JP2004514718A5 - - Google Patents
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- JP2004514718A5 JP2004514718A5 JP2002546536A JP2002546536A JP2004514718A5 JP 2004514718 A5 JP2004514718 A5 JP 2004514718A5 JP 2002546536 A JP2002546536 A JP 2002546536A JP 2002546536 A JP2002546536 A JP 2002546536A JP 2004514718 A5 JP2004514718 A5 JP 2004514718A5
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- Prior art keywords
- carbon atoms
- alkyl
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- 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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- 125000004432 carbon atom Chemical group C* 0.000 claims 37
- 125000000217 alkyl group Chemical group 0.000 claims 27
- -1 nitro, carboxy Chemical group 0.000 claims 22
- 150000001875 compounds Chemical class 0.000 claims 15
- 229910052739 hydrogen Inorganic materials 0.000 claims 12
- 239000001257 hydrogen Substances 0.000 claims 12
- 125000001424 substituent group Chemical group 0.000 claims 10
- 125000004093 cyano group Chemical group *C#N 0.000 claims 9
- 125000003545 alkoxy group Chemical group 0.000 claims 8
- 125000000623 heterocyclic group Chemical group 0.000 claims 8
- 150000002431 hydrogen Chemical class 0.000 claims 8
- 125000002947 alkylene group Chemical group 0.000 claims 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 7
- 125000005842 heteroatom Chemical group 0.000 claims 6
- 125000003342 alkenyl group Chemical group 0.000 claims 5
- 125000000304 alkynyl group Chemical group 0.000 claims 5
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 125000003282 alkyl amino group Chemical group 0.000 claims 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- 125000004076 pyridyl group Chemical group 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 239000012453 solvate Substances 0.000 claims 4
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 3
- 150000001204 N-oxides Chemical class 0.000 claims 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 3
- 125000004414 alkyl thio group Chemical group 0.000 claims 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 3
- 239000002243 precursor Substances 0.000 claims 3
- 229940002612 prodrug Drugs 0.000 claims 3
- 239000000651 prodrug Substances 0.000 claims 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
- 125000006590 (C2-C6) alkenylene group Chemical group 0.000 claims 2
- 125000006591 (C2-C6) alkynylene group Chemical group 0.000 claims 2
- 125000005042 acyloxymethyl group Chemical group 0.000 claims 2
- 125000005236 alkanoylamino group Chemical group 0.000 claims 2
- 125000004450 alkenylene group Chemical group 0.000 claims 2
- 125000004849 alkoxymethyl group Chemical group 0.000 claims 2
- 125000004419 alkynylene group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 150000001540 azides Chemical class 0.000 claims 2
- 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000001589 carboacyl group Chemical group 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 125000004970 halomethyl group Chemical group 0.000 claims 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 125000004193 piperazinyl group Chemical group 0.000 claims 2
- 125000003386 piperidinyl group Chemical group 0.000 claims 2
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 1
- 125000005988 1,1-dioxo-thiomorpholinyl group Chemical group 0.000 claims 1
- 125000004514 1,2,4-thiadiazolyl group Chemical group 0.000 claims 1
- FKASFBLJDCHBNZ-UHFFFAOYSA-N 1,3,4-oxadiazole Chemical compound C1=NN=CO1 FKASFBLJDCHBNZ-UHFFFAOYSA-N 0.000 claims 1
- 125000001781 1,3,4-oxadiazolyl group Chemical group 0.000 claims 1
- IGERFAHWSHDDHX-UHFFFAOYSA-N 1,3-dioxanyl Chemical group [CH]1OCCCO1 IGERFAHWSHDDHX-UHFFFAOYSA-N 0.000 claims 1
- JPRPJUMQRZTTED-UHFFFAOYSA-N 1,3-dioxolanyl Chemical group [CH]1OCCO1 JPRPJUMQRZTTED-UHFFFAOYSA-N 0.000 claims 1
- 125000000586 2-(4-morpholinyl)ethoxy group Chemical group [H]C([H])(O*)C([H])([H])N1C([H])([H])C([H])([H])OC([H])([H])C1([H])[H] 0.000 claims 1
