(R)-(-)-α-Methylhistamine dihydrobromide

Name: ( R )-(-)- α -Methylhistamine dihydrobromide
Brand: Tocris Bioscience
SKU: 0569

Tocris Bioscience a Bio-Techne Brand

Catalog # 0569

Citations (4)

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Key Product Details

Description:	Potent, standard H₃ agonist
Chemical Name:	(R)-(-)-α-Methyl-1H-imidazole-4-ethanamine dihydrobromide
Purity:	≥99% (HPLC)
Molecular Weight:	287

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Biological Activity

(R)-(-)-α-Methylhistamine dihydrobromide is a very potent, high affinity H₃ agonist (K_D = 50.3 nM) that displays > 200-fold selectivity over H₄ receptors. Inhibits H₃-mediated histamine synthesis and release in the CNS and stimulates H₄-mediated eosinophil shape change (EC₅₀ = 66 nM).

S-enantiomer also available.

Technical Data

M. Wt	287
Formula	C₆H₁₁N₃.2HBr
Storage	Desiccate at RT
Purity	≥99% (HPLC)
CAS Number	868698-49-1
PubChem ID	45037031
InChi Key	RWHNAAABSGVRDT-ZJIMSODOSA-N
Smiles	N[C@H](C)CC1=CNC=N1.Br.Br

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	water	28.7	100

Preparing Stock Solutions

The following data is based on the product molecular weight 287.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	3.48 mL	17.42 mL	34.84 mL
5 mM	0.70 mL	3.48 mL	6.97 mL
10 mM	0.35 mL	1.74 mL	3.48 mL
50 mM	0.07 mL	0.35 mL	0.70 mL

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References

References are publications that support the biological activity of the product.

Shahid Histamine, histamine receptors, and their role in immunomodulation: An updated systematic review. Open Immunol.J.
Buckland Histamine induces cytoskeletal changes in human eosinophils via the H₄ receptor. Br.J.Pharmacol. 2003 PMID: 14530216
Hew Characterization of histamine-H₃ receptors in guinea pig ileum with H₃-selective ligands. Br.J.Pharmacol. 1990 PMID: 1963802
Schwartz A third histamine receptor subtype - characterization, localization and functions of the H₃-receptor. Agents Actions 1990 PMID: 1695431
Oishi Effects of histamine H₃-agonist (R)-α-methylhistamine and the antagonist thioperamide on histamine modulation in the mouse and rat brain. J.Neurochem. 1989 PMID: 2540269

Citations for (R)-(-)-α-Methylhistamine dihydrobromide (4)

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Citations are publications that use Bio-Techne products. Selected citations for (R)-(-)-α-Methylhistamine dihydrobromide include:

Rapanelli et al. (2016) The Histamine H3 Receptor Differentially Modulates Mitogen-activated Protein Kinase (MAPK) and Akt Signaling in Striatonigral and Striatopallidal Neurons. J Biol Chem.. 291:21042
PMID: 27510032
Spaethling et al. (2014) Serotonergic neuron regulation informed by in vivo single-cell transcriptomics. J Clin Invest. 28:771
PMID: 24192459
Kim et al. (2013) Effects of histamine on cultured interstitial cells of cajal in murine small intestine. Korean J Physiol Pharmacol. 17:149
PMID: 23626477
Holden et al. (2007) Potentiation of NF-κB-dependent transcription and inflammatory mediator release by histamine in human airway epithelial cells. FASEB J. 152:891
PMID: 17891168

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