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BM0005

Avagacestat

≥98% (HPLC)

Synonym(s):

(2R)-2-[N-[(4-Chlorophenyl)sulfonyl]-N-[[2-fluoro-4-(1,2,4-oxadiazol-3-yl)phenyl]methyl]amino]-5,5,5-trifluoropentanamide, (R)-2-(4-Chloro-N-(2-fluoro-4-(1,2,4-oxadiazol-3-yl)benzyl)phenylsulfonamido)-5,5,5-trifluoropentanamide, BMS-708163

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About This Item

Empirical Formula (Hill Notation):
C20H17ClF4N4O4S
CAS Number:
1146699-66-2
Molecular Weight:
520.88
UNSPSC Code:
12352200
PubChem Substance ID:
329774352
MDL number:
MFCD13195458
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
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Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 30 mg/mL, clear

storage temp.

room temp

SMILES string

NC([C@@H](CCC(F)(F)F)N(S(C1=CC=C(Cl)C=C1)(=O)=O)CC2=C(F)C=C(C3=NOC=N3)C=C2)=O

InChI

1S/C20H17ClF4N4O4S/c21-14-3-5-15(6-4-14)34(31,32)29(17(18(26)30)7-8-20(23,24)25)10-13-2-1-12(9-16(13)22)19-27-11-33-28-19/h1-6,9,11,17H,7-8,10H2,(H2,26,30)/t17-/m1/s1

InChI key

XEAOPVUAMONVLA-QGZVFWFLSA-N

Gene Information

human ... APH1A(51107), APH1B(83464), NCSTN(23385), PSEN1(5663), PSEN2(5664), PSENEN(55851)

Biochem/physiol Actions

Avagacestat (BMS-708163) is a potent γ-secretase inhibitor selective for amyloid precursor protein (APP) over Notch cleavage.
Avagacestat (BMS-708163) is a potent γ-secretase inhibitor selective for amyloid precursor protein (APP) over Notch cleavage. Avagacestat inhibits Aβ40 and Aβ42 production with IC50 values of 0.3 nM and 0.27 nM, respectively, compared to IC50 values of 41, 10, 33, and 38 nM respectively for signaling inhibition of the human Notch 1-4 proteins. At higher concentrations BMS-708163 has been found to reverse sensitivity to the EGFR tyrosine kinase inhibitor gefitinib, thought to be by Notch inhibition.

Features and Benefits

Avagacestat is available through a partnership with Bristol-Myers Squibb (BMS). To learn more and view other BMS compounds, visit sigma.com/BMS.

Legal Information

Sold for research purposes only under agreement from BMS.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000059147
125M4744V

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Global Trade Item Number

SKUGTIN
BM0005-5MG04061832977157

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