYSA-N 0.000 claims 1
XHEBVTYAYCEFDS-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[(3,5-dichlorophenyl)methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C=C(Cl)C=C(Cl)C=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 XHEBVTYAYCEFDS-UHFFFAOYSA-N 0.000 claims 1
KVMLNBJFFPLXMI-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[(3,5-difluorophenyl)methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C=C(F)C=C(F)C=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 KVMLNBJFFPLXMI-UHFFFAOYSA-N 0.000 claims 1
ITUKWXKCIGIPKW-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[(3-methylphenyl)methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C=C(C)C=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 ITUKWXKCIGIPKW-UHFFFAOYSA-N 0.000 claims 1
URZQWODNGGNKBR-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[(4-fluorophenyl)methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C=CC(F)=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 URZQWODNGGNKBR-UHFFFAOYSA-N 0.000 claims 1
NUPJEYYKGJNXOF-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[2-(1h-indol-3-yl)ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C3=CC=CC=C3NC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 NUPJEYYKGJNXOF-UHFFFAOYSA-N 0.000 claims 1
CXUIBELNWTWBOV-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[2-(2,4-dichlorophenyl)ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C(=CC(Cl)=CC=2)Cl)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 CXUIBELNWTWBOV-UHFFFAOYSA-N 0.000 claims 1
LITWINWJYKRBPM-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[2-(2-ethoxyphenyl)ethyl]butanediamide Chemical compound CCOC1=CC=CC=C1CCNC(=O)CCC(=O)NC1CCC(CC=2C=C(Cl)C=CC=2)(N(C)C)CC1 LITWINWJYKRBPM-UHFFFAOYSA-N 0.000 claims 1
SNMGUMXFPXJKAZ-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[2-(2-fluorophenyl)ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C(=CC=CC=2)F)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 SNMGUMXFPXJKAZ-UHFFFAOYSA-N 0.000 claims 1
DRCNUXVVKMVFKN-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[2-(4-phenoxyphenyl)ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=CC(OC=3C=CC=CC=3)=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 DRCNUXVVKMVFKN-UHFFFAOYSA-N 0.000 claims 1
ZGIRRPHVVJYWNA-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[2-[(2,6-dichlorophenyl)methylsulfanyl]ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCSCC=2C(=CC=CC=2Cl)Cl)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 ZGIRRPHVVJYWNA-UHFFFAOYSA-N 0.000 claims 1
SFXMBKQYPOGQPB-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[2-[3-(trifluoromethyl)phenyl]ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=C(C=CC=2)C(F)(F)F)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 SFXMBKQYPOGQPB-UHFFFAOYSA-N 0.000 claims 1
ZITGJDJYJQRUIK-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[3-(n-methylanilino)propyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCCN(C)C=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 ZITGJDJYJQRUIK-UHFFFAOYSA-N 0.000 claims 1
GCZWZOYKRYKNKT-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[[3-fluoro-5-(trifluoromethyl)phenyl]methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C=C(C=C(F)C=2)C(F)(F)F)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 GCZWZOYKRYKNKT-UHFFFAOYSA-N 0.000 claims 1
AMIKNHAYAGDHLB-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[[4-fluoro-3-(trifluoromethyl)phenyl]methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C=C(C(F)=CC=2)C(F)(F)F)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 AMIKNHAYAGDHLB-UHFFFAOYSA-N 0.000 claims 1
SELCTCNMUQVJSD-UHFFFAOYSA-N n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-cyclooctylbutanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC2CCCCCCC2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 SELCTCNMUQVJSD-UHFFFAOYSA-N 0.000 claims 1
RYUQMOQRJWZSRC-UHFFFAOYSA-N n'-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-(3,3-diphenylpropyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 RYUQMOQRJWZSRC-UHFFFAOYSA-N 0.000 claims 1
SWWRZPPTVNYSEE-UHFFFAOYSA-N n'-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-(3-methoxypropyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCCOC)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 SWWRZPPTVNYSEE-UHFFFAOYSA-N 0.000 claims 1
WLLVRJWRAXBDKZ-UHFFFAOYSA-N n'-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-(naphthalen-1-ylmethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C3=CC=CC=C3C=CC=2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 WLLVRJWRAXBDKZ-UHFFFAOYSA-N 0.000 claims 1
UAVCPKBKZLEASN-UHFFFAOYSA-N n'-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[(2,4-dimethoxyphenyl)methyl]butanediamide Chemical compound COC1=CC(OC)=CC=C1CNC(=O)CCC(=O)NC1CCC(CC=2C=CC(Cl)=CC=2)(N(C)C)CC1 UAVCPKBKZLEASN-UHFFFAOYSA-N 0.000 claims 1
ASZBFHALYJAPFH-UHFFFAOYSA-N n'-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[(2-methylphenyl)methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C(=CC=CC=2)C)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 ASZBFHALYJAPFH-UHFFFAOYSA-N 0.000 claims 1
IEZOSKFZPLKGPJ-UHFFFAOYSA-N n'-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[(3,5-difluorophenyl)methyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C=C(F)C=C(F)C=2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 IEZOSKFZPLKGPJ-UHFFFAOYSA-N 0.000 claims 1
FDFPZIPPTLXSGS-UHFFFAOYSA-N n'-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[2-(1h-indol-3-yl)ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C3=CC=CC=C3NC=2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 FDFPZIPPTLXSGS-UHFFFAOYSA-N 0.000 claims 1
