Claims for Patent: 9,150,579

Summary for Patent: 9,150,579

Title:	Selective PI3K delta inhibitors
Abstract:	The present invention relates to selective inhibitors of PI3K delta protein kinases, methods of preparing them, pharmaceutical compositions containing them and methods of treatment and/or prevention of kinase mediated diseases or disorders with them.
Inventor(s):	Vakkalanka; Swaroop Kumar V. S. (La Chaux-de-Fonds, CH), Muthuppalaniappan; Meyyappan (Hyderabad, IN), Nagarathnam; Dhanapalan (La Chaux-de-Fonds, CH)
Assignee:	RHIZEN PHARMACEUTICALS SA (La Chaux-de-Fonds, CH)
Application Number:	13/933,856
Patent Claims:	1. A compound selected from (S)-2-(1-(4-amino-3-(3-fluoro-4-isopropoxyphenyl)-1H-pyrazolo[3,4-d]pyrim- idin-1-yl)ethyl)-6-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one and pharmaceutically acceptable salts thereof. 2. A pharmaceutical composition comprising (S)-2-(1-(4-amino-3-(3-fluoro-4-isopropoxyphenyl)-1H-pyrazolo[3,4-d]pyrim- idin-1-yl)ethyl)-6-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one or a pharmaceutically acceptable salt thereof, wherein the pharmaceutical composition is substantially free of (R)-2-(1-(4-amino-3-(3-fluoro-4-isopropoxyphenyl)-1H-pyrazolo[3,4-d]pyrim- idin-1-yl)ethyl)-6-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one or a pharmaceutical acceptable salt thereof. 3. The compound of claim 1, wherein the compound is (S)-2-(1-(4-amino-3-(3-fluoro-4-isopropoxyphenyl)-1H-pyrazolo[3,4-d]pyrim- idin-1-yl)ethyl)-6-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one 4-methylbenzenesulfonate. 4. The compound of claim 1, wherein the compound is selected from (S)-2-(1-(4-amino-3-(3-fluoro-4-isopropoxyphenyl)-1H-pyrazolo[3,4-d]pyrim- idin-1-yl)ethyl)-6-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one sulphate; (S)-2-(1-(4-amino-3-(3-fluoro-4-isopropoxyphenyl)-1H-pyrazolo[3,4-d]pyrim- idin-1-yl)ethyl)-6-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one hydrochloride; (S)-2-(1-(4-amino-3-(3-fluoro-4-isopropoxyphenyl)-1H-pyrazolo[3,4-d]pyrim- idin-1-yl)ethyl)-6-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one benzenesulfonate; (S)-2-(1-(4-amino-3-(3-fluoro-4-isopropoxyphenyl)-1H-pyrazolo[3,4-d]pyrim- idin-1-yl)ethyl)-6-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one maleate; and (S)-2-(1-(4-amino-3-(3-fluoro-4-isopropoxyphenyl)-1H-pyrazolo[3,4-d]pyrim- idin-1-yl)ethyl)-6-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one camphor sulfonate. 5. A pharmaceutical composition comprising a compound of claim 3 and at least one pharmaceutically acceptable carrier. 6. A method for the treatment of leukemia comprising administering to a subject in need thereof an effective amount of a compound of claim 1. 7. The method of claim 6, further comprising the step of administering simultaneously or sequentially to a subject in need thereof at least one other anti-cancer agent. 8. A pharmaceutical composition comprising a compound of claim 1 and at least one pharmaceutically acceptable carrier. 9. A pharmaceutical composition comprising a compound of claim and at least one pharmaceutically acceptable carrier. 10. The method of claim 6, wherein the leukemia is selected from acute leukemia, acute lymphocytic leukemia, acute lymphoblastic leukemia, acute myelocytic leukemia, acute myelogenous leukemia, chronic myelogenous leukemia, myelodysplastic syndrome, promyelocytic leukemia, chronic lymphocytic leukemia, acute myeloid leukemia, chronic granulocytic leukemia, hairy-cell leukemia and erythroleukemia. 11. The compound of claim 1, wherein the compound has an enantiomeric excess of at least 98%. 12. The compound of claim 3, wherein the compound has an enantiomeric excess of at least 98%. 13. The composition of claim 2, wherein the (S)-2-(1-(4-amino-3-(3-fluoro-4-isopropoxyphenyl)-1H-pyrazolo[3,4-d]pyrim- idin-1-yl)ethyl)-6-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one or a pharmaceutically acceptable salt thereof has an enantiomeric excess of at least 98%. 14. A method for the treatment of leukemia comprising administering to a subject in need thereof an effective amount of a compound of claim 3.