SK285121B6 - Bis(akridínkarboxamidový) alebo bis(fenazínkarboxamidový) derivát, spôsob prípravy, použitie a farmaceutické prostriedky - Google Patents

Info

Publication number

SK285121B6

SK285121B6 SK504-99A SK50499A SK285121B6 SK 285121 B6 SK285121 B6 SK 285121B6 SK 50499 A SK50499 A SK 50499A SK 285121 B6 SK285121 B6 SK 285121B6

Authority

SK

Slovakia

Prior art keywords

bis

carboxamido

propyl

methylamine

arh

Prior art date

1996-10-18

Links

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• 238000002360 preparation method Methods 0.000 title claims abstract description 85
• KPZYYKDXZKFBQU-UHFFFAOYSA-N phenazine-1-carboxamide Chemical class C1=CC=C2N=C3C(C(=O)N)=CC=CC3=NC2=C1 KPZYYKDXZKFBQU-UHFFFAOYSA-N 0.000 title claims abstract description 26
• 229940125665 acridine carboxamide Drugs 0.000 title claims abstract description 13
• XBGNERSKEKDZDS-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]acridine-4-carboxamide Chemical compound C1=CC=C2N=C3C(C(=O)NCCN(C)C)=CC=CC3=CC2=C1 XBGNERSKEKDZDS-UHFFFAOYSA-N 0.000 title claims abstract description 13
• 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 4
• 238000000034 method Methods 0.000 claims abstract description 61
• -1 methylenedioxy group Chemical group 0.000 claims abstract description 42
• 239000002253 acid Substances 0.000 claims abstract description 41
• 150000003839 salts Chemical class 0.000 claims abstract description 28
• 150000001204 N-oxides Chemical class 0.000 claims abstract description 15
• 229910052736 halogen Chemical group 0.000 claims abstract description 12
• 150000002367 halogens Chemical group 0.000 claims abstract description 12
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
• 125000003118 aryl group Chemical group 0.000 claims abstract description 4
• 125000004104 aryloxy group Chemical group 0.000 claims abstract description 3
• 229910052739 hydrogen Inorganic materials 0.000 claims description 203
• 229910052799 carbon Inorganic materials 0.000 claims description 104
• 229910052757 nitrogen Inorganic materials 0.000 claims description 100
• 150000001875 compounds Chemical class 0.000 claims description 75
• 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 59
• BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims description 29
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 29
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 26
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 22
• 150000001412 amines Chemical class 0.000 claims description 21
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 21
• 229910052801 chlorine Inorganic materials 0.000 claims description 20
• 150000003857 carboxamides Chemical group 0.000 claims description 9
• 239000001257 hydrogen Substances 0.000 claims description 9
• JGCSKOVQDXEQHI-UHFFFAOYSA-N phenazine-1-carboxylic acid Chemical compound C1=CC=C2N=C3C(C(=O)O)=CC=CC3=NC2=C1 JGCSKOVQDXEQHI-UHFFFAOYSA-N 0.000 claims description 9
• 239000002246 antineoplastic agent Substances 0.000 claims description 5
• 150000002431 hydrogen Chemical group 0.000 claims description 5
• 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 claims description 4
• 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 claims description 4
