RU2263109C2 - ПРОИЗВОДНЫЕ КАРБОНОВЫХ КИСЛОТ (ВАРИАНТЫ), ФАРМАЦЕВТИЧЕСКАЯ КОМПОЗИЦИЯ И СПОСОБ СЕЛЕКТИВНОГО ИНГИБИРОВАНИЯ СВЯЗЫВАНИЯ α4β1 ИНТЕГРИНА У МЛЕКОПИТАЮЩЕГО - Google Patents

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Publication number

RU2263109C2

RU2263109C2 RU2001133360/04A RU2001133360A RU2263109C2 RU 2263109 C2 RU2263109 C2 RU 2263109C2 RU 2001133360/04 A RU2001133360/04 A RU 2001133360/04A RU 2001133360 A RU2001133360 A RU 2001133360A RU 2263109 C2 RU2263109 C2 RU 2263109C2

Authority

RU

Russia

Prior art keywords

amino

dihydro

oxo

carbonyl

alkyl

Prior art date

1999-05-07

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• 238000000034 method Methods 0.000 title claims abstract description 88
• 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 14
• 150000001735 carboxylic acids Chemical class 0.000 title claims abstract description 9
• 241000124008 Mammalia Species 0.000 title claims abstract description 5
• 108010008212 Integrin alpha4beta1 Proteins 0.000 title description 3
• -1 -NHSO2-(C1-C3-alkyl) Chemical group 0.000 claims abstract description 270
• 150000001875 compounds Chemical class 0.000 claims abstract description 225
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 172
• 125000003545 alkoxy group Chemical group 0.000 claims abstract description 71
• 125000003118 aryl group Chemical group 0.000 claims abstract description 68
• 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 46
• 125000005083 alkoxyalkoxy group Chemical group 0.000 claims abstract description 42
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 38
• 125000005160 aryl oxy alkyl group Chemical group 0.000 claims abstract description 26
• 229910052799 carbon Inorganic materials 0.000 claims abstract description 25
• 125000005842 heteroatom Chemical group 0.000 claims abstract description 25
• 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 24
• 125000004415 heterocyclylalkyl group Chemical group 0.000 claims abstract description 22
• 125000003282 alkyl amino group Chemical group 0.000 claims abstract description 21
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 20
• 125000001769 aryl amino group Chemical group 0.000 claims abstract description 19
• 125000004104 aryloxy group Chemical group 0.000 claims abstract description 17
• 229910052760 oxygen Inorganic materials 0.000 claims abstract description 17
• 125000001544 thienyl group Chemical group 0.000 claims abstract description 14
• 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 claims abstract description 12
• 125000002541 furyl group Chemical group 0.000 claims abstract description 12
• 125000001041 indolyl group Chemical group 0.000 claims abstract description 12
• 125000001624 naphthyl group Chemical group 0.000 claims abstract description 12
• 125000004076 pyridyl group Chemical group 0.000 claims abstract description 12
• 125000000714 pyrimidinyl group Chemical group 0.000 claims abstract description 12
• 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims abstract description 12
• 125000002047 benzodioxolyl group Chemical group O1OC(C2=C1C=CC=C2)* 0.000 claims abstract description 11
• 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims abstract description 11
• 125000000723 dihydrobenzofuranyl group Chemical group O1C(CC2=C1C=CC=C2)* 0.000 claims abstract description 11
• 125000004639 dihydroindenyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 claims abstract description 11