PSXHIFCLUFOYAG-UHFFFAOYSA-N n'-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[2-(2-fluorophenyl)ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C(=CC=CC=2)F)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 PSXHIFCLUFOYAG-UHFFFAOYSA-N 0.000 claims 1
YSCZVLJIHGRINB-UHFFFAOYSA-N n'-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-[2-(3-fluorophenyl)ethyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=C(F)C=CC=2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 YSCZVLJIHGRINB-UHFFFAOYSA-N 0.000 claims 1
UHXHLKCKZYJTEZ-UHFFFAOYSA-N n'-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n-cyclopentylbutanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC2CCCC2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 UHXHLKCKZYJTEZ-UHFFFAOYSA-N 0.000 claims 1
VJZMOKAUFXARBM-UHFFFAOYSA-N n'-[4-benzyl-4-(dimethylamino)cyclohexyl]-n-[[4-(dimethylamino)phenyl]methyl]pentanediamide Chemical compound C1=CC(N(C)C)=CC=C1CNC(=O)CCCC(=O)NC1CCC(CC=2C=CC=CC=2)(N(C)C)CC1 VJZMOKAUFXARBM-UHFFFAOYSA-N 0.000 claims 1
SESWGKNDJXBJFS-UHFFFAOYSA-N n'-benzhydryl-n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 SESWGKNDJXBJFS-UHFFFAOYSA-N 0.000 claims 1
QATKCGWMFLSEHC-UHFFFAOYSA-N n'-benzyl-n'-(2-cyanoethyl)-n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(CCC#N)CC=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=C(C)C=C1 QATKCGWMFLSEHC-UHFFFAOYSA-N 0.000 claims 1
WRZSFIKOERIOPU-UHFFFAOYSA-N n'-benzyl-n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n'-(2-hydroxyethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(CCO)CC=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 WRZSFIKOERIOPU-UHFFFAOYSA-N 0.000 claims 1
LXFDAASQVPNULH-UHFFFAOYSA-N n'-benzyl-n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n'-ethylbutanediamide Chemical compound C1CC(CC=2C=C(C)C=CC=2)(N(C)C)CCC1NC(=O)CCC(=O)N(CC)CC1=CC=CC=C1 LXFDAASQVPNULH-UHFFFAOYSA-N 0.000 claims 1
MPOFLRHOOCWNPT-UHFFFAOYSA-N n'-benzyl-n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n'-methylbutanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(C)CC=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 MPOFLRHOOCWNPT-UHFFFAOYSA-N 0.000 claims 1
XHGRUPWFGSOGBV-UHFFFAOYSA-N n'-benzyl-n-[4-(dimethylamino)-4-phenylcyclohexyl]-n'-(2-phenylethyl)butanediamide Chemical compound C1CC(N(C)C)(C=2C=CC=CC=2)CCC1NC(=O)CCC(=O)N(CC=1C=CC=CC=1)CCC1=CC=CC=C1 XHGRUPWFGSOGBV-UHFFFAOYSA-N 0.000 claims 1
WPTRPBSPVWIYRF-UHFFFAOYSA-N n'-benzyl-n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-(2-cyanoethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(CCC#N)CC=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 WPTRPBSPVWIYRF-UHFFFAOYSA-N 0.000 claims 1
ZMQVZCMFJKCJTJ-UHFFFAOYSA-N n'-benzyl-n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-ethylbutanediamide Chemical compound C1CC(CC=2C=C(Cl)C=CC=2)(N(C)C)CCC1NC(=O)CCC(=O)N(CC)CC1=CC=CC=C1 ZMQVZCMFJKCJTJ-UHFFFAOYSA-N 0.000 claims 1
YIPDIPJBAYLZMD-UHFFFAOYSA-N n'-benzyl-n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-methylbutanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(C)CC=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 YIPDIPJBAYLZMD-UHFFFAOYSA-N 0.000 claims 1
GRDNCWJULHPUJC-UHFFFAOYSA-N n-(1-adamantylmethyl)-n'-(4-benzyl-4-morpholin-4-ylcyclohexyl)butanediamide Chemical compound C1C(C2)CC(C3)CC2CC13CNC(=O)CCC(=O)NC(CC1)CCC1(N1CCOCC1)CC1=CC=CC=C1 GRDNCWJULHPUJC-UHFFFAOYSA-N 0.000 claims 1
STDQBIMOEOUCIG-UHFFFAOYSA-N n-(1-adamantylmethyl)-n'-[4-(dimethylamino)-4-phenylcyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC23CC4CC(CC(C4)C2)C3)CCC1(N(C)C)C1=CC=CC=C1 STDQBIMOEOUCIG-UHFFFAOYSA-N 0.000 claims 1
NCFFTJCJWMWWEP-UHFFFAOYSA-N n-(1-adamantylmethyl)-n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC23CC4CC(CC(C4)C2)C3)CCC1(N(C)C)C1=CC=CS1 NCFFTJCJWMWWEP-UHFFFAOYSA-N 0.000 claims 1
ZNBSOSVWUIEHKW-UHFFFAOYSA-N n-(2-benzylsulfanylethyl)-n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCSCC=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 ZNBSOSVWUIEHKW-UHFFFAOYSA-N 0.000 claims 1
LFVBQTJBOHRLQM-UHFFFAOYSA-N n-(2-benzylsulfanylethyl)-n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]butanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)NCCSCC1=CC=CC=C1 LFVBQTJBOHRLQM-UHFFFAOYSA-N 0.000 claims 1
SLSLTJWEZKKHSW-UHFFFAOYSA-N n-(2-benzylsulfanylethyl)-n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCSCC=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 SLSLTJWEZKKHSW-UHFFFAOYSA-N 0.000 claims 1
CQJDKQMUDQNZMT-UHFFFAOYSA-N n-(4-benzyl-4-morpholin-4-ylcyclohexyl)-4-(4-hydroxypiperidin-1-yl)-4-oxobutanamide Chemical compound C1CC(O)CCN1C(=O)CCC(=O)NC1CCC(CC=2C=CC=CC=2)(N2CCOCC2)CC1 CQJDKQMUDQNZMT-UHFFFAOYSA-N 0.000 claims 1
XJRPKLAYAWIAOT-UHFFFAOYSA-N n-(4-benzyl-4-morpholin-4-ylcyclohexyl)-4-(4-methyl-1,4-diazepan-1-yl)-4-oxobutanamide Chemical compound C1CN(C)CCCN1C(=O)CCC(=O)NC1CCC(CC=2C=CC=CC=2)(N2CCOCC2)CC1 XJRPKLAYAWIAOT-UHFFFAOYSA-N 0.000 claims 1
HOHRTQDWPOUCCL-UHFFFAOYSA-N n-(4-benzyl-4-morpholin-4-ylcyclohexyl)-4-morpholin-4-yl-4-oxobutanamide Chemical compound C1CC(CC=2C=CC=CC=2)(N2CCOCC2)CCC1NC(=O)CCC(=O)N1CCOCC1 HOHRTQDWPOUCCL-UHFFFAOYSA-N 0.000 claims 1
GLIFUARQRMYBLF-UHFFFAOYSA-N n-(4-benzyl-4-morpholin-4-ylcyclohexyl)-4-oxo-4-[2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]butanamide Chemical compound C1CC(CC=2C=CC=CC=2)(N2CCOCC2)CCC1NC(=O)CCC(=O)N1CCCC1CN1CCCC1 GLIFUARQRMYBLF-UHFFFAOYSA-N 0.000 claims 1
WTWOHPQAHUWSPN-UHFFFAOYSA-N n-(4-benzyl-4-morpholin-4-ylcyclohexyl)-4-oxo-4-[4-(quinolin-2-ylmethyl)piperazin-1-yl]butanamide Chemical compound C1CN(CC=2N=C3C=CC=CC3=CC=2)CCN1C(=O)CCC(=O)NC(CC1)CCC1(N1CCOCC1)CC1=CC=CC=C1 WTWOHPQAHUWSPN-UHFFFAOYSA-N 0.000 claims 1
