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N2162

Sigma-Aldrich

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
MDL number:
MFCD07370143
UNSPSC Code:
12352200
PubChem Substance ID:
329818598
NACRES:
NA.77

Quality Level

100

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

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

InChI key

RVWOHCBHAGBLLT-UHFFFAOYSA-M

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.

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).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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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