SonepiprazoleSelective D4 receptor antagonist CAS# 170858-33-0 |
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Quality Control & MSDS
3D structure
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| Cas No. | 170858-33-0 | SDF | Download SDF |
| PubChem ID | 128010 | Appearance | Powder |
| Formula | C21H27N3O3S | M.Wt | 401.52 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Synonyms | PNU 101387, U 101387 | ||
| Solubility | Soluble to 100 mM in DMSO | ||
| Chemical Name | 4-[4-[2-(3,4-dihydro-1H-isochromen-1-yl)ethyl]piperazin-1-yl]benzenesulfonamide | ||
| SMILES | C1COC(C2=CC=CC=C21)CCN3CCN(CC3)C4=CC=C(C=C4)S(=O)(=O)N | ||
| Standard InChIKey | WNUQCGWXPNGORO-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C21H27N3O3S/c22-28(25,26)19-7-5-18(6-8-19)24-14-12-23(13-15-24)11-9-21-20-4-2-1-3-17(20)10-16-27-21/h1-8,21H,9-16H2,(H2,22,25,26) | ||
| 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, high affinity antagonist for the rat and human dopamine D4 receptor (Ki = 10 nM). Exhibits low affinity at other monoamine receptors (Ki > 2000 nM). Induces c-fos gene expression in medial prefrontal cortex in a similar manner to clozapine. Brain penetrant and orally available. |
Sonepiprazole Dilution Calculator
Sonepiprazole Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.4905 mL | 12.4527 mL | 24.9054 mL | 49.8107 mL | 62.2634 mL |
| 5 mM | 0.4981 mL | 2.4905 mL | 4.9811 mL | 9.9621 mL | 12.4527 mL |
| 10 mM | 0.2491 mL | 1.2453 mL | 2.4905 mL | 4.9811 mL | 6.2263 mL |
| 50 mM | 0.0498 mL | 0.2491 mL | 0.4981 mL | 0.9962 mL | 1.2453 mL |
| 100 mM | 0.0249 mL | 0.1245 mL | 0.2491 mL | 0.4981 mL | 0.6226 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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Organocatalytic, Enantioselective Synthesis of 1- and 3-Substituted Isochromans via Intramolecular Oxa-Michael Reaction of Alkoxyboronate: Synthesis of (+)-Sonepiprazole.[Pubmed:26102523]
J Org Chem. 2015 Jul 17;80(14):7008-18.
The enantioselective oxa-Michael reaction of alkoxyboronate strategy was demonstrated to provide a new and practical route to enantioriched 1- and 3-substituted isochromans using a chiral bifunctional organocatalyst. Furthermore, this methodology was extended to the enantioselective synthesis of (+)-Sonepiprazole, a dopamine receptor antagonist.
Effectiveness of the selective D4 antagonist sonepiprazole in schizophrenia: a placebo-controlled trial.[Pubmed:15023570]
Biol Psychiatry. 2004 Mar 1;55(5):445-51.
BACKGROUND: Selective localization of dopamine D(4) receptors in the prefrontal cortex and preferential affinity of clozapine for the dopamine D(4) receptor over the D(2) receptor led to the hypothesis that the superior efficacy of clozapine may be mediated via blockade of the D(4) receptor. This hypothesis was tested by evaluating Sonepiprazole, a selective D(4) dopamine antagonist, in schizophrenia patients. METHODS: We treated 467 hospitalized schizophrenia patients with scores of > or = 60 on the Positive and Negative Syndrome Scale (PANSS) with Sonepiprazole, olanzapine, or placebo once daily for 6 weeks. The primary efficacy end point was the mean change from baseline in the PANSS total score at 6 weeks. Secondary efficacy end points were the mean change from baseline in the PANSS factor scores, the Brief Psychiatric Rating Scale score, the Clinical Global Impressions Severity of Illness score, and the Calgary Depression Scale score. RESULTS: No statistically significant differences were observed between placebo and any Sonepiprazole dose on the primary or any secondary end point after 6 weeks of treatment. Statistically significant differences, favoring olanzapine over placebo, were observed on all efficacy end points but the Calgary Depression Scale. CONCLUSIONS: Sonepiprazole was ineffective for the treatment of patients with schizophrenia.
