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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
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
desiccated

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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

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481908F5807S4696
FK866 hydrochloride hydrate ≥98% (HPLC)

Sigma-Aldrich

F8557

FK866 hydrochloride hydrate

Nicotinamide Phosphoribosyltransferase Inhibitor, FK866 The Nicotinamide Phosphoribosyltransferase Inhibitor, FK866, also referenced under CAS 658084-64-1, controls the biological activity of Nicotinamide Phosphoribosyltransferase. This small molecule/inhibitor is primarily used for Neuroscience applications.

Sigma-Aldrich

481908

Nicotinamide Phosphoribosyltransferase Inhibitor, FK866

FIPI hydrochloride hydrate ≥98% (HPLC), powder

Sigma-Aldrich

F5807

FIPI hydrochloride hydrate

SB-505124 hydrochloride hydrate ≥98% (HPLC)

Sigma-Aldrich

S4696

SB-505124 hydrochloride hydrate

assay

≥98% (HPLC)

assay

≥97% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

form

liquid

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: 10 mg/mL, clear

solubility

DMSO: 100 mg/mL

solubility

DMSO: >20 mg/mL

solubility

DMSO: >10 mg/mL, H2O: insoluble

storage condition

desiccated

storage condition

OK to freeze, protect from light

storage condition

desiccated

storage condition

desiccated

Application

FK866 hydrochloride hydrate has been used:
  • to investigate its effects on intra-axonal NAD+ levels[1]
  • to induce NAD+ depletion[2]
  • to reduce the level of tumor necrosis factor-α (TNF-α), nicotinamide phosphoribosyltransferase (NAMPT) and interleukin-6 (IL-6) in the ischemic brain tissue[3]

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.[4]

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
0000524877
0000524876
0000524877
0000524876
0000406890

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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)
Natasja Franceschini et al.
International journal of molecular sciences, 22(12) (2021-07-03)
For osteosarcoma (OS), the most common primary malignant bone tumor, overall survival has hardly improved over the last four decades. Especially for metastatic OS, novel therapeutic targets are urgently needed. A hallmark of cancer is aberrant metabolism, which justifies targeting
View All Related Papers

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