Home / TRPV Antagonists / Capsazepine

Capsazepine

Catalog #: 0464
55 Citations Datasheet / COA / SDS
Catalog # Availability Size / Price Qty
0464/10
0464/50
Capsazepine | CAS No. 138977-28-3 | TRPV Antagonists
1 Image
Description: TRPV antagonist; also activator of ENaCδ

Chemical Name: N-[2-(4-Chlorophenyl)ethyl]-1,3,4,5-tetrahydro-7,8-dihydroxy-2H-2-benzazepine-2-carbothioamide

Purity: ≥99%

Product Details
Citations (55)
Supplemental Products
Reviews
Biological Activity Technical Data Background Product Datasheets Calculators

Biological Activity

Capsazepine is a selective vanilloid receptor antagonist (Ki = 3.2 μM). Inhibits carrageenan inflammation-induced hyperalgesic responses in the rat. Also activates amiloride-sensitive epithelial Na+ channel ENaCδ.

Technical Data

M.Wt:
376.9
Formula:
C19H21ClN2O2S
Solubility:
Soluble to 25 mM in ethanol and to 100 mM in DMSO
Purity:
≥99%
Storage:
Store at RT
CAS No:
138977-28-3

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.

Background References

  1. Cross-talk between alpha1D-adrenoceptors and transient receptor potential vanilloid type 1 triggers prostate cancer cell proliferation.
    Morelli, Maria Be, Amantini, Consuelo, Nabissi, Massimo, Liberati, Sonia, Cardinali, Claudio, Farfariello, Valerio, Tomassoni, Daniele, Quaglia, Wilma, Piergentili, Alessand, Bonifazi, Alessand, Del Bello, Fabio, Santoni, Matteo, Mammana, Gabriele, Servi, Lucilla, Filosa, Alessand, Gismondi, Angela, Santoni, Giorgio
    BMC Cancer, 2014;14(0):921.
  2. High-throughput genotoxicity assay identifies antioxidants as inducers of DNA damage response and cell death.
    Fox JT, Sakamuru S, Huang R
    Proc. Natl. Acad. Sci. U.S.A., 2012;109(14):5423-8.
  3. Dynasore blocks evoked release while augmenting spontaneous synaptic transmission from primary visceral afferents
    ME Hofmann, MC Andresen
    PLoS ONE, 2017;12(3):e0174915.
  4. Interleukin-1beta causes excitotoxic neurodegeneration and multiple sclerosis disease progression by activating the apoptotic protein p53.
    Rossi S, Motta C, Studer V, Macchiarulo G, Volpe E, Barbieri F, Ruocco G, Buttari F, Finardi A, Mancino R, Weiss S, Battistini L, Martino G, Furlan R, Drulovic J, Centonze D
    Mol Neurodegener, 2014;9(0):56.
  5. Selective antagonism of capsaicin by capsazepine: evidence for a spinal receptor site in capsaicin-induced antinociception.
    Dickenson and Dray
    Br.J.Pharmacol., 1991;104:1045
  6. A capsaicin-receptor antagonist, capsazepine, reduces inflammation-induced hyperalgesic responses in the rat: evidence for an endogenous capsaicin-like substance.
    Kwak et al.
    Neuroscience, 1998;86:619
  7. Capsazepine is a novel activator of the δ subunit of the human epithelial Na+ channel.
    Yamamura et al.
    J.Biol.Chem., 2004;279:44483

Product Datasheets

COA view current batch
Or select another batch:
View Batch
SDS
Reconstitution Calculator
Molarity Calculator

