JP2006502095A5 - - Google Patents
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- JP2006502095A5 JP2006502095A5 JP2003580294A JP2003580294A JP2006502095A5 JP 2006502095 A5 JP2006502095 A5 JP 2006502095A5 JP 2003580294 A JP2003580294 A JP 2003580294A JP 2003580294 A JP2003580294 A JP 2003580294A JP 2006502095 A5 JP2006502095 A5 JP 2006502095A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- substituted
- independently
- alkoxy
- indan
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- -1 9H-fluorenyl Chemical group 0.000 claims 159
- 125000000217 alkyl group Chemical group 0.000 claims 133
- 125000001424 substituent group Chemical group 0.000 claims 120
- 229910052736 halogen Inorganic materials 0.000 claims 118
- 150000002367 halogens Chemical class 0.000 claims 117
- 125000001188 haloalkyl group Chemical group 0.000 claims 103
- 150000001875 compounds Chemical class 0.000 claims 98
- 150000003839 salts Chemical class 0.000 claims 89
- 125000004438 haloalkoxy group Chemical group 0.000 claims 87
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 85
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 76
- 125000006413 ring segment Chemical group 0.000 claims 53
- 125000003545 alkoxy group Chemical group 0.000 claims 47
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 43
- 229910052760 oxygen Inorganic materials 0.000 claims 36
- 229910052717 sulfur Inorganic materials 0.000 claims 36
- 125000001544 thienyl group Chemical group 0.000 claims 34
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 30
- 125000000753 cycloalkyl group Chemical group 0.000 claims 30
- 125000004093 cyano group Chemical group *C#N 0.000 claims 29
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 27
- 229910052799 carbon Inorganic materials 0.000 claims 27
- 125000004414 alkyl thio group Chemical group 0.000 claims 26
- 229920006395 saturated elastomer Polymers 0.000 claims 25
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 24
- 102000005590 Anaphylatoxin C5a Receptor Human genes 0.000 claims 22
- 108010059426 Anaphylatoxin C5a Receptor Proteins 0.000 claims 22
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 21
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 19
- 229960005235 piperonyl butoxide Drugs 0.000 claims 14
- 125000004591 piperonyl group Chemical group C(C1=CC=2OCOC2C=C1)* 0.000 claims 14
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims 13
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims 13
- 125000003118 aryl group Chemical group 0.000 claims 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 13
- 229910052739 hydrogen Inorganic materials 0.000 claims 11
- 239000001257 hydrogen Substances 0.000 claims 11
- 125000004130 indan-2-yl group Chemical group [H]C1=C([H])C([H])=C2C(=C1[H])C([H])([H])C([H])(*)C2([H])[H] 0.000 claims 11
- 125000001462 1-pyrrolyl group Chemical group [*]N1C([H])=C([H])C([H])=C1[H] 0.000 claims 10
- 125000003282 alkyl amino group Chemical group 0.000 claims 10
- 125000001153 fluoro group Chemical group F* 0.000 claims 10
- 125000001072 heteroaryl group Chemical group 0.000 claims 10
- 125000004076 pyridyl group Chemical group 0.000 claims 10
- 125000002927 2-methoxybenzyl group Chemical group [H]C1=C([H])C([H])=C(C(OC([H])([H])[H])=C1[H])C([H])([H])* 0.000 claims 9
- 150000002431 hydrogen Chemical class 0.000 claims 9
- 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 claims 8
- 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 8
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 8
- 125000001309 chloro group Chemical group Cl* 0.000 claims 8
- 125000002757 morpholinyl group Chemical group 0.000 claims 8
- 125000004193 piperazinyl group Chemical group 0.000 claims 8
- 125000003386 piperidinyl group Chemical group 0.000 claims 8
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 8