• AORNIVFSXFONEC-UHFFFAOYSA-N acridine-1-carboxamide Chemical class C1=CC=C2C=C3C(C(=O)N)=CC=CC3=NC2=C1 AORNIVFSXFONEC-UHFFFAOYSA-N 0.000 claims description 3
• OOGYVVYCCYJADG-UHFFFAOYSA-N acridine-1-carboxylic acid Chemical class C1=CC=C2C=C3C(C(=O)O)=CC=CC3=NC2=C1 OOGYVVYCCYJADG-UHFFFAOYSA-N 0.000 claims description 3
• WCZUOJVHIDLUIX-UHFFFAOYSA-N 1-chloro-n-[3-[3-[(1-chloro-5-methylacridine-4-carbonyl)amino]propyl-methylamino]propyl]-5-methylacridine-4-carboxamide Chemical compound C1=CC(C)=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=C(C)C=CC=C6C=C5C(Cl)=CC=4)C)=CC=C(Cl)C3=CC2=C1 WCZUOJVHIDLUIX-UHFFFAOYSA-N 0.000 claims description 2
• LBMMYLIWXBSZJB-UHFFFAOYSA-N 1-methyl-n-[3-[methyl-[3-[(1-methylacridine-4-carbonyl)amino]propyl]amino]propyl]acridine-4-carboxamide Chemical compound C1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=CC=C6C=C5C(C)=CC=4)C)=CC=C(C)C3=CC2=C1 LBMMYLIWXBSZJB-UHFFFAOYSA-N 0.000 claims description 2
• ZGVHRUSZUUYPKK-UHFFFAOYSA-N 2-chloro-n-[3-[3-[(2-chloroacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound C1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=CC=C6C=C5C=C(Cl)C=4)C)=CC(Cl)=CC3=CC2=C1 ZGVHRUSZUUYPKK-UHFFFAOYSA-N 0.000 claims description 2
• QTSYNXQRTWPHNQ-UHFFFAOYSA-N 2-methyl-n-[3-[methyl-[3-[(2-methylacridine-4-carbonyl)amino]propyl]amino]propyl]acridine-4-carboxamide Chemical compound C1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=CC=C6C=C5C=C(C)C=4)C)=CC(C)=CC3=CC2=C1 QTSYNXQRTWPHNQ-UHFFFAOYSA-N 0.000 claims description 2
• VEZVKDORRZQQGS-UHFFFAOYSA-N 3-methyl-n-[3-[methyl-[3-[(3-methylacridine-4-carbonyl)amino]propyl]amino]propyl]acridine-4-carboxamide Chemical compound C1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=CC=C6C=C5C=CC=4C)C)=C(C)C=CC3=CC2=C1 VEZVKDORRZQQGS-UHFFFAOYSA-N 0.000 claims description 2
• NAZFFXYAORAGKE-UHFFFAOYSA-N 5-bromo-n-[3-[3-[(5-bromoacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound C1=CC(Br)=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=C(Br)C=CC=C6C=C5C=CC=4)C)=CC=CC3=CC2=C1 NAZFFXYAORAGKE-UHFFFAOYSA-N 0.000 claims description 2
• YXYJKDLWEKYZND-UHFFFAOYSA-N 5-chloro-n-[3-[3-[(5-chloroacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound C1=CC(Cl)=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=C(Cl)C=CC=C6C=C5C=CC=4)C)=CC=CC3=CC2=C1 YXYJKDLWEKYZND-UHFFFAOYSA-N 0.000 claims description 2
• JSLMDSOCELOFSR-UHFFFAOYSA-N 5-ethyl-n-[3-[3-[(5-ethylacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound C1=CC(CC)=C2N=C3C(C(=O)NCCCN(C)CCCNC(=O)C=4C=CC=C5C=C6C=CC=C(C6=NC5=4)CC)=CC=CC3=CC2=C1 JSLMDSOCELOFSR-UHFFFAOYSA-N 0.000 claims description 2
• FVEHXLZVGOLWEI-UHFFFAOYSA-N 5-fluoro-n-[3-[3-[(5-fluoroacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound C1=CC(F)=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=C(F)C=CC=C6C=C5C=CC=4)C)=CC=CC3=CC2=C1 FVEHXLZVGOLWEI-UHFFFAOYSA-N 0.000 claims description 2
• KJMJXRBAIXKWQU-UHFFFAOYSA-N 5-methyl-n-[3-[methyl-[3-[(5-methylacridine-4-carbonyl)amino]propyl]amino]propyl]acridine-4-carboxamide Chemical compound C1=CC(C)=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=C(C)C=CC=C6C=C5C=CC=4)C)=CC=CC3=CC2=C1 KJMJXRBAIXKWQU-UHFFFAOYSA-N 0.000 claims description 2
