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Merck

F8557

FK866 hydrochloride hydrate

≥98% (HPLC), powder, NAD biosynthesis inhibitor

Sinónimos:

FK866 hydrochloride hydrate, (E)-N-[4-(1-benzoylpiperidin-4-yl)butyl]-3-(pyridin-3-yl)acrylamide, K22.175

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Acerca de este artículo

Fórmula empírica (notación de Hill):
C24H29N3O2·HCl · xH2O
Número CAS:
Peso molecular:
427.97 (anhydrous basis)
MDL number:
UNSPSC Code:
51111800
NACRES:
NA.77
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Nombre del producto

FK866 hydrochloride hydrate, ≥98% (HPLC)

SMILES string

N2(CCC(CC2)CCCCNC(=O)\C=C\c3cnccc3)C(=O)c1ccccc1

InChI

1S/C24H29N3O2/c28-23(12-11-21-8-6-15-25-19-21)26-16-5-4-7-20-13-17-27(18-14-20)24(29)22-9-2-1-3-10-22/h1-3,6,8-12,15,19-20H,4-5,7,13-14,16-18H2,(H,26,28)/b12-11+

InChI key

KPBNHDGDUADAGP-VAWYXSNFSA-N

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

Quality Level

General description

FK866 is used to treat inflammatory diseases and cancer.

Application

FK866 hydrochloride hydrate has been used:
  • to investigate its effects on intra-axonal NAD+ levels
  • to induce NAD+ depletion
  • to reduce the level of tumor necrosis factor-α (TNF-α), nicotinamide phosphoribosyltransferase (NAMPT) and interleukin-6 (IL-6) in the ischemic brain tissue

Biochem/physiol Actions

FK866 is a potent inhibitor of NAD biosynthesis, and a specific inhibitor of NAMPT (Nicotinamide Phosphoribosyltransferase, visfatin, PBEF). NAMPT functions as an intra-cellular and extra-cellular NAD biosynthetic enzyme that is important for regulating metabolism and stress resistance through sirtuins and other NAD-consuming regulators. NAMPT also acts as a cytokine independent of its enzymatic activity, playing a major part in regulating immune responses.
FK866 is a potent inhibitor of NAD biosynthesis.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Phosphatidylserine is a marker for axonal debris engulfment but its exposure can be decoupled from degeneration
Shacham-Silverberg V, et al.
Cell Death & Disease, 9(11), 1116-1116 (2018)
Nicotinamide riboside, a form of vitamin B3, protects against excitotoxicity-induced axonal degeneration
Chen CX, et al.
Neuroscience, 356, 193-206 (2017)
Zhongju Tan et al.
Annals of clinical and translational neurology, 7(5), 742-756 (2020-04-18)
FK866 is an inhibitor of nicotinamide phosphoribosyltransferase (NAMPT), which exhibits neuroprotective effects in ischemic brain injury. However, in traumatic brain injury (TBI), the role and mechanism of FK866 remain unclear. The present research was aimed to investigate whether FK866 could
FK866 compromises mitochondrial metabolism and adaptive stress responses in cultured cardiomyocytes
Oyarzun AP, et al.
Biochemical Pharmacology, 98(1), 92-101 (2015)
Takuto Nishida et al.
Cell death discovery, 8(1), 195-195 (2022-04-13)
Oxidative stress is a state in which the accumulation of reactive oxygen species exceeds the capacity of cellular antioxidant systems. Both apoptosis and necrosis are observed under oxidative stress, and we have reported that these two forms of cell death

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