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 7
- 125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims 7
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 7
- 125000005842 heteroatom Chemical group 0.000 claims 7
- 238000000338 in vitro Methods 0.000 claims 7
- 125000004043 oxo group Chemical group O=* 0.000 claims 7
- 239000008194 pharmaceutical composition Substances 0.000 claims 7
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 7
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 6
- 125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 claims 6
- 238000000034 method Methods 0.000 claims 6
- 125000003373 pyrazinyl group Chemical group 0.000 claims 6
- 125000003226 pyrazolyl group Chemical group 0.000 claims 6
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims 6
- 125000006677 (C1-C3) haloalkoxy group Chemical group 0.000 claims 5
- 125000006507 2,4-difluorobenzyl group Chemical group [H]C1=C(F)C([H])=C(F)C(=C1[H])C([H])([H])* 0.000 claims 5
- 238000003556 assay Methods 0.000 claims 5
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 5
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 5
- 230000035605 chemotaxis Effects 0.000 claims 5
- 125000001041 indolyl group Chemical group 0.000 claims 5
- 230000002401 inhibitory effect Effects 0.000 claims 5
- 125000001624 naphthyl group Chemical group 0.000 claims 5
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 claims 5
- 230000027425 release of sequestered calcium ion into cytosol Effects 0.000 claims 5
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims 4
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims 4
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 4
- 125000006497 3-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C(OC([H])([H])[H])=C1[H])C([H])([H])* 0.000 claims 4
- 206010063837 Reperfusion injury Diseases 0.000 claims 4
- 125000004429 atom Chemical group 0.000 claims 4
- 210000004027 cell Anatomy 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- 125000000579 2,2-diphenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(C1=C([H])C([H])=C([H])C([H])=C1[H])C([H])([H])* 0.000 claims 3
- 125000006179 2-methyl benzyl group Chemical group [H]C1=C([H])C(=C(C([H])=C1[H])C([H])([H])*)C([H])([H])[H] 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 3
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- 125000000335 thiazolyl group Chemical group 0.000 claims 3
- 125000002861 (C1-C4) alkanoyl group Chemical group 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 2
- 125000006186 3,5-dimethyl benzyl group Chemical group [H]C1=C(C([H])=C(C([H])=C1C([H])([H])[H])C([H])([H])*)C([H])([H])[H] 0.000 claims 2
- 201000001320 Atherosclerosis Diseases 0.000 claims 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 2
- 208000024172 Cardiovascular disease Diseases 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 241001465754 Metazoa Species 0.000 claims 2
- 201000004681 Psoriasis Diseases 0.000 claims 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- 208000006011 Stroke Diseases 0.000 claims 2
- 208000006673 asthma Diseases 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 125000006498 halo alkoxy benzyl group Chemical group 0.000 claims 2
- 125000006485 halo alkoxy phenyl group Chemical group 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 208000030603 inherited susceptibility to asthma Diseases 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 208000010125 myocardial infarction Diseases 0.000 claims 2
- 208000031225 myocardial ischemia Diseases 0.000 claims 2
- XIMAHGDXRNAODX-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-2-methoxy-n-[(3-methoxyphenyl)methyl]naphthalene-1-carboxamide Chemical compound COC1=CC=CC(CN(C2CC3=CC=CC=C3C2)C(=O)C=2C3=CC=CC=C3C=CC=2OC)=C1 XIMAHGDXRNAODX-UHFFFAOYSA-N 0.000 claims 2
