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Merck

F8557

FK866 hydrochloride hydrate

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C24H29N3O2·HCl · xH2O
CAS Number:
658084-64-1
Molecular Weight:
427.97 (anhydrous basis)
MDL number:
MFCD10565943
UNSPSC Code:
51111800
NACRES:
NA.77

Product Name

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

100

Related Categories

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.

General description

FK866 is used to treat inflammatory diseases and cancer.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000406890
0000406890
0000348469
0000321323
0000348469

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Nicotinamide riboside, a form of vitamin B3, protects against excitotoxicity-induced axonal degeneration
Chen CX, et al.
Neuroscience, 356, 193-206 (2017)
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)
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)
Eleonora Ciarlo et al.
Nutrients, 14(13) (2022-07-10)
Through evolution, eukaryote organisms have developed the ability to use different molecules as independent precursors to generate nicotinamide adenine dinucleotide (NAD+), an essential molecule for life. However, whether these different precursors act in an additive or complementary manner is not
View All Related Papers

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