XXDXRBOWSDLBGR-UHFFFAOYSA-N n-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n'-(2,3-dihydro-1h-inden-1-yl)butanediamide Chemical compound C1CC2=CC=CC=C2C1NC(=O)CCC(=O)NC(CC1)CCC1(N1CCOCC1)CC1=CC=CC=C1 XXDXRBOWSDLBGR-UHFFFAOYSA-N 0.000 claims 1
YOTTZVJNFHLHGJ-UHFFFAOYSA-N n-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n'-(2-phenylcyclopropyl)butanediamide Chemical compound C1C(C=2C=CC=CC=2)C1NC(=O)CCC(=O)NC(CC1)CCC1(N1CCOCC1)CC1=CC=CC=C1 YOTTZVJNFHLHGJ-UHFFFAOYSA-N 0.000 claims 1
LKOWGTAQKAKPJI-UHFFFAOYSA-N n-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n'-(4-tert-butylphenyl)butanediamide Chemical compound C1=CC(C(C)(C)C)=CC=C1NC(=O)CCC(=O)NC1CCC(CC=2C=CC=CC=2)(N2CCOCC2)CC1 LKOWGTAQKAKPJI-UHFFFAOYSA-N 0.000 claims 1
ZJSPQMWHYWIPFG-UHFFFAOYSA-N n-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n'-[3-(dimethylamino)propyl]-n'-methylbutanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(C)CCCN(C)C)CCC1(N1CCOCC1)CC1=CC=CC=C1 ZJSPQMWHYWIPFG-UHFFFAOYSA-N 0.000 claims 1
XGZYGTDWHUCLNT-UHFFFAOYSA-N n-(4-benzyl-4-morpholin-4-ylcyclohexyl)-n'-methyl-n'-[1-[(2-phenylmethoxyphenyl)methyl]pyrrolidin-3-yl]butanediamide Chemical compound C1CC(CC=2C=CC=CC=2)(N2CCOCC2)CCC1NC(=O)CCC(=O)N(C)C(C1)CCN1CC1=CC=CC=C1OCC1=CC=CC=C1 XGZYGTDWHUCLNT-UHFFFAOYSA-N 0.000 claims 1
INWXDQLBYXHEJQ-UHFFFAOYSA-N n-[(2-chloro-6-methylphenyl)methyl]-n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C(=CC=CC=2C)Cl)CCC1(N(C)C)CC1=CC=CC(C)=C1 INWXDQLBYXHEJQ-UHFFFAOYSA-N 0.000 claims 1
GGXQLMMHKSLLOS-UHFFFAOYSA-N n-[(2-chloro-6-methylphenyl)methyl]-n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C(=CC=CC=2C)Cl)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 GGXQLMMHKSLLOS-UHFFFAOYSA-N 0.000 claims 1
KXTZWRAJKYULCA-UHFFFAOYSA-N n-[(2-chlorophenyl)methyl]-n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C(=CC=CC=2)Cl)CCC1(N(C)C)CC1=CC=CC(C)=C1 KXTZWRAJKYULCA-UHFFFAOYSA-N 0.000 claims 1
XPADHSDYSZVAPN-UHFFFAOYSA-N n-[(2-chlorophenyl)methyl]-n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C(=CC=CC=2)Cl)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 XPADHSDYSZVAPN-UHFFFAOYSA-N 0.000 claims 1
CPFWXWMHHZMQBJ-UHFFFAOYSA-N n-[(3-bromophenyl)methyl]-n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C=C(Br)C=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 CPFWXWMHHZMQBJ-UHFFFAOYSA-N 0.000 claims 1
BPQFIGNSTMDQGQ-UHFFFAOYSA-N n-[(3-bromophenyl)methyl]-n'-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C=C(Br)C=CC=2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 BPQFIGNSTMDQGQ-UHFFFAOYSA-N 0.000 claims 1
OJEQDVPVCMKLGC-UHFFFAOYSA-N n-[(3-chloro-4-fluorophenyl)methyl]-n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C=C(Cl)C(F)=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 OJEQDVPVCMKLGC-UHFFFAOYSA-N 0.000 claims 1
KYLGTZQGJWBCAF-UHFFFAOYSA-N n-[(4-bromo-2-fluorophenyl)methyl]-n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C(=CC(Br)=CC=2)F)CCC1(N(C)C)CC1=CC=CC(C)=C1 KYLGTZQGJWBCAF-UHFFFAOYSA-N 0.000 claims 1
AXXPFGASLSWKMY-UHFFFAOYSA-N n-[(4-bromo-2-fluorophenyl)methyl]-n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C(=CC(Br)=CC=2)F)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 AXXPFGASLSWKMY-UHFFFAOYSA-N 0.000 claims 1
ZPUGRQFTVCCQAZ-UHFFFAOYSA-N n-[(4-chlorophenyl)methyl]-n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCC=2C=CC(Cl)=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 ZPUGRQFTVCCQAZ-UHFFFAOYSA-N 0.000 claims 1
UPHYLOOFXHFYFQ-UHFFFAOYSA-N n-[2-(2,4-dichlorophenyl)ethyl]-n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C(=CC(Cl)=CC=2)Cl)CCC1(N(C)C)CC1=CC=CC(C)=C1 UPHYLOOFXHFYFQ-UHFFFAOYSA-N 0.000 claims 1
DEWJJNSGDQEMPH-UHFFFAOYSA-N n-[2-(2,6-dichlorophenyl)ethyl]-n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C(=CC=CC=2Cl)Cl)CCC1(N(C)C)CC1=CC=CC(C)=C1 DEWJJNSGDQEMPH-UHFFFAOYSA-N 0.000 claims 1
UQKHCPNCHRMVCP-UHFFFAOYSA-N n-[2-(2,6-dichlorophenyl)ethyl]-n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]butanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)NCCC1=C(Cl)C=CC=C1Cl UQKHCPNCHRMVCP-UHFFFAOYSA-N 0.000 claims 1
QQGBSOLXWJLGJR-UHFFFAOYSA-N n-[2-(2-chlorophenyl)ethyl]-n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C(=CC=CC=2)Cl)CCC1(N(C)C)CC1=CC=CC(C)=C1 QQGBSOLXWJLGJR-UHFFFAOYSA-N 0.000 claims 1
RNQCYFKTGQCZSQ-UHFFFAOYSA-N n-[2-(2-chlorophenyl)ethyl]-n'-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C(=CC=CC=2)Cl)CCC1(N(C)C)CC1=CC=C(C)C=C1 RNQCYFKTGQCZSQ-UHFFFAOYSA-N 0.000 claims 1
WACHWIUPFWHAFQ-UHFFFAOYSA-N n-[2-(2-chlorophenyl)ethyl]-n'-[4-(dimethylamino)-4-phenylcyclohexyl]butanediamide Chemical compound C1CC(N(C)C)(C=2C=CC=CC=2)CCC1NC(=O)CCC(=O)NCCC1=CC=CC=C1Cl WACHWIUPFWHAFQ-UHFFFAOYSA-N 0.000 claims 1
QCANYWZUCDEULE-UHFFFAOYSA-N n-[2-(2-chlorophenyl)ethyl]-n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C(=CC=CC=2)Cl)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 QCANYWZUCDEULE-UHFFFAOYSA-N 0.000 claims 1
DXILTXIKWMGREV-UHFFFAOYSA-N n-[2-(3,4-dichlorophenyl)ethyl]-n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=C(Cl)C(Cl)=CC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 DXILTXIKWMGREV-UHFFFAOYSA-N 0.000 claims 1
YPZNHWILUFTWPR-UHFFFAOYSA-N n-[2-(3,4-dichlorophenyl)ethyl]-n'-[4-(dimethylamino)-4-phenylcyclohexyl]butanediamide Chemical compound C1CC(N(C)C)(C=2C=CC=CC=2)CCC1NC(=O)CCC(=O)NCCC1=CC=C(Cl)C(Cl)=C1 YPZNHWILUFTWPR-UHFFFAOYSA-N 0.000 claims 1
QXRKYIYTEWOVCO-UHFFFAOYSA-N n-[2-(3-chlorophenyl)ethyl]-n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=C(Cl)C=CC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 QXRKYIYTEWOVCO-UHFFFAOYSA-N 0.000 claims 1