- VHMGLNZWVLWCLE-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-2-methyl-6-phenylbenzamide Chemical compound C=1C=CC=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C=1C(C)=CC=CC=1C1=CC=CC=C1 VHMGLNZWVLWCLE-UHFFFAOYSA-N 0.000 claims 2
- 125000002971 oxazolyl group Chemical group 0.000 claims 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims 2
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 2
- 230000019491 signal transduction Effects 0.000 claims 2
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 claims 2
- 125000006728 (C1-C6) alkynyl group Chemical group 0.000 claims 1
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical group [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims 1
- YPODEHLMDRNVCM-UHFFFAOYSA-N 2-(3-acetamidophenyl)-n,n-dibenzylbenzamide Chemical compound CC(=O)NC1=CC=CC(C=2C(=CC=CC=2)C(=O)N(CC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 YPODEHLMDRNVCM-UHFFFAOYSA-N 0.000 claims 1
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 1
- 125000003890 2-phenylbutyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000006180 3-methyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C(=C1[H])C([H])([H])[H])C([H])([H])* 0.000 claims 1
- JEDICTNUQVTWDG-UHFFFAOYSA-N 4-[[2,3-dihydro-1h-inden-2-yl-(2-methoxynaphthalene-1-carbonyl)amino]methyl]benzoic acid Chemical compound COC1=CC=C2C=CC=CC2=C1C(=O)N(C1CC2=CC=CC=C2C1)CC1=CC=C(C(O)=O)C=C1 JEDICTNUQVTWDG-UHFFFAOYSA-N 0.000 claims 1
- 125000004176 4-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1F)C([H])([H])* 0.000 claims 1
- PRPUVGVCKNGUNT-UHFFFAOYSA-N 5-chloro-n-(2,3-dihydro-1h-inden-2-yl)-2-phenyl-n-(2-phenylethyl)benzamide Chemical compound C=1C=CC=CC=1CCN(C1CC2=CC=CC=C2C1)C(=O)C1=CC(Cl)=CC=C1C1=CC=CC=C1 PRPUVGVCKNGUNT-UHFFFAOYSA-N 0.000 claims 1
- PSRLIZKHLVPQHZ-UHFFFAOYSA-N 5-chloro-n-(2,3-dihydro-1h-inden-2-yl)-n-[(2-fluorophenyl)methyl]-2-phenylbenzamide Chemical compound FC1=CC=CC=C1CN(C(=O)C=1C(=CC=C(Cl)C=1)C=1C=CC=CC=1)C1CC2=CC=CC=C2C1 PSRLIZKHLVPQHZ-UHFFFAOYSA-N 0.000 claims 1
- ZWBGCLAPSOZQMP-UHFFFAOYSA-N 5-chloro-n-(2,3-dihydro-1h-inden-2-yl)-n-[(3-fluorophenyl)methyl]-2-phenylbenzamide Chemical compound FC1=CC=CC(CN(C2CC3=CC=CC=C3C2)C(=O)C=2C(=CC=C(Cl)C=2)C=2C=CC=CC=2)=C1 ZWBGCLAPSOZQMP-UHFFFAOYSA-N 0.000 claims 1
- ZWYVWARMRBYNKM-UHFFFAOYSA-N 5-chloro-n-(2,3-dihydro-1h-inden-2-yl)-n-[(3-methoxyphenyl)methyl]-2-phenylbenzamide Chemical compound COC1=CC=CC(CN(C2CC3=CC=CC=C3C2)C(=O)C=2C(=CC=C(Cl)C=2)C=2C=CC=CC=2)=C1 ZWYVWARMRBYNKM-UHFFFAOYSA-N 0.000 claims 1
- AIYHJGBNBBYDKW-UHFFFAOYSA-N 5-chloro-n-(2,3-dihydro-1h-inden-2-yl)-n-[(3-methylphenyl)methyl]-2-phenylbenzamide Chemical compound CC1=CC=CC(CN(C2CC3=CC=CC=C3C2)C(=O)C=2C(=CC=C(Cl)C=2)C=2C=CC=CC=2)=C1 AIYHJGBNBBYDKW-UHFFFAOYSA-N 0.000 claims 1
- OYACMTSRYCBMCY-UHFFFAOYSA-N 5-chloro-n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-fluorophenyl)methyl]-2-phenylbenzamide Chemical compound C1=CC(F)=CC=C1CN(C(=O)C=1C(=CC=C(Cl)C=1)C=1C=CC=CC=1)C1CC2=CC=CC=C2C1 OYACMTSRYCBMCY-UHFFFAOYSA-N 0.000 claims 1
- BJEKFYWKWNZXTK-UHFFFAOYSA-N 5-chloro-n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-methoxyphenyl)methyl]-2-phenylbenzamide Chemical compound C1=CC(OC)=CC=C1CN(C(=O)C=1C(=CC=C(Cl)C=1)C=1C=CC=CC=1)C1CC2=CC=CC=C2C1 BJEKFYWKWNZXTK-UHFFFAOYSA-N 0.000 claims 1
- KLUBHMKMCLVFPC-UHFFFAOYSA-N 5-chloro-n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-methylphenyl)methyl]-2-phenylbenzamide Chemical compound C1=CC(C)=CC=C1CN(C(=O)C=1C(=CC=C(Cl)C=1)C=1C=CC=CC=1)C1CC2=CC=CC=C2C1 KLUBHMKMCLVFPC-UHFFFAOYSA-N 0.000 claims 1
- CLSWQRFHZWIHCZ-UHFFFAOYSA-N 5-chloro-n-[(3,4-difluorophenyl)methyl]-n-(2,3-dihydro-1h-inden-2-yl)-2-phenylbenzamide Chemical compound C1=C(F)C(F)=CC=C1CN(C(=O)C=1C(=CC=C(Cl)C=1)C=1C=CC=CC=1)C1CC2=CC=CC=C2C1 CLSWQRFHZWIHCZ-UHFFFAOYSA-N 0.000 claims 1
