Thioperamide

Name: Thioperamide
Brand: Tocris Bioscience
SKU: 0644

Catalog # 0644

Citations (4)

COA / SDS

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Key Product Details

Description:	H₃ antagonist; also H₄ inverse agonist
Chemical Name:	N-Cyclohexyl-4-(imidazol-4-yl)-1-piperidinecarbothioamide
Purity:	≥99% (HPLC)
Molecular Weight:	292.44

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Biological Activity

Thioperamide is a potent histamine H₃ and H₄ antagonist/inverse agonist. K_i values are 25 and 27 nM for human recombinant H₃ and H₄ receptors respectively. Blocks eosinophil shape change (IC₅₀ = 1.4 μM) and chemotaxis (IC₅₀ = 519 nM) induced by histamine. Freely crosses the blood-brain barrier.

Technical Data

M. Wt	292.44
Formula	C₁₅H₂₄N₄S
Storage	Store at -20°C
Purity	≥99% (HPLC)
CAS Number	106243-16-7
PubChem ID	3035905
InChi Key	QKDDJDBFONZGBW-UHFFFAOYSA-N
Smiles	S=C(NC3CCCCC3)N(CC2)CCC2C1=CNC=N1

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
	DMSO	29.24	100
	ethanol	29.24	100

Preparing Stock Solutions

The following data is based on the product molecular weight 292.44.

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	3.42 mL	17.10 mL	34.20 mL
5 mM	0.68 mL	3.42 mL	6.84 mL
10 mM	0.34 mL	1.71 mL	3.42 mL
50 mM	0.07 mL	0.34 mL	0.68 mL

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References

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

Gbahou Compared pharmacology of human H₃ and H₄ receptors: structure-activity relationships of histamine derivatives. Br.J.Pharmacol. 2006 PMID: 16432504
Ling Histamine H₄ receptor mediates eosinophil chemotaxis with cell shape change and adhesion molecule upregulation. Br.J.Pharmacol. 2004 PMID: 15131002
Liu Cloning and pharmacological characterization of a fourth histamine receptor (H₄) expressed in bone marrow. Mol. Pharmacol. 2001 PMID: 11179434
Hew Characterisation of histamine H₃ receptors in guinea pig ileum with H₃ selective ligands. Br.J.Pharmacol. 1990 PMID: 1963802

Citations for Thioperamide (4)

Showing 1 - 4 of 4 citations Showing All

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

Francis et al. (2012) Inhibition of histidine decarboxylase ablates the autocrine tumorigenic effects of histamine in human cholangiocarcinoma. Gut. 61:753
PMID: 21873469
Holden et al. (2007) Potentiation of NF-κB-dependent transcription and inflammatory mediator release by histamine in human airway epithelial cells. Saudi J Biol Sci. 152:891
PMID: 17891168
Takahashi et al. (2002) Targeted disruption of H3 receptors results in changes in brain histamine tone leading to an obese phenotype. J Clin Invest. 110:1791
PMID: 12488429
Robinson and Dickenson (2001) Activation of the p38 and p42/p44 mitogen-activated protein kinase families by the histamine H(1) receptor in DDT(1)MF-2 cells. Br J Pharmacol. 133:1378
PMID: 11498525

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