| Identification | Back Directory | [Name]
Benzenesulfonamide, 4-(4-(2-(3,4-dihydro-1H-2-benzopyran-1-yl)ethyl)-1 -piperazinyl)-, (S)- | [CAS]
170858-33-0 | [Synonyms]
U 101387
PNU 101387
PNU-101387G
PF-05191680
Sonepiprazole
Sonepiprazole hydrate
4-[4-[2-[(1S)-Isochroman-1-yl]ethyl]piperazin-1-yl]benzenesulfonamide hydrate
(S)-4-[4-[2-(3,4-Dihydro-1H-2-benzopyran-1-yl)ethyl]-1-piperazinyl]benzenesulfonaMide
4-[4-[2-[(1S)-3,4-Dihydro-1H-2-benzopyran-1-yl]ethyl]-1-piperazinyl]benzenesulfonaMide
Benzenesulfonamide, 4-[4-[2-[(1S)-3,4-dihydro-1H-2-benzopyran-1-yl]ethyl]-1-piperazinyl]-
Benzenesulfonamide, 4-(4-(2-(3,4-dihydro-1H-2-benzopyran-1-yl)ethyl)-1 -piperazinyl)-, (S)- | [Molecular Formula]
C21H27N3O3S | [MDL Number]
MFCD05662325 | [MOL File]
170858-33-0.mol | [Molecular Weight]
401.52 |
| Chemical Properties | Back Directory | [storage temp. ]
room temp | [solubility ]
DMSO: >10mg/mL | [form ]
powder | [color ]
white to off-white | [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 | [InChIKey]
WNUQCGWXPNGORO-NRFANRHFSA-N | [SMILES]
NS(=O)(=O)c1ccc(cc1)N2CCN(CC[C@@H]3OCCc4ccccc34)CC2 |
| Hazard Information | Back Directory | [Description]
Sonepiprazole is a selective antagonist of the dopamine 4 (D4) receptor (Kis = 10 nM). It is highly selective over D1, D2, and D3 receptors, serotonin 1A and 2 receptors, as well as α1- and α2-adrenergic receptors (Kis > 2,000 nM). Its safety profile in rat studies is improved in comparison to classical antipsychotics but it is not effective for positive or negative symptoms of schizophrenia in patients. In a pharmacological model of stress exposure in rhesus monkeys, sonepiprazole reverses stress-induced cognitive deficits. | [Uses]
Sonepiprazole is a dopamine D4 antagonist with Ki=10 nM. | [storage]
Store at +4°C | [References]
[1] K M MERCHANT. Pharmacological characterization of U-101387, a dopamine D4 receptor selective antagonist.[J]. Journal of Pharmacology and Experimental Therapeutics, 1996, 279 3: 1392-1403.
[2] RUTH E. TENBRINK. (S)-(?)-4-[4-[2-(Isochroman-1-yl)ethyl]piperazin-1-yl]benzenesulfonamide, a Selective Dopamine D4 Antagonist[J]. Journal of Medicinal Chemistry, 1996, 39 13: 2435-2437. DOI: 10.1021/jm960084f
[3] MARK H CORRIGAN . Effectiveness of the selective D4 antagonist sonepiprazole in schizophrenia: a placebo-controlled trial[J]. Biological Psychiatry, 2004, 55 5: Pages 445-451. DOI: 10.1016/j.biopsych.2003.10.004
[4] AMY F T ARNSTEN PH.D Beth M M, PH.D Kalpana M Ph D. The Selective Dopamine D4 Receptor Antagonist, PNU-101387G, Prevents Stress-Induced Cognitive Deficits in Monkeys[J]. Neuropsychopharmacology, 2000, 23 4: 405-410. DOI: 10.1016/s0893-133x(00)00133-0 |
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