- HHJACKUDLFYPHJ-UHFFFAOYSA-N 5-chloro-n-[(3-methoxyphenyl)methyl]-2-phenyl-n-(2-phenylethyl)benzamide Chemical compound COC1=CC=CC(CN(CCC=2C=CC=CC=2)C(=O)C=2C(=CC=C(Cl)C=2)C=2C=CC=CC=2)=C1 HHJACKUDLFYPHJ-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 239000000443 aerosol Substances 0.000 claims 1
- 239000000556 agonist Substances 0.000 claims 1
- 125000005907 alkyl ester group Chemical group 0.000 claims 1
- 125000005037 alkyl phenyl group Chemical group 0.000 claims 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 230000001413 cellular effect Effects 0.000 claims 1
- 239000006071 cream Substances 0.000 claims 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims 1
- 239000012530 fluid Substances 0.000 claims 1
- 239000000499 gel Substances 0.000 claims 1
- 238000001727 in vivo Methods 0.000 claims 1
- 125000004129 indan-1-yl group Chemical group [H]C1=C([H])C([H])=C2C(=C1[H])C([H])([H])C([H])([H])C2([H])* 0.000 claims 1
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 1
- 208000028867 ischemia Diseases 0.000 claims 1
- 208000012947 ischemia reperfusion injury Diseases 0.000 claims 1
- 125000000842 isoxazolyl group Chemical group 0.000 claims 1
- 210000000265 leukocyte Anatomy 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- PQIOSYKVBBWRRI-UHFFFAOYSA-N methylphosphonyl difluoride Chemical group CP(F)(F)=O PQIOSYKVBBWRRI-UHFFFAOYSA-N 0.000 claims 1
- NIFRRAYVYJKLCV-UHFFFAOYSA-N n,n-dibenzyl-2-(2,3-dichlorophenyl)benzamide Chemical compound ClC1=CC=CC(C=2C(=CC=CC=2)C(=O)N(CC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1Cl NIFRRAYVYJKLCV-UHFFFAOYSA-N 0.000 claims 1
- PTSIAUYIVYYSHO-UHFFFAOYSA-N n,n-dibenzyl-2-(2,4-dichlorophenyl)benzamide Chemical compound ClC1=CC(Cl)=CC=C1C1=CC=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 PTSIAUYIVYYSHO-UHFFFAOYSA-N 0.000 claims 1
- STDRIBGDZUDOMU-UHFFFAOYSA-N n,n-dibenzyl-2-(2,4-dimethoxyphenyl)benzamide Chemical compound COC1=CC(OC)=CC=C1C1=CC=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 STDRIBGDZUDOMU-UHFFFAOYSA-N 0.000 claims 1
- QVYZZQHABCSKIE-UHFFFAOYSA-N n,n-dibenzyl-2-(2-chlorophenyl)benzamide Chemical compound ClC1=CC=CC=C1C1=CC=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 QVYZZQHABCSKIE-UHFFFAOYSA-N 0.000 claims 1
- RQXCDNFCCVZYKO-UHFFFAOYSA-N n,n-dibenzyl-2-(2-fluorophenyl)benzamide Chemical compound FC1=CC=CC=C1C1=CC=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 RQXCDNFCCVZYKO-UHFFFAOYSA-N 0.000 claims 1
- OEHXCAIWGFKLDV-UHFFFAOYSA-N n,n-dibenzyl-2-(2-methoxyphenyl)benzamide Chemical compound COC1=CC=CC=C1C1=CC=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 OEHXCAIWGFKLDV-UHFFFAOYSA-N 0.000 claims 1
- KXYSITUMTRADQU-UHFFFAOYSA-N n,n-dibenzyl-2-(2-methylphenyl)benzamide Chemical compound CC1=CC=CC=C1C1=CC=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 KXYSITUMTRADQU-UHFFFAOYSA-N 0.000 claims 1
- KDLRLKGWOHDOHN-UHFFFAOYSA-N n,n-dibenzyl-2-(2-methylsulfanylphenyl)benzamide Chemical compound CSC1=CC=CC=C1C1=CC=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 KDLRLKGWOHDOHN-UHFFFAOYSA-N 0.000 claims 1
- SHJPCSOSGTWEIT-UHFFFAOYSA-N n,n-dibenzyl-2-(3,4-dimethoxyphenyl)benzamide Chemical compound C1=C(OC)C(OC)=CC=C1C1=CC=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 SHJPCSOSGTWEIT-UHFFFAOYSA-N 0.000 claims 1
- SAKPRPCRWIJKAW-UHFFFAOYSA-N n,n-dibenzyl-2-(3,4-dimethylphenyl)benzamide Chemical compound C1=C(C)C(C)=CC=C1C1=CC=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 SAKPRPCRWIJKAW-UHFFFAOYSA-N 0.000 claims 1
- RANUQHHJIZAOII-UHFFFAOYSA-N n,n-dibenzyl-2-(3,5-dichlorophenyl)benzamide Chemical compound ClC1=CC(Cl)=CC(C=2C(=CC=CC=2)C(=O)N(CC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 RANUQHHJIZAOII-UHFFFAOYSA-N 0.000 claims 1
- CMRCFHGCZOWHNF-UHFFFAOYSA-N n,n-dibenzyl-2-(3-chlorophenyl)benzamide Chemical compound ClC1=CC=CC(C=2C(=CC=CC=2)C(=O)N(CC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 CMRCFHGCZOWHNF-UHFFFAOYSA-N 0.000 claims 1
