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S8072

Sigma-Aldrich

Sertindole

≥97.5% (HPLC)

Synonym(e):

1-[2-[4-[5-chloro-1-(4-fluorophenyl)-1h-indol-3-yl]-1-piperidinyl]ethyl]-2-imidazolidinone

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About This Item

Empirische Formel (Hill-System):
C24H26ClFN4O
CAS-Nummer:
106516-24-9
Molekulargewicht:
440.94
MDL-Nummer:
MFCD00867749
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329824596
NACRES:
NA.77

Assay

≥97.5% (HPLC)

Form

solid

Farbe

off-white

Löslichkeit

DMSO: >10 mg/mL
H2O: <2 mg/mL

Ersteller

Abbott

Lagertemp.

2-8°C

SMILES String

Fc1ccc(cc1)-n2cc(C3CCN(CC3)CCN4CCNC4=O)c5cc(Cl)ccc25

InChI

1S/C24H26ClFN4O/c25-18-1-6-23-21(15-18)22(16-30(23)20-4-2-19(26)3-5-20)17-7-10-28(11-8-17)13-14-29-12-9-27-24(29)31/h1-6,15-17H,7-14H2,(H,27,31)

InChIKey

GZKLJWGUPQBVJQ-UHFFFAOYSA-N

Angaben zum Gen

human ... ADRA1A(148) , ADRA1B(147) , ADRA1D(146) , DRD2(1813)

Anwendung

Sertindole was used to study the role of 5-HT2C receptor in antipsychotic-induced body weight gain in rats.3

Biochem./physiol. Wirkung

Sertindole readily passes the blood-brain barrier and is metabolized into compounds that show greater affinity for 5-HT2 receptors and less for D2 receptors. It is an effective treatment agent for schizophrenia as it improves cognitive impairment.1 Sertindole also acts as antagonist to human cardiac potassium channel, HERG and produces prolonged QT interval.2
Sertindole is a 5-HT2 serotonin and D2 dopamine receptor antagonist and antipsychotic.

Leistungsmerkmale und Vorteile

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.
This compound was developed by Abbott. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Dominique H Holstein et al.
Journal of psychopharmacology (Oxford, England), 25(12), 1600-1613 (2011-09-06)
Sensory gating, indexed by P50 suppression, and sensorimotor gating, indexed by prepulse inhibition (PPI), are impaired in schizophrenia spectrum disorders. There is considerable evidence that schizophrenia patients treated with atypical antipsychotics exhibit relatively less gating deficits than do other patients
D Rampe et al.
The Journal of pharmacology and experimental therapeutics, 286(2), 788-793 (1998-08-08)
Acquired long QT syndrome is a side effect seen with some pharmacological agents, including antipsychotic drugs, and is associated with the development of ventricular arrhythmias. This syndrome is often caused by the blockade of repolarizing potassium channels the human heart.
Lowijs Perquin et al.
CNS drugs, 18 Suppl 2, 19-30 (2004-10-06)
Sertindole is a non-sedating atypical antipsychotic agent with high selectivity for dopaminergic neurons in the mesolimbic system. In pivotal clinical trials, sertindole has demonstrated significantly greater efficacy than placebo against both the positive and negative symptoms of schizophrenia. In addition
Anna Secher et al.
Neuroendocrinology, 91(2), 155-168 (2009-10-10)
Body weight gain is a common side effect of treatment with antipsychotics, but the mechanisms underlying this weight gain are unknown. Several factors may be involved in antipsychotic-induced body weight gain including the cannabinoid receptor 1 (CB(1)), the serotonin receptor
Tomasz Kos et al.
Psychopharmacology, 214(4), 911-921 (2010-12-17)
Cognitive deficits, including an impaired ability to shift perceptual attentional set, belong to the core features of schizophrenia, are associated with prefrontal cortical dysfunctions, and may involve glutamate NMDA receptors. Although phencyclidine disturbs cognitive flexibility, little is known about the
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