KXSAXLILVPCYHA-UHFFFAOYSA-N n-[2-(3-chlorophenyl)ethyl]-n'-[4-(dimethylamino)-4-phenylcyclohexyl]butanediamide Chemical compound C1CC(N(C)C)(C=2C=CC=CC=2)CCC1NC(=O)CCC(=O)NCCC1=CC=CC(Cl)=C1 KXSAXLILVPCYHA-UHFFFAOYSA-N 0.000 claims 1
BPXMBHRFROTJIV-UHFFFAOYSA-N n-[2-(3-chlorophenyl)ethyl]-n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]butanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)NCCC1=CC=CC(Cl)=C1 BPXMBHRFROTJIV-UHFFFAOYSA-N 0.000 claims 1
WNGMBWFBHPWENB-UHFFFAOYSA-N n-[2-(3-chlorophenyl)ethyl]-n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=C(Cl)C=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 WNGMBWFBHPWENB-UHFFFAOYSA-N 0.000 claims 1
ZKVQHXRCKNFUAB-UHFFFAOYSA-N n-[2-(4-bromophenyl)ethyl]-n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]butanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)NCCC1=CC=C(Br)C=C1 ZKVQHXRCKNFUAB-UHFFFAOYSA-N 0.000 claims 1
XFHOPGDZLYEBBH-UHFFFAOYSA-N n-[2-(4-chlorophenyl)ethyl]-n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=CC(Cl)=CC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 XFHOPGDZLYEBBH-UHFFFAOYSA-N 0.000 claims 1
RGVDJYGFXPUIFC-UHFFFAOYSA-N n-[2-(4-chlorophenyl)ethyl]-n'-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=CC(Cl)=CC=2)CCC1(N(C)C)CC1=CC=C(C)C=C1 RGVDJYGFXPUIFC-UHFFFAOYSA-N 0.000 claims 1
VQSWPPBVRXENTN-UHFFFAOYSA-N n-[2-(4-chlorophenyl)ethyl]-n'-[4-(dimethylamino)-4-phenylcyclohexyl]butanediamide Chemical compound C1CC(N(C)C)(C=2C=CC=CC=2)CCC1NC(=O)CCC(=O)NCCC1=CC=C(Cl)C=C1 VQSWPPBVRXENTN-UHFFFAOYSA-N 0.000 claims 1
JFUCKBOGAKIEOI-UHFFFAOYSA-N n-[2-(4-chlorophenyl)ethyl]-n'-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCC=2C=CC(Cl)=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 JFUCKBOGAKIEOI-UHFFFAOYSA-N 0.000 claims 1
YYUKHBKPJQBLCQ-UHFFFAOYSA-N n-[2-(4-chlorophenyl)propyl]-n'-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C=1C=C(Cl)C=CC=1C(C)CNC(=O)CCC(=O)NC(CC1)CCC1(N(C)C)CC1=CC=CC(C)=C1 YYUKHBKPJQBLCQ-UHFFFAOYSA-N 0.000 claims 1
MGZMUMCFSFOPHM-UHFFFAOYSA-N n-[2-[(2,6-dichlorophenyl)methylsulfanyl]ethyl]-n'-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NCCSCC=2C(=CC=CC=2Cl)Cl)CCC1(N(C)C)CC1=CC=C(C)C=C1 MGZMUMCFSFOPHM-UHFFFAOYSA-N 0.000 claims 1
NIMBYGLLYRLCRP-UHFFFAOYSA-N n-[2-[(2,6-dichlorophenyl)methylsulfanyl]ethyl]-n'-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]butanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)NCCSCC1=C(Cl)C=CC=C1Cl NIMBYGLLYRLCRP-UHFFFAOYSA-N 0.000 claims 1
GRKGHBZDNKJMQP-UHFFFAOYSA-N n-[4-(azepan-1-yl)-4-benzylcyclohexyl]-4-(2,3-dihydroindol-1-yl)-4-oxobutanamide Chemical compound C1CC2=CC=CC=C2N1C(=O)CCC(=O)NC(CC1)CCC1(N1CCCCCC1)CC1=CC=CC=C1 GRKGHBZDNKJMQP-UHFFFAOYSA-N 0.000 claims 1
MHOAWCGZEUPVOO-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-4-(4-methylpiperidin-1-yl)-4-oxobutanamide Chemical compound C1CC(C)CCN1C(=O)CCC(=O)NC1CCC(CC=2C=C(C)C=CC=2)(N(C)C)CC1 MHOAWCGZEUPVOO-UHFFFAOYSA-N 0.000 claims 1
DGTAIVCXILDHEO-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-4-(8-fluoro-1,3,4,5-tetrahydropyrido[4,3-b]indol-2-yl)-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CC=3C4=CC(F)=CC=C4NC=3CC2)CCC1(N(C)C)CC1=CC=CC(C)=C1 DGTAIVCXILDHEO-UHFFFAOYSA-N 0.000 claims 1
ZCYCAJHNNUEBGI-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-4-[4-(3-methoxyphenyl)piperazin-1-yl]-4-oxobutanamide Chemical compound COC1=CC=CC(N2CCN(CC2)C(=O)CCC(=O)NC2CCC(CC=3C=C(C)C=CC=3)(CC2)N(C)C)=C1 ZCYCAJHNNUEBGI-UHFFFAOYSA-N 0.000 claims 1
SEVSYNLBHWMXLH-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-4-[4-[(3-fluoro-4-methoxyphenyl)methyl]piperazin-1-yl]-4-oxobutanamide Chemical compound C1=C(F)C(OC)=CC=C1CN1CCN(C(=O)CCC(=O)NC2CCC(CC=3C=C(C)C=CC=3)(CC2)N(C)C)CC1 SEVSYNLBHWMXLH-UHFFFAOYSA-N 0.000 claims 1
CZQVZVSUGLAUCM-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-4-oxo-4-(4-phenyl-3,6-dihydro-2h-pyridin-1-yl)butanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CC=C(CC2)C=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 CZQVZVSUGLAUCM-UHFFFAOYSA-N 0.000 claims 1
NQWPQPRQWJEUPY-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n'-(1,2,3,4-tetrahydronaphthalen-1-yl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC2C3=CC=CC=C3CCC2)CCC1(N(C)C)CC1=CC=CC(C)=C1 NQWPQPRQWJEUPY-UHFFFAOYSA-N 0.000 claims 1
FYBLINSTOBKPHZ-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n'-(1-naphthalen-1-ylethyl)butanediamide Chemical compound C=1C=CC2=CC=CC=C2C=1C(C)NC(=O)CCC(=O)NC(CC1)CCC1(N(C)C)CC1=CC=CC(C)=C1 FYBLINSTOBKPHZ-UHFFFAOYSA-N 0.000 claims 1
IJIJCROPTXRFHS-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n'-(1-naphthalen-2-ylethyl)butanediamide Chemical compound C=1C=C2C=CC=CC2=CC=1C(C)NC(=O)CCC(=O)NC(CC1)CCC1(N(C)C)CC1=CC=CC(C)=C1 IJIJCROPTXRFHS-UHFFFAOYSA-N 0.000 claims 1
OWOWMDKBOKQLHE-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n'-(4-methoxyphenyl)butanediamide Chemical compound C1=CC(OC)=CC=C1NC(=O)CCC(=O)NC1CCC(CC=2C=C(C)C=CC=2)(N(C)C)CC1 OWOWMDKBOKQLHE-UHFFFAOYSA-N 0.000 claims 1
XYNJGFVWZRPTOB-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n'-(4-phenylbutan-2-yl)butanediamide Chemical compound C1CC(CC=2C=C(C)C=CC=2)(N(C)C)CCC1NC(=O)CCC(=O)NC(C)CCC1=CC=CC=C1 XYNJGFVWZRPTOB-UHFFFAOYSA-N 0.000 claims 1
MCGWJJNDFGNBOQ-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n'-[(2-fluorophenyl)methyl]-n'-(furan-2-ylmethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(CC=2OC=CC=2)CC=2C(=CC=CC=2)F)CCC1(N(C)C)CC1=CC=CC(C)=C1 MCGWJJNDFGNBOQ-UHFFFAOYSA-N 0.000 claims 1
