Anti-sars-cov-2 drug
AssigneeOncolys BioPharma Inc.
InventorsMasanori BABA, Mika OKAMOTO, Masaaki TOYAMA, Hiromasa HASHIMOTO
Life of this patent
Estimating the term…
Abstract
The present invention pertains to: a compound represented by formula (I): [in the formula, R1 represents C1-C8 alkyl or the like, R2-R9 each independently represent hydrogen, a halogen, hydroxyl, NH2, Q-(C1-C8 alkyl) (Q represents O, NH, or S), or the like, and at least one of R7 and R8 represents NH2 or NH(R10) (R10 represents substituted or unsubstituted C1-C8 alkyl or the like)], a pharmaceutically acceptable salt thereof, a solvate thereof, or a prodrug thereof; and use of those as an anti-coronavirus drug.
Claims9
A compound represented by formula (I), a pharmaceutically acceptable salt thereof, a solvate thereof, or a prodrug thereof:
- wherein,
- R1 is selected from C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, aryl, arylalkyl, arylalkenyl, heteroaryl, and heteroarylalkyl (each of these groups being independently unsubstituted or substituted with one or more groups selected from halogen, hydroxyl, NH2, NO2, C(O)Z (wherein Z is hydrogen, hydroxyl, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, NH2, or NH—(C1-C8 alkyl)), C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, aryl, arylalkyl, arylalkenyl, heteroaryl, heteroarylalkyl, Q-(C1-C8 alkyl), Q-(C2-C8 alkenyl), Q-(C2-C8 alkynyl), Q-(C3-C6 cycloalkyl), Q-(C3-C6 cycloalkenyl), Q-(C4-C6 cycloalkynyl), Q-(heterocyclyl), Q-(aryl), Q-(arylalkyl), Q-(heteroaryl), and Q-(heteroarylalkyl) (wherein Q is O, NH, or S));
- and
- R2 to R9 are each independently selected from Substituent group A consisting of hydrogen, halogen, hydroxyl, NH2, NO2, OSO2H, C(O)Z (wherein Z is hydrogen, hydroxyl, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, NH2, or NH—(C1-C8 alkyl)), NH—C(O)Z (wherein Z is hydrogen, hydroxyl, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, NH2, or NH—(C1-C8 alkyl)), NH—C(NH)Z (wherein Z is hydrogen, hydroxyl, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, NH2, or NH—(C1-C8 alkyl)), N(R10)(R11) (wherein R10 and R11 are each independently C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, arylalkyl, or heterocyclyl), NH(R10) (wherein R10 is C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, arylalkyl, or heterocyclyl), Q-(C1-C8 alkyl), Q-(C2-C8 alkenyl), Q-(C2-C8 alkynyl), Q-(C3-C6 cycloalkyl), Q-(C3-C6 cycloalkenyl), Q-(C4-C6 cycloalkynyl), Q-(heterocyclyl), Q-(aryl), Q-(arylalkyl), Q-(heteroaryl) and Q-(heteroarylalkyl) (wherein Q is O, NH, or S), C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, aryl, arylalkyl, arylalkenyl, heteroaryl, and heteroarylalkyl (each of these groups being independently unsubstituted or substituted with one or more groups selected from halogen, hydroxyl, NH2, NO2, C(O)Z (wherein Z is hydrogen, hydroxyl, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, NH2, or NH—(C1-C8 alkyl)), NH—C(O)Z (wherein Z is hydrogen, hydroxyl, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, NH2, or NH—(C1-C8 alkyl)), N(R10)(R11) (wherein R10 and R11 are each independently C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, arylalkyl, or heterocyclyl), C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, aryl, arylalkyl, arylalkenyl, heteroaryl, heteroarylalkyl, Q-(C1-C8 alkyl), Q-(C2-C8 alkenyl), Q-(C2-C8 alkynyl), Q-(C3-C6 cycloalkyl), Q-(C3-C6 cycloalkenyl), Q-(C4-C6 cycloalkynyl), Q-(heterocyclyl), Q-(aryl), Q-(arylalkyl), Q-(heteroaryl), and Q-(heteroarylalkyl) (wherein Q is O, NH, or S)),
- provided that any two of R2 to R5 together with carbon atoms on the phenanthridine ring to which they are bound may form cycloalkyl, heterocyclyl, or aryl fused to the phenanthridine ring (the cycloalkyl, heterocyclyl, or aryl fused to the phenanthridine ring being independently unsubstituted or substituted with one or more groups selected from halogen, hydroxyl, NH2, NO2, C(O)Z (wherein Z is hydrogen, hydroxyl, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, NH2, or NH—(C1-C8 alkyl)), C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, aryl, arylalkyl, arylalkenyl, heteroaryl, heteroarylalkyl, Q-(C1-C8 alkyl), Q-(C2-C8 alkenyl), Q-(C2-C8 alkynyl), Q-(C3-C6 cycloalkyl), Q-(C3-C6 cycloalkenyl), Q-(C4-C6 cycloalkynyl), Q-(heterocyclyl), Q-(aryl), Q-(arylalkyl), Q-(heteroaryl), and Q-(heteroarylalkyl) (wherein Q is O, NH, or S)),
- at least one of R7 and R8 is NH2, NH—C(O)Z (wherein Z is hydrogen, hydroxyl, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, NH2, or NH—(C1-C8 alkyl)), NH—C(NH)Z (wherein Z is hydrogen, hydroxyl, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, NH2, or NH—(C1-C8 alkyl)), N(R10)(R11) (wherein R10 and R11 are each independently C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, arylalkyl, or heterocyclyl), or NH(R10) (wherein R10 is C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, arylalkyl, or heterocyclyl) (each of these groups being independently unsubstituted or substituted with one or more groups selected from halogen, hydroxyl, NH2, C(O)Z (wherein Z is hydrogen, hydroxyl, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, NH2, or NH—(C1-C8 alkyl)), NH—C(O)Z (wherein Z is hydrogen, hydroxyl, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, NH2, or NH—(C1-C8 alkyl)), N(R10)(R11) (wherein R10 and R11 are each independently C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, arylalkyl, or heterocyclyl), C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C4-C6 cycloalkynyl, heterocyclyl, aryl, arylalkyl, arylalkenyl, heteroaryl, heteroarylalkyl, Q-(C1-C8 alkyl), Q-(C2-C8 alkenyl), Q-(C2-C8 alkynyl), Q-(C3-C6 cycloalkyl), Q-(C3-C6 cycloalkenyl), Q-(C4-C6 cycloalkynyl), Q-(heterocyclyl), Q-(aryl), Q-(arylalkyl), Q-(heteroaryl), and Q-(heteroarylalkyl) (wherein Q is O, NH, or S)).
Dependencies are inferred from the claim text.