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SML2642

S29434

≥98% (HPLC)

Synonym(s):

N-[2-(2-Methoxy-6H-dipyrido[2,3-a:3′,2′-e]pyrrolizin-11-yl)ethyl]-2-furancarboxamide, S 29434, [2-(2-methoxy-5H-1,4b,9-triaza(indeno[2,1-a]inden-10-yl)ethyl]-2-furamide

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About This Item

Empirical Formula (Hill Notation):
C21H18N4O3
CAS Number:
874484-20-5
Molecular Weight:
374.39
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD28160701
Assay:
≥98% (HPLC)
Form:
powder
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assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

[n]21c3c(nc(cc3)OC)c(c2c5ncccc5C1)CCNC(=O)c4[o]ccc4

InChI

1S/C21H18N4O3/c1-27-17-7-6-15-19(24-17)14(8-10-23-21(26)16-5-3-11-28-16)20-18-13(12-25(15)20)4-2-9-22-18/h2-7,9,11H,8,10,12H2,1H3,(H,23,26)

InChI key

XJIUMLVQBQKCJA-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

S29434 is a cell and blood-rain barrier penetrant, potent and selective inhibitor of quinone reductase 2 (QR2, NQO2) that inhibits production of ROS by QR2 in cells. S29434 triggers autophagy in human HepG2 cells. S29434 enhances exploring time of the unfamiliar object in mice memory test.
blood-brain barrier penetrant, potent and selective inhibitor of quinone reductase 2 (QR2)

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
0000184425
0000184425
0000087295
0000087296
0000077248

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Jean A Boutin et al.
Molecular pharmacology, 95(3), 269-285 (2018-12-21)
Quinone reductase 2 (QR2, E.C. 1.10.5.1) is an enzyme with a feature that has attracted attention for several decades: in standard conditions, instead of recognizing NAD(P)H as an electron donor, it recognizes putative metabolites of NADH, such as N-methyl- and
Charles-Etienne Benoit et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(38), 12690-12700 (2010-09-24)
High levels of reactive oxygen species (ROS) are associated with deficits in learning and memory with age as well as in Alzheimer's disease. Using DNA microarray, we demonstrated the overexpression of quinone reductase 2 (QR2) in the hippocampus in two
Dandan Chen et al.
Biology of reproduction, 97(4), 598-611 (2017-10-13)
NRH: quinone oxidoreductase 2 (NQO2) is a cytosolic and ubiquitously expressed flavoprotein that catalyzes the two-electron reduction of quinone to hydroquinones. Herein, we assessed the protein expression, subcellular localization, and possible functions of NQO2 in mouse oocyte meiotic maturation and

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