SUYMQMIXCPOTRL-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n'-[1-(4-fluorophenyl)ethyl]butanediamide Chemical compound C=1C=C(F)C=CC=1C(C)NC(=O)CCC(=O)NC(CC1)CCC1(N(C)C)CC1=CC=CC(C)=C1 SUYMQMIXCPOTRL-UHFFFAOYSA-N 0.000 claims 1
UPMCMWPLLUDWJL-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]-n'-[2-(1h-indol-3-yl)ethyl]-n'-methylbutanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(C)CCC=2C3=CC=CC=C3NC=2)CCC1(N(C)C)CC1=CC=CC(C)=C1 UPMCMWPLLUDWJL-UHFFFAOYSA-N 0.000 claims 1
KGWQYPSJCIXTTN-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-4-[4-(2,3-dimethylphenyl)piperazin-1-yl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C=2C(=C(C)C=CC=2)C)CCC1(N(C)C)CC1=CC=C(C)C=C1 KGWQYPSJCIXTTN-UHFFFAOYSA-N 0.000 claims 1
RRELSIGJFHWMFA-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-4-[4-(2-methylphenyl)piperazin-1-yl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C=2C(=CC=CC=2)C)CCC1(N(C)C)CC1=CC=C(C)C=C1 RRELSIGJFHWMFA-UHFFFAOYSA-N 0.000 claims 1
KJHYQVFHFSAZRE-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-4-[4-(3-methylphenyl)piperazin-1-yl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C=2C=C(C)C=CC=2)CCC1(N(C)C)CC1=CC=C(C)C=C1 KJHYQVFHFSAZRE-UHFFFAOYSA-N 0.000 claims 1
RHSKBVHFPHRNAD-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-4-[4-(4-methoxyphenyl)piperazin-1-yl]-4-oxobutanamide Chemical compound C1=CC(OC)=CC=C1N1CCN(C(=O)CCC(=O)NC2CCC(CC=3C=CC(C)=CC=3)(CC2)N(C)C)CC1 RHSKBVHFPHRNAD-UHFFFAOYSA-N 0.000 claims 1
JRSZVJTWIGCBCR-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-4-[4-(5-methylpyrazine-2-carbonyl)piperazin-1-yl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C(=O)C=2N=CC(C)=NC=2)CCC1(N(C)C)CC1=CC=C(C)C=C1 JRSZVJTWIGCBCR-UHFFFAOYSA-N 0.000 claims 1
QNPANRMTHVWYPI-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-4-[4-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]piperazin-1-yl]-4-oxobutanamide Chemical compound C=1C=2OCOC=2C(OC)=CC=1CN(CC1)CCN1C(=O)CCC(=O)NC(CC1)CCC1(N(C)C)CC1=CC=C(C)C=C1 QNPANRMTHVWYPI-UHFFFAOYSA-N 0.000 claims 1
YSEHYFDTELTWMD-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-4-oxo-4-(4-phenyl-3,6-dihydro-2h-pyridin-1-yl)butanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CC=C(CC2)C=2C=CC=CC=2)CCC1(N(C)C)CC1=CC=C(C)C=C1 YSEHYFDTELTWMD-UHFFFAOYSA-N 0.000 claims 1
ZVPHTLLLBPIRAH-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-4-oxo-4-(4-pyridin-2-ylpiperazin-1-yl)butanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C=2N=CC=CC=2)CCC1(N(C)C)CC1=CC=C(C)C=C1 ZVPHTLLLBPIRAH-UHFFFAOYSA-N 0.000 claims 1
CZBGPAHFPVSIKQ-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-4-oxo-4-[4-[[(2,2,2-trifluoroacetyl)amino]methyl]piperidin-1-yl]butanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCC(CNC(=O)C(F)(F)F)CC2)CCC1(N(C)C)CC1=CC=C(C)C=C1 CZBGPAHFPVSIKQ-UHFFFAOYSA-N 0.000 claims 1
BPKRYZTUVGRRGG-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-n'-(1,2,3,4-tetrahydronaphthalen-1-yl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC2C3=CC=CC=C3CCC2)CCC1(N(C)C)CC1=CC=C(C)C=C1 BPKRYZTUVGRRGG-UHFFFAOYSA-N 0.000 claims 1
YPOVHGGVHUVTBF-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-n'-(3-methylbutan-2-yl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC(C)C(C)C)CCC1(N(C)C)CC1=CC=C(C)C=C1 YPOVHGGVHUVTBF-UHFFFAOYSA-N 0.000 claims 1
CTPPVBPHXJBWGX-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-n'-(4-phenylmethoxyphenyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC=2C=CC(OCC=3C=CC=CC=3)=CC=2)CCC1(N(C)C)CC1=CC=C(C)C=C1 CTPPVBPHXJBWGX-UHFFFAOYSA-N 0.000 claims 1
PWWPFFXFYWWKNC-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-n'-[2-(1h-indol-3-yl)ethyl]-n'-methylbutanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(C)CCC=2C3=CC=CC=C3NC=2)CCC1(N(C)C)CC1=CC=C(C)C=C1 PWWPFFXFYWWKNC-UHFFFAOYSA-N 0.000 claims 1
LATYAWSALCFQEK-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-n'-methyl-n'-(2-pyridin-2-ylethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(C)CCC=2N=CC=CC=2)CCC1(N(C)C)CC1=CC=C(C)C=C1 LATYAWSALCFQEK-UHFFFAOYSA-N 0.000 claims 1
XYJJPLNPZYLVOY-UHFFFAOYSA-N n-[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]-n'-methyl-n'-[2-[(2,2,2-trifluoroacetyl)amino]ethyl]butanediamide Chemical compound C=1C=C(C)C=CC=1CC1(N(C)C)CCC(NC(=O)CCC(=O)N(C)CCNC(=O)C(F)(F)F)CC1 XYJJPLNPZYLVOY-UHFFFAOYSA-N 0.000 claims 1
XLQNYWWRWDBQIB-UHFFFAOYSA-N n-[4-(dimethylamino)-4-phenylcyclohexyl]-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]piperidin-1-yl]-4-oxobutanamide Chemical compound C1CC(N(C)C)(C=2C=CC=CC=2)CCC1NC(=O)CCC(=O)N(CC1)CCC1(O)C1=CC=CC(C(F)(F)F)=C1 XLQNYWWRWDBQIB-UHFFFAOYSA-N 0.000 claims 1
PBLGUXFNSUZNQD-UHFFFAOYSA-N n-[4-(dimethylamino)-4-phenylcyclohexyl]-n'-[2-(1h-indol-3-yl)ethyl]-n'-methylbutanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(C)CCC=2C3=CC=CC=C3NC=2)CCC1(N(C)C)C1=CC=CC=C1 PBLGUXFNSUZNQD-UHFFFAOYSA-N 0.000 claims 1
SWBTZALKAUHCJE-UHFFFAOYSA-N n-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]piperidin-1-yl]-4-oxobutanamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)N(CC1)CCC1(O)C1=CC=CC(C(F)(F)F)=C1 SWBTZALKAUHCJE-UHFFFAOYSA-N 0.000 claims 1
QEYOBKOCZIIXTJ-UHFFFAOYSA-N n-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-4-oxo-4-[4-[5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl]butanamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)N(CC1)CCN1C1=CC=C(C(F)(F)F)C=N1 QEYOBKOCZIIXTJ-UHFFFAOYSA-N 0.000 claims 1
KFFICUUZFLVAFB-UHFFFAOYSA-N n-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-5-[4-[(2-methoxynaphthalen-1-yl)methyl]piperazin-1-yl]-5-oxopentanamide Chemical compound COC1=CC=C2C=CC=CC2=C1CN(CC1)CCN1C(=O)CCCC(=O)NC(CC1)CCC1(N(C)C)C1=CC=CS1 KFFICUUZFLVAFB-UHFFFAOYSA-N 0.000 claims 1
