Cimetidine

Name: Cimetidine
Brand: Tocris Bioscience
SKU: 0902

Catalog # 0902

Citations (8)

COA / SDS

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Key Product Details

Description:	H₂ antagonist, I₁ agonist
Chemical Name:	N-Cyano-N'-methyl-N''-[2-[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]guanidine
Purity:	≥99% (HPLC)
Molecular Weight:	252.34

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Biological Activity

Cimetidine is a widely used H₂ histamine antagonist which has more recently been described as an inverse agonist. Also a potent I₁ imidazoline binding site ligand.

Compound Libraries

Cimetidine is also offered as part of the Tocriscreen FDA-Approved Drugs. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt	252.34
Formula	C₁₀H₁₆N₆S
Storage	Store at RT
Purity	≥99% (HPLC)
CAS Number	51481-61-9
PubChem ID	2756
InChi Key	AQIXAKUUQRKLND-UHFFFAOYSA-N
Smiles	CN\C(NCCSCC1=C(C)NC=N1)=N\C#N

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
	water		50
	DMSO	25.23	100

Preparing Stock Solutions

The following data is based on the product molecular weight 252.34.

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.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	3.96 mL	19.81 mL	39.63 mL
5 mM	0.79 mL	3.96 mL	7.93 mL
10 mM	0.40 mL	1.98 mL	3.96 mL
50 mM	0.08 mL	0.40 mL	0.79 mL

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Reconstitution Calculator

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References

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

Smit Inverse agonism of histamine H₂ antagonists accounts for upregulation of spontaneously active receptors. Proc.Natl.Acad.Sci.U.S.A. 1996 PMID: 8692899
Tsoli The imidazoline I₁ receptor agonist, moxonidine, inhibits Ins secretion from isolated rat islets of langerhans. Eur.J.Pharmacol. 1995 PMID: 8549627
Ernsberger A second generation of centrally acting antihypertensive agents act on putative I₁-imidazoline receptors. J.Cardiovasc.Pharmacol.
Hill Distribution, properties and functional characteristics of three classes of histamine receptor. Pharmacol.Rev. 1990 PMID: 2164693

Citations for Cimetidine (8)

Showing 1 - 8 of 8 citations Showing All

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Citations are publications that use Bio-Techne products. Selected citations for Cimetidine include:

Femenia et al. (2015) Hippocampal-Dependent Antidepressant Action of the H3 Receptor Antagonist Clobenpropit in a Rat Model of Depression. Int J Neuropsychopharmacol. 18
PMID: 25762718
Wang et al. (2014) Roles of histamine on the expression of aldehyde dehydrogenase 1 in endometrioid adenocarcinoma cell line. J Neurosci. 3:1126
PMID: 25045085
Kurtz et al. (2014) Involvement of H1 and H2 receptors and soluble guanylate cyclase in histamine-induced relaxation of rat mesenteric collecting lymphatics. Microcirculation. 21:593
PMID: 24702851
Francis et al. (2012) Inhibition of histidine decarboxylase ablates the autocrine tumorigenic effects of histamine in human cholangiocarcinoma. Gut. 61:753
PMID: 21873469
Connelly et al. (2009) The histamine H4 receptor is functionally expressed on neurons in the mammalian CNS. Br J Pharmacol. 157:55
PMID: 19413571
Hough et al. (2007) CC12, a high-affinity ligand for [3H]cimetidine binding, is an improgan antagonist. Neuropharmacology. 52:1244
PMID: 17336343
Strait et al. (2006) IgG-blocking antibodies inhibit IgE-mediated anaphylaxis in vivo through both antigen interception and Fc gamma RIIb cross-linking. J Clin Invest. 116:833
PMID: 16498503
André et al. (2006) Enhancing functional production of G protein-coupled receptors in Pichia pastoris to levels required for structural studies via a single expression screen. Protein Sci. 15:1115
PMID: 16597836

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