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SML3243

Sigma-Aldrich

NA-11

≥98% (HPLC)

Synonym(s):

N-(2-(2-(5-hydroxypent-1-yn-1-yl)phenyl)-4H,10H-benzo[f]pyrazolo[5,1-c][1,4]oxazepin-7-yl)acetamide

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About This Item

Empirical Formula (Hill Notation):
C24H23N3O3
Molecular Weight:
401.46
UNSPSC Code:
12352107
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

OCCCC#CC1=CC=CC=C1C2=NN3C(COC(C=C(NC(C)=O)C=C4)=C4C3)=C2

InChI

1S/C24H23N3O3/c1-17(29)25-20-11-10-19-15-27-21(16-30-24(19)13-20)14-23(26-27)22-9-5-4-8-18(22)7-3-2-6-12-28/h4-5,8-11,13-14,28H,2,6,12,15-16H2,1H3,(H,25,29)

InChI key

VVMOXIHBNMUNFJ-UHFFFAOYSA-N

Biochem/physiol Actions

NA-11 is a potent and selective activator of PFKL (phosphofructokinase-1 liver type) that suppress excessive NOX2-dependent oxidative burst and neutrophil cell death (NETosis). NA-11 decreases neutrophiles efficiency to kill bacteria. It prevents neutrophil-induced tissue damage.
potent and selective activator of PFKL (phosphofructokinase-1 liver type) that suppress excessive NOX2-dependent oxidative burst

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


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Neri Amara et al.
Cell, 184(17), 4480-4494 (2021-07-29)
In neutrophils, nicotinamide adenine dinucleotide phosphate (NADPH) generated via the pentose phosphate pathway fuels NADPH oxidase NOX2 to produce reactive oxygen species for killing invading pathogens. However, excessive NOX2 activity can exacerbate inflammation, as in acute respiratory distress syndrome (ARDS).

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