An internal standard for the quantification of sarpogrelate
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Unlabeled Version(s)
24194Sarpogrelate (hydrochloride)
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Sarpogrelate-d3 (hydrochloride)

Item No. 33472

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
butanedioic acid, 1-[2-(dimethylamino)-1-[[2-[2-[3-(methoxy-d3)phenyl]ethyl]phenoxy]methyl]ethyl] ester, monohydrochloride
CAS Number
2934185-00-7
Molecular Formula
C24H28D3NO6 • HCl
Formula Weight
469.0
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: solubleWater: soluble
SMILES
CN(C)CC(OC(CCC(O)=O)=O)COC1=CC=CC=C1CCC2=CC(OC([2H])([2H])[2H])=CC=C2.Cl
InChi Code
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/i3D3;
InChi Key
POQBIDFFYCYHOB-FJCVKDQNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Sarpogrelate-d3 is intended for use as an internal standard for the quantification of sarpogrelate (hydrochloride) (Item No. 24194) by GC- or LC-MS. Sarpogrelate is a selective antagonist of the serotonin (5-HT) receptor subtypes 5-HT2A, 5-HT2B, and 5-HT2C (Kis = 3.02, 269, and 37.2 nM, respectively, for human recombinant receptors expressed in CHO-K1 cells).1 It is selective for 5-HT2 (Ki = 70.8 nM) over 5-HT1 (Ki = >26,000 nM), α1-, α2-, and β-adrenergic (Kis = 640-123,800 nM), and muscarinic receptors (Ki = >40,000 nM).2 In vitro, it inhibits aggregation of rat whole blood induced by collagen, 5-HT (Item No. 14332) with collagen, and 5-HT with ADP (Item No. 16778; IC50s = 57.7, 0.56, and 22.7 μM, respectively).3 In vivo, it inhibits leukocyte-endothelial interactions in the femoral artery induced by a high-fat high-fructose diet (HFFD) in mice when administered at a dose of 5 mg/kg per day.4 Sarpogrelate (5 mg/kg per day) decreases ventricular hypertrophy and infarct size in a rat model of myocardial infarction.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rashid, M., Manivet, P., Nishio, H., et al. Identification of the binding sites and selectivity of sarpogrelate, a novel 5-HT2 antagonist, to human 5-HT2A, 5-HT2B and 5-HT2C receptor subtypes by molecular modeling. Life Sci. 73(2), 193-207 (2003).

    2. Maruyama, K., Kinami, J., Sugita, Y., et al. MCI-9042: High affinity for serotonergic receptors as assessed by radioligand binding assay. J. Pharmacobiodyn. 14(4), 177-181 (1991).

    3. Kubacka, M., Kazek, G., Kotańska, M., et al. Anti-aggregation effect of aroxyalkyl derivatives of 2-methoxyphenylpiperazine is due to their 5-HT2A and α2-adrenoceptor antagonistic properties. A comparison with ketanserin, sarpogrelate, prazosin, yohimbine and ARC239. Eur. J. Pharmacol. 818, 263-270 (2018).

    4. Kataoka, H., Ariyama, Y., Deushi, M., et al. Inhibitory effect of serotonin antagonist on leukocyte-endothelial interactions in vivo and in vitro. PLoS One 11(1), e0147929 (2016).

    5. Brasil, D., Temsah, R.M., Kumar, K., et al. Blockade of 5-HT2A receptors by sarpogrelate protects the heart against myocardial infarction in rats. J. Cardiovasc. Pharmacol. Ther. 7(1), 53-59 (2002).