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A2093

Sigma-Aldrich

Aspirin

meets USP testing specifications

Synonym(s):

Acetylsalicylic acid, 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
Beilstein/REAXYS Number:
779271
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.21

agency

USP/NF
meets USP testing specifications

Quality Level

form

powder or crystals

mp

134-136 °C (lit.)

application(s)

pharmaceutical (small molecule)

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

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General description

Aspirin (acetylsalicylic acid) is a nonsteroidal anti-inflammatory drug. It occurs as white crystalline powder and is derived from salicylic acid.

Application

Aspirin has been used:
  • as a stabilizer for blood during 13,14-dihydro-15-keto-prostaglandin F2α (PGFM) measurement
  • to evaluate cell viability of BV-2 microglial cell line
  • in morphogenesis assay

Biochem/physiol Actions

Aspirin is an analgesic and antipyretic agent used in the treatment of fever and pain as in arthritis. It is also associated with cardiovascular diseases.
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

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 1

flash_point_f

482.0 °F

flash_point_c

250 °C

ppe

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


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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Relationship between endotoxin and prostaglandin (PGE2 and PGFM) concentrations and ovarian function in dairy cows with puerperal endometritis
Mateus L, et al.
Animal Reproduction Science (2003)
Aspirin suppresses growth in PI3K-mutant breast cancer by activating AMPK and inhibiting mTORC1 signaling
Henry, et al.
Cancer Research, 77(3), 790-801 (2017)
The 100 Most Important Chemical Compounds: A Reference Guide (2011)
Acetylsalicylic acid enhances the anti-inflammatory effect of fluoxetine through inhibition of NF-kB, p38-MAPK and ERK1/2 activation in lipopolysaccharide-induced BV-2 microglia cells
Yang JM, et al.
Neuroscience, 275, 296-394 (2014)
Concise Clinical Pharmacology (2007)

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