- QFVNSKNPNHYSNS-UHFFFAOYSA-N 2-[2-[4-[[3-cyano-7-[3-(cyclopropylamino)propoxy]-6-methoxyquinolin-4-yl]amino]phenoxy]phenoxy]-n-methylacetamide Chemical compound CNC(=O)COC1=CC=CC=C1OC(C=C1)=CC=C1NC1=C(C#N)C=NC2=CC(OCCCNC3CC3)=C(OC)C=C12 QFVNSKNPNHYSNS-UHFFFAOYSA-N 0.000 claims 1
- QGIFMNMEFOEPBI-UHFFFAOYSA-N 6-methoxy-4-[4-(2-methoxyphenoxy)anilino]-7-[3-(3-methylsulfonylpyrrolidin-1-yl)propoxy]quinoline-3-carbonitrile Chemical compound COC1=CC=CC=C1OC(C=C1)=CC=C1NC1=C(C#N)C=NC2=CC(OCCCN3CC(CC3)S(C)(=O)=O)=C(OC)C=C12 QGIFMNMEFOEPBI-UHFFFAOYSA-N 0.000 claims 1
- UDAQXAWVKCLSCH-UHFFFAOYSA-N 6-methoxy-7-[3-[4-(2-methoxyethyl)piperazin-1-yl]propoxy]-4-[4-(2-methoxyphenoxy)anilino]quinoline-3-carbonitrile Chemical compound C1CN(CCOC)CCN1CCCOC1=CC2=NC=C(C#N)C(NC=3C=CC(OC=4C(=CC=CC=4)OC)=CC=3)=C2C=C1OC UDAQXAWVKCLSCH-UHFFFAOYSA-N 0.000 claims 1
- ITNCKHKPWGKFPK-UHFFFAOYSA-N 7-[3-(4-acetylpiperazin-1-yl)propoxy]-6-methoxy-4-[4-(2-methoxyphenoxy)anilino]quinoline-3-carbonitrile Chemical compound COC1=CC=CC=C1OC(C=C1)=CC=C1NC1=C(C#N)C=NC2=CC(OCCCN3CCN(CC3)C(C)=O)=C(OC)C=C12 ITNCKHKPWGKFPK-UHFFFAOYSA-N 0.000 claims 1
- VEORPGBBRGLFKO-UHFFFAOYSA-N 7-[3-(cyclopropylamino)propoxy]-6-methoxy-4-[4-(2-methoxyphenoxy)anilino]quinoline-3-carbonitrile Chemical compound COC1=CC=CC=C1OC(C=C1)=CC=C1NC1=C(C#N)C=NC2=CC(OCCCNC3CC3)=C(OC)C=C12 VEORPGBBRGLFKO-UHFFFAOYSA-N 0.000 claims 1
- FDPFBQSVSMHCLI-UHFFFAOYSA-N 7-[3-[bis(2-hydroxyethyl)amino]propoxy]-6-methoxy-4-[4-(2-methoxyphenoxy)anilino]quinoline-3-carbonitrile Chemical compound COC1=CC=CC=C1OC(C=C1)=CC=C1NC1=C(C#N)C=NC2=CC(OCCCN(CCO)CCO)=C(OC)C=C12 FDPFBQSVSMHCLI-UHFFFAOYSA-N 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical class [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 230000001028 anti-proliverative effect Effects 0.000 claims 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 1
- 125000002393 azetidinyl group Chemical group 0.000 claims 1
- 125000000440 benzylamino group Chemical group [H]N(*)C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 230000001419 dependent effect Effects 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 125000000842 isoxazolyl group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 150000002829 nitrogen Chemical class 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 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 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 1
- 229910052717 sulfur Chemical class 0.000 claims 1
- 239000011593 sulfur Chemical class 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0026746A GB0026746D0 (en) | 2000-11-02 | 2000-11-02 | Chemical compounds |
| GB0026747A GB0026747D0 (en) | 2000-11-02 | 2000-11-02 | Chemical compounds |
| GB0026744A GB0026744D0 (en) | 2000-11-02 | 2000-11-02 | Chemical compounds |
| PCT/GB2001/004737 WO2002044166A1 (en) | 2000-11-02 | 2001-10-26 | Substituted quinolines as antitumor agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004514718A JP2004514718A (ja) | 2004-05-20 |
| JP2004514718A5 true JP2004514718A5 (enExample) | 2005-04-28 |
Family
ID=27255957
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002546536A Pending JP2004514718A (ja) | 2000-11-02 | 2001-10-26 | 抗癌剤としての置換キノリン類 |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US7067532B2 (enExample) |
| EP (1) | EP1337524A1 (enExample) |
| JP (1) | JP2004514718A (enExample) |
| AU (1) | AU2002210714A1 (enExample) |
| WO (1) | WO2002044166A1 (enExample) |
Families Citing this family (77)
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2001
- 2001-10-26 US US10/415,812 patent/US7067532B2/en not_active Expired - Fee Related
- 2001-10-26 EP EP01978616A patent/EP1337524A1/en not_active Withdrawn
- 2001-10-26 JP JP2002546536A patent/JP2004514718A/ja active Pending
- 2001-10-26 WO PCT/GB2001/004737 patent/WO2002044166A1/en not_active Ceased
- 2001-10-26 AU AU2002210714A patent/AU2002210714A1/en not_active Abandoned
-
2006
- 2006-03-14 US US11/374,423 patent/US7402583B2/en not_active Expired - Fee Related