• 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims abstract description 11
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 10
• 125000003831 tetrazolyl group Chemical group 0.000 claims abstract description 3
• UUDALWDRIFYZPM-UHFFFAOYSA-N 1h-pyridine-2,4-dione Chemical compound O=C1CC(=O)C=CN1 UUDALWDRIFYZPM-UHFFFAOYSA-N 0.000 claims description 200
• 239000001257 hydrogen Substances 0.000 claims description 104
• 229910052739 hydrogen Inorganic materials 0.000 claims description 104
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 104
• ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims description 93
• 229910052736 halogen Inorganic materials 0.000 claims description 65
• 150000002367 halogens Chemical class 0.000 claims description 59
• 150000002431 hydrogen Chemical class 0.000 claims description 59
• XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 43
• KRZJRNZICWNMOA-GXSJLCMTSA-N (3s,4r)-4,8-dihydroxy-3-methoxy-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1=CC=C2[C@@H](O)[C@@H](OC)CC(=O)C2=C1O KRZJRNZICWNMOA-GXSJLCMTSA-N 0.000 claims description 41
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 41
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 41
• 125000006575 electron-withdrawing group Chemical group 0.000 claims description 40
• 229910052757 nitrogen Inorganic materials 0.000 claims description 37
• 125000001188 haloalkyl group Chemical group 0.000 claims description 36
• 125000006282 2-chlorobenzyl group Chemical group [H]C1=C([H])C(Cl)=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 34
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 32
• 150000003839 salts Chemical class 0.000 claims description 32
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 30
• 125000004414 alkyl thio group Chemical group 0.000 claims description 27
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 26
• XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 23
• 235000019260 propionic acid Nutrition 0.000 claims description 21
• 108010044426 integrins Proteins 0.000 claims description 20
• 102000006495 integrins Human genes 0.000 claims description 20
• IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 20
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 18
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 18
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 16
• 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 16
• 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 12
• 125000001691 aryl alkyl amino group Chemical group 0.000 claims description 12
• JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims description 12
• 125000000000 cycloalkoxy group Chemical group 0.000 claims description 12
• 150000002148 esters Chemical class 0.000 claims description 12
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
• 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 12
• 125000003386 piperidinyl group Chemical group 0.000 claims description 12
• 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 12
• 229910052717 sulfur Inorganic materials 0.000 claims description 12
• 125000005433 dihydrobenzodioxinyl group Chemical group O1C(COC2=C1C=CC=C2)* 0.000 claims description 10
• 230000002401 inhibitory effect Effects 0.000 claims description 9
• COWNFYYYZFRNOY-UHFFFAOYSA-N oxazolidinedione Chemical compound O=C1COC(=O)N1 COWNFYYYZFRNOY-UHFFFAOYSA-N 0.000 claims description 8
