Back to Search
Start Over
Substituted 2-phenylimidazopyridines: a new class of drug leads for human African trypanosomiasis.
- Source :
-
Journal of medicinal chemistry [J Med Chem] 2014 Feb 13; Vol. 57 (3), pp. 828-35. Date of Electronic Publication: 2014 Jan 15. - Publication Year :
- 2014
-
Abstract
- A phenotypic screen of a compound library for antiparasitic activity on Trypanosoma brucei, the causative agent of human African trypanosomiasis, led to the identification of substituted 2-(3-aminophenyl)oxazolopyridines as a starting point for hit-to-lead medicinal chemistry. A total of 110 analogues were prepared, which led to the identification of 64, a substituted 2-(3-aminophenyl)imidazopyridine. This compound showed antiparasitic activity in vitro with an EC50 of 2 nM and displayed reasonable druglike properties when tested in a number of in vitro assays. The compound was orally bioavailable and displayed good plasma and brain exposure in mice. Compound 64 cured mice infected with Trypanosoma brucei when dosed orally down to 2.5 mg/kg. Given its potent antiparasitic properties and its ease of synthesis, compound 64 represents a new lead for the development of drugs to treat human African trypanosomiasis.
- Subjects :
- Administration, Oral
Animals
Biological Availability
Cell Line, Tumor
Cell Membrane Permeability
Databases, Chemical
Dogs
Female
Humans
Imidazoles chemistry
Imidazoles pharmacology
Madin Darby Canine Kidney Cells
Mice
Microsomes, Liver metabolism
Pyridines chemistry
Pyridines pharmacology
Rats
Rats, Sprague-Dawley
Structure-Activity Relationship
Trypanocidal Agents chemistry
Trypanocidal Agents pharmacology
Trypanosoma brucei brucei drug effects
Trypanosoma brucei brucei growth & development
Trypanosoma brucei rhodesiense drug effects
Trypanosoma brucei rhodesiense growth & development
Trypanosomiasis, African parasitology
Imidazoles chemical synthesis
Pyridines chemical synthesis
Trypanocidal Agents chemical synthesis
Trypanosomiasis, African drug therapy
Subjects
Details
- Language :
- English
- ISSN :
- 1520-4804
- Volume :
- 57
- Issue :
- 3
- Database :
- MEDLINE
- Journal :
- Journal of medicinal chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 24354316
- Full Text :
- https://doi.org/10.1021/jm401178t