OOTSNPHFURUMBY-UHFFFAOYSA-N n-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n'-(4-phenoxyphenyl)butanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)NC(C=C1)=CC=C1OC1=CC=CC=C1 OOTSNPHFURUMBY-UHFFFAOYSA-N 0.000 claims 1
ZALJFRYCPUSAMQ-UHFFFAOYSA-N n-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n'-(4-phenylbutan-2-yl)butanediamide Chemical compound C1CC(C=2SC=CC=2)(N(C)C)CCC1NC(=O)CCC(=O)NC(C)CCC1=CC=CC=C1 ZALJFRYCPUSAMQ-UHFFFAOYSA-N 0.000 claims 1
UMLUFUOUFZXQEZ-UHFFFAOYSA-N n-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n'-[(2-ethoxyphenyl)methyl]-n'-(furan-2-ylmethyl)butanediamide Chemical compound CCOC1=CC=CC=C1CN(C(=O)CCC(=O)NC1CCC(CC1)(N(C)C)C=1SC=CC=1)CC1=CC=CO1 UMLUFUOUFZXQEZ-UHFFFAOYSA-N 0.000 claims 1
VMGIUTXLKOWTFX-UHFFFAOYSA-N n-[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]-n'-methyl-n'-[1-[(4-phenylphenyl)methyl]pyrrolidin-3-yl]butanediamide Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCC(=O)N(C)C(C1)CCN1CC(C=C1)=CC=C1C1=CC=CC=C1 VMGIUTXLKOWTFX-UHFFFAOYSA-N 0.000 claims 1
GFVASFORBFLJFI-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-(3,5-dimethylpiperidin-1-yl)-4-oxobutanamide Chemical compound C1C(C)CC(C)CN1C(=O)CCC(=O)NC1CCC(CC=2C=C(Cl)C=CC=2)(N(C)C)CC1 GFVASFORBFLJFI-UHFFFAOYSA-N 0.000 claims 1
AIYBZINDJZZCMF-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-(3,6-dihydro-2h-pyridin-1-yl)-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CC=CCC2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 AIYBZINDJZZCMF-UHFFFAOYSA-N 0.000 claims 1
NKLIALXVBULHNW-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-(4-methylpiperidin-1-yl)-4-oxobutanamide Chemical compound C1CC(C)CCN1C(=O)CCC(=O)NC1CCC(CC=2C=C(Cl)C=CC=2)(N(C)C)CC1 NKLIALXVBULHNW-UHFFFAOYSA-N 0.000 claims 1
GVYRHRURIQNBLK-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-(8-fluoro-1,3,4,5-tetrahydropyrido[4,3-b]indol-2-yl)-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CC=3C4=CC(F)=CC=C4NC=3CC2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 GVYRHRURIQNBLK-UHFFFAOYSA-N 0.000 claims 1
FQEBNIZKPMAOKE-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-[4-(2-fluorophenyl)piperazin-1-yl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C=2C(=CC=CC=2)F)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 FQEBNIZKPMAOKE-UHFFFAOYSA-N 0.000 claims 1
TWXJKBXXSCTPJA-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-[4-(5-methylpyrazine-2-carbonyl)piperazin-1-yl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C(=O)C=2N=CC(C)=NC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 TWXJKBXXSCTPJA-UHFFFAOYSA-N 0.000 claims 1
OUWKCWRKOKBYGR-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-oxo-4-(4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-8-yl)butanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCC3(CC2)C(NCN3C=2C=CC=CC=2)=O)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 OUWKCWRKOKBYGR-UHFFFAOYSA-N 0.000 claims 1
IZRDYCBZFRSLAB-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-oxo-4-thiomorpholin-4-ylbutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCSCC2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 IZRDYCBZFRSLAB-UHFFFAOYSA-N 0.000 claims 1
RDQLKSINALNSLM-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-(1,2,3,4-tetrahydronaphthalen-1-yl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC2C3=CC=CC=C3CCC2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 RDQLKSINALNSLM-UHFFFAOYSA-N 0.000 claims 1
RVJFAZQSGYRETF-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-(1-methoxy-3-phenylpropan-2-yl)butanediamide Chemical compound C1CC(CC=2C=C(Cl)C=CC=2)(N(C)C)CCC1NC(=O)CCC(=O)NC(COC)CC1=CC=CC=C1 RVJFAZQSGYRETF-UHFFFAOYSA-N 0.000 claims 1
YEJVEANATOIFGL-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-(1-naphthalen-1-ylethyl)butanediamide Chemical compound C=1C=CC2=CC=CC=C2C=1C(C)NC(=O)CCC(=O)NC(CC1)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 YEJVEANATOIFGL-UHFFFAOYSA-N 0.000 claims 1
JPJNUCONERTLJL-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-(1-phenylpropyl)butanediamide Chemical compound C=1C=CC=CC=1C(CC)NC(=O)CCC(=O)NC(CC1)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 JPJNUCONERTLJL-UHFFFAOYSA-N 0.000 claims 1
PVESYIFONQLEOI-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-(2,3-dihydro-1h-inden-1-yl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC2C3=CC=CC=C3CC2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 PVESYIFONQLEOI-UHFFFAOYSA-N 0.000 claims 1
VBPTVJHIFWUNDP-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-(2,3-dihydro-1h-inden-2-yl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC2CC3=CC=CC=C3C2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 VBPTVJHIFWUNDP-UHFFFAOYSA-N 0.000 claims 1
OEBJAHCGKOEWOH-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-(2-oxooxolan-3-yl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC2C(OCC2)=O)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 OEBJAHCGKOEWOH-UHFFFAOYSA-N 0.000 claims 1
FUWWKBSULKYINE-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-(4-phenylbutan-2-yl)butanediamide Chemical compound C1CC(CC=2C=C(Cl)C=CC=2)(N(C)C)CCC1NC(=O)CCC(=O)NC(C)CCC1=CC=CC=C1 FUWWKBSULKYINE-UHFFFAOYSA-N 0.000 claims 1
NTDWNTPUXBDSEC-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-[(2,5-dimethoxyphenyl)methyl]-n'-(furan-2-ylmethyl)butanediamide Chemical compound COC1=CC=C(OC)C(CN(CC=2OC=CC=2)C(=O)CCC(=O)NC2CCC(CC=3C=C(Cl)C=CC=3)(CC2)N(C)C)=C1 NTDWNTPUXBDSEC-UHFFFAOYSA-N 0.000 claims 1
ZCYZOXNLESJEKE-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-[(2-fluorophenyl)methyl]-n'-(furan-2-ylmethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(CC=2OC=CC=2)CC=2C(=CC=CC=2)F)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 ZCYZOXNLESJEKE-UHFFFAOYSA-N 0.000 claims 1
