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Semagacestat

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Semagacestat Basic information

Product Name:
Semagacestat
Synonyms:
  • (2S)-2-HYDROXY-3-METHYL-N-[(2S)-1-{[(1S)-3-METHYL-2-OXO-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPIN-1-YL]AMINO}-1-OXOPROPAN-2-YL]BUTANAMIDE
  • semagacestat
  • 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)-
  • (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
  • Semagacestat/LY-450139
  • Unii-3yn0602W4w
  • LY450139(Semagacestat)
  • LY450139
CAS:
425386-60-3
MF:
C19H27N3O4
MW:
361.44
EINECS:
1592732-453-0
Product Categories:
  • Inhibitor
  • Inhibitors
Mol File:
425386-60-3.mol
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Semagacestat Chemical Properties

Melting point:
208-212 °C
Boiling point:
681.9±55.0 °C(Predicted)
Density 
1.22
Flash point:
366.2℃
storage temp. 
2-8°C
solubility 
DMSO (Slightly), Dichloromethane (Slightly), Methanol (Slightly)
form 
Solid
pka
12.97±0.20(Predicted)
color 
White
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Safety Information

HS Code 
29337900
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Semagacestat Usage And Synthesis

Chemical Properties

White Solid

Uses

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).

Definition

ChEBI: (2S)-2-hydroxy-3-methyl-N-[(2S)-1-[[(5S)-3-methyl-4-oxo-2,5-dihydro-1H-3-benzazepin-5-yl]amino]-1-oxopropan-2-yl]butanamide is a peptide.

Biological Activity

semagacestat (also known as ly450139), [(2s)-2-hydroxy-n-((2s)-1-((1s)-3-methyl-2-oxo-2,3,4,5-tetrahydro-1h-benzo[d]azepin-1ylamino)-1-oxopropan-2-yl)-3-methylbutanamide] is an azepine class γ-secretase, which is currently being investigated as a potential disease-modifying agent for the treatment of alzheimer’s disease (ad). it reduces the rate of formation of amyloid-β (aβ), a major component of the neuritic plaque in the brains of ad patients, in human subjects and animal models including mice, beagle dogs and guinea pigs. according to previous studies, semagacestat slows the accumulation of aβ in the brains of transgenic mice overexpressing mutant human amyloid precursor protein v717f (pdapp mice) and exhibits a dose-dependent decrease of plasma in ad patients.ping yi, chad hadden, palaniappan kulanthaivel, nathan calvert, william annes, thomas brown, robert j. barbuch, archana chaudhary, mosun a. ayan-oshodi, and barbara j. ring. disposition and metabolism of semagacestat, a γ-secretase inhibitor, in humans. drug metabolism and disposition 2010; 38(4): 554-565

target

Aβ42

storage

Store at -20°C

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