JP2006525990A

JP2006525990A - 神経変性障害の処置のためのイソオキサゾール化合物およびイソチアゾール化合物

神経変性障害の処置のためのイソオキサゾール化合物およびイソチアゾール化合物 Download PDF

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Publication number: JP2006525990A
Authority: JP; Japan
Prior art keywords: isoxazol; amide; phenyl; pentanoic acid; hydroxy
Prior art date: 2003-05-12
Legal status : Withdrawn

Application number

JP2006506603A

Other languages

English (en)

Japanese (ja)

Other versions

JP2006525990A5 (enExample

Inventor

ユーピン・リャン・チェン

レイ・ツァン

Original Assignee

ファイザー・プロダクツ・インク

Priority date

2003-05-12

Filing date

2004-05-10

Publication date

2006-11-16

2004-05-10 Application filed by ファイザー・プロダクツ・インク filed Critical ファイザー・プロダクツ・インク

2006-11-16 Publication of JP2006525990A publication Critical patent/JP2006525990A/ja

2007-05-31 Publication of JP2006525990A5 publication Critical patent/JP2006525990A5/ja

Status Withdrawn legal-status Critical Current

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208000015122 neurodegenerative disease Diseases 0.000 title abstract description 6
150000003854 isothiazoles Chemical class 0.000 title description 2
150000002545 isoxazoles Chemical class 0.000 title 1
150000001875 compounds Chemical class 0.000 claims abstract description 97
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 68
201000010099 disease Diseases 0.000 claims abstract description 54
238000000034 method Methods 0.000 claims abstract description 47
241000124008 Mammalia Species 0.000 claims abstract description 26
208000024827 Alzheimer disease Diseases 0.000 claims abstract description 25
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 14
-1 -I Chemical group 0.000 claims description 98
125000000217 alkyl group Chemical group 0.000 claims description 88
125000000592 heterocycloalkyl group Chemical group 0.000 claims description 79
125000000753 cycloalkyl group Chemical group 0.000 claims description 54
125000001424 substituent group Chemical group 0.000 claims description 52
125000001072 heteroaryl group Chemical group 0.000 claims description 51
125000003118 aryl group Chemical group 0.000 claims description 40
239000000203 mixture Substances 0.000 claims description 36
125000000392 cycloalkenyl group Chemical group 0.000 claims description 28
150000003839 salts Chemical class 0.000 claims description 28
150000001408 amides Chemical class 0.000 claims description 23
125000003342 alkenyl group Chemical group 0.000 claims description 20
125000001153 fluoro group Chemical group F* 0.000 claims description 20
125000000304 alkynyl group Chemical group 0.000 claims description 19
229910052760 oxygen Inorganic materials 0.000 claims description 17
CIVHYONOTJEXAY-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]pentanoic acid Chemical compound CCCC(C(O)=O)NC(=O)CC1=CC(F)=CC(F)=C1 CIVHYONOTJEXAY-UHFFFAOYSA-N 0.000 claims description 16
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 16
229910052757 nitrogen Inorganic materials 0.000 claims description 16
229910052717 sulfur Inorganic materials 0.000 claims description 16
125000005842 heteroatom Chemical group 0.000 claims description 15
201000010374 Down Syndrome Diseases 0.000 claims description 12
206010044688 Trisomy 21 Diseases 0.000 claims description 12
150000001602 bicycloalkyls Chemical group 0.000 claims description 12
229910052799 carbon Inorganic materials 0.000 claims description 12
125000003545 alkoxy group Chemical group 0.000 claims description 10
HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims description 10
208000005145 Cerebral amyloid angiopathy Diseases 0.000 claims description 9
102000029797 Prion Human genes 0.000 claims description 9
108091000054 Prion Proteins 0.000 claims description 9
210000004556 brain Anatomy 0.000 claims description 9
230000001404 mediated effect Effects 0.000 claims description 9
208000018282 ACys amyloidosis Diseases 0.000 claims description 8
206010059245 Angiopathy Diseases 0.000 claims description 8
208000007487 Familial Cerebral Amyloid Angiopathy Diseases 0.000 claims description 8
208000032849 Hereditary cerebral hemorrhage with amyloidosis Diseases 0.000 claims description 8
