A synthetic intermediate
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6-Chloropurine

Item No. 38879

Technical Information
Formal Name
6-chloro-9H-purine
CAS Number
87-42-3
Synonyms
  • NSC 744
Molecular Formula
C5H3ClN4
Formula Weight
Purity
≥95%
A solid
DMF: 10 mg/mlDMSO: 10 mg/ml
λmax
265 nm
SMILES
ClC1=C2NC=NC2=NC=N1
InChi Code
InChI=1S/C5H3ClN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H,7,8,9,10)
InChi Key
ZKBQDFAWXLTYKS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    6-Chloropurine is a synthetic intermediate.1 It has been used in the synthesis of antibacterial or kinase-inhibiting purines, as well as anticancer agents.1,2,3 6-Chloropurine (20 mg/kg per day), in combination with the glutamine amidotransferase inhibitor azaserine (Item No. 14834), increases survival time in an S180 mouse model of sarcoma.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bakkestuen, A.K., Gundersen, L.-L., and Utenova, B.T. Synthesis, biological activity, and SAR of antimycobacterial 9-aryl-, 9-arylsulfonyl-, and 9-benzyl-6-(2-furyl)purines. J. Med. Chem. 48(7), 2710-2723 (2005).

    2. Laufer, S.A., Domeyer, D.M., Scior, T.R.F., et alSynthesis and biological testing of purine derivatives as potential ATP-competitive kinase inhibitors. J. Med. Chem. 48(3), 710-722 (2005).

    3. Conejo-García, A., García-Rubiño, M.E., Marchal, J.A., et alSynthesis and anticancer activity of (RS)-9-(2,3-dihydro-1,4-benzoxaheteroin-2-ylmethyl)-9H-purines. Eur. J. Med. Chem. 46(9), 3795-3801 (2011).

    4. Sartorelli, A.C., and Booth, B.A. Comparative studies on the in vivo action of 6-chloropurine, 6-chloropurine ribonucleoside, and 6-chloro-9-ethylpurine on sarcoma 180 ascites cells. J. Pharmacol. Exp. Ther. 134, 123-128 (1961).