JP2021503458A

JP2021503458A - 新規のジヒドロイソキサゾール化合物及びｂ型肝炎治療のためのそれらの使用

新規のジヒドロイソキサゾール化合物及びｂ型肝炎治療のためのそれらの使用 Download PDF

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Publication number: JP2021503458A
Authority: JP; Japan
Prior art keywords: methyl; pyridine; carboxamide; dihydroisoxazolo; trifluorophenyl
Prior art date: 2017-11-17
Legal status : Withdrawn

Application number

JP2020526865A

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English (en)

Japanese (ja)

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JP2021503458A5 (https=

Inventor

フ，ジピン

リンドヴァル，ミカ

アール．マニング，ジェイムズ

マッケンロー，グレン

Original Assignee

ノバルティスアーゲー

Priority date

2017-11-17

Filing date

2018-11-16

Publication date

2021-02-12

2018-11-16 Application filed by ノバルティスアーゲー, ノバルティスアーゲー filed Critical ノバルティスアーゲー

2021-02-12 Publication of JP2021503458A publication Critical patent/JP2021503458A/ja

2021-12-23 Publication of JP2021503458A5 publication Critical patent/JP2021503458A5/ja

Status Withdrawn legal-status Critical Current

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238000011282 treatment Methods 0.000 title claims abstract description 36
208000002672 hepatitis B Diseases 0.000 title claims description 6
125000005048 dihydroisoxazolyl group Chemical class O1N(CC=C1)* 0.000 title 1
150000001875 compounds Chemical class 0.000 claims abstract description 253
238000000034 method Methods 0.000 claims abstract description 96
150000003839 salts Chemical class 0.000 claims abstract description 89
241000700721 Hepatitis B virus Species 0.000 claims abstract description 58
239000003814 drug Substances 0.000 claims abstract description 50
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 31
229940079593 drug Drugs 0.000 claims abstract description 25
-1 -NR 5 2 Chemical group 0.000 claims description 141
125000000217 alkyl group Chemical group 0.000 claims description 89
125000002947 alkylene group Chemical group 0.000 claims description 40
125000005843 halogen group Chemical group 0.000 claims description 39
125000001072 heteroaryl group Chemical group 0.000 claims description 36
239000002955 immunomodulating agent Substances 0.000 claims description 34
229940121354 immunomodulator Drugs 0.000 claims description 33
125000004361 3,4,5-trifluorophenyl group Chemical group [H]C1=C(F)C(F)=C(F)C([H])=C1* 0.000 claims description 32
229910052799 carbon Inorganic materials 0.000 claims description 27
125000000753 cycloalkyl group Chemical group 0.000 claims description 27
125000003545 alkoxy group Chemical group 0.000 claims description 26
239000003112 inhibitor Substances 0.000 claims description 24
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 21
229940124597 therapeutic agent Drugs 0.000 claims description 21
125000003118 aryl group Chemical group 0.000 claims description 20
