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S5451

Sigma-Aldrich

Sarpogrelate hydrochloride

≥98% (HPLC)

Synonym(s):

Anplag, Butanedioic acid 1-[2-(dimethylamino)-1-[[2-[2-(3-methoxyphenyl)ethyl]phenoxy]methyl]ethyl] ester hydrochloride, MCI 9042, Succinic acid mono-(1-dimethylaminomethyl-2-(2-[2-(3-methoxyphenyl)et hyl]phenoxy)ethyl) ester hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C24H31NO6.HCl
CAS Number:
Molecular Weight:
465.97
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

solubility

deionized water: ≥5 mg/mL

storage temp.

room temp

SMILES string

Cl.COc1cccc(CCc2ccccc2OCC(CN(C)C)OC(=O)CCC(O)=O)c1

InChI

1S/C24H31NO6.ClH/c1-25(2)16-21(31-24(28)14-13-23(26)27)17-30-22-10-5-4-8-19(22)12-11-18-7-6-9-20(15-18)29-3;/h4-10,15,21H,11-14,16-17H2,1-3H3,(H,26,27);1H

InChI key

POQBIDFFYCYHOB-UHFFFAOYSA-N

General description

Sarpogrelate hydrochloride binds to the serotonin receptor (5-hydroxytryptamine, 5-HT2A). Its binding to 5-HT2A receptor inhibits thrombus formation and reduces platelet aggregation. Sarpogrelate hydrochloride has been used as an anti-atherosclerotic agent. It improves the endothelial function and may be useful for treating peripheral arterial disease. Use of sarpogrelate hydrochloride as 5-HT2A antagonist reduces urinary albumin levels in diabetic nephropathy.

Biochem/physiol Actions

Sarapogrelate hydrochloride is a potent and selective 5-HT2A receptor antagonist. It exhibits analgesic effects in numerous animal studies.

pictograms

Exclamation markEnvironment

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Daniel Duerschmied et al.
PloS one, 7(2), e32656-e32656 (2012-03-03)
Increased residual platelet reactivity remains a burden for coronary artery disease (CAD) patients who received a coronary stent and do not respond sufficiently to treatment with acetylsalicylic acid and clopidogrel. We hypothesized that serotonin antagonism reduces high on-treatment platelet reactivity.
Sarpogrelate hydrochloride, a selective 5-HT2A antagonist, improves vascular function in patients with peripheral arterial disease
Miyazaki M, et al.
Journal of Cardiovascular Pharmacology, 49(4), 221-227 (2007)
Yohei Kawano et al.
Biological & pharmaceutical bulletin, 44(2), 238-244 (2021-02-02)
Mirtazapine (MTZ) is a noradrenergic and specific serotonergic antidepressant. MTZ is reportedly associated with an increased risk of bleeding. However, the underlying mechanism remains unclear. In this study, we investigated the antiplatelet effect of MTZ in mice via light transmission
Sarpogrelate hydrochloride, a serotonin2A receptor antagonist, reduces albuminuria in diabetic patients with early-stage diabetic nephropathy
Takahashi T, et al.
Diabetes Research and Clinical Practice, 58(2), 123-129 (2002)
Shaoxin Ma et al.
Journal of diabetes investigation, 7(6), 833-844 (2016-11-03)
Our previous study found that dexamethasone-induced insulin resistance (IR) was involved in 5-hydroxytryptamine (5-HT) synthesis and 5-hydroxytryptamine 2 receptor (5-HT Male rats were exposed to dexamethasone for 10 days, then treated with or without a 5-HT Dexamethasone-induced whole-body IR, with

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