• YGYUTUJPVHUXJW-FQEVSTJZSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C(N1CC=2C(=CC=CC=2)Cl)=O)=C(O)C2=C1CCC2 YGYUTUJPVHUXJW-FQEVSTJZSA-N 0.000 claims description 6
• JRGSXHUFFDTFCN-IBGZPJMESA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-5-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(O)C(C)=CN1CC1=CC=CC=C1Cl JRGSXHUFFDTFCN-IBGZPJMESA-N 0.000 claims description 6
• 239000002253 acid Substances 0.000 claims description 6
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
• 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 6
• 125000005000 thioaryl group Chemical group 0.000 claims description 6
• YFSGACWYJRMDHV-NRFANRHFSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-ethyl-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound O=C1C(NC(=O)N[C@@H](CC(O)=O)C=2C=CC(C)=CC=2)=C(CC)C=CN1CC1=CC=CC=C1Cl YFSGACWYJRMDHV-NRFANRHFSA-N 0.000 claims description 5
• 125000002877 alkyl aryl group Chemical group 0.000 claims description 5
• 230000001225 therapeutic effect Effects 0.000 claims description 5
• ZRKLOPALDUJTRE-SANMLTNESA-N (3s)-3-[(1-benzyl-6-methyl-2-oxo-4-phenylmethoxypyridin-3-yl)carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C(N(CC=1C=CC=CC=1)C(C)=C1)=O)=C1OCC1=CC=CC=C1 ZRKLOPALDUJTRE-SANMLTNESA-N 0.000 claims description 4
• KVAPJFYQGHCQQT-NRFANRHFSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-5-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(3-ethoxyphenyl)propanoic acid Chemical compound CCOC1=CC=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3Cl)OCC)C=C(C)C=2O)=O)=C1 KVAPJFYQGHCQQT-NRFANRHFSA-N 0.000 claims description 4
• FMKRPIURPAFQIJ-FQEVSTJZSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-5-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound CCOC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=CC(C)=CC=2)=C(O)C(C)=C1 FMKRPIURPAFQIJ-FQEVSTJZSA-N 0.000 claims description 4
• RPEGEVRSLLGSER-DEOSSOPVSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-5-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(6-methoxynaphthalen-2-yl)propanoic acid Chemical compound CCOC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=C3C=CC(OC)=CC3=CC=2)=C(O)C(C)=C1 RPEGEVRSLLGSER-DEOSSOPVSA-N 0.000 claims description 4
• CPQWSMILNSXABE-SFHVURJKSA-N (3s)-3-[[1-[(2-chloro-6-methoxyphenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(3-methylphenyl)propanoic acid Chemical compound COC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=C(C)C=CC=2)=C(O)C=C1 CPQWSMILNSXABE-SFHVURJKSA-N 0.000 claims description 4
• LLPUNNOFVNYJJQ-VWLOTQADSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-2-oxo-4-phenylpyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(C=2C=CC=CC=2)C=CN1CC1=CC=CC=C1Cl LLPUNNOFVNYJJQ-VWLOTQADSA-N 0.000 claims description 4
• QKZPBAQVDYCGCA-QHCPKHFHSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-[[ethyl(ethylcarbamoyl)carbamoyl]amino]-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound O=C1C(NC(=O)N[C@@H](CC(O)=O)C=2C=CC(C)=CC=2)=C(NC(=O)N(CC)C(=O)NCC)C=CN1CC1=CC=CC=C1Cl QKZPBAQVDYCGCA-QHCPKHFHSA-N 0.000 claims description 4
• RRJCPZADXUWVGK-QFIPXVFZSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-(3-propan-2-yloxyphenyl)propanoic acid Chemical compound CC(C)OC1=CC=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3)Cl)C=3CCCC=3C=2O)=O)=C1 RRJCPZADXUWVGK-QFIPXVFZSA-N 0.000 claims description 4
• LPMXAWSSWLCPMJ-SFHVURJKSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(O)C=CN1CC1=CC=CC=C1Cl LPMXAWSSWLCPMJ-SFHVURJKSA-N 0.000 claims description 4
