gamma-Secretase Modulators

For research use only. Not for therapeutic Use.

  • CAT Number: I005574
  • CAS Number: 937812-80-1
  • Molecular Formula: C26H24F3N3O3
  • Molecular Weight: 483.49
  • Purity: ≥95%
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Gamma-secretase modulators (Cat No.:I005574) are compounds that regulate the activity of gamma-secretase, an enzyme complex involved in the cleavage of amyloid precursor protein (APP) to produce amyloid-beta (Aβ) peptides. These modulators specifically alter gamma-secretase activity to reduce the production of harmful Aβ aggregates, which are associated with Alzheimer’s disease and other neurodegenerative conditions. Unlike gamma-secretase inhibitors, which block the enzyme entirely, GSMs aim to selectively modulate its activity, potentially reducing Aβ levels without disrupting other essential gamma-secretase functions, making them promising candidates for Alzheimer’s disease treatment.


Catalog Number I005574
CAS Number 937812-80-1
Synonyms

(4R,7E,9aS)-7-[[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]methylidene]-4-(3,4,5-trifluorophenyl)-1,3,4,8,9,9a-hexahydropyrido[2,1-c][1,4]oxazin-6-one

Molecular Formula C26H24F3N3O3
Purity ≥95%
Target Amyloid-β
Solubility 10 mM in DMSO
Storage Store at -20°C
IUPAC Name (4R,7E,9aS)-7-[[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]methylidene]-4-(3,4,5-trifluorophenyl)-1,3,4,8,9,9a-hexahydropyrido[2,1-c][1,4]oxazin-6-one
InChI InChI=1S/C26H24F3N3O3/c1-15-11-31(14-30-15)22-6-3-16(8-24(22)34-2)7-17-4-5-19-12-35-13-23(32(19)26(17)33)18-9-20(27)25(29)21(28)10-18/h3,6-11,14,19,23H,4-5,12-13H2,1-2H3/b17-7+/t19-,23-/m0/s1
InChIKey VHNYOQKVZQVBLC-RTCGXNAVSA-N
SMILES CC1=CN(C=N1)C2=C(C=C(C=C2)/C=C/3\CC[C@H]4COC[C@H](N4C3=O)C5=CC(=C(C(=C5)F)F)F)OC
Reference

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[1]. Kretner, Benedikt; Fukumori, Akio; Gutsmiedl, Amelie; Page, Richard M.; Luebbers, Thomas; Galley, Guido; Baumann, Karlheinz; Haass, Christian; Steiner, Harald. Attenuated A.beta.42 Responses to Low Potency .gamma.-Secretase Modulators Can Be Overcome for Many Pathogenic Presenilin Mutants by Second-generation Compounds. Journal of Biological Chemistry (2011), 286(17), 15240-15251.
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[2]. Watahiki H, Yagishita S, Futai E, Ishiura S.CTF1-51, a truncated carboxyl-terminal fragment of amyloid precursor protein, suppresses the effects of Aβ42-lowering γ-secretase modulators.Neurosci Lett. 2012 Sep 27;526(2):96-9. Epub 2012 Aug 23.
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[3]. Wanngren J, Ottervald J, Parpal S, Portelius E, Str?mberg K, Borgegrd T, Klintenberg R, Juréus A, Blomqvist J, Blennow K, Zetterberg H, Lundkvist J, Rosqvist S, Karlstr?m H.Second generation γ-secretase modulators exhibit different modulation of Notch β and Aβ production.J Biol Chem. 2012 Jul 31.
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[4]. Wagner SL, Tanzi RE, Mobley WC, Galasko D.Potential Use of γ-Secretase Modulators in the Treatment of Alzheimer Disease.Arch Neurol. 2012 Jul 16:1-4.
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[5]. Bulic B, Ness J, Hahn S, Rennhack A, Jumpertz T, Weggen S.Chemical Biology, Molecular Mechanism and Clinical Perspective of γ-Secretase Modulators in Alzheimer/’s Disease.Curr Neuropharmacol. 2011 Dec;9(4):598-622.
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