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S8072

Sigma-Aldrich

Sertindole

≥97.5% (HPLC)

别名:

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

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About This Item

经验公式（希尔记法）:
C24H26ClFN4O
CAS号:
106516-24-9
分子量:
440.94
MDL编号:
MFCD00867749
UNSPSC代码:
12352200
PubChem化学物质编号:
329824596
NACRES:
NA.77

方案

≥97.5% (HPLC)

表单

solid

颜色

off-white

溶解性

DMSO: >10 mg/mL
H2O: <2 mg/mL

创始人

Abbott

储存温度

2-8°C

SMILES字符串

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)

InChI key

GZKLJWGUPQBVJQ-UHFFFAOYSA-N

基因信息

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

应用

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

生化/生理作用

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

特点和优势

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.

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险分类

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

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000100531
0000056972
0000056983
0000049060
0000012635

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A S Hale
International clinical psychopharmacology, 13 Suppl 3, S65-S70 (1998-08-05)
The safety and efficacy of sertindole have been established in three double-blind randomized controlled studies conducted in the United States, North America and Europe. In these three studies the tendency for sertindole to cause extrapyramidal side effects (EPS), a critical
Morten Jørgensen et al.
Bioorganic & medicinal chemistry, 21(1), 196-204 (2012-12-12)
The synthesis and in vitro preclinical profile of a series of 5-heteroaryl substituted analogs of the antipsychotic drug sertindole are presented. Compounds 1-(4-fluorophenyl)-3-(1-methylpiperidin-4-yl)-5-(pyrimidin-5-yl)-1H-indole (Lu AA27122, 3i) and 1-(4-fluorophenyl)-5-(1-methyl-1H-1,2,4-triazol-3-yl)-3-(1-methylpiperidin-4-yl)-1H-indole (3l) were identified as high affinity α(1A)-adrenoceptor ligands with K(i) values of
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
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
Jimmi Nielsen et al.
Journal of clinical psychopharmacology, 32(2), 173-178 (2012-03-01)
Clozapine augmentation with antipsychotic drugs is widely used despite sparse evidence supporting this strategy. Sertindole is a nonsedating atypical antipsychotic drug with low affinity for cholinergic receptors, which makes it potentially suitable for augmentation of clozapine. The study design was
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