XWXGPCOCFDASAE-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-[1-(3-methoxyphenyl)ethyl]butanediamide Chemical compound COC1=CC=CC(C(C)NC(=O)CCC(=O)NC2CCC(CC=3C=C(Cl)C=CC=3)(CC2)N(C)C)=C1 XWXGPCOCFDASAE-UHFFFAOYSA-N 0.000 claims 1
CAMRHRXPPRWXTL-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-[1-(4-fluorophenyl)ethyl]butanediamide Chemical compound C=1C=C(F)C=CC=1C(C)NC(=O)CCC(=O)NC(CC1)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 CAMRHRXPPRWXTL-UHFFFAOYSA-N 0.000 claims 1
JXPDWYNLKGUGQB-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-[1-(4-methylphenyl)ethyl]butanediamide Chemical compound C=1C=C(C)C=CC=1C(C)NC(=O)CCC(=O)NC(CC1)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 JXPDWYNLKGUGQB-UHFFFAOYSA-N 0.000 claims 1
PKXNEDJYEQWIEV-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-[2-(1h-indol-3-yl)ethyl]-n'-methylbutanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(C)CCC=2C3=CC=CC=C3NC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 PKXNEDJYEQWIEV-UHFFFAOYSA-N 0.000 claims 1
VVMMRPRARYYLKO-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-[4-(diethoxyphosphorylmethyl)phenyl]butanediamide Chemical compound C1=CC(CP(=O)(OCC)OCC)=CC=C1NC(=O)CCC(=O)NC1CCC(CC=2C=C(Cl)C=CC=2)(N(C)C)CC1 VVMMRPRARYYLKO-UHFFFAOYSA-N 0.000 claims 1
YHMVEYYCWOYTTA-UHFFFAOYSA-N n-[4-[(3-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-methyl-n'-(pyridin-3-ylmethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(C)CC=2C=NC=CC=2)CCC1(N(C)C)CC1=CC=CC(Cl)=C1 YHMVEYYCWOYTTA-UHFFFAOYSA-N 0.000 claims 1
KMXNOIWMUFWEKK-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCC3(CC2)OCCO3)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 KMXNOIWMUFWEKK-UHFFFAOYSA-N 0.000 claims 1
QZIKZCAXQJDKEL-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-(2,6-dimethylmorpholin-4-yl)-4-oxobutanamide Chemical compound C1C(C)OC(C)CN1C(=O)CCC(=O)NC1CCC(CC=2C=CC(Cl)=CC=2)(N(C)C)CC1 QZIKZCAXQJDKEL-UHFFFAOYSA-N 0.000 claims 1
BHHVOKFCQNZHNW-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-(3,6-dihydro-2h-pyridin-1-yl)-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CC=CCC2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 BHHVOKFCQNZHNW-UHFFFAOYSA-N 0.000 claims 1
BZCLAQJDTMLVRM-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-(4-methylpiperidin-1-yl)-4-oxobutanamide Chemical compound C1CC(C)CCN1C(=O)CCC(=O)NC1CCC(CC=2C=CC(Cl)=CC=2)(N(C)C)CC1 BZCLAQJDTMLVRM-UHFFFAOYSA-N 0.000 claims 1
SWHUMZRAYIYPJI-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-[4-(2-methoxyphenyl)piperazin-1-yl]-4-oxobutanamide Chemical compound COC1=CC=CC=C1N1CCN(C(=O)CCC(=O)NC2CCC(CC=3C=CC(Cl)=CC=3)(CC2)N(C)C)CC1 SWHUMZRAYIYPJI-UHFFFAOYSA-N 0.000 claims 1
LAYAVMLBPGUJPH-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-[4-(4-ethoxyphenyl)piperazin-1-yl]-4-oxobutanamide Chemical compound C1=CC(OCC)=CC=C1N1CCN(C(=O)CCC(=O)NC2CCC(CC=3C=CC(Cl)=CC=3)(CC2)N(C)C)CC1 LAYAVMLBPGUJPH-UHFFFAOYSA-N 0.000 claims 1
NSJFENCWLUBWNQ-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-[4-(4-fluorophenyl)-3,6-dihydro-2h-pyridin-1-yl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CC=C(CC2)C=2C=CC(F)=CC=2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 NSJFENCWLUBWNQ-UHFFFAOYSA-N 0.000 claims 1
RIBVFMJPHLXANH-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-[4-(5-methylpyrazine-2-carbonyl)piperazin-1-yl]-4-oxobutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C(=O)C=2N=CC(C)=NC=2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 RIBVFMJPHLXANH-UHFFFAOYSA-N 0.000 claims 1
WEPMQIVSSZPEJA-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-4-oxo-4-thiomorpholin-4-ylbutanamide Chemical compound C1CC(NC(=O)CCC(=O)N2CCSCC2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 WEPMQIVSSZPEJA-UHFFFAOYSA-N 0.000 claims 1
LVCJMEUOXSKIJC-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-(1-phenylpropyl)butanediamide Chemical compound C=1C=CC=CC=1C(CC)NC(=O)CCC(=O)NC(CC1)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 LVCJMEUOXSKIJC-UHFFFAOYSA-N 0.000 claims 1
MRDUOQCCZRBHFF-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-(2,3-dihydro-1h-inden-1-yl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC2C3=CC=CC=C3CC2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 MRDUOQCCZRBHFF-UHFFFAOYSA-N 0.000 claims 1
DRMYWQUCOBMBJM-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-(2,3-dihydro-1h-inden-5-yl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC=2C=C3CCCC3=CC=2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 DRMYWQUCOBMBJM-UHFFFAOYSA-N 0.000 claims 1
HPGMFQMFFYDEEC-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-(4-methoxyphenyl)butanediamide Chemical compound C1=CC(OC)=CC=C1NC(=O)CCC(=O)NC1CCC(CC=2C=CC(Cl)=CC=2)(N(C)C)CC1 HPGMFQMFFYDEEC-UHFFFAOYSA-N 0.000 claims 1
JMNCHLKFSDCOAF-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-(4-phenylbutan-2-yl)butanediamide Chemical compound C1CC(CC=2C=CC(Cl)=CC=2)(N(C)C)CCC1NC(=O)CCC(=O)NC(C)CCC1=CC=CC=C1 JMNCHLKFSDCOAF-UHFFFAOYSA-N 0.000 claims 1
ZIIMCCHFROAFID-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-[1-[[4-(trifluoromethyl)phenyl]methyl]pyrrolidin-3-yl]butanediamide Chemical compound C1CC(NC(=O)CCC(=O)NC2CN(CC=3C=CC(=CC=3)C(F)(F)F)CC2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 ZIIMCCHFROAFID-UHFFFAOYSA-N 0.000 claims 1
YKVKSJDALVSZJP-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-[2-(1h-indol-3-yl)ethyl]-n'-methylbutanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(C)CCC=2C3=CC=CC=C3NC=2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 YKVKSJDALVSZJP-UHFFFAOYSA-N 0.000 claims 1