- DZAVLFOTJPKCSB-UHFFFAOYSA-N n,n-dibenzyl-2-(3-fluorophenyl)benzamide Chemical compound FC1=CC=CC(C=2C(=CC=CC=2)C(=O)N(CC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 DZAVLFOTJPKCSB-UHFFFAOYSA-N 0.000 claims 1
- NLIQBHMQDGHHHY-UHFFFAOYSA-N n,n-dibenzyl-2-(3-methylphenyl)benzamide Chemical compound CC1=CC=CC(C=2C(=CC=CC=2)C(=O)N(CC=2C=CC=CC=2)CC=2C=CC=CC=2)=C1 NLIQBHMQDGHHHY-UHFFFAOYSA-N 0.000 claims 1
- NBWOBXJUIJWXKU-UHFFFAOYSA-N n,n-dibenzyl-2-(4-chlorophenyl)benzamide Chemical compound C1=CC(Cl)=CC=C1C1=CC=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 NBWOBXJUIJWXKU-UHFFFAOYSA-N 0.000 claims 1
- PHAGOGZREVCAEM-UHFFFAOYSA-N n,n-dibenzyl-2-(4-ethylsulfanylphenyl)benzamide Chemical compound C1=CC(SCC)=CC=C1C1=CC=CC=C1C(=O)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 PHAGOGZREVCAEM-UHFFFAOYSA-N 0.000 claims 1
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- OIVRCUNDXMESHF-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(3-fluorophenyl)methyl]-2-methyl-6-phenylbenzamide Chemical compound C=1C=CC(F)=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C=1C(C)=CC=CC=1C1=CC=CC=C1 OIVRCUNDXMESHF-UHFFFAOYSA-N 0.000 claims 1
- IOEQMMIAYDPHTP-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(3-fluorophenyl)methyl]-2-methylnaphthalene-1-carboxamide Chemical compound CC1=CC=C2C=CC=CC2=C1C(=O)N(C1CC2=CC=CC=C2C1)CC1=CC=CC(F)=C1 IOEQMMIAYDPHTP-UHFFFAOYSA-N 0.000 claims 1
- ZSWHNBYIXAGSJF-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(3-fluorophenyl)methyl]-2-phenylbenzamide Chemical compound FC1=CC=CC(CN(C2CC3=CC=CC=C3C2)C(=O)C=2C(=CC=CC=2)C=2C=CC=CC=2)=C1 ZSWHNBYIXAGSJF-UHFFFAOYSA-N 0.000 claims 1
- WUUXFUBRYOJMQE-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(3-fluorophenyl)methyl]-5-methoxy-2-phenylbenzamide Chemical compound C=1C=CC(F)=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C1=CC(OC)=CC=C1C1=CC=CC=C1 WUUXFUBRYOJMQE-UHFFFAOYSA-N 0.000 claims 1
- UONDYZPQCQIHKD-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(3-methoxyphenyl)methyl]-2-methyl-6-phenylbenzamide Chemical compound COC1=CC=CC(CN(C2CC3=CC=CC=C3C2)C(=O)C=2C(=CC=CC=2C)C=2C=CC=CC=2)=C1 UONDYZPQCQIHKD-UHFFFAOYSA-N 0.000 claims 1
- GQCPMBSGOVDPNW-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(3-methylphenyl)methyl]-2-phenylbenzamide Chemical compound CC1=CC=CC(CN(C2CC3=CC=CC=C3C2)C(=O)C=2C(=CC=CC=2)C=2C=CC=CC=2)=C1 GQCPMBSGOVDPNW-UHFFFAOYSA-N 0.000 claims 1
- NCUYFMGSTQWANZ-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(3-methylphenyl)methyl]-2-pyrrol-1-ylbenzamide Chemical compound CC1=CC=CC(CN(C2CC3=CC=CC=C3C2)C(=O)C=2C(=CC=CC=2)N2C=CC=C2)=C1 NCUYFMGSTQWANZ-UHFFFAOYSA-N 0.000 claims 1
- LCWNUZKGGCULQJ-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-fluorophenyl)methyl]-2-(3-methoxyphenyl)benzamide Chemical compound COC1=CC=CC(C=2C(=CC=CC=2)C(=O)N(CC=2C=CC(F)=CC=2)C2CC3=CC=CC=C3C2)=C1 LCWNUZKGGCULQJ-UHFFFAOYSA-N 0.000 claims 1
- QYJUKQMESZMSSA-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-fluorophenyl)methyl]-2-(4-methylphenyl)benzamide Chemical compound C1=CC(C)=CC=C1C1=CC=CC=C1C(=O)N(C1CC2=CC=CC=C2C1)CC1=CC=C(F)C=C1 QYJUKQMESZMSSA-UHFFFAOYSA-N 0.000 claims 1
- AJZSYCRCXAPQNG-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-fluorophenyl)methyl]-2-methoxynaphthalene-1-carboxamide Chemical compound COC1=CC=C2C=CC=CC2=C1C(=O)N(C1CC2=CC=CC=C2C1)CC1=CC=C(F)C=C1 AJZSYCRCXAPQNG-UHFFFAOYSA-N 0.000 claims 1
- QLKRPYFXQKAOLZ-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-fluorophenyl)methyl]-2-methyl-6-phenylbenzamide Chemical compound C=1C=C(F)C=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C=1C(C)=CC=CC=1C1=CC=CC=C1 QLKRPYFXQKAOLZ-UHFFFAOYSA-N 0.000 claims 1
