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Submit ReviewSB 452533
Description: Potent TRPV1 antagonist
Chemical Name: N-(2-Bromophenyl)-N'-[2-[ethyl(3-methylphenyl)amino]ethyl]-urea
Purity: ≥98% (HPLC)
Biological Activity
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
| 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
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 37.63 | 100 | |
| ethanol | 3.76 | 10 with gentle warming |
Preparing Stock Solutions
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.
| 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
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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Keywords: SB 452533, SB 452533 supplier, SB452533, TRPV1, transient, receptor, potential, channels, antagonists, vanilloid, receptors, analgesic, analgaesic, TRPV, 3265, Tocris Bioscience
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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Pain Research Product Guide
A collection of over 280 products for pain research, the guide includes research tools for the study of:
- Nociception
- Ion Channels
- G-Protein-Coupled Receptors
- Intracellular Signaling
Pain Poster
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.