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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2016/05/31 05:46:19」(JST)

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Mesoridazine (Serentil) is a piperidine neuroleptic drug belonging to the class of drugs called phenothiazines, used in the treatment of schizophrenia. It is a metabolite of thioridazine. The drug's name is derived from the methylsulfoxy and piperidine functional groups in its chemical structure.

It has central antiadrenergic, antidopaminergic, antiserotonergic and weak muscarinic anticholinergic effects.

Serious side effects include akathisia, tardive dyskinesia and the potentially fatal neuroleptic malignant syndrome.

Mesoridazine was withdrawn from the United States market in 2004 due to dangerous side effects, namely irregular heart beat and QT-prolongation of the electrocardiogram.^[1]

It currently appears to be unavailable worldwide.

References

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1. 第1世代抗精神病剤：薬理学、投与、および副作用の比較 first generation antipsychotic medications pharmacology administration and comparative side effects
2. 精神病性特徴を伴う単極性大うつ病：急性期治療 unipolar major depression with psychotic features acute treatment
3. 意図しない体重減少がみられる患者に対するアプローチ approach to the patient with unintentional weight loss
4. 第一世代（定型）抗精神病剤中毒 first generation typical antipsychotic medication poisoning
5. 抗コリン剤中毒 anticholinergic poisoning

English Journal

Comparison of the effects of thioridazine and mesoridazine on the QT interval in healthy adults after single oral doses.

Salih IS1, Thanacoody RH, McKay GA, Thomas SH.
Clinical pharmacology and therapeutics.Clin Pharmacol Ther.2007 Nov;82(5):548-54. Epub 2007 Apr 4.
We compared the effects of single doses of thioridazine and mesoridazine on the heart rate-corrected QT (QTc) interval in healthy adult volunteers. QTc intervals and plasma concentrations of thioridazine, mesoridazine, and metabolites were measured after single oral doses of thioridazine hydrochlori
PMID 17410120

Diastereotopic analysis of mesoridazine besylate (Serentil).

Morrow RJ1, Millership JS, Collier PS.
Chirality.Chirality.2004 Oct;16(8):534-40.
NMR studies were conducted with the aim of determining the diastereoisomeric ratio of a commercially supplied sample of mesoridazine (MES) and to compare the results with a freshly synthesised sample of MES. The results indicated that the commercially supplied MES consisted almost entirely of one di
PMID 15290689

Liquid chromatographic determination of organic nitrogenous bases in dosage forms: a progress report.

Walker ST.
Journal - Association of Official Analytical Chemists.J Assoc Off Anal Chem.1985 May-Jun;68(3):539-42.
A liquid chromatographic (LC) method has been developed as a general procedure for the assay of the salts of organic nitrogenous bases in a variety of dosage forms. The method uses a nitrile-bonded reverse phase column, a methanol-0.003M ammonium acetate (90 + 10) mobile phase, and photometric detec
PMID 4019383

「メソリダジン」

Mesoridazine
Systematic (IUPAC) name
	10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfinylphenothiazine
Clinical data
Trade names	Serentil
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a682306
Pregnancy; category	US: C (Risk not ruled out); ;
Routes of; administration	Oral, intravenous
Legal status
Legal status	℞ (Prescription only);
Pharmacokinetic data
Protein binding	4%
Metabolism	Hepatic/renal
Biological half-life	24 to 48 hours
Excretion	Biliary and renal
Identifiers
CAS Number	5588-33-0
ATC code	N05AC03 (WHO)
PubChem	CID 4078
IUPHAR/BPS	7227
DrugBank	DB00933
ChemSpider	3936
UNII	5XE4NWM740
KEGG	D02671
ChEBI	CHEBI:6780
ChEMBL	CHEMBL1088
Chemical data
Formula	C21H26N2OS2
Molar mass	386.576 g/mol
	SMILES O=S(c2cc1N(c3c(Sc1cc2)cccc3)CCC4N(C)CCCC4)C ;
	InChI InChI=1S/C21H26N2OS2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(26(2)24)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3 ; Key:SLVMESMUVMCQIY-UHFFFAOYSA-N ;
Physical data
Melting point	130 °C (266 °F)
Solubility in water	insoluble mg/mL (20 °C)
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