Cimetidine

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Cat.No. 0902 - Cimetidine | C10H16N6S | CAS No. 51481-61-9
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)
Datasheet
Citations (8)
Reviews
Literature

Biological Activity

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 Plus and Tocriscreen Library of FDA-Approved Compounds. 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 Data

Solubility Soluble to 50 mM in water and to 100 mM in DMSO

Product Datasheets

Certificate of Analysis is currently unavailable on-line.
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References

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

Hill (1990) Distribution, properties and functional characteristics of three classes of histamine receptor. Pharmacol.Rev. 42 45 PMID: 2164693

Smit et al (1996) Inverse agonism of histamine H2 antagonists accounts for upregulation of spontaneously active receptors. Proc.Natl.Acad.Sci.U.S.A. 93 6802 PMID: 8692899

Tsoli et al (1995) The imidazoline I1 receptor agonist, moxonidine, inhibits Ins secretion from isolated rat islets of langerhans. Eur.J.Pharmacol. 284 199 PMID: 8549627

Ernsberger et al (1992) A second generation of centrally acting antihypertensive agents act on putative I1-imidazoline receptors. J.Cardiovasc.Pharmacol. 20 S1


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View all Histamine H2 Receptor Antagonists

Keywords: Cimetidine, Cimetidine supplier, I1, agonists, histamine, H2, antagonists, inverse, Imidazoline, Receptors, histaminergic, Histamine, 0902, Tocris Bioscience

8 Citations for Cimetidine

Citations are publications that use Tocris 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

Hough et al (2007) CC12, a high-affinity ligand for [3H]cimetidine binding, is an improgan antagonist. Neuropharmacology 52 1244 PMID: 17336343

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

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

Connelly et al (2009) The histamine H4 receptor is functionally expressed on neurons in the mammalian CNS. Br J Pharmacol 157 55 PMID: 19413571

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


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Literature in this Area

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