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PZ0174

Sigma-Aldrich

Sonepiprazole hydrate

≥98% (HPLC)

Synonym(s):

4-[4-[2-[(1S)-Isochroman-1-yl]ethyl]piperazin-1-yl]benzenesulfonamide hydrate, PNU-101387, PNU-101387G, U-101387

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About This Item

Empirical Formula (Hill Notation):
C21H27N3O3S · xH2O
CAS Number:
170858-33-0
Molecular Weight:
401.52 (anhydrous basis)
MDL number:
MFCD05662325
UNSPSC Code:
51111800
PubChem Substance ID:
329823748
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to off-white

solubility

DMSO: >10 mg/mL

storage temp.

room temp

SMILES string

NS(=O)(=O)c1ccc(cc1)N2CCN(CC[C@@H]3OCCc4ccccc34)CC2

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)/t21-/m0/s1

InChI key

WNUQCGWXPNGORO-NRFANRHFSA-N

Biochem/physiol Actions

Sonepiprazole (U-101387) is a selective D4 dopamine antagonist. Ki = 10 nM for the dopamine D4.2 receptor.

Features and Benefits

This compound is featured on the Dopamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A F Arnsten et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 23(4), 405-410 (2000-09-16)
Stress exposure impairs the cognitive functioning of the prefrontal cortex (PFC). Previous research has examined the dopamine (DA) D1 receptor mechanisms underlying this response. The current study performed a preliminary examination of the role of D4 receptor mechanisms by determining
(S)-(-)-4-[4-[2-(isochroman-1-yl)ethyl]-piperazin-1-yl] benzenesulfonamide, a selective dopamine D4 antagonist.
R E TenBrink et al.
Journal of medicinal chemistry, 39(13), 2435-2437 (1996-06-21)
Mark H Corrigan et al.
Biological psychiatry, 55(5), 445-451 (2004-03-17)
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
P C Unangst et al.
Journal of medicinal chemistry, 40(17), 2688-2693 (1997-08-15)
The discovery of a series of chromeno[3,4-c]pyridin-5-ones with selective affinity for the dopamine D4 receptor is described. Target compounds were tested for binding to cloned human dopamine D2, D3, and D4 receptor subtypes expressed in Chinese hamster ovary (CHO) K-1
R S Mansbach et al.
Psychopharmacology, 135(2), 194-200 (1998-03-13)
Recent evidence suggests that the dopamine D4 receptor may play a role in schizophrenia, and that the atypical properties of the antipsychotic clozapine may be attributable in part to its antagonistic actions at this receptor. In the present study, clozapine
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