208000006011 Stroke Diseases 0.000 claims description 8
239000003795 chemical substances by application Substances 0.000 claims description 8
201000008319 inclusion body myositis Diseases 0.000 claims description 8
201000006417 multiple sclerosis Diseases 0.000 claims description 8
239000000651 prodrug Substances 0.000 claims description 8
229940002612 prodrug Drugs 0.000 claims description 8
239000003937 drug carrier Substances 0.000 claims description 7
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
DSLNWSQIHGHNRE-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-[5-(1-hydroxyethyl)-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(C(C)O)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 DSLNWSQIHGHNRE-UHFFFAOYSA-N 0.000 claims description 6
239000013543 active substance Substances 0.000 claims description 6
239000000935 antidepressant agent Substances 0.000 claims description 6
229940005513 antidepressants Drugs 0.000 claims description 6
239000003963 antioxidant agent Substances 0.000 claims description 6
230000001430 anti-depressive effect Effects 0.000 claims description 5
230000003078 antioxidant effect Effects 0.000 claims description 5
239000002249 anxiolytic agent Substances 0.000 claims description 5
125000004432 carbon atom Chemical group C* 0.000 claims description 5
235000012000 cholesterol Nutrition 0.000 claims description 5
125000005553 heteroaryloxy group Chemical group 0.000 claims description 5
239000003695 memory enhancer Substances 0.000 claims description 5
125000004076 pyridyl group Chemical group 0.000 claims description 5
208000019116 sleep disease Diseases 0.000 claims description 5
208000020685 sleep-wake disease Diseases 0.000 claims description 5
XLLRRMRSBSTKRM-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)-2-hydroxyacetyl]amino]pentanoic acid Chemical compound CCCC(C(O)=O)NC(=O)C(O)C1=CC(F)=CC(F)=C1 XLLRRMRSBSTKRM-UHFFFAOYSA-N 0.000 claims description 4
NAJLUYHMJIEKBT-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-[5-(1-pyrrolidin-1-ylethyl)-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(C(C)N2CCCC2)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 NAJLUYHMJIEKBT-UHFFFAOYSA-N 0.000 claims description 4
MPUYRMSULNLYKP-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-[5-[(3-methoxypropylamino)methyl]-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(CNCCCOC)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 MPUYRMSULNLYKP-UHFFFAOYSA-N 0.000 claims description 4
NSXXOSJHRVISGK-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-[5-[1-(dimethylamino)ethyl]-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(C(C)N(C)C)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 NSXXOSJHRVISGK-UHFFFAOYSA-N 0.000 claims description 4
FAMSKBZGXIMEAK-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-[5-[1-[2-(dimethylamino)ethylamino]ethyl]-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(C(C)NCCN(C)C)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 FAMSKBZGXIMEAK-UHFFFAOYSA-N 0.000 claims description 4
MWQCEISSYPLMBV-UHFFFAOYSA-N 2-[[2-(5-bromopyridin-3-yl)acetyl]amino]-n-(5-tert-butyl-1,2-oxazol-3-yl)propanamide Chemical compound C1=C(C(C)(C)C)ON=C1NC(=O)C(C)NC(=O)CC1=CN=CC(Br)=C1 MWQCEISSYPLMBV-UHFFFAOYSA-N 0.000 claims description 4
125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 4
239000002260 anti-inflammatory agent Substances 0.000 claims description 4
229940121363 anti-inflammatory agent Drugs 0.000 claims description 4
229940030600 antihypertensive agent Drugs 0.000 claims description 4
239000002220 antihypertensive agent Substances 0.000 claims description 4
230000000949 anxiolytic effect Effects 0.000 claims description 4
BTNSDUDBEAHGMX-UHFFFAOYSA-N n-(3-cyclohexyl-1,2-oxazol-5-yl)-2-[[2-(3,5-difluorophenyl)-2-hydroxyacetyl]amino]pentanamide Chemical compound C=1C(C2CCCCC2)=NOC=1NC(=O)C(CCC)NC(=O)C(O)C1=CC(F)=CC(F)=C1 BTNSDUDBEAHGMX-UHFFFAOYSA-N 0.000 claims description 4
