An adenosine A1 receptor antagonist and active metabolite of theobromine and caffeine
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7-Methylxanthine

Item No. 34348

Technical Information
Formal Name
3,7-dihydro-7-methyl-1H-purine-2,6-dione
CAS Number
552-62-5
Synonyms
  • 7-MX
  • NSC 7861
Molecular Formula
C6H6N4O2
Formula Weight
Purity
≥98%
A crystalline solid
DMSO: Slightly solubleEthanol: Slightly soluble
SMILES
O=C1NC(C2=C(N1)N=CN2C)=O
InChi Code
InChI=1S/C6H6N4O2/c1-10-2-7-4-3(10)5(11)9-6(12)8-4/h2H,1H3,(H2,8,9,11,12)
InChi Key
PFWLFWPASULGAN-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    7-Methylxanthine is an adenosine A1 receptor antagonist and active metabolite of theobromine (Item No. 21745) and caffeine (Item No. 14118).1,2 It inhibits binding of the adenosine A1 receptor agonist cyclohexyladenosine in rat cerebral cortical membranes in a concentration-dependent manner.2 7-Methylxanthine (300 mg/kg) inhibits eye elongation and reduces decreases in the diameter of scleral collagen fibrils in a guinea pig model of form-deprivation myopia.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cornish, H.H., and Christman, A.A. A study of the metabolism of theobromine, theophylline, and caffeine in man. The Journal of Biological Chemisty 228(1), 315-323 (1957).

    2. Daly, J.W., Butts-Lamb, P., and Padgett, W. Subclasses of adenosine receptors in the central nervous system: Interaction with caffeine and related methylxanthines. Cell. Mol. Neurobiol. 3(1), 69-80 (1983).

    3. Cui, D., Trier, K., Zeng, J., et alEffects of 7-methylxanthine on the sclera in form deprivation myopia in guinea pigs. Acta. Ophthalmol. 89(4), 328-334 (2011).