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 (3)

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 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 Data

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 0.4 mL 1.98 mL 3.96 mL
50 mM 0.08 mL 0.4 mL 0.79 mL

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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


If you know of a relevant reference for Cimetidine, please let us know.

View Related Products by Product Action

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:

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

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


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Literature in this Area

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