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Description: High affinity and potent 5-HT2A agonist
Chemical Name: (4-Bromo-3,6-dimethoxybenzocyclobuten-1-yl)methylamine hydrobromide
Purity: ≥99% (HPLC)
Biological Activity for TCB-2
TCB-2 is a high affinity 5-HT2A receptor agonist (Ki values are 0.73 and 0.75 nM for rat and human receptors respectively). Potently stimulates IP3 accumulation in NIH3T3 cells stably expressing rat 5-HT2A receptors (EC50 = 36 nM). Induces head twitches and hypothermia in mice following i.p. administration.
Compound Libraries for TCB-2
TCB-2 is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data for TCB-2
| M. Wt | 353.05 |
| Formula | C11H14BrNO2.HBr |
| Storage | Store at +4°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 912342-28-0 |
| PubChem ID | 71433791 |
| InChI Key | TYMMXVZAUGQKRF-UHFFFAOYSA-N |
| Smiles | Br.COC1=C2C(CN)CC2=C(OC)C(Br)=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 for TCB-2
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 8.83 | 25 | |
| DMSO | 35.3 | 100 |
Preparing Stock Solutions for TCB-2
The following data is based on the product molecular weight 353.05. 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 | 2.83 mL | 14.16 mL | 28.32 mL |
| 5 mM | 0.57 mL | 2.83 mL | 5.66 mL |
| 10 mM | 0.28 mL | 1.42 mL | 2.83 mL |
| 50 mM | 0.06 mL | 0.28 mL | 0.57 mL |
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Product Datasheets for TCB-2
References for TCB-2
References are publications that support the biological activity of the product.
McLean et al (2006) 1-Aminomethylbenzocycloalkanes: conformationally restricted hallucinogenic phenethylamine analogues as functionally selective 5-HT2A receptor agonists. J.Med.Chem. 49 5794 PMID: 16970404
Fox et al (2010) The serotonin 5-HT2A receptor agonist TCB-2: a behavioral and neurophysiological analysis. Psychopharmacology 212 13 PMID: 19823806
Niebert et al (2011) Expression and function of serotonin 2A and 2B receptors in the mammalian respiratory network. PLoS One 6 e21395 PMID: 21789169
If you know of a relevant reference for TCB-2, please let us know.
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Keywords: TCB-2, TCB-2 supplier, Potent, high, affinity, 5-HT2A, agonists, Serotonin, Receptors, 2592, Tocris Bioscience
9 Citations for TCB-2
Citations are publications that use Tocris products. Selected citations for TCB-2 include:
Gerhold et al (2015) Pronociceptive and Antinociceptive Effects of Bupren. in the Spinal Cord Dorsal Horn Cover a Dose Range of Four Orders of Magnitude. J Neurosci 35 9580 PMID: 26134641
Afshar et al (2019) Protective effects of 5-HT1A receptor antagonist and 5-HT2A receptor agonist on the biochemical and histological features in a rat model of Alzheimer's disease. J.Chem.Neuroanat. 96 140 PMID: 30684605
Goda et al (2013) Serotonergic hallucinogens differentially modify gamma and high frequency oscillations in the rat nucleus accumbens. Psychopharmacology (Berl) 228 271 PMID: 23525524
Dong et al (2016) The 5-HT2A receptor potassium-chloride cotransporter 2 signaling pathway in a rat incision pain model. Exp Ther Med 12 3583 PMID: 28101155
Nagata et al (2019) Blockade of multiple monoamines receptors reduce insulin secretion from pancreatic β-cells. Sci Rep 9 16438 PMID: 31712714
Hooper et al (2016) Selective serotonin reuptake inhibitor exposure constricts the mouse ductus arteriosus in utero. Am J Physiol Heart Circ Physiol 311 H572 PMID: 27371685
Watts et al (2015) 5-HT is a potent relaxant in rat superior mesenteric veins. PLoS One 3 e00103 PMID: 25692021
Kawai et al (2022) Median raphe serotonergic neurons projecting to the interpeduncular nucleus control preference and aversion. Nat.Commun. 13 7708 PMID: 36550097
Niebert et al (2011) Expression and function of serotonin 2A and 2B receptors in the mammalian respiratory network. EMBO Mol Med 6 e21395 PMID: 21789169
Do you know of a great paper that uses TCB-2 from Tocris? Please let us know.
Reviews for TCB-2
Average Rating: 5 (Based on 1 Review.)
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5-HT has a potential for relaxant.
By
Anonymous on 02/18/2020
Assay Type: In Vivo
Species: Rat
TCB-2 (5-HT2A)(0.0001 mol/L)
Literature in this Area
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
*Please note that Tocris will only send literature to established scientific business / institute addresses.
5-HT Receptors Scientific Review
Written by Nicholas M. Barnes and John F. Neumaier, this review summarizes the various serotonin receptor subtypes and their importance in mediating the role of serotonin in numerous physiological and pharmacological processes. Compounds available from Tocris are listed.
Depression Poster
Major depressive disorder is characterized by depressed mood and a loss of interest and/or pleasure. Updated in 2015 this poster highlights presynaptic and postsynaptic targets for the potential treatment of major depressive disorder, as well as outlining the pharmacology of currently approved antidepressant drugs.
Parkinson's Disease Poster
Parkinson's disease (PD) causes chronic disability and is the second most common neurodegenerative condition. This poster outlines the neurobiology of the disease, as well as highlighting current therapeutic treatments for symptomatic PD, and emerging therapeutic strategies to delay PD onset and progression.