An internal standard for the quantification of altretamine
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Unlabeled Version(s)
23662Altretamine
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Altretamine-d18

Item No. 9003471

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N,N′,N′,N′′,N′′-hexa(methyl-d3)-1,3,5-triazine-2,4,6-triamine
CAS Number
65886-69-3
Synonyms
  • Hexamethylmelamine-d18
  • HMM-d18
  • 2,4,6-Tris(dimethylamino)-1,3,5-triazine-d18
Molecular Formula
C9D18N6
Formula Weight
228.4
Purity
≥99% deuterated forms d1-d18
Formulation (Request formulation change)
A neat solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleMethanol: Slightly soluble
SMILES
[2H]C([2H])([2H])N(C([2H])([2H])[2H])C1=NC(N(C([2H])([2H])[2H])C([2H])([2H])[2H])=NC(N(C([2H])([2H])[2H])C([2H])([2H])[2H])=N1
InChi Code
InChI=1S/C9H18N6/c1-13(2)7-10-8(14(3)4)12-9(11-7)15(5)6/h1-6H3/i1D3,2D3,3D3,4D3,5D3,6D3
InChi Key
UUVWYPNAQBNQJQ-NBDUPMGQSA-N
Shipping & Storage Information
Storage
4°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Altretamine-d18 is intended for use as an internal standard for the quantification of altretamine (Item No. 23662) by GC- or LC-MS. Altretamine is an anticancer agent.1 It induces cytotoxicity in an ovarian cancer cell line when used at a concentration of 10 μg/ml.2 Altretamine (0.5 mM) inhibits glutathione peroxidase 4 (GPX4) and induces accumulation of lipid-reactive oxygen species (ROS) in U-2932 cells without depleting glutathione (GSH) levels, suggesting it is a class II ferroptosis-inducing compound (FIN).3 In vivo, altretamine (150 mg/kg) reduces tumor growth in an M5076 murine sarcoma model.1 Formulations containing altretamine have been used in the treatment of ovarian cancer.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Langdon, S.P., Simmonds, R.J., and Stevens, M.F.G. Triazines and related products. Part 26. Synthesis and chemistry of bicyclic analogues of the antitumour drug 2,4,6-tris(dimethylamino)-1,3,5-triazine (hexamethylmelamine). J. Chem. Soc. Perkin Trans. 1 993-998 (1984).

    2. D'Incalci, M., Erba, E., Balconi, G., et al. Time dependence of the in vitro cytotoxicity of hexamethylmelamine and its metabolites. Br. J. Cancer 41(4), 630-635 (1980).

    3. Woo, J.H., Shimoni, Y., Yang, W.S., et al. Elucidating compound mechanism of action by network perturbation analysis. Cell 162(2), 441-451 (2015).