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DOB hydrochloride

Selective 5-HT2 agonist CAS# 29705-96-2

DOB hydrochloride

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Chemical structure

DOB hydrochloride

3D structure

Chemical Properties of DOB hydrochloride

Cas No. 29705-96-2 SDF Download SDF
PubChem ID 12626562 Appearance Powder
Formula C11H17BrClNO2 M.Wt 310.62
Type of Compound N/A Storage Desiccate at -20°C
Synonyms 2,5-Dimethoxy-4-bromoamphetamine hydrochloride
Solubility Soluble to 100 mM in water
Chemical Name 1-(4-bromo-2,5-dimethoxyphenyl)propan-2-amine;hydrochloride
SMILES CC(CC1=CC(=C(C=C1OC)Br)OC)N.Cl
Standard InChIKey SPBBKPOIDQIWDZ-UHFFFAOYSA-N
Standard InChI InChI=1S/C11H16BrNO2.ClH/c1-7(13)4-8-5-11(15-3)9(12)6-10(8)14-2;/h5-7H,4,13H2,1-3H3;1H
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of DOB hydrochloride

DescriptionSelective 5-HT2 receptor agonist (Ki values are 0.44, 59, 69, 831 and 3700 nM for 5-HT2H, 5-HT2L, 5-HT2C, 5-HT1B and 5-HT1A receptors respectively). Hallucinogenic.

DOB hydrochloride Dilution Calculator

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DOB hydrochloride Molarity Calculator

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Preparing Stock Solutions of DOB hydrochloride

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2194 mL 16.0968 mL 32.1937 mL 64.3874 mL 80.4842 mL
5 mM 0.6439 mL 3.2194 mL 6.4387 mL 12.8775 mL 16.0968 mL
10 mM 0.3219 mL 1.6097 mL 3.2194 mL 6.4387 mL 8.0484 mL
50 mM 0.0644 mL 0.3219 mL 0.6439 mL 1.2877 mL 1.6097 mL
100 mM 0.0322 mL 0.161 mL 0.3219 mL 0.6439 mL 0.8048 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on DOB hydrochloride

A pre- and postsynaptic modulatory action of 5-HT and the 5-HT2A, 2C receptor agonist DOB on NMDA-evoked responses in the rat medial prefrontal cortex.[Pubmed:10457188]

Eur J Neurosci. 1999 Aug;11(8):2917-34.

Intracellular recordings were made from pyramidal neurons in layers V and VI of the rat medial prefrontal cortex in slice preparations to investigate the effect of the serotonin 5-HT2A,2C receptor agonist (-)-1-2,5-dimethoxy-4-bromophenol-2-aminopropane (DOB) and 5-hydroxytryptamine (5-HT) on N-methyl-D-aspartate (NMDA)-induced responses. Bath application of either DOB or 5-HT [in the presence of antagonists to 5-HT1A, 5-HT3 and gamma-aminobutytric acid (GABA) receptors] produced a concentration-dependent biphasic modulation of the NMDA responses. They facilitated and inhibited NMDA responses at low (

Selectivity of serotonergic drugs for multiple brain serotonin receptors. Role of [3H]-4-bromo-2,5-dimethoxyphenylisopropylamine ([3H]DOB), a 5-HT2 agonist radioligand.[Pubmed:3663239]

Biochem Pharmacol. 1987 Oct 1;36(19):3265-71.

The affinities of putative serotonin receptor agonists and antagonists for 5-HT1A, 5-HT1B, 5-HT1C, and 5-HT2 receptors were assayed using radioligand binding assays. The 5-HT1 sites were labeled with the agonist radioligands [3H]-8-hydroxy-2-(di-n-propylamino)-tetralin [3H]-8-OH-DPAT, [3H]-5-HT, and [3H]mesulergine. The 5-HT2 receptor was labeled with the antagonist radioligand [3H]ketanserin or the agonist radioligand [3H]-4-bromo-2,5-dimethoxyphenylisopropylamine ([3H]DOB). The apparent 5-HT1 receptor selectivity of agonist compounds was found to be 50- to 100-fold higher when the 5-HT2 receptor affinity was determined using the antagonist radioligand [3H]ketanserin than when the agonist radioligand [3H]DOB was used. Quipazine, a putative specific 5-HT2 agonist, appeared to be only 3-fold more potent at 5-HT2 than at 5-HT1A receptors when [3H]ketanserin was used as the 5-HT2 radioligand. When [3H]DOB was used as the 5-HT2 radioligand, quipazine was determined to be 100-fold more potent at 5-HT2 receptors than at 5-HT1A receptors. 1-(3-trifluoromethylphenyl)piperazine (TFMPP), a putative specific 5-HT1B receptor agonist was apparently 10-fold more potent at 5-HT1B receptors than at 5-HT2 receptors when [3H]ketanserin was used as the 5-HT2 radioligand. When [3H]DOB was used as the 5-HT2 radioligand, TFMPP was found to be equipotent at 5-HT1B and 5-HT2 receptors. Using the 5-HT2 antagonist radioligand [3H]ketanserin, a similar pattern of underestimating 5-HT2 receptor selectivity and/or overestimating 5-HT1A or 5-HT1B receptor selectivity was observed for a series of serotonin receptor agonists. Antagonist receptor selectivity was not affected significantly by the nature of the 5-HT2 receptor assay used. These data indicate that, by using an antagonist radioligand to label 5-HT2 receptors and agonist radioligands to label 5-HT1 receptors, the 5-HT1 receptor selectivity may be overestimated. This may be an especially severe problem in serotonin drug development as drugs that interact potently with 5-HT2 receptors have been reported to be psychoactive and/or hallucinogenic.

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