An anticancer agent
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Labeled Version(s)
9003471Altretamine-d18
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Altretamine

Item No. 23662

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N2,N2,N4,N4,N6,N6-hexamethyl-1,3,5-triazine-2,4,6-triamine
CAS Number
645-05-6
Synonyms
  • 2,4,6-Tris(dimethylamino)-1,3,5-triazine
  • Hexamethylmelamine
  • HMM
  • NSC 13875
Molecular Formula
C9H18N6
Formula Weight
210.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleMethanol: Slightly Soluble
SMILES
CN(C)C1=NC(N(C)C)=NC(N(C)C)=N1
InChi Code
InChI=1S/C9H18N6/c1-13(2)7-10-8(14(3)4)12-9(11-7)15(5)6/h1-6H3
InChi Key
UUVWYPNAQBNQJQ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
4°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $49

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    100 mg

    $86

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    250 mg

    $120

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    Cayman Chemical
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    Product Description

    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).