CAS 425386-60-3: Semagacestat
Description:Semagacestat, with the CAS number 425386-60-3, is a small molecule that functions as a gamma-secretase inhibitor. It is primarily investigated for its potential therapeutic applications in treating Alzheimer's disease by modulating the processing of amyloid precursor protein (APP) and reducing the production of amyloid-beta peptides, which are implicated in the pathogenesis of the disease. Semagacestat is characterized by its ability to cross the blood-brain barrier, making it a candidate for central nervous system applications. The compound has a specific chemical structure that includes a core structure conducive to its inhibitory activity on gamma-secretase, an enzyme complex involved in the cleavage of various type I membrane proteins. Despite its initial promise, clinical trials have raised concerns regarding its efficacy and safety, leading to a reevaluation of its therapeutic potential. Overall, Semagacestat represents a significant focus in the ongoing research into Alzheimer's disease treatments, highlighting the complexities of targeting amyloid pathology in neurodegenerative disorders.
Formula:C19H27N3O4
InChI:InChI=1S/C19H27N3O4/c1-11(2)16(23)18(25)20-12(3)17(24)21-15-14-8-6-5-7-13(14)9-10-22(4)19(15)26/h5-8,11-12,15-16,23H,9-10H2,1-4H3,(H,20,25)(H,21,24)/t12-,15-,16-/m0/s1
InChI key:InChIKey=PKXWXXPNHIWQHW-RCBQFDQVSA-N
SMILES:O=C(NC(C(=O)NC1C(=O)N(C)CCC=2C=CC=CC21)C)C(O)C(C)C
- Synonyms:
- (2S)-2-Hydroxy-3-methyl-N-[(1S)-1-methyl-2-oxo-2-[[(1S)-2,3,4,5-tetrahydro-3-methyl-2-oxo-1H-3-benzazepin-1-yl]amino]ethyl]butanamide
- (2S)-2-hydroxy-3-methyl-N-[(1S)-1-methyl-2-{[(1S)-3-methyl-2-oxo-2,3,4,5-tetrahydro-1H-3-benzazepin-1-yl]amino}-2-oxoethyl]butanamide
- Butanamide, 2-hydroxy-3-methyl-N-[(1S)-1-methyl-2-oxo-2-[[(1S)-2,3,4,5-tetrahydro-3-methyl-2-oxo-1H-3-benzazepin-1-yl]amino]ethyl]-, (2S)-
- Ly 450139
- LY 450149
- Semagacestat
