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Merck

A5376

Acetylsalicylic acid

≥99.0%

Synonym(s):

2-Acetoxybenzoic acid, O-Acetylsalicylic acid, ASA, Aspirin

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About This Item

Linear Formula:
2-(CH3CO2)C6H4CO2H
CAS Number:
50-78-2
Molecular Weight:
180.16
UNSPSC Code:
12352106
NACRES:
NA.21
PubChem Substance ID:
24278218
EC Number:
200-064-1
Beilstein/REAXYS Number:
779271
MDL number:
MFCD00002430

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InChI key

BSYNRYMUTXBXSQ-UHFFFAOYSA-N

InChI

1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)

SMILES string

CC(=O)Oc1ccccc1C(O)=O

biological source

synthetic

assay

≥99.0%

form

powder

color

white

pKa (25 °C)

3.5

Quality Level

200

Gene Information

human ... ITGA2B(3674), ITGB3(3690), PTGS1(5742), PTGS2(5743)

solubility

H2O: 10 mg/mL at 37 °C(lit.), H2O: 3 mg/mL at 25 °C(lit.), ethanol: 50 mg/mL, aqueous base: decomposes

ε (extinction coefficient)

190 at 298 nm in aqueous base at 1 mM, 409 at 231 nm in aqueous base at 1 mM, 466 at 230 nm in aqueous acid at 1 mM, 68 at 278 nm in aqueous acid at 1 mM

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General description

Acetylsalicylic acid is an organic compound commonly referred to as aspirin. It works by blocking the production of compounds in the body that cause pain, swelling, and fever. Acetylsalicylic acid also serves a vital function in preventing blood clots from forming in the arteries. In research, acetylsalicylic acid is studied for its role in oxidative stress, and in cancer research as a biomarker.

Biochem/physiol Actions

Blocks the production of prostaglandins by inhibiting cyclooxygenase (prostaglandin H synthase), with greater selectivity toward the COX-1 isoform. The antithrombotic effect is due to the inhibition of COX-1 in platelets that blocks thromboxane production and platelet aggregation. Chemopreventive against colorectal and other solid tumors.

pictograms

Exclamation mark
GHS07

signalword

Warning

Storage Class

11 - Combustible Solids

flash_point_f

482.0 °F

flash_point_c

250 °C

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

hcodes

H302,H412

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7601V
WXBF5838V
WXBF3892V
WXBF2976V
WXBF2042V

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Seung-Hwan Jung et al.
Redox biology, 37, 101751-101751 (2020-10-21)
Treatment with nonsteroidal anti-inflammatory drugs (NSAIDs) is associated with various side effects, including cardiovascular and hepatic disorders. Studies suggest that mitochondrial damage and oxidative stress are important mediators of toxicity, yet the underlying mechanisms are poorly understood. In this study
Connie N Hess et al.
Journal of the American College of Cardiology, 66(7), 777-787 (2015-08-14)
Bleeding limits anticoagulant treatment in patients with acute coronary syndromes (ACS). We investigated whether background concomitant antiplatelet therapy influences the effects of apixaban after ACS. This study examined high-risk ACS patients who were treated with aspirin or aspirin plus clopidogrel
Niels Hulsman et al.
Journal of medicinal chemistry, 50(10), 2424-2431 (2007-04-20)
Hybrid drug 1 (NO-ASA) continues to attract intense research from chemists and biologists alike. It consists of ASA and a -ONO2 group connected through a spacer and is in preclinical development as an antitumor drug. We report that, contrary to
Katarzyna Palus et al.
PloS one, 10(11), e0143661-e0143661 (2015-11-26)
This experiment was designed to establish the localization and neurochemical phenotyping of sympathetic neurons supplying prepyloric area of the porcine stomach in a physiological state and during acetylsalicylic acid (ASA) induced gastritis. In order to localize the sympathetic perikarya the
Gregg W Stone et al.
Lancet (London, England), 382(9892), 614-623 (2013-07-31)
The relation between platelet reactivity and stent thrombosis, major bleeding, and other adverse events after coronary artery implantation of drug-eluting stents has been incompletely characterised. We aimed to determine the relation between platelet reactivity during dual therapy with aspirin and
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