- RRAYRUVFEHEVFS-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-fluorophenyl)methyl]-2-methylnaphthalene-1-carboxamide Chemical compound CC1=CC=C2C=CC=CC2=C1C(=O)N(C1CC2=CC=CC=C2C1)CC1=CC=C(F)C=C1 RRAYRUVFEHEVFS-UHFFFAOYSA-N 0.000 claims 1
- IMBCQBWXUCPJTI-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-fluorophenyl)methyl]-2-phenylbenzamide Chemical compound C1=CC(F)=CC=C1CN(C(=O)C=1C(=CC=CC=1)C=1C=CC=CC=1)C1CC2=CC=CC=C2C1 IMBCQBWXUCPJTI-UHFFFAOYSA-N 0.000 claims 1
- RKUFNFQHNJSJIO-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-fluorophenyl)methyl]-5-methoxy-2-phenylbenzamide Chemical compound C=1C=C(F)C=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C1=CC(OC)=CC=C1C1=CC=CC=C1 RKUFNFQHNJSJIO-UHFFFAOYSA-N 0.000 claims 1
- WXHBYFVSDQNABC-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-methoxyphenyl)methyl]-2-methyl-6-phenylbenzamide Chemical compound C1=CC(OC)=CC=C1CN(C(=O)C=1C(=CC=CC=1C)C=1C=CC=CC=1)C1CC2=CC=CC=C2C1 WXHBYFVSDQNABC-UHFFFAOYSA-N 0.000 claims 1
- YXMFYCOBTWROMF-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-methoxyphenyl)methyl]-2-thiophen-3-ylbenzamide Chemical compound C1=CC(OC)=CC=C1CN(C(=O)C=1C(=CC=CC=1)C1=CSC=C1)C1CC2=CC=CC=C2C1 YXMFYCOBTWROMF-UHFFFAOYSA-N 0.000 claims 1
- UAPJVMSJMWPKQK-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-methylphenyl)methyl]-2-phenylbenzamide Chemical compound C1=CC(C)=CC=C1CN(C(=O)C=1C(=CC=CC=1)C=1C=CC=CC=1)C1CC2=CC=CC=C2C1 UAPJVMSJMWPKQK-UHFFFAOYSA-N 0.000 claims 1
- CKFKMJKKAAPZEP-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-methylphenyl)methyl]-2-phenylnaphthalene-1-carboxamide Chemical compound C1=CC(C)=CC=C1CN(C(=O)C=1C2=CC=CC=C2C=CC=1C=1C=CC=CC=1)C1CC2=CC=CC=C2C1 CKFKMJKKAAPZEP-UHFFFAOYSA-N 0.000 claims 1
- NSELTYOMHHHOPK-UHFFFAOYSA-N n-(2,3-dihydro-1h-inden-2-yl)-n-[(4-methylphenyl)methyl]-2-pyrrol-1-ylbenzamide Chemical compound C1=CC(C)=CC=C1CN(C(=O)C=1C(=CC=CC=1)N1C=CC=C1)C1CC2=CC=CC=C2C1 NSELTYOMHHHOPK-UHFFFAOYSA-N 0.000 claims 1
- AEBCKCSTVLACLS-UHFFFAOYSA-N n-[(3,4-difluorophenyl)methyl]-n-(2,3-dihydro-1h-inden-2-yl)-2-methoxynaphthalene-1-carboxamide Chemical compound COC1=CC=C2C=CC=CC2=C1C(=O)N(C1CC2=CC=CC=C2C1)CC1=CC=C(F)C(F)=C1 AEBCKCSTVLACLS-UHFFFAOYSA-N 0.000 claims 1
- SOHHODRLTDUDBN-UHFFFAOYSA-N n-[(3,4-difluorophenyl)methyl]-n-(2,3-dihydro-1h-inden-2-yl)-2-methyl-6-phenylbenzamide Chemical compound C=1C=C(F)C(F)=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C=1C(C)=CC=CC=1C1=CC=CC=C1 SOHHODRLTDUDBN-UHFFFAOYSA-N 0.000 claims 1
- LQVZIIPFEGKOAZ-UHFFFAOYSA-N n-[(3,4-difluorophenyl)methyl]-n-(2,3-dihydro-1h-inden-2-yl)-2-phenylbenzamide Chemical compound C1=C(F)C(F)=CC=C1CN(C(=O)C=1C(=CC=CC=1)C=1C=CC=CC=1)C1CC2=CC=CC=C2C1 LQVZIIPFEGKOAZ-UHFFFAOYSA-N 0.000 claims 1
- MRAMEMGMGZLUAP-UHFFFAOYSA-N n-[(3,4-difluorophenyl)methyl]-n-(2,3-dihydro-1h-inden-2-yl)-5-methoxy-2-phenylbenzamide Chemical compound C=1C=C(F)C(F)=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C1=CC(OC)=CC=C1C1=CC=CC=C1 MRAMEMGMGZLUAP-UHFFFAOYSA-N 0.000 claims 1
- YLCMIPNZQMHJMM-UHFFFAOYSA-N n-[(4-carbamoyl-3-hydroxyphenyl)methyl]-n-(2,3-dihydro-1h-inden-2-yl)-2-methoxynaphthalene-1-carboxamide Chemical compound COC1=CC=C2C=CC=CC2=C1C(=O)N(C1CC2=CC=CC=C2C1)CC1=CC=C(C(N)=O)C(O)=C1 YLCMIPNZQMHJMM-UHFFFAOYSA-N 0.000 claims 1
- CMEYKWMBWKYDNB-UHFFFAOYSA-N n-benzyl-5-chloro-n-(2,3-dihydro-1-benzofuran-6-ylmethyl)-2-phenylbenzamide Chemical compound C=1C=CC=CC=1CN(CC=1C=C2OCCC2=CC=1)C(=O)C1=CC(Cl)=CC=C1C1=CC=CC=C1 CMEYKWMBWKYDNB-UHFFFAOYSA-N 0.000 claims 1
- NXEXMRXLDVKBQX-UHFFFAOYSA-N n-benzyl-5-chloro-n-(2,3-dihydro-1h-inden-2-yl)-2-phenylbenzamide Chemical compound C=1C=CC=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C1=CC(Cl)=CC=C1C1=CC=CC=C1 NXEXMRXLDVKBQX-UHFFFAOYSA-N 0.000 claims 1
- ZEDIUFLCJAERJH-UHFFFAOYSA-N n-benzyl-5-chloro-n-(2,3-dihydro-1h-inden-2-yl)-2-thiophen-3-ylbenzamide Chemical compound C=1C=CC=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C1=CC(Cl)=CC=C1C=1C=CSC=1 ZEDIUFLCJAERJH-UHFFFAOYSA-N 0.000 claims 1