• BNIKVBQJLBJKIU-UHFFFAOYSA-N 6-bromo-n-[3-[3-[(6-bromoacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound C1=C(Br)C=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC(Br)=CC=C6C=C5C=CC=4)C)=CC=CC3=CC2=C1 BNIKVBQJLBJKIU-UHFFFAOYSA-N 0.000 claims description 2
• ALEZAUOSYNFYJW-UHFFFAOYSA-N 6-chloro-n-[3-[3-[(6-chloro-9-methylphenazine-1-carbonyl)amino]propyl-methylamino]propyl]-9-methylphenazine-1-carboxamide Chemical compound C1=CC(C)=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=C(C)C=CC(Cl)=C6N=C5C=CC=4)C)=CC=CC3=NC2=C1Cl ALEZAUOSYNFYJW-UHFFFAOYSA-N 0.000 claims description 2
• XVLGZKWUMUSSKL-UHFFFAOYSA-N 6-chloro-n-[3-[3-[(6-chloroacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound C1=C(Cl)C=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC(Cl)=CC=C6C=C5C=CC=4)C)=CC=CC3=CC2=C1 XVLGZKWUMUSSKL-UHFFFAOYSA-N 0.000 claims description 2
• MXTDPJAFFVWDIJ-UHFFFAOYSA-N 6-chloro-n-[3-[3-[(6-chlorophenazine-1-carbonyl)amino]propyl-methylamino]propyl]phenazine-1-carboxamide Chemical compound C1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=CC(Cl)=C6N=C5C=CC=4)C)=CC=CC3=NC2=C1Cl MXTDPJAFFVWDIJ-UHFFFAOYSA-N 0.000 claims description 2
• LYLXXYDJVVMHNB-UHFFFAOYSA-N 6-fluoro-n-[3-[3-[(6-fluoroacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound C1=C(F)C=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC(F)=CC=C6C=C5C=CC=4)C)=CC=CC3=CC2=C1 LYLXXYDJVVMHNB-UHFFFAOYSA-N 0.000 claims description 2
• ZOXUWIRMMVRDQC-UHFFFAOYSA-N 6-methyl-n-[3-[methyl-[3-[(6-methylphenazine-1-carbonyl)amino]propyl]amino]propyl]phenazine-1-carboxamide Chemical compound C1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=CC(C)=C6N=C5C=CC=4)C)=CC=CC3=NC2=C1C ZOXUWIRMMVRDQC-UHFFFAOYSA-N 0.000 claims description 2
• YHUVHHJHBRSIRF-UHFFFAOYSA-N 7-bromo-n-[3-[3-[(7-bromoacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound BrC1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=C(Br)C=C6C=C5C=CC=4)C)=CC=CC3=CC2=C1 YHUVHHJHBRSIRF-UHFFFAOYSA-N 0.000 claims description 2
• RSRRUHBRSJYVFQ-UHFFFAOYSA-N 7-chloro-n-[3-[3-[(7-chloroacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound ClC1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=C(Cl)C=C6C=C5C=CC=4)C)=CC=CC3=CC2=C1 RSRRUHBRSJYVFQ-UHFFFAOYSA-N 0.000 claims description 2
• PJCVYDNSXSDXII-UHFFFAOYSA-N 7-chloro-n-[3-[3-[(7-chlorophenazine-1-carbonyl)amino]propyl-methylamino]propyl]phenazine-1-carboxamide Chemical compound ClC1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=C(Cl)C=C6N=C5C=CC=4)C)=CC=CC3=NC2=C1 PJCVYDNSXSDXII-UHFFFAOYSA-N 0.000 claims description 2
• TUEKQGTZNKPMBA-UHFFFAOYSA-N 7-fluoro-n-[3-[3-[(7-fluoroacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound FC1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=C(F)C=C6C=C5C=CC=4)C)=CC=CC3=CC2=C1 TUEKQGTZNKPMBA-UHFFFAOYSA-N 0.000 claims description 2
• IDAABOJVLATCFQ-UHFFFAOYSA-N 7-methoxy-n-[3-[3-[(7-methoxyacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound COC1=CC=C2N=C3C(C(=O)NCCCN(C)CCCNC(=O)C=4C5=NC6=CC=C(C=C6C=C5C=CC=4)OC)=CC=CC3=CC2=C1 IDAABOJVLATCFQ-UHFFFAOYSA-N 0.000 claims description 2