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Molarity Calculator

=
x
x
g/mol

*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 Capsazepine

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

55 Citations: Showing 1 - 10

  1. The role of Nav1.7 and methylglyoxal-mediated activation of TRPA1 in itch and hypoalgesia in a murine model of type 1 diabetes.
    Authors: Cheng Et al.
    Theranostics  2019;9:4287
  2. Dual mechanism of TRKB activation by anandamide through CB1 and TRPV1 receptors.
    Authors: Diniz Et al.
    PeerJ  2019;7:e6493
  3. Electrophysiological measurement of ion channels on plasma/organelle membranes using an on-chip lipid bilayer system.
    Authors: Kamiya Et al.
    Sci Rep  2018;8:17498
  4. TrpV1 receptor activation rescues neuronal function and network gamma oscillations from Aβ-induced impairment in mouse hippocampus in vitro.
    Authors: Balleza-Tapia Et al.
    Elife  2018;7
  5. Nongenomic Glucocorticoid Suppression of a Postsynaptic Potassium Current via Emergent Autocrine Endocannabinoid Signaling in Hypothalamic Neuroendocrine Cells following Chronic Dehydration.
    Authors: Wu and Tasker
    Eneuro  2017;4
  6. AM404, paracetamol metabolite, prevents prostaglandin synthesis in activated microglia by inhibiting COX activity.
    Authors: Saliba
    J Neuroinflammation  2017;14(1):246
  7. Hydrogen sulfide-induced itch requires activation of Cav3.2 T-type calcium channel in mice.
    Authors: Wang Et al.
    Int J Mol Sci  2015;5:16768
  8. Persistent Nociception Triggered by Nerve Growth Factor (NGF) Is Mediated by TRPV1 and Oxidative Mechanisms.
    Authors: Eskander Et al.
    Br J Pharmacol  2015;35:8593
  9. Palmitoylethanolamide, a naturally occurring lipid, is an orally effective intestinal anti-inflammatory agent.
    Authors: Borrelli Et al.
    PLoS One  2015;172:142
  10. Palmitoylethanolamide inhibits glutamate release in rat cerebrocortical nerve terminals.
    Authors: Lin Et al.
    J Neurosci  2015;16:5555
  11. Experimental evidence for alleviating nociceptive hypersensitivity by single application of capsaicin.
    Authors: Ma Et al.
    Mol Pain  2015;11:22
  12. Measurement of Ensemble TRPV1 Ion Channel Currents Using Droplet Bilayers.
    Authors: Vijayvergiya Et al.
    PLoS One  2015;10:e0141366
  13. The Effects of the Endocannabinoids Anandamide and 2-Arachidonoylglycerol on Human Osteoblast Proliferation and Differentiation.
    Authors: Smith Et al.
    PLoS One  2015;10:e0136546
  14. Interleukin-1β causes excitotoxic neurodegeneration and multiple sclerosis disease progression by activating the apoptotic protein p53.
    Authors: Rossi Et al.
    Mol Neurodegener  2014;9:56
  15. Transient receptor potential vanilloid type 1 channel may modulate opioid reward.
    Authors: Nguyen Et al.
    Neuropsychopharmacology  2014;39:2414
  16. 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
  17. H2 S modulates duodenal motility in male rats via activating TRPV1 and K(ATP) channels.
    Authors: Lu Et al.
    Proc Natl Acad Sci U S A  2014;171:1534
  18. Cross-talk between alpha1D-adrenoceptors and transient receptor potential vanilloid type 1 triggers prostate cancer cell proliferation.
    Authors: Morelli Et al.
    BMC Cancer  2014;14:921
  19. Dexamethasone rapidly increases GABA release in the dorsal motor nucleus of the vagus via retrograde messenger-mediated enhancement of TRPV1 activity.
    Authors: Derbenev and Smith
    PLoS One  2013;8:e70505
  20. CB1 cannabinoid receptors couple to focal adhesion kinase to control Ins release.
    Authors: Malenczyk Et al.
    J Biol Chem  2013;288:32685
  21. Epidermal keratinocyte polarity and motility require Ca2+ influx through TRPV1.
    Authors: Graham Et al.
    J Cell Sci  2013;126:4602
  22. The cytochrome P450 inhibitor, ketoconazole, inhibits oxidized linoleic acid metabolite-mediated peripheral inflammatory pain.
    Authors: Ruparel Et al.
    Mol Pain  2012;8:73
  23. 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.
    Br J Pharmacol  2012;37:478
  24. Small molecule positive allosteric modulation of TRPV1 activation by vanilloids and acidic pH.
    Authors: Kaszás Et al.
    Dev Neurosci  2012;340:152
  25. Ischemic neuroprotection by TRPV1 receptor-induced hypothermia.
    Authors: Muzzi Et al.
    Br J Pharmacol  2012;32:978
  26. The association of N-palmitoylethanolamine with the FAAH inhibitor URB597 impairs melanoma growth through a supra-additive action.
    Authors: Hamtiaux Et al.
    BMC Cancer  2012;12:92
  27. Betulinic acid targets YY1 and ErbB2 through cannabinoid receptor-dependent disruption of microRNA-27a:ZBTB10 in breast cancer.
    Authors: Liu Et al.
    Mol Cancer Ther  2012;11:1421
  28. TRPV4 channels mediate the infrared laser-evoked response in sensory neurons.
    Authors: Albert Et al.
    J Neurophysiol  2012;107:3227
  29. Desensitization of transient receptor potential ankyrin 1 (TRPA1) by the TRP vanilloid 1-selective cannabinoid arachidonoyl-2 chloroethanolamine.
    Authors: Ruparel Et al.