229910052739 hydrogen Inorganic materials 0.000 claims description 19
230000002401 inhibitory effect Effects 0.000 claims description 19
229910052760 oxygen Inorganic materials 0.000 claims description 19
XKDDDACJDNQVRL-UHFFFAOYSA-N 3,4-dihydropyridine-5-carboxamide Chemical compound NC(=O)C1=CN=CCC1 XKDDDACJDNQVRL-UHFFFAOYSA-N 0.000 claims description 18
229910052757 nitrogen Inorganic materials 0.000 claims description 18
125000001424 substituent group Chemical group 0.000 claims description 17
229910052736 halogen Inorganic materials 0.000 claims description 15
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 15
229910052717 sulfur Inorganic materials 0.000 claims description 15
150000002367 halogens Chemical class 0.000 claims description 14
239000003937 drug carrier Substances 0.000 claims description 13
125000005842 heteroatom Chemical group 0.000 claims description 13
125000002950 monocyclic group Chemical group 0.000 claims description 11
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
108010050904 Interferons Proteins 0.000 claims description 10
102000014150 Interferons Human genes 0.000 claims description 10
239000000556 agonist Substances 0.000 claims description 10
229940079322 interferon Drugs 0.000 claims description 10
125000004093 cyano group Chemical group *C#N 0.000 claims description 9
125000001188 haloalkyl group Chemical group 0.000 claims description 8
230000010076 replication Effects 0.000 claims description 7
241000700605 Viruses Species 0.000 claims description 6
238000000338 in vitro Methods 0.000 claims description 5
238000001727 in vivo Methods 0.000 claims description 5
238000004519 manufacturing process Methods 0.000 claims description 5
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
125000005553 heteroaryloxy group Chemical group 0.000 claims description 4
VWQNYYJOLNMUOB-VIFPVBQESA-N (4S)-4-methyl-3-(5-methyl-1,2-oxazol-3-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C[C@@H]1N(CCC=2C1=C(ON=2)C1=NOC(=C1)C)C(=O)NC1=CC(=C(C(=C1)F)F)F VWQNYYJOLNMUOB-VIFPVBQESA-N 0.000 claims description 3
NEDPNLXVPYPBTE-VIFPVBQESA-N (6S)-6-methyl-3-(2-oxopyrrolidin-1-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C[C@H]1CC=2C(CN1C(=O)NC1=CC(=C(C(=C1)F)F)F)=C(ON=2)N1C(CCC1)=O NEDPNLXVPYPBTE-VIFPVBQESA-N 0.000 claims description 3
HSGVZSDPMVKESF-UHFFFAOYSA-N 3-(2,4-difluorophenyl)-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound FC1=C(C=CC(=C1)F)C=1ON=C2C=1CN(C(C2)C)C(=O)NC1=CC(=C(C(=C1)F)F)F HSGVZSDPMVKESF-UHFFFAOYSA-N 0.000 claims description 3
PCEXGHZIDJLECJ-UHFFFAOYSA-N 3-(2,4-difluorophenyl)-N-(3,4,5-trifluorophenyl)-4,5,6,7-tetrahydro-2,1-benzoxazole-5-carboxamide Chemical compound FC1=C(C=CC(=C1)F)C1=C2C(=NO1)CCC(C2)C(=O)NC1=CC(=C(C(=C1)F)F)F PCEXGHZIDJLECJ-UHFFFAOYSA-N 0.000 claims description 3
