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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:
50-78-2
Molecular Weight:
180.16
Beilstein:
779271
EC Number:
200-064-1
MDL number:
MFCD00002430
UNSPSC Code:
12352106
PubChem Substance ID:
24890623
NACRES:
NA.21

Agency

USP/NF
meets USP testing specifications

Quality Level

200

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

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

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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
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

482.0 °F

Flash Point(C)

250 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW1182
0000237091
0000216819
0000216819
0000237091

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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)
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)
The 100 Most Important Chemical Compounds: A Reference Guide (2011)
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)
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