    Neurochem Int  2011;80:117
  30. Increasing antiproliferative properties of endocannabinoids in N1E-115 neuroblastoma cells through inhibition of their metabolism.
    Authors: Hamtiaux Et al.
    PLoS One  2011;6:e26823
  31. Type III Nrg1 back signaling enhances functional TRPV1 along sensory axons contributing to basal and inflammatory thermal pain sensation.
    Authors: Canetta Et al.
    J Cereb Blood Flow Metab  2011;6:e25108
  32. Associative, bidirectional changes in neural signaling utilizing NMDA receptor- and endocannabinoid-dependent mechanisms.
    Authors: Li and Burrell
    Learn Mem  2011;18:545
  33. Post-ictal analgesia in genetically epilepsy-prone rats is induced by audiogenic seizures and involves cannabinoid receptors in the periaqueductal gray.
    Authors: Samineni Et al.
    Brain Res  2011;1389:177
  34. A putative 'pre-nervous' endocannabinoid system in early echinoderm development.
    Authors: Buznikov Et al.
    Exp Neurol  2010;32:43101
  35. Effects of TRPV1 activation on synaptic excitation in the dentate gyrus of a mouse model of temporal lobe epilepsy.
    Authors: Bhaskaran and Smith
    Br J Pharmacol  2010;223:529
  36. Reduction in endocannabinoid tone is a homeostatic mechanism for specific inhibitory synapses.
    Authors: Kim and Alger
    Nat Neurosci  2010;13:592
  37. Endocannabinoid-dependent LTD in a nociceptive synapse requires activation of a presynaptic TRPV-like receptor.
    Authors: Yuan and Burrell
    J Neurophysiol  2010;104:2766
  38. TRPV1 channels mediate long-term depression at synapses on hippocampal interneurons.
    Authors: Gibson Et al.
    Neuron  2008;57:746
  39. Control of excitatory synaptic transmission by capsaicin is unaltered in TRPV1 vanilloid receptor knockout mice.
    Authors: Benninger Et al.
    J Pharmacol Exp Ther  2008;52:89
  40. Endogenous fatty acid ethanolamides suppress nicotine-induced activation of mesolimbic DA neurons through nuclear receptors.
    Authors: Melis Et al.
    J Neurosci  2008;28:13985
  41. Cannabinoid (CB1) receptor activation inhibits trigeminovascular neurons.
    Authors: Akerman Et al.
    J Pharmacol Exp Ther  2007;320:64
  42. Cannabinoids elicit antidepressant-like behavior and activate serotonergic neurons through the medial prefrontal cortex.
    Authors: Bambico Et al.
    J Neurosci  2007;27:11700
  43. Anandamide mediates hyperdynamic circulation in cirrhotic rats via CB(1) and VR(1) receptors.
    Authors: Moezi Et al.
    J Pharmacol Exp Ther  2006;149:898
  44. 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
  45. Central and peripheral components of the pressor effect of anandamide in urethane-anaesthetized rats.
    Authors: Kwolek Et al.
    Br J Pharmacol  2005;145:567
  46. Pungent products from garlic activate the sensory ion channel TRPA1.
    Authors: Bautista Et al.
    Br J Pharmacol  2005;102:12248
  47. Endocannabinoids mediate presynaptic inhibition of glutamatergic transmission in rat ventral tegmental area DA neurons through activation of CB1 receptors.
    Authors: Melis Et al.
    J Neurosci  2004;24:53
  48. 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
  49. The cannabinomimetic arachidonyl-2-chloroethylamide (ACEA) acts on capsaicin-sensitive TRPV1 receptors but not cannabinoid receptors in rat joints.
    Authors: Baker
    Br J Pharmacol  2004;142:1361
  50. Anandamide acts as a vasodilator of dural blood vessels in vivo by activating TRPV1 receptors.
    Authors: Akerman Et al.
    Br J Pharmacol  2004;142:1354
  51. Vanilloid type 1 receptors (VR1) on trigeminal sensory nerve fibres play a minor role in neurogenic dural vasodilatation, and are involved in capsaicin-induced dural dilation.
    Authors: Akerman Et al.
    Sci Rep  2003;140:718
  52. Synergistic interactions between airway afferent nerve subtypes mediating reflex bronchospasm in guinea pigs.
    Authors: Mazzone and Canning
    Am J Physiol Regul Integr Comp Physiol  2002;283:R86
  53. Characterization of the anandamide induced depolarization of guinea-pig isolated vagus nerve.
    Authors: Kagaya Et al.
    Br J Pharmacol  2002;137:39
  54. A possible role of lipoxygenase in the activation of vanilloid receptors by anandamide in the guinea-pig bronchus.
    Authors: Craib Et al.
    Mol Pharmacol  2001;134:42581
  55. Effect of vanilloid drugs on gastrointestinal transit in mice.
    Authors: Izzo Et al.
    Br J Pharmacol  2001;132:1411

FAQs

No product specific FAQs exist for this product, however you may

View all Small Molecule FAQs

Reviews for Capsazepine

There are currently no reviews for this product. Be the first to review Capsazepine and earn rewards!

Have you used Capsazepine?

Submit a review and receive an Amazon gift card.

$25/€18/£15/$25CAN/¥75 Yuan/¥2500 Yen for a review with an image

$10/€7/£6/$10 CAD/¥70 Yuan/¥1110 Yen for a review without an image

Submit a Review
Tocris Bioscience is the leading supplier of novel and exclusive tools for life science research with over 30 years' experience in the industry. Tocris is a Bio-Techne brand.