Pyrrolotriazinone compounds and their use to treat diseases
First Claim
Patent Images
1. A compound having formula I or its enantiomer, diastereomer, or pharmaceutically acceptable salt thereof, wherein:
- Y1, Y2, and Y3 are independently H, halogen, —
CN, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, —
OR6, —
NR7R8, —
C(═
O)R9, —
C(═
O)OR10, —
C(═
O)NR11R12, —
OC(═
O)OR10, —
OC(═
O)NR11, R12, —
NR13C(═
O)OR10, —
NR13C(═
O)NR11R12, —
SO2R9, —
SO2NR11R12, —
NR13SO2NR11R12;
Z is O or S;
R1 is H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, aralkyl, substituted aralkyl, heteroarylalkyl, or substituted heteroarylalkyl;
R2 and R3 are independently H, halogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, or taken together to form a carbocyclic or heterocyclic ring of 3 to 8 atoms;
n=1 to 4;
A is O, S or N with the proviso that when A is O or S, R5 is nonexistent;
R4 and R5 are independently H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, aralkyl, C(═
O)R9, C(═
O)OR10, C(═
O)NR11R12, SO2R9, SO2NR11R12, or in the case of A being N, taken together to form a carbocyclic or heterocyclic ring of 3 to 8 atoms;
R6, R7, and R8 are independently H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, —
C(═
O)H, —
C(═
O)alkyl, —
C(═
O)substituted alkyl, —
C(═
O)alkenyl, —
C(═
O)substituted alkenyl, —
C(═
O)alkynyl, —
C(═
O)substituted alkynyl, —
C(═
O)aryl, —
C(═
O)substituted aryl, —
C(═
O)heteroaryl, —
C(═
O)substituted heteroaryl, or R7 and R8 may be taken together to form a carbocyclic or heterocyclic ring of 3 to 8 atoms;
R9, R10, R11, R12, R13 are independently H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, or R11 and R12 may be taken together to form a carbocyclic or heterocyclic ring of 3 to 8 atoms.
1 Assignment
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Accused Products
Abstract
The present invention provides compounds of formula I
and pharmaceutically acceptable salts thereof useful for inducing mitotic arrest thereby making them useful as anti-cancer agents and other diseases which can be treated by inducing mitotic arrest.
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Citations
17 Claims
-
1. A compound having formula I
or its enantiomer, diastereomer, or pharmaceutically acceptable salt thereof, wherein: -
Y1, Y2, and Y3 are independently H, halogen, —
CN, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, —
OR6, —
NR7R8, —
C(═
O)R9, —
C(═
O)OR10, —
C(═
O)NR11R12, —
OC(═
O)OR10, —
OC(═
O)NR11, R12, —
NR13C(═
O)OR10, —
NR13C(═
O)NR11R12, —
SO2R9, —
SO2NR11R12, —
NR13SO2NR11R12;Z is O or S; R1 is H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, aralkyl, substituted aralkyl, heteroarylalkyl, or substituted heteroarylalkyl; R2 and R3 are independently H, halogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, or taken together to form a carbocyclic or heterocyclic ring of 3 to 8 atoms; n=1 to 4; A is O, S or N with the proviso that when A is O or S, R5 is nonexistent; R4 and R5 are independently H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, aralkyl, C(═
O)R9, C(═
O)OR10, C(═
O)NR11R12, SO2R9, SO2NR11R12, or in the case of A being N, taken together to form a carbocyclic or heterocyclic ring of 3 to 8 atoms;R6, R7, and R8 are independently H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, —
C(═
O)H, —
C(═
O)alkyl, —
C(═
O)substituted alkyl, —
C(═
O)alkenyl, —
C(═
O)substituted alkenyl, —
C(═
O)alkynyl, —
C(═
O)substituted alkynyl, —
C(═
O)aryl, —
C(═
O)substituted aryl, —
C(═
O)heteroaryl, —
C(═
O)substituted heteroaryl, or R7 and R8 may be taken together to form a carbocyclic or heterocyclic ring of 3 to 8 atoms;R9, R10, R11, R12, R13 are independently H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, or R11 and R12 may be taken together to form a carbocyclic or heterocyclic ring of 3 to 8 atoms. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17)
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Specification
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Current AssigneeBristol-Myers Squibb Company
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Original AssigneeBristol-Myers Squibb Company
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InventorsKim, Kyoung S., Lombardo, Louis J., Bhide, Rajeev S., Lu, Songfeng
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Primary Examiner(s)Balasubramanian, Venkataraman
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Application NumberUS10/441,848Publication NumberTime in Patent Office1,064 DaysField of Search544/183, 514/243US Class Current514/243CPC Class CodesA61K 31/53 having six-membered rings w...A61P 35/00 Antineoplastic agentsC07D 487/04 Ortho-condensed systems