REEWEQGWVGZMSK-UHFFFAOYSA-N n-(5-cyclohexyl-1,2-oxazol-3-yl)-2-[[2-(3,5-difluorophenyl)-2-hydroxyacetyl]amino]pentanamide Chemical compound C1=C(C2CCCCC2)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC(F)=CC(F)=C1 REEWEQGWVGZMSK-UHFFFAOYSA-N 0.000 claims description 4
VMFZJMPQPHVPFZ-UHFFFAOYSA-N n-(5-tert-butyl-1,2-oxazol-3-yl)-2-[[2-(3,5-difluorophenyl)-2-hydroxyacetyl]amino]propanamide Chemical compound C1=C(C(C)(C)C)ON=C1NC(=O)C(C)NC(=O)C(O)C1=CC(F)=CC(F)=C1 VMFZJMPQPHVPFZ-UHFFFAOYSA-N 0.000 claims description 4
DHUAGBRLGOYTNY-UHFFFAOYSA-N n-(5-tert-butyl-1,2-oxazol-3-yl)-2-[[2-(3-phenoxyphenyl)acetyl]amino]propanamide Chemical compound C1=C(C(C)(C)C)ON=C1NC(=O)C(C)NC(=O)CC(C=1)=CC=CC=1OC1=CC=CC=C1 DHUAGBRLGOYTNY-UHFFFAOYSA-N 0.000 claims description 4
YWYWRRBHGOAZGY-UHFFFAOYSA-N n-[1-[(5-tert-butyl-1,2-oxazol-3-yl)amino]-1-oxobutan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound CC(C)(C)C(O)C(=O)NC(CC)C(=O)NC=1C=C(C(C)(C)C)ON=1 YWYWRRBHGOAZGY-UHFFFAOYSA-N 0.000 claims description 4
QCAAIRNXTUNVMR-UHFFFAOYSA-N n-[1-[(5-tert-butyl-1,2-oxazol-3-yl)amino]-1-oxopropan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound CC(C)(C)C(O)C(=O)NC(C)C(=O)NC=1C=C(C(C)(C)C)ON=1 QCAAIRNXTUNVMR-UHFFFAOYSA-N 0.000 claims description 4
KVHNWBYZYAFOKS-UHFFFAOYSA-N n-[1-[(5-tert-butyl-1,2-oxazol-3-yl)amino]-1-oxopropan-2-yl]-2-hydroxy-3-methylbutanamide Chemical compound CC(C)C(O)C(=O)NC(C)C(=O)NC=1C=C(C(C)(C)C)ON=1 KVHNWBYZYAFOKS-UHFFFAOYSA-N 0.000 claims description 4
COOOHHOCZYPLEU-UHFFFAOYSA-N n-[3-(cyclopentylmethyl)-1,2-oxazol-5-yl]-2-[[2-(3,5-difluorophenyl)-2-hydroxyacetyl]amino]pentanamide Chemical compound C=1C(CC2CCCC2)=NOC=1NC(=O)C(CCC)NC(=O)C(O)C1=CC(F)=CC(F)=C1 COOOHHOCZYPLEU-UHFFFAOYSA-N 0.000 claims description 4
JPVJWWHHDRCOTR-UHFFFAOYSA-N n-[5-(cyclopentylmethyl)-1,2-oxazol-3-yl]-2-[[2-(3,5-difluorophenyl)-2-hydroxyacetyl]amino]pentanamide Chemical compound C1=C(CC2CCCC2)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC(F)=CC(F)=C1 JPVJWWHHDRCOTR-UHFFFAOYSA-N 0.000 claims description 4
HHYWDGNPLQVCGF-UHFFFAOYSA-N n-[5-[1-(4-tert-butylphenyl)propan-2-yl]-1,2-oxazol-3-yl]-2-[[2-(3,5-difluorophenyl)-2-hydroxyacetyl]amino]pentanamide Chemical compound C1=C(C(C)CC=2C=CC(=CC=2)C(C)(C)C)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC(F)=CC(F)=C1 HHYWDGNPLQVCGF-UHFFFAOYSA-N 0.000 claims description 4
125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
CJXMXAMMMDBBLR-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-[5-(hydroxymethyl)-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(CO)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 CJXMXAMMMDBBLR-UHFFFAOYSA-N 0.000 claims description 3
LJKZNMLKWMKJQU-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-[5-[[3-(dimethylamino)pyrrolidin-1-yl]methyl]-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(CN2CC(CC2)N(C)C)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 LJKZNMLKWMKJQU-UHFFFAOYSA-N 0.000 claims description 3
IGGLPYBTXSDTJI-UHFFFAOYSA-N [3-[2-[[2-(3,5-difluorophenyl)acetyl]amino]pentanoylamino]-1,2-oxazol-5-yl]methyl 2-(3,5-difluorophenyl)acetate Chemical compound C1=C(COC(=O)CC=2C=C(F)C=C(F)C=2)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 IGGLPYBTXSDTJI-UHFFFAOYSA-N 0.000 claims description 3
239000000164 antipsychotic agent Substances 0.000 claims description 3
125000004104 aryloxy group Chemical group 0.000 claims description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
238000006467 substitution reaction Methods 0.000 claims description 3
125000001544 thienyl group Chemical group 0.000 claims description 3
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 2
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 2
VLGHGGPHGJZVNS-UHFFFAOYSA-N 1-[[3-[2-[[2-(3,5-difluorophenyl)acetyl]amino]pentanoylamino]-1,2-oxazol-5-yl]methyl]-n,n-diethylpiperidine-3-carboxamide Chemical compound C1=C(CN2CC(CCC2)C(=O)N(CC)CC)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 VLGHGGPHGJZVNS-UHFFFAOYSA-N 0.000 claims description 2
DHKCQFRAXLGSGL-UHFFFAOYSA-N 1-[[3-[2-[[2-(3,5-difluorophenyl)acetyl]amino]pentanoylamino]-1,2-oxazol-5-yl]methyl]-n,n-diethylpiperidine-4-carboxamide Chemical compound C1=C(CN2CCC(CC2)C(=O)N(CC)CC)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 DHKCQFRAXLGSGL-UHFFFAOYSA-N 0.000 claims description 2
