An NSAID and a COX-1 and COX-2 inhibitor
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Aspirin

Item No. 70260

Technical Information
Formal Name
2-(acetyloxy)-benzoic acid
CAS Number
50-78-2
Synonyms
  • Acetylsalicylic Acid
  • NSC 27223
  • NSC 406186
Molecular Formula
C9H8O4
Formula Weight
Purity
≥90%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 41 mg/mlEthanol: 80 mg/mlPBS pH 7.2: 2.7 mg/ml
λmax
226, 275 nm
SMILES
CC(=O)Oc1ccccc1C(=O)O
InChi Code
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
Origin
Synthetic
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Aspirin is a non-steroidal anti-inflammatory drug (NSAID) and a covalent inhibitor of COX-1 and COX-2 (IC50s = 4.45 and 13.88 µM, respectively, for the human enzymes).1 It is also an inhibitor of hematopoietic prostaglandin D synthase (H-PGDS; IC50 = 750 µM for the ovine enzyme).2 Aspirin (6 µg/ml) inhibits epinephrine- and ADP-induced platelet aggregation.3 In vivo, aspirin (30 mg/kg) reduces infarct volume and microglial infiltration in a rat model of ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO).4 It decreases macrophage infiltration into, increases the number of smooth muscle cells and levels of collagen in, and reduces the area of, atherosclerotic lesions in LDL receptor-deficient mice fed a high-fat diet when administered in the drinking water at 30 mg/L.5 Formulations containing aspirin have been used in the treatment of pain, fever, and in stroke prevention.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cryer, B., and Feldman, M. Cyclooxygenase-1 and cyclooxygenase-2 selectivity of widely used nonsteroidal anti-inflammatory drugs. Am. J. Med. 104(5), 413-421 (1998).

    2. Johnson, J.L., Wimsatt, J., Buckel, S.D., et alPurification and characterization of prostaglandin H synthase-2 from sheep placental cotyledons. Arch. Biochem. Biophys. 324(1), 26-34 (1995).

    3. Papp, J., Sandor, B., Vamos, Z., et alAntiplatelet effect of acetylsalicylic acid, metamizole and their combination - in vitro and in vivo comparisons. Clin. Hemorheol. Microcirc. 56(1), 1-12 (2014).

    4. Whitehead, S.N., Bayona, N.A., Cheng, G., et alEffects of triflusal and aspirin in a rat model of cerebral ischemia. Stroke 38(2), 381-387 (2007).

    5. Cyrus, T., Sung, S., Zhao, L., et alEffect of low-dose aspirin on vascular inflammation, plaque stability, and atherogenesis in low-density lipoprotein receptor-deficient mice. Circulation 106, 1282-1287 (2002).

    Product Citations

    d'Alencon, C.A., Peña, O.A., Wittmann, C., et alA high-throughput chemically induced inflammation assay in zebrafish. BMC Biol. 8, 151 (2010).