levosulpiride

Levosulpiride
Names
	IUPAC name N-[[(2S)-(−)-1-ethylpyrrolidin-2-yl]methyl]-2-methoxy-5-sulfamoylbenzamide
Identifiers
CAS Number	23672-07-3
ChEBI	CHEBI:4119
ChEMBL	ChEMBL267044
ChemSpider	599749
IUPHAR/BPS	958
Jmol interactive 3D	Image
KEGG	D07312
PubChem	688272
UNII	JTG7R315LK
	InChI InChI=1S/C15H23N3O4S/c1-3-18-8-4-5-11(18)10-17-15(19)13-9-12(23(16,20)21)6-7-14(13)22-2/h6-7,9,11H,3-5,8,10H2,1-2H3,(H,17,19)(H2,16,20,21)/t11-/m0/s1 Key: BGRJTUBHPOOWDU-NSHDSACASA-N ; InChI=1/C15H23N3O4S/c1-3-18-8-4-5-11(18)10-17-15(19)13-9-12(23(16,20)21)6-7-14(13)22-2/h6-7,9,11H,3-5,8,10H2,1-2H3,(H,17,19)(H2,16,20,21)/t11-/m0/s1 Key: BGRJTUBHPOOWDU-NSHDSACABD ;
	SMILES CCN1CCC[C@H]1CNC(=O)C2=C(C=CC(=C2)S(=O)(=O)N)OC ;
Properties
Chemical formula	C15H23N3O4S
Molar mass	341.43 g·mol−1
Pharmacology
ATC code	N05AL07
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	verify (what is ?)
	Infobox references

レボスルピリド

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/12/18 16:54:30」(JST)

wiki en

[Wiki en表示]

Levosulpiride is a substituted benzamide antipsychotic, reported to be a selective antagonist of dopamine D₂ receptor activity on both central and peripheral levels. It is an atypical neuroleptic and a prokinetic agent. Levosulpiride is also claimed to have mood elevating properties. Levosulpiride is used in the treatment of psychoses, particularly negative symptoms of schizophrenia, anxiety disorders, dysthymia, vertigo, dyspepsia, irritable bowel syndrome and premature ejaculation.

Chemically, it is the (S)-(−)-enantiomer of sulpiride.

Side effect

Side effects include amenorrhea, gynecomastia, galactorrhea, changes in libido, and neuroleptic malignant syndrome.^[1]

Mechanism of action

In contrast to most other neuroleptics which block both dopamine D₁ and D₂ receptors, sulpiride is more selective and acts primarily as a dopamine D₂ antagonist. Sulpiride appears to lack effects on norepinephrine, acetylcholine, serotonin, histamine, or gamma-aminobutyric acid (GABA) receptors. ^[2]

Pharmacodynamics

Sulpiride is a substituted benzamide derivative and a selective dopamine D₂ antagonist with antipsychotic and antidepressant activity. Other benzamide derivatives include metoclopramide, tiapride, and sultopride.^[3]

References

^ http://www.drugsupdate.com/generic/view/860
^ http://www.drugbank.ca/drugs/DB00391
^ http://www.drugbank.ca/drugs/DB00391

English Journal

Acute heart failure due to pheochromocytoma crisis after levosulpiride administration.

Saporito F1, Andò G2, Di Bella G1, Oreto G1.
International journal of cardiology.Int J Cardiol.2014 Aug 1;175(2):383-4. doi: 10.1016/j.ijcard.2014.05.040. Epub 2014 May 17.
PMID 24874901

The use of dried blood spots for quantification of 15 antipsychotics and 7 metabolites with ultra-high performance liquid chromatography - tandem mass spectrometry.

Patteet L1, Maudens KE, Stove CP, Lambert WE, Morrens M, Sabbe B, Neels H.
Drug testing and analysis.Drug Test Anal.2014 Jul 31. doi: 10.1002/dta.1698. [Epub ahead of print]
Therapeutic drug monitoring of antipsychotics is important in optimizing individual therapy. In psychiatric populations, classical venous blood sampling is experienced as frightening. Interest in alternative techniques, like dried blood spots (DBS), has consequently increased. A fast and easy to per
PMID 25132670

Development and Validation of a UPLC Method by the QbD-Approach for the Estimation of Rabeprazole and Levosulpiride from Capsules.

Thummala VR1, Seshadri RK1, Tharlapu SS1, Ivaturi MR2, Nittala SR2.
Scientia pharmaceutica.Sci Pharm.2014 Jan 16;82(2):307-26. doi: 10.3797/scipharm.1310-17. eCollection 2014.
Statistical experimental design was used to optimize the chromatographic separations of two pharmaceutical compounds from their respective potential impurities. A fractional factorial design was utilized to study the effects of pH, organic solvent in mobile phases A&B, and flow rate on the resol
PMID 24959404

Japanese Journal

Simple and Sensitive Method for Measurement of Metoclopramide in Cattle Plasma by LC-MS/MS Using a Multimode Chromatography

HAMAMOTO Kouko,MIZUNO Yasuharu,KATO Masaki,YAMAGISHI Norio,FURUHAMA Kazuhisa
Journal of Veterinary Medical Science, 2012
… MCP and levosulpiride (internal standard) were analyzed in the precursor/product ion pair of m/z 300.1/226.9 and m/z 342.0/112.0, respectively. …
NAID 130002502176

Liquid chromatography-tandem mass spectrometry quantification of levosulpiride in human plasma and its application to bioequivalence study

PHAPALE Prasad B.,LEE Hae Won,LIM Mi-sun,SEONG Sook Jin,KIM Eun-Hee,PARK Jeonghyeon,LEE Miran,KWANG Sung-Kyu,YOON Young-Ran
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 878(24), 2280-2285, 2010-08-15
NAID 10028040439