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278603-08-0

278603-08-0 structure
278603-08-0 structure
  • Name: NH 125
  • Chemical Name: 1-benzyl-3-hexadecyl-2-methylimidazol-1-ium,iodide
  • CAS Number: 278603-08-0
  • Molecular Formula: C27H45IN2
  • Molecular Weight: 524.564
  • Catalog: Biochemical Inhibitor Neuronal Signaling CaMK inhibitor
  • Create Date: 2017-04-03 14:03:23
  • Modify Date: 2024-01-16 12:24:41
  • NH125 is a potent and selective inhibitor of eukaryotic elongation factor 2 kinase (eEF-2K/CaMKIII), also could induce eEF2 phosphorylation, with an IC50 of 60 nM for eEF-2K.

Name 1-benzyl-3-hexadecyl-2-methylimidazol-1-ium,iodide
Synonyms 1-Benzyl-3-cetyl-2-methylimidazolium iodide
NH125
1H-Imidazolium, 1-hexadecyl-2-methyl-3-(phenylmethyl)-, iodide (1:1)
eEF-2 Kinase Inhibitor,NH125
HMS3229F01
3-Benzyl-1-hexadecyl-2-methyl-1H-imidazol-3-ium iodide
Description NH125 is a potent and selective inhibitor of eukaryotic elongation factor 2 kinase (eEF-2K/CaMKIII), also could induce eEF2 phosphorylation, with an IC50 of 60 nM for eEF-2K.
Related Catalog
Target

eEF-2K:60 nM (IC50)

In Vitro NH125 inhibits eEF-2 kinase activity (IC50 = 60 nM) in vitro, blocks the phosphorylation of eEF-2 in intact cells, and shows relative selectivity over other protein kinases: protein kinase C (IC50 = 7.5 μM), protein kinase A (IC50 = 80 μM), and calmodulin-dependent kinase II (IC50 > 100 μM). NH125 decreases the viability of 10 cancer cell lines with IC50s ranging from 0.7 to 4.7 μM. Forced overexpression of eEF-2 kinase in a glioma cell line produces 10-fold resistance to NH125. In conclusion, these results suggest that identification of potent inhibitors of eEF-2 kinase may lead to the development of new types of anticancer drugs[1]. Anticancer effect of NH125 is not mediated through inhibition of eEF2K. Inhibition of cell growth correlates with induction of peEF2[2].
References

[1]. Arora S, et al. Identification and characterization of an inhibitor of eukaryotic elongation factor 2 kinase against human cancer cell lines. Cancer Res. 2003 Oct 15;63(20):6894-9.

[2]. Chen Z, et al. 1-Benzyl-3-cetyl-2-methylimidazolium iodide (NH125) induces phosphorylation of eukaryotic elongation factor-2 (eEF2): a cautionary note on the anticancer mechanism of an eEF2 kinase inhibitor. J Biol Chem. 2011 Dec 23;286(51):43951-8.

Melting Point 88.2-94.9ºC
Molecular Formula C27H45IN2
Molecular Weight 524.564
Exact Mass 524.262756
PSA 8.81000
LogP 4.61760
Appearance solid | white to off-white
Storage condition −20°C
Water Solubility DMSO: 20 mg/mL
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases 36/37/38
Safety Phrases 26-36
RIDADR NONH for all modes of transport
WGK Germany 3