An antibacterial imidazole
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NH125

Item No. 10011250

Technical Information
Formal Name
1-hexadecyl-2-methyl-3-(phenylmethyl)-1H-imidazolium-iodide
CAS Number
278603-08-0
Molecular Formula
C27H45IN2
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 15 mg/mlDMF:PBS (pH 7.2) (1:2): 0.3 mg/mlDMSO: 2.5 mg/mlEthanol: 5 mg/ml
λmax
214 nm
SMILES
c1cccc(c1)Cn1cc[n+](c1C)CCCCCCCCCCCCCCCC.[I-]
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    NH125 is an imidazole that has potent antibacterial properties in drug-resistant bacteria.1 In bacteria, NH125 inhibits several histidine kinases, inhibiting YycG with an IC50 of 6.6 µM.2 NH125 also decreases the viability of several cancer cell lines with IC50 values ranging from 0.7-4.7 µM.3 In mammalian cells, NH125 strongly inhibits eEF-2K (IC50 = 60 nM), with weaker effects on protein kinase C (IC50 = 7.5 µM), protein kinase A (IC50 = 80 µM), and calmodulin-dependent kinase II (IC50 = 100 µM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yamamoto, K., Kitayama, T., Ishida, N., et alIdentification and characterization of a potent antibacterial agent, NH125 against drug-resistant bacteria. Biosci. Biotechnol. Biochem. 64(4), 919-923 (2000).

    2. Yamamoto, K., Kitayama, T., Minagawa, S., et alAntibacterial agents that inhibit histidine protein kinase YycG of Bacillus subtilis. Biosci. Biotechnol. Biochem. 65(10), 2306-2310 (2001).

    3. Arora, S., Yang, J.M., Kinzy, T.G., et alIdentification and characterization of an inhibitor of eukaryotic elongation factor 2 kinase against human cancer cell lines. Cancer Res. 63(20), 6894-6899 (2003).