108700024845 Hepatitis B virus P Proteins 0.000 claims description 3
229940123066 Polymerase inhibitor Drugs 0.000 claims description 3
125000002619 bicyclic group Chemical group 0.000 claims description 3
210000000234 capsid Anatomy 0.000 claims description 3
230000009545 invasion Effects 0.000 claims description 3
239000003419 rna directed dna polymerase inhibitor Substances 0.000 claims description 3
230000029302 virus maturation Effects 0.000 claims description 3
NZPMJWYBJSSFKB-VIFPVBQESA-N (4S)-3-(5-fluoropyridin-2-yl)-4-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound FC=1C=CC(=NC=1)C=1ON=C2C=1[C@@H](N(CC2)C(=O)NC1=CC(=C(C(=C1)F)F)F)C NZPMJWYBJSSFKB-VIFPVBQESA-N 0.000 claims description 2
HCHKJQDTHNTDGX-QMMMGPOBSA-N (4S)-4-methyl-3-(2-methyl-1,3-thiazol-4-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C[C@@H]1N(CCC=2C1=C(ON=2)C=1N=C(SC=1)C)C(=O)NC1=CC(=C(C(=C1)F)F)F HCHKJQDTHNTDGX-QMMMGPOBSA-N 0.000 claims description 2
HSGVZSDPMVKESF-SECBINFHSA-N (6R)-3-(2,4-difluorophenyl)-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound FC1=C(C=CC(=C1)F)C=1ON=C2C=1CN([C@@H](C2)C)C(=O)NC1=CC(=C(C(=C1)F)F)F HSGVZSDPMVKESF-SECBINFHSA-N 0.000 claims description 2
HSGVZSDPMVKESF-VIFPVBQESA-N (6S)-3-(2,4-difluorophenyl)-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound FC1=C(C=CC(=C1)F)C=1ON=C2C=1CN([C@H](C2)C)C(=O)NC1=CC(=C(C(=C1)F)F)F HSGVZSDPMVKESF-VIFPVBQESA-N 0.000 claims description 2
XCVNUASPQHJLRG-QMMMGPOBSA-N (6S)-3-(2,5-dioxopyrrolidin-1-yl)-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound O=C1N(C(CC1)=O)C=1ON=C2C=1CN([C@H](C2)C)C(=O)NC1=CC(=C(C(=C1)F)F)F XCVNUASPQHJLRG-QMMMGPOBSA-N 0.000 claims description 2
VWFZDYIVYXOSPI-JTQLQIEISA-N (6S)-3-(3,3-dimethyl-2-oxopyrrolidin-1-yl)-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound CC1(C(N(CC1)C=1ON=C2C=1CN([C@H](C2)C)C(=O)NC1=CC(=C(C(=C1)F)F)F)=O)C VWFZDYIVYXOSPI-JTQLQIEISA-N 0.000 claims description 2
MFFVQTFEKWILKO-VIFPVBQESA-N (6S)-3-(5-fluoropyridin-2-yl)-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound FC=1C=CC(=NC=1)C=1ON=C2C=1CN([C@H](C2)C)C(=O)NC1=CC(=C(C(=C1)F)F)F MFFVQTFEKWILKO-VIFPVBQESA-N 0.000 claims description 2
RFRAXIGRUQDTAG-GXSJLCMTSA-N (6S)-3-[(5R)-5-(methoxymethyl)-2-oxo-1,3-oxazolidin-3-yl]-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound COC[C@H]1CN(C(O1)=O)C=1ON=C2C=1CN([C@H](C2)C)C(=O)NC1=CC(=C(C(=C1)F)F)F RFRAXIGRUQDTAG-GXSJLCMTSA-N 0.000 claims description 2
RFRAXIGRUQDTAG-ONGXEEELSA-N (6S)-3-[(5S)-5-(methoxymethyl)-2-oxo-1,3-oxazolidin-3-yl]-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound COC[C@@H]1CN(C(O1)=O)C=1ON=C2C=1CN([C@H](C2)C)C(=O)NC1=CC(=C(C(=C1)F)F)F RFRAXIGRUQDTAG-ONGXEEELSA-N 0.000 claims description 2
JSZYIRAJUGCKIQ-QMMMGPOBSA-N (6S)-6-methyl-3-(2-methyl-1,3-thiazol-4-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C[C@H]1CC=2C(CN1C(=O)NC1=CC(=C(C(=C1)F)F)F)=C(ON=2)C=1N=C(SC=1)C JSZYIRAJUGCKIQ-QMMMGPOBSA-N 0.000 claims description 2