RILQYCOUYNEUIA-UHFFFAOYSA-N 2-[(2-hydroxy-2-phenylacetyl)amino]-n-(5-phenyl-1,2-oxazol-3-yl)pentanamide Chemical compound C1=C(C=2C=CC=CC=2)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC=CC=C1 RILQYCOUYNEUIA-UHFFFAOYSA-N 0.000 claims description 2
LRYGHOFJEWVRPY-UHFFFAOYSA-N 2-[(2-hydroxy-2-phenylacetyl)amino]-n-[5-(2,4,4-trimethylpentyl)-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(CC(C)CC(C)(C)C)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC=CC=C1 LRYGHOFJEWVRPY-UHFFFAOYSA-N 0.000 claims description 2
CLFNKFQWTWDQOZ-UHFFFAOYSA-N 2-[(2-hydroxy-2-phenylacetyl)amino]-n-[5-(6-methoxy-2,6-dimethylheptyl)-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(CC(C)CCCC(C)(C)OC)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC=CC=C1 CLFNKFQWTWDQOZ-UHFFFAOYSA-N 0.000 claims description 2
WBQOCFQTBOYXRZ-UHFFFAOYSA-N 2-[(2-hydroxy-3-methylbutanoyl)amino]-n-(3-methyl-1,2-oxazol-5-yl)pentanamide Chemical compound CC(C)C(O)C(=O)NC(CCC)C(=O)NC1=CC(C)=NO1 WBQOCFQTBOYXRZ-UHFFFAOYSA-N 0.000 claims description 2
JZJVQARVUVWZNW-UHFFFAOYSA-N 2-[(2-hydroxy-3-methylbutanoyl)amino]-n-(3-phenyl-1,2-oxazol-5-yl)pentanamide Chemical compound O1C(NC(=O)C(NC(=O)C(O)C(C)C)CCC)=CC(C=2C=CC=CC=2)=N1 JZJVQARVUVWZNW-UHFFFAOYSA-N 0.000 claims description 2
CLDWQEHFHGRVGI-UHFFFAOYSA-N 2-[(2-hydroxy-3-methylbutanoyl)amino]-n-(5-methyl-1,2-oxazol-3-yl)pentanamide Chemical compound CC(C)C(O)C(=O)NC(CCC)C(=O)NC=1C=C(C)ON=1 CLDWQEHFHGRVGI-UHFFFAOYSA-N 0.000 claims description 2
XPEGEZIBAFAHMC-UHFFFAOYSA-N 2-[(2-hydroxy-3-methylbutanoyl)amino]-n-(5-phenyl-1,2-oxazol-3-yl)pentanamide Chemical compound O1N=C(NC(=O)C(NC(=O)C(O)C(C)C)CCC)C=C1C1=CC=CC=C1 XPEGEZIBAFAHMC-UHFFFAOYSA-N 0.000 claims description 2
PIAJCQUERJLFKD-UHFFFAOYSA-N 2-[(2-hydroxy-3-methylbutanoyl)amino]-n-[5-(2,4,4-trimethylpentyl)-1,2-oxazol-3-yl]pentanamide Chemical compound CC(C)C(O)C(=O)NC(CCC)C(=O)NC=1C=C(CC(C)CC(C)(C)C)ON=1 PIAJCQUERJLFKD-UHFFFAOYSA-N 0.000 claims description 2
WVFWLYAXFPMZIM-UHFFFAOYSA-N 2-[(2-hydroxy-3-methylbutanoyl)amino]-n-[5-(3-hydroxypentan-3-yl)-1,2-oxazol-3-yl]pentanamide Chemical compound CC(C)C(O)C(=O)NC(CCC)C(=O)NC=1C=C(C(O)(CC)CC)ON=1 WVFWLYAXFPMZIM-UHFFFAOYSA-N 0.000 claims description 2
FOKNOOCEIFUOSX-UHFFFAOYSA-N 2-[(2-hydroxy-3-methylbutanoyl)amino]-n-[5-(6-methoxy-2,6-dimethylheptyl)-1,2-oxazol-3-yl]pentanamide Chemical compound CC(C)C(O)C(=O)NC(CCC)C(=O)NC=1C=C(CC(C)CCCC(C)(C)OC)ON=1 FOKNOOCEIFUOSX-UHFFFAOYSA-N 0.000 claims description 2
HVOVDOFORJVPHL-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)-2-hydroxyacetyl]amino]-n-(3-phenyl-1,2-oxazol-5-yl)pentanamide Chemical compound C=1C(C=2C=CC=CC=2)=NOC=1NC(=O)C(CCC)NC(=O)C(O)C1=CC(F)=CC(F)=C1 HVOVDOFORJVPHL-UHFFFAOYSA-N 0.000 claims description 2
ZOHRPLMJYUQZGT-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)-2-hydroxyacetyl]amino]-n-(5-phenyl-1,2-oxazol-3-yl)pentanamide Chemical compound C1=C(C=2C=CC=CC=2)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC(F)=CC(F)=C1 ZOHRPLMJYUQZGT-UHFFFAOYSA-N 0.000 claims description 2
XHMTUMISDDIOOC-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)-2-hydroxyacetyl]amino]-n-[5-(2,4,4-trimethylpentyl)-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(CC(C)CC(C)(C)C)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC(F)=CC(F)=C1 XHMTUMISDDIOOC-UHFFFAOYSA-N 0.000 claims description 2
VOCUSCOTTDKWKC-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)-2-hydroxyacetyl]amino]-n-[5-(3-hydroxypentan-3-yl)-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(C(O)(CC)CC)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC(F)=CC(F)=C1 VOCUSCOTTDKWKC-UHFFFAOYSA-N 0.000 claims description 2
RVGVEBMTFWYZFZ-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-N-[5-[(3-propan-2-yloxypropylamino)methyl]-1,2-oxazol-3-yl]pentanamide Chemical compound C(C)(C)OCCCNCC1=CC(=NO1)NC(C(CCC)NC(CC1=CC(=CC(=C1)F)F)=O)=O RVGVEBMTFWYZFZ-UHFFFAOYSA-N 0.000 claims description 2