- AOVUEVYCPVDHKF-UHFFFAOYSA-N n-benzyl-5-chloro-n-(naphthalen-1-ylmethyl)-2-phenylbenzamide Chemical compound C=1C=CC=CC=1CN(CC=1C2=CC=CC=C2C=CC=1)C(=O)C1=CC(Cl)=CC=C1C1=CC=CC=C1 AOVUEVYCPVDHKF-UHFFFAOYSA-N 0.000 claims 1
- GIPUQJODCQGKDB-UHFFFAOYSA-N n-benzyl-5-chloro-n-[(4-hydroxy-3,5-dimethylphenyl)methyl]-2-phenylbenzamide Chemical compound CC1=C(O)C(C)=CC(CN(CC=2C=CC=CC=2)C(=O)C=2C(=CC=C(Cl)C=2)C=2C=CC=CC=2)=C1 GIPUQJODCQGKDB-UHFFFAOYSA-N 0.000 claims 1
- SLDKNPQTUARQMZ-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-1-yl)-2-(2-fluorophenyl)benzamide Chemical compound FC1=CC=CC=C1C1=CC=CC=C1C(=O)N(C1C2=CC=CC=C2CC1)CC1=CC=CC=C1 SLDKNPQTUARQMZ-UHFFFAOYSA-N 0.000 claims 1
- SBNHSFDRYKGCLN-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-2-(3-methoxyphenyl)benzamide Chemical compound COC1=CC=CC(C=2C(=CC=CC=2)C(=O)N(CC=2C=CC=CC=2)C2CC3=CC=CC=C3C2)=C1 SBNHSFDRYKGCLN-UHFFFAOYSA-N 0.000 claims 1
- GIGVUPXTTOEKKZ-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-2-(4-methylphenyl)benzamide Chemical compound C1=CC(C)=CC=C1C1=CC=CC=C1C(=O)N(C1CC2=CC=CC=C2C1)CC1=CC=CC=C1 GIGVUPXTTOEKKZ-UHFFFAOYSA-N 0.000 claims 1
- ODSJEIUHSPEHHG-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-2-fluoro-6-(5-methylthiophen-2-yl)benzamide Chemical compound S1C(C)=CC=C1C1=CC=CC(F)=C1C(=O)N(C1CC2=CC=CC=C2C1)CC1=CC=CC=C1 ODSJEIUHSPEHHG-UHFFFAOYSA-N 0.000 claims 1
- NYMRDEXPGFBVEB-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-2-fluoro-6-phenylbenzamide Chemical compound C=1C=CC=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C=1C(F)=CC=CC=1C1=CC=CC=C1 NYMRDEXPGFBVEB-UHFFFAOYSA-N 0.000 claims 1
- YDUSMHLIXYDYJP-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-2-hydroxy-6-phenylbenzamide Chemical compound C=1C=CC=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C=1C(O)=CC=CC=1C1=CC=CC=C1 YDUSMHLIXYDYJP-UHFFFAOYSA-N 0.000 claims 1
- LNWLOQMWGFFZNP-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-2-methoxy-6-phenylbenzamide Chemical compound C=1C=CC=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C=1C(OC)=CC=CC=1C1=CC=CC=C1 LNWLOQMWGFFZNP-UHFFFAOYSA-N 0.000 claims 1
- LFEHJNLHGXVHPA-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-2-methoxynaphthalene-1-carboxamide Chemical compound COC1=CC=C2C=CC=CC2=C1C(=O)N(C1CC2=CC=CC=C2C1)CC1=CC=CC=C1 LFEHJNLHGXVHPA-UHFFFAOYSA-N 0.000 claims 1
- VBXMYLSZXBXVOA-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-2-phenylbenzamide Chemical compound C=1C=CC=C(C=2C=CC=CC=2)C=1C(=O)N(C1CC2=CC=CC=C2C1)CC1=CC=CC=C1 VBXMYLSZXBXVOA-UHFFFAOYSA-N 0.000 claims 1
- ONEMRRFOTWQKRR-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-2-thiophen-2-ylbenzamide Chemical compound C=1C=CC=C(C=2SC=CC=2)C=1C(=O)N(C1CC2=CC=CC=C2C1)CC1=CC=CC=C1 ONEMRRFOTWQKRR-UHFFFAOYSA-N 0.000 claims 1
- ICADFSIUPYIDCY-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-5-hydroxy-2-phenylbenzamide Chemical compound C=1C=CC=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C1=CC(O)=CC=C1C1=CC=CC=C1 ICADFSIUPYIDCY-UHFFFAOYSA-N 0.000 claims 1
- PJTOFRMZBBAGQI-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-5-methoxy-2-(5-methylthiophen-2-yl)benzamide Chemical compound C=1C=CC=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C1=CC(OC)=CC=C1C1=CC=C(C)S1 PJTOFRMZBBAGQI-UHFFFAOYSA-N 0.000 claims 1
- MPOINJHJLKHREI-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-5-methoxy-2-phenylbenzamide Chemical compound C=1C=CC=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C1=CC(OC)=CC=C1C1=CC=CC=C1 MPOINJHJLKHREI-UHFFFAOYSA-N 0.000 claims 1
- CWWNHUVLLKVVOI-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-5-methyl-2-phenylbenzamide Chemical compound C=1C=CC=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C1=CC(C)=CC=C1C1=CC=CC=C1 CWWNHUVLLKVVOI-UHFFFAOYSA-N 0.000 claims 1
