SB 366791

Catalog #: 1615
14 Citations Datasheet / COA / SDS

Catalog #	Availability	Size / Price	Qty
1615/10
1615/50

SB 366791 | CAS No. 472981-92-3 | TRPV Antagonists

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Description: Potent and selective TRPV1 competitive antagonist

Chemical Name: 4'-Chloro-3-methoxycinnamanilide

Purity: ≥99%

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Product Details

Citations (14)

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Biological Activity Technical Data Additional Information Background Product Datasheets Calculators

Biological Activity

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).

Technical Data

M.Wt:

287.75

Formula:

C₁₆H₁₄ClNO₂

Solubility:

Soluble to 10 mM in ethanol and to 100 mM in DMSO

Purity:

≥99%

Storage:

Store at RT

CAS No:

472981-92-3

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.

Additional Information

Licensing Caveats:

Sold for research purposes under agreement from GlaxoSmithKline

Background References

Diabetes Stimulates Osteoclastogenesis by Acidosis-Induced Activation of Transient Receptor Potential Cation Channels

Sci Rep, 2016;6(0):30639.
Proton activation does not alter antagonist interaction with the capsaicin-binding pocket of TRPV1.
Gavva et al.
Mol.Pharmacol., 2005;68:1524
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.
Fowler et al.
Biochem.Pharmacol., 2003;66:757
Identification and characterisation of SB-366791, a potent and selective vanilloid receptor (VR1/TRPV1) antagonist.
Gunthorpe et al.
Neuropharmacology, 2004;46:133

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*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and CoA (available online).

Citations for SB 366791

The citations listed below are publications that use Tocris products. Selected citations for SB 366791 include:

14 Citations: Showing 1 - 10

The Cancer Chemotherapeutic PacT. Increases Human and Rodent Sensory Neuron Responses to TRPV1 by Activation of TLR4.
Authors: Li Et al.
J Neurosci 2015;35:13487
Transient receptor potential vanilloid type 1 channel may modulate opioid reward.
Authors: Nguyen Et al.
Neuropsychopharmacology 2014;39:2414
Innervation of enteric mast cells by primary spinal afferents in guinea pig and human small intestine.
Authors: Wang Et al.
Am J Physiol Gastrointest Liver Physiol 2014;307:G719
Pharmacodynamics of TRPV1 agonists in a bioassay using human PC-3 cells.
Authors: Alvarez-Berdugo Et al.
ScientificWorldJournal 2014;2014:184526
Functional expression of purinergic P2 receptors and transient receptor potential channels by the human urothelium.
Authors: Shabir Et al.
Mol Pain 2013;305:F396
Activation and desensitization of TRPV1 channels in sensory neurons by the PPARα agonist palmitoylethanolamide.
Authors: Ambrosino Et al.
Br J Pharmacol 2013;168:1430
Epidermal keratinocyte polarity and motility require Ca²⁺ influx through TRPV1.
Authors: Graham Et al.
J Cell Sci 2013;126:4602
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.
Authors: Casarotto Et al.
Am J Physiol Renal Physiol 2012;37:478
TRPA1 and sympathetic activation contribute to increased risk of triggered cardiac arrhythmias in hypertensive rats exposed to diesel exhaust.
Authors: Hazari Et al.
Environ Health Perspect 2011;119:951
Impact of central and peripheral TRPV1 and ROS levels on proinflammatory mediators and nociceptive behavior.
Authors: Westlund Et al.
J Biol Chem 2010;6:46

Paradoxical effects of the cannabinoid CB2 receptor agonist GW405833 on rat osteoarthritic knee joint pain.
Authors: Schuelert Et al.
Osteoarthritis Cartilage 2010;18:1536

Endocannabinoid-dependent LTD in a nociceptive synapse requires activation of a presynaptic TRPV-like receptor.
Authors: Yuan and Burrell
J Neurophysiol 2010;104:2766

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.
Authors: Gavva Et al.
J Pharmacol Exp Ther 2005;313:474

Cannabinoid receptor-independent actions of the aminoalkylindole WIN 55,212-2 on trigeminal sensory neurons.
Authors: Price Et al.
Br J Pharmacol 2004;142:257

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