JTSYLYBHOMBWMT-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-N-[5-[(4-hydroxy-4-phenylpiperidin-1-yl)methyl]-1,2-oxazol-3-yl]pentanamide Chemical compound CCCC(NC(=O)Cc1cc(F)cc(F)c1)C(=O)Nc1cc(CN2CCC(O)(CC2)c2ccccc2)on1 JTSYLYBHOMBWMT-UHFFFAOYSA-N 0.000 claims description 2
NBSNXDKPMDPGMA-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-N-[5-[1-(3,3-dimethylbutoxy)ethyl]-1,2-oxazol-3-yl]pentanamide Chemical compound CCCC(NC(=O)Cc1cc(F)cc(F)c1)C(=O)Nc1cc(on1)C(C)OCCC(C)(C)C NBSNXDKPMDPGMA-UHFFFAOYSA-N 0.000 claims description 2
NAALVNSRCRRVGA-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-N-[5-[1-(3-propan-2-yloxypropylamino)ethyl]-1,2-oxazol-3-yl]pentanamide Chemical compound C(C)(C)OCCCNC(C)C1=CC(=NO1)NC(C(CCC)NC(CC1=CC(=CC(=C1)F)F)=O)=O NAALVNSRCRRVGA-UHFFFAOYSA-N 0.000 claims description 2
BFYZNUDBDUVWFJ-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-N-[5-[1-[methyl(2-pyridin-2-ylethyl)amino]ethyl]-1,2-oxazol-3-yl]pentanamide Chemical compound CN(C(C)C1=CC(=NO1)NC(C(CCC)NC(CC1=CC(=CC(=C1)F)F)=O)=O)CCC1=NC=CC=C1 BFYZNUDBDUVWFJ-UHFFFAOYSA-N 0.000 claims description 2
VPBPJKMQQODESP-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-(3-phenyl-1,2-oxazol-5-yl)pentanamide Chemical compound C=1C(C=2C=CC=CC=2)=NOC=1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 VPBPJKMQQODESP-UHFFFAOYSA-N 0.000 claims description 2
MNRQNJRNCRHNFB-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-(5-phenyl-1,2-oxazol-3-yl)pentanamide Chemical compound C1=C(C=2C=CC=CC=2)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 MNRQNJRNCRHNFB-UHFFFAOYSA-N 0.000 claims description 2
JZRMTFYTSNPOOD-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-[5-(2,4,4-trimethylpentyl)-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(CC(C)CC(C)(C)C)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 JZRMTFYTSNPOOD-UHFFFAOYSA-N 0.000 claims description 2
CPQFFIHPRDYXEW-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-[5-(3-hydroxypentan-3-yl)-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(C(O)(CC)CC)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 CPQFFIHPRDYXEW-UHFFFAOYSA-N 0.000 claims description 2
SKAQQBMRPBNDMM-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-[5-(6-methoxy-2,6-dimethylheptyl)-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(CC(C)CCCC(C)(C)OC)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 SKAQQBMRPBNDMM-UHFFFAOYSA-N 0.000 claims description 2
UGHHGWVKEOEBLY-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-[5-(pyrrolidin-1-ylmethyl)-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(CN2CCCC2)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 UGHHGWVKEOEBLY-UHFFFAOYSA-N 0.000 claims description 2
PMQFZHKDSGUKFX-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-[5-[(4-hydroxypiperidin-1-yl)methyl]-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(CN2CCC(O)CC2)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 PMQFZHKDSGUKFX-UHFFFAOYSA-N 0.000 claims description 2
KPNYODGZQPIFBK-UHFFFAOYSA-N 2-[[2-(3,5-difluorophenyl)acetyl]amino]-n-[5-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(CN2CCC(CC2)N2CCCC2)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 KPNYODGZQPIFBK-UHFFFAOYSA-N 0.000 claims description 2
MGCYBWRLCHQNOR-UHFFFAOYSA-N 2-[[2-(5-bromopyridin-2-yl)acetyl]amino]-n-(5-tert-butyl-1,2-oxazol-3-yl)pentanamide Chemical compound C1=C(C(C)(C)C)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC=C(Br)C=N1 MGCYBWRLCHQNOR-UHFFFAOYSA-N 0.000 claims description 2
HZIGDXFLTLXUHE-UHFFFAOYSA-N 2-[[2-hydroxy-2-(3-phenoxyphenyl)acetyl]amino]-n-[5-(2,4,4-trimethylpentyl)-1,2-oxazol-3-yl]pentanamide Chemical compound C1=C(CC(C)CC(C)(C)C)ON=C1NC(=O)C(CCC)NC(=O)C(O)C(C=1)=CC=CC=1OC1=CC=CC=C1 HZIGDXFLTLXUHE-UHFFFAOYSA-N 0.000 claims description 2
VEVXMFYLLIDCBP-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-n-[1-[(5-methyl-1,2-oxazol-3-yl)amino]-1-oxopentan-2-yl]butanamide Chemical compound CC(C)(C)C(O)C(=O)NC(CCC)C(=O)NC=1C=C(C)ON=1 VEVXMFYLLIDCBP-UHFFFAOYSA-N 0.000 claims description 2
