Unknown

Dataset Information

0

Discovery of a neuroprotective chemical, (S)-N-(3-(3,6-dibromo-9H-carbazol-9-yl)-2-fluoropropyl)-6-methoxypyridin-2-amine [(-)-P7C3-S243], with improved druglike properties.

ABSTRACT: (-)-P7C3-S243 is a neuroprotective aminopropyl carbazole with improved druglike properties compared with previously reported compounds in the P7C3 class. It protects developing neurons in a mouse model of hippocampal neurogenesis and protects mature neurons within the substantia nigra in a mouse model of Parkinson's disease. A short, enantioselective synthesis provides the neuroprotective agent in optically pure form. It is nontoxic, orally bioavailable, metabolically stable, and able to cross the blood-brain barrier. As such, it represents a valuable lead compound for the development of drugs to treat neurodegenerative diseases and traumatic brain injury.

SUBMITTER: Naidoo J 

PROVIDER: S-EPMC4206694 | biostudies-literature | 2014 May

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Discovery of a neuroprotective chemical, (S)-N-(3-(3,6-dibromo-9H-carbazol-9-yl)-2-fluoropropyl)-6-methoxypyridin-2-amine [(-)-P7C3-S243], with improved druglike properties.

Naidoo Jacinth J   De Jesus-Cortes Hector H   Huntington Paula P   Estill Sandi S   Morlock Lorraine K LK   Starwalt Ruth R   Mangano Thomas J TJ   Williams Noelle S NS   Pieper Andrew A AA   Ready Joseph M JM  

Journal of medicinal chemistry 20140416 9

(-)-P7C3-S243 is a neuroprotective aminopropyl carbazole with improved druglike properties compared with previously reported compounds in the P7C3 class. It protects developing neurons in a mouse model of hippocampal neurogenesis and protects mature neurons within the substantia nigra in a mouse model of Parkinson's disease. A short, enantioselective synthesis provides the neuroprotective agent in optically pure form. It is nontoxic, orally bioavailable, metabolically stable, and able to cross t  ...[more]

Similar Datasets

Unknown 5-(3,6-Dibromo-9H-carbazol-9-yl)penta-nenitrile.
| S-EPMC3052112 | biostudies-literature
Unknown (9H-Carbazol-9-ylmeth-yl)diethyl-amine.
| S-EPMC3011667 | biostudies-literature
Unknown 3,6-Dibromo-9-(4-bromo-benz-yl)-9H-carbazole.
| S-EPMC2968375 | biostudies-literature
Unknown 3,6-Dibromo-9-(4-chloro-benz-yl)-9H-carbazole.
| S-EPMC2968214 | biostudies-literature
Unknown 3,6-Dibromo-9-(4-tert-butyl-benz-yl)-9H-carbazole.
| S-EPMC2962237 | biostudies-literature
Unknown 9-Ethyl-N-(3-nitro-benzyl-idene)-9H-carbazol-3-amine.
| S-EPMC3151935 | biostudies-literature
Unknown N-[(9-Ethyl-9H-carbazol-3-yl)methyl-idene]-3,4-dimethyl-isoxazol-5-amine.
| S-EPMC3007468 | biostudies-literature
Unknown Crystal structure of 4-bromo-N-[(3,6-di-tert-butyl-9H-carbazol-1-yl)methyl-idene]aniline.
| S-EPMC6775744 | biostudies-literature
Unknown 3,6-Dibromo-phenanthrene.
| S-EPMC3515201 | biostudies-literature
Unknown Crystal structure of (E)-N-(3,3-di-phenyl-allyl-idene)-9-ethyl-9H-carbazol-3-amine.
| S-EPMC4438789 | biostudies-literature