An internal standard for the quantification of aspirin
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Unlabeled Version(s)
70260Aspirin
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Aspirin-d4

Item No. 18243

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-(acetyloxy)-benzoic-2,3,4,5-d4 acid
CAS Number
97781-16-3
Synonyms
  • Acetylsalicylic Acid-d4
Molecular Formula
C9H4D4O4
Formula Weight
184.2
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: > 30 mg/mlDMSO: > 41 mg/mlEthanol: > 80 mg/mlPBS (pH 7.2): > 2.7 mg/ml
λmax
225 nm
SMILES
OC(C1=C(OC(C)=O)C([2H])=C([2H])C([2H])=C1[2H])=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)/i2D,3D,4D,5D
InChi Key
BSYNRYMUTXBXSQ-QFFDRWTDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $50

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    5 mg

    $186

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    10 mg

    $273

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    Product Description

    Aspirin-d4 is intended for use as an internal standard for the quantification of aspirin (Item No. 70260) by GC- or LC-MS. 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 al. Purification 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 al. Antiplatelet 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 al. Effects 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 al. Effect of low-dose aspirin on vascular inflammation, plaque stability, and atherogenesis in low-density lipoprotein receptor-deficient mice. Circulation 106, 1282-1287 (2002).