MLYKYBOJYVDUKJ-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-n-[1-[[5-(morpholin-4-ylmethyl)-1,2-oxazol-3-yl]amino]-1-oxopentan-2-yl]butanamide Chemical compound O1N=C(NC(=O)C(NC(=O)C(O)C(C)(C)C)CCC)C=C1CN1CCOCC1 MLYKYBOJYVDUKJ-UHFFFAOYSA-N 0.000 claims description 2
MBDGBCQETOZJKI-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-n-[1-oxo-1-[(3-phenyl-1,2-oxazol-5-yl)amino]pentan-2-yl]butanamide Chemical compound O1C(NC(=O)C(NC(=O)C(O)C(C)(C)C)CCC)=CC(C=2C=CC=CC=2)=N1 MBDGBCQETOZJKI-UHFFFAOYSA-N 0.000 claims description 2
DERNWPOJSQSQRG-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-n-[1-oxo-1-[(5-pent-2-en-3-yl-1,2-oxazol-3-yl)amino]pentan-2-yl]butanamide Chemical compound CC(C)(C)C(O)C(=O)NC(CCC)C(=O)NC=1C=C(C(CC)=CC)ON=1 DERNWPOJSQSQRG-UHFFFAOYSA-N 0.000 claims description 2
YGUQUHSLOSBSPX-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-n-[1-oxo-1-[(5-phenyl-1,2-oxazol-3-yl)amino]pentan-2-yl]butanamide Chemical compound O1N=C(NC(=O)C(NC(=O)C(O)C(C)(C)C)CCC)C=C1C1=CC=CC=C1 YGUQUHSLOSBSPX-UHFFFAOYSA-N 0.000 claims description 2
MYHRVIWMLCMERA-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-n-[1-oxo-1-[[5-(2,4,4-trimethylpentyl)-1,2-oxazol-3-yl]amino]pentan-2-yl]butanamide Chemical compound CC(C)(C)C(O)C(=O)NC(CCC)C(=O)NC=1C=C(CC(C)CC(C)(C)C)ON=1 MYHRVIWMLCMERA-UHFFFAOYSA-N 0.000 claims description 2
FDILXYFXDKBXAT-UHFFFAOYSA-N 2-hydroxy-n-[1-[[5-(3-hydroxypentan-3-yl)-1,2-oxazol-3-yl]amino]-1-oxopentan-2-yl]-3,3-dimethylbutanamide Chemical compound CC(C)(C)C(O)C(=O)NC(CCC)C(=O)NC=1C=C(C(O)(CC)CC)ON=1 FDILXYFXDKBXAT-UHFFFAOYSA-N 0.000 claims description 2
RNFWXMLNAQFXRY-UHFFFAOYSA-N 2-hydroxy-n-[1-[[5-(6-methoxy-2,6-dimethylheptyl)-1,2-oxazol-3-yl]amino]-1-oxopentan-2-yl]-3,3-dimethylbutanamide Chemical compound CC(C)(C)C(O)C(=O)NC(CCC)C(=O)NC=1C=C(CC(C)CCCC(C)(C)OC)ON=1 RNFWXMLNAQFXRY-UHFFFAOYSA-N 0.000 claims description 2
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
RDTGUNMIAPPUES-UHFFFAOYSA-N 4-[1-[3-[2-[[2-(3,5-difluorophenyl)acetyl]amino]pentanoylamino]-1,2-oxazol-5-yl]ethyl]-n,n-diethylpiperazine-1-carboxamide Chemical compound C1=C(C(C)N2CCN(CC2)C(=O)N(CC)CC)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 RDTGUNMIAPPUES-UHFFFAOYSA-N 0.000 claims description 2
VRGSERBPEBYIDB-UHFFFAOYSA-N C1(=CC=CC=C1)C(C)NCCC1=CC(=NO1)NC(C(CCC)NC(CC1=CC(=CC(=C1)F)F)=O)=O Chemical compound C1(=CC=CC=C1)C(C)NCCC1=CC(=NO1)NC(C(CCC)NC(CC1=CC(=CC(=C1)F)F)=O)=O VRGSERBPEBYIDB-UHFFFAOYSA-N 0.000 claims description 2
230000003110 anti-inflammatory effect Effects 0.000 claims description 2
230000000561 anti-psychotic effect Effects 0.000 claims description 2
KYGFQRCNJNPJKV-UHFFFAOYSA-N n-(3,4-dimethyl-1,2-oxazol-5-yl)-2-[(2-hydroxy-3-methylbutanoyl)amino]pentanamide Chemical compound CC(C)C(O)C(=O)NC(CCC)C(=O)NC=1ON=C(C)C=1C KYGFQRCNJNPJKV-UHFFFAOYSA-N 0.000 claims description 2
LHCODJYEPWSLQC-UHFFFAOYSA-N n-(3-cyclohexyl-1,2-oxazol-5-yl)-2-[(2-hydroxy-3-methylbutanoyl)amino]pentanamide Chemical compound O1C(NC(=O)C(NC(=O)C(O)C(C)C)CCC)=CC(C2CCCCC2)=N1 LHCODJYEPWSLQC-UHFFFAOYSA-N 0.000 claims description 2
WRFBDCYKXXKLJA-UHFFFAOYSA-N n-(3-cyclohexyl-1,2-oxazol-5-yl)-2-[[2-(3,5-difluorophenyl)acetyl]amino]pentanamide Chemical compound C=1C(C2CCCCC2)=NOC=1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 WRFBDCYKXXKLJA-UHFFFAOYSA-N 0.000 claims description 2
DKZJWKRBKOCLPD-UHFFFAOYSA-N n-(3-cyclohexyl-1,2-oxazol-5-yl)-2-[[2-(3-phenoxyphenyl)acetyl]amino]pentanamide Chemical compound C=1C(C2CCCCC2)=NOC=1NC(=O)C(CCC)NC(=O)CC(C=1)=CC=CC=1OC1=CC=CC=C1 DKZJWKRBKOCLPD-UHFFFAOYSA-N 0.000 claims description 2
LAMYWZDUELEOFQ-UHFFFAOYSA-N n-(5-cyclohexyl-1,2-oxazol-3-yl)-2-[(2-hydroxy-2-phenylacetyl)amino]pentanamide Chemical compound C1=C(C2CCCCC2)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC=CC=C1 LAMYWZDUELEOFQ-UHFFFAOYSA-N 0.000 claims description 2
GANGQEZPHSQDLG-UHFFFAOYSA-N n-(5-cyclohexyl-1,2-oxazol-3-yl)-2-[(2-hydroxy-3-methylbutanoyl)amino]pentanamide Chemical compound O1N=C(NC(=O)C(NC(=O)C(O)C(C)C)CCC)C=C1C1CCCCC1 GANGQEZPHSQDLG-UHFFFAOYSA-N 0.000 claims description 2
JFQVSZXGVNEHID-UHFFFAOYSA-N n-(5-cyclohexyl-1,2-oxazol-3-yl)-2-[[2-(3,5-difluorophenyl)acetyl]amino]pentanamide Chemical compound C1=C(C2CCCCC2)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 JFQVSZXGVNEHID-UHFFFAOYSA-N 0.000 claims description 2
