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US 2011/0237571 A1Published application
Phthalazine derivatives
OwnerGian-Luca Araldi, Matthew Ronsheim +1inventors
InventorsGian-Luca Araldi, Matthew Ronsheim, Melanie Ronsheim
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Abstract
The present invention relates to novel phthalazine derivatives and, more particularly, to phthalazine derivatives that are useful as protein kinase inhibitors. The invention also relates to methods of preparing the compounds, compositions containing the compounds, and methods of treatment using the compounds.
Claims19
A compound of formula I:
- wherein
- R1 and R2 are each independently hydrogen, carboxyl, alkyl, alkenyl, alkynyl, aryl, alkylaryl, haloaryl, heteroaryl, alkylheteroaryl, heterocycle, alkylheterocycle, acyl, alkoxy, alkythio, arylthio, or alkoxycarbonyl, wherein, if present, the aryl, alkylaryl, haloaryl, heteroaryl, alkylheteroaryl, heterocycle, or alkylheterocycle may be substituted by one or more halogen, hydroxy, cyano, nitro, amino, carboxyl, alkyl, alkenyl, alkynyl, alkoxy, alkylamine or alkylthio and combinations thereof;
- R3 is hydrogen, halogen, hydroxy, cyano, amino, carboxyl, alkyl, alkenyl, alkynyl, aryl, alkylaryl, haloaryl, heteroaryl, alkylheteroaryl, heterocycle, alkylheterocycle, acyl, alkoxy, alkythio, arylthio, -alkylene-NRaRb, —C(O)Ra, —C(O)NRaRb, —C(O)ORa, —C(S)NRaRb, —C(S)Ra, —C(O)SRa, NO2, NH2, —NRa(O)Rb, —NRaRb, —NRaORb, —NRaC(S)Rb, —NRaC(O)NRbRc, —NRaC(S)NRbRc, —NRa(COORb), —NRaS(O)2NRbRc, —NRaS(O)Rb, —NRaS(O)2Rb, —ORa, —OC(O)Ra, —ONRaRb, —OC(O)NRaRb, —SRa, —S(O)2Ra, or —S(O)2NRaRb, wherein Ra, Rb and Rc are each independently hydrogen, halogen, hydroxy, cyano, nitro, amino, carboxyl, alkyl, alkenyl, alkynyl, aryl, alkylaryl, haloaryl, heteroaryl, alkylheteroaryl, heterocycle, alkylheterocycle, acyl, alkoxy, alkythio, arylthio, or alkoxycarbonyl, wherein, if present, the aryl, alkylaryl, haloaryl, heteroaryl, alkylheteroaryl, heterocycle, or alkylheterocycle may be substituted by one or more halogen, hydroxy, cyano, nitro, amino, carboxyl, alkyl, alkenyl, alkynyl, alkoxy, alkylamine or alkylthio and combinations thereof;
- and
- R4 and R5 are each independently hydrogen, carboxyl, alkyl, alkenyl, alkynyl, aryl, alkylaryl, haloaryl, heteroaryl, alkylheteroaryl, heterocycle, alkylheterocycle, acyl, alkoxy, alkythio, arylthio, or alkoxycarbonyl, wherein, if present, the aryl, alkylaryl, haloaryl, heteroaryl, alkylheteroaryl, heterocycle, or alkylheterocycle may be substituted by one or more halogen, hydroxy, cyano, nitro, amino, carboxyl, alkyl, alkenyl, alkynyl, alkoxy, alkylamine, alkylthio, —C(O)NRd-alkylheterocycle (in which Rd is H or alkyl), O-alkylheterocycle, or combinations thereof,
- and pharmaceutically acceptable salts thereof,
- provided that when R3 is heterocycle, said heterocycle is other than 4-hydroxy-1-piperidinyl.
4 more elements
A compound of formula II:
- wherein
- R6 and R7 are each independently hydrogen, carboxyl, alkyl, alkenyl, alkynyl, aryl, alkylaryl, haloaryl, heteroaryl, alkylheteroaryl, heterocycle, alkylheterocycle, acyl, alkoxy, alkythio, arylthio, or alkoxycarbonyl, wherein, if present, the aryl, alkylaryl, haloaryl, heteroaryl, alkylheteroaryl, heterocycle, or alkylheterocycle may be substituted by one or more halogen, hydroxy, cyano, nitro, amino, carboxyl, alkyl, alkenyl, alkynyl, alkoxy, alkylamine or alkylthio and combinations thereof;
- R8 is hydrogen, halogen, hydroxy, cyano, amino, carboxyl, alkyl, alkenyl, alkynyl, aryl, alkylaryl, haloaryl, heteroaryl, alkylheteroaryl, heterocycle, alkylheterocycle, acyl, alkoxy, alkythio, arylthio, -alkylene-NRaRb, —C(O)Ra, —C(O)NRaRb, —C(O)ORa, —C(S)NRaRb, —C(S)Ra, —C(O)SRa, NO2, NH2, —NRaC(O)Rb, —NRaRb, —NRaORb, —NRaC(S)Rb, —NRaC(O)NRbRc, —NRaC(S)NRbRc, —NRa(COORb), —NRaS(O)2NRbRc, —NRaS(O)Rb, —NRaS(O)2Rb, —ORa, —OC(O)Ra, —ONRaRb, —OC(O)NRaRb, —SRa, —S(O)2Ra, or —S(O)2NRaRb, wherein Ra, Rb and Rc are each independently hydrogen, halogen, hydroxy, cyano, nitro, amino, carboxyl, alkyl, alkynyl, aryl, alkylaryl, haloaryl, heteroaryl, alkylheteroaryl, heterocycle, alkylheterocycle, acyl, alkoxy, alkythio, arylthio, or alkoxycarbonyl, wherein, if present, the aryl, alkylaryl, haloaryl, heteroaryl, alkylheteroaryl, heterocycle, or alkylheterocycle may be substituted by one or more halogen, hydroxy, cyano, nitro, amino, carboxyl, alkyl, alkenyl, alkynyl, alkoxy, alkylamine or alkylthio and combinations thereof;
- and
- R9 and R19 are each independently hydrogen, carboxyl, alkyl, alkenyl, alkynyl, aryl, alkylaryl, haloaryl, heteroaryl, alkylheteroaryl, heterocycle, alkylheterocycle, acyl, alkoxy, alkythio, arylthio, or alkoxycarbonyl, wherein, if present, the aryl, alkylaryl, haloaryl, heteroaryl, alkylheteroaryl, heterocycle, or alkylheterocycle may be substituted by one or more halogen, hydroxy, cyano, nitro, amino, carboxyl, alkyl, alkenyl, alkynyl, alkoxy, alkylamine, alkylthio, —C(O)NRd-alkylheterocycle (in which Rd is H or alkyl), O-alkylheterocycle, or combinations thereof,
- and pharmaceutically acceptable salts thereof,
- provided that when R8 is heterocycle, said heterocycle is other than 4-hydroxy-1-piperidinyl.
4 more elements
Dependencies are inferred from the claim text.