ChemInform Abstract: 1,2-Diaminobenzimidazoles: Selective Inhibitors of Nitric Oxide Synthase Derived from Aminoguanidine.

ChemInform ◽  
2010 ◽  
Vol 26 (49) ◽  
pp. no-no
Author(s):  
P. HAMLEY ◽  
A. C. TINKER
Author(s):  
Graham R Lawton ◽  
Haitao Ji ◽  
Pavel Martásek ◽  
Linda J Roman ◽  
Richard B Silverman

Highly potent and selective inhibitors of neuronal nitric oxide synthase (nNOS) possessing a 2-aminopyridine group were recently designed and synthesized in our laboratory and were shown to have significant in vivo efficacy. In this work, analogs of our lead compound possessing 2- and 4-aminothiazole rings in place of the aminopyridine were synthesized. The less basic aminothiazole rings will be less protonated at physiological pH than the aminopyridine ring, and so the molecule will carry a lower net charge. This could lead to an increased ability to cross the blood-brain barrier thereby increasing the in vivo potency of these compounds. The 2-aminothiazole-based compound was less potent than the 2-aminopyridine-based analogue. 4-Aminothiazoles were unstable in water, undergoing tautomerization and hydrolysis to give inactive thiazolones.


2010 ◽  
Vol 20 (22) ◽  
pp. 6495-6499 ◽  
Author(s):  
Cristina Maccallini ◽  
Antonia Patruno ◽  
Fabio Lannutti ◽  
Alessandra Ammazzalorso ◽  
Barbara De Filippis ◽  
...  

1999 ◽  
Vol 42 (16) ◽  
pp. 3147-3153 ◽  
Author(s):  
Hui Huang ◽  
Pavel Martasek ◽  
Linda J. Roman ◽  
Bettie Sue Siler Masters ◽  
Richard B. Silverman

Circulation ◽  
2002 ◽  
Vol 106 (18) ◽  
pp. 2392-2396 ◽  
Author(s):  
Matthias J. Szabolcs ◽  
Ji Sun ◽  
Ningsheng Ma ◽  
Arline Albala ◽  
Robert R. Sciacca ◽  
...  

2009 ◽  
Vol 17 (17) ◽  
pp. 6180-6187 ◽  
Author(s):  
Rosa M. Claramunt ◽  
Concepción López ◽  
Carlos Pérez-Medina ◽  
Marta Pérez-Torralba ◽  
José Elguero ◽  
...  

2003 ◽  
Vol 11 (6) ◽  
pp. 869-873 ◽  
Author(s):  
Dan Fishlock ◽  
Basil Perdicakis ◽  
Heather J Montgomery ◽  
J.Guy Guillemette ◽  
Eric Jervis ◽  
...  

Sign in / Sign up

Export Citation Format

Share Document