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Merck
CN

N2162

NH125

≥98% (HPLC), solid

Synonym(s):

1-Benzyl-3-cetyl-2-methylimidazolium iodide

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About This Item

Empirical Formula (Hill Notation):
C27H45IN2
CAS Number:
278603-08-0
Molecular Weight:
524.56
NACRES:
NA.77
PubChem Substance ID:
329818598
UNSPSC Code:
12352200
MDL number:
MFCD07370143

Key Documents

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Product Name

NH125, ≥98% (HPLC), solid

InChI key

RVWOHCBHAGBLLT-UHFFFAOYSA-M

SMILES string

[I-].CCCCCCCCCCCCCCCC[n+]1ccn(Cc2ccccc2)c1C

InChI

1S/C27H45N2.HI/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-19-22-28-23-24-29(26(28)2)25-27-20-17-16-18-21-27;/h16-18,20-21,23-24H,3-15,19,22,25H2,1-2H3;1H/q+1;/p-1

assay

≥98% (HPLC)

form

solid

color

white to off-white

mp

88.2-94.9 °C

solubility

DMSO: >20 mg/mL

storage temp.

−20°C

Quality Level

100

Related Categories

Analysis Note

IC50 = 60 nM for eEF-2 kinase vs protein kinase C (IC50= 7.5 μM), protein kinase A (IC50= 80 μM), and calmodulin-dependent kinase II IC50 > 100 μM).

Biochem/physiol Actions

NH125 exhibits anti-proliferation activity against many cancer cells. It also exhibits antibacterial effects by inhibiting bacterial histidine protein kinase.
NH125 is a novel plant histidine kinase inhibitor and selective mammalian eurkaryotic elongation factor-2 kinase (eEF-2K).

Packaging

Packaged under nitrogen.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000176287
0000176287
0000056804
0000053795
048K4615

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Tomoko Kodama et al.
The Journal of veterinary medical science, 81(1), 35-41 (2018-11-16)
Eukaryotic elongation factor 2 (eEF2) kinase (eEF2K) inhibits protein translation through the phosphorylation of its specific substrate, eEF2. We previously demonstrated that eEF2K expression increases in superior mesenteric artery from spontaneously hypertensive rats (SHR) and that eEF2K mediates development of
Chih-Hua Chang et al.
Neuropharmacology, 143, 95-105 (2018-09-24)
When faced with stressful conditions, people with a tendency toward impulsive aggression may suddenly hurt others. We have previously shown that the blockade of NMDA receptors (NMDARs) within the ventral hippocampus (VH) produces anti-aggressive effects. However, little is known about
Tao Ma et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 34(36), 12230-12238 (2014-09-05)
The AMP-activated protein kinase (AMPK) is a Ser/Thr kinase that is activated in response to low-energy states to coordinate multiple signaling pathways to maintain cellular energy homeostasis. Dysregulation of AMPK signaling has been observed in Alzheimer's disease (AD), which is
Yuan-Yuan Zhao et al.
Drug design, development and therapy, 12, 2655-2663 (2018-09-15)
Our previous research showed that AKT inactivation via small molecule inhibitors did not induce significant apoptosis, but rather markedly increased autophagy in nasopharyngeal carcinoma (NPC). The purpose of the current study was to determine whether autophagy inhibition can enhance the
Zehan Chen et al.
The Journal of biological chemistry, 286(51), 43951-43958 (2011-10-25)
Eukaryotic elongation factor-2 kinase (eEF2K) relays growth and stress signals to protein synthesis through phosphorylation and inactivation of eukaryotic elongation factor 2 (eEF2). 1-Benzyl-3-cetyl-2-methylimidazolium iodide (NH125) is a widely accepted inhibitor of mammalian eEF2K and an efficacious anti-proliferation agent against
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