A cytosine derivative
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Bobcat 339

Item No. 31453

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-amino-1-[1,1′-biphenyl]-3-yl-5-chloro-2(1H)-pyrimidinone
CAS Number
2280037-51-4
Synonyms
  • BC339
Molecular Formula
C16H12ClN3O
Formula Weight
297.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 1 mg/mlDMSO:PBS (pH 7.2) (1:8): 0.11 mg/ml
λmax
250 nm
SMILES
O=C1N=C(C(Cl)=CN1C2=CC=CC(C3=CC=CC=C3)=C2)N
InChi Code
InChI=1S/C16H12ClN3O/c17-14-10-20(16(21)19-15(14)18)13-8-4-7-12(9-13)11-5-2-1-3-6-11/h1-10H,(H2,18,19,21)
InChi Key
QMGYGOOYCNTEQO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $69

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    10 mg

    $106

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    25 mg

    $248

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    50 mg

    $461

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    Product Description

    Bobcat 339 is a cytosine derivative that was originally found to be an inhibitor of ten-eleven translocation methylcytosine dioxygenase 1 (TET1) and TET2 (IC50s = 33 and 73 µM, respectively, in cell-free assays).1 However, it was found that the TET inhibitory activity was due to residual copper in the Bobcat 339 preparation used for the experiments.2 Copper-containing Bobcat 339 (10 µM) also reduces DNA 5-hydroxymethylcytosine (5-hmC) levels in HT22 hippocampal neurons, but copper-free preparations of Bobcat 339 (50 µM) do not reduce DNA 5-hmC levels in Hep3B cells.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chua, G.N.L., Wassarman, K.L., Sun, H., et al. Cytosine-based TET enzyme inhibitors. ACS Med. Chem. Lett. 10(2), 180-185 (2019).

    2. Weirath, N.A., Hurben, A.K., Chao, C., et al. Small molecule inhibitors of TET dioxygenases: Bobcat339 activity is mediated by contaminating copper(II). ACS Med. Chem. Lett. 13(5), 792-798 (2022).

    Product Citations

    Yang, B., Alimperti, S., Gonzalez, M.V., et al. Reepithelialization of diabetic skin and mucosal wounds is rescued by treatment with epigenetic inhibitors. Diabetes 73(1), 120-134 (2024).