• VPUXZZJIKIIVKJ-NRFANRHFSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxoquinolin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(O)C2=CC=CC=C2N1CC1=CC=CC=C1Cl VPUXZZJIKIIVKJ-NRFANRHFSA-N 0.000 claims description 4
• XEHDSQSMOHDBQB-FQEVSTJZSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-5-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=CC(C)=CN1CC1=CC=CC=C1Cl XEHDSQSMOHDBQB-FQEVSTJZSA-N 0.000 claims description 4
• JIYRLYKPKAOWDE-QFIPXVFZSA-N (3s)-3-[[1-benzyl-2-methyl-4-(2-methylpropyl)-6-oxopyrimidin-5-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound O=C1C(NC(=O)N[C@@H](CC(O)=O)C=2C=CC(C)=CC=2)=C(CC(C)C)N=C(C)N1CC1=CC=CC=C1 JIYRLYKPKAOWDE-QFIPXVFZSA-N 0.000 claims description 4
• XNJBPXQBMAWTHQ-FQEVSTJZSA-N (3s)-3-[[4-amino-1-[(2-chlorophenyl)methyl]-6-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(N)C=C(C)N1CC1=CC=CC=C1Cl XNJBPXQBMAWTHQ-FQEVSTJZSA-N 0.000 claims description 4
• 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 claims description 4
• 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 4
• 239000003937 drug carrier Substances 0.000 claims description 4
• XJBLYQPDBGBSNJ-QFIPXVFZSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-2-oxo-4-propylpyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound O=C1C(NC(=O)N[C@@H](CC(O)=O)C=2C=CC(C)=CC=2)=C(CCC)C=CN1CC1=CC=CC=C1Cl XJBLYQPDBGBSNJ-QFIPXVFZSA-N 0.000 claims description 3
• QJBMUJPEJLVADS-NRFANRHFSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-[3-[methyl(methylsulfonyl)amino]phenyl]propanoic acid Chemical compound CS(=O)(=O)N(C)C1=CC=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3)Cl)C=3CCCC=3C=2O)=O)=C1 QJBMUJPEJLVADS-NRFANRHFSA-N 0.000 claims description 3
• FCRNFQMIFLZTMG-FQEVSTJZSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(C)C=CN1CC1=CC=CC=C1Cl FCRNFQMIFLZTMG-FQEVSTJZSA-N 0.000 claims description 3
• 229910002091 carbon monoxide Inorganic materials 0.000 claims description 3
• 125000006318 tert-butyl amino group Chemical group [H]N(*)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
• RUEWEKYBQZCWRD-FQEVSTJZSA-N (3s)-3-[[1-[(2,4-dichlorophenyl)methyl]-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=CC=CN1CC1=CC=C(Cl)C=C1Cl RUEWEKYBQZCWRD-FQEVSTJZSA-N 0.000 claims description 2
• ALJZKOLINDUHJX-SFHVURJKSA-N (3s)-3-[[1-[(2,6-difluorophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(O)C=CN1CC1=C(F)C=CC=C1F ALJZKOLINDUHJX-SFHVURJKSA-N 0.000 claims description 2
• FLVDYTVONWKPCO-SFHVURJKSA-N (3s)-3-[[1-[(2,6-dimethoxyphenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound COC1=CC=CC(OC)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=CC(C)=CC=2)=C(O)C=C1 FLVDYTVONWKPCO-SFHVURJKSA-N 0.000 claims description 2
• HRQHUYXBRUCBES-FQEVSTJZSA-N (3s)-3-[[1-[(2-bromophenyl)methyl]-4-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(C)C=CN1CC1=CC=CC=C1Br HRQHUYXBRUCBES-FQEVSTJZSA-N 0.000 claims description 2
• SRTAPLHMKSSARE-FQEVSTJZSA-N (3s)-3-[[1-[(2-chloro-5-methoxyphenyl)methyl]-4-hydroxy-5-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound COC1=CC=C(Cl)C(CN2C(C(NC(=O)N[C@@H](CC(O)=O)C=3C=CC(C)=CC=3)=C(O)C(C)=C2)=O)=C1 SRTAPLHMKSSARE-FQEVSTJZSA-N 0.000 claims description 2
• LRVLEACHUMEARV-IBGZPJMESA-N (3s)-3-[[1-[(2-chloro-6-cyanophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(O)C=CN1CC1=C(Cl)C=CC=C1C#N LRVLEACHUMEARV-IBGZPJMESA-N 0.000 claims description 2
