NH-125
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MedKoo CAT#: 562979

CAS#: 278603-08-0

Description: NH-125 is a eukaryotic elongation factor 2 (eEF-2) kinase (CaMK III) inhibitor.


Price and Availability

Size Price Shipping out time Quantity
5mg USD 300 2 Weeks
10mg USD 500 2 Weeks
50mg USD 1400 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2020-10-29. Prices are subject to change without notice.

NH-125, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 562979
Name: NH-125
CAS#: 278603-08-0
Chemical Formula: C27H45IN2
Exact Mass:
Molecular Weight: 524.57
Elemental Analysis: C, 61.82; H, 8.65; I, 24.19; N, 5.34


Synonym: NH-125; NH 125; NH125;

IUPAC/Chemical Name: 1-Hexadecyl-2-methyl-3-(phenylmethyl)-1H-imidazolium iodide

InChi Key: RVWOHCBHAGBLLT-UHFFFAOYSA-M

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

SMILES Code: CC1=[N+](CC2=CC=CC=C2)C=CN1CCCCCCCCCCCCCCCC.[I-]


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001


References

1: Basak A, Abouelhassan Y, Zuo R, Yousaf H, Ding Y, Huigens RW. Antimicrobial peptide-inspired NH125 analogues: bacterial and fungal biofilm-eradicating agents and rapid killers of MRSA persisters. Org Biomol Chem. 2017 Jul 5;15(26):5503-5512. doi: 10.1039/c7ob01028a. PubMed PMID: 28534905.

2: Abouelhassan Y, Basak A, Yousaf H, Huigens RW 3rd. Identification of N-Arylated NH125 Analogues as Rapid Eradicating Agents against MRSA Persister Cells and Potent Biofilm Killers of Gram-Positive Pathogens. Chembiochem. 2017 Feb 16;18(4):352-357. doi: 10.1002/cbic.201600622. Epub 2017 Jan 16. PubMed PMID: 27925693.

3: Kim W, Fricke N, Conery AL, Fuchs BB, Rajamuthiah R, Jayamani E, Vlahovska PM, Ausubel FM, Mylonakis E. NH125 kills methicillin-resistant Staphylococcus aureus persisters by lipid bilayer disruption. Future Med Chem. 2016;8(3):257-69. doi: 10.4155/fmc.15.189. Epub 2016 Feb 24. PubMed PMID: 26910612; PubMed Central PMCID: PMC4976882.

4: Bender CL, Yang Q, Sun L, Liu SJ. NH125 reduces the level of CPEB3, an RNA binding protein, to promote synaptic GluA2 expression. Neuropharmacology. 2016 Feb;101:531-7. doi: 10.1016/j.neuropharm.2015.03.017. Epub 2015 Apr 2. PubMed PMID: 25842244; PubMed Central PMCID: PMC4592363.

5: McCamphill PK, Farah CA, Anadolu MN, Hoque S, Sossin WS. Bidirectional regulation of eEF2 phosphorylation controls synaptic plasticity by decoding neuronal activity patterns. J Neurosci. 2015 Mar 11;35(10):4403-17. doi: 10.1523/JNEUROSCI.2376-14.2015. PubMed PMID: 25762683.

6: Usui T, Okada M, Hara Y, Yamawaki H. Eukaryotic elongation factor 2 kinase regulates the development of hypertension through oxidative stress-dependent vascular inflammation. Am J Physiol Heart Circ Physiol. 2013 Sep 1;305(5):H756-68. doi: 10.1152/ajpheart.00373.2013. Epub 2013 Jun 28. PubMed PMID: 23812389; PubMed Central PMCID: PMC4073962.

7: Devkota AK, Tavares CD, Warthaka M, Abramczyk O, Marshall KD, Kaoud TS, Gorgulu K, Ozpolat B, Dalby KN. Investigating the kinetic mechanism of inhibition of elongation factor 2 kinase by NH125: evidence of a common in vitro artifact. Biochemistry. 2012 Mar 13;51(10):2100-12. doi: 10.1021/bi201787p. Epub 2012 Mar 5. PubMed PMID: 22352903; PubMed Central PMCID: PMC3673019.

8: Chen Z, Gopalakrishnan SM, Bui MH, Soni NB, Warrior U, Johnson EF, Donnelly JB, Glaser KB. 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. doi: 10.1074/jbc.M111.301291. Epub 2011 Oct 21. PubMed PMID: 22020937; PubMed Central PMCID: PMC3243513.

9: Arora S, Yang JM, Utsumi R, Okamoto T, Kitayama T, Hait WN. P-glycoprotein mediates resistance to histidine kinase inhibitors. Mol Pharmacol. 2004 Sep;66(3):460-7. PubMed PMID: 15322237.

10: Yamamoto K, Kitayama T, Ishida N, Watanabe T, Tanabe H, Takatani M, Okamoto T, Utsumi R. Identification and characterization of a potent antibacterial agent, NH125 against drug-resistant bacteria. Biosci Biotechnol Biochem. 2000 Apr;64(4):919-23. PubMed PMID: 10830522.