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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:
135159-51-2
Molecular Weight:
465.97
MDL number:
MFCD00887582
UNSPSC Code:
12352200
PubChem Substance ID:
329824454
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
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H410

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

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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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)
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.
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
Identification of a key amino acid of the human 5-HT2B serotonin receptor important for sarpogrelate binding
Muntasir HA, et al.
Journal of Pharmacological Sciences, 104(3), 274-277 (2007)
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)
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