Catalog Number: 1615
Chemical Name: 4'-Chloro-3-methoxycinnamanilide
Biological Activity
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 (Ih). Also available as part of the Vanilloid TRPV1 Receptor Tocriset™.
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. All Tocris products are intended for laboratory research use only.
Additional Information
Licensing Caveats:
Sold for research purposes under agreement from GlaxoSmithKline
Background References
  1. 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
  2. Proton activation does not alter antagonist interaction with the capsaicin-binding pocket of TRPV1.
    Gavva et al.
    Mol.Pharmacol., 2005;68:1524
  3. Identification and characterisation of SB-366791, a potent and selective vanilloid receptor (VR1/TRPV1) antagonist.
    Gunthorpe et al.
    Neuropharmacology, 2004;46:133
Citations:

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

9 Citations: Showing 1 - 9
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  1. Transient receptor potential vanilloid type 1 channel may modulate opioid reward.
    Authors: Nguyen Et al.
    Neuropsychopharmacology 2014;39:2414
  2. 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
  3. Functional expression of purinergic P2 receptors and transient receptor potential channels by the human urothelium.
    Authors: Shabir Et al.
    Mol Pain 2013;305:F396
  4. Epidermal keratinocyte polarity and motility require Ca2+ influx through TRPV1.
    Authors: Graham Et al.
    J Cell Sci 2013;126:4602
  5. 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
  6. 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
  7. Endocannabinoid-dependent LTD in a nociceptive synapse requires activation of a presynaptic TRPV-like receptor.
    Authors: Yuan and Burrell
    J Neurophysiol 2010;104:2766
  8. 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
  9. 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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