SFZPBKNSNHZLJV-UHFFFAOYSA-N n-(5-tert-butyl-1,2-oxazol-3-yl)-2-[(2-hydroxy-2-phenylacetyl)amino]pentanamide Chemical compound C1=C(C(C)(C)C)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC=CC=C1 SFZPBKNSNHZLJV-UHFFFAOYSA-N 0.000 claims description 2
WHJSSVRIIXWBBW-UHFFFAOYSA-N n-(5-tert-butyl-1,2-oxazol-3-yl)-2-[(2-hydroxy-3-methylbutanoyl)amino]pentanamide Chemical compound CC(C)C(O)C(=O)NC(CCC)C(=O)NC=1C=C(C(C)(C)C)ON=1 WHJSSVRIIXWBBW-UHFFFAOYSA-N 0.000 claims description 2
RBBKVXZKUIYSMZ-UHFFFAOYSA-N n-(5-tert-butyl-1,2-oxazol-3-yl)-2-[[2-(3,5-difluorophenyl)-2-hydroxyacetyl]amino]pentanamide Chemical compound C1=C(C(C)(C)C)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC(F)=CC(F)=C1 RBBKVXZKUIYSMZ-UHFFFAOYSA-N 0.000 claims description 2
DTJHIGLFEIFHDC-UHFFFAOYSA-N n-(5-tert-butyl-1,2-oxazol-3-yl)-2-[[2-(3,5-difluorophenyl)acetyl]amino]pentanamide Chemical compound C1=C(C(C)(C)C)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 DTJHIGLFEIFHDC-UHFFFAOYSA-N 0.000 claims description 2
JNOVCKSBTAVEFV-UHFFFAOYSA-N n-(5-tert-butyl-1,2-oxazol-3-yl)-2-[[2-(3-phenoxyphenyl)acetyl]amino]pentanamide Chemical compound C1=C(C(C)(C)C)ON=C1NC(=O)C(CCC)NC(=O)CC(C=1)=CC=CC=1OC1=CC=CC=C1 JNOVCKSBTAVEFV-UHFFFAOYSA-N 0.000 claims description 2
GAZXGCVNGGRLMB-UHFFFAOYSA-N n-[1-[(3,4-dimethyl-1,2-oxazol-5-yl)amino]-1-oxopentan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound CC(C)(C)C(O)C(=O)NC(CCC)C(=O)NC=1ON=C(C)C=1C GAZXGCVNGGRLMB-UHFFFAOYSA-N 0.000 claims description 2
ULWNJOUCAYRVPZ-UHFFFAOYSA-N n-[1-[(3-cyclohexyl-1,2-oxazol-5-yl)amino]-1-oxopentan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound O1C(NC(=O)C(NC(=O)C(O)C(C)(C)C)CCC)=CC(C2CCCCC2)=N1 ULWNJOUCAYRVPZ-UHFFFAOYSA-N 0.000 claims description 2
GSRFPFYRPRBFSC-UHFFFAOYSA-N n-[1-[(4-ethyl-3-methyl-1,2-oxazol-5-yl)amino]-1-oxopentan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound CC(C)(C)C(O)C(=O)NC(CCC)C(=O)NC=1ON=C(C)C=1CC GSRFPFYRPRBFSC-UHFFFAOYSA-N 0.000 claims description 2
FBINYPHXOOZBNT-UHFFFAOYSA-N n-[1-[(5-cyclohexyl-1,2-oxazol-3-yl)amino]-1-oxopentan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound O1N=C(NC(=O)C(NC(=O)C(O)C(C)(C)C)CCC)C=C1C1CCCCC1 FBINYPHXOOZBNT-UHFFFAOYSA-N 0.000 claims description 2
HABCRZZMCRYANK-UHFFFAOYSA-N n-[1-[(5-tert-butyl-1,2-oxazol-3-yl)amino]-1-oxopentan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound CC(C)(C)C(O)C(=O)NC(CCC)C(=O)NC=1C=C(C(C)(C)C)ON=1 HABCRZZMCRYANK-UHFFFAOYSA-N 0.000 claims description 2
OUSZXVXKPFTHBH-UHFFFAOYSA-N n-[1-[[3-(cyclopentylmethyl)-1,2-oxazol-5-yl]amino]-1-oxopentan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound O1C(NC(=O)C(NC(=O)C(O)C(C)(C)C)CCC)=CC(CC2CCCC2)=N1 OUSZXVXKPFTHBH-UHFFFAOYSA-N 0.000 claims description 2
PGCVPZUZYOGXNY-UHFFFAOYSA-N n-[1-[[5-(1-adamantyl)-1,2-oxazol-3-yl]amino]-1-oxopentan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound O1N=C(NC(=O)C(NC(=O)C(O)C(C)(C)C)CCC)C=C1C1(C2)CC(C3)CC2CC3C1 PGCVPZUZYOGXNY-UHFFFAOYSA-N 0.000 claims description 2
MSOYKLGIFPRAQN-UHFFFAOYSA-N n-[1-[[5-(4-tert-butylphenyl)-1,2-oxazol-3-yl]amino]-1-oxopentan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound O1N=C(NC(=O)C(NC(=O)C(O)C(C)(C)C)CCC)C=C1C1=CC=C(C(C)(C)C)C=C1 MSOYKLGIFPRAQN-UHFFFAOYSA-N 0.000 claims description 2
VQFOYTAKWJNLOM-UHFFFAOYSA-N n-[1-[[5-(cyclopentylmethyl)-1,2-oxazol-3-yl]amino]-1-oxopentan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound O1N=C(NC(=O)C(NC(=O)C(O)C(C)(C)C)CCC)C=C1CC1CCCC1 VQFOYTAKWJNLOM-UHFFFAOYSA-N 0.000 claims description 2
PYFJWPCHUZVFHA-UHFFFAOYSA-N n-[1-[[5-[1-(3,3-dimethylbutoxy)ethyl]-1,2-oxazol-3-yl]amino]-1-oxopentan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound CC(C)(C)C(O)C(=O)NC(CCC)C(=O)NC=1C=C(C(C)OCCC(C)(C)C)ON=1 PYFJWPCHUZVFHA-UHFFFAOYSA-N 0.000 claims description 2
YMQJKPOMUVUMBN-UHFFFAOYSA-N n-[1-[[5-[1-(3,3-dimethylbutylamino)ethyl]-1,2-oxazol-3-yl]amino]-1-oxopentan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound CC(C)(C)C(O)C(=O)NC(CCC)C(=O)NC=1C=C(C(C)NCCC(C)(C)C)ON=1 YMQJKPOMUVUMBN-UHFFFAOYSA-N 0.000 claims description 2
