title: A Pd(0) based cross-coupling approach to the synthesis of 2-amidopurines and their evaluation as CDK inhibitors.
abstract: Two new series of 2-amido- and 2-aminocarbonylpurines have been synthesized using a Pd catalyst cross-coupling reaction either with amides or amines in the presence of CO. Moderate in vitro inhibitory activity against CDK1 and CDK5 was observed with IC(50) of 0.9muM for the most active compound (18c).
authors.affiliation: UMR 176, Institut Curie, Bât. 110-112, Centre Universitaire, 91405 Orsay, France.
authors.forename: Lucie
authors.initials: L
authors.lastname: Vandromme
authors.forename: Michel
authors.initials: M
authors.lastname: Legraverend
authors.forename: Sergio
authors.initials: S
authors.lastname: Kreimerman
authors.forename: Olivier
authors.initials: O
authors.lastname: Lozach
authors.forename: Laurent
authors.initials: L
authors.lastname: Meijer
authors.forename: David S
authors.initials: DS
authors.lastname: Grierson
mesh_terms: D015075:2-Aminopurine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D016203:CDC2 Protein Kinase / Q000037:antagonists & inhibitors*; D002384:Catalysis; D051360:Cyclin-Dependent Kinase 5 / Q000037:antagonists & inhibitors*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D047428:Protein Kinase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011687:Purines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: C517083:9-isopropyl-6-(4-methoxy-benzylamino)-9H-purine-2-carboxylic acid isopropylamide; D000577:Amides; D009942:Organometallic Compounds; D047428:Protein Kinase Inhibitors; D011687:Purines; D015075:2-Aminopurine; D010165:Palladium; D051360:Cyclin-Dependent Kinase 5; D016203:CDC2 Protein Kinase