• SZTLQNNZZKOUFZ-DEOSSOPVSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-(3,5-diethoxyphenyl)propanoic acid Chemical compound CCOC1=CC(OCC)=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3Cl)OCC)C=3CCCC=3C=2O)=O)=C1 SZTLQNNZZKOUFZ-DEOSSOPVSA-N 0.000 claims description 2
• YGBGFKDHFNAVMH-QHCPKHFHSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-(3-cyclopropyloxyphenyl)propanoic acid Chemical compound CCOC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=C(OC3CC3)C=CC=2)=C(O)C2=C1CCC2 YGBGFKDHFNAVMH-QHCPKHFHSA-N 0.000 claims description 2
• XOSKIRFFTDRYFK-QFIPXVFZSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-(3-ethoxyphenyl)propanoic acid Chemical compound CCOC1=CC=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3Cl)OCC)C=3CCCC=3C=2O)=O)=C1 XOSKIRFFTDRYFK-QFIPXVFZSA-N 0.000 claims description 2
• VVPRFVSNKFXSAA-QHCPKHFHSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-(3-propoxyphenyl)propanoic acid Chemical compound CCCOC1=CC=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3Cl)OCC)C=3CCCC=3C=2O)=O)=C1 VVPRFVSNKFXSAA-QHCPKHFHSA-N 0.000 claims description 2
• KKUFMTRHHSKNSC-DEOSSOPVSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-[3-(cyclopropylmethoxy)phenyl]propanoic acid Chemical compound CCOC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=C(OCC3CC3)C=CC=2)=C(O)C2=C1CCC2 KKUFMTRHHSKNSC-DEOSSOPVSA-N 0.000 claims description 2
• BCAIQXAJAJOICN-FQEVSTJZSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-phenylpropanoic acid Chemical compound CCOC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=CC=CC=2)=C(O)C2=C1CCC2 BCAIQXAJAJOICN-FQEVSTJZSA-N 0.000 claims description 2
• CXCIRZSCPRQHIY-FQEVSTJZSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(3-ethoxyphenyl)propanoic acid Chemical compound CCOC1=CC=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3Cl)OCC)C=CC=2O)=O)=C1 CXCIRZSCPRQHIY-FQEVSTJZSA-N 0.000 claims description 2
• HWIOCUIUIQNYHM-NRFANRHFSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(3-propan-2-yloxyphenyl)propanoic acid Chemical compound CCOC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=C(OC(C)C)C=CC=2)=C(O)C=C1 HWIOCUIUIQNYHM-NRFANRHFSA-N 0.000 claims description 2
• PYNIBSQZENUKGC-QHCPKHFHSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-5,6-dimethyl-2-oxopyridin-3-yl]carbamoylamino]-3-(3-propan-2-yloxyphenyl)propanoic acid Chemical compound CCOC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=C(OC(C)C)C=CC=2)=C(O)C(C)=C1C PYNIBSQZENUKGC-QHCPKHFHSA-N 0.000 claims description 2
• USWYOYJZKXQBOT-NRFANRHFSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-5-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(1-methylindol-5-yl)propanoic acid Chemical compound CCOC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=C3C=CN(C)C3=CC=2)=C(O)C(C)=C1 USWYOYJZKXQBOT-NRFANRHFSA-N 0.000 claims description 2
• UTEHJTXSQYHRFV-NRFANRHFSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-5-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(1-methylindol-6-yl)propanoic acid Chemical compound CCOC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=C3N(C)C=CC3=CC=2)=C(O)C(C)=C1 UTEHJTXSQYHRFV-NRFANRHFSA-N 0.000 claims description 2
• YJZHCBKFNHEAOV-FQEVSTJZSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-5-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid Chemical compound CCOC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=C3CCOC3=CC=2)=C(O)C(C)=C1 YJZHCBKFNHEAOV-FQEVSTJZSA-N 0.000 claims description 2
