CA2903312A1 - Combination therapy for treating cancer - Google Patents

Info

Publication number

CA2903312A1

CA2903312A1 CA2903312A CA2903312A CA2903312A1 CA 2903312 A1 CA2903312 A1 CA 2903312A1 CA 2903312 A CA2903312 A CA 2903312A CA 2903312 A CA2903312 A CA 2903312A CA 2903312 A1 CA2903312 A1 CA 2903312A1

Authority

CA

Canada

Prior art keywords

compound

amino

alkyl

formula

days

Prior art date

2013-03-14

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.)

Abandoned

Links

• Espacenet
• Global Dossier
• CIPO
• Discuss

• 206010028980 Neoplasm Diseases 0.000 title claims abstract description 53
• 201000011510 cancer Diseases 0.000 title claims abstract description 40
• 238000002648 combination therapy Methods 0.000 title abstract description 16
• 239000003814 drug Substances 0.000 claims abstract description 265
• 229940124597 therapeutic agent Drugs 0.000 claims abstract description 217
• 238000000034 method Methods 0.000 claims abstract description 150
• 239000000203 mixture Substances 0.000 claims abstract description 128
• 238000011282 treatment Methods 0.000 claims abstract description 57
• 239000002246 antineoplastic agent Substances 0.000 claims abstract description 28
• 150000001875 compounds Chemical class 0.000 claims description 353
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 211
• -1 cyano hydroxyl Chemical group 0.000 claims description 189
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 183
• 150000003839 salts Chemical class 0.000 claims description 164
• 125000005843 halogen group Chemical group 0.000 claims description 153
• 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 117
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 114
• 125000003545 alkoxy group Chemical group 0.000 claims description 113
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 108
• 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 102
• 210000004027 cell Anatomy 0.000 claims description 99
• SFHYNDMGZXWXBU-LIMNOBDPSA-N 6-amino-2-[[(e)-(3-formylphenyl)methylideneamino]carbamoylamino]-1,3-dioxobenzo[de]isoquinoline-5,8-disulfonic acid Chemical compound O=C1C(C2=3)=CC(S(O)(=O)=O)=CC=3C(N)=C(S(O)(=O)=O)C=C2C(=O)N1NC(=O)N\N=C\C1=CC=CC(C=O)=C1 SFHYNDMGZXWXBU-LIMNOBDPSA-N 0.000 claims description 90
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 89
• 125000001424 substituent group Chemical group 0.000 claims description 87
• 125000000041 C6-C10 aryl group Chemical group 0.000 claims description 82
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• 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 59
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• NMUSYJAQQFHJEW-KVTDHHQDSA-N 5-azacytidine Chemical compound O=C1N=C(N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 NMUSYJAQQFHJEW-KVTDHHQDSA-N 0.000 claims description 17
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• KKZJGLLVHKMTCM-UHFFFAOYSA-N mitoxantrone Chemical compound O=C1C2=C(O)C=CC(O)=C2C(=O)C2=C1C(NCCNCCO)=CC=C2NCCNCCO KKZJGLLVHKMTCM-UHFFFAOYSA-N 0.000 claims description 11
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• XAUDJQYHKZQPEU-KVQBGUIXSA-N 5-aza-2'-deoxycytidine Chemical compound O=C1N=C(N)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)C1 XAUDJQYHKZQPEU-KVQBGUIXSA-N 0.000 claims description 9
• 230000009702 cancer cell proliferation Effects 0.000 claims description 9
• 229910002091 carbon monoxide Inorganic materials 0.000 claims description 9
• 229950001626 quizartinib Drugs 0.000 claims description 9
• CVWXJKQAOSCOAB-UHFFFAOYSA-N quizartinib Chemical compound O1C(C(C)(C)C)=CC(NC(=O)NC=2C=CC(=CC=2)C=2N=C3N(C4=CC=C(OCCN5CCOCC5)C=C4S3)C=2)=N1 CVWXJKQAOSCOAB-UHFFFAOYSA-N 0.000 claims description 9
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• BMGQWWVMWDBQGC-IIFHNQTCSA-N midostaurin Chemical compound CN([C@H]1[C@H]([C@]2(C)O[C@@H](N3C4=CC=CC=C4C4=C5C(=O)NCC5=C5C6=CC=CC=C6N2C5=C43)C1)OC)C(=O)C1=CC=CC=C1 BMGQWWVMWDBQGC-IIFHNQTCSA-N 0.000 claims description 8
• 229960005184 panobinostat Drugs 0.000 claims description 8
• 229910002092 carbon dioxide Inorganic materials 0.000 claims description 7
• 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 description 7
• 230000001965 increasing effect Effects 0.000 claims description 7
• 230000001404 mediated effect Effects 0.000 claims description 7
• 229950004847 navitoclax Drugs 0.000 claims description 7
• JLYAXFNOILIKPP-KXQOOQHDSA-N navitoclax Chemical compound C([C@@H](NC1=CC=C(C=C1S(=O)(=O)C(F)(F)F)S(=O)(=O)NC(=O)C1=CC=C(C=C1)N1CCN(CC1)CC1=C(CCC(C1)(C)C)C=1C=CC(Cl)=CC=1)CSC=1C=CC=CC=1)CN1CCOCC1 JLYAXFNOILIKPP-KXQOOQHDSA-N 0.000 claims description 7
• 229910052760 oxygen Inorganic materials 0.000 claims description 7
• WAEXFXRVDQXREF-UHFFFAOYSA-N vorinostat Chemical compound ONC(=O)CCCCCCC(=O)NC1=CC=CC=C1 WAEXFXRVDQXREF-UHFFFAOYSA-N 0.000 claims description 7
• IGLYMJRIWWIQQE-QUOODJBBSA-N (1S,2R)-2-phenylcyclopropan-1-amine (1R,2S)-2-phenylcyclopropan-1-amine Chemical compound N[C@H]1C[C@@H]1C1=CC=CC=C1.N[C@@H]1C[C@H]1C1=CC=CC=C1 IGLYMJRIWWIQQE-QUOODJBBSA-N 0.000 claims description 6
• 208000006994 Precancerous Conditions Diseases 0.000 claims description 6
• 229960003741 tranylcypromine Drugs 0.000 claims description 6
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• 229960005549 JQ1 Drugs 0.000 claims description 5
• 229940123628 Lysine (K)-specific demethylase 1A inhibitor Drugs 0.000 claims description 5
• 230000004927 fusion Effects 0.000 claims description 5
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• DNVXATUJJDPFDM-KRWDZBQOSA-N JQ1 Chemical compound N([C@@H](CC(=O)OC(C)(C)C)C1=NN=C(N1C=1SC(C)=C(C)C=11)C)=C1C1=CC=C(Cl)C=C1 DNVXATUJJDPFDM-KRWDZBQOSA-N 0.000 claims description 4
• 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
• 125000005647 linker group Chemical group 0.000 claims description 4
• 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims description 4
• 230000001235 sensitizing effect Effects 0.000 claims description 4
• 102100021090 Homeobox protein Hox-A9 Human genes 0.000 claims description 3
• 101150029107 MEIS1 gene Proteins 0.000 claims description 3
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• 108010027263 homeobox protein HOXA9 Proteins 0.000 claims description 3
• 230000001629 suppression Effects 0.000 claims description 3
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• FWZRWHZDXBDTFK-ZHACJKMWSA-N panobinostat Chemical compound CC1=NC2=CC=C[CH]C2=C1CCNCC1=CC=C(\C=C\C(=O)NO)C=C1 FWZRWHZDXBDTFK-ZHACJKMWSA-N 0.000 claims 1
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• 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 138
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