SB 366791

Name: SB 366791
Brand: Tocris Bioscience
SKU: 1615

Catalog # 1615 | Tocris Bioscience a Bio-Techne Brand

Citations (14)

COA / SDS

Potent and selective TRPV1 competitive antagonist

Key Product Details

Description:	Potent and selective TRPV1 competitive antagonist
Chemical Name:	4'-Chloro-3-methoxycinnamanilide
Purity:	≥99% (HPLC)
Molecular Weight:	287.75

View Full Technical Details for SB 366791

Technical Data
Citations (14) / Reviews

Biological Activity for SB 366791

SB 366791 is a potent, selective and competitive vanilloid TRPV1 receptor antagonist (pA₂ = 7.71 at hVR1); antagonizes hTRPV1 receptors activated by agonists, noxious heat, but not protons. Displays selectivity over a wide range of receptors and systems including CB₁ and CB₂ receptors, voltage-gated Ca²⁺ channels and the hyperpolarization-activated current (I_h).

Licensing Information

Sold for research purposes under agreement from GlaxoSmithKline

Compound Libraries for SB 366791

SB 366791 is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.

Technical Data for SB 366791

M. Wt	287.75
Formula	C₁₆H₁₄ClNO₂
Storage	Store at RT
Purity	≥99% (HPLC)
CAS Number	472981-92-3
PubChem ID	667594
InChi Key	RYAMDQKWNKKFHD-JXMROGBWSA-N
Smiles	COC1=CC=CC(NC(=O)\C=C\C2=CC=C(Cl)C=C2)=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 for SB 366791

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	ethanol	2.88	10
	DMSO	28.77	100

Preparing Stock Solutions for SB 366791

The following data is based on the product molecular weight 287.75.

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	3.48 mL	17.38 mL	34.75 mL
5 mM	0.70 mL	3.48 mL	6.95 mL
10 mM	0.35 mL	1.74 mL	3.48 mL
50 mM	0.07 mL	0.35 mL	0.70 mL

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References for SB 366791

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

Gavva Proton activation does not alter antagonist interaction with the capsaicin-binding pocket of TRPV1. Mol.Pharmacol. 2005 PMID: 16135784
Gunthorpe Identification and characterisation of SB-366791, a potent and selective vanilloid receptor (VR1/TRPV1) antagonist. Neuropharmacology 2004 PMID: 14654105
Fowler Inhibition of C6 glioma cell proliferation by anandamide, 1-arachidonylglycerol, and by a water soluble phosphate ester of anandamide: variability in response and involvement of arachidonic acid. Biochem.Pharmacol. 2003 PMID: 12948856

Citations for SB 366791 (14)

Showing 1 - 10 of 14 citations Showing All

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Citations are publications that use Bio-Techne products. Selected citations for SB 366791 include:

Li et al. (2015) The Cancer Chemotherapeutic PacT. Increases Human and Rodent Sensory Neuron Responses to TRPV1 by Activation of TLR4. J Neurosci. 35:13487
PMID: 26424893
Wang et al. (2014) Innervation of enteric mast cells by primary spinal afferents in guinea pig and human small intestine. Am J Physiol Gastrointest Liver Physiol. 307:G719
PMID: 25147231
Nguyen et al. (2014) Transient receptor potential vanilloid type 1 channel may modulate opioid reward. Neuropsychopharmacology. 39:2414
PMID: 24732880
Alvarez-Berdugo et al. (2014) Pharmacodynamics of TRPV1 agonists in a bioassay using human PC-3 cells. ScientificWorldJournal. 2014:184526
PMID: 24688365
Graham et al. (2013) Epidermal keratinocyte polarity and motility require Ca²⁺ influx through TRPV1. J Cell Sci. 126:4602
PMID: 23943873
Shabir et al. (2013) Functional expression of purinergic P2 receptors and transient receptor potential channels by the human urothelium. Mol Pain. 305:F396
PMID: 23720349
Ambrosino et al. (2013) Activation and desensitization of TRPV1 channels in sensory neurons by the PPARα agonist palmitoylethanolamide. Br J Pharmacol. 168:1430
PMID: 23083124
Casarotto et al. (2012) Opposing roles for cannabinoid receptor type-1 (CB1) and transient receptor potential vanilloid type-1 channel (TRPV1) on the modulation of panic-like responses in rats. Am J Physiol Renal Physiol. 37:478
PMID: 21937980
Hazari et al. (2011) TRPA1 and sympathetic activation contribute to increased risk of triggered cardiac arrhythmias in hypertensive rats exposed to diesel exhaust. Environ Health Perspect. 119:951
PMID: 21377951
Yuan and Burrell (2010) Endocannabinoid-dependent LTD in a nociceptive synapse requires activation of a presynaptic TRPV-like receptor. J Neurophysiol. 104:2766
PMID: 20884761
Westlund et al. (2010) Impact of central and peripheral TRPV1 and ROS levels on proinflammatory mediators and nociceptive behavior. J Biol Chem. 6:46
PMID: 20691059
Schuelert et al. (2010) Paradoxical effects of the cannabinoid CB2 receptor agonist GW405833 on rat osteoarthritic knee joint pain. Osteoarthritis Cartilage. 18:1536
PMID: 20863899
Gavva et al. (2005) AMG 9810 [(E)-3-(4-t-butylphenyl)-N-(2,3-dihydrobenzo[b][1,4] dioxin-6-yl)acrylamide], a novel vanilloid receptor 1 (TRPV1) antagonist with antihyperalgesic properties. J Pharmacol Exp Ther. 313:474
PMID: 15615864
Price et al. (2004) Cannabinoid receptor-independent actions of the aminoalkylindole WIN 55,212-2 on trigeminal sensory neurons. Br J Pharmacol. 142:257
PMID: 15155534

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