• KSBUFFDDLMCMSK-QFIPXVFZSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-5-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(3-propan-2-yloxyphenyl)propanoic acid Chemical compound CCOC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=C(OC(C)C)C=CC=2)=C(O)C(C)=C1 KSBUFFDDLMCMSK-QFIPXVFZSA-N 0.000 claims description 2
• NUOVOTGLWQUOLR-IBGZPJMESA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-5-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-[3-(trifluoromethoxy)phenyl]propanoic acid Chemical compound CCOC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=C(OC(F)(F)F)C=CC=2)=C(O)C(C)=C1 NUOVOTGLWQUOLR-IBGZPJMESA-N 0.000 claims description 2
• GTIAZEYFROWHCV-QFIPXVFZSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-4-hydroxy-6-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(3-propan-2-yloxyphenyl)propanoic acid Chemical compound CCOC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=C(OC(C)C)C=CC=2)=C(O)C=C1C GTIAZEYFROWHCV-QFIPXVFZSA-N 0.000 claims description 2
• LZCFIYDGUKNJDM-QFIPXVFZSA-N (3s)-3-[[1-[(2-chloro-6-ethoxyphenyl)methyl]-5-cyclopropyl-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound CCOC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=CC(C)=CC=2)=C(O)C(C2CC2)=C1 LZCFIYDGUKNJDM-QFIPXVFZSA-N 0.000 claims description 2
• WMKLRNMTKRPGEL-FQEVSTJZSA-N (3s)-3-[[1-[(2-chloro-6-fluorophenyl)methyl]-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=CC=CN1CC1=C(F)C=CC=C1Cl WMKLRNMTKRPGEL-FQEVSTJZSA-N 0.000 claims description 2
• CEAOPVIFGJTFDW-SFHVURJKSA-N (3s)-3-[[1-[(2-chloro-6-fluorophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(O)C=CN1CC1=C(F)C=CC=C1Cl CEAOPVIFGJTFDW-SFHVURJKSA-N 0.000 claims description 2
• XLPPWZVLRGAWAJ-FQEVSTJZSA-N (3s)-3-[[1-[(2-chloro-6-methoxyphenyl)methyl]-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound COC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=CC(C)=CC=2)=CC=C1 XLPPWZVLRGAWAJ-FQEVSTJZSA-N 0.000 claims description 2
• ACJZDECYIBKQNS-IBGZPJMESA-N (3s)-3-[[1-[(2-chloro-6-methoxyphenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(3,5-dimethoxyphenyl)propanoic acid Chemical compound COC1=CC(OC)=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3Cl)OC)C=CC=2O)=O)=C1 ACJZDECYIBKQNS-IBGZPJMESA-N 0.000 claims description 2
• KOACDKYITDQTOG-SFHVURJKSA-N (3s)-3-[[1-[(2-chloro-6-methoxyphenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound COC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=CC(C)=CC=2)=C(O)C=C1 KOACDKYITDQTOG-SFHVURJKSA-N 0.000 claims description 2
• CEZQNUVVUGMXJG-QFIPXVFZSA-N (3s)-3-[[1-[(2-chloro-6-methylphenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-(1-methylindol-5-yl)propanoic acid Chemical compound CC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=C3C=CN(C)C3=CC=2)=C(O)C2=C1CCC2 CEZQNUVVUGMXJG-QFIPXVFZSA-N 0.000 claims description 2
• DZVMLGMUISGHSE-QFIPXVFZSA-N (3s)-3-[[1-[(2-chloro-6-methylphenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-(1h-indol-5-yl)propanoic acid Chemical compound CC1=CC=CC(Cl)=C1CN1C(=O)C(NC(=O)N[C@@H](CC(O)=O)C=2C=C3C=CNC3=CC=2)=C(O)C2=C1CCC2 DZVMLGMUISGHSE-QFIPXVFZSA-N 0.000 claims description 2
• ZMMRQNCKFDFQTL-QFIPXVFZSA-N (3s)-3-[[1-[(2-chloro-6-methylphenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-(3-ethoxyphenyl)propanoic acid Chemical compound CCOC1=CC=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3C)Cl)C=3CCCC=3C=2O)=O)=C1 ZMMRQNCKFDFQTL-QFIPXVFZSA-N 0.000 claims description 2
• ZEAKLTRVSRSLLK-FQEVSTJZSA-N (3s)-3-[[1-[(2-chloro-6-methylphenyl)methyl]-4-hydroxy-5-methyl-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(O)C(C)=CN1CC1=C(C)C=CC=C1Cl ZEAKLTRVSRSLLK-FQEVSTJZSA-N 0.000 claims description 2
