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Merck
CN

324515-M

eEF-2 Kinase Inhibitor, NH125

The eEF-2 Kinase Inhibitor, NH125, also referenced under CAS 278603-08-0, controls the biological activity of eEF-2 Kinase. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

Synonym(s):

eEF-2 Kinase Inhibitor, NH125, 1-Benzyl-3-cetyl-2-methylimidazolium iodide, 1-Cetyl-3-benzyl-2-methylimidazolium iodide, CaM-Dependent Kinase III Inhibitor, NH125

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About This Item

Empirical Formula (Hill Notation):
C27H45IN2
CAS Number:
278603-08-0
Molecular Weight:
524.56
UNSPSC Code:
12352200
MDL number:
MFCD07370143
NACRES:
NA.54

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SMILES string

[I-].[n+]2(c([n](cc2)CCCCCCCCCCCCCCCC)C)Cc1ccccc1

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

assay

≥95% (NMR)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic), protect from light

color

white to yellow

solubility

DMSO: 20 mg/mL, 70% ethanol: 5 mg/mL

Quality Level

100

Related Categories

General description

A cell-permeable imidazolium compound that inhibits the activity of bacterial histidine kinases (EnvZ, PhoQ, BvgS, and EvgS) and eukaryotic eEF-2 (elongation factor 2) kinase/CaMKIII (IC50 = 60 nM), while exhibiting much lower potency against PKC, PKA, and CaMKII (IC50 = 7.5, 80, and >100 µM, respectively). NIH125 is a known P-gp substrate, which limits its in vivo efficacy as an anticancer and antimicrobial agent.

Biochem/physiol Actions

Primary Target
Bacterial histidine kinases (EnvZ, PhoQ, BvgS, and EvgS) and eukaryotic eEF-2 (elongation factor 2) kinase/CaMKIII
Target IC50: 60 nM against the activity of bacterial histidine kinases (EnvZ, PhoQ, BvgS, and EvgS) and eukaryotic eEF-2 (elongation factor 2) kinase/CaMKIII

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Arora, S., et al. 2004. Mol. Pharmacol.66, 460.
Arora, S., et al. 2003. Cancer Res.63, 6894.
Yamamoto, K., et al. 2000. Biosci. Biotechnol. Biochem.64, 919.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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