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: N(C([C@@H](NC([C@H](C(C)C)O)=O)C)=O)[C@H]1C=2C(CCN(C)C1=O)=CC=CC2

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

Semagacestat

CAS: 425386-60-3

Formula: C₁₉H₂₇N₃O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 361.4354

Ref: IN-DA0071VG

Semagacestat

CAS: 425386-60-3

Semagacestat

Purity: ≥95%

Molecular weight: 361.44g/mol

Ref: 54-BUP05901

Semagacestat

CAS: 425386-60-3

Semagacestat (LY450139) (LY450139) is a γ-secretase blocker for Aβ42/Aβ40/Aβ38 (IC50: 10.9/12.1/12.0 nM) and also inhibits Notch signaling (IC50: 14.1 nM).

Formula: C₁₉H₂₇N₃O₄

Purity: 97.1% - 99.9%

Color and Shape: Solid

Molecular weight: 361.44

Ref: TM-T6125

Semagacestat

Controlled Product

CAS: 425386-60-3

Applications Semagacestat is an inhibitor of the γ-secretase enzyme. γ-Secretase enzyme is pivotal in the generation of β-amyloid (Aβ), a neurotoxic endogenous peptide believed to be involved in the pathogenesis of Alzheimer's disease (AD).
References Portelius, E. et al.: Alzheim. Res. Ther., 22. No pp. given (2010); Imbimbo, B.P. et al.: Curr. Opin. Invest. Drugs, 10, 721 (2009); Panza, F. et al.: Curr. Med. Chem., 18, 5430 (2011);

Formula: C₁₉H₂₇N₃O₄

Color and Shape: Neat

Molecular weight: 361.44

Ref: TR-S255600

Semagacestat

CAS: 425386-60-3

γ-secretase inhibitor; inhibits notch signaling

Formula: C₁₉H₂₇O₄N₃

Purity: Min. 95%

Molecular weight: 361.44 g/mol

Ref: 3D-FS34135

SEMAGACESTAT

CAS: 425386-60-3

Formula: C₁₉H₂₇N₃O₄

Purity: 98%

Color and Shape: Liquid, No data available.

Molecular weight: 361.442

Ref: 10-F332533