title: 1-Aminoisoquinoline as benzamidine isoster in the design and synthesis of orally active thrombin inhibitors.
abstract: Replacement of the highly basic benzamidine moiety of NAPAP by the moderately basic 1-aminoisoquinoline moiety resulted in thrombin inhibitors with improved selectivity towards trypsin and enhanced Caco-2 cell permeability.
authors: NV Organon, Scientific Development Group, Oss, The Netherlands.
authors: J B
authors: JB
authors: Rewinkel
authors: H
authors: H
authors: Lucas
authors: P J
authors: PJ
authors: van Galen
authors: A B
authors: AB
authors: Noach
authors: T G
authors: TG
authors: van Dinther
authors: A M
authors: AM
authors: Rood
authors: A J
authors: AJ
authors: Jenneboer
authors: C A
authors: CA
authors: van Boeckel
mesh_terms: D000284:Administration, Oral; D000925:Anticoagulants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001550:Benzamidines / Q000737:chemistry; D018938:Caco-2 Cells / Q000187:drug effects / Q000502:physiology; D004151:Dipeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015195:Drug Design; D006801:Humans; D007546:Isoquinolines / Q000737:chemistry*; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013917:Thrombin / Q000037:antagonists & inhibitors*; D014361:Trypsin Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000925:Anticoagulants; D001550:Benzamidines; D004151:Dipeptides; D007546:Isoquinolines; D010880:Piperidines; D014361:Trypsin Inhibitors; C038708:N(alpha)-(2-naphthylsulfonylglycyl)-4-amidinophenylalanine piperidide; D013917:Thrombin; C032157:benzamidine; C041545:1-aminoisoquinoline