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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:
Molecular Weight:
180.16
UNSPSC Code:
12352106
NACRES:
NA.21
PubChem Substance ID:
EC Number:
200-064-1
Beilstein/REAXYS Number:
779271
MDL number:
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biological source

synthetic

Quality Level

assay

≥99.0%

form

powder

color

white

pKa (25 °C)

3.5

mp

134-136 °C (lit.)

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

SMILES string

CC(=O)Oc1ccccc1C(O)=O

InChI

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

InChI key

BSYNRYMUTXBXSQ-UHFFFAOYSA-N

Gene Information

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.


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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

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3



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