US 8,541,411 B2 · Benzimidazole derivatives as PI3 kinase inhibitors

Abstract

This invention relates to the use of benzimidazole derivatives for the modulation, notably the inhibition of the activity or function of the phosphoinositide 3′ OH kinase family (hereinafter PI3 kinases), suitably, PI3Kα, PI3Kδ, PI3Kβ, and/or PI3Kγ. Suitably, the present invention relates to the use of benzimidazoles in the treatment of one or more disease states selected from: autoimmune disorders, inflammatory diseases, cardiovascular diseases, neurodegenerative diseases, allergy, asthma, pancreatitis, multiorgan failure, kidney diseases, platelet aggregation, cancer, sperm motility, transplantation rejection, graft rejection and lung injuries. More suitably, the present invention relates to PI3Kβ selective benzimidazoles compounds for treating cancer.

Claims1

Dependent claims

A process for the preparation of the benzimidazole of formula (3) comprising the steps of

ester hydrolyzing the methyl ester of formula (2) with lithium hydroxide in THF/water,
wherein
R2 is selected from H, —NHRa, alkoxy, halogen, —CF3, —CHF2, and C1-6alkyl;
R3 is selected from aryl and heteroaryl, wherein said aryl or heteroaryl may be substituted by one to three Rc;
R4 is selected from H or Ra;
each R5 is independently selected from C1-6alkyl;
each Ra is independently selected from C1-3alkyl;
each Rc is independently selected from C1-3alkyl, halogen, —CF3, and hydroxy;
and
n is 0-2.

7 more elements

Dependencies are inferred from the claim text.

Facts

Application

13/798,923Filed 13 Mar 2013 · continuation

Priority

6 Oct 2010

Published

US 2013/0197221 A11 Aug 2013

Granted

24 Sep 2013

Term ends

Not estimatedThe source records don’t support an estimate.

Classification22 codes

A61K 31/5377
1,4-Oxazines, e.g. morpholine: not condensed and containing further heterocyclic rings, e.g. timolol
A61K 31/337
Having oxygen as the only ring hetero atom, e.g. fungichromin: having four-membered rings, e.g. taxol
A61P 29/00
Non-central analgesic, antipyretic or antiinflammatory agents
A61P 35/00
Antineoplastic agents

Family

Application61/390,314Us provisional application · filed 6 Oct 2010

Application61/528,397Us provisional application · filed 29 Aug 2011

Application13/251,476Parent of this continuation · filed 3 Oct 2011

US 8,435,988 B2Parent of this continuation · filed 7 May 2013

US 2013/0197221 A1Pre-grant publication · published 1 Aug 2013

US 2012/0088767 A1Published application

US 8,541,411 B2This patent

From the US filing history. Foreign family members aren’t listed.

Benzimidazole derivatives as PI3 kinase inhibitors

Life of this patent

Benzimidazole derivatives as PI3 kinase inhibitors

Life of this patent

Abstract

Claims1