An internal standard for the quantification of theophylline
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Unlabeled Version(s)
23760Theophylline
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Theophylline-d6

Item No. 9003566

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,9-dihydro-1,3-di(methyl-d3)-1H-purine-2,6-dione
CAS Number
117490-39-8
Synonyms
  • 1,3-Dimethylxanthine-d6
Molecular Formula
C7H2D6N4O2
Formula Weight
186.2
Purity
≥99% deuterated forms (d1-d6)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF: 10 mg/mLDMSO: 10 mg/mLDMSO: 10 mg/mlEthanol: 1 mg/mLEthanol: 1 mg/mlPBS (pH 7.2): 1 mg/mlPBS (pH 7.2): 1 mg/mL
λmax
271 nm
SMILES
O=C1N(C([2H])([2H])[2H])C(C(N=CN2)=C2N1C([2H])([2H])[2H])=O
InChi Code
InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)/i1D3,2D3
InChi Key
ZFXYFBGIUFBOJW-WFGJKAKNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    500 µg

    $134

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    1 mg

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    5 mg

    $795

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    Product Description

    Theophylline-d6 is intended for use as an internal standard for the quantification of theophylline (Item No. 23760) by GC- or LC-MS. Theophylline is an inhibitor of phosphodiesterase (PDE; Ki = 100 µM).1 It is also an adenosine A1 and A2 receptor antagonist (Ki = 14 µM for both).2 Theophylline induces relaxation of isolated cat bronchial smooth muscle segments precontracted with acetylcholine (EC40 = 117 µM).3 It inhibits ovalbumin-induced increases in bronchoalveolar lavage fluid (BALF) eosinophil infiltration in an ovalbumin-sensitized mouse model of allergic asthma. Formulations containing theophylline have been used in the treatment of asthma and chronic obstructive pulmonary disease (COPD).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Butcher, R.W., and Sutherland, E.W. Adenosine 3',5'-phosphate in biological materials. I. Purification and properties of cyclic 3',5'-nucleotide phosphodiesterase and use of this enzyme to characterize adenosine 3',5'-phosphate in human urine. The Journal of Biological Chemisty 237(4), 1244-1250 (1962).

    2. Daly, J.W., Padgett, W., Shamim, M.T., et al. 1,3-Dialkyl-8-(p-sulfophenyl)xanthines: Potent water-soluble antagonists for A1- and A2-adenosine receptors. J. Med. Chem. 28(4), 487-492 (1985).

    3. Leemans, J., Kirschvink, N., and Gustin, P. A comparison of in vitro relaxant responses to ipratropium bromide, β-adrenoceptor agonists and theophylline in feline bronchial smooth muscle. Vet. J. 193(1), 228-233 (2012).