A phosphodiesterase inhibitor and adenosine receptor antagonist
Related Products
Active Metabolite(s)
361671,3-Dimethyluric Acid342883-Methylxanthine
Analytical Standard(s)
32993Theophylline
Isomer(s)
21068Paraxanthine21745Theobromine
Labeled Version(s)
9003566Theophylline-d6
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Theophylline

Item No. 23760

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,9-dihydro-1,3-dimethyl-1H-purine-2,6-dione
CAS Number
58-55-9
Synonyms
  • 1,3-Dimethylxanthine
  • NSC 2066
Molecular Formula
C7H8N4O2
Formula Weight
180.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O=C1N(C)C(C(N=CN2)=C2N1C)=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)
InChi Key
ZFXYFBGIUFBOJW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
4°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 g

    $25

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    50 g

    $32

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    100 g

    $59

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    Product Description

    Theophylline is a methylxanthine alkaloid that is a competitive inhibitor of phosphodiesterase (PDE; Ki = 100 µM).1 It is also a non-selective antagonist of adenosine A receptors (Ki = 14 µM for A1 and A2).2 Theophylline induces relaxation of feline bronchiole smooth muscle precontracted with acetylcholine (EC40 = 117 µM; EC80 = 208 µM).3 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).