• RKQMNUZTCCNOKL-UHFFFAOYSA-N 7-methoxy-n-[3-[3-[(7-methoxyphenazine-1-carbonyl)amino]propyl-methylamino]propyl]phenazine-1-carboxamide Chemical compound COC1=CC=C2N=C3C(C(=O)NCCCN(C)CCCNC(=O)C=4C5=NC6=CC=C(C=C6N=C5C=CC=4)OC)=CC=CC3=NC2=C1 RKQMNUZTCCNOKL-UHFFFAOYSA-N 0.000 claims description 2
• GGAAVEZRMDCASY-UHFFFAOYSA-N 7-methyl-n-[3-[methyl-[3-[(7-methylacridine-4-carbonyl)amino]propyl]amino]propyl]acridine-4-carboxamide Chemical compound CC1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=C(C)C=C6C=C5C=CC=4)C)=CC=CC3=CC2=C1 GGAAVEZRMDCASY-UHFFFAOYSA-N 0.000 claims description 2
• XOHRZRLQSRAFIK-UHFFFAOYSA-N 7-methyl-n-[3-[methyl-[3-[(7-methylphenazine-1-carbonyl)amino]propyl]amino]propyl]phenazine-1-carboxamide Chemical compound CC1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=C(C)C=C6N=C5C=CC=4)C)=CC=CC3=NC2=C1 XOHRZRLQSRAFIK-UHFFFAOYSA-N 0.000 claims description 2
• PNDCZUXYUGUOEJ-UHFFFAOYSA-N 8-chloro-n-[3-[3-[(8-chloro-5-methylacridine-4-carbonyl)amino]propyl-methylamino]propyl]-5-methylacridine-4-carboxamide Chemical compound C1=CC(C)=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=C(C)C=CC(Cl)=C6C=C5C=CC=4)C)=CC=CC3=CC2=C1Cl PNDCZUXYUGUOEJ-UHFFFAOYSA-N 0.000 claims description 2
• ZAUUUDLUERXKOQ-UHFFFAOYSA-N 8-chloro-n-[3-[3-[(8-chloroacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound C1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=CC(Cl)=C6C=C5C=CC=4)C)=CC=CC3=CC2=C1Cl ZAUUUDLUERXKOQ-UHFFFAOYSA-N 0.000 claims description 2
• DLJZWLIXFWXLNJ-UHFFFAOYSA-N 9-methyl-n-[3-[2-[3-[(9-methylphenazine-1-carbonyl)amino]propylamino]ethylamino]propyl]phenazine-1-carboxamide Chemical compound C1=CC(C)=C2N=C3C(C(=O)NCCCNCCNCCCNC(=O)C=4C=CC=C5N=C6C=CC=C(C6=NC5=4)C)=CC=CC3=NC2=C1 DLJZWLIXFWXLNJ-UHFFFAOYSA-N 0.000 claims description 2
• 241001465754 Metazoa Species 0.000 claims description 2
• 239000004480 active ingredient Substances 0.000 claims description 2
• 125000003545 alkoxy group Chemical group 0.000 claims description 2
• 150000001721 carbon Chemical group 0.000 claims description 2
• 239000003085 diluting agent Substances 0.000 claims description 2
• 239000003937 drug carrier Substances 0.000 claims description 2
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
• RREPUHQVSHUPPX-UHFFFAOYSA-N n-[3-[3-(acridine-2-carbonylamino)propyl-methylamino]propyl]acridine-2-carboxamide Chemical compound C1=CC=CC2=CC3=CC(C(=O)NCCCN(CCCNC(=O)C=4C=C5C=C6C=CC=CC6=NC5=CC=4)C)=CC=C3N=C21 RREPUHQVSHUPPX-UHFFFAOYSA-N 0.000 claims description 2
• QIARUCTXDKAUQJ-UHFFFAOYSA-N n-[3-[3-(acridine-4-carbonylamino)propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound C1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=CC=C6C=C5C=CC=4)C)=CC=CC3=CC2=C1 QIARUCTXDKAUQJ-UHFFFAOYSA-N 0.000 claims description 2
• QILJHQDEWQGQAX-UHFFFAOYSA-N n-[3-[3-[(1,5-dimethylacridine-4-carbonyl)amino]propyl-methylamino]propyl]-1,5-dimethylacridine-4-carboxamide Chemical compound C1=CC(C)=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=C(C)C=CC=C6C=C5C(C)=CC=4)C)=CC=C(C)C3=CC2=C1 QILJHQDEWQGQAX-UHFFFAOYSA-N 0.000 claims description 2
• RHHFCVYGXZADGV-UHFFFAOYSA-N n-[3-[methyl-[3-(phenazine-1-carbonylamino)propyl]amino]propyl]phenazine-1-carboxamide Chemical compound C1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=CC=C6N=C5C=CC=4)C)=CC=CC3=NC2=C1 RHHFCVYGXZADGV-UHFFFAOYSA-N 0.000 claims description 2