ICQVPMDDFGFVSX-QMMMGPOBSA-N (6S)-6-methyl-3-(2-oxo-1,3-oxazolidin-3-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C[C@H]1CC=2C(CN1C(=O)NC1=CC(=C(C(=C1)F)F)F)=C(ON=2)N1C(OCC1)=O ICQVPMDDFGFVSX-QMMMGPOBSA-N 0.000 claims description 2
VRUMABCEOCYRIQ-JTQLQIEISA-N (6S)-6-methyl-3-(2-oxopiperidin-1-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C[C@H]1CC=2C(CN1C(=O)NC1=CC(=C(C(=C1)F)F)F)=C(ON=2)N1C(CCCC1)=O VRUMABCEOCYRIQ-JTQLQIEISA-N 0.000 claims description 2
VDYQOGFMBFRUAY-ZDUSSCGKSA-N (6S)-6-methyl-3-(2-oxopiperidin-1-yl)-N-phenyl-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C[C@H]1CC=2C(CN1C(=O)NC1=CC=CC=C1)=C(ON=2)N1C(CCCC1)=O VDYQOGFMBFRUAY-ZDUSSCGKSA-N 0.000 claims description 2
ZIIBJWPMFGZYHC-AXDSSHIGSA-N (6S)-6-methyl-3-(3-methyl-2-oxopyrrolidin-1-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C[C@H]1CC=2C(CN1C(=O)NC1=CC(=C(C(=C1)F)F)F)=C(ON=2)N1C(C(CC1)C)=O ZIIBJWPMFGZYHC-AXDSSHIGSA-N 0.000 claims description 2
PIISANBTQLIGPW-JTQLQIEISA-N (6S)-6-methyl-3-morpholin-4-yl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C[C@H]1CC=2C(CN1C(=O)NC1=CC(=C(C(=C1)F)F)F)=C(ON=2)N1CCOCC1 PIISANBTQLIGPW-JTQLQIEISA-N 0.000 claims description 2
HYKKDULXSMSBBK-NSHDSACASA-N (6S)-N-(3-cyano-4-fluorophenyl)-6-methyl-3-(2-oxopyrrolidin-1-yl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C(#N)C=1C=C(C=CC=1F)NC(=O)N1CC=2C(C[C@@H]1C)=NOC=2N1C(CCC1)=O HYKKDULXSMSBBK-NSHDSACASA-N 0.000 claims description 2
MGZBOXJGQBWBJN-LBPRGKRZSA-N (6S)-N-(4-cyano-3-fluorophenyl)-6-methyl-3-(2-oxopiperidin-1-yl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C(#N)C1=C(C=C(C=C1)NC(=O)N1CC=2C(C[C@@H]1C)=NOC=2N1C(CCCC1)=O)F MGZBOXJGQBWBJN-LBPRGKRZSA-N 0.000 claims description 2
TXWTXQMIYAKTNX-UHFFFAOYSA-N 3-(2,4-difluorophenyl)-4-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound FC1=C(C=CC(=C1)F)C=1ON=C2C=1C(N(CC2)C(=O)NC1=CC(=C(C(=C1)F)F)F)C TXWTXQMIYAKTNX-UHFFFAOYSA-N 0.000 claims description 2
WIAIAMDEYRNDGC-UHFFFAOYSA-N 3-(2,4-difluorophenyl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound FC1=C(C=CC(=C1)F)C=1ON=C2C=1CN(CC2)C(=O)NC1=CC(=C(C(=C1)F)F)F WIAIAMDEYRNDGC-UHFFFAOYSA-N 0.000 claims description 2
UVLPLEKFXBKBKK-UHFFFAOYSA-N 3-(2,4-difluorophenyl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,5-c]pyridine-5-carboxamide Chemical compound FC1=C(C=CC(=C1)F)C1=NOC2=C1CN(CC2)C(=O)NC1=CC(=C(C(=C1)F)F)F UVLPLEKFXBKBKK-UHFFFAOYSA-N 0.000 claims description 2
TULMYEKSAZXSTA-UHFFFAOYSA-N 3-(2-oxo-1,3-oxazolidin-3-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound O=C1OCCN1C=1ON=C2C=1CN(CC2)C(=O)NC1=CC(=C(C(=C1)F)F)F TULMYEKSAZXSTA-UHFFFAOYSA-N 0.000 claims description 2
