Back to results
US 2015/0148314 A1Published application
Seriniquinones, melanoma-specific anticancer agents
AssigneeThe Regents of the University of California, a California corporation
InventorsWilliam Fenical, Paul R. Jensen, James J. La Clair, Lynnie Trzoss, Takashi Fukuda
Life of this patent
Estimating the term…
Abstract
There are provided, inter alia, derivatives of seriniquinone and methods useful for the treatment of cancer, and in particular treatment of melanoma and prostate cancer.
Claims20
A compound having the formula:
- or pharmaceutically acceptable salt thereof,
- wherein
- A is N or —CR4;
- X is —S—, —NR21—, or —O—;
- R1, R2, R3, R4, R5, R6, R7, and R8 are independently hydrogen, halogen, —N3, —NHC═(O)NHNH2, —CN, —CF3, —CCl3, —CBr3, —CI3, —NR9R10, —C(O)R11, —C(O)NR9R10, —NR12C(O)R11, —S(O)nR13, —S(O)nNR9R10, —NR12S(O)nR13, —NO2, —OR14, —SR14, —NR15, —OCOR16, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, wherein two of R1, R2, R3, R4, R5, R6, R7, and R8 are optionally joined to form a substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyl, or substituted or unsubstituted heterocycloalkyl;
- R9, R10 R11, R12, R13, R14, R15, and R16, are independently hydrogen, halogen, —CN, —CF3, —CCl3, —CBr3, —CI3, —OH, —NH2, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R21 is hydrogen or unsubstituted C1-C5 alkyl;
- n is 1 to 4;
- and
- wherein if X is S and A is CR4, at least one of R1, R2, R3, R4, R5, R6, R7, and R8 is not hydrogen.
7 more elements
A compound having the formula:
- or pharmaceutically acceptable salt thereof,
- wherein
- X is —S—, —NR21—, or —O—;
- R1, R2, R3, R4, R5, R6, R7, and R8 are independently hydrogen, halogen, —N3, —NHC═(O)NHNH2, —CN, —CF3, —CCl3, —CBr3, —CI3, —NR9R10, —C(O)R11, —C(O)NR9R10, —NR12C(O)R11, —S(O)nR13, —S(O)nNR9R10, —NR12S(O)nR13, —NO2, —OR14, —SR14, —NR15, —OCOR16, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, wherein two of R1, R2, R3, R4, R5, R6, R7, and R8 are optionally joined to form a substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyl, or substituted or unsubstituted heterocycloalkyl;
- R9, R10 R11, R12, R13, R14, R15, and R16, are independently hydrogen, halogen, —CN, —CF3, —CCl3, —CBr3, —CI3, —OH, —NH2, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R21 is hydrogen or unsubstituted C1-C5 alkyl;
- and
- n is 1 to 4.
5 more elements
A compound having the formula:
- or pharmaceutically acceptable salt thereof,
- wherein
- X is —S—, —NR21—, or —O—;
- R1, R2, R3, R4, R5, R6, R7, and R8 are each independently hydrogen, halogen, —N3, —NHC═(O)NHNH2, —CN, —CF3, —CCl3, —CBr3, —CI3, —NR9R10, —C(O)R11, —C(O)NR9R10, —NR12C(O)R11, —S(O)nR13, —S(O)nNR9R10, —NR12S(O)nR13, —NO2, —OR14, —SR14, —NR15, —OCOR16, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, wherein two of R1, R2, R3, R4, R5, R6, R7, and R8 are optionally joined to form a substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyl, or substituted or unsubstituted heterocycloalkyl;
- R9, R10R11, R12, R13, R14, R15, and R16 are independently hydrogen, halogen, —CN, —CF3, —CCl3, —CBr3, —CI3, —OH, —NH2, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R21 is hydrogen or unsubstituted C1-C5 alkyl;
- n is 1 to 4;
- and
- R17, R18, R19, and R20 are independently hydrogen or substituted or unsubstituted alkyl.
6 more elements
A compound having the formula
- or pharmaceutically acceptable salt thereof,
- wherein
- A is N or —CR4;
- X is —S—, —NR21—, or —O—;
- R1, R2, R3, R4, R5, R6, R7, and R8 are independently hydrogen, halogen, —N3, —NHC═(O)NHNH2, —CN, —CF3, —CCl3, —CBr3, —CI3, —NR9R10, —C(O)R11, —C(O)NR9R10, —NR12C(O)R11, —S(O)nR13, —S(O)nNR9R10, —NR12S(O)nR13, —NO2, —OR14, —SR14, —NR15, —OCOR16, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, wherein two of R1, R2, R3, R4, R5, R6, R7, and R8 are optionally joined to form a substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyl, or substituted or unsubstituted heterocycloalkyl;
- R9, R10 R11, R12, R13, R14, R15, and R16, are independently hydrogen, halogen, —CN, —CF3, —CCl3, —CBr3, —CI3, —OH, —NH2, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
- R21 is hydrogen or unsubstituted C1-C5 alkyl;
- n is 1 to 4′ and
- R17, R18, R19, and R20 are independently hydrogen or substituted or unsubstituted alkyl.
6 more elements
Dependencies are inferred from the claim text.