• WYNRMGIDXSTSNT-UHFFFAOYSA-N n-[3-[methyl-[3-[(5-phenylacridine-4-carbonyl)amino]propyl]amino]propyl]-5-phenylacridine-4-carboxamide Chemical compound C=1C=CC2=CC3=CC=CC(C=4C=CC=CC=4)=C3N=C2C=1C(=O)NCCCN(C)CCCNC(=O)C(C1=NC2=3)=CC=CC1=CC2=CC=CC=3C1=CC=CC=C1 WYNRMGIDXSTSNT-UHFFFAOYSA-N 0.000 claims description 2
• ARPKACLIKZOVQT-UHFFFAOYSA-N n-[3-[methyl-[3-[(5-propan-2-ylacridine-4-carbonyl)amino]propyl]amino]propyl]-5-propan-2-ylacridine-4-carboxamide Chemical compound C1=CC(C(C)C)=C2N=C3C(C(=O)NCCCN(C)CCCNC(=O)C=4C=CC=C5C=C6C=CC=C(C6=NC5=4)C(C)C)=CC=CC3=CC2=C1 ARPKACLIKZOVQT-UHFFFAOYSA-N 0.000 claims description 2
• KAMZLWRONQDZNJ-UHFFFAOYSA-N n-[3-[methyl-[3-[(7-propan-2-ylacridine-4-carbonyl)amino]propyl]amino]propyl]-7-propan-2-ylacridine-4-carboxamide Chemical compound CC(C)C1=CC=C2N=C3C(C(=O)NCCCN(C)CCCNC(=O)C=4C5=NC6=CC=C(C=C6C=C5C=CC=4)C(C)C)=CC=CC3=CC2=C1 KAMZLWRONQDZNJ-UHFFFAOYSA-N 0.000 claims description 2
• 125000001791 phenazinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3N=C12)* 0.000 claims description 2
• BLCYFJOUMZPEQG-UHFFFAOYSA-N 1-chloro-n-[3-[3-[(1-chloroacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound C1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=CC=C6C=C5C(Cl)=CC=4)C)=CC=C(Cl)C3=CC2=C1 BLCYFJOUMZPEQG-UHFFFAOYSA-N 0.000 claims 1
• WBVSERCLMQZOBK-UHFFFAOYSA-N 1-methylphenazine Chemical compound C1=CC=C2N=C3C(C)=CC=CC3=NC2=C1 WBVSERCLMQZOBK-UHFFFAOYSA-N 0.000 claims 1
• YEANUESLEKDHLJ-UHFFFAOYSA-N 3-methyl-n-[1-[methyl-[2-[(3-methylphenazine-1-carbonyl)amino]propyl]amino]propan-2-yl]phenazine-1-carboxamide Chemical compound C1=CC=C2N=C3C(C(=O)NC(CN(C)CC(C)NC(=O)C=4C5=NC6=CC=CC=C6N=C5C=C(C)C=4)C)=CC(C)=CC3=NC2=C1 YEANUESLEKDHLJ-UHFFFAOYSA-N 0.000 claims 1
• NDSLIBJBFSJAPI-UHFFFAOYSA-N 4-methyl-n-[3-[methyl-[3-[(4-methylphenazine-1-carbonyl)amino]propyl]amino]propyl]phenazine-1-carboxamide Chemical compound C1=CC=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC=CC=C6N=C5C(C)=CC=4)C)=CC=C(C)C3=NC2=C1 NDSLIBJBFSJAPI-UHFFFAOYSA-N 0.000 claims 1
• HMGPDWNAXITULS-UHFFFAOYSA-N 5,8-dimethyl-N-[3-(methylamino)propyl]acridine-4-carboxamide Chemical compound C1=CC(C)=C2N=C3C(C(=O)NCCCNC)=CC=CC3=CC2=C1C HMGPDWNAXITULS-UHFFFAOYSA-N 0.000 claims 1
• YHPVTNHFFKGLFE-UHFFFAOYSA-N 5-methoxy-n-[3-[3-[(5-methoxyacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound C1=CC(OC)=C2N=C3C(C(=O)NCCCN(C)CCCNC(=O)C=4C=CC=C5C=C6C=CC=C(C6=NC5=4)OC)=CC=CC3=CC2=C1 YHPVTNHFFKGLFE-UHFFFAOYSA-N 0.000 claims 1
• MYPZDVVHDGNPMT-UHFFFAOYSA-N 6-(dimethylamino)-n-[3-[3-[[6-(dimethylamino)acridine-4-carbonyl]amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound C1=C(N(C)C)C=C2N=C3C(C(=O)NCCCN(CCCNC(=O)C=4C5=NC6=CC(=CC=C6C=C5C=CC=4)N(C)C)C)=CC=CC3=CC2=C1 MYPZDVVHDGNPMT-UHFFFAOYSA-N 0.000 claims 1
• CARJYXRYWBXHOH-UHFFFAOYSA-N 7-ethyl-n-[3-[3-[(7-ethylacridine-4-carbonyl)amino]propyl-methylamino]propyl]acridine-4-carboxamide Chemical compound CCC1=CC=C2N=C3C(C(=O)NCCCN(C)CCCNC(=O)C=4C5=NC6=CC=C(C=C6C=C5C=CC=4)CC)=CC=CC3=CC2=C1 CARJYXRYWBXHOH-UHFFFAOYSA-N 0.000 claims 1
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