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S8072

Sigma-Aldrich

Sertindole

≥97.5% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C24H26ClFN4O
Numéro CAS:
106516-24-9
Poids moléculaire :
440.94
Numéro MDL:
MFCD00867749
Code UNSPSC :
12352200
ID de substance PubChem :
329824596
Nomenclature NACRES :
NA.77

Essai

≥97.5% (HPLC)

Forme

solid

Couleur

off-white

Solubilité

DMSO: >10 mg/mL
H2O: <2 mg/mL

Auteur

Abbott

Température de stockage

2-8°C

Chaîne SMILES 

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)

Clé InChI

GZKLJWGUPQBVJQ-UHFFFAOYSA-N

Informations sur le gène

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

Application

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

Actions biochimiques/physiologiques

Sertindole is a 5-HT2 serotonin and D2 dopamine receptor antagonist and antipsychotic.
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

Caractéristiques et avantages

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335,H413

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
BGBC4254
100M4616
107K46115
107K46114
107K46113

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
Agnieszka Nikiforuk et al.
Psychopharmacology, 220(1), 65-74 (2011-09-16)
Prefrontal cortical dysfunctions, including an impaired ability to shift perceptual attentional set, are core features of schizophrenia. Nevertheless, the effectiveness of second-generation antipsychotic drugs in treating specific prefrontal dysfunctions remains equivocal. To model schizophrenia-like cognitive inflexibility in rats, we evaluated
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
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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