• YJWVXVQDHAQWSO-FQEVSTJZSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-2,4-dimethyl-6-oxopyrimidin-5-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(C)N=C(C)N1CC1=CC=CC=C1Cl YJWVXVQDHAQWSO-FQEVSTJZSA-N 0.000 claims description 2
• ZFKJUHAPJJWBIX-QFIPXVFZSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-2-oxo-4-(propylamino)pyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound O=C1C(NC(=O)N[C@@H](CC(O)=O)C=2C=CC(C)=CC=2)=C(NCCC)C=CN1CC1=CC=CC=C1Cl ZFKJUHAPJJWBIX-QFIPXVFZSA-N 0.000 claims description 2
• MEUVMPSEIBMVOP-FQEVSTJZSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical class C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=CC=CN1CC1=CC=CC=C1Cl MEUVMPSEIBMVOP-FQEVSTJZSA-N 0.000 claims description 2
• GNCHCKVTNJDZDQ-QFIPXVFZSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-(2,2-dimethylpropanoylamino)-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound C1=CC(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(NC(=O)C(C)(C)C)C=CN1CC1=CC=CC=C1Cl GNCHCKVTNJDZDQ-QFIPXVFZSA-N 0.000 claims description 2
• NFFRXLAVOWNYID-QHCPKHFHSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-[2-(2-methoxyethoxy)ethoxy]-2-oxopyridin-3-yl]carbamoylamino]-3-(4-methylphenyl)propanoic acid Chemical compound O=C1C(NC(=O)N[C@@H](CC(O)=O)C=2C=CC(C)=CC=2)=C(OCCOCCOC)C=CN1CC1=CC=CC=C1Cl NFFRXLAVOWNYID-QHCPKHFHSA-N 0.000 claims description 2
• BQGXXTMLECUTPV-QFIPXVFZSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxo-5-propylpyridin-3-yl]carbamoylamino]-3-(3,4-diethoxyphenyl)propanoic acid Chemical compound O=C1C(NC(=O)N[C@@H](CC(O)=O)C=2C=C(OCC)C(OCC)=CC=2)=C(O)C(CCC)=CN1CC1=CC=CC=C1Cl BQGXXTMLECUTPV-QFIPXVFZSA-N 0.000 claims description 2
• XORFTQMHDYGTKE-QFIPXVFZSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxo-5-propylpyridin-3-yl]carbamoylamino]-3-(3-ethoxyphenyl)propanoic acid Chemical compound O=C1C(NC(=O)N[C@@H](CC(O)=O)C=2C=C(OCC)C=CC=2)=C(O)C(CCC)=CN1CC1=CC=CC=C1Cl XORFTQMHDYGTKE-QFIPXVFZSA-N 0.000 claims description 2
• BNRMVPBVZOZNMK-QFIPXVFZSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-(1-ethylindol-5-yl)propanoic acid Chemical compound N([C@@H](CC(O)=O)C=1C=C2C=CN(C2=CC=1)CC)C(=O)NC(C1=O)=C(O)C=2CCCC=2N1CC1=CC=CC=C1Cl BNRMVPBVZOZNMK-QFIPXVFZSA-N 0.000 claims description 2
• DHHNPZIXYMWDPH-NRFANRHFSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-(3,5-dimethylphenyl)propanoic acid Chemical compound CC1=CC(C)=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3)Cl)C=3CCCC=3C=2O)=O)=C1 DHHNPZIXYMWDPH-NRFANRHFSA-N 0.000 claims description 2
• LUUUHVOTVYSQFF-FQEVSTJZSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-(3-methylphenyl)propanoic acid Chemical compound CC1=CC=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3)Cl)C=3CCCC=3C=2O)=O)=C1 LUUUHVOTVYSQFF-FQEVSTJZSA-N 0.000 claims description 2
• SZGIETHQNIDCKR-QHCPKHFHSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-[3-(cyclopropylmethoxy)phenyl]propanoic acid Chemical compound N([C@@H](CC(=O)O)C=1C=C(OCC2CC2)C=CC=1)C(=O)NC(C1=O)=C(O)C=2CCCC=2N1CC1=CC=CC=C1Cl SZGIETHQNIDCKR-QHCPKHFHSA-N 0.000 claims description 2
• HADSFMDFAUFDGC-QHCPKHFHSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-[3-(diethylamino)phenyl]propanoic acid Chemical compound CCN(CC)C1=CC=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3)Cl)C=3CCCC=3C=2O)=O)=C1 HADSFMDFAUFDGC-QHCPKHFHSA-N 0.000 claims description 2