- WQFKKUKIQGILNV-UHFFFAOYSA-N n-benzyl-n-(2,3-dihydro-1h-inden-2-yl)-5-methyl-2-thiophen-3-ylbenzamide Chemical compound C=1C=CC=CC=1CN(C1CC2=CC=CC=C2C1)C(=O)C1=CC(C)=CC=C1C=1C=CSC=1 WQFKKUKIQGILNV-UHFFFAOYSA-N 0.000 claims 1
- QRDNALXWVVNNJN-UHFFFAOYSA-N n-benzyl-n-(5-methoxy-2,3-dihydro-1h-inden-2-yl)-2-phenylbenzamide Chemical compound C1C2=CC(OC)=CC=C2CC1N(C(=O)C=1C(=CC=CC=1)C=1C=CC=CC=1)CC1=CC=CC=C1 QRDNALXWVVNNJN-UHFFFAOYSA-N 0.000 claims 1
- OBYRAAASBRKSDZ-UHFFFAOYSA-N n-benzyl-n-(5-methyl-2,3-dihydro-1h-inden-2-yl)-2-phenylbenzamide Chemical compound C1C2=CC(C)=CC=C2CC1N(C(=O)C=1C(=CC=CC=1)C=1C=CC=CC=1)CC1=CC=CC=C1 OBYRAAASBRKSDZ-UHFFFAOYSA-N 0.000 claims 1
- OFLVRSQNMRIBAL-HEVIKAOCSA-N n-benzyl-n-[(1s,2s)-2-[4-(2-methoxyphenyl)piperazin-1-yl]cyclohexyl]-2-phenylbenzamide Chemical compound COC1=CC=CC=C1N1CCN([C@@H]2[C@H](CCCC2)N(CC=2C=CC=CC=2)C(=O)C=2C(=CC=CC=2)C=2C=CC=CC=2)CC1 OFLVRSQNMRIBAL-HEVIKAOCSA-N 0.000 claims 1
- IGCIKCBYPISXOA-UHFFFAOYSA-N n-benzyl-n-[(2-chloro-4-hydroxyphenyl)methyl]naphthalene-1-carboxamide Chemical compound ClC1=CC(O)=CC=C1CN(C(=O)C=1C2=CC=CC=C2C=CC=1)CC1=CC=CC=C1 IGCIKCBYPISXOA-UHFFFAOYSA-N 0.000 claims 1
- WCKKBATUFCMDSP-UHFFFAOYSA-N n-benzyl-n-[(2-methylphenyl)methyl]-2-pyrrol-1-ylbenzamide Chemical compound CC1=CC=CC=C1CN(C(=O)C=1C(=CC=CC=1)N1C=CC=C1)CC1=CC=CC=C1 WCKKBATUFCMDSP-UHFFFAOYSA-N 0.000 claims 1
- SNVNACAFPIMHOW-UHFFFAOYSA-N n-benzyl-n-[(4-hydroxy-3,5-dimethylphenyl)methyl]-2-methoxynaphthalene-1-carboxamide Chemical compound COC1=CC=C2C=CC=CC2=C1C(=O)N(CC=1C=C(C)C(O)=C(C)C=1)CC1=CC=CC=C1 SNVNACAFPIMHOW-UHFFFAOYSA-N 0.000 claims 1
- WELAEGASBDFQDI-UHFFFAOYSA-N n-benzyl-n-[(4-hydroxy-3,5-dimethylphenyl)methyl]-2-phenylbenzamide Chemical compound CC1=C(O)C(C)=CC(CN(CC=2C=CC=CC=2)C(=O)C=2C(=CC=CC=2)C=2C=CC=CC=2)=C1 WELAEGASBDFQDI-UHFFFAOYSA-N 0.000 claims 1
- HRMLWXPVCDGEPM-UHFFFAOYSA-N n-benzyl-n-[1-(4-methoxyphenyl)propan-2-yl]-2-(4-methylphenyl)benzamide Chemical compound C1=CC(OC)=CC=C1CC(C)N(C(=O)C=1C(=CC=CC=1)C=1C=CC(C)=CC=1)CC1=CC=CC=C1 HRMLWXPVCDGEPM-UHFFFAOYSA-N 0.000 claims 1
- PVXAMERNYKMIJX-UHFFFAOYSA-N n-benzyl-n-[[4-(difluoromethoxy)phenyl]methyl]-2-phenylbenzamide Chemical compound C1=CC(OC(F)F)=CC=C1CN(C(=O)C=1C(=CC=CC=1)C=1C=CC=CC=1)CC1=CC=CC=C1 PVXAMERNYKMIJX-UHFFFAOYSA-N 0.000 claims 1
- SVELUEUXCDXUIS-UHFFFAOYSA-N n-pyrrol-1-ylbenzamide Chemical compound C=1C=CC=CC=1C(=O)NN1C=CC=C1 SVELUEUXCDXUIS-UHFFFAOYSA-N 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000006187 pill Substances 0.000 claims 1
- 125000005936 piperidyl group Chemical group 0.000 claims 1
- 239000000651 prodrug Substances 0.000 claims 1
- 229940002612 prodrug Drugs 0.000 claims 1
- 238000000159 protein binding assay Methods 0.000 claims 1
- 125000005344 pyridylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 239000006188 syrup Substances 0.000 claims 1
- 235000020357 syrup Nutrition 0.000 claims 1
- 125000005301 thienylmethyl group Chemical group [H]C1=C([H])C([H])=C(S1)C([H])([H])* 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US36846202P | 2002-03-28 | 2002-03-28 | |
| US37215002A | 2002-12-04 | 2002-12-04 | |
| PCT/US2003/009045 WO2003082826A1 (en) | 2002-03-28 | 2003-03-25 | Substituted biaryl amides as c5a receptor modulators |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006502095A JP2006502095A (ja) | 2006-01-19 |
| JP2006502095A5 true JP2006502095A5 (enExample) | 2006-03-09 |
Family
ID=35798500
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003580294A Withdrawn JP2006502095A (ja) | 2002-03-28 | 2003-03-25 | Ｃ５ａ受容体モジュレーターとしての置換ビアリールアミド |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2006502095A (enExample) |
-
2003
- 2003-03-25 JP JP2003580294A patent/JP2006502095A/ja not_active Withdrawn
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