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SB 452533

Cat. No. 3265 1 Citation Submit a Review Datasheet / COA / SDS
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Cat.No. 3265 - SB 452533 | C18H22BrN3O | CAS No. 459429-39-1
Description: Potent TRPV1 antagonist
Chemical Name: N-(2-Bromophenyl)-N'-[2-[ethyl(3-methylphenyl)amino]ethyl]-urea
Purity: ≥98% (HPLC)
Datasheet
Citations (1)
Reviews
Literature (2)
Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity for SB 452533

SB 452533 is a potent TRPV1 antagonist against capsaicin (pKb = 7.7), noxious heat and acid-mediated (pIC50 = 7.0) receptor activation (pKi = 6.22 at the recombinant hTRPV1 receptor). Exhibits analgesic properties.

Licensing Information

Sold for research purposes only under agreement from GlaxoSmithKline

Technical Data for SB 452533

M. Wt 376.29
Formula C18H22BrN3O
Storage Store at RT
Purity ≥98% (HPLC)
CAS Number 459429-39-1
PubChem ID 9842609
InChI Key IFJYEGJUQIBBQV-UHFFFAOYSA-N
Smiles CC1=CC(N(CC)CCNC(NC2=CC=CC=C2Br)=O)=CC=C1

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 for SB 452533

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 37.63 100
ethanol 3.76 10 with gentle warming

Preparing Stock Solutions for SB 452533

The following data is based on the product molecular weight 376.29. 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 2.66 mL 13.29 mL 26.58 mL
5 mM 0.53 mL 2.66 mL 5.32 mL
10 mM 0.27 mL 1.33 mL 2.66 mL
50 mM 0.05 mL 0.27 mL 0.53 mL

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References for SB 452533

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

Rami et al (2004) Discovery of small molecule antagonists of TRPV1. Bioorg.Med.Chem.Lett. 14 3631 PMID: 15203132

Weil et al (2005) Conservation of functional and pharmacological properties in the distantly related temperature sensors TRPV1 and TRPM8. Mol.Pharmacol. 68 518 PMID: 15911692

Bianchi et al (2007) [3H]A-778317 [1-((R)-5-tert-Butyl-indan-1-yl)-3-isoquinolin-5-ylurea]: a novel, stereoselective, high-affinity antagonist is a useful radioligand for the human transient receptor potential vanilloid-1 (TRPV1) receptor. J.Pharmacol.Exp.Ther. 323 285 PMID: 17660385

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1 Citation for SB 452533

Citations are publications that use Tocris products. Selected citations for SB 452533 include:

Vijayvergiya et al (2015) Measurement of Ensemble TRPV1 Ion Channel Currents Using Droplet Bilayers. Mol Pain 10 e0141366 PMID: 26513481

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Literature in this Area

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Peripheral sensitization is the reduction in the threshold of excitability of sensory neurons that results in an augmented response to a given external stimulus. This poster outlines the excitatory and inhibitory signaling pathways involved in modulation of peripheral sensitization. The role of ion channels, GPCRs, neurotrophins, and cytokines in sensory neurons are also described.