NCTXXYIPQCFXNR-UHFFFAOYSA-N n-[1-[[5-[1-(4-tert-butylphenyl)propan-2-yl]-1,2-oxazol-3-yl]amino]-1-oxopentan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound O1N=C(NC(=O)C(NC(=O)C(O)C(C)(C)C)CCC)C=C1C(C)CC1=CC=C(C(C)(C)C)C=C1 NCTXXYIPQCFXNR-UHFFFAOYSA-N 0.000 claims description 2
QJMCNOBOAZNISY-UHFFFAOYSA-N n-[1-[[5-[1-(4-tert-butylphenyl)propan-2-yl]-1,2-oxazol-3-yl]amino]-1-oxopropan-2-yl]-2-hydroxy-3,3-dimethylbutanamide Chemical compound C=1C(NC(=O)C(C)NC(=O)C(O)C(C)(C)C)=NOC=1C(C)CC1=CC=C(C(C)(C)C)C=C1 QJMCNOBOAZNISY-UHFFFAOYSA-N 0.000 claims description 2
KZAKPEZJDHVXFS-UHFFFAOYSA-N n-[3-(cyclopentylmethyl)-1,2-oxazol-5-yl]-2-[(2-hydroxy-2-phenylacetyl)amino]pentanamide Chemical compound C=1C(CC2CCCC2)=NOC=1NC(=O)C(CCC)NC(=O)C(O)C1=CC=CC=C1 KZAKPEZJDHVXFS-UHFFFAOYSA-N 0.000 claims description 2
XVDGCJDABUFWNJ-UHFFFAOYSA-N n-[3-(cyclopentylmethyl)-1,2-oxazol-5-yl]-2-[(2-hydroxy-3-methylbutanoyl)amino]pentanamide Chemical compound O1C(NC(=O)C(NC(=O)C(O)C(C)C)CCC)=CC(CC2CCCC2)=N1 XVDGCJDABUFWNJ-UHFFFAOYSA-N 0.000 claims description 2
JGPSWMBKSJMPGL-UHFFFAOYSA-N n-[3-(cyclopentylmethyl)-1,2-oxazol-5-yl]-2-[[2-(3,5-difluorophenyl)acetyl]amino]pentanamide Chemical compound C=1C(CC2CCCC2)=NOC=1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 JGPSWMBKSJMPGL-UHFFFAOYSA-N 0.000 claims description 2
JOJDUMWJYCXEEH-UHFFFAOYSA-N n-[5-(1-adamantyl)-1,2-oxazol-3-yl]-2-[(2-hydroxy-2-phenylacetyl)amino]pentanamide Chemical compound C1=C(C23CC4CC(CC(C4)C2)C3)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC=CC=C1 JOJDUMWJYCXEEH-UHFFFAOYSA-N 0.000 claims description 2
VBHDZUWHSOGGNX-UHFFFAOYSA-N n-[5-(1-adamantyl)-1,2-oxazol-3-yl]-2-[(2-hydroxy-3-methylbutanoyl)amino]pentanamide Chemical compound O1N=C(NC(=O)C(NC(=O)C(O)C(C)C)CCC)C=C1C1(C2)CC(C3)CC2CC3C1 VBHDZUWHSOGGNX-UHFFFAOYSA-N 0.000 claims description 2
UWAYJRHDTSZNRV-UHFFFAOYSA-N n-[5-(1-adamantyl)-1,2-oxazol-3-yl]-2-[[2-(3,5-difluorophenyl)-2-hydroxyacetyl]amino]pentanamide Chemical compound C1=C(C23CC4CC(CC(C4)C2)C3)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC(F)=CC(F)=C1 UWAYJRHDTSZNRV-UHFFFAOYSA-N 0.000 claims description 2
IQXVAHYLFJCELE-UHFFFAOYSA-N n-[5-(1-adamantyl)-1,2-oxazol-3-yl]-2-[[2-(3,5-difluorophenyl)acetyl]amino]pentanamide Chemical compound C1=C(C23CC4CC(CC(C4)C2)C3)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 IQXVAHYLFJCELE-UHFFFAOYSA-N 0.000 claims description 2
AYBCVZOHQGVLLJ-UHFFFAOYSA-N n-[5-(1-hydroxyethyl)-1,2-oxazol-3-yl]-2-[(2-hydroxy-2-phenylacetyl)amino]pentanamide Chemical compound C1=C(C(C)O)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC=CC=C1 AYBCVZOHQGVLLJ-UHFFFAOYSA-N 0.000 claims description 2
GERCOVGYVLWBBV-UHFFFAOYSA-N n-[5-(3-hydroxypentan-3-yl)-1,2-oxazol-3-yl]-2-[(2-hydroxy-2-phenylacetyl)amino]pentanamide Chemical compound C1=C(C(O)(CC)CC)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC=CC=C1 GERCOVGYVLWBBV-UHFFFAOYSA-N 0.000 claims description 2
OCFNLILWOJIICJ-UHFFFAOYSA-N n-[5-(4-tert-butylphenyl)-1,2-oxazol-3-yl]-2-[(2-hydroxy-2-phenylacetyl)amino]pentanamide Chemical compound C1=C(C=2C=CC(=CC=2)C(C)(C)C)ON=C1NC(=O)C(CCC)NC(=O)C(O)C1=CC=CC=C1 OCFNLILWOJIICJ-UHFFFAOYSA-N 0.000 claims description 2
UMNPYAVZXHUZNK-UHFFFAOYSA-N n-[5-(4-tert-butylphenyl)-1,2-oxazol-3-yl]-2-[(2-hydroxy-3-methylbutanoyl)amino]pentanamide Chemical compound O1N=C(NC(=O)C(NC(=O)C(O)C(C)C)CCC)C=C1C1=CC=C(C(C)(C)C)C=C1 UMNPYAVZXHUZNK-UHFFFAOYSA-N 0.000 claims description 2
DGEXPENNTBDEHT-UHFFFAOYSA-N n-[5-(4-tert-butylphenyl)-1,2-oxazol-3-yl]-2-[[2-(3,5-difluorophenyl)acetyl]amino]pentanamide Chemical compound C1=C(C=2C=CC(=CC=2)C(C)(C)C)ON=C1NC(=O)C(CCC)NC(=O)CC1=CC(F)=CC(F)=C1 DGEXPENNTBDEHT-UHFFFAOYSA-N 0.000 claims description 2
FNCRYIUGPOOHTI-UHFFFAOYSA-N n-[5-(6-methoxy-2,6-dimethylheptyl)-1,2-oxazol-3-yl]-2-[[2-(3-phenoxyphenyl)acetyl]amino]pentanamide Chemical compound C1=C(CC(C)CCCC(C)(C)OC)ON=C1NC(=O)C(CCC)NC(=O)CC(C=1)=CC=CC=1OC1=CC=CC=C1 FNCRYIUGPOOHTI-UHFFFAOYSA-N 0.000 claims description 2
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