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Merck
CN

SML2741

Sultopride hydrochloride

≥98% (HPLC)

Synonym(s):

(±)-Sultopride HCl, LIN 1418 HCl, LIN1418 HCl, N-[(1-Ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide hydrochloride, N-[(1-Ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-o-anisamide monohydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H26N2O4S·HCl
CAS Number:
23694-17-9
Molecular Weight:
390.93
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD01319147

Key Documents

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SMILES string

[S](=O)(=O)(CC)c1cc(c(cc1)OC)C(=O)NCC2[N+H](CCC2)CC.[Cl-]

InChI

1S/C17H26N2O4S.ClH/c1-4-19-10-6-7-13(19)12-18-17(20)15-11-14(24(21,22)5-2)8-9-16(15)23-3;/h8-9,11,13H,4-7,10,12H2,1-3H3,(H,18,20);1H

InChI key

IGOWMQPOGQYFFM-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

Orally active benzamide class dopamine receptor D2/3-selective antagonist (Ki = 18 nM/D2, 22 nM/D3, 7.7 μM/D4, >10 μM/D1) with in vivo antipsychotic efficacy.
Sultopride is an orally active benzamide class dopamine receptor D2/3-selective antagonist (Ki = 18 nM/rat D2, 22 nM/human D3, 7.7 μM/human D4, >10 μM/rat D1 by competitive binding against 0.5 nM Spiperone, 0.2 nM YM-09151-2, 5 nM Spiperone, 0.2 nM SCH23390 for respective receptor) that displays in vivo antipsychotic efficacy with moderate atypical index. Sultopride exhibits little or no affinity toward 5-HT1A2/33, adrenaline receptor α1/α2, Ach receptor, histamine receptor H1, or Sigma receptors σ1/σ2. Sultopride is a racemic material composed of the highly active (-) and the less potent (+) enenatiomers.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000095673
0000095672
0000090625

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Takuro Oka et al.
Life sciences, 76(2), 225-237 (2004-11-03)
Acute administration of typical and atypical antipsychotics has been reported to induce regionally distinct patterns of c-Fos expression in the rat forebrain. Furthermore, atypical index, the difference in the extent of increased Fos-like immunoreactivity (Fos-LI) in the nucleus accumbens (NAc)
Stereoselective blockade of cerebral dopamine receptors by sulpiride and sultopride [proceedings].
A Clow et al.
British journal of pharmacology, 67(3), 433P-433P (1979-11-01)
Profiles of the Affinity of Antipsychotic Drugs for Neurotransmitters and Their Clinical Implications
Yonemura K, Miyanaga K, Machiyama Y
Kitakanto Medical Journal, 48(2), 87-102 (1998)
Akihiro Takano et al.
The international journal of neuropsychopharmacology, 9(5), 539-545 (2005-11-18)
Conventional antipsychotics tend to elicit extrapyramidal symptoms at clinical doses, but dose optimization could reduce the risk of such side-effects. In-vivo receptor-binding studies have suggested that 70-80% of dopamine D2 receptor occupancy provides the desired antipsychotic effects without extrapyramidal symptoms.
Jun-ichi Karasawa et al.
Pharmacology, biochemistry, and behavior, 73(3), 505-510 (2002-08-02)
(R)-(+)-1-(4-Chlorophenyl)-3-[4-(2-methoxyethyl)piperazin-1-yl]methyl-2-pyrrolidinone L-tartrate (MS-377) is a novel antipsychotic agent with selective and high affinity for sigma(1) receptor. The present study was carried out to clarify the interaction of MS-377 with dopamine D(2) receptor antagonists (D(2) antagonists) in concurrent administration, and then
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