JP2009538873A5 - - Google Patents

Info

Publication number

JP2009538873A5

JP2009538873A5 JP2009512577A JP2009512577A JP2009538873A5 JP 2009538873 A5 JP2009538873 A5 JP 2009538873A5 JP 2009512577 A JP2009512577 A JP 2009512577A JP 2009512577 A JP2009512577 A JP 2009512577A JP 2009538873 A5 JP2009538873 A5 JP 2009538873A5

Authority

JP

Japan

Prior art keywords

compound

phenyl

oxy

methyl

chloro

Prior art date

2007-05-29

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.)

Pending

Links

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• 150000001875 compounds Chemical class 0.000 claims description 25
• 201000004792 malaria Diseases 0.000 claims description 5
• 125000005843 halogen group Chemical group 0.000 claims 9
• 238000000034 method Methods 0.000 claims 6
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
• QGQFNQWZHHSZIC-UHFFFAOYSA-N 5-chloro-2-(hydroxymethyl)-6-methyl-3-[4-[4-(trifluoromethoxy)phenoxy]phenyl]-1h-pyridin-4-one Chemical compound O=C1C(Cl)=C(C)NC(CO)=C1C(C=C1)=CC=C1OC1=CC=C(OC(F)(F)F)C=C1 QGQFNQWZHHSZIC-UHFFFAOYSA-N 0.000 claims 3
• 125000000217 alkyl group Chemical group 0.000 claims 3
• 241001465754 Metazoa Species 0.000 claims 2
• 206010035500 Plasmodium falciparum infection Diseases 0.000 claims 2
• 229910052794 bromium Inorganic materials 0.000 claims 2
• 229910052801 chlorine Inorganic materials 0.000 claims 2
• 125000001309 chloro group Chemical group Cl* 0.000 claims 2
• 239000003814 drug Substances 0.000 claims 2
• 125000001153 fluoro group Chemical group F* 0.000 claims 2
• 229910052736 halogen Inorganic materials 0.000 claims 2
• 150000002367 halogens Chemical class 0.000 claims 2
• LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 2
• FPLYZPSLKQLYKK-UHFFFAOYSA-N 3-chloro-2-(hydroxyiminomethyl)-6-methyl-5-[4-[4-(trifluoromethoxy)phenoxy]phenyl]-1H-pyridin-4-one Chemical compound N1C(C=NO)=C(Cl)C(=O)C(C=2C=CC(OC=3C=CC(OC(F)(F)F)=CC=3)=CC=2)=C1C FPLYZPSLKQLYKK-UHFFFAOYSA-N 0.000 claims 1
• VBDWNBIKGCBULL-UHFFFAOYSA-N 3-chloro-2-(hydroxymethyl)-6-methyl-5-[4-[3-(trifluoromethyl)phenoxy]phenyl]-1h-pyridin-4-one Chemical compound N1C(CO)=C(Cl)C(=O)C(C=2C=CC(OC=3C=C(C=CC=3)C(F)(F)F)=CC=2)=C1C VBDWNBIKGCBULL-UHFFFAOYSA-N 0.000 claims 1
• PBBRXPIBBBJNSH-UHFFFAOYSA-N 3-chloro-2-(hydroxymethyl)-6-methyl-5-[4-[4-(trifluoromethoxy)phenoxy]phenyl]-1h-pyridin-4-one Chemical compound N1C(CO)=C(Cl)C(=O)C(C=2C=CC(OC=3C=CC(OC(F)(F)F)=CC=3)=CC=2)=C1C PBBRXPIBBBJNSH-UHFFFAOYSA-N 0.000 claims 1
• YVUMFLJJKXPWIK-UHFFFAOYSA-N 5-chloro-2-(3-hydroxypropyl)-6-methyl-3-[4-[4-(trifluoromethoxy)phenoxy]phenyl]-1h-pyridin-4-one Chemical compound O=C1C(Cl)=C(C)NC(CCCO)=C1C(C=C1)=CC=C1OC1=CC=C(OC(F)(F)F)C=C1 YVUMFLJJKXPWIK-UHFFFAOYSA-N 0.000 claims 1
• OTKMQZNYPLNRQB-UHFFFAOYSA-N 5-chloro-2-(hydroxyiminomethyl)-6-methyl-3-[4-[4-(trifluoromethoxy)phenoxy]phenyl]-1H-pyridin-4-one Chemical compound O=C1C(Cl)=C(C)NC(C=NO)=C1C(C=C1)=CC=C1OC1=CC=C(OC(F)(F)F)C=C1 OTKMQZNYPLNRQB-UHFFFAOYSA-N 0.000 claims 1
• OROGEAPBNAKLSB-UHFFFAOYSA-N 5-chloro-2-(methoxyiminomethyl)-6-methyl-3-[4-[4-(trifluoromethoxy)phenoxy]phenyl]-1h-pyridin-4-one Chemical compound N1C(C)=C(Cl)C(=O)C(C=2C=CC(OC=3C=CC(OC(F)(F)F)=CC=3)=CC=2)=C1C=NOC OROGEAPBNAKLSB-UHFFFAOYSA-N 0.000 claims 1
• 239000003054 catalyst Substances 0.000 claims 1
• 239000003937 drug carrier Substances 0.000 claims 1
• 238000002651 drug therapy Methods 0.000 claims 1
• 229910052731 fluorine Inorganic materials 0.000 claims 1
• 238000005984 hydrogenation reaction Methods 0.000 claims 1
• 238000004519 manufacturing process Methods 0.000 claims 1
• 239000008194 pharmaceutical composition Substances 0.000 claims 1
• 239000000546 pharmaceutical excipient Substances 0.000 claims 1
• 230000002829 reductive effect Effects 0.000 claims 1
• 238000007142 ring opening reaction Methods 0.000 claims 1
• GCNTZFIIOFTKIY-UHFFFAOYSA-N 4-hydroxypyridine Chemical class OC1=CC=NC=C1 GCNTZFIIOFTKIY-UHFFFAOYSA-N 0.000 description 2
• 0 CC1(*)C=CC(Oc(cc2)ccc2C2=C(*)NC(*)=C(*)C2=O)=CC=C1 Chemical compound CC1(*)C=CC(Oc(cc2)ccc2C2=C(*)NC(*)=C(*)C2=O)=CC=C1 0.000 description 2
• 244000045947 parasite Species 0.000 description 2
• 241000223924 Eimeria Species 0.000 description 1
• 241000223960 Plasmodium falciparum Species 0.000 description 1
• 241000233870 Pneumocystis Species 0.000 description 1
• 201000000317 pneumocystosis Diseases 0.000 description 1