VHDQWAUACHPBMC-UHFFFAOYSA-N 3-(2-oxopyrrolidin-1-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound O=C1N(CCC1)C=1ON=C2C=1CN(CC2)C(=O)NC1=CC(=C(C(=C1)F)F)F VHDQWAUACHPBMC-UHFFFAOYSA-N 0.000 claims description 2
LSEYORLPHQWFIC-UHFFFAOYSA-N 3-cyclohexyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C1(CCCCC1)C=1ON=C2C=1CN(CC2)C(=O)NC1=CC(=C(C(=C1)F)F)F LSEYORLPHQWFIC-UHFFFAOYSA-N 0.000 claims description 2
HQUFQKYHNODMHF-UHFFFAOYSA-N 3-pyrrolidin-1-yl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound N1(CCCC1)C=1ON=C2C=1CN(CC2)C(=O)NC1=CC(=C(C(=C1)F)F)F HQUFQKYHNODMHF-UHFFFAOYSA-N 0.000 claims description 2
125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 2
208000035143 Bacterial infection Diseases 0.000 claims description 2
208000022362 bacterial infectious disease Diseases 0.000 claims description 2
125000004438 haloalkoxy group Chemical group 0.000 claims description 2
125000003003 spiro group Chemical group 0.000 claims description 2
UVHBUEGWJHYBBN-QMMMGPOBSA-N (4S)-3-(2,5-dimethyl-1,3-oxazol-4-yl)-4-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound CC=1OC(=C(N=1)C=1ON=C2C=1[C@@H](N(CC2)C(=O)NC1=CC(=C(C(=C1)F)F)F)C)C UVHBUEGWJHYBBN-QMMMGPOBSA-N 0.000 claims 1
IJPFFWANXHQEAV-JTQLQIEISA-N (4S)-3-cyclopentyl-4-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C1(CCCC1)C=1ON=C2C=1[C@@H](N(CC2)C(=O)NC1=CC(=C(C(=C1)F)F)F)C IJPFFWANXHQEAV-JTQLQIEISA-N 0.000 claims 1
YUSJPDCEFACERX-VIFPVBQESA-N (4S)-4-methyl-3-(1-methylpyrazol-3-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C[C@@H]1N(CCC=2C1=C(ON=2)C1=NN(C=C1)C)C(=O)NC1=CC(=C(C(=C1)F)F)F YUSJPDCEFACERX-VIFPVBQESA-N 0.000 claims 1
WIOATQYDIZGLSD-VIFPVBQESA-N (4S)-4-methyl-3-(1-methylpyrazol-4-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C[C@@H]1N(CCC=2C1=C(ON=2)C=1C=NN(C=1)C)C(=O)NC1=CC(=C(C(=C1)F)F)F WIOATQYDIZGLSD-VIFPVBQESA-N 0.000 claims 1
VCPIFUVZLQPSIB-QMMMGPOBSA-N (4S)-4-methyl-3-(2-methyl-1,3-oxazol-4-yl)-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C[C@@H]1N(CCC=2C1=C(ON=2)C=1N=C(OC=1)C)C(=O)NC1=CC(=C(C(=C1)F)F)F VCPIFUVZLQPSIB-QMMMGPOBSA-N 0.000 claims 1
UBWCVCIJBSRHPU-QMMMGPOBSA-N (6S)-3-(2,5-dimethyl-1,3-oxazol-4-yl)-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound CC=1OC(=C(N=1)C=1ON=C2C=1CN([C@H](C2)C)C(=O)NC1=CC(=C(C(=C1)F)F)F)C UBWCVCIJBSRHPU-QMMMGPOBSA-N 0.000 claims 1
KJYINAXOIHOZNB-JTQLQIEISA-N (6S)-3-[4-(difluoromethoxy)phenyl]-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound FC(OC1=CC=C(C=C1)C=1ON=C2C=1CN([C@H](C2)C)C(=O)NC1=CC(=C(C(=C1)F)F)F)F KJYINAXOIHOZNB-JTQLQIEISA-N 0.000 claims 1
HUDQNSZHUYMTFV-JTQLQIEISA-N (6S)-3-cyclopentyl-6-methyl-N-(3,4,5-trifluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridine-5-carboxamide Chemical compound C1(CCCC1)C=1ON=C2C=1CN([C@H](C2)C)C(=O)NC1=CC(=C(C(=C1)F)F)F HUDQNSZHUYMTFV-JTQLQIEISA-N 0.000 claims 1
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