JP6976691B2 - 医薬組成物 - Google Patents
医薬組成物 Download PDFInfo
- Publication number
- JP6976691B2 JP6976691B2 JP2017022803A JP2017022803A JP6976691B2 JP 6976691 B2 JP6976691 B2 JP 6976691B2 JP 2017022803 A JP2017022803 A JP 2017022803A JP 2017022803 A JP2017022803 A JP 2017022803A JP 6976691 B2 JP6976691 B2 JP 6976691B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- fluoro
- methoxy
- dihydroquinoline
- compound
- 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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- 239000008194 pharmaceutical composition Substances 0.000 title claims description 36
- 150000001875 compounds Chemical class 0.000 claims description 635
- -1 (5) pyrazinyl group Chemical group 0.000 claims description 454
- 125000000217 alkyl group Chemical group 0.000 claims description 194
- 125000005843 halogen group Chemical group 0.000 claims description 167
- 125000001424 substituent group Chemical group 0.000 claims description 132
- 125000003545 alkoxy group Chemical group 0.000 claims description 99
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 65
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 60
- 125000000623 heterocyclic group Chemical group 0.000 claims description 56
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 56
- 239000000203 mixture Substances 0.000 claims description 56
- 125000003277 amino group Chemical group 0.000 claims description 54
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 53
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 39
- 125000004104 aryloxy group Chemical group 0.000 claims description 37
- 201000008827 tuberculosis Diseases 0.000 claims description 37
- 125000004432 carbon atom Chemical group C* 0.000 claims description 36
- 239000003795 chemical substances by application Substances 0.000 claims description 32
- 125000003118 aryl group Chemical group 0.000 claims description 31
- 150000003839 salts Chemical class 0.000 claims description 28
- 125000004043 oxo group Chemical group O=* 0.000 claims description 25
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 24
- 239000003814 drug Substances 0.000 claims description 22
- 230000036961 partial effect Effects 0.000 claims description 21
- 125000002252 acyl group Chemical group 0.000 claims description 17
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 16
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 15
- 125000004076 pyridyl group Chemical group 0.000 claims description 15
- 125000000449 nitro group Chemical class [O-][N+](*)=O 0.000 claims description 14
- 238000004519 manufacturing process Methods 0.000 claims description 12
- 238000011282 treatment Methods 0.000 claims description 12
- 125000002947 alkylene group Chemical group 0.000 claims description 11
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 11
- 125000004414 alkyl thio group Chemical group 0.000 claims description 10
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 239000003937 drug carrier Substances 0.000 claims description 5
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- 238000003745 diagnosis Methods 0.000 claims description 3
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- 229940124597 therapeutic agent Drugs 0.000 claims description 3
- 230000000069 prophylactic effect Effects 0.000 claims description 2
- 239000000032 diagnostic agent Substances 0.000 claims 1
- 229940039227 diagnostic agent Drugs 0.000 claims 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 208
- 238000006243 chemical reaction Methods 0.000 description 182
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