BP 554 maleateSelective 5-HT1A agonist CAS# 1221401-95-1 |
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 1221401-95-1 | SDF | Download SDF |
| PubChem ID | 56972150 | Appearance | Powder |
| Formula | C24H28N2O7 | M.Wt | 456.48 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble to 100 mM in DMSO | ||
| Chemical Name | 1-[3-(1,3-benzodioxol-5-yloxy)propyl]-4-phenylpiperazine;(Z)-but-2-enedioic acid | ||
| SMILES | C1CN(CCN1CCCOC2=CC3=C(C=C2)OCO3)C4=CC=CC=C4.C(=CC(=O)O)C(=O)O | ||
| Standard InChIKey | NBCXNOHQTALBRA-BTJKTKAUSA-N | ||
| Standard InChI | InChI=1S/C20H24N2O3.C4H4O4/c1-2-5-17(6-3-1)22-12-10-21(11-13-22)9-4-14-23-18-7-8-19-20(15-18)25-16-24-19;5-3(6)1-2-4(7)8/h1-3,5-8,15H,4,9-14,16H2;1-2H,(H,5,6)(H,7,8)/b;2-1- | ||
| 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. |
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| 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. |
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| 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. | ||
| Description | Selective 5-HT1A agonist. |
BP 554 maleate Dilution Calculator
BP 554 maleate Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.1907 mL | 10.9534 mL | 21.9068 mL | 43.8135 mL | 54.7669 mL |
| 5 mM | 0.4381 mL | 2.1907 mL | 4.3814 mL | 8.7627 mL | 10.9534 mL |
| 10 mM | 0.2191 mL | 1.0953 mL | 2.1907 mL | 4.3814 mL | 5.4767 mL |
| 50 mM | 0.0438 mL | 0.2191 mL | 0.4381 mL | 0.8763 mL | 1.0953 mL |
| 100 mM | 0.0219 mL | 0.1095 mL | 0.2191 mL | 0.4381 mL | 0.5477 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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BP-554 maleate is a selective agonist of 5-HT1A receptor [1].
The 5-HT1A receptor is a G protein-coupled receptor for endogenous neurotransmitter serotonin (5-HT) and mediates inhibitory neurotransmission.
BP-554 maleate is a selective 5-HT1A receptor agonist. BP-554 showed higher affinity for 5-HT1A receptor than for 5-HT1-non-A, 5-HT2, α2-adrenergic, dopamine D2 and benzodiazepine receptors. In rat hippocampal membranes, BP-554 inhibited the activity of adenylate cyclase stimulated by forskolin [1].
In mice, BP-554 inhibited the accumulation of 5-hydroxytryptophan after decarboxylase inhibition and reduced the concentration of 5-hydroxy-indoleacetic acid in the brain. Also, BP-554 increased the levels of serum corticosterone and induced hypothermia [1]. The 5-HT1(A) receptor, 5-HT, brain-derived neurotrophic factor (BDNF) receptor trkB and BDNF formed an auto/paracrine loop to regulate the serotonergic phenotype. In rats, BP-554 dose-dependently increased amounts of neurons expressing serotonergic markers [2]. In monkeys, injection of BP554 into the primary visual cortex decreased multiunit activity (MUA) without influenced blood oxygen-level-dependent (BOLD) and local field potential (LFP) activity [3].
References:
[1]. Matsuda T, Seong YH, Aono H, et al. Agonist activity of a novel compound, 1-[3-(3,4-methylenedioxyphenoxy)propyl]-4-phenyl piperazine (BP-554), at central 5-HT1A receptors. Eur J Pharmacol, 1989, 170(1-2): 75-82.
[2]. Galter D, Unsicker K. Sequential activation of the 5-HT1(A) serotonin receptor and TrkB induces the serotonergic neuronal phenotype. Mol Cell Neurosci, 2000, 15(5): 446-455.
[3]. Rauch A, Rainer G, Logothetis NK. The effect of a serotonin-induced dissociation between spiking and perisynaptic activity on BOLD functional MRI. Proc Natl Acad Sci U S A, 2008, 105(18): 6759-6764.
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Agonist activity of a novel compound, 1-[3-(3,4-methylenedioxyphenoxy)propyl]-4-phenyl piperazine (BP-554), at central 5-HT1A receptors.[Pubmed:2533078]
Eur J Pharmacol. 1989 Oct 24;170(1-2):75-82.
We used an in vitro radioligand receptor binding assay with rat cerebral cortex, hippocampus and striatum membrane preparations to show that 1-[3-(3,4-methylenedioxyphenoxy)propyl]-4-phenyl piperazine (BP-554) had much higher affinity for 5-HT1A recognition sites than for 5-HT1-non-A, 5-HT2, benzodiazepine, dopamine D-2 and alpha 2-adrenergic recognition sites. The compound inhibited the activity of forskolin-stimulated adenylate cyclase in rat hippocampal membranes. Intraperitoneal injection of BP-554 to mice decreased the concentration of only 5-hydroxy-indoleacetic acid of the amines and their metabolites in the brain and decreased the accumulation of 5-hydroxytryptophan in the brain after decarboxylase inhibition by 3-hydroxybenzylhydrazine. Furthermore, the administration of BP-554 caused hypothermia and increased serum corticosterone levels in mice. The observed effects of BP-554 were similar to those of 8-hydroxy-2-(di-n-propylamino)tetralin. These results suggest that BP-554 acts as a selective 5-HT1A receptor agonist in vivo.
