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SML0004

Sigma-Aldrich

(S)-(+)-Clopidogrel hydrogensulfate

≥98% (HPLC)

Synonym(s):

(S)-(+)-Clopidogrel bisulfate, (S)-(+)-Methyl 2-(4,5,6,7-tetrahydrothieno[3,2-c]pyridin-5-yl)-2-(2-chlorophenyl)acetate hydrogensulfate, Clopidogrel Bisulphate

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About This Item

Empirical Formula (Hill Notation):
C16H16ClNO2S · H2SO4
CAS Number:
120202-66-6
Molecular Weight:
419.90
MDL number:
MFCD00876395
UNSPSC Code:
12352200
PubChem Substance ID:
329825081
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +54 to +70°, c = 0.5 in methanol

color

white to tan

solubility

DMSO: ≥20 mg/mL (warmed)

originator

Bristol-Myers Squibb
Sanofi Aventis

storage temp.

2-8°C

SMILES string

OS(O)(=O)=O.COC(=O)[C@@H](N1CCc2sccc2C1)c3ccccc3Cl

InChI

1S/C16H16ClNO2S.H2O4S/c1-20-16(19)15(12-4-2-3-5-13(12)17)18-8-6-14-11(10-18)7-9-21-14;1-5(2,3)4/h2-5,7,9,15H,6,8,10H2,1H3;(H2,1,2,3,4)/t15-;/m0./s1

InChI key

FDEODCTUSIWGLK-RSAXXLAASA-N

Gene Information

human ... P2RY12(64805)

Application

(S)-(+)-Clopidogrel hydrogensulfate was used as standard in HPLC-MS/MS to detect clopidogrel and its thiol derivative in human plasma.

Biochem/physiol Actions

(S)-(+)-Clopidogrel hydrogen sulfate is an antithrombotic antiplatelet agent. It specifically and irreversibly inhibits the Purinoceptor P2Y12 subtype which inhibits ADP-induced platelet aggregation. (S)-(+)-Clopidogrel hydrogen sulfate is the active isomer.

Features and Benefits

This compound is featured on the P2 Receptors: P2Y G-Protein Family page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Bristol-Myers Squibb and Sanofi Aventis. To browse the list of other pharma-developed compounds, Approved Drugs, and Drug Candidates, click here.

Pictograms

CorrosionEnvironment
GHS05,GHS09

Signal Word

Danger

Hazard Statements

H314,H411

Hazard Classifications

Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

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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Cody J Peer et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 880(1), 132-139 (2011-12-16)
A sensitive, selective, and rapid ultra-high performance liquid chromatography-tandem mass spectrometry (uHPLC-MS/MS) was developed for the simultaneous quantification of clopidogrel (Plavix(®)) and its derivatized active metabolite (CAMD) in human plasma. Derivatization of the active metabolite in blood with 2-bromo-3'-methoxy acetophenone
Hong-Xia Wang et al.
Echocardiography (Mount Kisco, N.Y.), 32(6), 1003-1008 (2014-10-08)
This study aimed to examine the application of intravascular ultrasound (IVUS) in ST-segment elevation myocardial infarction (STEMI) patients with high thrombus burden (thrombus grade ≥3) undergoing emergency diagnosis and primary percutaneous coronary intervention. Eighty STEMI patients were enrolled and randomly
Ying Deng et al.
Phytotherapy research : PTR, 30(11), 1886-1892 (2016-11-05)
Ginkgo biloba extract (GBE), a traditional herbal product used worldwide as both medicine and supplement, is often supplied with clopidogrel for the treatment of cerebrovascular diseases. The aim of the current study was to explore the effect of GBE on
Chiao-Hsuan Chao et al.
PLoS pathogens, 15(4), e1007625-e1007625 (2019-04-23)
Dengue virus (DENV) infection, the most common mosquito-transmitted viral infection, can cause a range of diseases from self-limiting dengue fever to life-threatening dengue hemorrhagic fever and shock syndrome. Thrombocytopenia is a major characteristic observed in both mild and severe dengue
Agnieszka Chryplewicz et al.
Cancer cell, 40(10), 1111-1127 (2022-09-17)
Glioblastoma (GBM) is poorly responsive to therapy and invariably lethal. One conceivable strategy to circumvent this intractability is to co-target distinctive mechanistic components of the disease, aiming to concomitantly disrupt multiple capabilities required for tumor progression and therapeutic resistance. We
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