TCB-2

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Cat.No. 2592 - TCB-2 | C11H14BrNO2.HBr | CAS No. 912342-28-0
Description: Potent, high affinity 5-HT2A agonist
Chemical Name: (4-Bromo-3,6-dimethoxybenzocyclobuten-1-yl)methylamine hydrobromide
Purity: ≥99% (HPLC)
Datasheet
Citations (4)
Literature

Biological Activity

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. adminitration.

Technical Data

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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 35.3 100
ethanol 4.33 10
water 8.83 25

Preparing Stock Solutions

The following data is based on the product molecular weight 353.05. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
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

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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


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Keywords: TCB-2, supplier, Potent, high, affinity, 5-HT2A, agonists, Serotonin, Receptors, 5-HT2A, Receptors, Tocris Bioscience

4 Citations for TCB-2

Citations are publications that use Tocris products. Selected citations for TCB-2 include:

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

Gerhold et al (2015) Pronociceptive and Antinociceptive Effects of Buprenorphine in the Spinal Cord Dorsal Horn Cover a Dose Range of Four Orders of Magnitude. J Neurosci 35 9580 PMID: 26134641

Watts et al (2015) 5-HT is a potent relaxant in rat superior mesenteric veins. PLoS One 3 e00103 PMID: 25692021

Goda et al (2013) Serotonergic hallucinogens differentially modify gamma and high frequency oscillations in the rat nucleus accumbens. Psychopharmacology (Berl) 228 271 PMID: 23525524


Do you know of a great paper that uses TCB-2 from Tocris? If so please let us know.

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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.

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Pathways for TCB-2

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