SJVCIXDDAPNGGN-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-[4-(diethoxyphosphorylmethyl)phenyl]butanediamide Chemical compound C1=CC(CP(=O)(OCC)OCC)=CC=C1NC(=O)CCC(=O)NC1CCC(CC=2C=CC(Cl)=CC=2)(N(C)C)CC1 SJVCIXDDAPNGGN-UHFFFAOYSA-N 0.000 claims 1
SHZALPNNHYNDJK-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-ethyl-n'-(pyridin-4-ylmethyl)butanediamide Chemical compound C1CC(CC=2C=CC(Cl)=CC=2)(N(C)C)CCC1NC(=O)CCC(=O)N(CC)CC1=CC=NC=C1 SHZALPNNHYNDJK-UHFFFAOYSA-N 0.000 claims 1
PADCLMHQSZKQMU-UHFFFAOYSA-N n-[4-[(4-chlorophenyl)methyl]-4-(dimethylamino)cyclohexyl]-n'-methyl-n'-(pyridin-3-ylmethyl)butanediamide Chemical compound C1CC(NC(=O)CCC(=O)N(C)CC=2C=NC=CC=2)CCC1(N(C)C)CC1=CC=C(Cl)C=C1 PADCLMHQSZKQMU-UHFFFAOYSA-N 0.000 claims 1
DVMVJMYHWZZDJL-UHFFFAOYSA-N n-[4-benzyl-4-(dimethylamino)cyclohexyl]-5-(4-cycloheptylpiperazin-1-yl)-5-oxopentanamide Chemical compound C1CC(NC(=O)CCCC(=O)N2CCN(CC2)C2CCCCCC2)CCC1(N(C)C)CC1=CC=CC=C1 DVMVJMYHWZZDJL-UHFFFAOYSA-N 0.000 claims 1
FRCBEMBXZBDARH-UHFFFAOYSA-N n-[4-benzyl-4-(dimethylamino)cyclohexyl]-5-[4-(2,3-dimethylphenyl)piperazin-1-yl]-5-oxopentanamide Chemical compound C1CC(NC(=O)CCCC(=O)N2CCN(CC2)C=2C(=C(C)C=CC=2)C)CCC1(N(C)C)CC1=CC=CC=C1 FRCBEMBXZBDARH-UHFFFAOYSA-N 0.000 claims 1
NVJKHQKGKRMLCB-UHFFFAOYSA-N n-[4-benzyl-4-(dimethylamino)cyclohexyl]-5-[4-(2,4-dimethoxyphenyl)piperazin-1-yl]-5-oxopentanamide Chemical compound COC1=CC(OC)=CC=C1N1CCN(C(=O)CCCC(=O)NC2CCC(CC=3C=CC=CC=3)(CC2)N(C)C)CC1 NVJKHQKGKRMLCB-UHFFFAOYSA-N 0.000 claims 1
BPWFLSBZBLDTCQ-UHFFFAOYSA-N n-[4-benzyl-4-(dimethylamino)cyclohexyl]-5-[4-(2-methylphenyl)piperazin-1-yl]-5-oxopentanamide Chemical compound C1CC(NC(=O)CCCC(=O)N2CCN(CC2)C=2C(=CC=CC=2)C)CCC1(N(C)C)CC1=CC=CC=C1 BPWFLSBZBLDTCQ-UHFFFAOYSA-N 0.000 claims 1
TYXOWVRVBXFUCA-UHFFFAOYSA-N n-[4-benzyl-4-(dimethylamino)cyclohexyl]-5-[4-(3-methoxyphenyl)piperazin-1-yl]-5-oxopentanamide Chemical compound COC1=CC=CC(N2CCN(CC2)C(=O)CCCC(=O)NC2CCC(CC=3C=CC=CC=3)(CC2)N(C)C)=C1 TYXOWVRVBXFUCA-UHFFFAOYSA-N 0.000 claims 1
GCNJMULLRYRZBM-UHFFFAOYSA-N n-[4-benzyl-4-(dimethylamino)cyclohexyl]-5-[4-(5-methylpyrazine-2-carbonyl)piperazin-1-yl]-5-oxopentanamide Chemical compound C1CC(NC(=O)CCCC(=O)N2CCN(CC2)C(=O)C=2N=CC(C)=NC=2)CCC1(N(C)C)CC1=CC=CC=C1 GCNJMULLRYRZBM-UHFFFAOYSA-N 0.000 claims 1
BTFLPUCOLGHHOK-UHFFFAOYSA-N n-[4-benzyl-4-(dimethylamino)cyclohexyl]-5-[4-[(2,5-dimethoxyphenyl)methyl]piperazin-1-yl]-5-oxopentanamide Chemical compound COC1=CC=C(OC)C(CN2CCN(CC2)C(=O)CCCC(=O)NC2CCC(CC=3C=CC=CC=3)(CC2)N(C)C)=C1 BTFLPUCOLGHHOK-UHFFFAOYSA-N 0.000 claims 1
AZIBBGHGYHTXPP-UHFFFAOYSA-N n-[4-benzyl-4-(dimethylamino)cyclohexyl]-5-[4-[(2,6-dichlorophenyl)methyl]piperazin-1-yl]-5-oxopentanamide Chemical compound C1CC(NC(=O)CCCC(=O)N2CCN(CC=3C(=CC=CC=3Cl)Cl)CC2)CCC1(N(C)C)CC1=CC=CC=C1 AZIBBGHGYHTXPP-UHFFFAOYSA-N 0.000 claims 1
ONLVHWGOTWPCOG-UHFFFAOYSA-N n-[4-benzyl-4-(dimethylamino)cyclohexyl]-5-[4-[(2-fluoro-5-methoxyphenyl)methyl]piperazin-1-yl]-5-oxopentanamide Chemical compound COC1=CC=C(F)C(CN2CCN(CC2)C(=O)CCCC(=O)NC2CCC(CC=3C=CC=CC=3)(CC2)N(C)C)=C1 ONLVHWGOTWPCOG-UHFFFAOYSA-N 0.000 claims 1
208000004296 neuralgia Diseases 0.000 claims 1
208000021722 neuropathic pain Diseases 0.000 claims 1
125000004433 nitrogen atom Chemical group N* 0.000 claims 1
229910052760 oxygen Inorganic materials 0.000 claims 1
125000004430 oxygen atom Chemical group O* 0.000 claims 1
125000004193 piperazinyl group Chemical group 0.000 claims 1
125000003367 polycyclic group Chemical group 0.000 claims 1
150000003141 primary amines Chemical class 0.000 claims 1
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125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
125000000168 pyrrolyl group Chemical group 0.000 claims 1
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150000003413 spiro compounds Chemical class 0.000 claims 1
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LMZSINSGJYHFCD-UHFFFAOYSA-N tert-butyl 2-[[4-[[4-(dimethylamino)-4-[(3-methylphenyl)methyl]cyclohexyl]amino]-4-oxobutanoyl]amino]-3-methylpentanoate Chemical compound C1CC(NC(=O)CCC(=O)NC(C(C)CC)C(=O)OC(C)(C)C)CCC1(N(C)C)CC1=CC=CC(C)=C1 LMZSINSGJYHFCD-UHFFFAOYSA-N 0.000 claims 1
AJASHZFBNOGVEO-UHFFFAOYSA-N tert-butyl 2-[[4-[[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]amino]-4-oxobutanoyl]amino]propanoate Chemical compound C1CC(NC(=O)CCC(=O)NC(C)C(=O)OC(C)(C)C)CCC1(N(C)C)CC1=CC=C(C)C=C1 AJASHZFBNOGVEO-UHFFFAOYSA-N 0.000 claims 1
YRDXKOUAWVEYIB-UHFFFAOYSA-N tert-butyl 2-[[5-[[4-benzyl-4-(dimethylamino)cyclohexyl]amino]-5-oxopentanoyl]-methylamino]acetate Chemical compound C=1C=CC=CC=1CC1(N(C)C)CCC(NC(=O)CCCC(=O)N(C)CC(=O)OC(C)(C)C)CC1 YRDXKOUAWVEYIB-UHFFFAOYSA-N 0.000 claims 1
ZUSLPGWCYXGVRP-UHFFFAOYSA-N tert-butyl 4-[4-[[4-(dimethylamino)-4-[(4-methylphenyl)methyl]cyclohexyl]amino]-4-oxobutanoyl]piperazine-1-carboxylate Chemical compound C1CC(NC(=O)CCC(=O)N2CCN(CC2)C(=O)OC(C)(C)C)CCC1(N(C)C)CC1=CC=C(C)C=C1 ZUSLPGWCYXGVRP-UHFFFAOYSA-N 0.000 claims 1
VSQYEIFLBCOSGC-UHFFFAOYSA-N tert-butyl n-[4-[[5-[[4-(dimethylamino)-4-thiophen-2-ylcyclohexyl]amino]-5-oxopentanoyl]amino]phenyl]carbamate Chemical compound C1CC(N(C)C)(C=2SC=CC=2)CCC1NC(=O)CCCC(=O)NC1=CC=C(NC(=O)OC(C)(C)C)C=C1 VSQYEIFLBCOSGC-UHFFFAOYSA-N 0.000 claims 1
125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
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208000028698 Cognitive impairment Diseases 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
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JP2007512033A 2004-05-10 2005-05-06 置換されたシクロヘキシル−１，４−ジアミンの酸誘導体 Expired - Fee Related JP5037337B2 (ja)