• UEJZTBVBUZWXNR-QFIPXVFZSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxo-6,7-dihydro-5h-cyclopenta[b]pyridin-3-yl]carbamoylamino]-3-[3-[ethyl(methylsulfonyl)amino]phenyl]propanoic acid Chemical compound CCN(S(C)(=O)=O)C1=CC=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3)Cl)C=3CCCC=3C=2O)=O)=C1 UEJZTBVBUZWXNR-QFIPXVFZSA-N 0.000 claims description 2
• JJIZXKFYSIASKX-KRWDZBQOSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(2,3-dihydro-1,4-benzodioxin-6-yl)propanoic acid Chemical compound N([C@@H](CC(=O)O)C=1C=C2OCCOC2=CC=1)C(=O)NC(C1=O)=C(O)C=CN1CC1=CC=CC=C1Cl JJIZXKFYSIASKX-KRWDZBQOSA-N 0.000 claims description 2
• IMNHTTFOXQVWMA-IBGZPJMESA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(3,4-diethoxyphenyl)propanoic acid Chemical compound C1=C(OCC)C(OCC)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(O)C=CN1CC1=CC=CC=C1Cl IMNHTTFOXQVWMA-IBGZPJMESA-N 0.000 claims description 2
• WZWLVJNBDJRATC-KRWDZBQOSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(3,4-dimethoxyphenyl)propanoic acid Chemical compound C1=C(OC)C(OC)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(O)C=CN1CC1=CC=CC=C1Cl WZWLVJNBDJRATC-KRWDZBQOSA-N 0.000 claims description 2
• VJONHWDORCHQKF-IBGZPJMESA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(3,4-dimethylphenyl)propanoic acid Chemical compound C1=C(C)C(C)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(O)C=CN1CC1=CC=CC=C1Cl VJONHWDORCHQKF-IBGZPJMESA-N 0.000 claims description 2
• WXJXZGFTBHUTRC-NRFANRHFSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(3,4-dipropoxyphenyl)propanoic acid Chemical compound C1=C(OCCC)C(OCCC)=CC=C1[C@H](CC(O)=O)NC(=O)NC(C1=O)=C(O)C=CN1CC1=CC=CC=C1Cl WXJXZGFTBHUTRC-NRFANRHFSA-N 0.000 claims description 2
• NOJGFYRCCNSGFU-SFHVURJKSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(3,5-dimethoxy-4-methylphenyl)propanoic acid Chemical compound COC1=C(C)C(OC)=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3)Cl)C=CC=2O)=O)=C1 NOJGFYRCCNSGFU-SFHVURJKSA-N 0.000 claims description 2
• WGCGJUIUYDXFGN-IBGZPJMESA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(3,5-dimethoxyphenyl)propanoic acid Chemical compound COC1=CC(OC)=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3)Cl)C=CC=2O)=O)=C1 WGCGJUIUYDXFGN-IBGZPJMESA-N 0.000 claims description 2
• JEIDCRKRGJNGEE-SFHVURJKSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(3-ethoxy-4-methoxyphenyl)propanoic acid Chemical compound C1=C(OC)C(OCC)=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3)Cl)C=CC=2O)=O)=C1 JEIDCRKRGJNGEE-SFHVURJKSA-N 0.000 claims description 2
• KPFQHNYBDWOQBS-IBGZPJMESA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(3-ethoxyphenyl)propanoic acid Chemical compound CCOC1=CC=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3)Cl)C=CC=2O)=O)=C1 KPFQHNYBDWOQBS-IBGZPJMESA-N 0.000 claims description 2
• NFUAGYQZSQRSIE-SFHVURJKSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(3-methoxy-4-methylphenyl)propanoic acid Chemical compound C1=C(C)C(OC)=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3)Cl)C=CC=2O)=O)=C1 NFUAGYQZSQRSIE-SFHVURJKSA-N 0.000 claims description 2
• RIXSHRQWXXIBFX-SFHVURJKSA-N (3s)-3-[[1-[(2-chlorophenyl)methyl]-4-hydroxy-2-oxopyridin-3-yl]carbamoylamino]-3-(3-methoxyphenyl)propanoic acid Chemical compound COC1=CC=CC([C@H](CC(O)=O)NC(=O)NC=2C(N(CC=3C(=CC=CC=3)Cl)C=CC=2O)=O)=C1 RIXSHRQWXXIBFX-SFHVURJKSA-N 0.000 claims description 2
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